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Best Vacation rentals and Airbnb offers in Dedham, MA
9.2 532 reviews
Dedham, MA
09/05 – 09/12
$312/nighttotal: $2184 (7 )
A Stylish Stay W/ A Queen Bed, Heated Floors.. #11
1 2
apartment , Brookline
This Brookline apartment is conveniently located near both Fenway Park and Boston University, making it a great choice for exploring the city's cultural attractions and academic institutions. The apartment has received excellent ratings for cleanliness, location, and overall user experience. The studio apartment offers 300 square feet of space and can comfortably accommodate two guests. It features a fully equipped kitchen with a dishwasher, a washing machine, a walk-in shower, air conditioning, and heated floors, ensuring a comfortable and convenient stay.
8.2 82 reviews
Dedham, MA
08/04 – 08/09
$566/nighttotal: $2830 (5 )
Lovely Two Bedroom Condo In South Boston
2 6
apartment , Boston
This two-bedroom condo is located in South Boston, just a short walk from Carson Beach and a mile from M Street Beach, offering easy access to both the beach and the city center. This apartment has received excellent ratings for location, cleanliness, and overall user experience. The condo offers 1400 square feet of space and comfortably accommodates up to six guests. Enjoy a fully equipped kitchen, air conditioning, a private garden, and free Wi-Fi, perfect for relaxing after a day exploring Boston.
9.4 381 reviews
Dedham, MA
08/04 – 08/09
$904/nighttotal: $4520 (5 )
World Cup Group Stay 5br Sleeps 16 Near Train Downtown\n
3 6
apartment , Boston
This house is located in Dorchester, a residential neighborhood in Boston, within a 3-mile radius of the University of Massachusetts Boston, Northeastern University, and the Boston Museum of Fine Arts. Guests have consistently rated the house excellent for cleanliness, location, and overall experience. The house has 5 bedrooms, making it suitable for larger families or groups. Amenities include free Wi-Fi, a fully equipped kitchen, a terrace, a garden, a spa, a restaurant, and parking.
9.9 213 reviews
Dedham, MA
09/05 – 09/12
$308/nighttotal: $2156 (7 )
Two Bedrooms, Full Bathroom, And Breakfast Room
1 2
resort , Dedham
This Dedham apartment is located just off Route 128/I-95, in a quiet and secluded area, offering a peaceful retreat from the hustle and bustle of the town. The apartment has consistently received excellent ratings for its location, cleanliness, and overall experience. The two-bedroom unit comfortably accommodates up to four guests. Enjoy a private deck, gardens, and grounds, including a pond and bird feeders, along with a well-stocked breakfast/snack room and daily restocking and tidying services.
9.6 162 reviews
Dedham, MA
09/05 – 09/12
$272/nighttotal: $1904 (7 )
Beautiful Retreat Close To Downtown Boston. Pets Friendly.
2 2
apartment , Boston
This Dorchester apartment is located just 1.9 miles from Franklin Park Zoo and within 6 miles of Northeastern University and Copley Square, making it easy to explore the city. The apartment has excellent user, location, and cleanliness ratings, ensuring a comfortable stay. This two-bedroom, one-bathroom apartment offers 1000 square feet of living space. Enjoy modern amenities including free Wi-Fi, a fully equipped kitchen, a private yard, and barbecue grills, perfect for a relaxing getaway.
9.6 223 reviews
Dedham, MA
09/05 – 09/12
$264/nighttotal: $1848 (7 )
Lovely Townhouse Apartment Minutes From Boston
1 2
apartment , Dedham
This newly renovated 900-square-foot Dedham townhouse-style apartment is located minutes from Boston and a short walk from Dedham Square's restaurants and shops. The two-bedroom, one-bathroom unit sleeps four with a queen bed, twin bed, and pull-out sofa, and features an eat-in kitchen, air conditioning, a garden, parking, and an outdoor fire pit (reservations required).
8.5 133 reviews
Dedham, MA
08/04 – 08/09
$491/nighttotal: $2455 (5 )
5es Remodeled Expansive Home, Off Street Parking
1 6
apartment , Milton
This first-floor apartment rental in Milton, Massachusetts, is located within 10 miles of downtown Boston, offering easy access to public transportation and proximity to shops and restaurants. The 5-bedroom, 2-bathroom house comfortably sleeps 10 guests and features a fully equipped kitchen with a fridge, microwave, and dishwasher, plus air conditioning, parking, and access to the entire property.
