
Vacation rentals in Dover
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Top-rated vacation rentals in Dover
Guests agree: these stays are highly rated for location, cleanliness, and more.

Refined, serene and like no other, Marlboro, VT.
Our elegant, supremely comfortable, and private guesthouse is surrounded by a wonderful garden and 350 acres of woodland in the quiet of rural Vermont. We are 30 minutes from Brattleboro to the east, with its many shops and restaurants, and 12 minutes from the small town of Wilmington to our west, with some restaurants, shops, and a supermarket However, we always recommend bringing groceries, etc., for your first night and next morning. We are pleased to offer a 20% discount for 7 days or more!

Vermont Mirror House
Escape to our stunning glass house nestled in the Vermont forest. This modern retreat offers breathtaking 360-degree views of lush wilderness and beautiful waterways. Unwind in the hot tub, warm up by the cozy fireplace, or rejuvenate in the sauna. Floor-to-ceiling windows bring nature indoors! Perfect for romantic getaways, small families or simply work away from work with fiber wifi. Experience tranquility during all seasons in this one-of-a-kind hideaway. Book now for an unforgettable escape!

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.

Wonderful House! Rec Room HotTub Firepit Garden!
4-bed, 3-bath retreat that offers the perfect mix of privacy and convenience. Nestled at the end of a quiet cul-de-sac and surrounded by trees, it’s an ideal getaway for families or groups for up to 8 guests. Inside, you’ll find comfortable living areas, with king beds in the primary rooms upstairs, and a modern kitchen with new appliances. The rec room features a hot tub, foosball, darts, and ping pong. The backyard is perfect for outdoor dining in summer — and for sledding during snow days!

The House of Pi
Hot Breakfast and Lunch INCLUDED every day in your stay. Our general store will make you fresh egg sandwiches and coffee. Subs or pizza lunch. Welcome to Pi π aka Lakefront Loft. One of a kind custom built 34 foot high raised container home overlooking a beautiful southern VT lake with direct lakefront property with your own private dock. Our spacious home custom designed and built with 8 shipping containers boasts every amenity you want. 3 master bedrooms designed with amazing panoramic views.

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!

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, 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.

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.

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!

LUXE Forest Retreat
Here you will experience a full sensory immersion in nature while simultaneously enjoying all the comforts of a custom built luxury home. The SY House derives its name from the Japanese expression Shinrin-yoku, which directly translates to "forest bathing... A practice of therapeutic relaxation where one spends time in a forest or natural atmosphere, focusing on sensory engagement to connect with nature." The essence of this house is nature.

Cozy, bright 3-bedroom Cottage with fireplace.
Cozy, spacious brook-side cottage with 3 bedrooms, 2 baths, fully-equipped kitchen, fireplace, and serene, 382-acre country setting. Colorful artwork, designer furnishings, and well-appointed kitchen and bathrooms will make you feel welcome and at home. Historic charm of Bennington ten minutes away. NYC (182 miles); Boston (118); Mt. Snow (32); Prospect Mountain (13). Close to MASS MoCA (22), Tanglewood (49) and Manchester outlets (32).
Popular amenities for Dover vacation rentals
Other great vacation rentals in Dover

Goldfinch Cottage: Timber Frame on 5 Private Acres

*NEW* Modern VT Ski Cabin w/ Vinyl Listening Loft

Cozy Luxe Cabin • 7 min to Mount Snow

A-Frame Cabin w/ Hot Tub Near Mt. Snow & VAST

Modern Chalet-private deck/firepit/ clubhouse pool

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

Modern Mount Snow Gnarvana | Walk to Lodge & Lifts

Artsy & Cozy Cabin - Renovated - River & VT skiing
When is the best time to visit Dover?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$81,803 GYD | G$85,778 GYD | G$66,740 GYD | G$50,421 GYD | G$47,910 GYD | G$44,563 GYD | G$48,120 GYD | G$48,120 GYD | G$50,421 GYD | G$53,559 GYD | G$53,141 GYD | G$82,222 GYD |
| 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 |
Frequently Asked Questions
Are there family-friendly vacation rentals in Dover?
Dover has more than 530 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
How much does it cost to stay in house rentals in Dover?
Experience the best of Dover with our house rentals, starting at about $50 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 260 vacation rentals in Dover featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there Dover bed and breakfast rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 10 bed and breakfast rentals with pools in Dover, available on Airbnb. Make a splash and soak up the sun in style!
Do condo rentals in Dover have air conditioning?
Absolutely! We offer over 10 condo rentals with air conditioning in Dover. Enjoy a tailored experience with all the comforts you desire.
Do chalet rentals in Dover have wifi?
Absolutely! We offer over 50 chalet rentals with wifi in Dover. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Dover have a bbq area?
Absolutely! We offer over 130 house rentals with a bbq area in Dover. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Dover have a gym?
Absolutely! We offer over 20 house 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 50 homes with wifi, over 20 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.
Quick stats about vacation rentals in Dover

Total vacation rentals
Explore 650 vacation rentals in Dover

Nightly prices starting at
Dover vacation rentals start at G$10,461 GYD per night before taxes and fees

Verified guest reviews
Over 20,460 verified reviews to help you choose

Family-friendly vacation rentals
530 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 150 rentals that welcome pets

Vacation rentals with a pool
220 properties feature pools

Rentals with dedicated workspaces
260 properties have a dedicated workspace

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

Popular amenities for guests
Guests love Gym, BBQ grill, and Laptop-friendly workspace across Dover rentals

4.8 Average rating
Dover stays are highly rated by guests—averaging 4.8 out of 5!
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