Holiday Rentals in Dedham, MA

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Dedham, MA holiday rentals
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198 Holiday rentals and Airbnb in Dedham, MA

Best family friendly Dedham, MA holiday rentals

Among the 198 accommodations in Dedham, MA, here are the 4 best family friendly rentals

Spacious 2nd Fl 4 Bedroom 2 Bath  Apartment - Dedham, MA
9.8 34 reviews

Spacious 2nd Fl 4 Bedroom 2 Bath Apartment

apartment, Boston
This apartment is situated in Mattapan, a neighbourhood in Boston, just two miles from Franklin Park Zoo and within six miles of shopping centres like The Shops at Prudential Center and Copley Place. It has received excellent user ratings, making it a popular choice for travellers.
This four-bedroom, two-bathroom apartment can accommodate up to ten guests, making it ideal for families or groups of friends. It comes equipped with a range of amenities, including a fully equipped kitchen, a spa tub, a fireplace, a washer and dryer, and a Smart TV, ensuring a comfortable and enjoyable stay.
6 Room: 2bedroom: Sunny Quintessential Boston - Dedham, MA
10 10 reviews

6 Room: 2bedroom: Sunny Quintessential Boston

apartment, Boston
This three-bedroom penthouse apartment is located in a residential neighbourhood near Roslindale and West Roxbury Village centres, offering easy access to public transport and nearby conservation land.
The 102-square-metre (1100 sq ft) property boasts a spacious six-room layout, sleeping up to six guests, and includes a fully equipped kitchen, private terrace, garden access, parking and all utilities; in-unit laundry facilities are also provided.
Como - Dedham, MA
9.6 95 reviews

Como

apartment, Boston
This apartment is located in Readville, Massachusetts, just 8 kilometres from downtown Boston, offering easy access to the city centre via a 30-minute train journey from the nearby Commuter Rail Station. The apartment has received excellent ratings for cleanliness, location and overall experience.
The apartment can comfortably accommodate up to four guests and features a well-equipped kitchen, free parking, and air conditioning. You'll also find a range of amenities nearby, including parks, a tennis court, a bakery and a shopping centre just 8 kilometres away.
Luxurious 2br - 2ba Apt At Hyatus - Dedham, MA
9.6 26 reviews

Luxurious 2br - 2ba Apt At Hyatus

apartment, Somerville
This Somerville apartment, ideally located near Davis Square, Union Square, and Assembly Row, offers easy access to the Orange Line and is within walking distance of numerous shops and restaurants.
The 93 square metre property boasts two bedrooms, two bathrooms, sleeps six guests, and includes amenities such as a swimming pool, spa, and secure parking; the building also features a fitness centre and co-working spaces.

Best Dedham, MA holiday rentals with parking

A Sunny Haven In The City! - Dedham, MA
10 6 reviews

A Sunny Haven In The City!

apartment, Boston
This four-bedroom Boston house, situated on Fairmount Hill in Hyde Park, offers easy access to public transport connecting to central Boston and its attractions, though precise distances vary depending on the destination.
The 4-bedroom, 2-bathroom property sleeps eight guests, features a fully equipped kitchen with outdoor grill, a private garden, sunroom, fitness centre, parking for two cars, and boasts stunning sunset views.
New Built 3-bedrm, 4-beds Near Gillette - Apt 1 - Dedham, MA
10 2 reviews

New Built 3-bedrm, 4-beds Near Gillette - Apt 1

apartment, Boston
This three-bedroom flat offers convenient access to Boston's city centre, with Gillette Stadium, Fenway Park, and TD Garden all within easy reach, making it ideal for exploring the city's sporting and cultural attractions. This well-equipped accommodation for seven guests includes a kitchen with a microwave and dishwasher, air conditioning, and free parking, with excellent user, location, and cleanliness ratings.
Quiet Comfort In Boston - Large 2 Bed Condo - Dedham, MA
9.9 18 reviews

