Holiday houses in Dover

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Top-rated holiday rentals in Dover

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Top Guest favourite
The exterior of a two-level home is depicted, surrounded by lush green lawns and mature trees. A pathway leads to the welcoming entrance, flanked by garden beds featuring various plants. The house features a traditional design with large windows allowing for ample natural light.
Home in Holliston
4.98 out of 5 average rating, 134 reviews

All New Private Country Setting (2 Level-No Share)

We built this 2 level home 6 years ago and it is located on Washington St in the towns Historic district. The home is set back from street with a long country style driveway. We designed it with large windows in all rooms, welcoming the sunlight and peaceful setting. Access to clean and empty garage for storage (No parking). We have no personal items in the guest level - all closets and dressers are empty and yours for full use! Co Host reside in lower separate entrance suite. Nothing Shared.

Top Guest favourite
A fully equipped kitchen is shown, featuring stainless steel appliances including a refrigerator, microwave, and dishwasher. Granite countertops provide ample workspace, while natural light filters through the two windows above the sink. A coffee maker sits on the counter, adding to the amenities.
Home in Framingham
4.9 out of 5 average rating, 264 reviews

Sunlit 2-Story Home | Boston 25 Min | Free Parking

800ft² 1-Bedroom 2-Level Apartment 100% Private Place @ our 3-Rental Property 1st Floor: —Fully Equipped Granite Kitchen w/Dishwasher + Essentials & Cookware —Living Room w/Queen Sofa Bed + Dining Table 2nd Floor: —Bedroom - Memory Foam Queen Bed —Full Length Mirror —Desk & Chair + Dresser —Bathroom - Shower/Tub Backyard Patio Laundry Room (Basement) Driveway Parking 25 min to Boston 15 min walk to Train 5 min walk to Jack’s Abby Brewery 3 min walk to Park/Playground Deep Cleaned & Sanitized

Top Guest favourite
A comfortable seating area is highlighted by two stylish armchairs and a soft sofa. Natural light filters through large windows that overlook the greenery outside. A modern rug is placed on the wooden floor, complementing the decor, while a lamp and coat rack add functional touches.
Home in Framingham
4.98 out of 5 average rating, 128 reviews

Cozy en suite w/ high ceilings

 Relax in this peaceful private en-suite with breathtaking backyard views of the tall pine forest. Lots of natural light fills the space with room darkening shades to sleep in. Enjoy cozy nights by the fireplace and a well stocked granite kitchen. Great location only minutes to the Mass Pike. 25 min to Boston, 40 min. to Gillette Stadium. Enjoy shopping at the Natick Mall, AMC movies, tons of diverse dining & grocery options. Backyard has firepit for outdoor eves. Safe walkable neighborhood.

Top Guest favourite
Guest suite in Dover
4.98 out of 5 average rating, 332 reviews

Peaceful Country Home, Dover, Ma: Private Entrance

Graceful country oasis in a renovated 125 year old historic home, 35 minutes driving time from downtown Boston. (Important-stair climbing required to reach bedroom suite.) I welcome quiet, mature guests as this is a very peaceful (non-party)environment. We are located on a scenic road in sophisticated Dover, Ma, a commuter/country setting, with miles of hiking trails and roads ideal for cycling. I have owned and loved this home for 35 years and take great joy in its charm and outdoor spaces.

Top Guest favourite
The exterior of a spacious two-story home is presented, characterized by a light yellow facade and numerous windows. A wraparound deck leads to a screened-in porch, surrounded by neatly landscaped greenery, and features steps that invite entry into the expansive outdoor space.
Home in Dover
4.94 out of 5 average rating, 54 reviews

Tranquil beautiful home on stunning property

Our elegant home sits on a beautiful one-acre landscaped property surrounded by lush green and offers a peaceful, cozy stay in the perfect location minutes from Wellesley and South Natick centers, walk to Elm Bank. The main floor has an open floor plan with fireplace, and a beautiful home office. The screened-in porch/breakfast room offers a gorgeous view of the back yard. There are 3 large bedrooms and 2 full baths upstairs and a finished basement with a family room, smart tv and pool table.

