Dedham Vacation Rentals

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Our top choices for Dedham vacation 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 CA $185
CA $368 total
includes taxes & fees
Apr 21 - Apr 22
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, (58 reviews)
"Convenient location, comfortable stay, had everything we needed! Ping pong table is a plus."
United States
Ethan K.
The price is CA $190
CA $321 total
includes taxes & fees
Apr 29 - Apr 30
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
9.6 out of 10, Exceptional, (5 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 CA $390
CA $936 total
includes taxes & fees
Apr 22 - Apr 23
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 CA $247
CA $448 total
includes taxes & fees
Apr 21 - Apr 22
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 CA $176
CA $708 total
includes taxes & fees
Apr 22 - Apr 23
Houseboat in Boston Harbor Wifi A/C /Heat Be rocked to sleep

Spacious & Comfy 2BR/2Bath Yacht -Toasty Heat- On Freedom Trail-Walk to Downtown

Spacious & Comfy 2BR/2Bath Yacht -Toasty Heat- On Freedom Trail-Walk to Downtown
Thompson Square - Bunker Hill
9.8 out of 10, Exceptional, (73 reviews)
"Chad was a great host! We had a great time and this was a perfect location! Loved the yacht this was our first! "
United States
Kim H.
The price is CA $326
CA $606 total
includes taxes & fees
Apr 21 - Apr 22
Spacious & Comfy 2BR/2Bath Yacht -Toasty Heat- On Freedom Trail-Walk to Downtown

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 CA $196
CA $680 total
includes taxes & fees
Apr 22 - Apr 23
Fun houseboat. Walk to Boston attractions WIFI

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, (12 reviews)
"Amazing location for the price. Check-in was super easy with clear instructions. Free parking was such a great perk for Boston. As for the house, despite a few visual damages (and 2 lightbulbs for the lamps not working), there was not much to complain about. Would recommend "
United States
Mai
The price is CA $130
CA $299 total
includes taxes & fees
Apr 21 - Apr 22
Free Parking at 1 Bed Basement Apt, Near BU & MIT

Temple Place Suites

Temple Place Suites
2.5 star property
Downtown Boston
7.0 out of 10, Good, (354 reviews)
"Wonderful stay, convenient location "
United States
Junhu
The price is CA $166
CA $277 total
includes taxes & fees
Apr 21 - Apr 22
Temple Place Suites

Studio Awaits Your Next Stay!

Studio Awaits Your Next Stay!
Bay Village
9.2 out of 10, Wonderful, (5 reviews)
"Would stay again"
United States
mark p.
The price is CA $196
CA $371 total
includes taxes & fees
Apr 23 - Apr 24
Studio Awaits Your Next Stay!

Perfect One Bedroom Stay In Downtown Boston!

Perfect One Bedroom Stay In Downtown Boston!
Downtown Boston
8.6 out of 10, Excellent, (18 reviews)
"Came to Boston to take a few college tours and this was a pretty central location. This property was also very close to several other places we were hoping to see while in town. Communication was great and check in was seamless. The property was clean and perfect for our stay. "
United States
elena d.
The price is CA $246
CA $437 total
includes taxes & fees
Apr 25 - Apr 26
Perfect One Bedroom Stay In Downtown Boston!

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 CA $117
CA $323 total
includes taxes & fees
Apr 21 - Apr 22
Blissful South End Studio

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 CA $269
CA $554 total
includes taxes & fees
Apr 22 - Apr 23
The Chester Hotel

Maverick Suites at 40 Temple St

Maverick Suites at 40 Temple St
2.0 star property
Beacon Hill
7.6 out of 10, Good, (109 reviews)
"Very quiet, great location. "
United States
Cole
The price is CA $253
CA $417 total
includes taxes & fees
Apr 22 - Apr 23
Maverick Suites at 40 Temple St

