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Dedham Vacation Rentals

Dates

November 2026

December 2026

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Our top choices for Dedham vacation rentals

1. Cozy 2-bedroom apartment in charming Dedham - Legacy Mall with WiFi

Dedham

Justin

$220 nightly

Nov 15 - Nov 16

Total with taxes and fees

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

Dedham

Cortney

$192 nightly

Nov 15 - Nov 16

Total with taxes and fees

A modern kitchen with a built-in washer and dryer, a flat-screen TV, and a dining area with a marble table.

3. Cozy 2 Bedroom/2 Bathroom by Dedham Legacy, Close to Transit & Free Parking

Dedham

$265 nightly

Nov 18 - Nov 19

Total with taxes and fees

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

Dedham

Georgie D.

$267 nightly

Nov 16 - Nov 17

Total with taxes and fees

A modern kitchen with white cabinets, a central island with bar stools, a stainless steel stove, and a pendant light.

5. Elegant 4BR/3BR Home w/Yard & 4 Parking in Dedham

Dedham

Mary Lynn M.

$484 nightly

Nov 11 - Nov 12

Total with taxes and fees

A wooden hallway with a patterned floor leading to a door.

6. Maverick Suites at 89 Marion

Coolidge Corner

Edna

$160 nightly

Dec 1 - Dec 2

Total with taxes and fees

A modern kitchen with white cabinets, stainless steel appliances, and a wooden floor.

7. Modern Boston Stay, Full-Sized Kitchen, Electric Sauna, Added Driveway Parking

Dorchester

Harmoni C.

$174 nightly

Nov 11 - Nov 12

Total with taxes and fees

A modern kitchen with white cabinets, a central island, and a dining area set for six with white chairs and a marble table.

8. FREE Parking & Newly Entire Renovated 4BR Boston/Franklin Park, Pet-Friendly 601

Mattapan

Jeremy B.

$337 nightly

Nov 11 - Nov 12

Total with taxes and fees

A modern bedroom with a large bed, a fireplace, and two windows with blinds.

9. Premier Suites - Bay Village

Bay Village

Jaetaek

$139 nightly

Nov 23 - Nov 24

Total with taxes and fees

An outdoor patio with round tables and chairs, surrounded by green umbrellas.

10. Crescent Suites Hotel

South Side

Kasandra

$142 nightly

Nov 13 - Nov 14

Total with taxes and fees

An outdoor patio area with a covered seating area, a fire pit, and a well-lit ambiance.

11. 🎖The Ashmont Apartment - Close to Subway & Downtown Boston🎖

Dorchester

Michael P.

$327 nightly

Nov 15 - Nov 16

Total with taxes and fees

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

Fenway–Kenmore

Judy

$199 nightly

Dec 6 - Dec 7

Total with taxes and fees

A modern lobby with a wooden panel wall, a beige sofa, a patterned rug, and a large abstract painting.

13. Global Luxury Suites Downtown Boston

Chinatown

Yelitza

$207 nightly

Dec 7 - Dec 8

Total with taxes and fees

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.

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

Dorchester

Christina B.

$464 nightly

Nov 23 - Nov 24

Total with taxes and fees

A row of brick buildings with storefronts, including a bakery and a liquor store.

15. Maverick Suites at 245 Newbury St

Back Bay

Chloe

$168 nightly

Dec 6 - Dec 7

Total with taxes and fees

A modern living room with a blue wall, a large window, a sofa, a coffee table, and a TV.

16. The Chester Hotel

South End

Tracy

$270 nightly

Nov 11 - Nov 12

Total with taxes and fees

A historic building with a prominent tower and a cherry blossom tree in front.

17. Modern Studio | South End

Back Bay

Kaylee P.

$160 nightly

Nov 16 - Nov 17

Total with taxes and fees

A row of brick townhouses with fire escapes, a brick sidewalk, and potted plants.

18. Maverick Suites at 40 Temple St

Beacon Hill

Andrea

$168 nightly

Dec 1 - Dec 2

Total with taxes and fees

19. Blissful South End Studio

Back Bay

Lee

$161 nightly

Dec 8 - Dec 9

Total with taxes and fees

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Find vacation rentals that suit your style

Top Dedham Hotel Reviews

A multi-story hotel with a covered entrance, a sign reading "Residence Inn by Marriott," and a well-maintained lawn with flowers.

Residence Inn Boston Dedham

Dedham

10/10 Excellent

Lewis

An outdoor seating area with a fire pit, sofas, and chairs.

Hyatt Place Boston/Seaport District

Seaport District

10/10 Excellent

Brandon

A waterfront cityscape with high-rise buildings, a bridge, and a river.

Seaport Hotel Boston

Seaport District

10/10 Excellent

Marshall

A brick building with a large arched entrance, two flags, and a sign reading "THE DAGNY".

The Dagny Boston

Downtown Boston

10/10 Excellent

Kenneth

A modern bar area with a long counter, multiple seating options, and large windows providing views of the outside.

Cambria Hotel Boston Somerville

Spring Hill

10/10 Excellent

Greta

A grand hallway with marble walls, a staircase, and elegant seating.

