Chelsea Vacation Rentals & Ski-in/Ski-out Homes

Compare Vacation Rentals & Ski-in/Ski-out Homes in Chelsea, Massachusetts, USA

New 3BR3Bth Entire House/Steps to Downtown & TD Garden
House
3BR3Bth Entire House/Steps to Downtown & TD Garden
From US $727 per night
10.0 (1 Review)
3 Bedrooms 6 Guests
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Beautiful 3BR 3BA Duplex parking Best Location Boston
Apartment
Beautiful 3BR 3BA Duplex parking Best Location Boston
From US $981 per night
|
10.0 (4 Reviews)
3 Bedrooms 7 Guests
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Château sur Mer Bed & Breakfast
Bed & Breakfast
Château sur Mer Bed & Breakfast
From US $211 per night
|
8.8 (205 Reviews)
1 Bedroom 2 Guests
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New Blueground | Assembly Square, pool, nr Mystic River
Apartment
Blueground | Assembly Square, pool, nr Mystic River
From US $221 per night
New
1 Bedroom 2 Guests
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Cheerful, sun-kissed room with workstation
House
Cheerful, sun-kissed room with workstation
From US $290 per night
10.0 (4 Reviews)
1 Bedroom 2 Guests
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Cityscape
Apartment
Cityscape
From US $539 per night
New
1 Bedroom 2 Guests
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New 4BR Boston Home 5-minute walk to Subway
Apartment
4BR Boston Home 5-minute walk to Subway
From US $1,192 per night
New
4 Bedrooms 12 Guests
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Walk to Constitution Beach Mid-Century Boston Gem
Apartment
Walk to Constitution Beach Mid-Century Boston Gem
From US $321 per night
|
10.0 (3 Reviews)
3 Bedrooms 6 Guests
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Boston Yacht Haven Inn & Marina
Hotel
Boston Yacht Haven Inn & Marina
From US $574 per night
|
10.0 (687 Reviews)
1 Bedroom 2 Guests
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New 4BR near Harvard/MIT +Parking +BBQ +Fire pit
Apartment
4BR near Harvard/MIT +Parking +BBQ +Fire pit
From US $977 per night
New
4 Bedrooms 16 Guests
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Waterfront Escape - Close to Airport & Downtown
Villa
Waterfront Escape - Close to Airport & Downtown
From US $1,247 per night
|
10.0 (2 Reviews)
4 Bedrooms 10 Guests
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3BR2Bth TD Garden,MIT,Harvard,BOS,2 Parking Spaces
Apartment
3BR2Bth TD Garden,MIT,Harvard,BOS,2 Parking Spaces
From US $436 per night
|
10.0 (2 Reviews)
3 Bedrooms 8 Guests
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Comfort and Location!
Apartment
Comfort and Location!
From US $583 per night
|
10.0 (1 Review)
1 Bedroom 6 Guests
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New Cozy 4BR near Boston+gameroom
Apartment
Cozy 4BR near Boston+gameroom
From US $603 per night
New
4 Bedrooms 10 Guests
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3BR3Bth Penthouse 2 Parking Spaces TD MIT Harvard
Apartment
3BR3Bth Penthouse 2 Parking Spaces TD MIT Harvard
From US $565 per night
|
10.0 (1 Review)
3 Bedrooms 8 Guests
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2BR2Bth 2 Parking Spaces,TD Garden,MIT,Harvard,BOS
Apartment
2BR2Bth 2 Parking Spaces,TD Garden,MIT,Harvard,BOS
From US $556 per night
|
10.0 (1 Review)
2 Bedrooms 6 Guests
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Beautiful 2 Bed Apt Minutes from Encore
Apartment
Beautiful 2 Bed Apt Minutes from Encore
From US $416 per night
|
10.0 (1 Review)
2 Bedrooms 4 Guests
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Amazing Location studio parking
Apartment
Amazing Location studio parking
From US $144 per night
|
10.0 (1 Review)
1 Bedroom 2 Guests
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Near Boston Historic two-bedroom with Modern Amenities
Apartment
Near Boston Historic two-bedroom with Modern Amenities
From US $271 per night
10.0 (274 Reviews)
2 Bedrooms 7 Guests
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Cozy as a Sunday - 2/BR sleep 6
Apartment
Cozy as a Sunday - 2/BR sleep 6
From US $438 per night
10.0 (1 Review)
2 Bedrooms 6 Guests
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Travelers Choice Best of Boston Houseboat Suite 1!
Boat Rental
Travelers Choice Best of Boston Houseboat Suite 1!
From US $483 per night
10.0 (232 Reviews)
1 Bedroom 2 Guests
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Somerville 1br w wd gym roof nr Assembly T BOS-840
Apartment
Somerville 1br w wd gym roof nr Assembly T BOS-840
From US $319 per night
10.0 (1 Review)
1 Bedroom 2 Guests
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Historic Home At Freedom Trail
Apartment
Historic Home At Freedom Trail
From US $275 per night
10.0 (174 Reviews)
1 Bedroom 4 Guests
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Charming and comfortable!
Apartment
Charming and comfortable!
From US $389 per night
|
9.8 (9 Reviews)
3 Bedrooms 6 Guests
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Fun, Family Friendly Restored Fire House 2 Bedroom Apt
Apartment
Fun, Family Friendly Restored Fire House 2 Bedroom Apt
From US $297 per night
10.0 (151 Reviews)
2 Bedrooms 6 Guests
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Luxury 2 Bed 2 Bath East Boston
Apartment
Luxury 2 Bed 2 Bath East Boston
From US $686 per night
|
9.8 (4 Reviews)
2 Bedrooms 4 Guests
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Entire Apt Near Wharf
Apartment
Entire Apt Near Wharf
From US $250 per night
|
9.8 (4 Reviews)
1 Bedroom 2 Guests
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Ikram's Place so close to Boston, Subway & Logan international Airport
Apartment
Ikram's Place so close to Boston, Subway & Logan international Airport
From US $243 per night
10.0 (111 Reviews)
2 Bedrooms 5 Guests
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Boston Luxury 3BR-Near Airport-Beach
Apartment
Boston Luxury 3BR-Near Airport-Beach
