
Family-friendly holiday rentals in Dover
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Top-rated family-friendly rentals in Dover
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*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.

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.

Walk To Wilmington Village
This charming apartment is on a quiet side road overlooking historic downtown Wilmington, Vermont. Hear the church bells nearby while enjoying a relaxing evening on the deck. Take a stroll downtown and visit restaurants, shops, bars, and giftshops. Easy access to Moover, free bus to Mount Snow. Washer/dryer Smart TV with premium streaming services The front porch, side porch, and the yard on that side is all private and for you to enjoy. Please note, I live next door, and I have a dog.

The Mountain A-Frame at Mount Snow
Entire chalet-style A-Frame in Mount Snow with mountain views. Less than 1 mile from the base of Mount Snow and close to all the fun in the Green Mountains: AT access, swimming holes, covered bridges and more! Across the street you can hop on the Moover shuttle that takes you right to the mountain! 2 minute walk to market, coffee shop and local bar. 2 bedrooms + 1 loft, 1 bath, wrap around deck, cooking necessities, Smart TV and WiFi. You can find us on social (tag us!) @themountainaframe

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

Inviting studio apartment above barn in Vermont
This custom build apartment is located just 10 minutes from I91. In the winter you are 30 minutes away from some of the best skiing around. Located on 85 private acres with great views this is the perfect winter get away. In the summer you can relax by the firepit, hike in the woods, work in the gardens (just kidding), collect breakfast from the chickens or visit some of the local breweries. We are as close or as far away as you would like us to be with our house right next door.

Charming studio in renovated 19th century church.
This spacious studio apartment is located in the former Swedish Congregational Church in historic Swedeville, a secluded hilly neighborhood built by Swedish immigrants in the 1800's. For years it housed Rick and Liza’s stained glass studio, which they have now lovingly and creatively transformed into a residence. The rental is minutes from the interstate and one mile from downtown Brattleboro, but the neighborhood has a rural and somewhat European flavor to it.
Popular amenities for Dover family-friendly rentals
Family-friendly home rentals with a hot tub

Vermont Retreat Cabin, Romantic, Nature Immersion

Private Apt. on Farm, Hot Tub with views!

Log Cabin: Amazing Views, River Frontage, Hot Tub

SKI IN/OUT @ Mount Snow (Hot Tub & Pool)

Vermont Schoolhouse Farm Cottage - Sauna + Hot Tub

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

Mt Snow Chalet: Peaceful Escape w/Hot Tub

Glamping Cabin with Hot Tub on Flower Farm
Family- and pet-friendly home rentals

Shakespeare’s Folly Side Farm and AirBnB.

HeART Barn Retreat

Stunning Studio in historic Downtown Bellows Falls

Apartment on Main Street

Log Cabin, King Beds & AC Near Hike/Swim/Golf/Bike

Glamping Cabin with Private Pond and Mountain View

Gristmill Cabin overlooking peaceful brook.

Cozy summer cottage in the woods of S. Vermont
Family-friendly home rentals with a pool

Mount Snow Ski Chalet

Ski On/Off 2BR w/Pool, Fireplace & Arcade

Mt Snow 2 Bdrm Condo - Free Ski Shuttle

Condo w/ great amenities 4-seasons! Ski in Ski out

Four Seasons Slope-side Getaway at Mount Snow

Beautiful rustic woods and fields retreat.

Cozy Vermont Antique Sugar House with Fireplace

Cozy condo within walking distance to the slopes.
When is the best time to visit Dover?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $773 NZD | $811 NZD | $617 NZD | $491 NZD | $450 NZD | $456 NZD | $461 NZD | $477 NZD | $484 NZD | $503 NZD | $527 NZD | $706 NZD |
| 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 holiday rentals that are family-friendly in Dover

Total holiday rentals
Explore 480 holiday rentals in Dover

Nightly prices starting at
Dover holiday rentals start at $88 NZD per night before taxes and fees

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

Pet-friendly accommodation
Find 120 rentals that welcome pets

Holiday rentals with a pool
140 properties feature pools

Rentals with dedicated workspaces
220 properties have a dedicated workspace

Wi-Fi availability
460 of Dover holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi 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
- Stratton Mountain
- Okemo Mountain Resort
- Saratoga Race Course
- Monadnock State Park
- Jiminy Peak Mountain Resort
- Stratton Mountain Resort
- Berkshire East Mountain Resort
- Six Flags Great Escape Lodge & Indoor Water park
- Magic Mountain Ski Resort
- Mount Greylock Ski Club
- West Mountain Ski Resort
- Saratoga Spa State Park
- Mount Snow Ski Resort
- Mount Tom State Reservation
- Mount Sugarloaf State Reservation
- Bousquet Mountain Ski Area
- Pico Mountain Ski Resort
- Albany Center Gallery
- Peebles Island State Park
- Dorset Field Club
- Hildene, The Lincoln Family Home
- The Shattuck Golf Club
- National Museum of Racing and Hall of Fame
- Hooper Golf Course