Large group vacation rentals in Wallingford, VT

Explore 8 large group vacation rentals, homes, and villas in Wallingford, VT for your next getaway or business trip. With space for everyone, enjoy the comfort and privacy of a home designed for gathering, alongside premium amenities such as Best Affordable Homes. Throughout your stay, spend time together, share meals, and relax in spacious living areas that make group travel feel cohesive. With options starting as low as $109 per night and homes offering up to 5 bedrooms and 4 bathrooms, it's easy to book a stay that fits your group. And with 24/7 local support and high-speed Wi-Fi, everyone stays connected and protected. Marriott Bonvoy members enjoy the added benefit of earning points on every stay, making each trip more rewarding than the last. Book your next group getaway with Homes & Villas by Marriott.

8 Great for Groups in Wallingford

Dog-friendly house with picturesque mountain view & near skiing - close to Okemo

Mount Holly, VT, US
4 Bedrooms 7 Guests
Sep 12 - 14
$173 night

This charming farmhouse has everything you could want on a vacation! Boasting the seclusion you desire, yet close to Okemo Mountain, you get the best of both worlds. Okemo features more than 100 different trails for skiing, snowboarding, and hiking, making it a veritable winter wonderland. During the warmer months, Okemo’s Adventure Zone offers a multitude of family-friendly activities such as a climbing wall, a bouncy house, disc golf, a mountain coaster, and an indoor pool, to name a few. You’ll also find sugar shacks to visit where you can sample genuine Vermont maple syrup, and 10 miles away in Weston is the famous Vermont Country Store. There is biking at the Evolution Bike Park and lots to see at Buttermilk Falls, Camp Plymouth State Park, and Healdville Trail. After exciting days out and about, return to your vacation home and its 70 acres of land begging to be explored. Lounge blissfully on the furnished deck taking in the Vermont air while indulging in the mountain view or step inside to the large living area to get cozy in front of the wood-burning fireplace. While the group chef prepares something in the well-equipped kitchen, snag one of the provided books and catch up on some reading. Meanwhile, the kids will love frolicking in the large yard before gathering at the dining table together. When it’s time to say good night, know you’ll rest easy no matter which of the comfortable bedrooms you choose for the evening. Vermont Meals and Room Tax Number: MRT-11472019 Things to Know Check-in time: 4:00 PM Check-out time: 10:00 AM All guests shall abide by the good neighbor policy and shall not engage in illegal activity. Quiet hours are from 10:00 PM to 8:00 AM No smoking is permitted anywhere on the premises.

Susan Lane Hideaway

Rutland, VT, US
4 Bedrooms 8 Guests
Sep 18 - 20
$481 night

Welcome to Susan Lane Hideaway, a funky and unforgettable retreat in Rutland, Vermont, just a quick drive from Killington Resort. Perfect for adventurers, families, and anyone seeking a blend of modern comfort and eclectic charm, this renovated home offers an ideal four-season getaway. With four bedrooms featuring three queen beds and two twin singles, this space comfortably hosts up to eight guests. Four and a half bathrooms, plus a convenient half bath, ensure everyone has room to refresh after a day of exploring. The open living area, complete with a cozy fireplace, is perfect for sharing stories, watching movies, or simply relaxing. The fully equipped kitchen is ready for anything from hearty breakfasts to après-ski dinners. Step outside to enjoy a lush garden, patio, fire pit, and grill. Spend your evenings making s’mores or cooking up a feast while soaking in Vermont’s natural beauty. With amenities like air conditioning, free Wi-Fi, and a smart TV, your stay will be as convenient as it is comfortable. Close to hiking trails, ski slopes, and Rutland’s vibrant shops and restaurants, Susan Lane Hideaway is your ultimate base for a Green Mountain State adventure. Book now and make it your home away from home. Less than 20 minutes to Killington Resort! House Rules • The garage and basement are not available to guests. • Please double-check your guest count, there might be a per-person, per-night fee if you miss anyone. Reach out for a custom quote. • The minimum rental age is 25. • No smoking inside (including e-cigs). You can light up outside, but make sure you’re 75 feet from the building. There’s a $500 fine for smoking indoors. • You’ll need to e-sign our rental agreement after booking. • For your peace of mind, there’s a camera at the front facing the driveway that is capable of recording all the time. No indoor cameras, promise! • Quiet hours are from 10 PM to 8 AM. We use Minut, smart home technology that measures volume levels throughout the property and allows us to respond to noise nuisances without disrupting your stay. Minut is 100% privacy compliant and is required on this property. If you have any questions, please ask. We are committed to your comfort so please let us know if we can do anything during your stay to make it more enjoyable. • No fireworks, please. • Sorry, no pets allowed, bringing one will lead to eviction. • Winter weather can be tricky! No weather-related refunds, so we recommend travel insurance. All-wheel drive & winter tires are a good idea too. SKI RESORTS: Killington Snowshed Base (14.6 miles), Killington K1 Base (15.3 miles), Pico Mountain (8.8 miles) RUTLAND AREA: Rutland Regional Medical Center (1.6 miles), Downtown Rutland (2.2 miles), Pine Hill Park Mountain Biking (3.5 miles) GOLF: Rutland Country Club (3.8 miles), Killington Golf Course (14.6 miles), Green Mountain National Golf Course (13.3 miles) WEDDINGS: Killington Grand Resort Hotel (14.6 miles), Mountain Top Inn & Resort (10.0 miles) AIRPORT: Rutland Regional Airport (7.6 miles), Burlington International Airport (67.4 miles), Albany International Airport (93 miles), Manchester-Boston Regional Airport (124 miles), Boston Logan Airport (173 miles)

