Dedham Vacation Rentals

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Our top choices for Dedham vacation rentals

Cozy 2-bedroom apartment in charming Dedham - Legacy Mall with WiFi

Cozy 2-bedroom apartment in charming Dedham - Legacy Mall with WiFi
Dedham
9.2 out of 10, Wonderful, (11 reviews)
"Very easy and accommodating stay right outside of the city. Would recommend for a stay. "
United States
Nolan B.
The price is CA $185
CA $365 total
includes taxes & fees
Jun 1 - Jun 2
Cozy 2-bedroom apartment in charming Dedham - Legacy Mall with WiFi

Hidden Gem Near Boston w/ 2 bedrooms and huge family and activity room space

Hidden Gem Near Boston w/ 2 bedrooms and huge family and activity room space
Dedham
9.2 out of 10, Wonderful, (59 reviews)
"Convenient location, comfortable stay, had everything we needed! Ping pong table is a plus."
United States
Ethan K.
The price is CA $191
CA $322 total
includes taxes & fees
May 25 - May 26
Hidden Gem Near Boston w/ 2 bedrooms and huge family and activity room space

Elegant 4BR/3BR Home w/Yard & 4 Parking in Dedham

Elegant 4BR/3BR Home w/Yard & 4 Parking in Dedham
Dedham
9.8 out of 10, Exceptional, (7 reviews)
"Wonderful house with great open space for fun together. Very clean and well appointed. Excellent communication with the host from beginning to end."
United States
David B.
The price is CA $336
CA $863 total
includes taxes & fees
May 20 - May 21
Elegant 4BR/3BR Home w/Yard & 4 Parking in Dedham

Renovated 3-bedroom apartment in Dedham - Legacy Mall

Renovated 3-bedroom apartment in Dedham - Legacy Mall
Dedham
9.6 out of 10, Exceptional, (5 reviews)
"Super clean, comfortable beds, host responded quickly when needed, thanks!"
United States
Lynne M.
The price is CA $247
CA $448 total
includes taxes & fees
May 25 - May 26
Renovated 3-bedroom apartment in Dedham - Legacy Mall

"Travelers Choice Award" Spacious 2BD/2Bath Heat/AC 45 ft yacht Freedom Trail

"Travelers Choice Award" Spacious 2BD/2Bath Heat/AC 45 ft yacht Freedom Trail
Boston
10.0 out of 10, Exceptional, (121 reviews)
"Overall our stay was good!"
United States
Yan B.
The price is CA $470
CA $885 total
includes taxes & fees
May 20 - May 21
"Travelers Choice Award" Spacious 2BD/2Bath Heat/AC 45 ft yacht Freedom Trail

Houseboat in Boston Harbor Wifi A/C /Heat Be rocked to sleep

Houseboat in Boston Harbor Wifi A/C /Heat Be rocked to sleep
Charlestown
9.8 out of 10, Exceptional, (202 reviews)
"Perfect host, perfect spot, WORTH EVERY PENNY "
Canada
Jennifer E.
The price is CA $209
CA $748 total
includes taxes & fees
May 21 - May 22
Houseboat in Boston Harbor Wifi A/C /Heat Be rocked to sleep

Spacious & Comfy 2BR/2Bath Yacht -Toasty Heat- On Freedom Trail-Walk to Downtown

Spacious & Comfy 2BR/2Bath Yacht -Toasty Heat- On Freedom Trail-Walk to Downtown
Thompson Square - Bunker Hill
9.8 out of 10, Exceptional, (74 reviews)
"Overall very goodexperience..great neighborhood,views,very responsive owner..overall very good stay"
United States
jeff s.
The price is CA $448
CA $765 total
includes taxes & fees
May 21 - May 22
Spacious & Comfy 2BR/2Bath Yacht -Toasty Heat- On Freedom Trail-Walk to Downtown

Marriott Vacation Club® at Custom House, Boston

Marriott Vacation Club® at Custom House, Boston
3.5 star property
Downtown Boston
9.4 out of 10, Exceptional, (631 reviews)
"Great location, Central to all main attractions and great restaurants, food, entertainment. Custom house is fantastic building rich in history. Great place to stay in Boston "
Australia
Antonios
The price is CA $384
CA $442 total
includes taxes & fees
May 25 - May 26
Marriott Vacation Club® at Custom House, Boston

Global Luxury Suites Downtown Boston

Global Luxury Suites Downtown Boston
4.0 star property
Chinatown
8.0 out of 10, Very good, (693 reviews)
"Great location "
Canada
Robert
The price is CA $232
CA $329 total
includes taxes & fees
May 21 - May 22
Global Luxury Suites Downtown Boston