10 35 reviews
Dedham, MA
08/04 – 08/09
$759/nighttotal: $3795 (5 )
Best Place To Rest
3 6
apartment , Boston
This fully renovated apartment is located in a quiet Boston neighborhood, just a short distance from Fenway Park and the Museum of Fine Arts, making it easy to explore the city's attractions. It has received excellent ratings for location, cleanliness, and user experience. The apartment is spacious and can comfortably accommodate up to eight guests. You'll find a fully equipped kitchen, a private backyard with a patio and fire pit, a fitness center, and a comfortable living room with multiple TVs.
9.4 79 reviews
Dedham, MA
09/05 – 09/12
$325/nighttotal: $2275 (7 )
Unique & Peaceful Boston Home, Ideal For 2026 World Cup Visitor, Free Parking
2 2
apartment , Boston
This Boston apartment is located in a peaceful area, just 6.3 miles from the Boston Museum of Fine Arts and 6.9 miles from Fenway Park. The apartment consistently receives excellent ratings for cleanliness, location, and overall user experience. The two-bedroom rental comfortably accommodates up to five guests within its 950 square feet. Guests can enjoy a private garden, free parking, and convenient amenities such as a dishwasher, oven, and washer, as well as a terrace, bike parking, and private check-in and check-out.
9.5 31 reviews
Dedham, MA
08/04 – 08/09
$565/nighttotal: $2825 (5 )
Cozy, Spacious Home Near Downtown Boston
3 6
apartment , Boston
This Boston condo is located near downtown Boston, offering easy access to public transit, local eateries, and family attractions. This rental property accommodates up to 11 guests with 3 bedrooms, 1 bathroom, a fully equipped kitchen, in-unit laundry, and free street parking.
9.5 164 reviews
Dedham, MA
09/05 – 09/12
$230/nighttotal: $1610 (7 )
Lovely 2 Bedroom Apartment Minutes From Boston
1 2
apartment , Dedham
This Dedham townhouse-style apartment, minutes from Dedham Square's shops and restaurants, offers easy access to local dining and attractions. The 900-square-foot, two-bedroom unit sleeps four, features a full kitchen with dishwasher, in-unit laundry, a private garden, and parking, plus a shared fire pit (reservations required) and a nearby sister unit for larger groups.
9.4 131 reviews
Dedham, MA
09/05 – 09/12
$354/nighttotal: $2478 (7 )
Sunny Dog Friendly Union Sq 1brm
2 2
apartment , Somerville
This Somerville apartment is a 3-minute walk from the Gilman Square T stop and a short distance from Union Square, placing you near shops, restaurants, and attractions like Bow Market and Union Square Donuts. The apartment has excellent user, location, and cleanliness ratings. The apartment has one bedroom, one bathroom, and a pullout sofa in the living room, accommodating up to four guests. Amenities include a fully equipped kitchen, air conditioning, free parking, and a fenced-in yard for pets.
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.
9.6 14 reviews
Dedham, MA
08/04 – 08/09
$605/nighttotal: $3025 (5 )
Cozy & Modern 3-bedroom 2- Bath Apartment 2 Min Walk To T
3 6
apartment , Boston
This Dorchester, Boston apartment is conveniently located near Savin Hill Station, providing easy access to UMass Boston (0.9 miles), Northeastern University (under 3 miles), and the Boston Convention and Exhibition Center (under 3 miles). This three-bedroom, two-bathroom rental sleeps eight, features in-unit laundry, free WiFi, a smart TV, and a fully equipped kitchen including a refrigerator, microwave, oven, and dishwasher.
8.6 17 reviews
Dedham, MA
09/05 – 09/12
$378/nighttotal: $2646 (7 )
New! Boston Condo Near Mbta, 3 Mi To Fenway! (U2)
3 2
apartment , Boston
This Boston condo, near the MBTA and approximately 3 miles from Fenway Park, offers easy access to attractions like the JFK Presidential Library & Museum and Back Bay, and is 1.7 miles from Carson Beach. This 1100-square-foot, three-bedroom apartment sleeps up to 11 guests, features a fully equipped kitchen with a dishwasher and refrigerator, air conditioning, a terrace, free on-site parking and Wi-Fi.