Ski, Hike & Fish: Modern Rutland Home

Rutland, VT, US
4 Bedrooms 8 Guests
Sep 13 - 15
$297 night

Quiet Residential Neighborhood | 2 Mi to Pine Hill Park | Yard Space Unplug and unwind in Rutland at this 4-bed, 2.5-bath vacation rental, where scenic mountain trails, world-class skiing, and sunny lake days await! This home features a full kitchen, a cozy living area with a Smart TV, a screened-in porch for savoring sunsets, and easy access to year-round adventures. Shred the slopes at Killington Resort, cast a line at Lake Bomoseen, or visit the shops downtown! -- THE PROPERTY -- MRT-11153470-001 | STR-24-0003 SLEEPING ARRANGEMENTS - Bedroom 1: 1 king bed - Bedroom 2: 1 queen bed - Bedroom 3: 1 queen bed - Bedroom 4: 1 full bed OUTDOOR LIVING - Front porch, screened-in porch - Yard INDOOR LIVING - Smart TVs - 2 dining tables - 2 walk-in showers KITCHEN - Stovetop, oven, dishwasher - Cooking basics, dishware/flatware - Pod coffee maker, microwave, toaster oven, ice maker, water filter GENERAL - Free WiFi - Central heating & A/C, ceiling fans - Complimentary toiletries, hair dryer - Washer/dryer, hangers - Linens/towels, trash bags/paper towels FAQ - 2 exterior security cameras (facing out) ACCESSIBILITY - 2-story home, 6 steps to enter - Bedroom & full bathroom on 1st floor - Interior stairs required to access bedrooms & full bathroom on 2nd floor PARKING - Heated garage (1 vehicle) - Driveway (3 vehicles) -- THE LOCATION -- - 1 mile to Downtown Rutland: Paramount Theatre, Rutland Railroad Museum, Main Street Park, farmers market, shopping, dining - 10-17 miles to Lake Bomoseen, Pico Mountain Ski Resort, Killington Resort - 24 miles to Lake St. Catherine State Park & Okemo Mountain Resort - 7 miles to Green Mountain National Forest: hiking & biking trails, fishing, boating, kayaking & canoeing, rock climbing, picnicking, leaf peeping - 66 miles to Burlington 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 ADDITIONAL INFORMATION - This 2-story home requires 6 steps to enter. While it features a bedroom and full bathroom on the 1st floor, interior stairs are required to access the bedrooms and full bathroom located on the 2nd floor - Your safety matters. This property features 2 exterior security cameras: 1 camera is located by the front door facing the outdoor entryway, and 1 camera is located on the garage facing the driveway. The cameras are outward facing and do not look into interior spaces. The cameras record video and sound when activated by motion

