Middlefield, OH Vacation Rentals

Head to 'Crooked River Cabin' for a relaxing family vacation with a view! This charming 2-bedroom, 1-bathroom vacation rental offers on-site access to the Cuyahoga River and a plethora of outdoor activities. Whether you're into hunting, fishing, kayaking, or wineries, you'll find your happy place when you visit Hiram. Major cities like Cleveland and Akron are also a quick day trip away! After a fun-filled excursion, enjoy a crackling fire in the backyard or a delicious barbecue on the grill! -- THE PROPERTY -- Private Gravel Road | Hunting & Fishing Nearby | River Views Bedroom 1: Queen Bed | Bedroom 2: 2 Twin Beds OUTDOOR LIVING: Fire pit w/ outdoor seating, picnic table, backyard games, s'mores kit, gas grill, inflatable SUP w/ life jacket, large unfenced backyard, Cuyahoga River access, screened in soft top gazebo, child swing setINDOOR LIVING: Smart TV w/ Roku, fireplace(decorative), puzzles & games, 4-person dining tableKITCHEN: Cooking basics, drip & Keurig coffee makers, stocked coffee bar, wine glasses, pots & pans, microwave, toaster, electric stove/oven, refrigerator, Crockpot, dishware & flatwareGENERAL: Free WiFi, keyless entry, complimentary toiletries, linens & towels, portable A/C units, electric baseboard heating, space heaters, washer & dryer, laundry detergent, trash bags & paper towelsFAQ: 2 exterior security cameras (facing out), unfenced river accessACCESSIBILITY: Step-free access, single-story homePARKING: Driveway (2 vehicles) -- THE LOCATION -- OPT OUTSIDE: Sugar Bush Golf Club (6 miles), LaDue Reservoir (8 miles), Chagrin Falls Waterfall (17 miles), Cuyahoga Valley National Park (22 miles)FAMILY ATTRACTIONS: Derthick's Corn Maze (1 mile), Hiram College (3 miles), Punderson State Park (15 miles), Punderson Manor Lodge & Conference Center (16 miles)WINERIES & BREWERIES: Saxony Sky Vineyard (3 miles), Salvage Winery (5 miles), Garrett's Mill & Brewing Company (6 miles), 8th Day Brewing Company (7 miles), Orchid House Winery (10 miles), Laleure Vineyards (13 miles), Blind Squirrel Winery (13 miles)DAY TRIPS: Downtown Chagrin Falls (17 miles), Akron (34 miles), Downtown Cleveland (38 miles)AIRPORT: Cleveland Hopkins International Airport (41 miles), Akron-Canton Airport (46 miles) -- REST EASY WITH US -- Property Manager 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- NOTE: Your safety matters. This property features 2 external security cameras. These cameras are outward facing and do not look into any interior spaces. Camera 1 is a Ring doorbell on the front door facing the front entry. Camera 2 is located on the front of the home facing the driveway. These cameras actively record video and audio when motion is detected and will be turned on during your stay- NOTE: This single-story home offers step-free access- NOTE: There is no fence from the backyard to the river. Please supervise children at all times while outdoors

- Quiet Location - Private Yard Escape the hustle and bustle of your day-to-day and retreat this 1-bed, 1-bath Chagrin Falls vacation rental! Featuring an inviting living area with a Smart TV, a well-equipped kitchen, and access to the area's top outdoor recreation, this home provides comfort and convenience. Head into town and visit Chagrin Falls Waterfall, tour the Valley Art Center, or stop by the Chagrin Falls Popcorn Shop. -- THE PROPERTY -- SLEEPING ARRANGEMENTS: - Bedroom: Full Bed - Loft: Twin Bed - Additional Sleeping: Pack 'n Play (Available Upon Request) HOME FEATURES: - Smart TV - Wood-burning stove (decorative) - Dining table KITCHEN: - Stove/oven, refrigerator - Cooking basics, dishware/flatware - Pod coffee maker, microwave, toaster GENERAL: - Central heating, window A/C unit (spring & summer only) - Linens/towels, hair dryer - Trash bags/paper towels - Free WiFi - Ceiling fan & tower fan FAQ: - Long-term tenant on-site - Not toddler proof ACCESSIBILITY: - Single-story home w/ loft, step-free entry, bedroom on 1st floor, 2 interior steps required to access kitchen PARKING: - Shared driveway (3 vehicles) -- THE LOCATION -- - 3 miles to The Tanglewood Club - 3 miles to Riverside Park - 7 miles to Beartown Lakes Reservation - 27 miles to Cleveland - 30 miles to Cleveland Hopkins International Airport -- REST EASY WITH US -- Property Manager 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 - NOTE: Although this single-story home with a loft offers step-free entry, the path up to the door is uneven and bumpy. There are also 2 small steps required to access the kitchen and additional interior stairs are required to access the upstairs loft - NOTE: Long-term renters live on-site, in the next-door duplex with a separate entrance, and share the driveway - NOTE: The A/C unit is only available during the spring and summer months - NOTE: The wood-burning stove is decorative and not available for guest use - NOTE: Please note the property is not toddler proof