9.9 175 reviews
Dedham, MA
09/05 – 09/12
$409/nighttotal: $2863 (7 )
The Inn At Newton Highlands, Boutique Apartment-hotel
2 2
apartment , Newton
This two-bedroom apartment in Newton Highlands is conveniently located near Newton-Wellesley Hospital and Boston College, both within a 4.3 km radius. The apartment has earned excellent ratings for location, cleanliness, and overall user experience. This comfortable rental is perfect for families or groups of up to four people. It includes modern amenities like free Wi-Fi, a smart TV, and a fully equipped kitchen with a dishwasher.
9.4 6 reviews
Dedham, MA
09/05 – 09/12
$343/nighttotal: $2401 (7 )
Newly Renovated Open-concept Living Space, Close To Boston, Plenty Of Parking
3 2
apartment , Quincy
This Quincy apartment is located in East Milton Square, a short distance from downtown Boston and Quincy, with easy access to major highways and public transportation. The apartment has excellent user ratings, making it a popular choice for travelers. This 3-bedroom, 3-bathroom home has a spacious 2,500 square feet of living space and can comfortably accommodate up to 6 guests. The apartment offers a range of amenities, including a fully equipped kitchen, air conditioning, a spa, parking, and internet access. Guests can enjoy the open concept kitchen, dining, and living room, as well as the walk-in basement for entertainment and the outdoor space for relaxation.
Best Dedham, MA vacation rentals with parking
10 154 reviews
Dedham, MA
09/05 – 09/12
$423/nighttotal: $2961 (7 )
Home Away From Home | Next To Boston & Beach, Ev+
2 2
apartment , Quincy
This smoke-free apartment building is located in Quincy, just a short distance from several popular attractions like the University of Massachusetts Boston, Northeastern University, and the John F. Kennedy Presidential Library and Museum. It boasts excellent user, location, and cleanliness ratings, making it a great choice for travelers. This two-bedroom, one-bathroom rental can comfortably accommodate up to six guests. Enjoy modern amenities like air conditioning, a terrace, a garden, parking, and a fully equipped kitchen with a refrigerator, oven, stovetop, and microwave.
8.5 12 reviews
Dedham, MA
08/04 – 08/09
$531/nighttotal: $2655 (5 )
30-3 - 3br Boston - Cozy Apt Near Franklin Park Zoo
3 6
apartment , Boston
This three-bedroom Boston apartment, located near Carson Beach (1.8 miles) and major attractions like the JFK Presidential Library & Museum and the Museum of Fine Arts, offers convenient access to South Station (4.1 miles). The 1190-square-foot rental boasts a spacious layout with a living room, fully equipped kitchen, private balcony, and accommodates up to 15 guests, including free parking and Wi-Fi.
9.6 378 reviews
Dedham, MA
09/05 – 09/12
$339/nighttotal: $2373 (7 )
~*Pet Friendly 30min To Downtown*~ The Bostonian
2 2
house , Boston
This Boston home is located just 7 miles from the Hynes Convention Center and Back Bay, offering easy access to these popular districts while providing a quieter atmosphere. The home has consistently received excellent ratings for its cleanliness, location, and overall user experience. The 2-bedroom, 1-bathroom home spans 1000 square feet and provides comfortable accommodations for families or groups of travelers. Guests can enjoy amenities like a fully equipped kitchen, air conditioning, a private garden, and parking, making it an ideal choice for a relaxing and convenient Boston stay.
9.8 48 reviews
Dedham, MA
09/05 – 09/12
$353/nighttotal: $2471 (7 )
Remodeled Townhouse Close To Boston
3 2
apartment , Watertown Town
This modern Watertown house is conveniently located just a short distance from Downtown Boston, offering easy access to public transportation and a 15-minute drive to Boston Airport. The house has received excellent ratings from previous guests, highlighting its comfortable and well-maintained environment. The house features a private bathroom, full kitchen, living room, and 2-3 bedrooms, comfortably accommodating up to 6 guests. Amenities include air conditioning, parking, internet, a backyard, and a smart TV, ensuring a relaxing and enjoyable stay.
