Places to stay in Dover

4.86 out of 5 average rating, 125 reviews

Home in Readsboro

Beautiful Vermont! (Pet Friendly)

Our home is nestled in the Green mtns, with quick access to the road. A babbling brook lulls you from the master bedroom, a clawfoot soaking tub, stocked house(this is our home we Airbnb when we're away working ).Hiking, antiques, shops, lakes, ski, snowboard, covered bridges, local inns, mountain views! Scenic roads, nearby Mt. Snow, VAST snowmobile trails, Mt.Greylock, Mass MOCA museum, N.Adams, MA, Berkshires. Bennington Wilmington. Great location! PEACEFUL & PERFECT Vermont getaway! ☺

4.94 out of 5 average rating, 120 reviews

A historic white Victorian-style house is set on well-maintained green grass, surrounded by trees. The two-story structure features large windows and a welcoming porch with decorative railings. A partially visible vehicle is parked nearby, blending into the natural setting.

Apartment in Pownal

"The Parlors"

This beautiful, spacious, and historic property was formerly the Inn at Oak Hill. It is convenient to Williams College, Williamstown Theater Festival, Clark Art Museum, MassMOCA, FreshGrass Festival, BerkshireStock, Jiminy Peak, Bennington College, VAST snowmobile system and many other destinations in southern Vermont and western Massachusetts. Comfortably furnished with modern amenities such as Wi-Fi and satellite TV, our home also surrounds you with beautifully preserved & original features.

4.87 out of 5 average rating, 123 reviews

The front porch of the Wickham House is adorned with greenery and a seasonal wreath. Rocking chairs are positioned to create a welcoming space, while columns support the overhanging roof, providing shelter. Large windows allow ample natural light into the interior.

Home in Manchester

Picture Postcard Mansion in Manchester Village

Enjoy a storied stay at the Wickham House, a picture-postcard mansion located in the heart of Manchester Village. The house is designated historic by the Manchester Historical Society and added to the National Register of Historic Places in 1984. The Wickham House was originally built in 1790 as a tavern and later purchased in 1837 by Rev. Dr. Joseph Wickham, legendary headmaster of Burr and Burton. The spectacular historic home has since been renovated to meet the needs of the modern family.

4.96 out of 5 average rating, 217 reviews

A rustic wooden cabin is set against a backdrop of lush green mountains, featuring a spacious deck with comfortable outdoor seating. Large glass doors provide a view of the interior, while trees and foliage create a natural privacy barrier.

Cottage in Londonderry

Vermont Treehouse - Romantic Private Elegant

3 night minimum, unless prior approval, self checkin. Work remotely. This romantic, elegant, private getaway for two (or one) in our "Treehouse" with sleeping loft, full kitchen & bathroom, screened porch, deck, sauna, WiFi, BBQ grill, etc. Overlooking pasture & mountains. Enjoy the property with 3 miles hiking/snowshoe trails. Guest house on 160 acre private horse farm. Lots to do at nearby ski areas, shopping, hiking, biking, theater in summer. Or just relax. Discount for longer stays.

4.93 out of 5 average rating, 15 reviews

An outdoor deck is presented with a wooden surface, featuring several white lounge chairs positioned for relaxation. A table with chairs and an umbrella is seen in the background, providing a shaded seating area, while trees are visible in the distance.

Home in Hawley

Berkshire Basecamp: Hike, Bike, Raft & Relax!

Welcome to our cozy retreat nestled in the picturesque Berkshires, where relaxation meets adventure! Perfectly situated near prime mountain biking trails, orchards, breweries, white water rafting and hiking! Our property features a scenic meadow and historic trees, with local wildlife including hummingbirds, ravens, blue jays, and rabbits. Perfectly situated just 9 minutes from Berkshire East Mountain Resort. The cabin combines rustic charm with modern comforts, ensuring a relaxing stay.

