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Dedham Holiday Rentals

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Check prices for these dates

In two weeks
23 Oct - 25 Oct
In two months
4 Dec - 6 Dec
In three months
1 Jan - 3 Jan
In four months
29 Jan - 31 Jan

Our top choices for Dedham holiday rentals

Room

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, (14 reviews)
"Good little spot, would reccommend."
Canada
Julien Alfred Joseph
The price is HK$1,059
HK$2,077 total
includes taxes & fees
18 Oct - 19 Oct
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, (70 reviews)
"Our stay was exactly what we needed while vacationing in Boston. Our host was gracious enough to even let us check in early. We had a ton of space and the beds were very comfortable. Would definitely stay again!"
United States
Cortney
The price is HK$1,083
HK$1,814 total
includes taxes & fees
28 Oct - 29 Oct
Hidden Gem Near Boston w/ 2 bedrooms and huge family and activity room space
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.

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

Renovated 3-bedroom apartment in Dedham - Legacy Mall
Dedham
9.8 out of 10, Exceptional, (12 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 HK$1,412
HK$2,472 total
includes taxes & fees
20 Oct - 21 Oct
Renovated 3-bedroom apartment in Dedham - Legacy Mall
A modern kitchen with white cabinets, a central island with bar stools, a stainless steel stove, and a pendant light.

4. 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 HK$2,495
HK$5,689 total
includes taxes & fees
13 Oct - 14 Oct
Elegant 4BR/3BR Home w/Yard & 4 Parking in Dedham
An outdoor patio with round tables and chairs, surrounded by green umbrellas.

5. Crescent Suites Hotel

Crescent Suites Hotel
3.0 star property
South Side
9.6 out of 10, Exceptional, (1,301 reviews)
"Property was clean and cozy, convenient to the university and all the restaurants downtown!"
United States
kari
The price is HK$1,194
HK$1,333 total
includes taxes & fees
2 Nov - 3 Nov
Crescent Suites Hotel
A modern living room with a black leather sofa, grey armchairs, a coffee table, and a large window offering a city view.

6. Kasa Boston at Fenway

Kasa Boston at Fenway
4.0 star property
Fenway–Kenmore
8.8 out of 10, Excellent, (324 reviews)
"Excellent property upscale amenities full kitchen perfect in every way and my room was only a studio I’ll definitely be back next time to try a larger room just to see what they’re like"
United States
Dirk
The price is HK$1,942
HK$3,044 total
includes taxes & fees
2 Nov - 3 Nov
Kasa Boston at Fenway
A balcony with a city view, featuring a table with wine glasses and a bottle, and a chair.

7. Marriott Vacation Club® at Custom House, Boston

Marriott Vacation Club® at Custom House, Boston
3.5 star property
Downtown Boston
9.6 out of 10, Exceptional, (671 reviews)
"The hotel was beautiful and so unique. Staff was amazing and it was in a great location."
United States
Brittany
The price is HK$4,242
HK$4,876 total
includes taxes & fees
2 Nov - 3 Nov
Marriott Vacation Club® at Custom House, Boston
A wooden hallway with a patterned floor leading to a door.

8. Maverick Suites at 89 Marion

Maverick Suites at 89 Marion
2.0 star property
Coolidge Corner
8.4 out of 10, Very good, (328 reviews)
"Orher than the elevator being out of order, LOVED the propert. Good location, clean, small in-room kitchen plus full'sized kitchen in each floor. Nice sitting area on every floor with games, etc. All the amenities you could need."
United States
cheryl
The price is HK$1,086
HK$1,914 total
includes taxes & fees
14 Oct - 15 Oct
Maverick Suites at 89 Marion
A modern living room with a blue wall, a large window, a sofa, a coffee table, and a TV.

9. The Chester Hotel

The Chester Hotel
4.0 star property
South End
8.8 out of 10, Excellent, (40 reviews)
"Location was very loud but thank God for earplugs. It was very clean but very old. Very expensive for such a location and room. I always believe in paying for what u get but I paid a lot for 3 nights."
United States
Luda
The price is HK$2,064
HK$3,365 total
includes taxes & fees
21 Oct - 22 Oct
The Chester Hotel
A modern lobby with a wooden panel wall, a beige sofa, a patterned rug, and a large abstract painting.

10. Global Luxury Suites Downtown Boston

Global Luxury Suites Downtown Boston
4.0 star property
Chinatown
8.0 out of 10, Very good, (758 reviews)
"This is my new favorite place to stay in Boston!! Nice location, nice space & amazing opportunities!!"
United States
Myah
The price is HK$1,653
HK$2,851 total
includes taxes & fees
1 Nov - 2 Nov
Global Luxury Suites Downtown Boston
A two-story house with a gabled roof, multiple windows, and a front porch.

11. Charming 2-bedroom apartment with WiFi, AC in superb Canton

Charming 2-bedroom apartment with WiFi, AC in superb Canton
Canton
9.6 out of 10, Exceptional, (31 reviews)
"This rental is truly exceptional! If I could, I’d give it a ten star rating. The property was spotlessly clean and very comfortable, with many unexpected and thoughtful touches. Our host Delphine was lovely - easily accessible and welcoming. We will definitely return here when we are in the area!"
United States
Erika D.
The price is HK$1,405
HK$1,771 total
includes taxes & fees
7 Oct - 8 Oct
Charming 2-bedroom apartment with WiFi, AC in superb Canton
A row of multi-story brick buildings with a central entrance, a flag, and parked cars on the street.

