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

Boston Holiday Rentals

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Dates

November 2026

December 2026

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Our top choices for Boston holiday rentals

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

1. Global Luxury Suites Downtown Boston

Chinatown

Yelitza

includes taxes & fees

29 Nov - 30 Nov

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

2. The Concord Hotel

South End

Rupintal

includes taxes & fees

12 Nov - 13 Nov

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

3. Marriott Vacation Club® at Custom House, Boston

Downtown Boston

Benny

includes taxes & fees

25 Nov - 26 Nov

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

4. Maverick Suites at 40 Temple St

Beacon Hill

TommyWallace

includes taxes & fees

9 Nov - 10 Nov

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

5. Kasa Boston at Fenway

Fenway–Kenmore

antonio

includes taxes & fees

10 Nov - 11 Nov

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

6. Maverick Suites at 245 Newbury St

Back Bay

Chloe

includes taxes & fees

6 Dec - 7 Dec

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

7. The Chester Hotel

South End

Andrew

includes taxes & fees

10 Nov - 11 Nov

A spacious indoor swimming pool with large windows, modern seating, and a wooden ceiling.

8. Global Luxury Suites East Boston

East Boston

Erica

includes taxes & fees

6 Dec - 7 Dec

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

9. Maverick Suites at 28 Fenway

Fenway–Kenmore

Judy

includes taxes & fees

1 Dec - 2 Dec

A modern living room with a fireplace, sofa, TV, and dining area.

10. Charlesgate Suites

Fenway–Kenmore

Ana

includes taxes & fees

23 Nov - 24 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.

11. Maverick Suites at 400 Columbus Ave

South End

Lorne

includes taxes & fees

1 Dec - 2 Dec

A modern living room with a brick wall, a flat-screen TV, a white sofa, a dining table with chairs, and large windows.

12. Simple Theater District 1 Bedroom

Bay Village

"It was clean and in a convenient location, and mostly had what we needed for our stay - basically a place to leave our stuff during the day and a place to sleep at night. There is no place in the bedroom for clothes except the closet; no shelves, no dresser, not even a folding luggage rack - though there is a giant full-length mirror. In the bathroom, there are only two small wire hooks for towels and no place except the back of the toilet and along the sink to put one's toiletries. There isn't...

Sue F.

A living room with a fireplace, a television mounted above it, a dining area with a table and chairs, and a large window providing natural light.

13. Beautiful 1BR near Fenway Park + Kenmore!

Fenway–Kenmore

mariia

includes taxes & fees

9 Nov - 10 Nov

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

14. Sleek Studio Apartment in the South End

Back Bay

Jordan C.

includes taxes & fees

18 Nov - 19 Nov

A neatly made bed with a white comforter and a beige throw blanket, a brown leather chair, a small bedside table with a lamp, and a framed picture on the wall.

15. Pet Friendly - Laundry in Bldg - FIDI

Downtown Boston

Kathryn

A multi-story building with a classic architectural style, featuring arched windows and a balcony on the ground floor.

16. Studio in the Heart of Boston!

Downtown Boston

Landon W.

A living room with a sofa, two chairs, a coffee table, and a TV.

17. Boston Financial District 1BR | Walk to anything!

Downtown Boston

Popsicle T.

includes taxes & fees

30 Nov - 1 Dec

18. Stellar South End Studio

Back Bay

Beth

includes taxes & fees

22 Nov - 23 Nov

19. Modern Studio | South End

Back Bay

Kaylee P.

includes taxes & fees

16 Nov - 17 Nov

A brick building with a dark door, steps leading up to a porch, and potted plants on the ground floor.

20. Charming & Private 1-bedroom Condo in Historic Boston - next to MGH hospital!

Beacon Hill

Lea M.

includes taxes & fees

24 Nov - 25 Nov

View all properties

Find holiday rentals that suit your style

Top Boston Hotel Reviews

A rooftop terrace with a city skyline view, a round table with chairs, and a tray with a basket and cups.

Boston Yacht Haven Inn & Marina

North End

10/10 Excellent

Caroline

A large, classical building with multiple windows and a prominent entrance.

