Vacation rentals in Lothian, MD with free parking

Experience the Difference: Professionally Managed by iTrip Annapolis Family Rental only! This brand new custom home was built with stunning views of the Chesapeake Bay and all the bells and whistles, including a large private pool (open late April-end of Oct), hot tub (available year round) and game room on a semi-private beach. The four-season screened-in porch naturally stays warm in the winter from the sun and cools from the bay breeze with the windows open. The home is a perfect retreat for one or more large families traveling together on a private resort-like getaway. Upon entering the home, you will be wowed by the fully-loaded great room, complete with a flatscreen TV, electric fireplace, designer furniture and views of the waterfront landscape. The gourmet kitchen has luxury appliances, a breakfast bar, a dining table for 8 and high-end stainless-steel appliances. Before heading upstairs, check out the private office, which doubles as another bedroom with a Queen sleeper sofa, located off the main entryway. The home has two ensuite bedrooms: one on the main floor, with its own sliding door to the rear deck, and the other on the 2nd floor, with its own private office and sitting room. There are two additional bedrooms on the 2nd floor which share a bathroom and a bunk room on the lower level. All the bedrooms have views of the backyard and the Bay. Also located on the lower level is a decked-out game room (Pop-a-shot basketball, shuffleboard, ping pong, foosball table, and a card table) and full bath. Head outside to the furnished patio, complete with a hot tub and custom pool. Then make your way down to the beach. There’s plenty of parking and a keyless front entry. Located in Tracy’s Landing, this home is wonderful for families and friends looking to hunker down in the luxurious resort-like atmosphere. You’ll leave this place feeling completely rejuvenated! Come see for yourself! *Inquire about multi-day discounts for 5+ days SLEEPING ARRANGEMENTS 5 BR / 4.5 BA / Sleeps: Main Floor Suite: -King Bed -Private Bathroom with Double Vanity, large soaking tub and shower -Flatscreen TV -Private waterfront patio Main Floor Office/Bedroom -Queen Sleeper Sofa -Half bath on main floor and shared full bath in the 2nd floor hall 2nd Floor Suite: -King Bed -Private En Suite Bathroom with tub/shower and double vanity -Private sitting room with lounge chair and desk -Flatscreen TV -Water views 2nd Floor King Bedroom: -King bed -Flatscreen TV -Water views -Shared full bath in the Hall 2nd Floor Twin Bedroom: -Two Twin beds -Water views -Shared full bath in the Hall Lower Level Bunk Room -2 sets of bunks (4 Twin beds) -Shared full bath in the Hall HIGHLIGHTS: -Private Heated Pool and hot tub (Pool Closed end of Oct-late April - hot tub available year round) -Furnished screened-in porch -Chaise pool-side lounge chairs -Firepit -Games: Pop-a-shot basketball, Foosball, Ping-pong, Shuffleboard, Card table -Kayaks (7) and life jackets (available May-Nov) -BBQ Gas grill (propane tank provided) -Spacious open kitchen Breakfast bar seating for 3 -Dining room table seats 6-8 -High Speed Internet and WiFi -Multiple flatscreen Internet-based TV’s throughout the home -Luxury linens, complimentary toiletries Starter Kit, and boutique-level service -Coffee pot + Keurig -Parking for multiple cars/SUVs in driveway -Washer & dryer located inside the home -Dogs allowed with $150 non-refundable fee per pet paid prior to checkin. -Keyless entry. Drive straight to your rental home and enter the front door with an electronic lock code. Property Distance to: -Annapolis – 23 miles -Washington, DC – 34 miles -Baltimore - 49 miles -Tysons, VA – 50 miles *Amenity & Supplies starter pack: coffee, sweeteners, soap, shampoo, conditioner, lotion and hand sanitizer, paper towels, toilet paper, dish soap, scrubber and dishwashing liquid. * All beds are ready made for you with freshly-laundered sheets & towels. House Rules: No smoking or parties Must be 25+ to rent, with an adult present at all times For your security, we have one door camera facing the outside of the home and a noise decibel monitor that is compliant with the law. Check-in: 4:00 PM, Check-out: 11:00 AM License: STR00744

