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Browse Select Chelsea Cottages

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

Quiet and Cozy Cottage at Sandy Cove 1 BR Sleeps 4

Quiet and Cozy Cottage at Sandy Cove 1 BR Sleeps 4

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

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

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!

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 Views: Historic Marblehead Home

3.0 star property
Waterfront Views: Historic Marblehead Home

NEW -Lakefront 2 Bed / 3 bath + Extra Bed off of living room

3.0 star property
10.0 out of 10, Exceptional, (8)
"We stayed at this lovely cottage on our trip to Salem,Ma and it is conveniently located within about 20 mins to Salem. While we were not visiting Salem we ventured around Gloucester and visited many delicious restaurants and viewed the ocean. 10/10 recommend and look forward to coming back!"
NEW -Lakefront 2 Bed / 3 bath + Extra Bed off of living room

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

The Little House. Historic 2-BR waterfront cottage in Winchester w/ WiFi, AC

The Little House. Historic 2-BR waterfront cottage in Winchester w/ WiFi, AC

4 Bedroom Cape house - steps to the beach

4 Bedroom Cape house - steps to the beach

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

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

Weymouth Waterfront Getaway w/ Hot Tub & Pool!

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

Charming Boston Area Home < 1 Mi to Revere Beach!

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

Pet-friendly Revere Getaway, Steps From the T!

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

Waltham Vacation Rental ~ 12 Mi to Downtown Boston

3.0 star property
Waltham Vacation Rental ~ 12 Mi to Downtown Boston

Pet-friendly Lynn Home w/ Patio - 3 Mi to Beach!

3.0 star property
Pet-friendly Lynn Home w/ Patio - 3 Mi to 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.
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Other property types in Chelsea

Sonder 907 Main

4.0 star property
8.2 out of 10, Very good, (448)
"You will have to park in a garage, which isn't ideal, but it was a really nice hotel room. "
The price is CA $244
CA $282 total
includes taxes & fees
Apr 22 - Apr 23
Sonder 907 Main

Maverick Suites at 28 Fenway

3.0 star property
9.0 out of 10, Wonderful, (173)
"Very clean and quiet "
The price is CA $147
CA $309 total
includes taxes & fees
Apr 7 - Apr 8
Maverick Suites at 28 Fenway

Temple Place Suites

2.5 star property
6.8 out of 10, (192)
"The bed is super comfortable, self check in instructions are clear. Microwave, fridge, hairdryer and coffee maker all work excellently. The only downside is the shower hot water takes forever to start, and the heater is very noisy. It’s also close to the road, so the noises from the construction and roads are very noisy. Love the fact there’s elevator. "
The price is CA $170
CA $274 total
includes taxes & fees
Apr 16 - Apr 17
Temple Place Suites
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 Chelsea with Expedia?
Booking a cottage in Chelsea is as easy as clicking on your travel dates and choosing your ideal place for outdoor recreation and relaxation. From upmarket retreats to affordable stays and cottages that come with perks like a pool, Expedia has something for all tastes and styles. As for awesome deals? We’ve have them as well!
How can I find cheap cottages in Chelsea?
With Expedia’s filter tool, locating cheap cottages in Chelsea couldn’t be simpler. To view accommodations that’ll make your wallet smile, narrow your search results by amenities, star rating and budget.
What is there to do in Chelsea near my cottage?
After you’ve unpacked your bags and settled in, get out and discover the incredible things Chelsea has on offer. Chelsea Garden Cemetery is a great attraction to add to your to-do list.