5 out of 5 average rating, 14 reviews

A wooden deck offers a serene escape surrounded by lush greenery. Comfortable seating is provided with blue and green armchairs facing a central table. A chiminea adds a cozy touch, inviting relaxation in this peaceful outdoor setting.

Home in Wilmington

Spring Hiking Pet Retreat I Game RM l ChimneyHill

This spacious Pet friendly 3-bedroom + home near Mt Snow offers a full kitchen, deck with grill, kids space with air-hockey, chip n'put as well as Chimney Hill Clubhouse Amenities: Indoor/outdoor Pool, hot tub, tennis courts +more. A short walk takes you to trail access for Haystack Mtn. Perfect for a mountain retreat with family or friends! Bedrooms: 1st floor- 1 bedroom with Queen bed 2nd floor - 1 King Bedroom , 1 Queen Bedroom - 1/2 bath Kidzone - open living area 2 twin beds

Guest suite in Charlemont

A spacious interior is displayed, featuring a living area with comfortable seating and two beds. Large windows allow natural light to fill the space, enhancing the inviting atmosphere. Decor elements include artwork and cozy textiles, creating a homely environment suitable for relaxation.

4.91 out of 5 average rating, 206 reviews

Unique People & Pet-Welcoming Haven

Your own gracious living space with very well equipped kitchen, private deck, entrance, garden, country roads for dog walks, forests, meadows, mountain streams, stone walls, tranquility. The cottage is attached to the main house but is a "separate" entity and again has its own private entrance as mentioned above. No smoking in the cottage please but on the deck just fine. There is an air purifier that runs 24/7. Wi-Fi signal is strong and reliable. MA Taxpayer ID: 10352662

Apartment in Williamstown

Two wooden Adirondack chairs face a small fire pit, surrounded by a serene wooded area. A picnic table is positioned nearby, with a stack of firewood to the side. The Green River flows gently in the background, framed by vibrant greenery.

5 out of 5 average rating, 124 reviews

Downtown | Waterfront | Walk to Shops

★ New to Williamstown? Explore our interactive guidebook. One bedroom with all the bells and whistles! Meticulously upgraded with the discerning guest's convenience in mind. The property is in the midst of Williamstown's popular spots: Williams College campus, theaters, museums, restaurants, shops, and golf course. It also sits by the rushing, sometimes tranquil, Green River where you can sit back, relax and enjoy the fire pit.

5 out of 5 average rating, 6 reviews

A rustic building features a large sign reading 'The Barn Restaurant' amidst a snowy landscape. A directional sign indicates the 'Dining Room' and 'Tavern,' while a layer of snow covers the ground and decorative stones, creating a serene winter scene.

Home in Pawlet

Quintessential Vermont

Welcome to quintessential Vermont! Stay in a historic home in a classic New England village and walk to Mach's General Store, the local library and the Barn restaurant and tavern. You'll also enjoy your own private escape in a fully fenced-in back yard with frontage on the Metawee River. In winter, we are just a short drive from many of Vermont’s favorite skiing destinations including Bromley and Stratton.

4.75 out of 5 average rating, 4 reviews

An inviting kitchen area features a sleek bar with four stools, accompanied by a cozy seating area. Large, bright windows provide views of the surrounding trees, bringing natural light into the space. Rustic wooden accents enhance the welcoming ambiance.

Chalet in Dover

Relaxing Retreat in the Heart of Dover

This gracious ski lodge home, presented by StayBettr Vacation Rentals, is in the heart of Dover minutes from Mount Snow. The main level has multiple living areas and two fireplaces so your group can spread out. The recreation room has multiple walls of windows and opens up to the hot tub. The massive open concept kitchen is a natural gathering place after you've hit the slopes or hiked nearby.

5 out of 5 average rating, 5 reviews

A spacious interior features warm wooden accents, including a large barn door that leads to another area. The dining table is positioned along one side, and a mirror reflects light from the softly illuminated ceiling. The open design connects to the kitchen area in the background.

