Vacation rentals in Dover

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Quick stats about vacation rentals in Dover

  • Total vacation rentals

    Explore 660 vacation rentals in Dover

  • Nightly prices starting at

    Dover vacation rentals start at G$10,459 GYD per night before taxes and fees

  • Verified guest reviews

    Over 19,900 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

    650 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!

Top-rated vacation rentals in Dover

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

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Guest favorite
A bright living space is surrounded by floor-to-ceiling windows, offering views of vibrant foliage and serene waterways. A small wooden table is positioned on a natural wood floor, highlighting the connection to the outdoor landscape. Warm sunlight filters through the trees, creating a calm ambiance.
Home in Guilford
4.94 out of 5 average rating, 145 reviews

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!

Guest favorite
Home in Dover
4.91 out of 5 average rating, 11 reviews

Sports Lodge at Mount Snow

Brand new Sports Lodge within walking distance of the Mount Snow Golf course, right on the Horace Hill mountain bike trail, right on the snowmobile Vast trail system and a short ten minute drive to Mount Snow. The home is spacious and comfortable with a large entry for your gear, a large living room, two bedrooms and two full bathrooms, ample parking for cars and a snowmobile trailer. Heated tile floors, walk in shower, large jet tub in the Master bathroom. Yes, there is heat and hot water!

Top guest favorite
Tiny home in Wilmington
4.99 out of 5 average rating, 389 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 favorite
An open living area features large glass doors that provide a clear view of the surrounding forest. A wooden staircase leads to the spacious loft. A dining table accompanied by chairs sits near the kitchen, which includes modern cabinetry and appliances.
Cabin in Dover
4.95 out of 5 average rating, 81 reviews

The Forest Cabin - 8 minutes from Mount Snow, VT

Welcome to our charming forest cabin retreat nestled in the heart of the Green Mountains in Vermont! Only 8 minutes from Mount Snow, 25 from Stratton. Close to the quaint town of Wilmington, local shops and restaurants. Enjoy the cabin all year round. Step inside to discover a warm and inviting interior adorned with stylish decor and thoughtful touches. Soak in the panoramic forest views next to the modern gas fireplace, or the outdoor built-in fire pit- a perfect way to unwind and relax.

Guest favorite
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, 311 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 favorite
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, 219 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 favorite
Tiny home in Ludlow
4.96 out of 5 average rating, 102 reviews

Alpine Reflection + Hot Tub

Escape to this luxury glass tiny home perched at 1,500 feet in elevation in Ludlow, Vermont—architect-designed and built in Estonia with stunning views of Okemo Mountain. Tucked away in a private forest setting, this one-of-a-kind retreat features a hot tub, fire pit, outdoor shower under the trees, radiant heated floors, and floor-to-ceiling windows that immerse you in nature. Designed for quiet luxury relaxation and unforgettable mornings, it’s the perfect escape every season

Top guest favorite
A serene exterior view of the chalet is presented, showcasing a spacious yard framed by tall trees. The outdoor area includes inviting seating and a fire pit, while the screened-in porch is visible, reflecting warm light from the windows.
Chalet in Dover
5 out of 5 average rating, 70 reviews

Green Mountain Chalet: Tranquil Oaisis W/Spa

The Green Mountain Chalet is a place to slow down, indulge in personal nostalgia, let your mind disconnect & enjoy time with friends and family. There's hiking in the summer, skiing in the winter, mountain fresh air & dark, starry nights.🌳🏡 Nestled on five beautiful acres in the heart of Vermont's Green Mountains you will find yourself completely surrounded by peace & solitude. Designed with love and care, we invite you to relax and stay awhile!

Top guest favorite
Chalet in Jamaica
4.98 out of 5 average rating, 289 reviews

Classic Vermont A-Frame | Fire Pit | Near Stratton

Escape to a classic Vermont A-Frame in Jamaica, Vermont on a private wooded 3-acre property along scenic Route 100. Near Stratton Mountain, Mount Snow, Jamaica State Park, and Pike Falls, this peaceful mountain retreat is perfect for hiking, swimming holes, fall foliage, scenic drives, and outdoor adventures. Enjoy mornings on the screened porch and evenings around the fire pit listening to the river across the street under the Vermont stars.

Guest favorite
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
4.86 out of 5 average rating, 145 reviews

Walk to Mt. Snow-Spa-Summer Pool

*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 chairs *Easy 1st floor access *Fitness center access *Hot tub *Outdoor pool seasonal *Loaner amenities such as phone charger

Top guest favorite
A comfortable living space features a warm-toned sofa, wooden tables, and a dining area with a large table and six chairs. Natural light filters through the window adorned with dark curtains, creating a bright and inviting atmosphere.
Apartment in Dover
4.98 out of 5 average rating, 49 reviews

Dover VT 2 Bdrm Condo - Great For Remote Work

2 bdrm condo with complete kitchen and large dining table. For ski season there is a free shuttle that stops right outside our building. Guests have access to a heated indoor pool, sauna & hot tubs. 100 Mbps fiber internet and a dedicated office for remote work. Besides great skiing there is Mountain Biking, Hiking, Fall Foliage, Fishing, Apple Orchards and great restaurants nearby. A wonderful spot to enjoy VT all year round!

