Holiday Homes in Chelsea

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Our top choices for Chelsea holiday 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 AU$963
includes taxes & fees
7 June - 8 June
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 AU$1,224
includes taxes & fees
18 June - 19 June
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, (11 reviews)
"Easy to find, very comfortable, clean and convenient"
United States
David W.
The price is AU$279
includes taxes & fees
7 June - 8 June
Charming garden level 1 bedroom 1 bath apartment in Brockton

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 AU$287
includes taxes & fees
9 June - 10 June
Modern Boston Stay, Full-Sized Kitchen, Electric Sauna, Added Driveway Parking

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 AU$541
includes taxes & fees
30 June - 1 July
Gorgeous Beacon Hills Studio next to State house

Spacious Greater Boston 3BR Townhouse Near I-93 • Parking • Pet-Friendly - 41

Spacious Greater Boston 3BR Townhouse Near I-93 • Parking • Pet-Friendly - 41
Quincy
9.6 out of 10, Exceptional, (29 reviews)
"We enjoyed our stay at this place. Comfortable and plenty of space for us."
United States
Jeff L.
The price is AU$529
includes taxes & fees
8 June - 9 June
Spacious Greater Boston 3BR Townhouse Near I-93 • Parking • Pet-Friendly - 41

2BR Historic Marblehead Home+Minutes to Beach

2BR Historic Marblehead Home+Minutes to Beach
Marblehead Historic District
10.0 out of 10, Exceptional, (21 reviews)
"Enjoyed our stay. "
United States
Mary D.
The price is AU$614
includes taxes & fees
9 June - 10 June
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
10.0 out of 10, Exceptional, (1 review)
"Easy-to-find location and charming accommodations. Everything was organized well and very clean. Would highly recommend this listing."
United States
Eva O.
The price is AU$300
includes taxes & fees
6 July - 7 July
Welcome in this charming one bedroom apartment located in Westwood. WorldCup2026

Charming 3-Beds In 2-bedrooms Apartment Near Quincy Adams

Charming 3-Beds In 2-bedrooms Apartment Near Quincy Adams
Quincy
9.4 out of 10, Exceptional, (3 reviews)
"It was close to the location where we were attending an event."
United States
Erica M.
The price is AU$400
includes taxes & fees
17 June - 18 June
Charming 3-Beds In 2-bedrooms Apartment Near Quincy Adams

Lorenzo Inn

Lorenzo Inn
Dorchester
10.0 out of 10, Exceptional, (1 review)
The price is AU$537
includes taxes & fees
9 June - 10 June
Lorenzo Inn

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 AU$624
includes taxes & fees
7 June - 8 June
Anchors Away Inn 2 Br Apt 1 min walk to the Beach King & Queen

Prime Location!WALK TO WATER & HISTORIC DISTRICT!PRIVATE Large first floor apt!

Prime Location!WALK TO WATER & HISTORIC DISTRICT!PRIVATE Large first floor apt!
Downtown Salem
9.6 out of 10, Exceptional, (101 reviews)
"nice place, great location. Host communicated well and was pleasant."
United States
Robert H.
The price is AU$518
includes taxes & fees
21 June - 22 June
Prime Location!WALK TO WATER & HISTORIC DISTRICT!PRIVATE Large first floor apt!

Bright & Stylish Coastal Retreat in Marblehead Historic Center w Parking!

Bright & Stylish Coastal Retreat in Marblehead Historic Center w Parking!
Marblehead
10.0 out of 10, Exceptional, (27 reviews)
"great place and location"
United States
Kacey C.
The price is AU$614
includes taxes & fees
8 June - 9 June
Bright & Stylish Coastal Retreat in Marblehead Historic Center w Parking!

Heights House - 93 Walkscore~Halloween~Grill

Heights House - 93 Walkscore~Halloween~Grill
Salem
9.0 out of 10, Wonderful, (4 reviews)
"Apartment was very clean and close to downtown Salem but on a quiet block. Host was very responsive and helpful. Would definitely stay here again. "
United States
Steve R.
The price is AU$488
includes taxes & fees
8 June - 9 June
Heights House - 93 Walkscore~Halloween~Grill

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, (17 reviews)
"The property was lovely and well kept! And the location was amazing! Very nice and quiet neighborhood - definitely recommend "
United States
Katherine B.
The price is AU$936
includes taxes & fees
7 June - 8 June
The Sunset Lighthouse Marblehead - Exclusive Waterfront 3brm/2.5bath Home

Boston 2Bd Kg-Qn Bds entire unshared space near Harvard, MIT Subway w/parking

Boston 2Bd Kg-Qn Bds entire unshared space near Harvard, MIT Subway w/parking
Ward Two
9.8 out of 10, Exceptional, (15 reviews)
"Overall, comfortable and well located. Host was quick to respond with any questions we had. "
United States
AJ V.
Boston 2Bd Kg-Qn Bds entire unshared space near Harvard, MIT Subway w/parking

2 bedroom's 1 bathroom 10 min-Airport/Downtown Boston 7 min-Encore Casino

2 bedroom's 1 bathroom 10 min-Airport/Downtown Boston 7 min-Encore Casino
Everett
10.0 out of 10, Exceptional, (8 reviews)
"Great neighborhood! House is beautiful and alot bigger then expected! If we ever get back to the area, this would be my first pick to stay. "
United States
Danielle s.
The price is AU$505
includes taxes & fees
7 June - 8 June
2 bedroom's 1 bathroom 10 min-Airport/Downtown Boston 7 min-Encore Casino

Newly Built Greater Boston Townhouse Near I-93 • Parking • Pet-Friendly - 39

Newly Built Greater Boston Townhouse Near I-93 • Parking • Pet-Friendly - 39
Quincy
9.6 out of 10, Exceptional, (52 reviews)
"Very clean and stay was enjoyable. "
United States
Sheldon S.
The price is AU$529
includes taxes & fees
8 June - 9 June
Newly Built Greater Boston Townhouse Near I-93 • Parking • Pet-Friendly - 39

PEACEFUL CHARM - Humble Luxury minutes from Boston, Beach & Casino

PEACEFUL CHARM - Humble Luxury minutes from Boston, Beach & Casino
Everett
9.2 out of 10, Wonderful, (5 reviews)
"This is a fantastic home with a lot of amenities. Barry, the host, was awesome to work with and went above and beyond to make our stay perfect. "
United States
Deanna K.
The price is AU$513
includes taxes & fees
8 June - 9 June
PEACEFUL CHARM - Humble Luxury minutes from Boston, Beach & Casino

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 AU$429
includes taxes & fees
7 June - 8 June
totally remodeled house with fitness room, close to Boston and Worcester
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 Holiday Homes information

Number of reviews
418
Accommodation
601 Holiday Homes
Lowest Price
AU$279
Highest Price
AU$1,224

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