Holiday rentals in Dover

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Quick stats about holiday rentals in Dover

  • Total holiday rentals

    Explore 660 holiday rentals in Dover

  • Nightly prices starting at

    Dover holiday rentals start at £37 per night before taxes and fees

  • Verified guest reviews

    Over 19,900 verified reviews to help you choose

  • Family-friendly holiday rentals

    530 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 150 rentals that welcome pets

  • Holiday rentals with a pool

    220 properties feature pools

  • Rentals with dedicated workspaces

    260 properties have a dedicated workspace

  • Wifi availability

    650 of Dover holiday rentals include wifi 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 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
4.87 out of 5 average rating, 183 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
Yurt in Dover
4.92 out of 5 average rating, 119 reviews

Mount Snow Yurt: Hot Tub~Wood Stove~WiFi~EVcharger

Mount Snow Yurt is a one-of-a-kind luxury getaway nestled in the tranquil serenity of Vermont’s mountains, just 7 minutes from the Mount Snow Ski Resort, an Epic Pass destination. This magnificent pet-friendly yurt is surrounded by the captivating scenery of Mount Snow and is located near a beautiful creek, providing an even more peaceful and serene atmosphere. Furnished with modern amenities, including a luxurious private sauna, this yurt offers everything you need for a relaxing stay in nature

Top guest favourite
Tiny home in Chester
4.98 out of 5 average rating, 125 reviews

Tiny A-Frame Rest House in Woods near Mountains

Newly built A-Frame getaway cabin built in the middle of the woods of Vermont. Unplug from it all at this special space surrounded by nature. Enjoy doing yoga and relaxing on the deck, remote working with fiber optic wifi, utilizing the fire pit to roast smores, or taking a walk around the walking paths on the property! There are also nearby hikes, swimming spots, skiing destinations, and drinking/eating spots! We are 35-40 minutes from Stratton, Mount Snow, Bromley, Okemo, and Magic Mountain!

Top guest favourite
Tiny home in Wilmington
4.99 out of 5 average rating, 385 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
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 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
4.85 out of 5 average rating, 310 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, 218 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.

Superhost
Treehouse in Jamaica
5 out of 5 average rating, 3 reviews

The Treehouse at Frog Pond Farm

The treehouse is anything but ordinary, with mountain views from the bedroom loft, a walkway in the trees to a screened in porch, a slate tile shower with a window, a cozy reading nook to relax in while watching the snow pile up on the evergreen trees, a warming gas stove to enjoy the ambiance, and a comfy organic bed, sheets and towels to rejuvenate. You can walk down to the pond to enjoy the frogs and peepers or to the chicken coop for some fresh eggs in the morning.

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.
Apartment in Dover
4.85 out of 5 average rating, 144 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

Guest favourite
The bedroom is designed with a spacious bed adorned with crisp white linens. A large triangular window provides a serene view of lush greenery outside, allowing natural light to fill the room.
Cabin in Townshend
4.95 out of 5 average rating, 199 reviews

Modern Cabin with Outdoor Spa on Vermont Farm

Romantic modern cabin with private hot tub on a 100-acre Vermont farm. This Scandinavian-style retreat features soaring windows, a king bed with luxury linens, a cozy fireplace, and a sleek kitchen. Perfect for couples seeking a peaceful getaway, farm stay, or eco-friendly escape. Soak under the stars, meet our friendly goats, and enjoy the beauty of southern Vermont from your light-filled solar-powered cabin.

Superhost
A uniquely designed raised container home features multiple levels and large windows that offer expansive views of the surrounding landscape. The structure includes a covered outdoor area below, and the combination of dark wood and metal creates a striking exterior appearance.
Shipping container in Whitingham
4.9 out of 5 average rating, 110 reviews

The House of Pi

Welcome to The House of 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 and Kayaks. Our spacious home custom designed and built with 8 shipping containers boasts every amenity you want. 3 master bedrooms designed with amazing panoramic views. Hot Tub and Custom Cedar Sauna!

Guest favourite
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.
Flat in Dover
4.93 out of 5 average rating, 72 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 holiday rentals

When is the best time to visit Dover?

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Avg. price£323£340£247£180£171£159£172£172£180£191£190£293
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