Holiday houses in Dover

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Top-rated holiday rentals in Dover

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite
The custom home features warm wood siding and a welcoming porch with flower boxes. A spacious deck with rustic railings extends from the second floor, while a covered area includes seating. Surrounding greenery enhances the natural setting, creating a serene outdoor ambiance.
Cabin in Wardsboro
4.86 out of 5 average rating, 174 reviews

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.

Guest favourite
A comfortable living area showcases a gas fireplace beneath a large television mounted on the wall. A dark sofa sits beside a small coffee table, and light flows in through a glass door, which is accented by sheer curtains. Decorative elements enhance the space.
Condo in Dover
4.85 out of 5 average rating, 141 reviews

Walk to Mt. Snow-Spa-Summer Pool

*Exterior construction on siding until end of May *Amenity rich studio only a 5 min walk to Mt. Snow's famed Magic Carpet (runs on weekends) *Gas Fireplace *Queen memory foam Murphy bed *Queen pull out with memory foam mattress *Well appointed kitchen *65" curved UHD TV *25Mbps Wifi *USB wall outlets *Blue tooth music streaming to TV *Ample closet space *Patio with rocking chair *Easy 1st floor access *Fitness center access *Hot tub *Outdoor pool seasonal *Loaner amenities such as phone charger

Guest favourite
Condo in Dover
4.92 out of 5 average rating, 127 reviews

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.

Guest favourite
A cozy cabin is presented, featuring a wraparound deck and surrounded by lush greenery. Trees with autumn foliage add splashes of color to the landscape. The structure is elevated, inviting guests to enjoy the view from the deck.
Home in Dover
4.93 out of 5 average rating, 102 reviews

Cozy Riverfront Home, 1mi to Mt Snow, On Moover

The Riverhouse at Mount Snow is 1 mile from the mountain (2 min car ride) or take the FREE MOOver. NEW AC. This cozy cabin has open main floor plan and sleeps 6 comfortably with 3 bedrooms, 2 baths, den, living room with wood fireplace. Washer/dryer, gametable, yard games, gas grill, deck overlooking a river with a swimming hole, private firepit area, privacy fence. Easy in/out right off Rt 100 - Walk to restaurants/brewery. Mt. Views from the front porch/yard. 15 Mins from Lake Whittingham.

Top Guest favourite
Tiny home in Wilmington
4.99 out of 5 average rating, 352 reviews

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!

Guest favourite
The A-Frame chalet is set amidst vibrant autumn foliage, showcasing a wrap-around deck with wooden railings. A balcony extends above, offering a view of the surrounding trees and an inviting outdoor space with seating.
Chalet in Dover
4.86 out of 5 average rating, 301 reviews

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

Top Guest favourite
The cabin features a wooden exterior surrounded by lush greenery, with large windows allowing natural light to enter. A wooden deck extends from the side, leading to a cozy outdoor area and an adjacent structure, contributing to the rustic charm of the setting.
Tiny home in Dover
5 out of 5 average rating, 211 reviews

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, water, coffee, tea, milk, fresh eggs + homemade soap. It has an indoor compost toilet, outhouse + outdoor shower (May-Oct) Most seasons, the cabin is 100ft from parking, but weather conditions may require an 800 ft walk from parking at main house.

Top Guest favourite
Chalet in Dover
4.97 out of 5 average rating, 151 reviews

Private Brook Chalet: Hot Tub, Fire pit, Mt. Snow

The Brook House Vermont is set back in the trees and unbelievably cozy. It's a place to reconnect while listening to the brook. To enjoy big meals, conversations, and games by the fireplace. To bask in the sun or do yoga on the deck, or gaze into dark, starry skies from the hot tub and fire pit at night. There's skiing mins away at Mount Snow, swimming at Harriman Reservoir, as well as hiking, golf, mountain biking, antiquing, breweries, and some of the best food VT has to offer.

Guest favourite
A cozy bedroom area features a spacious bed with neatly arranged pillows. A wooden dresser and mirror complement the room, while a small sink is visible beside fresh towels. Soft lighting enhances the warm tones of the wooden accents throughout the space.
Apartment in Dover
4.85 out of 5 average rating, 108 reviews

*Betimor North Apt.4 Newly renovated Mt. Snow

Keep it simple at this peaceful & centra location updated June 2023 Fully stocked kitchen & toothpaste, soaps, shampoo. Relax on the new couch & watch the flatscreen TV Centrally located with comfort & convenience. Dining, shopping all within walking distance. Wilmington is just minutes away Up the road is Mount Snow for skiing and snowboarding. Golf courses close by. Close to hiking trails Nice valley location with many events happening throughout the year. NO PETS allowed

Top Guest favourite
A quaint cottage is framed by vibrant autumn leaves, with a green metal roof contrasting the warm tones of the surrounding trees. A gravel driveway leads to the home, inviting guests to explore the peaceful nature setting.
Cottage in Dover
4.95 out of 5 average rating, 253 reviews

Cozy summer cottage in the woods of S. Vermont

-The Ice Pond Camp, East Dover, VT A small well equipped summer cottage, surrounded by nature & quaint beauty. Enjoy southern Vermont as you relax, disconnect, recharge & spend your time living a slower pace in nature & rural beauty. Close to Mt. Snow with its host of warm weather enjoyment, Wilmington (shopping, events & good food), Putney and Brattleboro to name a few. Enjoy scenic villages, farms, brooks, ponds and lakes, walking trails & country scenery.