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 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?
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?
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.
9.7 24 reviews
Dedham, MA
09/05 – 09/12
$167/nighttotal: $1169 (7 )
2nd Floor Apartment 5 Minutes To The Subway To Boston & Cambridge.
1 2
apartment , Milton
This Milton, MA vacation rental in Lower Mills offers convenient access to public transportation (2-minute walk to Milton Station, 8-minute walk to Butler Station), and is 2.8 miles from Franklin Park Zoo. The one-bedroom, one-bathroom apartment sleeps two guests and features a fully equipped kitchen, in-unit laundry, free Wi-Fi, and a Smart TV, plus a terrace/balcony and parking.
9.4 35 reviews
Dedham, MA
09/05 – 09/12
$456/nighttotal: $3192 (7 )
Save 30% Large 3br Pet-friendly Apt W/free Parking Near Red Line-downtown Boston
3 2
apartment , Boston
This Dorchester apartment rental is ideally situated near Franklin Park Zoo (1.6 miles) and the University of Massachusetts Boston (2.3 miles), offering easy access to other Boston attractions within a 6-mile radius. This three-bedroom, two-bathroom unit sleeps up to 13 guests and boasts a fully equipped kitchen, private balcony, free WiFi, convenient parking, and is within walking distance of Shawmut and Talbot Avenue subway stations.
9.0 1 review
Dedham, MA
08/04 – 08/09
$695/nighttotal: $3475 (5 )
Luxury 3br Apt In Boston With Free Parking
3 6
apartment , Boston
This 3-bedroom luxury apartment in Boston offers prime access to cultural and transit hubs, located 1.5 miles from the Museum of Fine Arts, 2.2 miles from Back Bay, and 2.3 miles from Boston South Station. The spacious 2280 square foot residence accommodates up to 15 guests with air conditioning, complimentary private parking, high-speed WiFi, a kitchen featuring a fridge and microwave oven, and a private balcony.
9.2 14 reviews
Dedham, MA
08/04 – 08/09
$530/nighttotal: $2650 (5 )
Up To 30% Off Spacious 4br Boston Home W/ Free Parking, Pet-friendly 30/1
4 6
apartment , Boston
This Dorchester, Boston rental is conveniently located near downtown Boston (a 10-15 minute drive), Fenway Park, and Logan Airport. This spacious four-bedroom house sleeps twelve guests, features a fully equipped kitchen, private backyard, assigned parking for two cars, and modern amenities including smart TVs, SONOS soundbars, and high-speed Wi-Fi.
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.
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.
10 38 reviews
Dedham, MA
09/05 – 09/12
$359/nighttotal: $2513 (7 )
Budget-friendly Basement 2br Retreat
3 2
apartment , Boston
This three-bedroom apartment is situated in Roslindale, a Boston neighborhood just a short distance from the Arnold Arboretum and a convenient commute to attractions like Fenway Park and Faneuil Hall Marketplace. The 1,570 square foot apartment offers a sunroom, a spacious deck, and modern amenities, including central air conditioning and in-unit laundry facilities, comfortably accommodating up to six guests.
9.5 22 reviews
Dedham, MA
08/04 – 08/09
$1040/nighttotal: $5200 (5 )
Back-bay Upscale Central Penthouse W Roof-top
2 6
apartment , Boston
This Back Bay penthouse is centrally located in Boston, a short walk from Boston Common, King's Chapel, and Back Bay Station. The 1000-square-foot apartment features two bedrooms, two bathrooms, in-unit laundry, a fully equipped kitchen, free Wi-Fi, a fireplace, and rooftop access with city views, comfortably accommodating up to ten guests.
10 32 reviews
Dedham, MA
08/04 – 08/09
$589/nighttotal: $2945 (5 )
14a-cozy And Well Decorated Apartment In Awesome Boston
3 6
apartment , Boston
This Dorchester apartment rental is conveniently located near Savin Hill Station, less than a mile from the University of Massachusetts Boston, and within 3 miles of attractions like Northeastern University and the Boston Convention and Exhibition Center. This three-bedroom, two-bathroom apartment sleeps up to 13 guests and includes a full kitchen, in-unit laundry, a private patio, and parking, offering easy access to public transportation.