2,350 Sq Ft | Walk to Marinas & Dining A maritime paradise awaits at this bright and inviting Deale vacation rental! Start the morning by taking in the still waterway from the living room or deck before casting lines off the boat dock. Don't forget to soak up the sun at North Beach Boardwalk as well! As evening falls, grill your prized catch and enjoy a family cookout or stroll to a restaurant of your choice. Book this premier Chesapeake Bay getaway today! -- THE PROPERTY -- STR01041 OUTDOOR LIVING  - 2 decks, 2 dining areas, lounge seating - Gas grill - Boat dock INDOOR LIVING  - Smart TV - 2 dining tables - Breakfast bar KITCHEN  - Stove/oven, refrigerator, dishwasher - Microwave, toaster - Drip coffee maker (bring your own coffee) - Cooking basics, dishware/flatware ACCESSIBILITY - Multi-level home, step-free entry - Bedroom on 1st floor PARKING - Driveway (4 vehicles) -- THE LOCATION -- - Seamless access to Chesapeake Bay - Shipwright Harbor Marina & Rockhold Creek Marina down street - 0.7 miles to Herrington Harbour North & 9 miles to Herrington Harbour South - 11 miles to North Beach Boardwalk - 19 miles to historic Downtown Annapolis - 30 miles to Washington, D.C. - 43 miles to Baltimore -- REST EASY WITH US -- Evolve makes it easy to find and book properties you’ll never want to leave. You can relax knowing that our properties will always be ready for you and that we’ll answer the phone 24/7. Even better, if anything is off about your stay, we’ll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you. -- POLICIES -- - No smoking - No pets allowed - No events, parties, or large gatherings - Additional fees and taxes may apply - Photo ID may be required upon check-in SECURITY CAMERA INFORMATION - 3 exterior devices - Location: front of home, right side of home, back of home - Coverage: driveway, entrance, pier Licence number: STR01041

Conveniently located near major hospitals, medical centers, shopping, restaurants, and major highways, this vacation rental in Upper Marlboro makes commuting easy throughout Prince George’s County and the Washington, D.C. metro area. Perfect For: - Traveling nurses - Physicians - Medical residents - Physical and occupational therapists - Healthcare professionals on temporary assignments - Corporate travelers - Military personnel -- THE PROPERTY -- HOU-0235-2026-SFR MAIN FEATURES - Dining room - 2 living areas - TVs, fireplace - Primary bathroom w/ soaking tub & walk-in closet - Washer & dryer - Deck, large backyard KITCHEN - Refrigerator, stove/oven, microwave - Drip coffee maker, toaster - Cooking basics, dishware & flatware ACCESSIBILITY - Single-level home, steps to enter PARKING - Driveway parking (4 vehicles) -- THE LOCATION -- - 12 miles to University of Maryland Capital Region Medical Center - 14 miles to MedStar Southern Maryland Hospital Center - 20 miles to Doctors Community Medical Center - 20 miles to Anne Arundel Medical Center - 10 miles to Watkins Regional Park: walking trails, picnic areas, playgrounds, miniature train, and nature center - 15 miles to Prince George’s Sports and Learning Complex: indoor track, fitness center, aquatic center, and sports facilities - 11 miles to Largo Town Center: shopping, grocery stores, restaurants, and everyday services - 0.7 miles to Marlton Golf Club: public golf course for recreation - 4 miles to Show Place Arena: hosts equestrian events, concerts, and community events - 4 miles to Prince George’s Equestrian Center: equestrian competitions and special events -- REST EASY WITH US -- Evolve makes it easy to find and book properties you’ll never want to leave. You can relax knowing that our properties will always be ready for you and that we’ll answer the phone 24/7. Even better, if anything is off about your stay, we’ll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you. -- POLICIES -- - No smoking - No pets allowed - No events, parties, or large gatherings - Additional fees and taxes may apply - Photo ID may be required upon check-in ADDITIONAL INFORMATION - Tenant in basement unit on-site SECURITY CAMERA INFORMATION - 2 exterior devices - Location: front & back - Coverage: driveway, street, backyard Licence number: HOU-0235-2026-SFR

