
Family-friendly vacation rentals in Dover
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Top-rated family-friendly rentals in Dover
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

Mountain side acres
10 years of love and affection went into building our 2 bedroom custom home. Sticking with natural products to blend together the beauty of the surrounding area. Lay in bed at night and listen to river that runs the entire length of the property. The house has a full kitchen with seating for 6. Spacious living room for relaxing or admiring one of the many birds that visit all year round. Two upstairs bedrooms and office space. Walkout basement with full entertainment area, hot tub,exercise room.

*Betimor North Apt. 3 NEW Mount Snow area comfort
1 bedroom with queen size bed Kitchen/ living area combo. June 2023 additional sound board added between units & Fully stocked kitchen w/ pots, pans, utensils, & linens. Microwave, coffee pot,, & toaster oven Couch flatscreen tv Fully stocked bathroom 1.2 mile to Mount Snow Minutes to skiing, golfing, shopping & restaurants. Snowmobile trail access across the street. 10 minutes to Wilmington , VT where you can enjoy shopping, restaurants, boating & swimming, hiking & much more NO pets allowed

Base of M.S. All Seasons Fun. Deck/HotT/Pool/Sauna
Sunsil Loft @ MountSnow, your ideal Getaway. Walk to the Base. Unbeatable access to skiing, hiking, biking. Vermont never stops to surprise you with its outdoor adventures, great food and views. The loft offers a cozy gas fireplace, private deck. The kitchen has all you need to prep meals. You also have access to the pool (Summer), sauna, hot tub and GYM. Whether you’re skiing, hiking and biking in summer, or enjoying the fall foliage, our loft is your perfect home base in the Green Mountains.

Beautiful Timber Frame Retreat
This cabin retreat is situated on a natural clearing in the beautiful Green Mt. Forrest. Surrounded by a dense grove of spruce trees gives you complete privacy. It's only a quick 5 minute drive to great restaurants, breweries, and shops in downtown Wilmington. It's also less than 20 minutes to Mt. Snow. There's great hiking at Molly Stark State Park right across the street and amazing lakes all within a 10 minute drive! No WIFI and cell service is not great so it is a great place to unplug!

Monadnock Sunrise Forest Hideaway
Enjoy a converted camper as your private getaway in Southern VT. Less than 10 min to downtown Brattleboro, yet nestled in the woods for a quiet retreat. Full galley kitchen and living/lounge area. Wood stove for primary heating (electric backup for not so cold days). Outdoor spaces include a fire pit, deck, pool table, hot outdoor shower, outhouse (composting toilet), and forest for galavanting. The place is a perfect fit for two adults (queen bed) and one kid (63" long fold down couch).

New Cabin in Jamaica
Recently constructed 500sq ft passive solar cabin, 10 minutes to Stratton Mtn., 20 minutes to Mt. Snow and Dover for skiing, shopping, food, or a beer at Snow Republic. Quiet road but very accessible. Perfect area for hiking, biking, relaxing walks along the Ball Mountain Brook or kayaking on Grout Pond or Gale Meadows. Enjoy a campfire in the side yard/former pony corral or relax on the spacious screened in porch. 30 minutes from seasonal farmers market and from Manchester for outlets.

Rustic Cabin in foothills of Green Mountains
Rennsli Cabin is off grid + nestled on a forested plateau in the foothills of the Green Mountains. You will feel like you are in the middle of nowhere, unplugged and able to regenerate. Kitchen is equipped with cooking essentials+ hosts provide water, coffee, tea, milk, fresh eggs + homemade soap. There is an indoor compostable toilet + outhouse + outdoor shower. Most seasons, the cabin is 100ft from parking, but weather conditions may require an 800 ft walk from parking at main house.

Mahalo Temple Retreat
Retreat in Mahalo's beautiful, private sound healing temple surrounded by nature, amongst streams, berry bushes, fruit & nut trees, medicinal plants and veggie gardens. We are set back just enough from a main road to find your serenity and yet close enough to civilization for human interaction and trails for hiking. Quiet and peaceful location just a few min off I-91 and just over 2 miles from the center of Brattleboro. A fun and quirky town with art cafes, restaurants, and great shops.

Sweet Vermont Tiny Home Get Away
Your unique Vermont retreat is just a click away! Come stay in this custom built tiny house in southern Vermont. We are an easy walk to the train station, art museum, restaurants, shops, and many beautiful nature spots in and around Brattleboro VT, plus a 40 minute drive to the Mount Snow ski area, and local hiking, swimming, boating, skiing, and skating opportunities. A nature lover's paradise! Enjoy the great outdoors and small town living, or cozy up in the tiny house and just relax.