Rutland’s Hidden Gem

Rutland, VT, US
2 Bedrooms 6 Guests
Sep 12 - 14
$341 night

Welcome to our beautifully renovated 2 bedroom, 1 bathroom single family home. This charming property is the perfect place for families or groups of up to 6 guests seeking a comfortable and stylish accommodation in the heart of Rutland. Our home features a spacious and inviting open floor plan that is perfect for gathering and relaxing. You’ll love the modern and sleek design, featuring stainless steel appliances and all the modern amenities you need for a comfortable and enjoyable stay. Our bedrooms are tastefully furnished with comfortable beds, fresh linens and plenty of closet space for your belongings. The bathroom is newly renovated and features all the necessary essentials such as towels, shampoo, conditioner and soap. Our living room is perfect for relaxing after a day of exploring the city, and features a smart TV with streaming services, so you can catch up on your favorite shows and movies. Stay connected with high-speed wifi throughout the house, perfect for those who need to stay connected while on vacation. The kitchen is fully equipped with all the necessary cookware and utensils you need to whip up your favorite meals. And if you’re in the mood for a barbecue, you can take advantage of the outdoor BBQ grill in the back yard. Our home is conveniently located just minutes from the city of Rutland and the Rutland Regional Medical Center, making it the perfect choice for families and groups who need to be close to the city for work or medical purposes. We can’t wait to welcome you to our beautiful home and make your stay in Rutland an enjoyable experience! (Pet friendly. $155 pet fee required.) House Layout: This is a one floor, single-family home and sleeps 6 people total. There are two parking spaces in the driveway and a semi-fenced in yard with BBQ grill. You’re located in Rutland, Vermont and close to everything including the Rutland Regional Medical Center two minutes away. Room 1: queen bed Room 2: twin over full bunk bed Living Room: queen sofa bed House Rules: • Please be sure that you have entered the correct number of guests as we may have a per-person per-night surcharge to cover expenses. You can contact us for a custom quote before booking. • Our minimum rental age is 25. • We will provide you with access codes for our smart locks for contactless check in and check out. • We have some flexibility around our standard check in and check out times depending on other bookings. Guaranteed early check in or late check out may be available for an additional charge. • Our entire home is non-smoking (e-cigs included). You may only smoke on the outdoor deck. There is a $500 fine for smoking in the house. • You must e-sign and return our written rental agreement after you complete your booking. • For your safety and ours, we have a camera on the outside of the house. There are no cameras in any of the living areas. • Quiet hours are from 10pm - 8am. We may use Minut, smart home technology that measures volume levels throughout the property and allows us to respond to noise nuisances without disrupting your stay. Minut is 100% privacy compliant and is required on this property. If you have any questions, please ask. We are committed to your comfort so please let us know if we can do anything during your stay to make it more enjoyable. • Fireworks are not permitted. • Pets are considered with payment of a non-refundable $155 pet fee. • EV charging is available. We have a $20/day charge for this service. Please contact us for details and instructions. • Please be advised that this property utilizes a ladder to access the bunk beds. By renting this property, you are agreeing to hold the owner and property manager harmless for any injury or death that is resulting from the use of the ladder. • Pack ’n play and high chair available upon request. (Please let us know in advance.) • Winter weather is unpredictable. We do not offer weather-related refunds and recommend purchasing travel insurance for any unforeseen events. All wheel drive and winter tires are also recommended. RUTLAND: Rutland Regional Medical Center (0.7 miles), Downtown Rutland (1.9 miles), GE Aviation (2.9 miles) SPORTS: Vermont Sport & Fitness Club (0.2 miles), Pine Hill Park (3.3 miles) SKI RESORTS: Killington Snowshed Base (15.9 miles), Killington K1 Base (16.5) miles), Pico Mountain (10.0) miles) GOLF: Rutland Country Club (3.6 miles), Killington Golf Course (15.8 miles), Green Mountain National Golf Course (14.6 miles) AIRPORT: Rutland Regional Airport (5.6 miles), Burlington International Airport (67.1 miles), Albany International Airport (98.5 miles), Manchester- Boston Regional Airport (126 miles)

Private Spring-Fed Pond: Idyllic Shrewsbury Cabin!

