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Top Holiday Rentals in Dedham

"Travelers' Choice Award" Green Turtle I Houseboat in Boston Harbor!
10.0 out of 10, Exceptional, (186)
"What an ideal spot for peace and solitude while in the heart of Boston! You are rocked to sleep on the water at night, with Boston attractions and history at your feet the next day. GT is super clean, well-appointed and almost as charming as its host Jon who is the best! Thank you and Karen for the goodies and a great stay. We’ll be back. Sara E. and Terrie S."
The price is £456
per night
5 May - 6 May
"Travelers' Choice Award" Green Turtle I Houseboat in Boston Harbor!
"Travelers Choice Award" Spacious 2 bedrm 45 ft yacht close to the Freedom Trail
10.0 out of 10, Exceptional, (85)
"Stayed during the Boston marathon. The host was friendly and provided a lot of information about getting around town, things to do and places to eat."
The price is £612
per night
20 May - 21 May
"Travelers Choice Award" Spacious 2 bedrm 45 ft yacht close to the Freedom Trail
Beautiful Retreat close to Downtown Boston. Pets friendly.
9.8 out of 10, Exceptional, (80)
"Very clean, cute place. Area is a bit off main roads/hard to find food around - plan ahead"
The price is £278
per night
21 May - 22 May
Beautiful Retreat close to Downtown Boston. Pets friendly.
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Boston's Finest New Renovated Apartment
9.8 out of 10, Exceptional, (21)
"Curtis’s place was perfect for my family and I visiting Boston, MA!"
Boston's Finest New Renovated Apartment
Fantastic 2 Bedroom Apartment Near Downtown
9.8 out of 10, Exceptional, (88)
"We loved our stay. The location was great the suite was amazing and was a great place to come home to after an amazing day in Boston. Thank you so much."
Fantastic 2 Bedroom Apartment Near Downtown
Houseboat in Boston Harbor Wifi A/C /Heat Be rocked to sleep
9.8 out of 10, Exceptional, (160)
"My son and I stayed here on a spring break trip. The location was a 5 min walk from the USS Constitution, a 10 min walk to Bunker Hill and a 20-30 min walk to the North End. However because we were on a boat in a marina there was zero traffic noise and that combined with the rocking motion of the houseboat meant I slept extremely well. Bonus: we were visited on several days by a pair of ducks who would hang out on the patio with us. Got to love a vacation home that comes with pets! Downsides?...
The price is £423
per night
7 May - 8 May
Houseboat in Boston Harbor Wifi A/C /Heat Be rocked to sleep
28 Fenway
2.0 star property
9.6 out of 10, Exceptional, (38)
"Great Location & I personally enjoy the fact that is a private residence. 👍 "
28 Fenway
Crescent Suites Hotel
3.0 star property
9.6 out of 10, Exceptional, (820)
"I had a lovely suite overlooking the woods and the Charles River, where there is a lovely path for walking. I was surprised when I was told there was a full kitchen in the room, and discovered a living room, as well. I was only there for a night, but that would be a big perk if I was staying longer. The room and bathroom were clean. "
The price is £160
per night
2 May - 3 May
Crescent Suites Hotel
Charlesgate Suites
3.5 star property
9.6 out of 10, Exceptional, (141)
"We had an excellent stay, it was nice and clean. The location was amazing. The service had some slight hiccups with communication but overall very good and helpful when needed. It did get warm in the room at times because the AC couldn’t stay at a certain temperature consistently, but not to a point where it was uncomfortable. Would definitely recommend and would come back if we ever visit Boston again."
Charlesgate Suites
Boston Harbor Yacht, AC/Heat, Walk to North End WiFi
9.6 out of 10, Exceptional, (124)
"It was everything we thought as far as location in the boat itself, but the exterior of the boat was in need of a cleaning the bathtowels. What didn't you and mildew smelling the betting was tingy. And a little smelly, but overall, the place was clean in general. And had everything you'd want or need."
Boston Harbor Yacht, AC/Heat, Walk to North End WiFi
Boston's Most Charming Bed & Breakfast - Heart of the City
9.6 out of 10, Exceptional, (97)
"Our family loved this neighborhood. I could walk to my conference at Copley place and the subway was right around the corner. We enjoyed the local food and shopping. We’ll be back Ingrid!! :)"
Boston's Most Charming Bed & Breakfast - Heart of the City
LOCATION, LOCATION LOCATION, 2 Bed, 2 Bath Luxury Condo
9.6 out of 10, Exceptional, (130)
"I selected Gary’s property primarily because of the proximity of the Boston Convention center (We were able to walk there in about 15 minutes!), but the access to everything in downtown Boston was also fantastic. We were able to catch an Uber to anywhere we wanted to go in no more than 30 minutes. One small side note, there are 5 wall hanging artworks within the home that feature nude women; those with children or otherwise sensitive may wish to know."
LOCATION, LOCATION LOCATION, 2 Bed, 2 Bath Luxury Condo
No. 284 powered by Sonder
4.0 star property
9.4 out of 10, Exceptional, (773)
"Quiet at night yet just one block away from Newbury street with many restaurants, coffee shops and shopping."
The price is £239
per night
27 May - 28 May
No. 284 powered by Sonder
HYATT house Boston/Burlington
3.0 star property
9.2 out of 10, Wonderful, (2195)
"Everything was good"
The price is £168
per night
2 May - 3 May
HYATT house Boston/Burlington
Sonder The Magnolia
3.5 star property
9.2 out of 10, Wonderful, (31)
"Great location, right among shops and cafes on a hip street. Clean, large 1 bedroom apartment. As others have noted, it is super loud overnight with trucks loading nearby stores. They provide a sound machine but bring ear plugs! "
The price is £294
per night
12 May - 13 May
Sonder The Magnolia
90-Boston Spacious Convenient Apartment
9.0 out of 10, Wonderful, (24)
"We had a wonderful stay! The view from the kitchen window is amazing! Very convenient location. We were able to walk for groceries, dining and entertainment. Would definitely recommend. It was spacious and very cozy."
The price is £358
per night
9 May - 10 May
90-Boston Spacious Convenient Apartment
Sonder at Pierce Boston
4.0 star property
8.8 out of 10, Excellent, (169)
"Very nice "
The price is £386
per night
12 May - 13 May
Sonder at Pierce Boston
233/3 Cozy modern apartment, Boston
8.4 out of 10, Very good, (6)
"Very convenient to where I needed to go during my trip to Boston."
The price is £304
per night
2 May - 3 May
233/3 Cozy modern apartment, Boston
Sonder 907 Main
4.0 star property
8.2 out of 10, Very good, (330)
"Great little hotel in beautiful and vibrant Cambridge area. Great restaurants and breakfast places around and if you like to walk like we do, not so bad to downtown. Room was beautifully designed and bed soo comfortable. Hotel doesn’t provide cleaning every day but not a problem for us. Will stay here if I’m Boston again."
The price is £274
per night
26 May - 27 May
Sonder 907 Main
89 Marion
2.0 star property
8.2 out of 10, Very good, (130)
"Good property in great walkable neighborhood. A little noise from the upstairs people on the floors but all manageable. Highly recommend."
The price is £194
per night
2 May - 3 May
89 Marion
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See all available properties in Dedham
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Dedham Holiday Rental Travel Info