Days spent relaxing on the sandy shores, exploring the local shops and eateries along The Boardwalk, or visiting The Walters Art Museum await when you book this 3-bedroom, 2-bathroom North Beach vacation rental! Featuring a fully equipped kitchen, an inviting interior, and a furnished deck with Chesapeake Bay views, this home provides a comfortable place to unwind after a day’s adventures. Whether you’re seeking a peaceful escape or an exciting retreat, this abode has you covered! -- THE PROPERTY -- STR00866 | Pet Friendly w/ Fee | Chesapeake Bay Views | Near Restaurants & Beaches Bedroom 1: King Bed | Bedroom 2: Queen Bed | Bedroom 3: 2 Twin Beds | Living Room: Full Sleeper Sofa OUTDOOR LIVING: Deck, outdoor seating & dining, yard INDOOR LIVING: Amazon Fire TVs w/ cable, dining table, breakfast bar, 2 walk-in showers, ceiling fans KITCHEN: Stainless steel appliances w/ dishwasher, cooking basics, dishware/flatware, pod coffee maker, microwave, toaster, ice maker, spices, knife set GENERAL: Free WiFi, central heating & air conditioning, complimentary toiletries, hair dryer, washer/dryer, laundry detergent, hangers, linens/towels, trash bags/paper towels FAQ: No fence before bay, 1 exterior security camera (facing out), pet fee (paid pre-trip) ACCESSIBILITY: Single-story home, 3 steps to enter PARKING: Driveway (3 vehicles) ADDT’L ACCOMMODATIONS: An additional property is available down the street with a separate nightly rate. If you would like to reserve both rentals, please inquire for more information prior to booking -- THE LOCATION -- ATTRACTIONS: The Boardwalk (3 miles), Jug Bay Wetlands Sanctuary (15 miles), Watkins Nature Center (23 miles), Watkins Regional Park (23 miles), National Building Museum (35 miles), The Walters Art Museum (54 miles) SUN & SAND: North Beach (1 mile), Chesapeake Beach (2 miles), Brownies Beach (3 miles), Bayfront Beach (4 miles), Randle Cliff Beach (4 miles), Masons Beach (11 miles), Deale Beach (13 miles) OUTDOOR ADVENTURES: North Beach Pier (1 mile), Never E-Nuff Charters LLC (2 miles), Chesapeake Beach Boat Rentals (2 miles), Chesapeake Beach Fishing (3 miles), Chesapeake Paddle Sports (11 miles), Queen Anne Canoe Launch (23 miles), Jacksons Landing at Patuxent River Park (25 miles) AIRPORTS: Ronald Reagan Washington National Airport (40 miles), Baltimore/Washington International Thurgood Marshall Airport (48 miles) -- REST EASY WITH US -- Evolve makes it easy to find and book properties you’ll never want to leave. You can relax knowing that our properties will always be ready for you and that we’ll answer the phone 24/7. Even better, if anything is off about your stay, we’ll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you. -- POLICIES -- - No smoking - Pet friendly w/ $150 fee (+ fees & taxes, 1 max) - No events, parties, or large gatherings - Additional fees and taxes may apply - Photo ID may be required upon check-in - NOTE: This single-story home requires 3 steps to enter - NOTE: This property may not be suitable for young children due to the unfenced bay area - NOTE: Your safety matters. This property features 1 exterior security camera located on the front of the home facing the driveway. The camera is outward facing and does not look into interior spaces. The camera records video and sound when activated by motion Licence number: STR00866

Community Sports Courts | Near Golf Courses | 7 Mi to Northwest Stadium Seeking a relaxed base for your next stop in the Washington, D.C., area? This Upper Marlboro vacation rental is perfect for a stress-free stay! Whether attending an equestrian event, in town for a game, or traveling for business at Joint Base Andrews, you’ll find an unbeatable balance of comfort and convenience at this sleek 3-bedroom, 2.5-bath townhome. Secure your dates and start planning your capital visit today! -- THE PROPERTY -- HOU-0219-2025-STR-H SLEEPING ARRANGEMENTS - Bedroom 1: 1 king bed - Bedroom 2: 1 queen bed - Bedroom 3: 1 queen bed COMMUNITY AMENITIES - Tennis courts - Basketball courts HOME FEATURES - Smart TVs - Reclining sofas & love seat - Dining table - Patio KITCHEN - Refrigerator, stove/oven, microwave, dishwasher - Drip coffee maker (starter coffee provided) - Dishware & flatware, cooking basics GENERAL - Keyless entry, self check-in, free WiFi - Towels/linens, complimentary toiletries, hair dryer - Iron/board, trash bags/paper towels - Central heating & A/C, ceiling fans FAQ - 3 exterior security cameras (facing out) ACCESSIBILITY - 2-story townhome, stairs required to access PARKING - Reserved spaces (2 vehicles) - Free street parking (1 vehicle) -- THE LOCATION -- - 5 miles to the Show Place Arena, Prince George's Equestrian Center - 11 miles to Joint Base Andrews - 17 miles to Capital One Arena, 18 miles to Nationals Park - 6 miles to the Dutch Village Farmers Market - 20 miles to the National Mall, Smithsonian Museums - 23 miles to Ronald Reagan Washington Nat’l Airport, 30 miles to Baltimore/Washington Int’l Thurgood Marshall Airport -- REST EASY WITH US -- Evolve makes it