A modern building with a prominent ICA sign, glass facade, and a waterfront location.

Vacation Rentals in Massachusetts

Dates

November 2026

December 2026

Bundle & Save
Get more, spend less whenever you see Bundle & Save deals
OneKeyCash
Earn OneKeyCash on all your eligible bookings
Upfront pricing
We are not like the others - we include taxes and fees

Top cities in Massachusetts

A street lined with historic buildings, including the Union Oyster House and Yankee Publishing Building.

Check prices for these dates

In two weeks

In two months

In three months

In four months

Our top choices for Massachusetts vacation rentals

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

1. Crescent Suites Hotel

South Side

Kasandra

$140 nightly

Nov 13 - Nov 14

Total with taxes and fees

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

2. Global Luxury Suites Downtown Boston

Chinatown

Yelitza

$220 nightly

Dec 7 - Dec 8

Total with taxes and fees

3. Berkshire Mountain Lodge

Pittsfield

Charline

$105 nightly

Dec 8 - Dec 9

Total with taxes and fees

4. Vacation Village in the Berkshires

Williamstown

Marcos

$122 nightly

Dec 8 - Dec 9

Total with taxes and fees

A golf course with a clubhouse, a lake, and surrounding trees.

5. The Club at New Seabury

New Seabury

Kathleen

$147 nightly

Nov 22 - Nov 23

Total with taxes and fees

A row of multi-story brick buildings with a central entrance, a flag, and parked cars on the street.

6. Maverick Suites at 28 Fenway

Fenway–Kenmore

Judy

$199 nightly

Dec 1 - Dec 2

Total with taxes and fees

A modern living room with a black leather sofa, grey armchairs, a coffee table, and a large window offering a city view.

7. Kasa Boston at Fenway

Fenway–Kenmore

antonio

$270 nightly

Nov 23 - Nov 24

Total with taxes and fees

A balcony with a city view, featuring a table with wine glasses and a bottle, and a chair.

8. Marriott Vacation Club® at Custom House, Boston

Downtown Boston

Benny

$227 nightly

Nov 22 - Nov 23

Total with taxes and fees

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

9. Maverick Suites at 89 Marion

Coolidge Corner

Edna

$194 nightly

Dec 1 - Dec 2

Total with taxes and fees

A bedroom with a bed, a round table with chairs, a TV, and a large mirror.

10. The Concord Hotel

South End

Rupintal

$270 nightly

Nov 8 - Nov 9

Total with taxes and fees

A balcony with two white chairs and two wine glasses, overlooking a beach with a clear sky.

11. Sandcastle Resort and Club

Provincetown

Candi

$98 nightly

Nov 22 - Nov 23

Total with taxes and fees

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.

12. Maverick Suites at 400 Columbus Ave

South End

Lorne

$194 nightly

Dec 3 - Dec 4

Total with taxes and fees

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

13. The Chester Hotel

South End

Tracy

$270 nightly

Nov 8 - Nov 9

Total with taxes and fees

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

14. Premier Suites - Bay Village

Bay Village

Jaetaek

$139 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

$206 nightly

Dec 6 - Dec 7

Total with taxes and fees

A modern hotel room with a bed, a desk, a sofa, and a dining area.

16. Charlesgate Suites

Fenway–Kenmore

Ana

$322 nightly

Nov 23 - Nov 24

Total with taxes and fees

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

17. Maverick Suites at 40 Temple St

Beacon Hill

TommyWallace

$192 nightly

Nov 9 - Nov 10

Total with taxes and fees

A pool area with lounge chairs and flags.

18. The Cove at Yarmouth by Westgate Resorts

West Yarmouth

Manizheh

$106 nightly

Nov 16 - Nov 17

Total with taxes and fees

A living room with a grey sofa, two armchairs, a coffee table, and a large painting on the wall.

19. Private Cozy 1-br condo w/ high ceilings, WiFi, AC in quiet N. Framingham

Framingham

roger n.

$184 nightly

Nov 11 - Nov 12

Total with taxes and fees

A harbor with numerous boats and a prominent building with a clock tower in the background.

20. ♥ Historic Studio Minutes to Salem+Beaches Old Town Marblehead Private Parking ♥

Marblehead Historic District

Arianna

$246 nightly

Dec 7 - Dec 8

Total with taxes and fees

View all properties

Find vacation rentals that suit your style

Top Massachusetts Hotel Reviews

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

Seaport Hotel Boston

Seaport District

10/10 Excellent

Marshall

The Courier Hotel

Downtown Salem

10/10 Excellent

Joshua

A restaurant with a long dining area, high ceilings, and exposed beams. Tables are set with glassware and centerpieces.

The Dagny Boston

Downtown Boston

10/10 Excellent

Kenneth

A restaurant interior with wooden tables, a bar area, and a mural on the wall.

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 man sitting at a table with a laptop, overlooking a pool area with chairs and tables.

Hyannis Travel Inn

Hyannis

10/10 Excellent

The location is everything as it is 1 street over from main street. The room was a nice size with 2 double beds and was clean with a large private balcony overlooking the street. The room had a mini fridge, a TV with limited cable, a telephone, great air conditioning and lighting. The bathroom was small with a very small and low toilet, low water pressure and a very small shower head, but the water temperature was good. Also limited counter space. The beds were very uncomfortable , uneven And...

Luis

A building entrance with a large planter with purple flowers and a small tree.

