Chelsea Vacation Rentals

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Our top choices for Chelsea vacation homes

Waterfront House Minutes from the Boston Downtown, Airport, Encore Casino

Waterfront House Minutes from the Boston Downtown, Airport, Encore Casino
Chelsea
9.4 out of 10, Exceptional, (105 reviews)
"host was so welcoming and we enjoyed they stay"
United States
Roshawn D.
The price is CA $497
CA $952 total
includes taxes & fees
Jun 4 - Jun 5
Waterfront House Minutes from the Boston Downtown, Airport, Encore Casino

The Maverick - Luxurious Apartment - Near Airport/Downtown

The Maverick - Luxurious Apartment - Near Airport/Downtown
Chelsea
9.2 out of 10, Wonderful, (13 reviews)
"I enjoyed the stay.. Everything went well."
United States
Jensy Lorushama
The price is CA $779
CA $1,302 total
includes taxes & fees
Jun 18 - Jun 19
The Maverick - Luxurious Apartment - Near Airport/Downtown

Charming garden level 1 bedroom 1 bath apartment in Brockton

Charming garden level 1 bedroom 1 bath apartment in Brockton
Brockton
8.0 out of 10, Very good, (10 reviews)
"Easy to find, very comfortable, clean and convenient"
United States
David W.
The price is CA $123
CA $230 total
includes taxes & fees
May 27 - May 28
Charming garden level 1 bedroom 1 bath apartment in Brockton

3BR3Bth Entire House/Steps to Downtown & TD Garden

3BR3Bth Entire House/Steps to Downtown & TD Garden
North End
10.0 out of 10, Exceptional, (11 reviews)
"This place is so cool! Was incredibly clean, updated and offered all the amenities you need for a weekend get away. The location is wonderful as well with lots of markets, bakeries and restaurants all within walking distance. This is a must stay! "
United States
mary j.
The price is CA $224
CA $658 total
includes taxes & fees
May 26 - May 27
3BR3Bth Entire House/Steps to Downtown & TD Garden

3BR pet-friendly Quincy house w/parking — near Adams Park 383

3BR pet-friendly Quincy house w/parking — near Adams Park 383
Quincy
9.8 out of 10, Exceptional, (49 reviews)
"The host was welcoming and answered all of my messages to her really fast. The house itself was beautiful, very clean, and close to everything."
United States
Deletra S.
The price is CA $182
CA $463 total
includes taxes & fees
May 25 - May 26
3BR pet-friendly Quincy house w/parking — near Adams Park 383

Just Ducky: Lake Front, Easy Access to Boston, Mobility Friendly

Just Ducky: Lake Front, Easy Access to Boston, Mobility Friendly
Wilmington
The price is CA $277
CA $975 total
includes taxes & fees
May 25 - May 26
Just Ducky: Lake Front, Easy Access to Boston, Mobility Friendly

Gorgeous Beacon Hills Studio next to State house

Gorgeous Beacon Hills Studio next to State house
Beacon Hill
9.8 out of 10, Exceptional, (33 reviews)
"We had a great stay and host was welcoming and responsive. Thanks!"
United States
Eric M.
The price is CA $260
CA $504 total
includes taxes & fees
May 31 - Jun 1
Gorgeous Beacon Hills Studio next to State house

Modern Boston Stay, Full-Sized Kitchen, Electric Sauna, Added Driveway Parking

Modern Boston Stay, Full-Sized Kitchen, Electric Sauna, Added Driveway Parking
Dorchester
8.8 out of 10, Excellent, (5 reviews)
"Great place for our overnight stay. Red line was close by to get us in and out of Boston. Host was incredibly responsive. She suggested a restaurant close by, via Cannuccia.. stunning pastries on the weekend. "
United States
Ingrid
The price is CA $175
CA $285 total
includes taxes & fees
May 25 - May 26
Modern Boston Stay, Full-Sized Kitchen, Electric Sauna, Added Driveway Parking

Moody Salem Home Away From Home

Moody Salem Home Away From Home
Salem
9.8 out of 10, Exceptional, (26 reviews)
"Host was very nice we enjoyed our stay at your bra home thank your for having us "
United States
Chris M.
The price is CA $124
CA $380 total
includes taxes & fees
May 26 - May 27
Moody Salem Home Away From Home

2BR Historic Marblehead Home+Minutes to Beach

2BR Historic Marblehead Home+Minutes to Beach
Marblehead Historic District
10.0 out of 10, Exceptional, (20 reviews)
"Location and amenities were great! Close to everything , yet private. Comfortable and clean . Host was most helpful.Will definitely try to stay again when traveling to the area ."
United States
George G.
The price is CA $235
CA $614 total
includes taxes & fees
Jun 4 - Jun 5
2BR Historic Marblehead Home+Minutes to Beach