12. Maverick Suites at 28 Fenway

Maverick Suites at 28 Fenway
3.0 star property
Fenway–Kenmore
8.6 out of 10, Excellent, (435 reviews)
"Comfortable room, walkable area, beautiful park across the road, and easy to work with."
United States
Amber
The price is HK$1,052
HK$1,976 total
includes taxes & fees
1 Nov - 2 Nov
Maverick Suites at 28 Fenway
An outdoor patio area with a covered seating area, a fire pit, and a well-lit ambiance.

13. 🎖The Boiler Room - Close to Subway & Downtown🎖

🎖The Boiler Room - Close to Subway & Downtown🎖
Dorchester
9.8 out of 10, Exceptional, (94 reviews)
"Honestly, the Boiler Room is even bigger than it looks in the pictures and is so perfectly curated! We LOVED our stay and if I ever get the opportunity to come back to Boaton, I will be staying here!"
United States
Katie C.
The price is HK$777
HK$2,553 total
includes taxes & fees
18 Oct - 19 Oct
🎖The Boiler Room - Close to Subway & Downtown🎖
A modern kitchen with white cabinets, stainless steel appliances, and a central island with bar stools.

14. New Built & Modern 3BR Boston w/ Parking, Pet Friendly near Franklin Park 602

New Built & Modern 3BR Boston w/ Parking, Pet Friendly near Franklin Park 602
Mattapan
9.4 out of 10, Exceptional, (28 reviews)
"Fantastic experience! Clean and tidy upon arrival! Great communication and excellent to work with! We loved the location and would book again if we ever return to Boston! "
United States
Jessica D.
The price is HK$1,589
HK$3,432 total
includes taxes & fees
13 Oct - 14 Oct
New Built & Modern 3BR Boston w/ Parking, Pet Friendly near Franklin Park 602
A row of brick buildings with storefronts, including a bakery and a liquor store.

15. 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, (207 reviews)
"Right in the heart of the shopping district, easy walking and central to Fenway/downtown Boston"
United States
Jennifer
The price is HK$1,764
HK$2,749 total
includes taxes & fees
1 Nov - 2 Nov
Maverick Suites at 245 Newbury St
A modern bedroom with a large bed, a fireplace, and two windows with blinds.

16. Premier Suites - Bay Village

Premier Suites - Bay Village
2.0 star property
Bay Village
6.4 out of 10, (358 reviews)
"Great spot, Clean, quiet, and convenient. Perfect no frills, no hassle spot in Boston. And very reasonably priced these days!"
United States
Ed
The price is HK$870
HK$1,406 total
includes taxes & fees
3 Nov - 4 Nov
Premier Suites - Bay Village
Room

17. Symple Live

Symple Live
4.5 star property
Fenway–Kenmore
9.4 out of 10, Exceptional, (28 reviews)
"Great location. Exactly as pictured."
United States
Erica
The price is HK$2,307
HK$3,509 total
includes taxes & fees
2 Nov - 3 Nov
Symple Live
A modern kitchen with white cabinets, a central island, and a dining area set for six with white chairs and a marble table.

18. Newly Renovated 4BR Boston - Cozy Apt near Franklin Park • Pet-Friendly 601

Newly Renovated 4BR Boston - Cozy Apt near Franklin Park • Pet-Friendly 601
Mattapan
9.6 out of 10, Exceptional, (27 reviews)
"Was such a great spot for the 11 of us!! "
United States
Bryston J.
The price is HK$1,836
HK$4,267 total
includes taxes & fees
13 Oct - 14 Oct
Newly Renovated 4BR Boston - Cozy Apt near Franklin Park • Pet-Friendly 601
A hotel room with a bed, two bedside lamps, a window with blinds, and a framed picture on the wall.

19. Temple Place Suites

Temple Place Suites
2.5 star property
Downtown Boston
7.2 out of 10, Good, (493 reviews)
"Clean, good location, all what I need for short stay"
United States
Julia
The price is HK$756
HK$1,365 total
includes taxes & fees
2 Nov - 3 Nov
Temple Place Suites
A row of brick townhouses with fire escapes, a brick sidewalk, and potted plants.

20. Maverick Suites at 40 Temple St

Maverick Suites at 40 Temple St
2.5 star property
Beacon Hill
7.8 out of 10, Good, (152 reviews)
"There only a few things I require from a hotel. Hotel Maverick Suites at 40 are clean, quiet and reasonably priced. I enjoyed my stay there immensely. A bonus was their convenient location."
United States
Jerrold
The price is HK$911
HK$1,769 total
includes taxes & fees
1 Nov - 2 Nov
Maverick Suites at 40 Temple 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

Omni Boston Hotel at the Seaport

Omni Boston Hotel at the Seaport

10/10 Excellent
"Amazing in all categories"
Christopher 4-night trip
Posted 1 hour ago
Omni Boston Hotel at the Seaport

Find out more about Dedham

Search for holiday rentals in Dedham on Expedia! You can easily find your home rentals, villas, holiday apartments in Dedham using one of the methods below:

  • View our selection of featured holiday rentals in Dedham
  • Use the map to find apartments and other holiday homes in the Dedham neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Dedham while they last

Look no further and take a look at our great range of rental properties in Dedham!

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?

Cozy 4BR Home by Tufts w/ Subway Access to Downtown, MIT, Harvard + Free Parking: This holiday home rental outside of Dedham offers a balcony, a selection of games and air conditioning to help you feel perfectly comfortable in your new surroundings. It has 4 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 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.