The Chester Hotel

The Chester Hotel
4.0 star property
South End
8.6 out of 10, Excellent, (32 reviews)
"Charming room, fresh towels, clean!! I would stay here again."
United States
Mary
The price is CA $222
CA $429 total
includes taxes & fees
May 20 - May 21
The Chester Hotel

Temple Place Suites

Temple Place Suites
2.5 star property
Downtown Boston
7.0 out of 10, Good, (373 reviews)
"Wonderful stay, convenient location "
United States
Junhu
The price is CA $109
CA $212 total
includes taxes & fees
May 20 - May 21
Temple Place Suites

3BR pet-friendly Quincy house w/parking — near Adams Park 383

3BR pet-friendly Quincy house w/parking — near Adams Park 383
Quincy
9.8 out of 10, Exceptional, (49 reviews)
The price is CA $198
CA $479 total
includes taxes & fees
May 20 - May 21
3BR pet-friendly Quincy house w/parking — near Adams Park 383

Crescent Suites Hotel

Crescent Suites Hotel
3.0 star property
South Side
9.6 out of 10, Exceptional, (1,198 reviews)
"Excellent stay as always, my home away from home when traveling in the area."
United States
Sean
The price is CA $197
CA $220 total
includes taxes & fees
May 25 - May 26
Crescent Suites Hotel

Maverick Suites at 40 Temple St

Maverick Suites at 40 Temple St
2.0 star property
Beacon Hill
7.6 out of 10, Good, (115 reviews)
"A phenomenal stay at maverick suites! The location was fantastic, the room was spotless and cozy, and the check-in/out process was a breeze. I’d happily stay here again and recommend to anyone taking a trip to Boston!"
United States
Kendra
The price is CA $211
CA $369 total
includes taxes & fees
May 20 - May 21
Maverick Suites at 40 Temple St

Village Colonial / Harbor Views.

Village Colonial / Harbor Views.
Cohasset
10.0 out of 10, Exceptional, (53 reviews)
"The host was great and the house was perfect"
United States
Melissa I.
The price is CA $686
CA $1,291 total
includes taxes & fees
Jun 16 - Jun 17
Village Colonial / Harbor Views.

Symple Live

Symple Live
4.0 star property
Fenway–Kenmore
The price is CA $271
CA $446 total
includes taxes & fees
May 20 - May 21
Symple Live

Premier Suites - Bay Village

Premier Suites - Bay Village
2.0 star property
Bay Village
6.2 out of 10, (281 reviews)
"Yes and clean"
United States
Sindy
The price is CA $166
CA $262 total
includes taxes & fees
May 20 - May 21
Premier Suites - Bay Village

Maverick Suites at 400 Columbus Ave

Maverick Suites at 400 Columbus Ave
2.0 star property
South End
7.4 out of 10, Good, (149 reviews)
"The property is clean and for the money, is a win for the visitor. "
United States
Ramon S
The price is CA $189
CA $344 total
includes taxes & fees
May 20 - May 21
Maverick Suites at 400 Columbus Ave

Furnished Apartments near Encore Boston

Furnished Apartments near Encore Boston
2.5 star property
Everett
8.6 out of 10, Excellent, (14 reviews)
"Nice spot"
United States
Kimberly
The price is CA $232
CA $413 total
includes taxes & fees
May 20 - May 21
Furnished Apartments near Encore Boston

Maverick Suites at 245 Newbury St

Maverick Suites at 245 Newbury St
2.0 star property
Back Bay
8.2 out of 10, Very good, (167 reviews)
"Great place for a solo business trip. Great location"
United States
Eleazar
The price is CA $230
CA $391 total
includes taxes & fees
May 21 - May 22
Maverick Suites at 245 Newbury St
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.
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Top Dedham Hotel Reviews

Find out more about Dedham

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Dedham. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find a vacation rental in Dedham?

Yes, you can find vacation rentals in Dedham close to Blue Hills Reservation, or you can select a 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 vacation home rentals in Dedham?

Cozy 2BR Fort Hill Apartment | Near the T: Visitors like this Dedham vacation home rental. It has air-conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop.

How many vacation rentals are there in Dedham?

Expedia has 7 vacation rentals for your stay in Dedham.

What can I see and do in Dedham?

Blue Hills Reservation and Kings Bowling are a couple of family-friendly sights, whereas cultural attractions include Dedham Historical Society and Motherbrook Arts and Community Center. Fenway Park and Copley Square are other popular places to visit in the area.

What are vacation rentals like in Dedham?

Vacation rentals are privately owned properties you can book for several days or longer in Dedham. Vacation rentals offer extras such as kitchens and laundry facilities so you'll have everything you want. If you're concerned about a clean environment, a vacation rental can offer a sense of seclusion away from shared hotel elevators and lobbies packed with people while still allowing you a great travel experience. You'll also get more space in a vacation rental than in a standard hotel, which makes a vacation rental a great option for small groups.