Modern 3BR nest near Franklin Park 558/2

Modern 3BR nest near Franklin Park 558/2
Dorchester
10.0 out of 10, Exceptional, (17 reviews)
"Kitchen, bedrooms, and bathrooms were very well equipped and wonderfully clean. Give of us stayed there and it was very comfortable and welcoming. We would stay here again. "
United States
Robert B.
The price is CA $263
CA $562 total
includes taxes & fees
Apr 22 - Apr 23
Modern 3BR nest near Franklin Park 558/2

Maverick Suites at 28 Fenway

Maverick Suites at 28 Fenway
3.0 star property
Fenway–Kenmore
8.6 out of 10, Excellent, (349 reviews)
"Clean"
United States
Kristin
The price is CA $141
CA $296 total
includes taxes & fees
Apr 21 - Apr 22
Maverick Suites at 28 Fenway

Cozy three-bedroom home close to Boston w/ plenty of parking

Cozy three-bedroom home close to Boston w/ plenty of parking
North Braintree
10.0 out of 10, Exceptional, (47 reviews)
"The house was just what we needed and the stay was super simple. "
United States
Chris B.
The price is CA $257
CA $606 total
includes taxes & fees
Apr 17 - Apr 18
Cozy three-bedroom home close to Boston w/ plenty of parking

Come Visit Boston and Stay In Our Homey Studio

Come Visit Boston and Stay In Our Homey Studio
Downtown Boston
8.8 out of 10, Excellent, (3 reviews)
"Great central location! Tiny but super !would come back . Great food , bars, brewery , breakfast at our doorstep. By the park too!"
United States
Dean and Courtenay M.
The price is CA $185
CA $355 total
includes taxes & fees
Apr 21 - Apr 22
Come Visit Boston and Stay In Our Homey Studio

Garden Studio, access to I-93 to Airport, Tufts U, Hiking & Chevalier Theater.

Garden Studio, access to I-93 to Airport, Tufts U, Hiking & Chevalier Theater.
Medford
10.0 out of 10, Exceptional, (55 reviews)
"Very cozy and comfortable rental, neighborhood was very nice and has plenty around it, great place to stay while traveling and enjoyed the stay, would recommend to anyone, hosts were also nice and very easy to communicate with."
United States
Tony V.
The price is CA $173
CA $370 total
includes taxes & fees
Apr 22 - Apr 23
Garden Studio, access to I-93 to Airport, Tufts U, Hiking & Chevalier Theater.

Bright 4BR Family Stay in Boston near Pope John Paul II Park 80/2

Bright 4BR Family Stay in Boston near Pope John Paul II Park 80/2
Dorchester
9.4 out of 10, Exceptional, (21 reviews)
"The host was always prompt in answering my questions and was able to accommodate my special requests. I would come back and stay here anytime. "
United States
Kelly D.
The price is CA $232
CA $558 total
includes taxes & fees
Apr 22 - Apr 23
Bright 4BR Family Stay in Boston near Pope John Paul II Park 80/2
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

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Dedham. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find a vacation rental in Dedham?

Yes, you can find vacation rentals in Dedham close to Blue Hills Reservation, or you can select a 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 vacation home rentals in Dedham?

Spacious, New Renovation | Near T: Visitors like this Dedham vacation home rental. It is equipped with a barbecue grill, air-conditioning, and laundry facilities to help you feel comfortable during your stay. It has 6 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

How many vacation rentals are there in Dedham?

Expedia has 6 vacation rentals for your stay in Dedham.

What can I see and do in Dedham?

Blue Hills Reservation and Kings Bowling are a couple of 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 vacation rentals like in Dedham?

Vacation rentals are privately owned properties you can book for several days or longer in Dedham. Vacation rentals offer extras such as kitchens and laundry facilities so you'll have everything you want. If you're concerned about a clean environment, a vacation rental can offer a sense of seclusion away from shared hotel elevators and lobbies packed with people while still allowing you a great travel experience. You'll also get more space in a vacation rental than in a standard hotel, which makes a vacation rental a great option for small groups.