Vacation rentals in Dover

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Top-rated vacation rentals in Dover

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Top guest favorite

A spacious living area is furnished with a large brown leather sectional and matching armchairs. A flat-screen TV is mounted above a modern fireplace, while light-colored shelves display decorative plants. A dining area and kitchenette are visible in the background, creating an open, inviting space.

Home in Wellesley

5 out of 5 average rating, 46 reviews

Elegant Guest suite Wellesley

Enjoy a stylish experience at this centrally-located guest suite (attached to owners's main house), 5 min drive to Babson & Wellesley College. 15 mins walk to Linden Square /Whole Foods. Private smart access. Huge Backyard/Garden. Patio, fast WiFi, 1 covered garage, central AC /Heating with separate zone. 1 BR with Queen size bed, kingsize sofa bed and working station plus walk-in closet with washer & dryer. 2 full Bathrooms. Living room, smart TV, dinning table and full functioning kitchenette.

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

4.97 out of 5 average rating, 100 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

4.99 out of 5 average rating, 171 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 15-minute drive to Amtrak's "Route 128" station to NYC and points south.

Top guest favorite

A serene bedroom suite features a spacious bed with a light blue quilt, flanked by two windows allowing natural light. A cozy sitting area includes a comfortable couch with patterned pillows, and decorative rugs are placed on the hardwood floor, enhancing the inviting ambiance.

Guest suite in Dover

4.97 out of 5 average rating, 286 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.

Superhost

A living area features a cozy black couch adorned with a white cushion and a glass-top table surrounded by a black chair. Decor includes framed wall art and a tall decorative plant, complementing the neutral tones of the carpeting and walls.

Guest suite in Wellesley

4.66 out of 5 average rating, 218 reviews

Cozy Garden Suite | EV Charger + Private Entry

Experience comfort in this ground-level in-law suite, located in a historic home in the heart of Wellesley, a charming college town just outside Boston. The kitchenette has a fridge, microwave, toaster, and other essentials for light meals, and a cozy atmosphere for relaxing or working. Close to Babson, Olin, and Wellesley College, it’s perfect for students, visiting faculty, or anyone seeking a peaceful short- or long-term stay. Single occupancy preferred. There is a charge for extra guests.

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

4.95 out of 5 average rating, 43 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

The exterior of a red house is framed by a well-maintained garden comprising various flowers and greenery. The house features a welcoming entryway, a chimney, and a grassy area. Sunlight illuminates the scene, highlighting the vibrant colors of the surrounding landscape.

Apartment in Dedham

4.94 out of 5 average rating, 205 reviews

Two bedrooms, full bathroom, and breakfast room

We offer the entire second floor of our home: two bedrooms, each with a queen-size bed, a full bathroom, and a well-stocked breakfast / snack room. We are located literally seconds off Rt. 128 / I-95, in a quiet, secluded area. Our deck, gardens and grounds (which include a pond, birdfeeders, and, perhaps, wildlife sightings) are available for your enjoyment. You will have complete privacy in your quarters, but we will be close at hand should you need advice or service. Gretje and Bob

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

4.97 out of 5 average rating, 310 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. Check us out on IG @carriagehousema. NEW in 2022: Mini-split AC!

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

4.96 out of 5 average rating, 56 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

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

4.8 out of 5 average rating, 322 reviews

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

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.

Top guest favorite

A leather recliner sofa is positioned in a light-filled living area, complemented by a large painting of a serene landscape. A full-size refrigerator and a TV stand are visible, providing essential amenities. An entryway is seen in the background, leading to additional rooms.

Guesthouse in Framingham

4.97 out of 5 average rating, 293 reviews

Private guest house on beautiful country road

Welcome to Grove Street Studio - our detached guest house which sits right behind our home on one of the most beautiful streets in the area. This two-room studio has everything you need for a comfortable stay including your own deck looking out to the woods behind. Perfect for for a hotel alternative for someone working temporarily at nearby businesses.

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, 45 reviews

Elegant Brand New One Bedroom Unit with Skylight

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