Massachusetts Holiday Rentals from NZ$181: Search Short-Term Rentals

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Top cities in Massachusetts

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

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Our top choices for Massachusetts holiday rentals

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

1. Crescent Suites Hotel

South Side

Kasandra

includes taxes & fees

24 Nov - 25 Nov

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

includes taxes & fees

6 Dec - 7 Dec

3. Berkshire Mountain Lodge

Pittsfield

Charline

includes taxes & fees

6 Dec - 7 Dec

4. Vacation Village in the Berkshires

Williamstown

Carol

includes taxes & fees

9 Nov - 10 Nov

A row of white lounge chairs with blue cushions, arranged under a white canopy, overlooking the sea.

5. The Club at New Seabury

New Seabury

Kathleen

includes taxes & fees

9 Nov - 10 Nov

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

includes taxes & fees

1 Dec - 2 Dec

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

includes taxes & fees

23 Nov - 24 Nov

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

Joseph

includes taxes & fees

22 Nov - 23 Nov

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

9. Maverick Suites at 89 Marion

Coolidge Corner

Edna

includes taxes & fees

1 Dec - 2 Dec

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

10. The Concord Hotel

South End

Rupintal

includes taxes & fees

11 Nov - 12 Nov

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

11. Sandcastle Resort and Club

Provincetown

Candi

includes taxes & fees

9 Nov - 10 Nov

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

includes taxes & fees

3 Dec - 4 Dec

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

includes taxes & fees

9 Nov - 10 Nov

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

14. Premier Suites - Bay Village

Bay Village

Jaetaek

includes taxes & fees

23 Nov - 24 Nov

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

15. Maverick Suites at 245 Newbury St

Back Bay

Chloe

includes taxes & fees

6 Dec - 7 Dec

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

16. Charlesgate Suites

Fenway–Kenmore

Ana

includes taxes & fees

23 Nov - 24 Nov

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

17. Maverick Suites at 40 Temple St

Beacon Hill

Andrea

includes taxes & fees

1 Dec - 2 Dec

A pool area with lounge chairs and flags.

18. The Cove at Yarmouth by Westgate Resorts

West Yarmouth

Manizheh

includes taxes & fees

9 Nov - 10 Nov

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.

includes taxes & fees

1 Dec - 2 Dec

A bed with a knitted blanket and pillows in a room with a window and artwork on the wall.

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

Marblehead Historic District

Arianna

includes taxes & fees

8 Dec - 9 Dec

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Find holiday 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

Woo Suk

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

The Dagny Boston

Downtown Boston

10/10 Excellent

Stephen

A swimming pool with lounge chairs and umbrellas, surrounded by modern buildings with large windows and balconies.

The Verb Hotel

Fenway–Kenmore

10/10 Excellent

Skye

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

Hyannis Travel Inn

Hyannis

10/10 Excellent

Barry

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

The Eliot Hotel

Back Bay

10/10 Excellent

shaun

A modern building with a patio area featuring outdoor seating, a fire pit, and a small water feature.

Embassy Suites by Hilton Boston Marlborough

Marlborough

10/10 Excellent

Murray

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

Hyatt Place Boston/Seaport District

Seaport District

10/10 Excellent

Clifford E

A hotel room with a large bed, a sofa, a desk, and a view of a cityscape with a bridge.

Courtyard by Marriott Boston Downtown/North Station

West End

10/10 Excellent

Jodie

An outdoor seating area with tables and chairs, a bar, and a view of Fenway Park.

Hotel Commonwealth

Fenway–Kenmore

10/10 Excellent

Kevin

Find out more about Massachusetts

Everything you need to know about Massachusetts 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 Massachusetts 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 Massachusetts holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Massachusetts holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Massachusetts. 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 depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Massachusetts 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 Massachusetts holiday rentals we have selected for you start as low as NZ$181 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Massachusetts rentals

At Expedia, we put the best Massachusetts 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 Massachusetts 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 Massachusetts 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 Massachusetts. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Massachusetts Holiday Rentals

Change your mind

Treat yourself

Be picky

Top cities in Massachusetts

Boston

Check prices for these dates

Our top choices for Massachusetts holiday 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 holiday rentals that suit your style

Top Massachusetts Hotel Reviews

Seaport Hotel Boston

10/10 Excellent

Find out more about Massachusetts

Massachusetts holiday rentals: An excellent choice for every season

How to find incredible deals on Massachusetts rentals

Explore a world of travel with Expedia