easy to find and book properties you’ll never want to leave. You can relax knowing that our properties will always be ready for you and that we’ll answer the phone 24/7. Even better, if anything is off about your stay, we’ll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you. -- POLICIES -- - No smoking - No pets allowed - No events, parties, or large gatherings - Additional fees and taxes may apply - Photo ID may be required upon check-in ADDITIONAL INFORMATION - This 2-story townhome requires using stairs to access - Your safety matters. This property features 3 exterior security cameras. Camera 1 is by the front door, facing outward. Cameras 2 and 3 are on the rear of the house, facing the patio and back windows. These cameras do not look into any interior spaces. They record video and sound when activated by motion Licence number: HOU-0219-2025-STR-H

Escape to this charming house in Edgewater, MD, where a beach and play area are just a short walk away. With a water view within 100 yards of the community beach, this spacious and open living design offers a tranquil retreat. Recently furnished with all new furniture and beds, including a king bed on the main floor with an en suite bathroom with a walk-in shower, and two queen beds with a dedicated office space boasting water views, streaming available with the Roku equipped TV’s, this home is perfect for a relaxing getaway. Enjoy the convenience of a full bath with a tub upstairs, a half bath, and laundry off the kitchen. Ideal for remote work, the quiet and walkable neighborhood provides a peaceful setting. Two adjustable bicycles are available for easy riding in the neighborhood, and the partially fenced backyard includes a fence enclosure for small dogs. The 12 x 20 shed space, known as the ’Coastal Clubhouse,’ is a great spot for rainy day activities or small family gatherings, featuring an L-shape lounger and a table with seating for six. This dog-friendly property is equipped with modern amenities such as a washer/dryer, central AC, internet, and a fully stocked kitchen with appliances like a fridge, stove, oven, dishwasher, microwave, coffee maker, and more. Additionally, enjoy beach access, a kayak, paddle board w/vests, blankets, and other essentials provided for a comfortable stay. Conveniently located near Navy-Marine Corps Memorial Stadium, historic restaurants, downtown Annapolis, and other attractions, this home is the perfect base for exploring the area. Whether you’re looking to relax indoors or explore the outdoors, this Edgewater retreat offers the best of both worlds. From water activities like sailing and stand-up paddle boarding to nearby attractions like water parks, winery tours, and museums, there’s something for everyone to enjoy. Book your stay now and experience the beauty and convenience of this lovely vacation rental.

Highlighted by its coastal charm and scenic location, this well-appointed North Beach home is well-suited for small groups to enjoy a relaxing stay on Chesapeake Bay. This 2-bedroom, 2-bathroom vacation rental features Smart TVs, free WiFi, a screened porch with a convertible dining table and pool table, and a large fenced yard for your furry friend. After a sunny day spent relaxing at the beach or exploring town attractions, you can gather around the fire pit to unwind under the stars. -- THE PROPERTY -- Anne Arundel County STR Reg: STR-00460 | Pet Friendly w/ Fee | View of Chesapeake Bay | 2 Mi to North Beach Town Bedroom 1: Queen Bed | Bedroom 2: Queen Murphy Bed | Loft: King Bed INDOOR LIVING: Smart TVs, sunroom w/ sitting area, laptop-friendly work area, cable/satellite TV OUTDOOR LIVING: Screened porch w/ outdoor dining area & convertible pool table, solo stove fire pit, charcoal grill, 2 kayaks, fenced yard, patio, walk to Rose Haven Memorial Park KITCHEN: Cooking basics, dishware/flatware, dishwasher, stove/oven, microwave, coffee maker, coffee grinder, blender, toaster oven, spices GENERAL: Free WiFi, linens/towels, complimentary toiletries, washer/dryer, ceiling fans, window A/C units, hair dryer, laundry detergent, trash bags/paper towels FAQ: 3 steps required to access, 1 exterior security camera (outward facing), pet fee (paid pre-trip) PARKING: Driveway (4 vehicles) -- THE LOCATION -- BEACHES: North Beach Boardwalk/Beach (2.3 miles), Chesapeake Beach Veterans Memorial Park (2.9 miles), Brownie’s Beach (4.2 miles), Bayfront Beach (4.4 miles), Breezy Point Beach (9.2 miles) OUTDOOR RECREATION: Rose Have Memorial Park (190 ft), Herrington Harbor Yacht Club (0.3 miles), Tyler’s Tackle Shop & Crab House (2.9 miles), Reel Attitude Charters (3.3 miles), Katherine Charter Fishing (3.3 miles), Fishing Creek Chesapeake Beach Maryland (3.3 miles), Chesapeake Beach Fishing (3.4 miles), Chesapeake Adventures Sportfishing (21.5 miles) ATTRACTIONS: Chesapeake Beach Water Park (3.1 miles), Chesapeake Beach Railway Museum (3.4 miles), Jug Bay Wetlands Sanctuary (14.2 miles), Six Flags America (23.6 miles) NEARBY EATS: Traders Seafood Steak & Ale (3.0 miles), Abners Crab House (3.3 miles), Rod ‘N’ Reel Restaurant (3.4 miles), Boardwalk Cafe (3.4 miles) WASHINGTON D.C. (~36 miles): United States Capitol, The White House, Lincoln Memorial, National Mall, Smithsonian National Air and Space Museum, attractions, sightseeing, events, nightlife, restaurants AIRPORTS: Ronald Reagan Washington National Airport (36.4 miles), Baltimore/Washington International Thurgood Marshall Airport (45.0 miles) -- REST EASY WITH US -- Evolve makes it easy to find and book properties you'll never want to leave. You can relax knowing that our properties will always be ready for you and that we'll answer the phone 24/7. Even better, if anything is off about your stay, we'll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you. -- POLICIES -- - No smoking - Pet friendly w/ $75 fee (+ fees and taxes) - No events, parties, or large gatherings - Additional fees and taxes may apply - Photo ID may be required upon check-in - NOTE: The property requires 3 steps to access - NOTE: Your safety matters. This property features 1 exterior security camera. The camera is a Ring doorbell located on the front entry. The camera is outward facing and does not look into interior spaces. The camera records video and sound when activated by motion Licence number: STR00460

Experience the Difference: Professionally Managed by iTrip Annapolis Enjoy stunning western-facing views across the river and a natural tidal pond from this sprawling historic home that sits on 1.5+ acres. The light-filled farmhouse is located on Persimmon Point, which is positioned between Harness Creek and the South River. It is a peninsula rich in local lore that includes Native American oysters mounds, pirate hideouts, tobacco farming and world champion cows. Some history: Once the home was part of the original Wimbledon Farm. From the 1930’s, Wimbledon Farm grew abundant produce and tobacco. The last magnificent tobacco barn in Annapolis is on the property next to the house. Wimbledon was also famous for their dairy. Their dairy cows and bulls attracted breeders from around the world and famously started the “Carnation” milk herd. The dairy barn was immense and the milk came into the small milk house, which is now the charming "Milkhouse Suite". Here the milk was chilled and sent out to be bottled and delivered. Today: The house offers a special, very private family retreat just minutes to downtown Annapolis. The home was renovated to its current beauty by opening the entire back of the house to the water with windows and connecting the main house to the "milk house". All of the living space, and 4 of the 5 bedrooms, are on the main floor. The lofted upstairs bedroom is perfect for the younger crowd with 3 twin beds and room to enjoy each other’s company. The open floor plan, deck and terrace provide multiple living spaces inside and out. There are 2 full baths and room for 10 guests to sleep comfortably. Enjoy the outdoors on stone patio with fountain and dining tables, a pair of Adirondack chairs on the back deck under the shady wisteria pergola, and a BBQ grill. Inside, the dining table seats 8 with room for 3 more at the breakfast bar. Across the lush lawn, there is also a small pier on the pond for kayak launching or fishing fun for small anglers. Guests can also get away from the day by lounging on the creek side on the front porch swing. Local activities: Great Frogs Winery (less than ½ mile away down the street), Quiet Waters Park (hiking trails, ice skating, SUP rentals) and kayaking or biking. SLEEPING ARRANGEMENTS 5 BR / 2 BA / Sleeps 10 adults (2 children): Milk House Suite: -Main Floor -Queen Bed -Living room with Full sofa sleeper -Private en-suite bathroom large tile shower -Private entrance and water views Main Floor King: -King bed -Private entrance to front porch Main Floor Queen: -Queen bed Main Floor Twin -Built-in Twin Bed Upstairs Loft -3 Twin beds -Full Hall Bath with stand-up Shower and clawfoot Tub HIGHLIGHTS: -Outdoor waterfront furnished terrace and deck - access to decks or porch from main entries -Small fishing and boat launch pier on the pond -Kayaks -Mulitple living spaces: family room, living room and loft -BBQ Gas grill (propane tank provided) -Dining room table with seating for 8 -Breakfast bar with seating for 3 -Vermont casting gas stove -High Speed Internet and WiFi -Flatscreen TV’s -Luxury Westin Heavenly mattress in milk house, fine linens, complimentary toiletries Starter Kit, and boutique-level service -Parking for multiple cars in driveway -Full-size washers/dryers located on the main floor Property Distance to: -Downtown Annapolis – 4 miles -U.S. Naval Academy – 4 miles -Washington, DC – 33 miles -Baltimore - 33 miles -Great Frogs Winery - .4 miles -Quiet Waters Park - 4.2 miles by land - closer by sea! *Amenity & Supplies starter pack, coffees and sweeteners, soap, shampoo, conditioner, lotion and hand sanitizer, paper towels, toilet paper, dish soap, scrubber and dishwashing liquid. * All beds are made for you with freshly-laundered sheets & towels. House Rules Reservations made for teenagers or young single groups will not be honored without any accompanying adult staying in the house at ALL times. We require at least one member of the party to be 25 (twenty-five) years of age. No smoking/no pets. Be respectful of the house and contents - it is someone’s home and the owners live in the home when not renting it. Please respect the neighbors and neighborhood. No parties, events or smoking of any kind. License: STR00542

Step into this charming coastal cottage and let North Beach welcome you to a relaxing getaway! The 3-bedroom, 2-bathroom vacation rental has been newly renovated to ensure a seamless and stress-free stay. Venture into town and explore beachfront shops, fresh seafood dining, and beautiful architecture throughout. On perfectly sunny days, build sandcastles at nearby beaches or book a fishing charter for extra thrills! Return home and prepare a home-cooked meal before settling in for a movie night. -- THE PROPERTY -- Anne Arundel County STR Reg: STR00572 | Newly Renovated | Pet Friendly w/ Fee Bedroom 1: King Bed | Bedroom 2: Twin Bunk Bed | Bedroom 3: Queen Bed | Living Room: Full Futon COTTAGE LIVING: Smart TVs w/ Roku, dining table, furnished sunroom, en-suite bathroom, ceiling fans, furnished deck KITCHEN: Stainless steel appliances, stove/oven, microwave, dishwasher, refrigerator, dishware/flatware, Keurig coffee machine, toaster, knife block GENERAL: Free WiFi, washer/dryer, linens/towels, complimentary toiletries, central air conditioning, hair dryer FAQ: Stairs required, Ring doorbell (facing front entry), pet fee (paid pre-stay) PARKING: Driveway (4 vehicles), free street parking -- THE LOCATION -- SAND & SUN: North Beach Boardwalk/Beach (2.2 miles), Chesapeake Beach Veterans Memorial Park (2.9 miles), Brownie’s Beach (4.2 miles), Bayfront Beach (4.4 miles), Breezy Point Beach (9.2 miles) OUTDOOR FUN: Rose Haven Memorial Park (0.3 miles), Herrington Harbor Yacht Club (0.3 miles), Tyler’s Tackle Shop & Crab House (3.1 miles), Reel Attitude Charters (3.6 miles), Katherine Charter Fishing (3.6 miles), Fishing Creek Chesapeake Beach Maryland (3.6 miles), Chesapeake Beach Fishing (3.6 miles), Chesapeake Adventures Sportfishing (21.5 miles) LOCAL ATTRACTIONS: Chesapeake Beach Water Park (3.3 miles), Chesapeake Beach Railway Museum (3.6 miles), Jug Bay Wetlands Sanctuary (13.6 miles), Six Flags America (24.1 miles) WASHINGTON, D.C. (~35 miles): United States Capitol, The White House, Lincoln Memorial, National Mall, Smithsonian National Air and Space Museum, attractions, sightseeing, events, nightlife, restaurants AIRPORTS: Ronald Reagan Washington National Airport (37.2 miles), Baltimore/Washington International Thurgood Marshall Airport (43.0 miles) -- REST EASY WITH US -- Evolve makes it easy to find and book properties you'll never want to leave. You can relax knowing that our properties will always be ready for you and that we'll answer the phone 24/7. Even better, if anything is off about your stay, we'll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you. -- POLICIES -- - No smoking - Pet friendly w/ $150 fee (+ fees & taxes, max 1 pet) - No events, parties, or large gatherings - Additional fees and taxes may apply - Photo ID may be required upon check-in - NOTE: The property requires stairs to access - NOTE: Your safety matters. This property features a Ring Doorbell device with an exterior security camera facing the front outdoor entry. The camera does not look into any interior spaces. The camera actively records video when motion is detected by the device Licence number: STR00572

