Search Boston Cottage Rentals

    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
Jul 18 - Jul 20
In two weeks
Jul 25 - Jul 27
In one month
Aug 8 - Aug 10
In two months
Sep 5 - Sep 7

Browse Select Boston Cottages

Charming 2 Bedroom, 2 Bath, Coastal Carriage House in Marblehead
Property grounds

Charming 2 Bedroom, 2 Bath, Coastal Carriage House in Marblehead

Charming 2 Bedroom, 2 Bath, Coastal Carriage House in Marblehead
Cozy Pet Friendly House Next To Train
Situated on a quiet street, this charming home features a welcoming front porch and a classic two-story design.

Cozy Pet Friendly House Next To Train

2.0 star property
6.6 out of 10, (4)
"My family and I stayed here for 5 days in August and it was lovely! Thanks for everything. The beds were very comfortable and the house was very clean and nice."
Cozy Pet Friendly House Next To Train
Pet-friendly Home w/ Spacious Yard in Avon!
House (4 Bedrooms) | Interior

Pet-friendly Home w/ Spacious Yard in Avon!

3.0 star property
Pet-friendly Home w/ Spacious Yard in Avon!
Summer Sea Cottage -On Scituate Harbor
Enjoy a serene waterfront setting with calm waters and a tranquil atmosphere.

Summer Sea Cottage -On Scituate Harbor

10.0 out of 10, Exceptional, (2)
"Thanks for the great hospitality!"
Summer Sea Cottage -On Scituate Harbor
Trail Access On-site: Gorgeous MCM Deck House!
House (4 Bedrooms) | Interior

Trail Access On-site: Gorgeous MCM Deck House!

3.0 star property
Trail Access On-site: Gorgeous MCM Deck House!
5 Mi to TD Garden: Quiet Medford Getaway!
House (2 Bedrooms) | Interior

5 Mi to TD Garden: Quiet Medford Getaway!

3.0 star property
5 Mi to TD Garden: Quiet Medford Getaway!
COZY, MODERN, Charming Cottage 1min to the beach
Relax on the deck surrounded by lush greenery, featuring a seating area with a cushioned bench and small table.

COZY, MODERN, Charming Cottage 1min to the beach

9.0 out of 10, Wonderful, (7)
"Very charming house in cool location. It was very easy to reach all of Boston's attractions by public transportation with a pleasant walk to the Red Line. This house was the perfect accommodation for our family."
COZY, MODERN, Charming Cottage 1min to the beach
Unique Scituate Vacation Rental on Herring River!
Relax in a spacious room with a comfortable sofa near a large window offering a view of the outdoors.

Unique Scituate Vacation Rental on Herring River!

3.0 star property
Unique Scituate Vacation Rental on Herring River!
Bright & Pet-friendly Home: 2 Mi to Harvard Square
Enjoy cooking in this well-lit kitchen with an oven, stainless steel range hood, and large island with a sink.

Bright & Pet-friendly Home: 2 Mi to Harvard Square

3.0 star property
10.0 out of 10, Exceptional, (1)
Bright & Pet-friendly Home: 2 Mi to Harvard Square
Waterfront Retreat w/ Deck ~ 7 Mi to Boston!
Enjoy cooking in this well-equipped kitchen with a stainless steel refrigerator, oven, and dishwasher.

Waterfront Retreat w/ Deck ~ 7 Mi to Boston!

3.0 star property
8.0 out of 10, Very good, (1)
"Comfortable place to stay on the water overlooking Boston Harbor and downtown. Sunsets are amazing behind the tall buildings of downtown. Trails close by for walking and sightseeing. Nice kitchen and bathrooms. We had trouble with getting any of the TV's to work and there was an annoying flood light shining on the back deck from the neighbors house all day and night. Other than those two things it was nice to have a house on the water with a fantastic view. "
Waterfront Retreat w/ Deck ~ 7 Mi to Boston!
The Beach Cottage at Sandy Cove: Serene Retreat
Stroll up to this charming single-story home with a cozy front porch, surrounded by a lush lawn and beautiful shrubs.

The Beach Cottage at Sandy Cove: Serene Retreat

8.0 out of 10, Very good, (1)
"Great little place to stay for a family of 4! "
The Beach Cottage at Sandy Cove: Serene Retreat
Weymouth Waterfront Getaway w/ Swim Spa & Hot Tub
House (3 Bedrooms) | Front of property

Weymouth Waterfront Getaway w/ Swim Spa & Hot Tub

3.0 star property
Weymouth Waterfront Getaway w/ Swim Spa & Hot Tub
Waterfront Views: Historic Marblehead Home
House (3 Bedrooms) | Front of property

Waterfront Views: Historic Marblehead Home

3.0 star property
Waterfront Views: Historic Marblehead Home
Pet-friendly Revere Getaway, Steps From the T!
House (2 Bedrooms) | Front of property

Pet-friendly Revere Getaway, Steps From the T!

3.0 star property
Pet-friendly Revere Getaway, Steps From the T!
Belmont Home < 3 Mi to Harvard Square!
Relax in this inviting porch area with a view of the street and neighboring houses, featuring a small table and two chairs.

Belmont Home < 3 Mi to Harvard Square!

3.0 star property
Belmont Home < 3 Mi to Harvard Square!
Great little cottage sitting behind the main house on 4 acres of property.
Enjoy a backyard with a swimming pool and a traditional house with a gabled roof.

Great little cottage sitting behind the main house on 4 acres of property.

Great little cottage sitting behind the main house on 4 acres of property.
Charming Scituate Home w/ Deck - Walk to Beaches!
Interior

Charming Scituate Home w/ Deck - Walk to Beaches!

3.0 star property
Charming Scituate Home w/ Deck - Walk to Beaches!
Charming Boston Area Home < 1 Mi to Revere Beach!
Property grounds

Charming Boston Area Home < 1 Mi to Revere Beach!

3.0 star property
Charming Boston Area Home < 1 Mi to Revere Beach!
Charming Beach Cottage
Enjoy a kitchen with a view of the sea, featuring a spacious countertop and cabinets.

Charming Beach Cottage

10.0 out of 10, Exceptional, (1)
"Great location. Lovely island. Property has great view of the water from the enclosed patio. Everything inside is state of the art, from security to lighting and audio/video. Has everything you need and is not a hotel. We will come back."
Charming Beach Cottage
4 Bedroom Cape house - steps to the beach
Enjoy al fresco dining on the deck with outdoor furniture and a grill.

4 Bedroom Cape house - steps to the beach

4 Bedroom Cape house - steps to the beach
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

Frequently asked questions

Why book your cottage in Boston with Expedia?
Expedia has some wonderful cottages in Boston, so start planning for an unforgettable stay on nature's doorstep. If you have a budget in mind, choose how much you want to spend and your preferred property star rating. Or, try out our filters to search for cottages with a pool or free WiFi. We'll help you find the right digs whatever your getaway looks like.
How can I find cheap cottages in Boston?
The quickest way to locate cheap cottages in Boston is with Expedia's convenient filter tool. Fine-tune your search results by amenities, budget and star rating to discover excellent rates in just a few clicks.
What is there to do in Boston near my cottage?
Whatever you love to do, Boston has tons of things to keep you on the move. US Naval Shipbuilding Museum and USS Salem, Quincy Historical Society Museum and Fort Warren are on most travelers' schedules. Don't forget about Saugus Ironworks National Historic Site, Charles River Museum of Industry and Innovation and Josiah Quincy House either. With Expedia's hotel deals in Boston, you can discover more wonderful attractions like these with the money you save.