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Holiday homes in Dedham You’ll Love

Top-Rated Dedham Holiday homes for Every Budget and Style!

Looking for a holiday home in Dedham (Massachusetts)? Browse a wide range of vacation rentals – from cozy retreats to spacious family homes – starting at just $53.00 per night. Whether you are planning a weekend getaway or a longer stay, you will find the perfect home away from home in the heart of Dedham.

We found 9 Holiday-homes in Dedham and the surrounding area (within 50 miles)

The Luxe Grand Colonial in Dedham, USA

The Luxe Grand Colonial

Holiday home in Dedham, Massachusetts , 427 Westfield St.
The Luxe Grand Colonial is located in Dedham, just 10 miles from Boston Museum of Fine Arts and 11 miles from Fenway Park.
  • Parking
  • Pets allowed
  • Swimming pool
  • Swimming Pool

no reviews

from $2.194.68 Show details »

Jacaranda in Milton, USA

Jacaranda

Holiday home in Milton near Dedham, Massachusetts , 342 Blue Hill Avenue
Offering free bikes, Jacaranda provides accommodations in Milton.
  • Parking
  • Family rooms

Very good 21 Reviews 8.2

from $283.83 Show details »

Mansion Wifi Fire Pit Sleeps 14 in Dedham, USA

Mansion Wifi Fire Pit Sleeps 14

Holiday home in Dedham, Massachusetts , 60 Schoolmasters Lane
Mansion Wifi Fire Pit Sleeps 14 is located in Dedham, just 13 miles from Fenway Park and 13 miles from Hynes Convention Center.
  • Pets allowed
  • Fitness centre

no reviews

from $3.129.32 Show details »

Boston Mansion Heated Pool Fire Pit Tennis in Needham, USA

Boston Mansion Heated Pool Fire Pit Tenn...

Holiday home in Needham near Dedham, Massachusetts , 21 Aly Raisman Way
Boston Mansion Heated Pool Fire Pit Tennis is located in Needham, just 12 miles from Boston Museum of Fine Arts and 12 miles from Fenway Park.
  • Parking
  • Pets allowed
  • Fitness centre
  • Family rooms
  • Outdoor pool

Exceptional 2 Reviews 10.0

from $78.00 Show details »

~*Pet Friendly 30min to Downtown*~ THE BOSTONIAN in Boston, USA

~*Pet Friendly 30min to Downtown*~ THE B...

Holiday home in Boston near Dedham, Massachusetts , 709 Metropolitan Avenue
~*Pet Friendly 30min to Downtown*~ THE BOSTONIAN offers accommodations in Boston, 6.1 miles from Boston Museum of Fine Arts and 6.9 miles from Fenway ...
  • Parking
  • Pets allowed

Superb 34 Reviews 9.1

from $143.15 Show details »

~*30min to Downtown*~ THE COSMOPOLITAN in Boston, USA

~*30min to Downtown*~ THE COSMOPOLITAN

Holiday home in Boston near Dedham, Massachusetts , 709 Metropolitan Avenue
~*30min to Downtown*~ THE COSMOPOLITAN is located in Boston, just 6.1 miles from Boston Museum of Fine Arts and 6.9 miles from Fenway Park.
  • Parking
  • Family rooms

Fabulous 63 Reviews 8.9

from $148.24 Show details »

Bostons Best Vacation House in Boston, USA

Bostons Best Vacation House

Holiday home in Boston near Dedham, Massachusetts , 61 Temple Street
Bostons Best Vacation House offers accommodations in Boston, 5.3 miles from JFK Presidential Library & Museum and 6 miles from Boston Museum of Fine A...
  • Parking

Very good 1 Reviews 8.0

from $371.36 Show details »

Park-Side Home in Jamaica Plain in Boston, USA

Park-Side Home in Jamaica Plain

Holiday home in Boston near Dedham, Massachusetts , Glen Road 91
Park-Side Home in Jamaica Plain offers accommodations in Boston, 2.7 miles from Boston Museum of Fine Arts and 3.6 miles from Fenway Park.
  • Parking
  • Pets allowed

Exceptional 1 Reviews 10.0

from $348.93 Show details »

Sun-filled 2br, In-unit Laundry, Near T & Medical in Brookline, USA

Sun-filled 2br, In-unit Laundry, Near T...

Holiday home in Brookline near Dedham, Massachusetts , 91 Chestnut Street
Sun-filled 2br, In-unit Laundry, Near T & Medical offers accommodations in Brookline, 2.5 miles from Fenway Park and 3 miles from Hynes Convention Cen...

Passable 2 Reviews 5.0

from $97.00 Show details »

Number of Holiday homes in Dedham 9
Number of guest ratings 812
Average price per night $275.00
Lowest price per night $53,00
Highest price per night $1.726,66

Top 10 Cheapest Holiday-homes in Dedham

Discover the Cheapest Holiday-homes in Dedham – Ranked by Lowest Nightly Rates.

Top 10 Most Booked Holiday-homes in Dedham

Check out the Most Booked Holiday-homes in Dedham – Based on Guest Popularity.

Holiday homes in Dedham (Massachusetts), comfortable and familiar

Staying in a holiday or vacation home in Dedham can be a great alternative to a hotel or resort. They can range from small cottages to luxurious villas, and are often located in popular tourist destinations such as beaches or mountains. One of the main benefits is the privacy and flexibility that comes with having your own space. Unlike a hotel room, a holiday home provides you with a living area, kitchen, and sometimes even outdoor space, allowing you to cook your own meals, relax in comfort, and enjoy the company of your friends or family without the interruptions of other guests.

Holiday homes often offer more space than a hotel room. This can be particularly useful for families or groups of friends traveling together, who may need more than one room or want to avoid the cramped feeling of a single hotel room. They can also provide a more authentic travel experience, allowing guests to immerse themselves in the local culture and lifestyle. This can be particularly appealing for those who prefer to stay in quieter, residential areas away from the hustle and bustle of tourist hotspots.

Find the best Holiday home in Dedham for your needs

Holiday homes should offer a comfortable and enjoyable stay, providing all the necessary amenities and conveniences to make your vacation experience memorable. At a minimum, your holiday home in Dedham should offer a clean and well-maintained living space with comfortable furnishings, adequate lighting, and climate control.

In addition to basic amenities such as a fully equipped kitchen, comfortable bedding, and clean linens and towels, holiday homes should also offer modern conveniences such as Wi-Fi, cable or streaming TV, and laundry facilities. A private outdoor space, such as a balcony or terrace, can also add to the overall enjoyment. They can also offer additional features such as a swimming pool, hot tub, or outdoor grill. Location is also important, for example, close to popular tourist attractions, restaurants and shopping areas.

Accommodation data and pictures provided by Booking.com