Shrewsbury, VT, US
3 Bedrooms 8 Guests
Sep 12 - 15
$430 night

Year-Round Outdoor Activities | Deck & Hot Tub | Fireside Relaxation | 9 Mi to Okemo Mountain Resort Experience easy mountain living at this charming cabin — the perfect Shrewsbury vacation rental for any season! The 3-bedroom, 1.5-bath getaway is tucked among the trees and features a full kitchen, a furnished deck, and a private pond. After leaf peeping in Coolidge State Forest or shredding the slopes at Killington Resort, unwind with a soak in the hot tub. Your next Vermont escape awaits! -- THE PROPERTY -- MRT-11153470-001 SLEEPING ARRANGEMENTS - Bedroom 1: 1 king bed - Bedroom 2: 1 king bed, 1 twin bed - Bedroom 3: 1 queen bed, 1 twin bed OUTDOOR LIVING - Private spring-fed pond w/ dock, kayak - Furnished deck - Private hot tub - Large yard, fire pit, gas grill INDOOR LIVING - Flat-screen TVs, stereo - Fireplace - Board games, books - Dining table KITCHEN - Stove, oven, dishwasher, refrigerator - Drip & Nespresso coffee makers - Microwave, toaster, blender - Cooking basics, spices, dishware & flatware - Trash bags & paper towels GENERAL - Free WiFi - Whole-house backup generator - Central heating, 2 window A/C units (2nd-floor bedrooms) - Washer, dryer, laundry detergent, iron & board - Linens, towels, complimentary toiletries, hair dryer ACCESSIBILITY - Multi-level cabin, exterior staircase to enter - Bedroom & bathroom on 1st floor FAQ - 4 exterior security cameras (facing out) PARKING - Driveway (6 vehicles) - EV charger available -- THE LOCATION -- - Secluded setting w/ pond access on-site - 4 miles to vast snowmobile trail access - 6 miles to Lake Ninevah - 6-8 miles to Shrewsbury Peak Trailhead & Buttermilk Falls - 8 miles to Okemo Mountain Ski Resort – Jackson Gore Base: skiing, hiking & mountain biking trails - 13 miles to Camp Plymouth Beach at Echo Lake: pedal boat, kayak & paddleboard rentals, boat launch, grills & picnic areas - 15 miles to downtown Rutland: shopping, dining, bars - 24 miles to Killington Resort, 35 miles to Stratton Mountain Resort - 80 miles to Burlington 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 ADDITIONAL INFORMATION - This multi-level cabin requires using an exterior staircase to enter. It offers a bedroom and full bathroom on the 1st floor - Your safety matters. This property features 4 exterior security cameras located on the outside of the house facing the driveway, front entry, pond, and hot tub. The cameras do not look into any interior spaces. The cameras record video and sound when activated by motion. The hot tub camera is disabled while guests are in residence

Forest Mountain Escape

Mendon, VT, US
4 Bedrooms 8 Guests
Sep 12 - 14
$456 night

4X4 REQUIRED IN WINTER! The Forest Mountain Escape is a charming four bedroom, two bathroom mountain retreat that’s located in Mendon, VT - only 20 minutes to Killington ski resort and even closer to all the shops and restaurants of Rutland, VT. Spread out on two floors, you’ll find great mountain views, well-appointed amenities, new furnishings, a great deck with charcoal BBQ grill, and an outdoor hot tub. It’s the perfect place to come back to after a day on the slopes and gather with friends and family in the cozy living room with open kitchen. This well- cared for mountain home is located on a private road amongst acres and acres of forest, and its beautiful mountainside location also means that it may be difficult to access in the winter and during mud season. By booking this home, you agree that you understand the conditions of access and have a proper 4x4 vehicle with snow tires if needed. Once you’re here, you won’t want to leave! (Optional hot tub fee and pet fee may apply. Please read below.) The house layout is as follows: Main Floor Bedroom 1: king bed Bedroom 2: day bed with trundle Bedroom 3: full bed Bathroom 1: tub with shower and toilet Second Floor Bedroom 3: king bed Bathroom 2: tub with shower and toilet Streaming services and high-speed Wi-Fi via Starlink satellite are provided. House Rules: • 4X4 REQUIRED! This property is on a windy mountain road and may be difficult to access during the winter and mud season without a 4x4 vehicle. By booking this home, you understand and accept the limitations and complications on accessing this property. GPS directions may not be accurate to this property, but we will send you detailed instructions. ​​​​​​​• There is an optional $195 set up fee if you wish to have that running for your stay. You understand use of hot tub is at your own risk and that special risks may be involved in using the hot tub. You accept full responsibility for any bodily injury arising from use of the hot tub, and hold owner and property manager harmless. • The speed limit on our road is 5 MPH and must be observed at all times, especially when passing through a neighbor’s property on the private road. • Our minimum rental age is 25. • We have some flexibility around our standard check in and check out times depending on other bookings. Guaranteed early check in or late check out may be available for an additional charge. • We will provide you with access codes for our smart locks for contactless check in and check out. • Our entire home is non-smoking (e-cigs included). You may only smoke outdoors. There is a $1500 fine for smoking in the house. • Events and parties are not permitted. • Quiet hours are from 10pm - 8am. • Up to two dogs are permitted with the payment of our non-refundable $155 pet fee. You must pick up after your pets and keep them on our property, not the neighbors. • You must e-sign and return our written rental agreement after you complete your booking. • For your safety and ours, we have a doorbell camera on the house pointed at the driveway and another camera on the back deck. This is not in any of the living areas. • Quiet hours are from 10pm - 8am. We use Minut, smart home technology that measures volume levels throughout the property and allows us to respond to noise nuisances without disrupting your stay. Minut is 100% privacy compliant and is required on this property. If you have any questions, please ask. We are committed to your comfort so please let us know if we can do anything during your stay to make it more enjoyable. • Fireworks are not permitted. • Winter weather is unpredictable. We do not offer weather-related refunds and recommend purchasing travel insurance for any unforeseen events. All wheel drive and winter tires are also recommended. SKI RESORTS: Pico Mountain (8.9 miles), Killington Snowshed Base (14.7 miles), Killington K1 Base (15.3 miles) GOLF: Rutland Country Club (4.8 miles), Green Mountain National Golf Course (13.4 miles), Killington Golf Course (14.6 miles) NIGHTLIFE/DINING: Countryman’s Pleasure (2.5 miles), Vermont Tap House (2.8 miles), Table 24 (3.2 miles), McGrath’s Irish Pub (9.2 miles), Pickle Barrel (12.5 miles), Wobbly Barn (13.0 miles) WEDDINGS: Killington Grand Resort (14.7 miles), Mountain Top Inn & Resort (10.1 miles) AIRPORT: Rutland Regional Airport (8.4 miles), Burlington International Airport (68.9 miles), Albany International Airport (93.5 miles), Manchester- Boston Regional Airport (127 miles), Boston-Logan (175 miles)

