Search Cottages in Westwood

  • Plan, book, stay with confidence

  • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Next weekend
In two weeks
In one month

Compare 22 Cottages in Westwood with updated reviews, rates, and availability.

The Shore House, steps to the ocean meet crisp clean beach side retreat!

8.8 out of 10, Excellent, (3)
"The house was quite lovely. We were expecting 2 rooms with twin beds but there was just 1 room with twin beds. Downstairs space was great. We were surprised that there wasn’t an outdoor space to barbecue and have dinner for a group. Deck was small so great for coffee but not a meal at the end of the day. There were some beach towels and bath towels but we expected more towels. AC worked well. The 1 bathroom was small. It would have helped to at least have an outdoor shower. For the price of our...
The Shore House, steps to the ocean meet crisp clean beach side retreat!

Cozy Pet Friendly House Next To Train

2.0 star property
6.6 out of 10, (4)
"It was a sad trip as we were dropping our daughter off for college. So it was a blessing to have this central location to be easy to check into to, keep clean, and feel safe. We were spooked out at the basement it that’s cause we do not have basements where we live. We let the horror stories about basements get the better of us. But that lasted like 60 minutes. Haha. I would rent this again. "
Cozy Pet Friendly House Next To Train

COZY, MODERN, Charming Cottage 1min to the beach

9.0 out of 10, Wonderful, (7)
"This little cottage has a perfect location on Wollaston Beach right behind Tony’s Clam Shop. Walking distance to the water as well as a playground for kiddos. Back yard is fairly nice but not fenced and had some glass and nails about, so keep shoes on the little ones! Though hosts were otherwise prepared with a pack and play and high chair, which our family appreciated juggling multiple babies for the family reunion. Kitchen was great to cook in and the back porch was lovely for morning coffee...
COZY, MODERN, Charming Cottage 1min to the beach

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!

Classic Waterfront Home on Lake Maspenock w/ Grill

3.0 star property
Classic Waterfront Home on Lake Maspenock w/ Grill

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

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

Quiet and Cozy Cottage at Sandy Cove 1 BR Sleeps 4

Quiet and Cozy Cottage at Sandy Cove 1 BR Sleeps 4

Private Island Retreat on Lake Pearl

Private Island Retreat on Lake Pearl

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.

Bright and modern cottage, perfect space design with every detail you expect.

Bright and modern cottage, perfect space design with every detail you expect.

Entire near Boston Cottage House: MBTA, T, all major roads, parking

Entire near Boston Cottage House: MBTA, T, all major roads, parking

Beautiful Lakeside Milford Family Home & Deck

3.0 star property
Beautiful Lakeside Milford Family Home & Deck

Weymouth Waterfront Getaway w/ Hot Tub & Pool!

3.0 star property
Weymouth Waterfront Getaway w/ Hot Tub & Pool!

Pet-friendly Revere Getaway, Steps From the T!

3.0 star property
Pet-friendly Revere Getaway, Steps From the T!

Charming Boston Area Home < 1 Mi to Revere Beach!

3.0 star property
Charming Boston Area Home < 1 Mi to Revere Beach!

Luxe 4BR 3 Bath North End & Faneuil Hall

3.0 star property
Luxe 4BR 3 Bath North End & Faneuil Hall

Football Fans Lake Retreat - 5 Mins to Gillette!

3.0 star property
Football Fans Lake Retreat - 5 Mins to Gillette!

Waltham Vacation Rental ~ 12 Mi to Downtown Boston

3.0 star property
Waltham Vacation Rental ~ 12 Mi to Downtown Boston
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.
Don't see what you're looking for?
See all available properties in Westwood
Save an average of 15% on thousands of hotels when you're signed in

Other property types in Westwood

Sonder 907 Main

4.0 star property
8.2 out of 10, Very Good, (425)
"The checkin and room key code access process is a little weird with needing to use an an app or complete it on their website, but other than that, it was a pleasant stay in a convenient part of town."
The price is SAR 483
SAR 560 total
includes taxes & fees
2 Feb - 3 Feb
Sonder 907 Main

No. 284 powered by Sonder

4.0 star property
9.4 out of 10, Exceptional, (859)
"The property was easy to get in and out of and close to many shops and restaurants"
The price is SAR 520
SAR 613 total
includes taxes & fees
26 Feb - 27 Feb
No. 284 powered by Sonder

Global Luxury Suites Downtown Boston

4.0 star property
8.0 out of 10, Very Good, (524)
"It’s set up like an air b and b so the kitchen was really nice for our group"
The price is SAR 412
SAR 930 total
includes taxes & fees
5 Feb - 6 Feb
Global Luxury Suites Downtown Boston
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.

Frequently asked questions

Why book your cottage in Westwood with Expedia?
Expedia has some excellent cottages in Westwood, so get ready for an unforgettable vacay on nature’s doorstep. If you’re sticking to a budget, select how much you’re willing to spend and the preferred star rating of your property. Or, try out our filters to search for cottages with a pool or a hot tub. We’ll help you find the right digs whatever your bank balance or plans.
How can I find cheap cottages in Westwood?
With Expedia’s convenient filter tool, locating cheap cottages in Westwood couldn’t be simpler. To find stays that are friendly on the wallet, tailor your search results by budget, amenities and star rating.