Experience the Difference: Professionally Managed by iTrip Annapolis Escape to this spectacular custom-built waterfront estate in Edgewater, MD—just 15 minutes from downtown Annapolis. Styled like a modern ski chalet and nestled on nearly 2 private acres with a private pier and beach access, this one-of-a-kind retreat offers sweeping views of the South River, expansive indoor and outdoor living spaces, and every amenity for your perfect stay. The Space Step inside to a stunning open floor plan with soaring ceilings and panoramic water views. Gather in the main living area with its 2-story windows, cozy gas fireplace, and two flatscreen TVs. The gourmet kitchen is a chef’s dream, featuring a double oven, two cooktops (including one in the oversized butler’s pantry), a warming drawer, double refrigerator, wine cooler, and ice maker. For more casual fun, head to the spacious lower level—perfect for kids and teens—with a giant sectional, game and ping-pong tables, flatscreen TV, work desk, and a full bath. Sleeping Arrangements:Sleeps 12 Adults + 4 Kids + 2 Babies | 6 Bedrooms | 6.5 Bathrooms Main Level Queen Suite (Sleeps 2): Queen bed, en-suite bath with double vanity & walk-in shower King Guest Room (Sleeps 2): King bed, full bath across private hall Full Bunk Room (Sleeps 2 adults or 4 kids): 2 full beds, full bath in hall Second Floor Family Suite (Sleeps 2 adults + 2 babies): King bed, nursery with crib & rocking chair, portable crib, luxurious en-suite bath with whirlpool tub, shower, double vanity King Suite (Sleeps 2): King bed, en-suite bath with soaking tub, shower, double vanity Double Full Bunk Room (Sleeps 2 adults or 4 kids): Two full beds, en-suite full bath Recreation Room (Lower Level) Massive couch Game and ping-pong tables Flatscreen TV Large work desk Full bath with tiled walk-in shower Additional Amenities High-speed WiFi Multiple flatscreen TVs Washer & dryer Luxury linens and complimentary starter kit of toiletries, soaps, paper products, and kitchen essentials Keyless entry – drive up and enter via private side door with electronic code Ample driveway parking Nearby Attractions Londontowne Public Gardens – 5 mins Downtown Annapolis – 15-20 mins U.S. Naval Academy – 18 mins Marine Corps Memorial Stadium – 15 mins Washington, DC / Baltimore – ~30 miles each Important Notes Owners may dock their boat and use the beach (not deck or house) during Summer/Fall No pets, parties, or smoking Renter must be 25+ and present during the stay Security features include an exterior-facing door camera and a legal decibel monitor Check-in: 4:00 PM | Check-out: 11:00 AM Experience a luxurious, family-friendly escape On The Waterfront—your private retreat just minutes from Maryland’s capital. License: STR00714

Escape to this stunning five-level house nestled on a quiet and expansive 5-acre property in Annapolis, MD. With decks on every level offering breathtaking views, a pool, putting green, and a dock with four kayaks, this vacation rental is a true oasis for outdoor enthusiasts. Lifejackets are conveniently stored in the garden shed for your safety and peace of mind. Enjoy the modern amenities of this home, including a pool, lake views, central AC, and high-speed internet. The property features a firepit, multiple outdoor seating areas including a deck, patio, and balcony, as well as a gas grill for al fresco dining. Inside, you’ll find a fully equipped kitchen with all the essentials, a cozy living room with a fireplace, and comfortable sleeping arrangements with king and queen beds. For entertainment, take advantage of the three Ring doorbell cameras for added security, cable TV, DVD player, board games, and children’s games. Explore the surrounding area with winery tours, beachcombing, bird watching, and water activities like kayaking, swimming, and paddleboarding. After a day of adventure, unwind in the secluded and peaceful setting of this remarkable property. Conveniently located near restaurants, cinemas, museums, and shopping, this house offers the perfect blend of tranquility and accessibility to local attractions. Whether you’re seeking a relaxing retreat or an active getaway, this Annapolis vacation rental has everything you need for a memorable stay. Book now and experience the best of Maryland’s waterfront living!

