Vacation rentals in Dover

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Top-rated vacation rentals in Dover

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Top guest favorite

A vase holding vibrant daffodils with yellow petals and orange centers is positioned on a windowsill. Snow blankets the outdoors, visible through the window, creating a serene winter landscape.

Guest suite in Weston

4.99 out of 5 average rating, 161 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

The exterior of a historic home is surrounded by tall trees, with a gentle slope of green lawn leading to the entrance. A spacious garage is visible on the right. The sky is painted in soft hues, indicating sunset.

Guest suite in Dover

4.97 out of 5 average rating, 261 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

A sign indicating 'The 1780 Suite Guest Parking' is softly illuminated at dusk. The sign is surrounded by a small arrangement of greenery and decorative elements, creating a welcoming entrance point for guests arriving at the property.

Guest suite in Uxbridge

4.97 out of 5 average rating, 191 reviews

The 1780 Suite

Join us for a step back in time at our unique bucolic property. Set on a scenic road, the post and beam farmhouse was built in 1780 and offers a haven of peace and tranquillity after a busy day of exploring New England. Guests have a private entrance and wind their way up the period staircase to the second-floor suite with two bedrooms, a sitting room, a breakfast nook, and a bathroom. Enjoy your morning coffee outside on the Adirondack chairs as you contemplate the charms of country living.

Top guest favorite

A well-maintained bathroom features a white sink with a chrome faucet and a mirror above. Light grey tiles cover the walls, accented by a pink trim. A small wastebasket is positioned beside the sink, and a doorway leads into the main area of the home.

Apartment in Dedham

4.96 out of 5 average rating, 195 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

An inviting living space features exposed beams and a spacious layout. A comfortable sofa and accent chair provide seating, while a rustic coffee table anchors the area. A large farmhouse dining table with seating for six is positioned nearby, surrounded by artwork and natural light.

Place to stay in Sherborn

4.97 out of 5 average rating, 297 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

A serene view from large glass doors reveals a tranquil outdoor area, featuring green grass and trees. A sand garden with small statues occupies the foreground, while a rustic structure and walking path are visible in the background.

Guest suite in Uxbridge

5 out of 5 average rating, 239 reviews

Zen Inspired Retreat with Private Forest Trails

Zig-Zag Trails blends modern comfort with the charm of rural living. Set on 65+ acres of private meadows and forests, our master guest suite is the perfect retreat to relax and recharge. Explore scenic zig-zagging trails, perfect for hiking, mountain and E-biking, and unwinding in nature—a haven for outdoor enthusiasts and homebodies alike. 📍 1 hour from Boston 📍 35 minutes from Providence 📍 25 minutes from Worcester Escape to Zig-Zag Trails—where tranquility meets adventure.

Top guest favorite

A sleek kitchen countertop is featured, showcasing a stainless steel sink with a polished faucet. Above, a microwave is positioned, reflecting natural light. The dark granite surface adds elegance to the workspace, complemented by nearby kitchen essentials.

Apartment in Framingham

4.96 out of 5 average rating, 266 reviews

Comfortable apartment in Framingham

Newly renovated basement apartment. Private entrance and living space which includes a kitchen, bedroom, hallway and bathroom. The kitchen has a microwave and refrigerator, but no stove. Very clean and well maintained. Comfortable queen size bed. Driveway space for 1 car and plenty of street parking. Great location. Walking distance to Dunkin' Donuts, Domino's Pizza, and local shops. Less than 2 miles from the Mass Pike. No Pets / No Smoking inside

Top guest favorite

A two-story grey house is depicted, featuring a spacious deck and white railings. An exterior staircase leads to the upper entrance. Lush green grass surrounds the property, complemented by trees and shrubbery. A driveway with off-street parking is visible in the foreground.

Guest suite in Wellesley

4.97 out of 5 average rating, 286 reviews

Spacious Private Entrance Master Bedroom/Bath

Private entrance master bedroom w/exclusive use attached bathroom. Studio-like room; exterior staircase entrance. Walk to Wellesley College, town center, commuter rail, restaurants, grocery. Short drive to Babson. Sizable room, tasteful decor, king bed, sofa, microwave, mini-fridge (NO TV/NO KITCHEN). High-speed wifi, deck, view of treetops. Safe suburban neighborhood; good walk trails, walk to tennis/spa/gym/yoga w/reasonable day fees.

Guest favorite

A floral wall art piece is displayed on a pale green wall, accompanied by an ironing board that is mounted to the side. A white door features several hooks for hanging items, enhancing functionality in the entryway.

Guest suite in Wellesley

4.81 out of 5 average rating, 311 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 private wooden deck is accessible via a small set of steps, featuring a railing for safety. The area is bordered by a wooden fence, and lounge chairs are arranged for relaxation. Green grass and shrubs surround the deck, enhancing the natural setting.

Guesthouse in Framingham

4.97 out of 5 average rating, 282 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 modern bathroom is equipped with a glass-enclosed shower. A compact sink is positioned next to a toilet, with neutral-toned tiles covering the floor. Wooden accents enhance the ceiling, and natural light enters through a small window. Fresh towels are neatly arranged nearby.

Apartment in Natick

4.98 out of 5 average rating, 363 reviews

Scandi-Modern Apartment

Charming walk-out ground level apartment in a quiet residential neighborhood. Conveniently located west of Boston with easy access to highways. Walkable to grocery store, pharmacy, banks and restaurants. Walk the nearby trail to Lake Cochituate and the Cochituate Rail Trail is less than 1 mile away. Natick Mall is 1.3 miles.