Escape to this cozy ranch-style cottage tucked away in peaceful Moreland Hills. With 3 bedrooms and thoughtful amenities, it’s the perfect spot for families, friends, or a weekend getaway. Inside, you’ll find a fully stocked kitchen complete with a coffee bar (coffee, sugar, creamer, syrups provided) and all the essentials for home-cooked meals. The dining area has seating for 6 and a bar cart. The cozy living room is perfect for relaxing and features a Smart TV and adorable decorative fireplace. The inviting living spaces include a full bathroom with a tub/shower combo and 3 comfortable bedrooms: Bedroom 1: Queen bed Bedroom 2: Queen bed w/Smart TV Bedroom 3: Bunk bed with a full on bottom, twin on top, plus an additional twin roll-out and Smart TV. The finished basement is made for fun, featuring a game room with a ping pong/air hockey table, a cozy couch with TV, and plenty of board games. Laundry is also available for guest use. Step outside to enjoy the peaceful surroundings. Relax in the hammock, gather around the fire pit (bring your own wood), or fire up the propane grill for a cookout. The long driveway provides plenty of parking, and the front porch with chairs is a perfect spot for your morning coffee. Whether you’re here to unwind in nature or spend quality time with loved ones, this cottage offers the comfort, privacy, and entertainment you need for a memorable stay. Guests have access to the entire home including the laundry area. ⚠️ House Rules⚠️ 🚫ABSOLUTELY NO PARTIES — ZERO EXCEPTIONS 🎉 This home is monitored by neighbors and staff who notify us instantly if a party or event takes place. If an unauthorized gathering happens, your reservation will be terminated on the spot and you’ll be required to vacate immediately without a refund (this includes no refunds on any unused nights). Any cleanup related to a party or "gathering" no matter the size will also incur additional cleaning fees and labor/material fees for any damages that were caused. 🚫Renters must be 21 years or older to book and stay. 🤫 Noise: Please keep noise to a minimum when outside. We use decibel readers (they don’t record conversations) to monitor levels. 🔇 Quiet hours: 10 PM – 8 AM 💸 Excessive noise may result in a $500 fine due to past neighbor complaints. 🚭 Smoking: No smoking inside the house — $500 fine for violation Smoking outside is allowed 🚫 Strictly Prohibited : Underage drinking or drug use Unauthorized guests 🎉 No mini waste: Avoid confetti, glitter, water beads, balloons, or tiny plastic/glass/metal pieces. 👫We respect my neighbors to the fullest and will not tolerate any gatherings, parties, or unauthorized guests. If you violate any of my house rules or those of the OTA community, you will be required to vacate the property immediately, and no refund will be issued for any unused nights. 🔥 Grill Use: If the property is equipped with a grill, guests are responsible for refilling the propane tank if needed—but don’t worry, just send us the receipt and we’ll reimburse you! If it’s a charcoal grill, be sure to bring your own charcoal. Happy grilling! 🐾 Pets: Max 2 dogs: $125 flat fee Requests for 3rd or 4th dogs are subject to approval and an additional $100 ❗Pets must be disclosed and approved in writing before your stay. Undisclosed pets will result in a $150 fee and may lead to cancellation without refund. NO cats allowed! 👟 Shoes off inside: Please remove shoes indoors to help keep the home clean — the asphalt driveway can track in dirt. We appreciate your understanding! 📌 Checkout note: We leave a short list of optional checkout steps — not mandatory, but very appreciated to help us prep for the next guest. Thank you! 😊 📌A damage protection option is required for all reservations and is processed through our third-party system prior to arrival. Guests may choose either a $400 refundable security deposit (pre-authorized hold, not a charge, released after a damage-free inspection) or a non-refundable damage waiver of $40, which covers accidental damages beyond normal wear and tear.