The Langham, Boston

Downtown Boston

10/10 Excellent

Darren

A spacious hotel lobby with a dining area, seating, large windows, and a chandelier.

Boston Harbor Hotel

North End

10/10 Excellent

Justine Despina Ann

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

The Eliot Hotel

Back Bay

10/10 Excellent

shaun

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

A modern building with a glass facade, a waterfront view, and a dock area with boats.

InterContinental Boston by IHG

Downtown Boston

10/10 Excellent

Debra

A brick building with a central entrance, outdoor seating area with tables and chairs, and a sign for 'A Voile CANNES'.

Newbury Guest House

Back Bay

10/10 Excellent

Alan

Find out more about Boston

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

Boston holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Boston. 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 Boston 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 Boston holiday rentals we have selected for you start as low as NZ$247 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Boston rentals

At Expedia, we put the best Boston 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 Boston 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 Boston 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 Boston. 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 holiday rentals in Boston?

Yes, there are holiday rentals in Boston close to New England Aquarium, or you can select a more secluded option if you're looking for a relaxing stay. Travellers who like culture and the arts give Boston high marks for its acclaimed theatre scene and fascinating museums. While you're here, don't miss the university campus and notable monuments.

What are some of the best holiday rentals that Boston has to offer?

Lovely Bright and Spacious 4-bedroom house with 6 off-street parking spots: This highly rated holiday home rental in Boston offers a patio, a garden 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 that you can cook with friends or family. Kick off your shoes and enjoy yourself with 1 hot tub and a selection of books. Some other top choices in Boston are Modern Boston Stay, Full-Sized Kitchen, Electric Sauna, Added Driveway Parking and Cozy 4BR Home by Tufts w/ Subway Access to Downtown, MIT, Harvard + Free Parking.

How many holiday rentals are there in Boston?

With 635 Expedia holiday rentals, you're guaranteed to find just the right place for your Boston stay.

What can I see and do in Boston?

New England Aquarium and Museum of Science are a couple of the family-friendly sights, whereas cultural attractions include Gillette Stadium and Old State House. You can also visit some other popular places in town, such as Fenway Park and Faneuil Hall Marketplace.

What are holiday rentals like in Boston?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Boston. Holiday rentals provide amenities like laundry facilities and kitchens so you'll have everything you need. If you're concerned about a sanitised environment, a holiday rental can provide a sense of safety away from public hotel lifts and busy concierge desks while still allowing you the excitement and enjoyment of travel. You'll also have more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a popular choice for family gatherings.

Explore a world of travel with Expedia

Activities in Boston
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Boston Holiday Rentals

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Boston holiday rentals

1. Global Luxury Suites Downtown Boston

2. The Concord Hotel

3. Marriott Vacation Club® at Custom House, Boston

4. Maverick Suites at 40 Temple St

5. Kasa Boston at Fenway

6. Maverick Suites at 245 Newbury St

7. The Chester Hotel

8. Global Luxury Suites East Boston

9. Maverick Suites at 28 Fenway

10. Charlesgate Suites

11. Maverick Suites at 400 Columbus Ave

12. Simple Theater District 1 Bedroom

13. Beautiful 1BR near Fenway Park + Kenmore!

14. Sleek Studio Apartment in the South End

15. Pet Friendly - Laundry in Bldg - FIDI

16. Studio in the Heart of Boston!

17. Boston Financial District 1BR | Walk to anything!

18. Stellar South End Studio

19. Modern Studio | South End

20. Charming & Private 1-bedroom Condo in Historic Boston - next to MGH hospital!

Find holiday rentals that suit your style

Top Boston Hotel Reviews

Boston Yacht Haven Inn & Marina

10/10 Excellent

Find out more about Boston

Boston holiday rentals: An excellent choice for every season

How to find incredible deals on Boston rentals

Frequently Asked Questions

Can I find holiday rentals in Boston?

What are some of the best holiday rentals that Boston has to offer?

How many holiday rentals are there in Boston?

What can I see and do in Boston?

What are holiday rentals like in Boston?

Explore a world of travel with Expedia