Quiet Comfort In Boston - Large 2 Bed Condo

apartment, Boston
This comfortable apartment is located in the trendy Roslindale Village, just a short distance from West Roxbury’s Village Center and within easy reach of downtown Boston. It has received excellent ratings from previous guests for its location, cleanliness, and overall experience.
The two-bedroom apartment offers 93 square meters of space, comfortably accommodating up to five guests. It features a fully equipped kitchen, a newly renovated bathroom, private laundry access, a back porch, a fenced yard with gardens, and parking.
A One Room Studio In A Quiet & Convenient Location - Dedham, MA
No reviews

A One Room Studio In A Quiet & Convenient Location

studio, Boston
This Hyde Park studio apartment in Boston offers convenient access to the city, being a short drive from Boston Common (approximately 2.6 kilometres) and the Boston Port (approximately 2.4 kilometres), with Fenway Park and Copley Square also within a 2.2-kilometre drive.
This compact 14-square-metre flat accommodates two guests and is a 3-minute walk from Boston Fairmount Station and a 6-minute walk from Boston Hyde Park Station, providing excellent public transport links for exploring attractions and entertainment.

Frequently asked questions about holiday rentals in Dedham, MA

  • Which neighborhood in Dedham, MA should you consider for a vacation rental?

    Dedham Square is the heart of the town, so it's a great spot for a vacation rental. You'll be within walking distance of restaurants, shops, and the town's main attractions. If you prefer a quieter setting, consider the neighbourhood around the Endicott Estate, which offers lovely views and a peaceful atmosphere.
  • What are the best Airbnb and holiday rentals in Dedham, MA?

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

    The Dedham Public Library is a great place to visit with kids, especially the children's section. For outdoor fun, the town's parks are fantastic, especially the beautiful and spacious Mother Brook Park. And for a bit of history, a visit to the Fairbanks House is always a hit.
  • What are the most popular Airbnbs 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 spring and fall, when the weather is pleasant and the crowds are smaller. However, if you're looking for a more festive experience, you could consider booking during the holiday season, when Dedham Square is beautifully decorated.
  • What are the best holiday rentals with a pool in Dedham, MA?

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

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

    The Dedham Farmers' Market runs from June to October, offering local produce and crafts. In the summer, the town hosts the Dedham Arts Festival, a vibrant celebration of local art and music. And in October, the Dedham Fall Festival is a fun event for the whole family, with a parade, pumpkin carving, and more.
  • What are the best rentals for families and kids in Dedham, MA?

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

    Take a stroll through the historic Dedham Square and admire the architecture. You can also enjoy a picnic in Mother Brook Park or visit the free Dedham Public Library. For a bit of history, the Fairbanks House offers free admission on certain days.
  • 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 Rooms In Law Apartment Close To Boston.

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

    For a truly local experience, try The Blue Ribbon, a classic New England pub serving hearty dishes. If you're looking for something a bit more upscale, The Avenue is a popular spot known for its fresh, seasonal cuisine.
  • What are the best walking or cycling routes in Dedham, MA?

    Dedham is perfect for a leisurely walk or bike ride. You can explore the historic Dedham Square, follow the Charles River path, or take a scenic loop around the Endicott Estate. The Charles River Bike Path runs right through town, offering a scenic route for cyclists.
  • Are there pet-friendly attractions in Dedham, MA?

    Many of Dedham's parks, such as Mother Brook Park, are pet-friendly, so you can bring your furry friend along. Some restaurants also have outdoor seating that welcomes dogs.

