Book Holiday Homes in Boston

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Featured Holiday Homes in Boston

Unit1 Beautiful PRIVATE LARGE 3 bedroom/2 bath townhome. Close to ALL HISTORIC

Unit1 Beautiful PRIVATE LARGE 3 bedroom/2 bath townhome. Close to ALL HISTORIC

Salem
Located in Salem, this vacation home is by the sea, within a 5-minute walk of Salem Maritime National Historic Site and New England Pirate Museum.
Unit1 Beautiful PRIVATE LARGE 3 bedroom/2 bath townhome. Close to ALL HISTORIC
Modern & Walkable to city sights.  A 4-bedroom house in wonderful Boston

Modern & Walkable to city sights. A 4-bedroom house in wonderful Boston

Boston
With a stay at this vacation home in Boston (Charlestown), you'll be within a 5-minute drive of TD Garden and Faneuil Hall Marketplace.
Modern & Walkable to city sights. A 4-bedroom house in wonderful Boston
Charming home with deck- walkable to transit, shops & restaurants

Charming home with deck- walkable to transit, shops & restaurants

Newton
With a stay at this vacation home in Newton (Newton Upper Falls), you'll be within a 15-minute drive of Fenway Park and Harvard University.
Charming home with deck- walkable to transit, shops & restaurants
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Beautiful coastal 5-BR in Swampscott - 5 mins to beach, Wifi, gas fireplace

Beautiful coastal 5-BR in Swampscott - 5 mins to beach, Wifi, gas fireplace

Swampscott
With a stay at this vacation home in Swampscott, you'll be within a 5-minute drive of Salem Harbor and Salem State College.
Beautiful coastal 5-BR in Swampscott - 5 mins to beach, Wifi, gas fireplace
OLD TOWN CHARM.  
Sleeps 4- 2 bedrooms - 2.5 baths

OLD TOWN CHARM. Sleeps 4- 2 bedrooms - 2.5 baths

Marblehead
Located in Marblehead, this vacation home is by the sea, within a 5-minute walk of Marblehead Museum & Historical Society and King Hooper Mansion.
OLD TOWN CHARM. Sleeps 4- 2 bedrooms - 2.5 baths
Dog-friendly, spacious coastal retreat with large deck & W/D - walk to beaches

Dog-friendly, spacious coastal retreat with large deck & W/D - walk to beaches

Scituate
When you stay at this vacation home in Scituate, you'll be by the sea, within a 10-minute walk of Sand Hills Beach and Museum Beach.
Dog-friendly, spacious coastal retreat with large deck & W/D - walk to beaches
Prime Location!WALK TO WATER & HISTORIC DISTRICT!PRIVATE Large first floor apt!

Prime Location!WALK TO WATER & HISTORIC DISTRICT!PRIVATE Large first floor apt!

Salem
A stay at this vacation home places you in the heart of Salem, steps from Salem Witch Trials Memorial and New England Pirate Museum.
Prime Location!WALK TO WATER & HISTORIC DISTRICT!PRIVATE Large first floor apt!
Villa in Boston 6BR 5.5 Bath-IGLOO, Arcade, Parking,Game Room,EV

Villa in Boston 6BR 5.5 Bath-IGLOO, Arcade, Parking,Game Room,EV

Waltham
With a stay at this vacation home in Waltham (South Side), you'll be within a 15-minute drive of Harvard University and Fenway Park.
Villa in Boston 6BR 5.5 Bath-IGLOO, Arcade, Parking,Game Room,EV
Large Luxury Condo/Townhouse Center of South Boston W/ Free Parking & WiFi

Large Luxury Condo/Townhouse Center of South Boston W/ Free Parking & WiFi

Boston
With a stay at this vacation home, you'll be centrally located in Boston, within a 5-minute drive of Boston Convention and Exhibition Center and Boston ...
Large Luxury Condo/Townhouse Center of South Boston W/ Free Parking & WiFi
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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.

Boston Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Boston vacation homes are the perfect way for you to wing it.

Holiday houses in Boston let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Boston in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Boston adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Boston with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Boston vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Boston Holiday Homes essential information

Accommodation
485 Holiday Homes
Lowest Price
AU$260
Highest Price
AU$347
Popular accommodation
Unit1 Beautiful PRIVATE LARGE 3 bedroom/2 bath townhome. Close to ALL HISTORIC , Modern & Walkable to city sights. A 4-bedroom house in wonderful Boston, Charming home with deck- walkable to transit, shops & restaurants, Beautiful coastal 5-BR in Swampscott - 5 mins to beach, Wifi, gas fireplace, OLD TOWN CHARM. Sleeps 4- 2 bedrooms - 2.5 baths, Dog-friendly, spacious coastal retreat with large deck & W/D - walk to beaches, Prime Location!WALK TO WATER & HISTORIC DISTRICT!PRIVATE Large first floor apt!, Villa in Boston 6BR 5.5 Bath-IGLOO, Arcade, Parking,Game Room,EV, Large Luxury Condo/Townhouse Center of South Boston W/ Free Parking & WiFi

Top trending hotels in Boston

Seaport Hotel Boston

Seaport Hotel Boston

4 out of 5
1 Seaport Lane, Boston, MA
Fully refundableReserve now, pay when you stay
The price is AU$347 per night from 24 Jan to 25 Jan
AU$347
includes taxes & fees
24 Jan - 25 Jan
Located in Boston (Seaport District), Seaport Hotel Boston is a 3-minute walk from Liberty Wharf and 8 minutes by foot from Institute of Contemporary Art.
Seaport Hotel Boston
Omni Boston Hotel at the Seaport

Omni Boston Hotel at the Seaport

4 out of 5
450 Summer Street, Boston, MA
Fully refundableReserve now, pay when you stay
The price is AU$265 per night from 9 Feb to 10 Feb
AU$265
includes taxes & fees
9 Feb - 10 Feb
With a stay at Omni Boston Hotel at the Seaport, you'll be centrally located in Boston, a 9-minute walk from Harpoon Brewery and 11 minutes by foot from Seaport ...
Omni Boston Hotel at the Seaport
Hilton Boston Park Plaza

Hilton Boston Park Plaza

4 out of 5
50 Park Plaza, Boston, MA
Fully refundableReserve now, pay when you stay
The price is AU$260 per night from 9 Feb to 10 Feb
AU$260
includes taxes & fees
9 Feb - 10 Feb
With a stay at Hilton Boston Park Plaza, you'll be centrally located in Boston, steps from Boston Public Garden and within a 5-minute walk of Newbury ...
Hilton Boston Park Plaza
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The Dagny Boston

The Dagny Boston

4 out of 5
89 Broad Street, Boston, MA
Fully refundableReserve now, pay when you stay
The price is AU$290 per night from 24 Jan to 25 Jan
AU$290
includes taxes & fees
24 Jan - 25 Jan
With a stay at The Dagny Boston, you'll be centrally located in Boston, within a 10-minute walk of New England Aquarium and Faneuil Hall Marketplace.
The Dagny Boston
Don't see what you're looking for?
See all available properties in Boston
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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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^Subject to availability and chosen travel dates.