Holiday Rentals in Dedham, MA

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

Best family friendly Dedham, MA holiday rentals

Among the 106 accommodations in Dedham, MA, here are the 4 best family friendly rentals

5br Near Downtown Boston Backyard, Fire Pit, Grills & Easy Train Access - Dedham, MA
9.4 381 reviews
Dedham, MA
04/08 – 09/08
782 €/nighttotal: 3910 € (5 )

5br Near Downtown Boston Backyard, Fire Pit, Grills & Easy Train Access

3 6
apartment , Boston
This charming house is conveniently located in Dorchester, just a short distance from the University of Massachusetts Boston, Northeastern University, and the Boston Museum of Fine Arts. The property has received excellent ratings for cleanliness and location, making it a popular choice for travellers.
The accommodation offers five bedrooms, making it ideal for larger groups or families. Guests can enjoy a range of amenities, including a fully equipped kitchen, a terrace, a garden, a spa, a restaurant, and parking, as well as access to barbecue grills and free WiFi.
Spacious, Comfy Colonial, Minutes To Boston And Highways - Dedham, MA
10 120 reviews
Dedham, MA
04/08 – 09/08
792 €/nighttotal: 3960 € (5 )

Spacious, Comfy Colonial, Minutes To Boston And Highways

4 6
apartment , Milton
This four-bedroom house in Milton is located just 2.7 miles from Granite Links Golf Club and within 6 miles of South Shore Plaza and Franklin Park Zoo. It has received excellent ratings for its location, cleanliness and user experience.
The house has a floor area of 242 square metres and offers a range of features including a garden, terrace, parking, air conditioning, and a fully equipped kitchen. Guests can enjoy a fireplace, free Wi-Fi, and access to the slopes for skiing and snowboarding.
Chic South End Studio With Patio - Dedham, MA
10 184 reviews
Dedham, MA
05/09 – 12/09
356 €/nighttotal: 2492 € (7 )

Chic South End Studio With Patio

1 2
studio , Boston
This South End studio flat is a 1.6km walk from the subway, offering easy access to Boston's attractions, universities, and hospitals.
The 44-square-metre self-catering apartment features a queen-size bed, private patio, full kitchen with dishwasher, and accommodates two guests, boasting a private park view and advanced bathroom ventilation.
Bright And Airy Newly Renovated, 2 Bedroom Apartment With Office! - Dedham, MA
9.8 7 reviews
Dedham, MA
05/09 – 12/09
350 €/nighttotal: 2450 € (7 )

Bright And Airy Newly Renovated, 2 Bedroom Apartment With Office!

2 2
apartment , Boston
This family-friendly Brighton flat is situated less than 1.6km from St Elizabeth's Medical Centre and Boston College, with Harvard and Boston University within 4.8km.
The two-bedroom, one-bathroom apartment sleeps four, offering a fully equipped kitchen, in-unit laundry, on-site parking, and games; nearby Chiswick Road and Sutherland Road train stations provide easy access to Boston's public transport network.

Best Dedham, MA holiday rentals with parking

Stunning Beachfront 3br, Ocean Views, Near Boston - Dedham, MA
9.6 5 reviews
Dedham, MA
04/08 – 09/08
315 €/nighttotal: 1575 € (5 )

Stunning Beachfront 3br, Ocean Views, Near Boston

1 6
house , Quincy
This Quincy beachfront property, near Wollaston Beach and 7.8 km from the John F. Kennedy Presidential Library and Museum, offers stunning ocean views.
The 154 square metre house sleeps 15 guests, boasting three bedrooms, two bathrooms, a fully equipped kitchen with fridge and dishwasher, free Wi-Fi, private parking, and a terrace/balcony.
Unique & Peaceful Boston Home( Free Parking) - Dedham, MA
9.4 79 reviews
Dedham, MA
05/09 – 12/09
281 €/nighttotal: 1967 € (7 )

Unique & Peaceful Boston Home( Free Parking)

2 2
apartment , Boston
This apartment is located in a tranquil neighbourhood in Boston, just 10km from the Boston Museum of Fine Arts and 11km from Fenway Park. It has consistently received excellent ratings for its cleanliness, location and overall experience.
The apartment is a spacious two-bedroom property with one bathroom, covering 88 square metres and comfortably accommodating up to five guests. It offers a range of amenities including a fully equipped kitchen, private garden, free parking, and a washing machine, making it ideal for families or groups of friends exploring Boston.
New Modern Apartment Near Boston & Harvard Square. - Dedham, MA
9.9 342 reviews
Dedham, MA
05/09 – 12/09
341 €/nighttotal: 2387 € (7 )

New Modern Apartment Near Boston & Harvard Square.

1 2
apartment , Watertown Town
This one-bedroom flat in Watertown is conveniently located just three miles from Harvard University, Harvard Square, and Boston College, making it ideal for exploring these renowned institutions and the surrounding area. It boasts excellent user, location, and cleanliness ratings, ensuring a comfortable and enjoyable stay.
The 42 square metre flat comfortably accommodates up to three guests and features a well-equipped kitchen, a patio, and a garden, providing a relaxing and convenient space for your stay. Enjoy amenities such as free Wi-Fi, air conditioning, a fitness centre, parking, and a smoke-free environment.
Charming 3br Boston Stay Garage + Ev + Pool Table - Dedham, MA
10 30 reviews
Dedham, MA
04/08 – 09/08
636 €/nighttotal: 3180 € (5 )

Charming 3br Boston Stay Garage + Ev + Pool Table

1 6
apartment , Boston
This family-friendly flat is located in a quiet Boston neighbourhood, a short walk from local shops and public transport, providing easy access to the city centre.
This property sleeps six and features a fully equipped kitchen, a workspace, high-speed WiFi, an EV charger, and a unique dining table that converts into a billiards or ping pong table for 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.