From US $208 per night
9.6 (6 Reviews)
3 Bedrooms 7 Guests
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Amazing Location in Little Italy with Roof Deck
Apartment
Amazing Location in Little Italy with Roof Deck
From US $434 per night
10.0 (54 Reviews)
1 Bedroom 2 Guests
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Casa de Los Clarey Boston Airport Beaches Off Street Parking Available
Apartment
Casa de Los Clarey Boston Airport Beaches Off Street Parking Available
From US $399 per night
10.0 (50 Reviews)
2 Bedrooms 6 Guests
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Wonderful FIDI 2br with Keyless Entry
Apartment
Wonderful FIDI 2br with Keyless Entry
From US $1,198 per night
|
9.5 (2 Reviews)
2 Bedrooms 4 Guests
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Bright & Spacious Loft Steps to the Freedom Trail
Condo
Bright & Spacious Loft Steps to the Freedom Trail
From US $331 per night
10.0 (48 Reviews)
1 Bedroom 4 Guests
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Endless Summer: Oceanside Views
Boat Rental
Endless Summer: Oceanside Views
From US $426 per night
10.0 (29 Reviews)
1 Bedroom 4 Guests
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Downtown Boston Financial District
Condo
Downtown Boston Financial District
From US $142 per night
10.0 (22 Reviews)
1 Bedroom 2 Guests
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♥Smart TV♥Pool♥Full Kitchen♥20min→Airport♥King
Apartment
♥Smart TV♥Pool♥Full Kitchen♥20min→Airport♥King
From US $206 per night
10.0 (9 Reviews)
1 Bedroom 3 Guests
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Stylish Apartment in Malden. 20 min from Boston
Apartment
Stylish Apartment in Malden. 20 min from Boston
From US $201 per night
9.5 (2 Reviews)
1 Bedroom 2 Guests
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Boston Harbor Hotel
Hotel
Boston Harbor Hotel
From US $773 per night
|
9.8 (1008 Reviews)
1 Bedroom 2 Guests
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Boston Harbor views Modern north end condo FREE PARKING!
Apartment
Boston Harbor views Modern north end condo FREE PARKING!
From US $850 per night
|
9.3 (12 Reviews)
3 Bedrooms 6 Guests
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Encore Boston Harbor
Hotel
Encore Boston Harbor
From US $294 per night
|
9.6 (3124 Reviews)
1 Bedroom 2 Guests
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Boston Harbor 1 BR | Desk+Wi-Fi | Kitchen
Apartment
Boston Harbor 1 BR | Desk+Wi-Fi | Kitchen
From US $364 per night
10.0 (1 Review)
1 Bedroom 3 Guests
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Modern East Boston 2 Bed 2 Bath
Apartment
Modern East Boston 2 Bed 2 Bath
From US $638 per night
|
9.3 (8 Reviews)
2 Bedrooms 4 Guests
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Canopy By Hilton Boston Downtown
Hotel
Canopy By Hilton Boston Downtown
From US $342 per night
|
9.6 (1015 Reviews)
1 Bedroom 2 Guests
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🎒 Boston Bound? Your Chic Base Camp is Here! 🗺️
Condo
🎒 Boston Bound? Your Chic Base Camp is Here! 🗺️
From US $363 per night
10.0 (1 Review)
2 Bedrooms 6 Guests
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North End 2BR Condo w Pool & Gym
Apartment
North End 2BR Condo w Pool & Gym
From US $802 per night
|
9.0 (8 Reviews)
2 Bedrooms 7 Guests
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Modern East Boston 2 Bed 2 Bath
Apartment
Modern East Boston 2 Bed 2 Bath
From US $341 per night
10.0 (1 Review)
2 Bedrooms 4 Guests
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Cozy Apt, minutes from Boston!
Apartment
Cozy Apt, minutes from Boston!
From US $375 per night
9.0 (5 Reviews)
1 Bedroom 4 Guests
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Modern 2/Bed 2/Bath Condo near Boston # W/Parking
Condo
Modern 2/Bed 2/Bath Condo near Boston # W/Parking
From US $340 per night
10.0 (1 Review)
2 Bedrooms 6 Guests
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Revere Vacation Rental Near MBTA about 7 Mi to Boston!
Apartment
Revere Vacation Rental Near MBTA about 7 Mi to Boston!
From US $329 per night
|
9.0 (4 Reviews)
3 Bedrooms 6 Guests
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Convenient 2 bed Apt in Everett a Short Walk to Encore
Apartment
Convenient 2 bed Apt in Everett a Short Walk to Encore
From US $323 per night
|
9.0 (4 Reviews)
2 Bedrooms 4 Guests
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Entire apartment, Boston in 14min, Beach in 4min!
Apartment
Entire apartment, Boston in 14min, Beach in 4min!
From US $283 per night
10.0 (1 Review)
2 Bedrooms 4 Guests
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Delightful Downtown Boston 2bed 2bath Apartment
Apartment
Delightful Downtown Boston 2bed 2bath Apartment
From US $1,331 per night
|
9.0 (2 Reviews)
2 Bedrooms 4 Guests
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Bold and Spacious 2 Bed in Boston Financial District
Apartment
Bold and Spacious 2 Bed in Boston Financial District
From US $1,123 per night
|
9.0 (1 Review)
2 Bedrooms 4 Guests
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Luxury 1BR near Boston 3072
Apartment
Luxury 1BR near Boston 3072
From US $250 per night
10.0 (1 Review)
1 Bedroom 2 Guests
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Clean East Cambridge 1BR w/Gym & W/D, near T Stop
Apartment
Clean East Cambridge 1BR w/Gym & W/D, near T Stop
From US $204 per night
10.0 (1 Review)
1 Bedroom 2 Guests
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3BR2Bth MIT Harvard TD Garden BOS 2 Parking Spaces
Apartment
3BR2Bth MIT Harvard TD Garden BOS 2 Parking Spaces
From US $365 per night
|
8.9 (6 Reviews)
3 Bedrooms 8 Guests
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Lovely Beacon Hill 1BR, by Blueground
Apartment
Lovely Beacon Hill 1BR, by Blueground
From US $187 per night
10.0 (1 Review)
1 Bedroom 2 Guests
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About Chelsea Vacation Rentals