Historic Mount Holly Vacation Rental

Mount Holly, VT, US
5 Bedrooms 8 Guests
Nov 1 - 3
$762 night

Plan the rustic family vacation of your dreams at this historic Mount Holly vacation rental. This 4-bedroom, 2.5-bathroom farmhouse makes the perfect place to call home while you’re adventuring through the wilderness of Vermont. No matter the season, you’ll have plenty to do, whether it’s skiing, hiking, boating, or leaf peeping during the area’s stunning fall season. When you return home, warm up around the fire or enjoy a cold drink outside in the warm summer air. -- THE PROPERTY -- MRT-11153470-001 | Large Private Location | Historic Farmhouse | Heated Mudroom Bedroom 1: Queen Bed | Bedroom 2: Queen Bed | Bedroom 3: Queen Bed | Bedroom 4: Queen Bed INDOOR LIVING: woodstove, Smart TVs, dining table, 2 living rooms, mudroom OUTDOOR LIVING: Large private property, vast snowmobile trail access nearby KITCHEN: Cooking basics, coffee maker, coffee grinder, blender, dishwasher, stove/oven, refrigerator, dishware & flatware, microwave, spices, toaster oven GENERAL: Free WiFi, August home WiFi controlled, linens & towels, central heat, in-unit washer & dryer, trash bags FAQ: 2 exterior security cameras (facing out), stairs required for access, no A/C PARKING: Driveway (4 vehicles) -- THE LOCATION -- SKI RESORTS: Jackson Gore Base (5 miles), Okemo Mountain Resort (7 miles), Killington Resort (25 miles), Pico Mountain Ski Resort (26 miles) LAKE NINEVAH (5 miles): Non-motorized boating, swimming, kayaking, canoeing, paddle boarding, fishing, hiking, picnicking, leaf peeping LOCAL ATTRACTIONS: Calvin Coolidge Historic Site (14 miles), Wonderfeet Kid’s Museum (17 miles), Killington Adventure Center (25 miles), Marsh-Billings-Rockefeller National Historical Park (29 miles) HIKING AREAS: Healdville Trail (3 miles), Buttermilk Falls (6 miles), White Rocks National Recreation Area (9 miles), Okemo State Forest (13 miles), Coolidge State Park (17 miles), Thundering Brook Falls Trail (25 miles) AIRPORT: Rutland Southern Vermont Regional Airport (11 miles) GOLF COURSES: Fox Run Golf Club (5 miles), Killington Golf Course (25 miles), Stonehedge Golf/Foot Golf Course (13 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 shoes on the floor - 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 exterior security cameras. These cameras are outward facing and do not look into any interior spaces. The cameras are located on the front entrance and the back entrance facing out. They actively record video and audio when motion is detected and will be turned on during your stay - NOTE: This property requires stairs to access - NOTE: This property offers forced heating but does not have air conditioning

Vacation Rentals in Wallingford by Amenities & Features

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Vacation Rentals Near Wallingford

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