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Dedham Holiday Rentals

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Check prices for these dates

In two weeks
6 Nov - 8 Nov
In two months
18 Dec - 20 Dec
In three months
15 Jan - 17 Jan
In four months
12 Feb - 14 Feb

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, (16 reviews)
"Great place for nearby Boston and driving around."
United States
Justin
The price is AU$377
includes taxes & fees
26 Oct - 27 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, (72 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 AU$336
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, (13 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$964
includes taxes & fees
25 Oct - 26 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 AU$458
includes taxes & fees
1 Nov - 2 Nov
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, (1,329 reviews)
"Property was clean and cozy, convenient to the university and all the restaurants downtown!"
United States
kari
The price is AU$213
includes taxes & fees
4 Nov - 5 Nov
Crescent Suites Hotel
A wooden hallway with a patterned floor leading to a door.

6. Maverick Suites at 89 Marion

Maverick Suites at 89 Marion
2.0 star property
Coolidge Corner
8.4 out of 10, Very good, (346 reviews)
"The area was walkable and the room was great!"
United States
Edna
The price is AU$273
includes taxes & fees
15 Nov - 16 Nov
Maverick Suites at 89 Marion
A modern kitchen with white cabinetry, a stainless steel dishwasher, a built-in microwave, and a round dining table with a potted plant.

7. The Chester Hotel

The Chester Hotel
4.0 star property
South End
8.8 out of 10, Excellent, (41 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 AU$369
includes taxes & fees
9 Nov - 10 Nov
The Chester Hotel
A modern living room with a black leather sofa, grey armchairs, a coffee table, and a large window offering a city view.

8. Kasa Boston at Fenway

Kasa Boston at Fenway
4.0 star property
Fenway–Kenmore
8.8 out of 10, Excellent, (335 reviews)
"Clean hotel. The space was very nice and open, Very accessible to everything I needed"
United States
Krista
The price is AU$423
includes taxes & fees
9 Nov - 10 Nov
Kasa Boston at Fenway
A modern kitchen with a large island, white cabinets, and pendant lighting.

9. 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)
"Enjoyed our stay"
United States
Sybal C.
The price is AU$627
includes taxes & fees
3 Nov - 4 Nov
60/3 - SPRING GETAWAY 10% OFF !Newly built & cozy apartment in Boston
A modern bedroom with a large bed, a fireplace, and two windows with blinds.

10. Premier Suites - Bay Village

Premier Suites - Bay Village
2.0 star property
Bay Village
6.4 out of 10, (378 reviews)
"Great location,"
United States
Rosemary
The price is AU$212
includes taxes & fees
23 Nov - 24 Nov
Premier Suites - Bay Village
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.

11. Maverick Suites at 400 Columbus Ave

Maverick Suites at 400 Columbus Ave
2.0 star property
South End
7.4 out of 10, Good, (183 reviews)
"Very well located. Close to two subways and Copeland Square."
Canada
Lorne
The price is AU$281
includes taxes & fees
23 Nov - 24 Nov
Maverick Suites at 400 Columbus Ave
A bedroom with a bed, a round table with chairs, a TV, and a large mirror.

12. The Concord Hotel

The Concord Hotel
2.0 star property
South End
8.0 out of 10, Very good, (36 reviews)
"Super nice place to stay plus it was super close to shopping and all the sights"
Canada
Rupintal
The price is AU$445
includes taxes & fees
22 Nov - 23 Nov
The Concord Hotel
A row of brick townhouses with ornate architectural details, large windows, and a central staircase.

13. Sleek Studio Apartment in the South End

Sleek Studio Apartment in the South End
Back Bay
9.8 out of 10, Exceptional, (6 reviews)
"The place was exactly as described, it was clean and exactly what we need for our stay."
United States
Jordan C.
Sleek Studio Apartment in the South End
A living room with a fireplace, a green sofa, a dining table with chairs, and a large window.

14. Cozy & Modern 1 BDR | Fenway within minutes!

Cozy & Modern 1 BDR | Fenway within minutes!
Fenway–Kenmore
8.4 out of 10, Very good, (5 reviews)
"The apt was spacious and comfortable.However, the amenities seemed very Spartan:very little in the way of cleaning supplies, thin cheap paper towels, thin toilet paper, extremely low wattage light bulbs made it hard to read, only one side table for the bed."
United States
Dean B.
The price is AU$383
includes taxes & fees
3 Nov - 4 Nov
Cozy & Modern 1 BDR | Fenway within minutes!
A modern hotel room with a large bed, a window with a view of a brick building, a small potted plant, and a wall-mounted light fixture.

15. Maverick Suites at 28 Fenway

Maverick Suites at 28 Fenway
3.0 star property
Fenway–Kenmore
8.6 out of 10, Excellent, (456 reviews)
"Really pretty well maintained accomodation close to a lot of cool things to do in boston. its also pretty close to the train and bus station which was helpful to get around"
United States
Rakshitha
The price is AU$326
includes taxes & fees
11 Nov - 12 Nov
Maverick Suites at 28 Fenway
A modern kitchen with white cabinetry, stainless steel appliances, a large island with bar stools, pendant lighting, and a view of the outdoors through a window.

16. 🎖The Ashmont Suite - Close to Subway + Downtown🎖

🎖The Ashmont Suite - Close to Subway + Downtown🎖
Dorchester
10.0 out of 10, Exceptional, (62 reviews)
"We had a great visit and the house gave us everything we needed for a comfortable stay. The rooms were nicely furnished and the bedrooms were spacious. The location was convenient for accessing the bus and the subway. The host was very friendly and responsive. We hope to visit again!"
United States
Christina B.
The price is AU$779
includes taxes & fees
4 Nov - 5 Nov
🎖The Ashmont Suite - Close to Subway + Downtown🎖
A bedroom with a bed, a chair, a desk, a radiator, and a ceiling fan.

17. 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, (17 reviews)
"Welcoming host, very responsive"
United States
Matthew G.
The price is AU$454
includes taxes & fees
26 Oct - 27 Oct
Free Parking 2 Bed 1 Bath Steps from BU/Kenmore
A row of brick buildings with storefronts, including a bakery and a liquor store.

18. 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, (209 reviews)
"Right in the heart of the shopping district, easy walking and central to Fenway/downtown Boston"
United States
Jennifer
The price is AU$343
includes taxes & fees
15 Nov - 16 Nov
Maverick Suites at 245 Newbury St
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, (243 reviews)
"Spacers, convenient location"
United States
Svetlana
The price is AU$527
includes taxes & fees
22 Nov - 23 Nov
Charlesgate Suites
A brick building with a black front door, a staircase, and a well-maintained garden.

20. Free Parking at 1 Bed Basement Apt, Near BU & MIT

Free Parking at 1 Bed Basement Apt, Near BU & MIT
Fenway–Kenmore
8.6 out of 10, Excellent, (38 reviews)
"Close to Fenway. As described. Had a great time, thank you!"
United States
Samantha
The price is AU$339
includes taxes & fees
1 Nov - 2 Nov
Free Parking at 1 Bed Basement Apt, Near BU & MIT
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

Wyndham Boston Beacon Hill

Wyndham Boston Beacon Hill

8/10 Good
"Great location. Bad mattress"
Nicola J 1-night trip
Posted 4 hours ago
Wyndham Boston Beacon Hill

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$212 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?

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.