Vacation rentals in Dedham

4.97 out of 5 average rating, 112 reviews

A spacious bathroom features a freestanding tub positioned beneath large, arched windows offering serene views of the surrounding nature. Natural light fills the room, highlighting the hardwood floor and elegant mirror nearby, creating a calming atmosphere for relaxation.

Home in Stoughton

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 unlimited on-street parking. Pet friendly!

A charming street scene features traditional brick buildings with decorative architectural details. Gas lamps illuminate the cobblestone pathway, enhancing the inviting atmosphere. The corner of the street shows a restaurant and a sign, while a historic anchor rests in the foreground, reflecting the area’s maritime heritage.

4.93 out of 5 average rating, 108 reviews

Cozy house close to Boston

My home is very comfortable with a casual feel. I have three bedrooms with 1.5 bathrooms. I have two queen size beds and one twin size bed. My kitchen and bathrooms are updated. I have a cozy den with a Smart TV and a living room that is a comfortable place to relax. The outdoor area has a deck leading onto a patio with a fire pit. I have an outdoor gas grill. It's a great place to unwind and relax. It is fenced in with privacy. I also have a driveway and on street parking is available.

4.97 out of 5 average rating, 260 reviews

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

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.

4.89 out of 5 average rating, 676 reviews

A three-story yellow Victorian house is shown, featuring elegant architectural details such as a central entryway with a rounded arch and large balcony. Windows adorned with black shutters frame the façade, while colorful flowers and shrubs decorate the front yard.

Apartment in Dorchester

2 bedroom 1st Floor Apartment in Savin Hill

This is a private apartment: living room, one bedroom with a queen size bed and 2 single bed 'Castro Convertibles' and one bedroom with a single bed, bathroom, fully equipped eat in kitchen, back porch and yard. Excellent access to public transportation, downtown area, and tourist attractions. Also suitable for longer stays. One of your hosts is a nurse and we would be happy to host travel nurses. Very convenient to MGH and Longwood Medical area. Please let us know if you are interested.

4.84 out of 5 average rating, 185 reviews

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

Lovely townhouse apartment minutes from Boston

Book your stay at this peaceful and centrally-located townhouse-style apartment just minutes from Boston. This newly renovated space features 2 bedrooms (one queen bed and one twin bed), one full bath (second floor), cozy living room with pull out sofa, and eat-in kitchen. Take advantage and relax by the outdoor fire pit (reservations required) or walk to Dedham Square for delicious food and shopping. Dates you need not available? Make sure to check out our other listing just next door!

4.96 out of 5 average rating, 195 reviews

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

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

Place to stay in Sherborn

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.

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!

4.8 out of 5 average rating, 973 reviews

A spacious playroom is showcased, featuring a blue table tennis table positioned centrally. Natural light filters in through a window, illuminating the tiled floor. Colorful wall art adorns one side of the room, enhancing the contemporary design.

Apartment in Dedham

Hidden Gem Near Boston w/ 2 bedrooms HighSpeedWifi

Our place is close to LegacyPlace w/ shopping, restaurant, cinema, bowling, whole foods. Less than 10 minutes to Trillium Brewing. 4-5 minutes walk to Train Station, around 20 min commute to Boston. Separate entrance, living room, big play room, full bath, fully equipped kitchen. Free Washer & Dryer. High speed internet. Off street parking. Our place attracts Boston Marathon runners. Very convenient for runners to get to Boston Common shuttle bus then to the Start line of the Marathon.

4.94 out of 5 average rating, 151 reviews

Apartment in Woburn

Your Cozy 1 BR Apt & Relaxing Retreat

Welcome to your romantic 1-bedroom apartment in Woburn, the ultimate escape for couples looking for relaxation and charm. Enjoy a private jacuzzi 🛁 and a cozy fire pit 🔥—ideal for creating unforgettable memories. Step right out from the bedroom to the jacuzzi and outdoor space, allowing you to unwind in the soothing waters while enjoying the warm ambiance of the fire pit. Perfect for a romantic retreat, this intimate space provides everything you need for a truly enchanting stay.

