Search Holiday Homes in Boston

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
8 Aug - 10 Aug
In two weeks
15 Aug - 17 Aug
In one month
29 Aug - 31 Aug
In two months
26 Sep - 28 Sep

Browse Select Boston Holiday Homes

Brackett Cottage
Enjoy the serene coastal views and lush surroundings.

Brackett Cottage

3.5 star property
The price is ฿11,830
฿25,587 total
includes taxes & fees
1 Aug - 2 Aug
Brackett Cottage
Riverview
Enjoy a serene beach experience with access to the ocean.

Riverview

3.5 star property
Riverview
Seacity View
Overlooking the ocean, this beach offers a serene escape with a rocky shoreline and lush surroundings.

Seacity View

2.0 star property
Seacity View
Rockmere Inn
Enjoy breathtaking ocean views from this coastal retreat.

Rockmere Inn

3.5 star property
Rockmere Inn
Marblehead Oasis 3 Bedroom Townhouse by RedAwning
Two homes stand side by side, each with its own unique exterior, connected by a decorated fence.

Marblehead Oasis 3 Bedroom Townhouse by RedAwning

3.0 star property
10.0 out of 10, Exceptional, (1)
"Nice quiet neighborhood. Seemed newly remodeled. Only negatives are dishwasher is not bolted in and started coming out of its spot when I tried opening it. Also if you struggle with stairs this is not a good place for you. Stairs are very steep. "
Marblehead Oasis 3 Bedroom Townhouse by RedAwning
Sailors Rest
Enjoy a serene beachside retreat with a wide sandy beach and scenic views of the surrounding landscape.

Sailors Rest

2.0 star property
Sailors Rest
Hollyhock House
Enjoy a serene beachside retreat with access to the ocean and a scenic view of the surrounding coastline.

Hollyhock House

3.0 star property
10.0 out of 10, Exceptional, (1)
"Muy cómoda la casita, solamente tiene baño y medio pero el baño completo tiene buen espacio"
Hollyhock House
Broom & Board
Enjoy cooking in this well-lit kitchen with a central island, stove, and refrigerator.

Broom & Board

3.5 star property
10.0 out of 10, Exceptional, (1)
"Great stay highly recommended!"
Broom & Board
Riverside Retreat
Stunning ocean views from a residential area with houses perched on a slope.

Riverside Retreat

3.5 star property
Riverside Retreat
Rockcleft
Enjoy the serene ocean views and tranquil beach atmosphere.

Rockcleft

2.0 star property
Rockcleft
Blue Hour
Enjoy a serene beachside setting with access to the ocean.

Blue Hour

2.0 star property
6.0 out of 10, (1)
"The property itself was beautiful but it was not stocked well. One roll of toilet tissue, One roll of paper towels, not baggies, etc and not a dish cloth in sight to even wipe the counter tops. We had 5 people and I had to call for the extra linens that I paid for and then I trip tried to bill me for more money in an email and also put a charge on my cc after they sent me emails that I paid in full,which they had to refund. It was very disorganized."
Blue Hour
Kings Rook
Condo | Private kitchen | Fridge, microwave, dishwasher, coffee/tea maker

Kings Rook

3.5 star property
Kings Rook
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Boston Hotel Reviews

Copley Square Hotel, a FOUND Hotel

Copley Square Hotel, a FOUND Hotel

10/10 Excellent
"The only minor issue was finding it. Look for the Huge Copley Square sign and you are great!!! Logan express from the airport will take you to Back Bay at no cost. Then you just had a short walk to the hotel. Amazing place"
Carrie 2-night trip
Posted 11 hours ago
Copley Square Hotel, a FOUND Hotel