Destinations nearby

Best Dedham, MA holiday rentals with a balcony

988 - 2 4br Boston Cozy Getaway Near Geneva Cliffs - Dedham, MA
Dedham, MA
04/08 – 09/08
623 €/nighttotal: 3115 € (5 )

988 - 2 4br Boston Cozy Getaway Near Geneva Cliffs

4 6
apartment , Boston
This Boston apartment near Geneva Cliffs is conveniently located approximately 4.5km from the John F. Kennedy Presidential Library and Museum, 8km from the Museum of Fine Arts, and 8km from the Boston Convention and Exhibition Centre.
This spacious four-bedroom property, boasting 139 square metres of floor area, comfortably sleeps 29 guests and features a fully equipped kitchen, private terrace, free parking, and complimentary Wi-Fi; all within easy reach of Boston's attractions.
Beautiful 2br In Savin Hill Boston - Dedham, MA
10 1 review
Dedham, MA
05/09 – 12/09
356 €/nighttotal: 2492 € (7 )

Beautiful 2br In Savin Hill Boston

2 2
apartment , Boston
This Savin Hill flat offers convenient access to Carson Beach, 2.1 kilometres away, and the JFK Presidential Library and Museum, 4 kilometres from the property.
This non-smoking 2-bedroom flat, covering 98 square metres and accommodating one guest, features air conditioning, complimentary WiFi, and a fully equipped kitchen.
Newly Refurbished, Sunny Bright In-law Suite.15 Minute Easy Drive To Boston - Dedham, MA
9.8 63 reviews
Dedham, MA
05/09 – 12/09
284 €/nighttotal: 1988 € (7 )

Newly Refurbished, Sunny Bright In-law Suite.15 Minute Easy Drive To Boston

1 2
apartment , Watertown Town
This in-law suite is situated in Watertown, a short walk from the Harvard Square bus line and a 15-minute drive from downtown Boston, making it a convenient base for exploring the city. It has received excellent user ratings, highlighting its quality and appeal.
The self-contained apartment offers a separate bedroom and bathroom, providing privacy and comfort for up to four guests, with a total floor area of 33 square metres. Guests can enjoy amenities such as a balcony, parking, air conditioning, and a well-equipped kitchen, along with access to the internet.
Harmony Medical Suites Chinatown - Dedham, MA
8.2 84 reviews
Dedham, MA
04/08 – 09/08
928 €/nighttotal: 4640 € (5 )

Harmony Medical Suites Chinatown

3 6
studio , Boston
This Boston flat is situated in Chinatown, offering convenient access to the city centre within 700 metres, a six-minute walk to Boston South Station and the Freedom Trail, and an eleven-minute walk to the Boston Tea Party Ship & Museum.
This apartment provides air-conditioned accommodation with complimentary WiFi, a kitchen equipped with a fridge, microwave, and dishwasher, and on-site fitness facilities, with parking also available.

Best pet friendly Dedham, MA holiday rentals

Among the 106 accommodations in Dedham, MA, here are the 4 best pet friendly rentals

Union Square House - Dedham, MA
9.6 93 reviews
Dedham, MA
04/08 – 09/08
385 €/nighttotal: 1925 € (5 )

Union Square House

4 6
apartment , Somerville
This Somerville house is located in Prospect Hill, a quiet neighbourhood just a short walk from Union Square Station and within easy reach of Harvard University, Harvard Square, and MIT. It has consistently received excellent guest reviews.
The property is a 3-bedroom house with a sofa bed, comfortably accommodating up to 6 guests. It includes a fully equipped kitchen, free Wi-Fi, air conditioning, a terrace, a garden, parking, and is pet-friendly.
Peaceful Fenway 1br Patio Keyless Entry - Dedham, MA
8.7 3 reviews
Dedham, MA
05/09 – 12/09
321 €/nighttotal: 2247 € (7 )

Peaceful Fenway 1br Patio Keyless Entry

1 2
apartment , Boston
This Fenway flat is conveniently located near Fenway Park (an 11-minute walk), within 3.2km of Back Bay, the Massachusetts Institute of Technology, and Boston city centre.
The 50 square metre self-catering apartment has one bedroom, one bathroom, sleeps three, and includes a fully equipped kitchen, in-unit laundry, and a private balcony.
Stunning 1br Steps To Fenway - Dedham, MA
8.7 3 reviews
Dedham, MA
05/09 – 12/09
273 €/nighttotal: 1911 € (7 )

Stunning 1br Steps To Fenway

1 2
apartment , Boston
This Fenway apartment is situated a short walk from Fenway Park, offering easy access to Boston University, the Museum of Fine Arts, and Back Bay (approximately 2.25km away).
The 60 square metre (646 square feet) self-catering flat, sleeping up to three guests, features a fully equipped kitchen, air conditioning, free Wi-Fi, and one bedroom and bathroom.
Elegant, Spacious 3bd/1ba In Boston - Dedham, MA
9.4 7 reviews
Dedham, MA
04/08 – 09/08
447 €/nighttotal: 2235 € (5 )

Elegant, Spacious 3bd/1ba In Boston

3 6
apartment , Boston
This 3-bedroom flat in Boston provides convenient access to the city centre, local eateries, and public transport links, placing you within easy reach of Boston's main attractions.
This residence accommodates up to 13 guests and features a fully equipped kitchen, in-unit laundry, multiple sleeping arrangements including sofa beds, and entertainment options such as Smart TVs and board games.
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