The Godfrey Hotel Boston

Downtown Boston

10/10 Excellent

Amazing hotel;especially for the price. Upon pulling up to The Godfrey we were met by the parking valet and doorman who helped us with our luggage. They were friendly and helpful with the Porter explaining if we needed any help with advice, etc he was available. The Valet advised us of the parking procedure and the cost (we knew it was an expensive $60/day but were not going traipse around the city looking for parking). We went into the well-appointed modern lobby and immediately greeted by the...

Stanley

A modern kitchen with a central island, bar stools, and a dining area with a large table.

Hampton Inn & Suites Boston/Waltham

Waltham

10/10 Excellent

William

A courtyard with string lights, outdoor seating, and a brick building facade.

Residence Inn by Marriott Boston Downtown/Seaport

Seaport District

10/10 Excellent

We found so much charm in this building built in 1901. Great that they saved the old brick and humongous wooden beams. The laminate floors in the room feel brand new. Loved the kitchen and two TV's. Nice service offered where you can leave a shopping list and they'll stock your fridge. We thought 72 degrees was rather cool but were able to adjust easily. There are a few cool vegan friendly restaurants in a one block radius that the concierge did not know about - Green something (adjacent to...

Jill

A modern hotel lobby with a reception desk, seating area, and a large dining table with chairs.

Hyatt Place Boston/Braintree

North Braintree

10/10 Excellent

Upon arrival Sunday, At the front desk I was greeted by a Male from Peru wo work at the hotel at the front desk. He was very kind and helpful and most of all very professional. He checks my ID gave me two compliment bottle of water and guided me to the elevators. Upon walking to the rooms, is all you need for a good time two work away from work - clean room, desk bathroom bed made to perfection. I was amazed by the service in the morning and the compliment breakfast served - Such a great...

Gerardo

A grand lobby with a chandelier, marble flooring, and a staircase leading to a door.

The Eliot Hotel

Back Bay

10/10 Excellent

Elizabeth

A cozy living room with a leather sofa, a white armchair, and a coffee table. There are framed botanical illustrations on the wall and a large window with hanging glass terrariums.

Hotel 1868

Agassiz

10/10 Excellent

Danielle

A modern living room with a fireplace, a blue sofa, and a herringbone wood floor.

The Whitney Hotel

Beacon Hill

10/10 Excellent

Anonymous traveler

A modern hotel with a prominent Hampton Inn sign, featuring a multi-story structure with a central courtyard and a landscaped area.

Hampton by Hilton at the Boston Seaport District

Seaport District

10/10 Excellent

Eileen

A high-rise hotel with multiple floors, a central courtyard, and a parking area.

Boston Marriott Copley Place

Back Bay

10/10 Excellent

Meris

Find out more about Dedham

Everything you need to know about Dedham vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Dedham vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Dedham vacation 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 low season months. For more hustle and bustle, you may prefer to visit Dedham in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $158 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Dedham rentals

At Expedia, we put the best Dedham vacation 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 vacation.

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 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?

Cozy 4BR Home by Tufts w/ Subway Access to Downtown, MIT, Harvard + Free Parking: Visitors like this Dedham vacation home rental. It 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 you can cook with friends or family.

How many vacation rentals are there in Dedham?

Expedia has 7 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.

Explore a world of travel with Expedia

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Dedham Vacation Rentals

Bundle & Save

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Upfront pricing

Check prices for these dates

Our top choices for Dedham vacation rentals

1. Cozy 2-bedroom apartment in charming Dedham - Legacy Mall with WiFi

2. Hidden Gem Near Boston w/ 2 bedrooms and huge family and activity room space

3. Cozy 2 Bedroom/2 Bathroom by Dedham Legacy, Close to Transit & Free Parking

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

5. Elegant 4BR/3BR Home w/Yard & 4 Parking in Dedham

6. Maverick Suites at 89 Marion

7. Modern Boston Stay, Full-Sized Kitchen, Electric Sauna, Added Driveway Parking

8. FREE Parking & Newly Entire Renovated 4BR Boston/Franklin Park, Pet-Friendly 601

9. Premier Suites - Bay Village

10. Crescent Suites Hotel

11. 🎖The Ashmont Apartment - Close to Subway & Downtown Boston🎖

12. Maverick Suites at 28 Fenway

13. Global Luxury Suites Downtown Boston

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

15. Maverick Suites at 245 Newbury St

16. The Chester Hotel

17. Modern Studio | South End

18. Maverick Suites at 40 Temple St

19. Blissful South End Studio

Find vacation rentals that suit your style

Top Dedham Hotel Reviews

Residence Inn Boston Dedham

10/10 Excellent

Find out more about Dedham

Everything you need to know about Dedham vacation rentals

Dedham vacation rentals: An excellent choice for every season

How to find incredible deals on Dedham rentals

Frequently Asked Questions

Can I find a vacation rental in Dedham?

What are some of the best vacation home rentals in Dedham?

How many vacation rentals are there in Dedham?

What can I see and do in Dedham?

What are vacation rentals like in Dedham?

Explore a world of travel with Expedia