Home in Dover

Riverside Home On Route 100 (Moover Bus Stop)

Come stay at our newly renovated VT Route 100 getaway on the Deerfield River. We’re passionate about creating simple, thoughtfully designed homey spaces that make for the perfect retreat to Mount Snow. Located on the Moover route, just north of Snow Republic Brewery and next to High Altitude Ski Rental, this no-stairs unit offers convenience and charm in equal measure.

4.9 out of 5 average rating, 183 reviews

A welcoming entrance is depicted with a set of stairs leading to a door adorned with seasonal decorations. Potted plants and colorful flowers line the steps, while festive corn stalks and a small pumpkin add a seasonal touch. An American flag gently waves above.

Apartment in North Adams

#7 Downtown Historic Flatiron building getaway.

Located Downtown,walking distance to MCLA, MOCA, art and culture, great views, restaurants,dining,art & shopping. You’ll love it here because of the kitchen and the coziness, walking distance to downtown. It has been totally renovated . This place is ideal for couples, solo adventurers, and business travelers. There is metered parking within walking distance.

Vacation rentals for every style

Get the amount of space that is right for you

Chalets

Adventure-ready homes with après-ski style

Apartments

Convenient locations with everyday essentials

Cabins

Kick off your hiking boots at these rustic lodgings

Popular amenities for Dover places to stay

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Air conditioning

Stay near Dover's top sights

Mount Snow231 locals recommend

The Last Chair Bar & Grill129 locals recommend

Snow Republic Brewery92 locals recommend

Sticky Fingers Bakery90 locals recommend

Two Tannery Road57 locals recommend

1846 Tavern & Restaurant56 locals recommend

Other great vacation rentals in Dover

4.85 out of 5 average rating, 227 reviews

An outdoor deck features white railing and steps leading up to the entrance of the house. Two chairs are positioned on the deck, surrounded by a grassy area and trees in the background. A red umbrella stands at one corner, providing shade.

Home in Manchester

Keys to Vermont

4.85 out of 5 average rating, 13 reviews

A well-maintained entryway showcases wooden steps leading up to the front door, accompanied by a railing featuring horizontal cable wiring. Lush greenery and colorful flowers are planted alongside the steps, enhancing the welcoming approach to the home.

Home in Hoosick Falls

Enjoy Fall & Experience Beautiful Changing Colors

5 out of 5 average rating, 8 reviews

A spacious living area features large windows that provide scenic views of the surrounding landscape. Comfortable seating is arranged to foster conversation, complemented by a central coffee table. The wood-beamed ceiling adds a rustic touch, while plush rugs enhance the cozy ambiance.

Home in Bellows falls

Amazing Views, Skiing Nearby and Amenities Galore!

4.86 out of 5 average rating, 35 reviews

An aerial view captures the expansive Wilburton resort, surrounded by lush greenery and mountains. The scenic landscape features a serene outdoor pool, with inviting lounge chairs arranged around it. The main house displays elegant architecture, harmonizing with the beautiful natural surroundings.

Home in Manchester

Your VT Dream House: Fireplace, Pool, Dogs

4.91 out of 5 average rating, 11 reviews

A serene forest scene is captured, featuring a gentle stream flowing over smooth, moss-covered stones. Tall trees frame the sides, with sunlight filtering through the leaves, creating dappled light patterns on the rocky ground.

Home in Dover

Amazing Family getaway!

4.91 out of 5 average rating, 134 reviews

An open door leads to a private balcony, where a serene tree offers shade. A large, relaxed dog rests on the balcony floor. Bright greenery is visible, enhancing the tranquil outdoor atmosphere.

Apartment in Wilmington

Globetrotter Retreat too - Minutes to the Mountain

4.81 out of 5 average rating, 133 reviews

Home in Tinmouth

Vermont Lakefront Getaway "The Wild Loon"