Guest favorite
The kitchen features warm wood cabinetry and a countertop with bar seating for two. A stainless steel stove and microwave are included, with utensils hanging above the sink. The mosaic tile backsplash adds texture, while natural light filters in through the window.
Apartment in Dover
4.93 out of 5 average rating, 73 reviews

Cozy Brookside Getaway

Unwind at this peaceful brookside hideaway, just 2 miles from Mount Snow and walking distance to shops, restaurants, and the free MOOVER shuttle. Perfect for couples or solo travelers, this cozy second-floor retreat features a private terrace, full kitchen, queen bedroom with brook views, fast Wi-Fi, and access to trails, golf, and charming Vermont towns.

Popular amenities for Dover vacation rentals

When is the best time to visit Dover?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$90,572 GYDG$95,383 GYDG$69,237 GYDG$50,411 GYDG$47,901 GYDG$44,554 GYDG$48,110 GYDG$48,110 GYDG$50,411 GYDG$53,549 GYDG$53,130 GYDG$82,205 GYD
Avg. temp-5°C-4°C1°C8°C14°C18°C21°C20°C16°C9°C4°C-2°C

Frequently Asked Questions

  • What are the best places to stay in Dover?

    Vacation rentals in Dover include mountain chalets, cabins, and family homes with scenic views. Many stays are found around the slopes or in quieter, wooded neighborhoods.

  • What are the best things to do in Dover with kids?

    Families often explore outdoor adventure parks, go tubing in winter, or visit playgrounds around the area. Nature walks and hands-on workshops frequently suggested for engaging young visitors.

  • What are some of the best things to do in Dover?

    Dover has mountain trails for hiking and biking, scenic spots for photography, and winter slopes for snow sports. Explore local galleries, farm stands, or enjoy seasonal activities around the community.

  • How is the weather in Dover?

    Dover experiences snowy winters around 13–32°F (-11–0°C) and mild, rainy summers near 57–81°F (14–27°C). Fall colors and spring blooms make outdoor exploration appealing, but packing layers for variable conditions is helpful.

  • When is the best time to visit Dover?

    Late summer and autumn are often recommended for scenic foliage and outdoor activities, while winter is popular among snow sports enthusiasts. Spring brings wildflowers and quieter trails throughout the countryside.

  • What are the best places to visit in Dover?

    Dover has mountain recreation areas, local art galleries, and public parks known for seasonal charm. Exploring small shops or visiting surrounding forests are often recommended experiences.

  • What are some hiking trails in Dover?

    Dover has a selection of mountain and forest trails, from gentle paths suitable for families to challenging routes for experienced hikers. Many trails wind through scenic vistas, woodland areas, and wildflower meadows.

  • What are some family activities we can do in Dover?

    Families in Dover often enjoy hiking, sledding, and picnicking at scenic parks, as well as attending craft workshops or local music events. In winter, skiing and snowboarding are frequently suggested activities.

  • What are some of the best day trip ideas from Dover?

    Travelers often explore nearby historic villages, scenic lakes, or local farms for fresh produce and maple treats. Wilderness areas around the region also invite hiking, biking, and wildlife viewing.

  • Are there any pet friendly accommodations available in Dover?

    Many vacation rentals in Dover welcome pets, and hosts often highlight nearby trails and parks for walks. Some properties offer fenced yards or pet amenities for a comfortable stay.

  • What are some local tips for visiting Dover?

    Dress in layers for changing weather, especially if you plan outdoor activities. Explore local markets and roadside stands for Vermont maple products, and check for pop-up events led by area artists.

  • What is Dover known for?

    Dover is known for its mountain scenery, winter sports, and Vermont traditions like maple sugaring. Visitors appreciate outdoor recreation, small town charm, and seasonal festivals.

  • What are the best hidden gems to explore in Dover?

    Dover has locally owned art studios, quiet forest paths, and small lakes that create peaceful corners away from crowds. Explore lesser-known nature spots and roadside farm stands for a more relaxed experience.

  • What are the best foods to try in Dover?

    Dover is known for Vermont-inspired dishes such as maple-glazed treats, local cheeses, and farm-to-table fare. Many eateries highlight homey comfort foods, freshly baked bread, and apple-based desserts.

  • What should I bring for a trip to Dover?

    Pack comfortable layers, waterproof outerwear, and sturdy shoes for outdoor activities in Dover. Bringing swimwear in summer and insulated gear in winter helps you enjoy a range of adventures.

  • What is the nightlife in Dover like?

    Dover has laid-back bars, live music venues, and a handful of restaurants with evening entertainment. Locals often gather for open mic nights or community-focused events.

  • What are the most popular events or festivals in Dover?

    Dover hosts a range of seasonal festivals, including fall harvest celebrations and winter carnivals with snow sports. Summer often brings music concerts, farmers markets, and community parades.

  • Are there family friendly vacation rentals in Dover?

    Dover has a variety of family friendly vacation rentals, including multi-bedroom cabins, chalets, and homes with spacious living areas. Many accommodations feature kitchens and cozy common spaces for group gatherings.

Destinations to explore

  1. Airbnb
  2. United States
  3. Vermont
  4. Windham County
  5. Dover