Top guest favorite

A serene sunset is captured over Lake Cochituate, with warm hues reflecting on the water's surface. Trees frame the scene, adding depth and natural beauty. The landscape conveys a tranquil atmosphere, inviting relaxation and appreciation of the surrounding nature.

Loft in Natick

4.99 out of 5 average rating, 197 reviews

Lakeside Studio Loft

Bright, open, private 900 sq foot loft space on Lake Cochituate. This is a mother-in-law suite attached to our lakeside home. This airy studio includes a queen bed, kitchen (no stove or oven) toaster,microwave,hot plate and George Foreman grill, skylit bathroom, living room with television and lakeview deck.

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Popular amenities for Dover vacation rentals

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Air conditioning

Other great vacation rentals in Dover

Top guest favorite

A neatly arranged shelf features board games stacked on top, with potted plants on either side. A compact air purifier is positioned at the center, complemented by small decorative greenery. The shelf is set against a light background, providing a clean and inviting presentation.

Home in Wellesley

5 out of 5 average rating, 40 reviews

Elegant Guest suite Wellesley

CesarRating, 5 stars1 week ago

It was my second stay here and the whole experience was outstanding, once again. Such a great place and hosts.

Superhost

An outdoor fire pit is illuminated by glowing flames, creating a warm ambiance. A hand is seen holding a skewer with a marshmallow above the fire. The background features dark silhouettes of trees against a night sky.

Apartment in Dedham

4.84 out of 5 average rating, 186 reviews

Lovely townhouse apartment minutes from Boston

EmaRating, 5 stars3 days ago

This was a perfect stay for a concert at Gillette. We were 10 minutes from the T station that brings the event train to the stadium. The town was adorable and very walkable. Everything was clean. Instructions were clear and entering the apartment was easy. Street parking totally manageable. Would stay here again!

Top guest favorite

Home in Norwood

4.95 out of 5 average rating, 42 reviews

the house of id; vintage shop, accessible space

KassiaRating, 5 stars1 week ago

We absolutely loved our stay at this home! It was extremely clean, cozy, and beautifully prepared — every detail made us feel so comfortable and welcome. You can truly feel the love and care the host put into the space. It felt like a warm home from the moment we arrived. We are already looking forward to coming back again. Thank you for such a special experience! 🙏✨💕☀️

Superhost

A calm lake scene is captured with colorful pedal boats lined along the dock. The still water reflects the cloudy sky and surrounding trees, creating a serene environment. A small pier extends into the lake, providing access to the water.

Guest suite in Wayland

4.88 out of 5 average rating, 150 reviews

Spacious Two Bedroom Apartment

AndreRating, 5 stars3 weeks ago

We had an fantastic stay at this lovely 2-bedroom house in Boston! The home is spacious, clean, and beautifully decorated, making us feel comfortable from the moment we arrived. The location is perfect — quiet neighborhood I was a little skeptical because the address showed the main road, but it was tucked all the way to the back. The beds were comfortable, and the kitchen was well-equipped, which made cooking and relaxing at home a real pleasure. Overall, this was a wonderful place to stay, and we would definitely recommend it to anyone visiting Boston. We’re already looking forward to coming back!

Top guest favorite

The kitchen features modern appliances and a central island with seating for five. Light-colored cabinetry and a mosaic tile backsplash complement the dark granite countertops. Pendant lights illuminate the workspace, while a large window brings in natural light.

Home in Holliston

4.97 out of 5 average rating, 86 reviews

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

JenRating, 5 stars2 weeks ago

If you like spacious, spotless, quiet, and comfortable homes that are stocked with all the essentials and situated in a great location, then you'll love staying at this Airbnb. It was a bit too much space for my needs and preferences as I was traveling solo, and I don't need a formal dining room or two living rooms, but the location and comfort level couldn't be beat. The hosts are very responsive. Do make sure you ask them about the heat controls, I never could figure out how to maintain the right temperature for long, but my visit was pretty short and I managed just fine. Pro tip: Don't miss a chance to sample the savory turkey pot pies and many varieties of sweet pies at nearby Out Post Farm.

Top guest favorite

A covered porch features two comfortable chairs with striped cushions arranged next to a wicker side table. Large windows allow natural light to fill the space, while a ceiling fan provides ventilation. Lush greenery is visible beyond the railing, adding a serene touch.

Guesthouse in Norwood

5 out of 5 average rating, 14 reviews

Spacious Suite 15 mi from Boston

VanessaRating, 5 stars3 weeks ago

Mia’s place looks better than the pictures, very clean, communication was nice and smooth. Check out time is 10am instead of the 11am the app stills shows but she communicates everything in a time matter

Top guest favorite

Cabin in Thompson

4.99 out of 5 average rating, 122 reviews

Secluded cabin w/ Finnish Sauna & Forest Baths

AliRating, 5 stars1 week ago

This place is a true oasis. Had an incredible experience here. Perfect little getaway for two. This place has a lot of love poured into it. Come here if you need to unwind and recharge!

Superhost

A bathroom sink area features a light-colored countertop with a sink and modern faucet. Underneath, storage cabinets provide space for essentials. A hand soap dispenser and toothbrush holder are also present, along with a towel hanging on the wall. Natural light enhances the space.

Apartment in Norwood

4.76 out of 5 average rating, 54 reviews

Great hotel alternative.Close to Boston

TheodoreRating, 5 stars4 months ago

One of the nicest and warmest Airbnb’s I have been to in a while. Comfy bed, full kitchen, warm and comfortable with old style radiators that made very cozy on a cold night. Thank you. Will plan to come back when available.

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Vacation rentals in Dover

Top-rated vacation rentals in Dover

Vacation rentals for every style

Popular amenities for Dover vacation rentals

Other great vacation rentals in Dover

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