Apple Blossom Cottage: A Tiny House
The ABC is located just 15 minutes from the Stratton Mountain Gondola and just 2 miles from the popular Jamaica State Park. Comfortable for up to 5 people. The private tiny house includes fresh linens, dedicated Wi-Fi, a kitchenette, hot shower, flushing toilet, fire pit and porch. The calendar is accurate. Stratton Mountain Resort 10 miles Grace Cottage Hospital 7 miles Magic Mtn 15 miles Bromley 18 miles Mount Snow 15 miles Brattleboro 24 miles Okemo 30 miles Killington 47 miles

Architectural GuestSuite
The Guest Suite is located on the first floor of an architectural studio in historic Wilmington, Vermont. Please enjoy the piano, drums, and art supplies! The Guest Suite is both UNIVERSALLY ACCESSIBLE, TOBACCO FREE, and ANIMAL FREE due to allergies in our family. LineSync Architecture staff will be working from 8:30am - 5ish upstairs, and once in a while on the weekends. When guests are in we try to be super sensitive and quiet, but footsteps will be heard!

Cozy Camp in Vermont
This cozy camp located in beautiful East Dover, is on a secluded road off the beaten path where the babbling brook can be heard. Close to Mount Snow, Lake Whitingham, Lake Raponda, and only 25 minutes to Brattleboro the adventures are endless! Visit the serenity and beauty of Southern Vermont- especially in Fall during “leaf peeping”. This is a camp-style cottage with rustic charm. Snow tires are a MUST- Nov. - Apr.
Popular amenities for Dover family-friendly rentals
Family-friendly home rentals with a hot tub

The Birchwood Cabin - Stunning Mountain Views

Vermont Schoolhouse Farm Cottage - Sauna + Hot Tub

Luxe HOT TUB, SAUNA 8–12 min Stratton & Mount Snow

MountSnow 8 Min, HotTub, GameRoom, FirePit, DogsOk

Walk to Mt. Snow-Spa-Summer Pool

Glamping Cabin with Hot Tub on Flower Farm

Modern Cabin with Outdoor Spa on Vermont Farm

4BR Cabin w/ Hot Tub & Pools –15 mins to Mt Snow
Family- and pet-friendly home rentals

HeART Barn Retreat

Apartment on Main Street

Cabin - 7 min to Ski Stratton - Woodstove - Views - Dog OK

Glamping Cabin with Private Pond and Mountain View

Vermont Winter Escape

Cozy summer cottage in the woods of S. Vermont

“Sugar Maple” Rustic 4x4 Cabin Getaway, Fireplace

Pumpkin Pine Cottage: your next adventure awaits!
Family-friendly home rentals with a pool

Mount Snow Ski Chalet

Adams Farm-"The Little Farmhouse"

Seasons Condo on mtn-sports center-pool-Ski in-out

Mount Snow Best View - Sauna|HotTub|Pool|Fireplace

Beautiful rustic woods and fields retreat.

Cozy Vermont Antique Sugar House with Fireplace

Cozy condo within walking distance to the slopes.

Mt Snow Chalet: Peaceful Escape w/Hot Tub
When is the best time to visit Dover?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ1,620 | ﺩ.ﺇ1,700 | ﺩ.ﺇ1,293 | ﺩ.ﺇ1,028 | ﺩ.ﺇ944 | ﺩ.ﺇ955 | ﺩ.ﺇ966 | ﺩ.ﺇ999 | ﺩ.ﺇ1,014 | ﺩ.ﺇ1,054 | ﺩ.ﺇ1,105 | ﺩ.ﺇ1,480 |
| Avg. temp | -5°C | -4°C | 1°C | 8°C | 14°C | 18°C | 21°C | 20°C | 16°C | 9°C | 4°C | -2°C |
Quick stats about vacation rentals that are family-friendly in Dover

Total vacation rentals
Explore 480 vacation rentals in Dover

Nightly prices starting at
Dover vacation rentals start at ﺩ.ﺇ184 per night before taxes and fees

Verified guest reviews
Over 14,840 verified reviews to help you choose

Pet-friendly vacation rentals
Find 120 rentals that welcome pets

Vacation rentals with a pool
140 properties feature pools

Rentals with dedicated workspaces
220 properties have a dedicated workspace

Wi-Fi availability
460 of Dover vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Dover rentals

4.9 Average rating
Dover stays are highly rated by guests—averaging 4.9 out of 5!
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- Family-friendly rentals Windham County
- Family-friendly rentals Vermont
- Family-friendly rentals United States
- Okemo Mountain Resort
- Stratton Mountain
- Saratoga Race Course
- Monadnock State Park
- Jiminy Peak Mountain Resort
- Stratton Mountain Resort
- Berkshire East Mountain Resort
- Magic Mountain Ski Resort
- Six Flags Great Escape Lodge & Indoor Water park
- Pico Mountain Ski Resort
- Mount Greylock Ski Club
- West Mountain Ski Resort
- Saratoga Spa State Park
- Mount Snow Ski Resort
- Bousquet Mountain Ski Area
- Mount Sugarloaf State Reservation
- Bromley Mountain Ski Resort
- Mount Tom State Reservation
- Albany Center Gallery
- Hildene, The Lincoln Family Home
- Peebles Island State Park
- Hooper Golf Course
- Dorset Field Club
- Fox Run Golf Club