Number of holiday rentals
49
Popular accommodation
Dedham private holiday homes
Known landmarks
Boston Museum of Fine Arts, Isabella Stewart Gardner Museum and Wilbur Theatre
International airport
Boston, MA (BOS-Logan Intl.)

Other types of properties in Dedham you may be interested in

The Dagny Boston
4.0 star property
9.2 out of 10, Wonderful, (3421)
"Extremely courteous and attentive staff. Great location - walkable to so many attractions. Great design/decor/overall vibe."
The price is £218
per night
27 May - 28 May
The Dagny Boston
Harborside Inn Of Boston
4.0 star property
9.2 out of 10, Wonderful, (3468)
"Excellent location for walking all around the city Room needs updates Brighter lighting Maybe a coffee maker of some kind Room had a VHS player … very dated "
The price is £231
per night
5 May - 6 May
Harborside Inn Of Boston
Omni Boston Hotel at the Seaport
4.5 star property
9.0 out of 10, Wonderful, (1998)
"Would stay again"
The price is £226
per night
2 May - 3 May
Omni Boston Hotel at the Seaport
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Everything you need to know about Dedham holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Dedham holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Dedham holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Dedham holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Dedham. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Dedham holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Dedham holiday rentals we have selected for you start as low as £160 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Dedham rentals

At Expedia, we put the best Dedham holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Dedham rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Dedham holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Dedham. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find a holiday rental in Dedham?

Yes, there are holiday rentals in Dedham close to Blue Hills Reservation, or you can select a more secluded option if you're looking for a relaxing stay. Tourists like the array of shops and top-notch restaurants in Dedham. You can also check out the entertainment venues while you're visiting.

What are some of the best holiday rentals that Dedham has to offer?

Modern home-like 3BR2BA Retreat/Minutes to T: This holiday home rental outside of Dedham is equipped with a balcony, air conditioning and laundry facilities to help you feel comfortable during your stay. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

How many holiday rentals are there in Dedham?

Expedia has 6 holiday rentals for your stay in Dedham.

What can I see and do in Dedham?

Family-friendly attractions include Blue Hills Reservation and Kings Bowling, whereas Stony Brook Reservation and Wilson Mountain Reservation are a couple of great spots to enjoy the outdoors. Fenway Park and New England Aquarium are other popular places to visit in the area.

What are holiday rentals like in Dedham?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Dedham. Holiday rentals offer extras such as WiFi and washers and dryers so you'll have all the conveniences of home. If you're concerned about a clean environment, a holiday rental can offer a sense of safety away from shared hotel lifts and busy concierge desks while still allowing you the enjoyment of travel. You'll also find more space in a holiday rental than in a standard hotel, which makes a holiday rental an attractive option for a small group gathering.

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