Popular destinations

Best Dedham, MA holiday rentals with a balcony

Luxury 1br Near Broadway Southie Mrw0 - Dedham, MA
10 3 reviews

Luxury 1br Near Broadway Southie Mrw0

apartment, Boston
This South Boston flat is ideally located near the Broadway Red Line station, a 4-kilometre walk from Boston Common and Emerson College, offering easy access to the city's attractions.
The 69-square-metre apartment features two bedrooms, one bathroom, a fully equipped kitchen with fridge and dishwasher, in-unit laundry, and a rooftop terrace; it comfortably sleeps two guests.
Spacious Studio | 1 King Bed | Near Boston Waltham Center - Dedham, MA
No reviews

Spacious Studio | 1 King Bed | Near Boston Waltham Center

studio, Waltham
This lakeside studio apartment in Waltham's downtown district offers convenient access to Harvard Square, located 8 kilometers away, and Newbury Street, 9 kilometers distant, with the natural beauty of Boston Common a mere 7 kilometers from your doorstep.
Guests can enjoy complimentary breakfast, on-site fitness facilities, and pet-friendly accommodation with free Wi-Fi, a fully equipped kitchenette including a fridge and microwave, and balcony views, accommodating up to two people with a 11:00 check-out.
Global Luxury Suites Downtown Boston - Dedham, MA
8.2 2883 reviews

Global Luxury Suites Downtown Boston

studio, Boston
This studio apartment is situated in the heart of downtown Boston, just an 8-minute walk from Boston Common and a short distance from the city centre, placing you within easy reach of the city's most popular attractions. The accommodation has consistently received very good ratings for location, cleanliness, and overall experience.
The studio offers a comfortable and well-equipped space for your stay. It features a fully equipped kitchen, a private bathroom, and a comfortable seating area, while the building also boasts a shared lounge, a business centre, and a fitness centre.

Best pet friendly Dedham, MA holiday rentals

Among the 198 accommodations in Dedham, MA, here are the 4 best pet friendly rentals

Luxury 2bd/2ba Near Cabmridge Txlx - Dedham, MA
9.4 3 reviews

Luxury 2bd/2ba Near Cabmridge Txlx

apartment, Somerville
This Prospect Hill flat in Somerville offers convenient access to public transport, with the East Somerville Green Line 9 minutes walk away, and is within 1.9 kilometres of Harvard Square, Assembly Square and Kendall Square.
This three-bedroom, two-bathroom flat spans 76 square metres, accommodates up to four guests, and features a fully equipped kitchen, in-unit laundry, shared workspace, and a rooftop area accessible between 7 AM and 9 PM.
Gorgeous 2br Next To Bu 5zvk - Dedham, MA
10 1 review

Gorgeous 2br Next To Bu 5zvk

apartment, Brookline
This two-bedroom apartment in North Brookline, a short walk from Boston University and the Amory MBTA Green Line station (approximately 0.7km), offers easy access to major hospitals such as Dana-Farber Cancer Institute and Beth Israel Deaconess Medical Center.
The 90 square metre property features two queen-size beds, two bathrooms, a fully equipped kitchen with dishwasher, and accommodates up to four guests, with on-site laundry facilities available (charges apply).
Lux Apt With Sky Terrace And Gym - Dedham, MA
No reviews

Lux Apt With Sky Terrace And Gym

apartment, Boston
This Boston apartment is conveniently located near Fenway Park, a short walk from Boston University and the Museum of Fine Arts, and 1.6 kilometres from the Hynes Convention Centre.
The 65 square metre one-bedroom flat offers guests a fully equipped kitchen, in-unit laundry, free Wi-Fi, and access to a fitness centre; sleeping up to five people, it's ideal for couples, solo travellers, or small groups visiting the city.
Stylish 1br In Assembly Square | Pool, Gym & Views - Dedham, MA
10 5 reviews

Stylish 1br In Assembly Square | Pool, Gym & Views

apartment, Somerville
This Somerville flat is situated in the centre, a 5-minute walk from Assembly Row and LEGOLAND Discovery Centre, with Assembly Station just 200 metres away for excellent public transport links.
This 56 square metre dwelling offers accommodation for up to 4 guests, featuring 5 bedrooms, a fully equipped kitchen, air conditioning, a swimming pool, a garden, and a pool table for entertainment.
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