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, 136 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.

Superhost
A welcoming entryway showcases a wooden staircase leading to the upper levels. The space is enhanced by decorative topiary arrangements and features light-colored flooring providing a bright ambiance. Natural light emanates from a nearby doorway, revealing glimpses of the outdoor area.
Home in Stoughton
4.93 out of 5 average rating, 152 reviews

Modern home 22 min Boston, 20 min Gillette Stadium

Experience New England charm in this luxury home, with over 3,500 sq. feet of living space. This home has many unique characteristics that includes a Koi pond, a majestic backyard and an indoor sauna to make your short term or long term stay more comfortable. It's located in a quiet neighborhood that is walking distance to Glen Echo Park, where hiking, and fishing is available. It's 2 min away from shops, major highways, and has a 6-car driveway and abundance on-street parking. Pet friendly!

Guest favourite
The exterior of a modern two-story home features gray siding and multiple windows. A grassy yard extends to the side, surrounded by trees. A paved driveway leads to the house, and a white mailbox is visible near the road.
Townhouse in Norwood
4.92 out of 5 average rating, 49 reviews

Modern House -Norwood

This home has 1500 sq ft of living space with huge back yard deck . Modern style design built in 2024. Central Air. Enjoy a fast 1G data Fios to fuel all your devices. The home has 4 bedrooms, 2 full bath . Includes 75 inch TV Media, great sound system. Kitchen with island. Include coffee machine and basic kitchen utensils. Location is within walking distance to Walpole shopping center that offers many popular restaurants. It’s right on route 1 and is 12-15 minutes away from Gillette Stadium

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, 129 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, 335 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
Apartment in Dedham
5 out of 5 average rating, 36 reviews

Modern Studio Above Detached Garage Near Boston

Modern private studio above a detached garage in a quiet neighborhood near Boston. Features a queen bed, full-size couch, dining table, fast WiFi, and 55” smart TV. Floor mattress. No cooking surfaces, but includes a mini fridge, microwave, toaster, drip coffee maker, Nespresso, and electric kettle. Bathroom with stand-up shower, no bath tub. Towels and linens provided. Private entrance, on-street parking. Close to restaurants, shopping, MBTA Franklin line commuter rail to South Station

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, 71 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 favourite
The bedroom features a spacious bed with a light-colored quilt and a decorative pillow. Natural light filters through the white curtains. Bedside tables frame the bed, each with a lamp. An air conditioning unit is visible on the wall, and a closet is present in the corner.
Home in Framingham
5 out of 5 average rating, 47 reviews

Peaceful Guest House | Hot Tub | 20 Min to Boston

Welcome to our Guest House! 100% Private 1-Bedroom Place We Live In/Rent Main House (Details Below — See ⭐️) Queen Bed—New Memory Foam Mattress Fully Stocked Kitchen—Utensils, Pots/Pans & Essentials Dining Area—Table & Chairs Living Room—Leather Recliner Sofa Bathroom—Plush Towels & Natural Products 43” SmartTV—Netflix+Sling Live TV Private Porch & Private Entrance w/Keypad Hot Tub—On Back Deck Complementary Laundry Service Quiet Neighborhood 20 Mins to Boston Cleaned & Sanitized

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, 77 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.

Superhost
Home in Norwood
5 out of 5 average rating, 4 reviews

Spacious Near Stadium + Train w/ Hot Tub + Firepit

Welcome to The Trophy House — a spacious 4BR/2.5BA colonial built for families and groups who need room to spread out. Wake up to sunlight on the bright porch, coffee in hand. Spend the day close to Gillette Stadium, or spend a day in Boston using the nearby train station. Come home to the patio courtyard at golden hour, firepit crackling, kids unwinding. End the night soaking in the hot tub under the stars. Sleeping 8 across four bedrooms, there's room for everyone.

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, 353 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!

Popular amenities for Dover holiday rentals