Compare vacation rentals in Dedham, MA from 100+ sites!

106 available vacation rental offers

7 nights
2
1
  • airbnb
  • booking
  • vrbo
  • expedia
  • sonder
  • priceline
  • tripadvisor
  • tripcom
  • homestay
  • hotelscom
  • orbitz
  • vacasa
Dedham, MA vacation rentals
Choose the perfect vacation accommodation
Price per night
Accommodation type
Rating

Best Vacation rentals and Airbnb offers in Dedham, MA

Discover Family-Friendly Vacation Rentals in Dedham, MA

Ideal for family vacations, these Dedham, MA rentals or Airbnbs offer spacious layouts near top city attractions.

383 - 3br Quincy - Chic House Near Adams Park - Dedham, MA
9.8 398 reviews
Dedham, MA
07/28 – 08/01
$506/nighttotal: $2024 (4 )

383 - 3br Quincy - Chic House Near Adams Park

3 4
apartment , Quincy
This modern townhouse is located in a busy street in Quincy, just a short distance from the Quincy Red Line T Station and the highway. The property has consistently received excellent ratings for cleanliness, location, and user experience.
The three-bedroom townhouse is perfect for families or groups of up to 11 guests. The spacious kitchen is fully equipped for preparing meals, and the master bedroom features a luxurious Jacuzzi for relaxation.
Boston Area Hub By Train Station, Gillette Stadium - Dedham, MA
9.4 18 reviews
Dedham, MA
09/05 – 09/12
$258/nighttotal: $1806 (7 )

Boston Area Hub By Train Station, Gillette Stadium

2 2
apartment , Stoughton
This 2-bedroom apartment is located in Stoughton, within walking distance of Stoughton Station and a 3-mile radius of popular attractions. It has an excellent user rating.
The 1400-square-foot apartment features a fully equipped kitchen, a comfortable living space, and a family-friendly atmosphere. It can accommodate up to 5 guests and includes amenities such as air conditioning, internet, and parking. Guests can also enjoy proximity to outdoor recreation, historical charm, and easy access to medical care.
Beautiful Studio In Historic Neighborhood Of Boston. Super Close To Downtown! - Dedham, MA
9.8 51 reviews
Dedham, MA
09/05 – 09/12
$237/nighttotal: $1659 (7 )

Beautiful Studio In Historic Neighborhood Of Boston. Super Close To Downtown!

1 2
studio , Boston
This Roxbury rental is conveniently located within 3 miles of Boston Medical Center, Northeastern University, Fenway Park, Copley Square, and Boston Common, offering easy access to public transportation via Uphams Corner and Newmarket Stations.
The one-bedroom, one-bathroom apartment sleeps four guests and features a kitchenette with refrigerator, oven, stovetop, coffee maker, and electric kettle, free WiFi, air conditioning, a balcony, on-site garden, and parking.
Harmony Medical Suites Chinatown - Dedham, MA
8.2 82 reviews
Dedham, MA
06/18 – 06/22
$514/nighttotal: $2056 (4 )

Harmony Medical Suites Chinatown

1 2
studio , Boston
This Boston apartment in Chinatown is a 6-minute walk from the Freedom Trail and Boston South Station, and an 11-minute walk from the Boston Tea Party Ship & Museum.
This pet-friendly residence offers air-conditioned units with free WiFi, some featuring full kitchens, and an on-site fitness center.

Best Dedham, MA vacation rentals with parking

Upscale 1br Mit Harvard Wifi Gym W D Parking - Dedham, MA
8.7 3 reviews
Dedham, MA
06/18 – 06/22
$542/nighttotal: $2168 (4 )

Upscale 1br Mit Harvard Wifi Gym W D Parking

1 2
apartment , Cambridge
This Cambridge apartment rental is centrally located, a short walk from Central Square and within easy reach of MIT, Harvard University, and Inman Square.
The 650-square-foot, one-bedroom unit sleeps seven guests and features a fully equipped kitchen, in-unit laundry, a private garden, on-site fitness center, parking, and free Wi-Fi.
74r - 2br Quincy - Romantic Stay Near Wollaston Beach - Dedham, MA
8.8 15 reviews
Dedham, MA
09/05 – 09/12
$331/nighttotal: $2317 (7 )

74r - 2br Quincy - Romantic Stay Near Wollaston Beach

2 2
apartment , Quincy
This Tirrel Street rental in Quincy, MA, offers a convenient location near Wollaston Beach and downtown Quincy, providing easy access to local attractions.
This 1,100-square-foot apartment features two bedrooms, one bathroom, and sleeps up to nine guests (with extra fees after four), boasting a fully equipped kitchen, in-unit laundry, central A/C, and one reserved parking space.
Beautiful 6000 Sq Ft Home 20 Min To Boston - Dedham, MA
9.4 80 reviews
Dedham, MA
06/20 – 06/27
$1133/nighttotal: $7931 (7 )

