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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
6 Oct - 7 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$1,815 total
includes taxes & fees
28 Oct - 29 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 HK$2,629
HK$5,785 total
includes taxes & fees
12 Oct - 13 Oct
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
9.8 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$1,413
HK$2,525 total
includes taxes & fees
7 Oct - 8 Oct
Renovated 3-bedroom apartment in Dedham - Legacy Mall
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, (1,299 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
31 Oct - 1 Nov
Crescent Suites Hotel
An outdoor patio area with a covered seating area, a fire pit, and a well-lit ambiance.

6. 🎖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 a large island, white cabinets, and pendant lighting.

7. 60/3 - SPRING GETAWAY 10% OFF !Newly built & cozy apartment in Boston

60/3 - SPRING GETAWAY 10% OFF !Newly built & cozy apartment in Boston
Mattapan
9.6 out of 10, Exceptional, (29 reviews)
"Perfect home. Great location. Would recommend!!!!"
United States
Nicole M.
The price is HK$1,780
HK$3,652 total
includes taxes & fees
3 Nov - 4 Nov
60/3 - SPRING GETAWAY 10% OFF !Newly built & cozy apartment in 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)
"Room was clean, neat area."
United States
Keir
The price is HK$1,086
HK$1,914 total
includes taxes & fees
6 Oct - 7 Oct
Maverick Suites at 89 Marion
A row of brick townhouses with ornate architectural details, large windows, and a central staircase.

9. Light-filled Studio | Back Bay

Light-filled Studio | Back Bay
Back Bay
9.6 out of 10, Exceptional, (15 reviews)
"It was a great stay!"
United States
Adina S.
The price is HK$969
HK$2,247 total
includes taxes & fees
29 Oct - 30 Oct
Light-filled Studio | Back Bay
A modern living room with a blue wall, a large window, a sofa, a coffee table, and a TV.

10. 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$1,805
HK$3,067 total
includes taxes & fees
6 Oct - 7 Oct
The Chester Hotel
A row of brick townhouses with ornate architectural details, large windows, and a central staircase.

11. Stellar South End Studio

Stellar South End Studio
Back Bay
9.2 out of 10, Wonderful, (5 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 HK$730
HK$1,920 total
includes taxes & fees
4 Nov - 5 Nov
Stellar South End Studio
A living room with a fireplace, a dining table, a sofa, and large windows.

12. Charming 1 Bedroom | Newbury Street

Charming 1 Bedroom | Newbury Street
Back Bay
10.0 out of 10, Exceptional, (1 review)
"There are a few stairs to climb to get to the condo so just be prepared. It's in a great location. Easy to get to bars, shopping, restaurants etc."
United States
Lynette B.
The price is HK$2,065
HK$3,886 total
includes taxes & fees
22 Oct - 23 Oct
Charming 1 Bedroom | Newbury Street
A bedroom with a bed, a chair, a desk, a radiator, and a ceiling fan.

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

Free Parking 2 Bed 1 Bath Steps from BU/Kenmore
Fenway–Kenmore
8.6 out of 10, Excellent, (16 reviews)
"Welcoming host, very responsive"
United States
Matthew G.
The price is HK$957
HK$2,517 total
includes taxes & fees
8 Oct - 9 Oct
Free Parking 2 Bed 1 Bath Steps from BU/Kenmore
A row of multi-story brick buildings with a central entrance, a flag, and parked cars on the street.

14. 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
A hotel room with a bed, two bedside lamps, a window with blinds, and a framed picture on the wall.

15. Temple Place Suites

Temple Place Suites
2.5 star property
Downtown Boston
7.2 out of 10, Good, (492 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 ornate architectural details, large windows, and a central staircase.

16. Modern Studio | South End

Modern Studio | South End
Back Bay
"The location was PERFECT! Very walkable, safe and close to the subway. Exceptional communication! We will chose to stay here again when in Boston."
United States
Lori
The price is HK$611
HK$1,660 total
includes taxes & fees
1 Nov - 2 Nov
Modern Studio | South End
A living room with a sofa, a coffee table, a fireplace, and a TV mounted above it.

17. Wonderful Fenway 3br/2ba | Steps from Fenway Park!

Wonderful Fenway 3br/2ba | Steps from Fenway Park!
Fenway–Kenmore
9.6 out of 10, Exceptional, (5 reviews)
"This was a great location since our main purpose was to go to Fenway Park. It was also close to a subway stop and plenty of cute restaurants. The stairs to the sixth floor really got our calves in shape!!"
United States
Brian A.
The price is HK$1,886
HK$4,405 total
includes taxes & fees
12 Oct - 13 Oct
Wonderful Fenway 3br/2ba | Steps from Fenway Park!
A wooden front door with a glass panel and the number 383.

18. Modern Boston Townhouse Near Transit • Private Deck • Pet-Friendly - 383

Modern Boston Townhouse Near Transit • Private Deck • Pet-Friendly - 383
Quincy
9.8 out of 10, Exceptional, (53 reviews)
"Very cute property that was very clean, the host was extreme nice with great knowledge of the area and a prefect parking map!"
United States
Alicia R.
The price is HK$1,165
HK$2,730 total
includes taxes & fees
6 Oct - 7 Oct
Modern Boston Townhouse Near Transit • Private Deck • Pet-Friendly - 383
A modern hotel room with a bed, a desk, a sofa, and a dining area.

19. Charlesgate Suites

Charlesgate Suites
3.5 star property
Fenway–Kenmore
9.2 out of 10, Wonderful, (239 reviews)
"Great location if you go to the BCH"
Mexico
Ana
The price is HK$1,797
HK$3,419 total
includes taxes & fees
13 Oct - 14 Oct
Charlesgate Suites
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

Harborside Inn Of Boston

Harborside Inn Of Boston

10/10 Excellent
"Restaurant Joia was excellent!!"
Nanette 2-night trip
Posted 1 hour ago
Harborside Inn Of Boston

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.