Welcome in this charming one bedroom apartment located in Westwood. WorldCup2026

Welcome in this charming one bedroom apartment located in Westwood. WorldCup2026
Westwood
The price is CA $249
CA $367 total
includes taxes & fees
Jun 1 - Jun 2
Welcome in this charming one bedroom apartment located in Westwood. WorldCup2026

Cozy three-bedroom home close to Boston w/ plenty of parking

Cozy three-bedroom home close to Boston w/ plenty of parking
North Braintree
10.0 out of 10, Exceptional, (48 reviews)
"The house was just what we needed and the stay was super simple. "
United States
Chris B.
The price is CA $224
CA $568 total
includes taxes & fees
May 25 - May 26
Cozy three-bedroom home close to Boston w/ plenty of parking

totally remodeled house with fitness room, close to Boston and Worcester

totally remodeled house with fitness room, close to Boston and Worcester
Framingham
9.0 out of 10, Wonderful, (10 reviews)
"Property was as described. It was clean and owner was very responsive. Could walk to great coffee shop. "
United States
michelle s.
The price is CA $187
CA $378 total
includes taxes & fees
May 25 - May 26
totally remodeled house with fitness room, close to Boston and Worcester

Two Bedroom Home, 10min Downtown Boston, Logan Airport and Free Parking

Two Bedroom Home, 10min Downtown Boston, Logan Airport and Free Parking
Revere
Two Bedroom Home, 10min Downtown Boston, Logan Airport and Free Parking

Eagles Landing - Logan Airport

Eagles Landing - Logan Airport
East Boston
The price is CA $156
CA $304 total
includes taxes & fees
May 26 - May 27
Eagles Landing - Logan Airport

Pet-Friendly 4BR Home in Randolph with 4 Parking Spaces 17

Pet-Friendly 4BR Home in Randolph with 4 Parking Spaces 17
Randolph
10.0 out of 10, Exceptional, (5 reviews)
"It was a cozy and clean home with everything needed to accommodate your stay. My family and young nephews had a great time here and I’d recommend it to anyone looking to visit Boston"
United States
Nicholas P.
The price is CA $196
CA $603 total
includes taxes & fees
May 25 - May 26
Pet-Friendly 4BR Home in Randolph with 4 Parking Spaces 17

Entire 4BR 2 Bath Home l Minutes to Downtown Salem

Entire 4BR 2 Bath Home l Minutes to Downtown Salem
Salem
10.0 out of 10, Exceptional, (22 reviews)
"Our stay was fantastic. Great location, only an 8 minute walk to Essex st. Great host as well! "
United States
Adam R.
The price is CA $266
CA $692 total
includes taxes & fees
May 25 - May 26
Entire 4BR 2 Bath Home l Minutes to Downtown Salem

Anchors Away Inn 2 Br Apt 1 min walk to the Beach King & Queen

Anchors Away Inn 2 Br Apt 1 min walk to the Beach King & Queen
Bayside
9.8 out of 10, Exceptional, (15 reviews)
"Great property, clean, close to a baseball field which we loved. Super close to a beautiful beach that our kids enjoyed skim boarding and swimming in. "
United States
Candice C.
The price is CA $247
CA $581 total
includes taxes & fees
May 27 - May 28
Anchors Away Inn 2 Br Apt 1 min walk to the Beach King & Queen

Salem Common Cozy Nest

Salem Common Cozy Nest
Salem
The price is CA $137
CA $394 total
includes taxes & fees
Jun 9 - Jun 10
Salem Common Cozy Nest

The Sunset Lighthouse Marblehead - Exclusive Waterfront 3brm/2.5bath Home

The Sunset Lighthouse Marblehead - Exclusive Waterfront 3brm/2.5bath Home
Marblehead
9.8 out of 10, Exceptional, (16 reviews)
"Perfect location on Marblehead Neck with stunning views of the harbor. The house was just right for a family of 5 adults. We would come back and would recommend this lovely house to anyone. "
United States
Debbie B.
The price is CA $332
CA $838 total
includes taxes & fees
Jun 1 - Jun 2
The Sunset Lighthouse Marblehead - Exclusive Waterfront 3brm/2.5bath Home
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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Top Chelsea Hotel Reviews

Find out more about Chelsea

Chelsea Vacation Homes information

Number of reviews
362
Accommodation
572 Vacation Homes
Lowest Price
CA $230
Highest Price
CA $1,302

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