Beautiful 6000 Sq Ft Home 20 Min To Boston

3 2
apartment , Newton
This 6000 sq ft, 3-bedroom, 4-bathroom residence in Newton offers a secluded 1/2 acre private lot and is conveniently located within a few miles of Encore Boston Harbor and Boston Port, with easy access to Boston Common and Revere Beach.
This family-friendly apartment boasts a gourmet chef's kitchen with Miele appliances, a 2-story living room with a fireplace, a luxurious master suite, and a first-floor 3-bedroom suite, accommodating up to 9 guests with amenities including air conditioning, a jacuzzi, tennis court, and parking.
Spacious And Comfortable 1 Bed 25 Km From Gillette - Dedham, MA
Dedham, MA
06/18 – 06/22
$479/nighttotal: $1916 (4 )

Spacious And Comfortable 1 Bed 25 Km From Gillette

1 2
apartment , Milton
This Milton apartment is located 6.1 miles from the Boston Museum of Fine Arts and approximately 7 miles from Back Bay and Fenway Park.
This 500 sq ft, 1-bedroom unit accommodates up to 3 guests and features a full kitchen, air conditioning, private patio, and on-site parking.

Frequently Asked Questions about vacation rentals in Dedham, MA

  • What are the top family-friendly attractions in Dedham, MA?

    Dedham is a great place for families! The Endicott Estate is a popular spot with its beautiful gardens and the Endicott Mansion. There's also the Dedham Public Library, which has a great children's section and hosts fun events for kids.
  • What are the best Airbnb and vacation rentals in Dedham, MA?

  • When is the best time to book a vacation rental in Dedham, MA?

    The best time to book a vacation rental in Dedham is during the shoulder seasons, like spring or fall. You'll avoid the summer crowds and get better rates. Plus, the weather is still pleasant, so you can enjoy outdoor activities.
  • What are the most popular Airbnbs in Dedham, MA?

  • What events or festivals should visitors check out in and around Dedham, MA?

    Dedham has a few fun events throughout the year. The Dedham Farmers Market is a great place to find local produce and crafts. In the fall, the Dedham Fall Festival is always a hit with its parade, live music, and family-friendly activities.
  • What are the best vacation rentals with a pool in Dedham, MA?

    The best vacation rental with a pool in Dedham, MA is The Commonwealth Estate.

  • What are the best budget-friendly activities in Dedham, MA?

    Dedham has plenty of budget-friendly activities. You can take a walk or bike ride along the Charles River, visit the free Dedham Public Library, or explore the historic Dedham Square. There are also a few parks with playgrounds and picnic areas where you can relax and enjoy the scenery.
  • What are the best rentals for families and kids in Dedham, MA?

  • What are the best restaurants with local dishes in Dedham, MA?

    If you're looking for local fare, you can't go wrong with The Blue Rooster. They're known for their New England comfort food, like clam chowder and lobster rolls. Another favorite is The Tavern on the Square, which serves classic American dishes with a modern twist.
  • What are the best rentals or Airbnbs with a jacuzzi in Dedham, MA?

    The best vacation rental or Airbnb with a jacuzzi in Dedham, MA is 5 Room In Law Apartment - Close To Boston.

  • What are the best walking or cycling routes in Dedham, MA?

    Dedham has a great network of walking and biking trails. The Charles River Path is a popular choice, offering scenic views of the river. You can also check out the trails at the Endicott Estate or the Dedham Town Forest.
  • Are there pet-friendly attractions in Dedham, MA?

    Dedham is a pretty dog-friendly town! Many of the parks, like the Endicott Estate and the Dedham Town Forest, welcome leashed pets. There are also a few pet-friendly restaurants and cafes in Dedham Square.
  • What are the benefits of choosing a vacation rental in Dedham, MA?

    Vacation rentals offer more space and privacy than a hotel. You can cook your own meals, which can save money, and you'll have the flexibility to come and go as you please. Plus, many rentals have unique features, like a fireplace or a backyard, that you won't find in a hotel.

Destinations nearby

Top Vacation Rentals with Balconies in Dedham, MA

Enjoy a Dedham, MA vacation rental with a balcony and stunning city skyline views for a truly memorable stay.