Looking for a retreat to get away from the hustle-n-bustle of the day-to-day? Our Willow Woods Retreat is the place! A completely renovated 1830’s farmhouse set on 4 acres of land, you will be set in a beautifully secluded location historic Kirtland! We look forward to hosting you! The house was built in 1834 and still features a lot of the old style vintage charm, yet is updated so you can enjoy a comfortable stay! With room for 8, this is the perfect place for families or groups of friends to get together for a fun and relaxing getaway! Fully stocked kitchen is great for cooking up meals to enjoy at our large dining table. The living room is spacious and comfortable and the master bathroom, with a jet tub and sky light above is the epitome of serenity. Note that the single bed in the queen bedroom is a trundle bed. The real highlight at our retreat house is the outdoor space. A full paver stone patio right off the back of the house, with seating for all and a gas grill it provides the perfect place to enjoy a cookout or some drinks by the fire. Add in the Evergreen Pond out back and you really get a chance getaway for a bit. We have parking for up to 4 vehicles. - ABSOLUTELY NO PARTIES OR EVENTS **Early Check in & Late Check out: We can accommodate up to 2 hours early check in or late check out for a $25/hour fee. Please give us a minimum of 24 hours for this request in order for us to organize our schedule. Thank you!

The perfect place for families with kids or couples, we welcome you to our home perfectly located within 20 minutes of Cleveland Clinic Main Campus and Case Western Reserve University. 5 Beds (all king sized) and 2.5 baths, two living spaces, a large outdoor deck, gas grill, big backyard, private hot tub, and basketball hoop in the driveway so you can get outside and enjoy the outdoor space when you are visiting! Pet friendly, so the whole family can come! Traveling with a group is easier when everyone has room to spread out—and a comfortable bed waiting at the end of the day. This spacious 3,200 sq ft home was built for larger groups, featuring five king beds, multiple living spaces, a private hot tub, and a backyard setup that works for both kids and adults. Whether you’re in town for family, work, medical travel, or a weekend getaway, this home makes it easy to settle in. ✶ THE HOME ✶ Comfortable, functional, and designed for real group stays. Inside, you’ll find two separate living rooms, each with Smart TVs, cable, and streaming access—perfect for giving everyone their own space to relax. The fully stocked kitchen has everything you need to cook at home, plus a dedicated dining area for meals together, game nights, or morning coffee before the day begins. With 2.5 bathrooms and a spacious layout, the home is ideal for groups who want room without sacrificing comfort. ✶ THE BEDROOMS ✶ Five king beds—a rare setup that everyone appreciates. No one gets stuck with the small room here. Each bedroom features a king bed, giving your group premium comfort across the board. 5 King bedrooms total Sleeps up to 10 guests One bedroom is located on the main floor Remaining bedrooms are upstairs The primary suite offers extra space along with a private bathroom featuring a soaking tub and walk-in shower. ✶ THE OUTDOOR SETUP ✶ Built for downtime and fun. Step outside to enjoy the private hot tub, spacious deck with seating, and gas grill for easy cookouts. The large backyard gives everyone room to spread out, with a jungle gym for kids and open space to relax. There’s also a basketball hoop in the driveway for friendly competition. An EV charger is available in the garage (bring your own cable). ✶ THE LOCATION ✶ Convenient to Cleveland’s top destinations. You’ll be about 20 minutes from Cleveland Clinic and Case Western Reserve University, making this a great fit for medical visits, university travel, relocations, or extended stays. Shopping, restaurants, and Cleveland attractions are also within easy reach. ✶ THE VIBE ✶ Easy, comfortable, and made for groups. Some guests will be in the hot tub, some in the kitchen, some watching the game, and some already asleep in a king bed. That’s exactly how a great group stay should feel. The entire house and backyard is yours and yours alone! The driveway has parking for plenty of cars, but we ask you to keep it down to 5 or less. If you have more please let us know. Car is encouraged. Very little public transport close by. **Early Check in & Late Check out: Given the house is so large and takes a while to get prepared, if there is a guest staying the night before we are unlikely to be able to accommodate early check ins. Late checkouts are also not possible at this time. You are welcome to drop off or leave your bags if you need to. **One bedroom is located on the ground floor. The other four are on the 2nd floor. Pet Friendly: Max 3 pets, cats or dogs welcome. $150 flat fee per pet.