4.92 out of 5 average rating, 343 reviews

A garden-level entrance is highlighted by a set of concrete steps leading to a private entry with a vibrant purple door. Adjacent is a second door framed by glass panels, creating a welcoming transition to the apartment. The surrounding area features a circular stone pathway.

Apartment in Newton

Conveniently Located Private Garden Apartment

Garden-level apartment next to a public park yet convenient to Newton Centre, Chestnut Hill, Boston College, Longwood Medical Area, and public transit. Easy to take in all the 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.

A spacious deck is furnished with a glass-top table surrounded by comfortable seating, including rockers and lounge chairs adorned with decorative pillows. A soft, patterned rug defines the area, with a view of surrounding greenery and neighboring homes in the background.

4.98 out of 5 average rating, 240 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.

4.97 out of 5 average rating, 281 reviews

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

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.

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Other great vacation rentals in Dedham

4.86 out of 5 average rating, 84 reviews

The exterior of a charming, two-car garage is showcased, featuring natural stone and a shingle roof. Wooden double doors with decorative hardware are visible, along with a basketball hoop attached to the side. The surrounding landscape includes lush green grass and trees.

Home in Westwood

sweet little house

WillRating, 5 stars1 month ago

This is a cute ADU within walking distance to the Route 128 station. The unit is very spacious and reasonably priced. Wuke graciously helped us out when we needed laundry detergent. We would stay here again. Only downside is that the ADU has a bit of an unfinished feel. The shower did not have a curtain, the bedroom skylight window was papered over, and there was command-strip residue leftover in a few places.

4.96 out of 5 average rating, 24 reviews

Chic and Cozy Family Retreat Close to Boston

LeahRating, 5 stars3 days ago

My family and I traveled from Florida for my nephew’s graduation. Davidson’s place was perfect for our family of six. It was very modern and very spacious! The beds were very comfortable. Davidson was very responsive! We will definitely stay again when we visit the area. Thank you for a wonderful stay!

4.89 out of 5 average rating, 75 reviews

A covered outdoor seating area features a spacious sectional sofa and a circular coffee table, all set on a wooden floor. String lights hang overhead, providing a warm ambiance. Two lounge chairs sit against one wall, with sliding glass doors visible in the background.

Guest suite in Westwood

Conveniently Located & Comfy Suite Summer's Best

LeslieRating, 5 stars2 weeks ago

I stayed here with my partner and my cousin for my sisters wedding. Everything was awesome! Steve is very responsive and was direct and clear on anything we had questions about. The listing is for the bottom floor of the house with a very spacious living room/kitchen area. The bed was so comfortable! We were surprised we couldn’t open the doors to the outside but it’s not the end of the world lol. Amazingly beautiful neighborhood, I greatly recommend if you’re in the area and don’t want to stay at a hotel!

4.86 out of 5 average rating, 7 reviews

Apartment in Quincy

Cozy KING BED Suite in Greater Boston Area

TylerRating, 5 stars2 weeks ago

The area was quiet and safe, very walkable, and reasonably close to the Red Line downtown. Hosts were communicative, accommodating, and generous. The complimentary snacks left for us were welcome after our long day of travel and late check-in when most restaurants were already closed.

4.95 out of 5 average rating, 42 reviews

Home in Norwood

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! 🙏✨💕☀️

4.78 out of 5 average rating, 58 reviews

A framed blue certification sign is displayed on a wall, indicating that ozone sanitation has been performed. The sign features a shield graphic and displays the treatment date, ensuring a clean and safe environment for guests.

Apartment in Norwood

The Plant Haus

MalisaRating, 5 stars1 week ago

While at Quontay’s place, I felt very at home. It is a very high vibrational space where you can relax, find rejuvenation, support and healing. It’s a mini retreat for your soul.

5 out of 5 average rating, 14 reviews

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

Spacious Suite 15 mi from Boston

VanessaRating, 5 stars2 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

A modern kitchen is highlighted by a breakfast bar with three wooden stools. Light wood flooring extends throughout the space, creating a cohesive look. Natural light enters through a window above the sink, while clean white cabinetry provides a fresh and open feel.