Dedham Holiday Rentals

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Our top choices for Dedham holiday 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 AU$370
includes taxes & fees
27 Apr - 28 Apr
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 AU$326
includes taxes & fees
26 Apr - 27 Apr
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, (6 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 AU$917
includes taxes & fees
27 Apr - 28 Apr
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 AU$447
includes taxes & fees
3 May - 4 May
Renovated 3-bedroom apartment in Dedham - Legacy Mall

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, (201 reviews)
"Perfect host, perfect spot, WORTH EVERY PENNY "
Canada
Jennifer E.
The price is AU$813
includes taxes & fees
10 May - 11 May
Houseboat in Boston Harbor Wifi A/C /Heat Be rocked to sleep

Fun houseboat. Walk to Boston attractions WIFI

Fun houseboat. Walk to Boston attractions WIFI
Boston
9.8 out of 10, Exceptional, (92 reviews)
"Great location, very clean, very safe, beautiful view of the city when walking. Definitely would recommend ~"
United States
Tracey
The price is AU$740
includes taxes & fees
28 Apr - 29 Apr
Fun houseboat. Walk to Boston attractions WIFI

Poseidon's Escape: Ocean Retreat

Poseidon's Escape: Ocean Retreat
Boston
9.0 out of 10, Wonderful, (9 reviews)
"This place was so great! It was comfy and perfect for our little get away!"
United States
Amanda R.
The price is AU$644
includes taxes & fees
30 Apr - 1 May
Poseidon's Escape: Ocean Retreat

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

Free Parking at 1 Bed Basement Apt, Near BU & MIT
Fenway–Kenmore
8.0 out of 10, Very good, (14 reviews)
"Great location, check in and check out was easy. Clean space. Great value "
United States
David
The price is AU$304
includes taxes & fees
26 Apr - 27 Apr
Free Parking at 1 Bed Basement Apt, Near BU & MIT

Blissful South End Studio

Blissful South End Studio
Back Bay
10.0 out of 10, Exceptional, (1 review)
"Great place on a quiet street convenient to everything!"
United States
Penelope D.
The price is AU$336
includes taxes & fees
26 Apr - 27 Apr
Blissful South End Studio

King Bed Loft in the Heart of Downtown Boston

King Bed Loft in the Heart of Downtown Boston
Downtown Boston
10.0 out of 10, Exceptional, (39 reviews)
"Roomy, clean, all the amenities that we needed and Aaron was a wonderful host! Pictures are accurate and location is easy walking is such a wonderful city. Thanks Aaron!"
United States
James L.
The price is AU$439
includes taxes & fees
26 Apr - 27 Apr
King Bed Loft in the Heart of Downtown Boston

Enjoyable 2-bedroom lower level apartment in charming Lynn

Enjoyable 2-bedroom lower level apartment in charming Lynn
Lynn
9.2 out of 10, Wonderful, (5 reviews)
The price is AU$322
includes taxes & fees
27 Apr - 28 Apr
Enjoyable 2-bedroom lower level apartment in charming Lynn

Maverick Suites at 40 Temple St

Maverick Suites at 40 Temple St
2.0 star property
Beacon Hill
7.6 out of 10, Good, (110 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 AU$324
includes taxes & fees
26 Apr - 27 Apr
Maverick Suites at 40 Temple St

383-Spacious NEW townhouse 7 beds 3 baths 20’To Boston

383-Spacious NEW townhouse 7 beds 3 baths 20’To Boston
Quincy
9.8 out of 10, Exceptional, (48 reviews)
"very clean. comfortable beds. Very nice stay."
Germany
Stefanie K.
The price is AU$466
includes taxes & fees
26 Apr - 27 Apr
383-Spacious NEW townhouse 7 beds 3 baths 20’To Boston

North End Entire House

North End Entire House
North End
10.0 out of 10, Exceptional, (21 reviews)
"Beautiful home in the heart of the north end. We had a wonderful stay!"
United States
Kerry y.
The price is AU$709
includes taxes & fees
26 Apr - 27 Apr
North End Entire House

Gorgeous Beacon Hills Studio next to State house

Gorgeous Beacon Hills Studio next to State house
Beacon Hill
9.8 out of 10, Exceptional, (33 reviews)
"We had a great stay and host was welcoming and responsive. Thanks!"
United States
Eric M.
The price is AU$506
includes taxes & fees
27 Apr - 28 Apr
Gorgeous Beacon Hills Studio next to State house

The Chester Hotel

The Chester Hotel
4.0 star property
South End
8.8 out of 10, Excellent, (29 reviews)
"This was a perfect stay. Exactly how described. Highly recommend. "
United States
Yanmarie
The price is AU$586
includes taxes & fees
25 Apr - 26 Apr
The Chester Hotel

Maverick Suites at 402 Columbus Ave

Maverick Suites at 402 Columbus Ave
2.5 star property
South End
8.0 out of 10, Very good, (69 reviews)
"Easy to walk to and from T stations near by. Decently priced and was overall a great place to stay!"
United States
Jordan
The price is AU$316
includes taxes & fees
26 Apr - 27 Apr
Maverick Suites at 402 Columbus Ave

Come Visit Boston and Stay In Our Homey Studio

Come Visit Boston and Stay In Our Homey Studio
Downtown Boston
8.6 out of 10, Excellent, (4 reviews)
"Common areas outside of the room needed some work but overall was a good experience."
United States
Byron S.
The price is AU$329
includes taxes & fees
29 Apr - 30 Apr
Come Visit Boston and Stay In Our Homey Studio

Anchors Away Inn 2 Br Apt 1 min walk to the Beach King & Queen

Anchors Away Inn 2 Br Apt 1 min walk to the Beach King & Queen
Bayside
9.8 out of 10, Exceptional, (15 reviews)
"Great property, clean, close to a baseball field which we loved. Super close to a beautiful beach that our kids enjoyed skim boarding and swimming in. "
United States
Candice C.
The price is AU$577
includes taxes & fees
26 Apr - 27 Apr
Anchors Away Inn 2 Br Apt 1 min walk to the Beach King & Queen

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, (165 reviews)
"Great location. Well priced. Its appeals to a specific type of traveler. Overall clean, quiet, solid WiFi services. I had some initial challenges getting in the building, but that was my fault for not checking in and providing the required documents. I would definitely stay again. PS The pizza place right across the street makes a great thin crust pie. "
United States
James
The price is AU$316
includes taxes & fees
26 Apr - 27 Apr
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

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$224 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?

Centrally located in the heart of Boston near T: This holiday home rental outside of Dedham has air conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings. It has 3 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 6 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.