An old church with a prominent tower and arched windows.

Dedham Holiday Rentals

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Check prices for these dates

In two weeks
25 Sept - 27 Sept
In two months
6 Nov - 8 Nov
In three months
4 Dec - 6 Dec
In four months
1 Jan - 3 Jan

Our top choices for Dedham holiday rentals

1. 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, (13 reviews)
"Good little spot, would reccommend."
Canada
Julien Alfred Joseph
The price is AU$371
includes taxes & fees
8 Sept - 9 Sept
Cozy 2-bedroom apartment in charming Dedham - Legacy Mall with WiFi
A gazebo with a stone barbecue grill and a table with chairs.

2. 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
9.0 out of 10, Wonderful, (68 reviews)
"Great stay! Highly recommend! "
United States
Valeria M.
The price is AU$356
includes taxes & fees
6 Oct - 7 Oct
Hidden Gem Near Boston w/ 2 bedrooms and huge family and activity room space
A modern kitchen with white cabinets, a central island with bar stools, a stainless steel stove, and a pendant light.

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

Elegant 4BR/3BR Home w/Yard & 4 Parking in Dedham
Dedham
10.0 out of 10, Exceptional, (12 reviews)
"Great property! Perfect for getting around Boston area. Jenny Lee was responsive to questions and made sure everything was okay."
United States
Trish G.
The price is AU$1,071
includes taxes & fees
8 Sept - 9 Sept
Elegant 4BR/3BR Home w/Yard & 4 Parking in Dedham
A spacious living area with a dining table, black sofa, and a small side table. A kitchen is visible in the background with white cabinets and a window.

4. Renovated 3-bedroom apartment in Dedham - Legacy Mall

Renovated 3-bedroom apartment in Dedham - Legacy Mall
Dedham
9.6 out of 10, Exceptional, (9 reviews)
"Half way between Wellesley and Boston, the location was the perfect place to stay for our daughter’s graduation weekend. We communicated with the owner ahead of our trip and he was very accommodating.The apt was clean and spacious, the beds were extremely comfortable and there was ample parking. Would stay here again."
United States
Georgie D.
The price is AU$448
includes taxes & fees
14 Sept - 15 Sept
Renovated 3-bedroom apartment in Dedham - Legacy Mall
A bedroom with a bed, a round table with chairs, a TV, and a large mirror.

5. The Concord Hotel

The Concord Hotel
2.0 star property
South End
8.0 out of 10, Very good, (20 reviews)
"Great room! Cool place to stay. We walked everywhere and stuff was close by. Woud stay here again"
United States
Cotie
The price is AU$450
includes taxes & fees
8 Sept - 9 Sept
The Concord Hotel
A row of brick townhouses with ornate architectural details, large windows, and a central staircase.

6. Stunning Back Bay Studio Apartment

Stunning Back Bay Studio Apartment
Back Bay
8.6 out of 10, Excellent, (14 reviews)
"Good use of space, comfortable bed and sofa, Very pleasant neighborhood walking distance to Fenway Park, Whole Foods and 2 subway stations. The kitchen is small but functional. The refrigerator either freezes salad or leaks water and the bathroom sink is tiny. But otherwise a sweet place to stay. Use Bounce if you need to stash your bags before check in or after check out."
United States
Donna L.
The price is AU$370
includes taxes & fees
28 Sept - 29 Sept
Stunning Back Bay Studio Apartment
A modern living room with a black leather sofa, grey armchairs, a coffee table, and a large window offering a city view.

7. Kasa Boston at Fenway

Kasa Boston at Fenway
4.0 star property
Fenway–Kenmore
8.8 out of 10, Excellent, (314 reviews)
"Everything is good"
United States
Kilyen
The price is AU$395
includes taxes & fees
13 Sept - 14 Sept
Kasa Boston at Fenway
A modern living room with a blue wall, a large window, a sofa, a coffee table, and a TV.

8. The Chester Hotel

The Chester Hotel
4.0 star property
South End
8.8 out of 10, Excellent, (38 reviews)
"It was in a great neighbourhood and beautiful decorated"
United Kingdom
Shanida
The price is AU$431
includes taxes & fees
8 Sept - 9 Sept
The Chester Hotel
A modern bedroom with a large bed, a fireplace, and two windows with blinds.

9. Premier Suites - Bay Village

Premier Suites - Bay Village
2.0 star property
Bay Village
6.4 out of 10, (337 reviews)
"Location is great"
United States
Eria
The price is AU$237
includes taxes & fees
8 Sept - 9 Sept
Premier Suites - Bay Village
A modern hotel room with a bed, a desk, a sofa, and a dining area.

10. Charlesgate Suites

Charlesgate Suites
3.5 star property
Fenway–Kenmore
9.2 out of 10, Wonderful, (232 reviews)
"Great location if you go to the BCH"
Mexico
Ana
The price is AU$536
includes taxes & fees
10 Sept - 11 Sept
Charlesgate Suites
A row of multi-story brick buildings with a central entrance, a flag, and parked cars on the street.