Top Guest favourite
The exterior of a renovated log cabin is presented, featuring a red metal roof and a charming porch with steps leading up. The cabin is surrounded by lush greenery, with rolling hills visible in the background under a clear blue sky.
Cabin in Newfane
4.99 out of 5 average rating, 306 reviews

Log Cabin: Amazing Views, River Frontage, Hot Tub

A sparkling clean, recently renovated log cabin in the woods with beautiful views of river and mountains. Located by the charming villages of Williamsville and Newfane, 12 miles from Mount Snow, and right on the crystal clear Rock River. It's the perfect place for a romantic getaway, a family vacation and quality times with good friends. Now also with outdoor hot tub with views of mountains, river and the wide, open sky above.

Guest favourite
The living area features a spacious arrangement of comfortable brown couches, positioned around a wooden coffee table. A large, framed landscape photograph adorns the wall above, while natural light filters through large glass doors leading to a small outdoor deck.
Townhouse in Dover
4.96 out of 5 average rating, 162 reviews

Bear's Den - Mt Snow Townhome w/ Ski Home Trail!

Renovated 3-level, 2 bedroom+ twin sleep loft, 2.5 bathroom townhouse on Mt Snow. For the non-snowy months, enjoy the outdoor heated pool, gas fire pit, grill, tennis courts & hiking trails up the mountain as well as other great local activities, lakes and festivals near by. In the winter, take the shuttle 1 mile to the mountain and take the private ski trail back home. NOTE: Pool is Open between Memorial Day & Labor Day

Popular amenities for Dover holiday rentals

When is the best time to visit Dover?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$677 NZD$709 NZD$552 NZD$417 NZD$396 NZD$369 NZD$398 NZD$398 NZD$417 NZD$443 NZD$440 NZD$680 NZD
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Frequently Asked Questions

  • Are there family-friendly vacation rentals in Dover?

    Dover has more than 510 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • How much does it cost to stay in apartment rentals in Dover?

    Experience the best of Dover with our apartment rentals, starting at about $80 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there pet-friendly vacation rentals in Dover?

    Four-legged friends are welcome in Dover. Choose from more than 150 vacation rentals for guests traveling with pets.

  • Are there vacation rentals with a dedicated workspace in Dover?

    Yes! Work meets play with ease at over 270 vacation rentals in Dover featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there Dover boutique hotel rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 10 boutique hotel rentals with pools in Dover, available on Airbnb. Make a splash and soak up the sun in style!

  • Do bed and breakfast rentals in Dover have air conditioning?

    Absolutely! We offer over 10 bed and breakfast rentals with air conditioning in Dover. Enjoy a tailored experience with all the comforts you desire.

  • Do apartment rentals in Dover have wifi?

    Absolutely! We offer over 30 apartment rentals with wifi in Dover. Enjoy a tailored experience with all the comforts you desire.

  • Do chalet rentals in Dover have a bbq area?

    Absolutely! We offer over 30 chalet rentals with a bbq area in Dover. Enjoy a tailored experience with all the comforts you desire.

  • Do townhouse rentals in Dover have a gym?

    Absolutely! We offer over 40 townhouse rentals with a gym in Dover. Enjoy a tailored experience with all the comforts you desire.

  • What are the most popular amenities for Chalet Rentals in Dover?

    Enhance your stay in our Chalet Rentals with the most popular amenities: over 30 homes with a bbq area, over 20 homes with air conditioning, over 50 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.

Quick stats about holiday rentals in Dover

  • Total holiday rentals

    Explore 650 holiday rentals in Dover

  • Nightly prices starting at

    Dover holiday rentals start at $87 NZD per night before taxes and fees

  • Verified guest reviews

    Over 18,800 verified reviews to help you choose

  • Family-friendly holiday rentals

    510 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 150 rentals that welcome pets

  • Holiday rentals with a pool

    220 properties feature pools

  • Rentals with dedicated workspaces

    270 properties have a dedicated workspace

  • Wi-Fi availability

    630 of Dover holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Gym, BBQ grill and Laptop-friendly workspace across Dover rentals

  • 4.9 Average rating

    Dover stays are highly rated by guests—averaging 4.9 out of 5!

Destinations to explore

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  3. Vermont
  4. Windham County
  5. Dover