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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.

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Top guest favorite
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, 131 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 favorite
A charming farmhouse stands amidst a lush garden, surrounded by vibrant purple irises. The white exterior of the house contrasts beautifully with the greenery, providing a serene atmosphere. Tall trees and a manicured lawn enhance the inviting landscape of the property.
Guest suite in Weston
5 out of 5 average rating, 200 reviews

Flower Farm Getaway 2BR, 20 Min To Boston

Spacious two-bedroom in-law suite attached to 1700’s farmhouse, situated on our small flower farm and garden co-op just 20 minutes from Boston. Only a mile from the Mass Pike & Rt. 128 (I-95). Centrally located to all Rt. 128 businesses, colleges & hospitals. A 7-min drive to Riverside Green line “D” subway stop into Boston (parking available), or commuter rail stops (Auburndale, Wellesley & Kendal Green Stations). It's a 20-minute drive to Amtrak's "Route 128" station to NYC and points south.

Top guest favorite
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, 122 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 favorite
Guest suite in Dover
4.98 out of 5 average rating, 324 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 favorite
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
4.96 out of 5 average rating, 51 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 favorite
Guest suite in Norwood
5 out of 5 average rating, 20 reviews

Modern Upper-Level Oasis Minutes to Boston Stadium

Perfect for families or friends, this bright and stylish 3-bedroom upper level features a brand-new renovated kitchen with new appliances, a cozy living room with an electric fireplace, dining area, private laundry, a large deck, and 2 driveway parking spaces. Peaceful neighborhood near Boston and Gillette Stadium, quick access to the highway and Commuter Rail station to Boston in a 1/2 hour. The host lives on-site in the lower level of the house and is available for assistance if needed.

Top guest favorite
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
4.98 out of 5 average rating, 65 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

Top guest favorite
A cozy living area is presented with a comfortable gray sofa and a dark wooden coffee table. A small dining table with two chairs is positioned near the patio doors, which are flanked by light curtains. A patterned area rug adds warmth to the hardwood floor.
Apartment in Newton
4.93 out of 5 average rating, 402 reviews

Conveniently Located Private Garden Apartment

Garden-level apartment next to public park, yet convenient to Newton Centre, Chestnut Hill, Boston College, Longwood Medical Area, and public transit. Easy access to Boston area attractions. Sleep late in a comfy bedroom with blackout shades, relax in front of the 55" HDTV, whip up a quick meal in the kitchenette, or enjoy the outdoors sitting on the patio. Come and go as you please with a private entry. Great for quick visits or extended stay. Newton Short Term Rental - STRA-23

Top guest favorite
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, 71 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 favorite
A spacious bedroom features a substantial bed adorned with soft linens and decorative pillows. A large mirror sits atop a modern dresser, reflecting the room's light. Natural light filters through the nearby windows, highlighting a patterned area rug that adds color to the floor.
Apartment in Sharon
4.93 out of 5 average rating, 57 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 favorite
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, 348 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!

Superhost
A well-lit bedroom features a spacious bed adorned with patterned bedding. Natural light filters through two large windows with wooden blinds, illuminating the soft carpeted floor. A bedside lamp provides additional warmth, and a door is partially visible on the right.
Guest suite in Wellesley
4.79 out of 5 average rating, 358 reviews

Private suite 1 BR, 1 BA, 1 LR, 1 FLR

Prime location in Wellesley Hills, MA. Garden level suite offers a living room and a bedroom with a private bath. It offers a full size bed in the bedroom and a queen size pullout sofa in the living room. Private entrance with smart lock entry. Easy access to commuter rail, restaurants, post office, bank, Babson College, Wellesley College and Olin College of Engineering and so much more.

Popular amenities for Dover vacation rentals

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