Top Guest favourite
A bright living area features a comfortable dark sofa with decorative cushions, complemented by a geometric area rug. A round glass coffee table is placed centrally. Natural light enters through a sliding door leading to a wooden deck, enhancing the open and airy atmosphere.
Guest suite in Newton
4.99 out of 5 average rating, 70 reviews

Elegant Brand New One Bedroom Unit with Skylight

Planning your World Cup trip? Boston host of 7 World Cup matches. Enjoy the comfort of a fully equipped home perfect for watching every game Stylish cozy place equipped with all your comfort needs. The spacious area is perfect for business travelers, couples, and everyone looking for convenience, efficiency, privacy and comfort Unit Features Speedy Fast WiFi 55” SmartTV with Streaming Fully Stocked Kitchen Washer & Dryer Comfortable Queen Bed Sleeper Sofa Registration: STR - 24 - 12

Guest favourite
Home in Roslindale
5.0 out of 5 average rating, 27 reviews

Boston Buccaneer Retreat

Modern Luxury Near Forest Hills Station – A Sophisticated Urban Retreat Experience unparalleled elegance in this brand-new, high-end residence, perfectly positioned just moments from Forest Hills Station. Designed for discerning travelers, this exquisite home blends sophisticated design, premium finishes, and state-of-the-art amenities. The Orange Line is just outside the porch . save on rental cars and enjoy a gateway to Northeastern University and all of Boston's top transit routes.

Top Guest favourite
An inviting bedroom features wood-paneled ceilings and soft lighting. A spacious bed is situated near a window with light filtering through. A vintage-style chair and a wooden bench add to the room's charm, complemented by a decorative area rug underfoot.
Home in Norwood
4.97 out of 5 average rating, 75 reviews

the house of id; vintage shop, accessible space

🏡🚨‼️ Now Featured in The Boston Globe ‼️🚨🏡 Stay. Id's design is informed by our firsthand experience of living with a chronic/invisible illness. To us, accessibility means joy at your fingertips; and participation without overexertion. Unmask. Shop. We did the legwork, filling the house with buyable treasures. Live with the pieces you love. Then take them home. Take Part. Some of the house is experiential. Change hardware. Move art. Bake for the community. Get involved.

Guest favourite
Apartment in Sharon
4.94 out of 5 average rating, 63 reviews

Newly renovated cozy apartment!

Our newly renovated, cozy apartment is perfect for up to four guests and offers a warm, inviting atmosphere that feels like a true home away from home. This spacious one-level unit is fully equipped with essential amenities to ensure a comfortable and convenient stay. You’ll enjoy easy access to a variety of local restaurants and bars, and we are just a short 1-mile drive from Patriot Place, home of the New England Patriots, premier shopping, dining, and entertainment.

Top Guest favourite
A spacious living area features a vaulted ceiling, large windows allowing natural light, and a comfortable sofa. A wooden coffee table sits at the center, complemented by patterned armchairs. Adjacent, a farmhouse dining table accommodates six, enhancing the open layout.
Place to stay in Sherborn
4.98 out of 5 average rating, 352 reviews

Entire Historic Carriage House with Fireplace & AC

Escape to our charming Carriage House in the Historic District of Sherborn which offers the feel of a country retreat without being far from civilization. Great for travelers looking for a peaceful getaway, checking out nearby colleges or attending a celebration like a wedding or graduation. You will love the feel of the Carriage House, its spacious living and dining room, well-equipped kitchen, and the beautiful grounds. NEW in 2022: Mini-split AC!

Top Guest favourite
A two-story white house features a welcoming front porch and black shutters. Lush greenery surrounds the property, with a well-kept lawn and flower beds. A pathway leads from the road to the entrance, and a driveway is visible beside the house.
Home in Dedham
4.98 out of 5 average rating, 296 reviews

Cozy, historic 3 bedroom home close to Boston!

Welcome to our cozy home. Our place blends historic charm with modern comfort. Enjoy a large, fenced yard with a grill, fire pit, and deck to relax. Inside, you'll find a well-equipped kitchen and a dining room. We offer three bedrooms with comfortable mattresses and soft bedding. The living room has a big TV with cable and streaming apps, plus high-speed Wi-Fi. Families with dogs are warmly welcomed.

Top Guest favourite
The cottage features a white exterior with blue shutters and a sloped gray roof. A gravel pathway leads to the entrance, bordered by well-maintained shrubs. In the background, a barn is visible among the trees, and grassy areas surround the home.
Cottage in Millis
4.98 out of 5 average rating, 145 reviews

Windy Knob Farm Cottage - stay on a working farm

A former caretaker's cottage located on a 92-acre historic farm just 40 minutes from Boston. Home to abundant wildlife and farm animals, spectacular sunsets, lush pastures, rolling hills and meadows, woodlands, a pond and bogs. Walking trails nearby on property, and farmstand produce/eggs are produced onsite. Come stay to enjoy a change of scenery!

Popular amenities for Dover holiday rentals

  1. Airbnb
  2. United States
  3. Massachusetts
  4. Norfolk County
  5. Dover