11. Maverick Suites at 28 Fenway

Maverick Suites at 28 Fenway
3.0 star property
Fenway–Kenmore
8.6 out of 10, Excellent, (418 reviews)
"Great property beautiful vintage building great location"
United States
James
The price is AU$453
includes taxes & fees
10 Sept - 11 Sept
Maverick Suites at 28 Fenway
A hotel room with a bed, two bedside lamps, a window with blinds, and a framed picture on the wall.

12. Temple Place Suites

Temple Place Suites
2.5 star property
Downtown Boston
7.2 out of 10, Good, (463 reviews)
"The Property was comfortable, close to public transport, The Goston Common and lots of lively eateries."
United Kingdom
Lisa
The price is AU$280
includes taxes & fees
8 Sept - 9 Sept
Temple Place Suites
A row of brick townhouses with ornate architectural details, large windows, and a central staircase.

13. Stellar South End Studio

Stellar South End Studio
Back Bay
9.0 out of 10, Wonderful, (4 reviews)
"This place is not fancy, but is clean and comfortable and exactly as advertised I had an issue with the WiFi and the host fixed it as soon as they could. I would definitely stay here again."
United States
Daniel
The price is AU$394
includes taxes & fees
20 Sept - 21 Sept
Stellar South End Studio
A white table with a vase of white orchids, a white chair, and a view of a cityscape through a window with a black frame.

14. Maverick Suites at 400 Columbus Ave

Maverick Suites at 400 Columbus Ave
2.0 star property
South End
7.6 out of 10, Good, (171 reviews)
"Well located"
United States
Evelyn
The price is AU$386
includes taxes & fees
8 Sept - 9 Sept
Maverick Suites at 400 Columbus Ave
A row of brick townhouses with fire escapes, a brick sidewalk, and potted plants.

15. Maverick Suites at 40 Temple St

Maverick Suites at 40 Temple St
2.5 star property
Beacon Hill
7.8 out of 10, Good, (145 reviews)
"Worth the stay"
Canada
Akansha
The price is AU$344
includes taxes & fees
8 Sept - 9 Sept
Maverick Suites at 40 Temple St
A modern lobby with a wooden panel wall, a beige sofa, a patterned rug, and a large abstract painting.

16. Global Luxury Suites Downtown Boston

Global Luxury Suites Downtown Boston
4.0 star property
Chinatown
8.0 out of 10, Very good, (739 reviews)
"Great for the price; central to everything"
United States
afshin
The price is AU$504
includes taxes & fees
10 Sept - 11 Sept
Global Luxury Suites Downtown Boston
A row of brick buildings with storefronts, including a bakery and a liquor store.

17. 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, (202 reviews)
"Great location, really cool place!"
United States
lane
The price is AU$377
includes taxes & fees
9 Sept - 10 Sept
Maverick Suites at 245 Newbury St
A bedroom with a bed, a chair, a desk, a radiator, and a ceiling fan.

18. Free Parking 2 Bed 1 Bath Steps from BU/Kenmore

Free Parking 2 Bed 1 Bath Steps from BU/Kenmore
Fenway–Kenmore
8.2 out of 10, Very good, (13 reviews)
"Welcoming host, very responsive"
United States
Matthew G.
The price is AU$448
includes taxes & fees
10 Sept - 11 Sept
Free Parking 2 Bed 1 Bath Steps from BU/Kenmore
A bedroom with a bed, a wardrobe, a desk, and a window.

19. Studio Awaits Your Next Stay!

Studio Awaits Your Next Stay!
Bay Village
8.6 out of 10, Excellent, (8 reviews)
"Would stay again"
United States
mark p.
The price is AU$382
includes taxes & fees
11 Sept - 12 Sept
Studio Awaits Your Next Stay!
A living room with a flat-screen TV, a wooden table, a sofa, and a patterned rug.

20. Perfect One Bedroom Stay In Downtown Boston!

Perfect One Bedroom Stay In Downtown Boston!
Downtown Boston
8.2 out of 10, Very good, (23 reviews)
"Very easy check in, great location to walk to the ballet. Tons of great bars around"
United States
Keith
The price is AU$391
includes taxes & fees
11 Sept - 12 Sept
Perfect One Bedroom Stay In Downtown Boston!
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

Club Quarters Hotel Faneuil Hall, Boston

Club Quarters Hotel Faneuil Hall, Boston

10/10 Excellent
"Great location. Showers were dated, but serves its purpose. You don’t spend much time in the rooms anyway."
Patty A. 2-night trip
Posted less than an hour ago
Club Quarters Hotel Faneuil Hall, Boston

Find out more about Dedham

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, 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 favourite 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 depend 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 AU$237 per night. Entering your travel dates in the search wizard might find you 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?

76/2-SPRING GETAWAY EARLY BIRD 10%!Cozy & Spacious 5-bedroom apartment in Boston: This holiday home rental outside of Dedham is equipped with a garden, air conditioning and laundry facilities to help you feel comfortable during your stay. It has 5 bedrooms, as well as a kitchen with a fridge, a stovetop and a microwave, so that you can cook with friends or family.

How many holiday rentals are there in Dedham?

Expedia has 7 holiday rentals for your stay in Dedham.

What can I see and do in Dedham?

Blue Hills Reservation and Kings Bowling are a couple of the family-friendly sights, whereas cultural attractions include Dedham Historical Society and Motherbrook Arts and Community Center. Fenway Park and Gillette Stadium 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.