Escape to luxury in this 4-bedroom, 3.5-bath home featuring a spacious living room, dining area, and fully equipped kitchen. Enjoy a home office, lower level with games and movie room, and a master suite with private bath. Outside, explore a nature-filled backyard with a walking trail, creeks, and fire pits. Ideal for relaxation and fun, this home blends modern comfort with stunning outdoor beauty. Welcome to your nature escape! This spacious 4-bedroom, 3.5-bathroom Ranch home offers the perfect blend of modern amenities and outdoor adventure. As you enter, you’re greeted by a large living room with cozy sectional seating, chairs, and a decorative fireplace, alongside a large Smart TV for your entertainment. The dining room comfortably seats 10, with a table that extends for extra space. Just off the dining area, the newly renovated kitchen is fully equipped, including a dual coffee maker, syrups, sugar, and coffee for your convenience. The main level features a home office with 2 queen pullout sofas, a desk setup with a monitor (which doubles as a TV), and access to a private deck with stunning nature views. You’ll also find three additional bedrooms: one with a king bed, another with 2 twin bunk beds, and a master suite with a king bed, sitting area, and a private bath with a walk-in shower. All rooms are equipped with Smart TVs, ensuring comfort and convenience. There is an additional full bathroom near the bedrooms with dual sinks and tub/shower combo. The walk-out lower level is a true highlight, offering hours of fun with an electronic dartboard, Mortal Kombat arcade game, pool table, poker table, and a movie theatre room featuring a massive TV with surround sound and a sectional sofa that doubles as a full bed. A full bathroom with a walk-in shower is also located downstairs. Step outside to the expansive deck, overlooking a true nature lover’s paradise. Wander down the walking trail that winds through the tree-lined backyard, crossing creeks and offering glimpses of wildlife, including deer, fox, rabbits, and various birds. Two fire pit areas await for you to enjoy the outdoors under the stars. Whether you’re here for a relaxing retreat or an adventurous getaway, this property offers it all—comfort, fun, and the beauty of nature at your doorstep! Guests have access to the entire home aside from a locked storage area in the basement. ⚠️ House Rules⚠️ 🚫ABSOLUTELY NO PARTIES — ZERO EXCEPTIONS 🎉 This home is monitored by neighbors and staff who notify us instantly if a party or event takes place. If an unauthorized gathering happens, your reservation will be terminated on the spot and you’ll be required to vacate immediately without a refund (this includes no refunds on any unused nights). Any cleanup related to a party or "gathering" no matter the size will also incur additional cleaning fees and labor/material fees for any damages that were caused. 🚫Renters must be 21 years or older to book and stay. 🤫 Noise: Please keep noise to a minimum when outside. We use decibel readers (they don’t record conversations) to monitor levels. 🔇 Quiet hours: 10 PM – 8 AM 💸 Excessive noise may result in a $500 fine due to past neighbor complaints. 🚭 Smoking: No smoking inside the house — $500 fine for violation Smoking outside is allowed 🚫 Strictly Prohibited : Underage drinking or drug use Unauthorized guests 🎉 No mini waste: Avoid confetti, glitter, water beads, balloons, or tiny plastic/glass/metal pieces. 👫We respect my neighbors to the fullest and will not tolerate any gatherings, parties, or unauthorized guests. If you violate any of my house rules or those of the OTA community, you will be required to vacate the property immediately, and no refund will be issued for any unused nights. 🔥 Grill Use: If the property is equipped with a grill, guests are responsible for refilling the propane tank if needed—but don’t worry, just send us the receipt and we’ll reimburse you! If it’s a charcoal grill, be sure to bring your own charcoal. Happy grilling! 🐾 Pets: Max 2 dogs: $125 flat fee Requests for 3rd or 4th dogs are subject to approval and an additional $100 ❗Pets must be disclosed and approved in writing before your stay. Undisclosed pets will result in a $150 fee and may lead to cancellation without refund. NO cats allowed! 👟 Shoes off inside: Please remove shoes indoors to help keep the home clean — the asphalt driveway can track in dirt. We appreciate your understanding! 📌 Checkout note: We leave a short list of optional checkout steps — not mandatory, but very appreciated to help us prep for the next guest. Thank you! 😊 📌A damage protection option is required for all reservations and is processed through our third-party system prior to arrival. Guests may choose either a $600 refundable security deposit (pre-authorized hold, not a charge, released after a damage-free inspection) or a non-refundable damage waiver of $60, which covers accidental damages beyond normal wear and tear.