Charming 1br Apt In Boston With Free Parking - Dedham, MA
9.6 5 reviews
Dedham, MA
07/28 – 08/01
$444/nighttotal: $1776 (4 )

Charming 1br Apt In Boston With Free Parking

1 4
apartment , Boston
This 810 sq ft, 1-bedroom condo in Boston offers convenient access to Cambridge, located approximately 2 miles from John F. Kennedy Park and Brattle Theatre, and about 2.5 miles from Harvard Square and Central Square.
This unit features complimentary WiFi, air conditioning, a private balcony, and a fully equipped kitchen with a dishwasher, accommodating up to 7 guests with included parking.
Lorenzo Inn - Dedham, MA
10 1 review
Dedham, MA
09/05 – 09/12
$291/nighttotal: $2037 (7 )

Lorenzo Inn

2 2
apartment , Boston
This 2-bedroom, 2-bathroom apartment in Boston's Dorchester neighborhood is an 8-9 minute drive from the Boston Convention and Exhibition Center and Copley Square.
This residence offers on-site parking, a garden, a veranda, and a fully equipped kitchen, accommodating up to 4 guests with Wi-Fi and air conditioning.
60-3  3br Boston - Sleek Apartment Near Franklin Park - Dedham, MA
9.6 26 reviews
Dedham, MA
07/28 – 08/01
$526/nighttotal: $2104 (4 )

60-3 3br Boston - Sleek Apartment Near Franklin Park

3 4
apartment , Boston
This spacious 1300-square-foot apartment rental in Mattapan, Boston, offers easy access to attractions like Fenway Park and Faneuil Hall Marketplace, though exact distances aren't specified.
The three-bedroom, two-bathroom unit sleeps up to 15 guests, features a fully equipped kitchen, in-unit laundry, central air conditioning, free Wi-Fi, reserved parking, and allows pets.
Cozy Studio Suite W/ Full Kitchen Near Minute Man Historical Park - Dedham, MA
Dedham, MA
06/18 – 06/22
$372/nighttotal: $1488 (4 )

Cozy Studio Suite W/ Full Kitchen Near Minute Man Historical Park

1 2
studio , Waltham
This studio apartment is situated in downtown Waltham on the lakefront, offering convenient access to Fenway Park and Tufts University.
This pet-friendly studio features a kitchenette with a fridge and microwave, air conditioning, a balcony with views, and complimentary Wi-Fi, accommodating up to four guests with a 11:00 AM check-out.

Find the Best Dog-Friendly Vacation Rentals in Dedham, MA

Traveling with pets? These dog-friendly vacation rentals and Airbnbs in Dedham, MA are steps away from dog parks and city walks.

King Bed 3 Min > Washington Sq  1 Min >T - Dedham, MA
Dedham, MA
06/20 – 06/27
$464/nighttotal: $3248 (7 )

King Bed 3 Min > Washington Sq 1 Min >T

1 2
apartment , Brookline
This 1-bedroom apartment in Brookline's Aspinwall Hill neighborhood offers convenient access, located a 1-minute walk from the T Station and a 5-minute walk to Washington Square.
This pet-friendly rental accommodates up to 3 guests and includes a kitchen with a fridge, microwave, and dishwasher, with free parking available a 5-minute walk away.
Modern 2br Near Subway & Parking Available - Dedham, MA
9.8 12 reviews
Dedham, MA
09/05 – 09/12
$360/nighttotal: $2520 (7 )

Modern 2br Near Subway & Parking Available

2 2
apartment , Somerville
This Somerville apartment is located in East Somerville, just a short walk from the Assembly Row shopping center and within a 15-minute walk to both Sullivan and Assembly subway stations. The apartment is close to both the Assembly Row shopping center and the subway, making it easy to explore both Somerville and Boston.
The apartment has two bedrooms and one bathroom, comfortably accommodating up to four guests. The apartment offers modern amenities like air conditioning, Wi-Fi, a smart TV, and a fully equipped kitchen, ensuring a comfortable and enjoyable stay.
New Modern Cozy 3br Condo: Free Parking&near Train - Dedham, MA
9.8 36 reviews
Dedham, MA
07/28 – 08/01
$370/nighttotal: $1480 (4 )

New Modern Cozy 3br Condo: Free Parking&near Train

1 4
apartment , Boston
This three-bedroom Boston house rental is located in Roslindale, less than a mile from the Bellevue commuter rail station offering easy access to downtown Boston and the Longwood Medical Area.
The renovated unit features a spacious kitchen with modern appliances, in-unit laundry, dedicated parking, two private entrances, and two balconies, comfortably accommodating up to five guests.
Roslindale Village Condos - Dedham, MA
9.0 322 reviews
Dedham, MA
09/05 – 09/12
$373/nighttotal: $2611 (7 )

Roslindale Village Condos

1 2
apartment , Boston
This apartment is located in Roslindale, a quiet neighborhood just 5 miles from the Boston Museum of Fine Arts and 5.3 miles from Fenway Park. It has received excellent ratings for cleanliness, user experience, and location.
The apartment has a terrace or balcony with garden views, a seating area, and a fully equipped kitchen. Enjoy complimentary internet access, free bikes, air conditioning, satellite TV, and nearby golfing and hiking opportunities.
©2026 cozycozy.com