Nestled in a family neighborhood between Fishing Creek and the South River, this Annapolis vacation home is great for groups with children, thanks to the various children’s sleeping options. It offers a large heated, saltwater pool, and quality furnishings, while is just minutes outside downtown Annapolis. A quick stroll down the street takes you to Thomas Point Park. This private retreat offers a large new deck, screened porch, fenced saltwater pool, and a sprawling yard for your enjoyment. Step inside to an open and light-filled space. The home features a large updated kitchen and spacious living and dining areas accented with a gorgeous stacked stone fireplace. A seated breakfast bar, lots of counter space, and quality appliances provide you with everything you need and beyond to create and enjoy dinner. THINGS TO KNOW The pool is open from May 20 until Labor Day. Guests must use their own accounts to access streaming services. No events or parties are allowed on the property due to strictly enforced HOA/community guidelines.

Quiet Tree-Lined Community | Easy Access to D.C. | 6 Mi to Commanders' Stadium | Private Office Experience the best of the DMV at this Upper Marlboro vacation rental! Nestled in the secure Perrywood community, this 4-bed, 2.5-bath home offers the perfect suburban retreat for families and sports fans alike. Whip up a feast in the kitchen or unwind with your pup on the deck. Whether you're heading to a kickoff or the National Mall, you'll find everything you need and more at this spacious home! -- THE PROPERTY -- HOU-0382-2025-STR-H SLEEPING ARRANGEMENTS - Bedroom 1: 1 king bed - Bedroom 2: 1 queen bed - Bedroom 3: 1 queen bed - Bedroom 4: 1 queen bed HOME HIGHLIGHTS - Smart TVs - Multiple living & dining areas - Dedicated office w/ adjustable desk - Private deck, outdoor seating - Large grassy backyard (not fenced) KITCHEN - Refrigerator, stove/oven, dishwasher - Drip coffee maker - Blender, toaster, microwave - Cooking basics, dishware & flatware GENERAL - Free WiFi, keyless entry - Central A/C & heating, ceiling fans - Washer, dryer, laundry detergent, iron & board - Linens & towels - Complimentary toiletries, hair dryer, hangers FAQ - 4 exterior security cameras (facing out) - Pet fee (paid pre-trip) - Quiet hours (10:00 PM-7:00 AM) - Long-term rental on-site (basement unit) ACCESSIBILITY - Exterior steps required for entry - 2-story home - All bedrooms on 2nd floor PARKING - Driveway (2 vehicles) -- THE LOCATION -- - Peaceful community location w/ easy access to walking trails & nearby golf courses - 4 miles to Six Flags America Railroad - 5 miles to Largo Town Center Metro Station - 5 miles to Downtown Upper Marlboro - 6 miles to Northwest Stadium (Washington Commanders) - 17 miles to National Harbor & MGM National Harbor Hotel & Casino - 19 miles to Washington, D.C. - 23 miles to Ronald Reagan Washington National Airport -- REST EASY WITH US -- Evolve makes it easy to find and book properties you’ll never want to leave. You can relax knowing that our properties will always be ready for you and that we’ll answer the phone 24/7. Even better, if anything is off about your stay, we’ll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you. -- POLICIES -- - No smoking indoors - Pet friendly w/ $50 fee (+ fees & taxes, dog only, 1 max) - No events, parties, or large gatherings - Additional fees and taxes may apply - Photo ID may be required upon check-in - Please observe quiet hours from 10:00 PM to 7:00 AM ADDITIONAL INFORMATION - This 2-story home requires exterior steps to enter. All bedrooms are located on the 2nd floor - There is a long-term rental on-site in the basement unit of the home; other guests may be present during your stay - Your safety matters. This property features 4 external security cameras. Camera 1 is a doorbell camera on the front door facing the front entrance. Camera 2 is located on the back of the house facing the backyard and patio. Camera 3 is located on the left side of the house facing the front yard. Camera 4 is located on the right side of the house facing the right corner of the property. These cameras are outward facing and do not look into any interior spaces; they record video and audio when motion is detected Licence number: HOU-0382-2025-STR-H