Hotel On North

Pittsfield

10/10 Excellent

The Hotel on North is a thoughtful and beautiful transformation of 2 old contiguous buildings, a store and factory, into a hip and fun hotel. The spaces are extremely large and open from the common spaces to the guest rooms, including the bathrooms. The aesthetic is colorful and friendly rather than the cookie cutter faux luxury I usually find in expensive hotels. The quirky design features such as vintage furniture and painted floors are a great juxtaposition to the perfect bed linens and...

Steve

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

The Eliot Hotel

Back Bay

10/10 Excellent

Elizabeth

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 living room with a sofa, a coffee table, and a bookshelf filled with books and decorative items.

citizenM Boston North Station

West End

10/10 Excellent

everything about our stay was amazing! we stayed for a whole week, from the second we got there until the second we left, the staff was just so amazing and made us feel like family! and the location is PERFECT for anyone visiting boston, especially for celtics games / anything near the TD garden! you just walk a couple steps to get to the td or the food hall ! everything is within walking distance or you can hop on the subway to get anywhere you need! every time we encountered any citizenm...

Jocelyn

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

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

Hyatt Place Boston/Seaport District

Seaport District

10/10 Excellent

Brandon

A hotel with outdoor seating, fire pits, and a well-lit facade.

The Cove At Salem

Salem

10/10 Excellent

Emily

A modern indoor pool with clear blue water, surrounded by lounge chairs and a city view through large windows.

Boston Marriott Copley Place

Back Bay

10/10 Excellent

Meris

Frequently Asked Questions

How many vacation rentals are available in Massachusetts?

Expedia has plenty of vacation rentals to choose from in and around Massachusetts, so you’re guaranteed to find the right one for you.

How much is a vacation rental in Massachusetts?

The selection of Massachusetts vacation rentals we have selected for you start as low as $112 per night. Entering your travel dates in the search wizard you might find even better deals!

What type of vacation rental can I get in Massachusetts?

Vacation rentals in Massachusetts come in all shapes and sizes, and your options depend on your chosen travel dates. You could entertain in a blissful vacation home, chill in a private apartment, or find family fun at a resort. Expedia offers a superb choice of Massachusetts vacation rentals to suit everyone.

Why should I choose a vacation rental in Massachusetts?

Expedia’s vacation rentals provide cozy comforts you can sink into on your own schedule. You’ll enjoy your own space in a property with a kitchen, a pool, a garden etc. Maybe you’ll prefer somewhere with a spa or kids activities. A Massachusetts vacation 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 vacation rental with multiple bedrooms and shared living spaces to kick back in.

How do I find the best deal on a vacation rental in Massachusetts?

Find vacation rentals in Massachusetts by viewing Expedia’s latest deals, or enter your travel dates and use the filters to select by amenities, price, or rating. Dive into the reviews to get a true feeling of which is your favorite vacation rental in Massachusetts.

What amenities are available in a vacation rental in Massachusetts?

The choice is yours! Perhaps you love cooking in a well-equipped kitchen. Or maybe a late breakfast and a swimming pool is more your thing. Of course, there’s always the treat of having your own hot tub. Expedia has a vast range of amenities in Massachusetts vacation rentals designed to suit every budget and trip type.

When is the best time to stay in a vacation rental in Massachusetts?

Everytime is a great time to head to Massachusetts! Staying in a Massachusetts vacation rentals you will always find lots going on to keep you entertained.

Why book a vacation rental with Expedia?

Expedia has locked in amazing deals on a huge selection of impressive vacation rentals in Massachusetts. We give you the information and inspiration you need all in one place. With so many properties to choose from, you know you can book your perfect Massachusetts vacation rental with confidence. ANd don’t forget, if you bundle with a flight or a car rental in Massachusetts, you can save even more.

Can I cancel my vacation rental through Expedia?

Yes, you can cancel or change your Massachusetts vacation rental by contacting your property manager directly. Contact details are easy to find on your itinerary in Trips. For more information, check out our Customer Service Portal and we’ll help you get everything sorted.

Vacation Rentals in Massachusetts

Bundle & Save

OneKeyCash

Upfront pricing

Top cities in Massachusetts

Boston

Check prices for these dates

Our top choices for Massachusetts vacation rentals

1. Crescent Suites Hotel

2. Global Luxury Suites Downtown Boston

3. Berkshire Mountain Lodge

4. Vacation Village in the Berkshires

5. The Club at New Seabury

6. Maverick Suites at 28 Fenway

7. Kasa Boston at Fenway

8. Marriott Vacation Club® at Custom House, Boston

9. Maverick Suites at 89 Marion

10. The Concord Hotel

11. Sandcastle Resort and Club

12. Maverick Suites at 400 Columbus Ave

13. The Chester Hotel

14. Premier Suites - Bay Village

15. Maverick Suites at 245 Newbury St

16. Charlesgate Suites

17. Maverick Suites at 40 Temple St

18. The Cove at Yarmouth by Westgate Resorts

19. Private Cozy 1-br condo w/ high ceilings, WiFi, AC in quiet N. Framingham

20. ♥ Historic Studio Minutes to Salem+Beaches Old Town Marblehead Private Parking ♥

Find vacation rentals that suit your style

Top Massachusetts Hotel Reviews

Seaport Hotel Boston

10/10 Excellent

Frequently Asked Questions

How many vacation rentals are available in Massachusetts?

How much is a vacation rental in Massachusetts?

What type of vacation rental can I get in Massachusetts?

Why should I choose a vacation rental in Massachusetts?

How do I find the best deal on a vacation rental in Massachusetts?

What amenities are available in a vacation rental in Massachusetts?

When is the best time to stay in a vacation rental in Massachusetts?

Why book a vacation rental with Expedia?

Can I cancel my vacation rental through Expedia?

Explore a world of travel with Expedia