Explore over 1270 vacation rentals in Chelsea with SunSki Resorts. These accommodations, comprising vacation homes, cottages, cabins, and condos, boast excellent amenities at great value, ensuring comfort and luxury. Enhance your stay with SunSki Resorts in Chelsea for more space and value.

In search of last-minute deals or the best bargains on vacation rentals? With SunSki Resorts, you can conveniently compare various options and deals in Chelsea. Discover rentals with desirable amenities like swimming pools, hot tubs, and pet-friendly options. Find the ideal vacation rental in Chelsea tailored to your preferences. On average, these rentals offer 694.18 ft² of space, and are priced at an average of US $383 per night.

SunSki Resorts simplifies and secures the process of finding and comparing vacation rentals in Chelsea at prices typically 30-40% lower than hotels. Discover your perfect vacation rental and book now.

Other Places to Stay in Chelsea, MA


Naval Hospital Boston Historic District 1,937 Properties
Apollinaire Theatre Company 1,694 Properties
Bellingham Square Historic District 1,496 Properties
Chelsea Garden Cemetery 1,479 Properties
Mass General: Chelsea HealthCare Center 1,245 Properties
Boston Paintball 619 Properties

Frequently Asked Questions About Chelsea?

What are the top vacation rentals in Chelsea?

How many SunSkiResorts vacation rentals or resorts are available in Chelsea?

Discover the ideal vacation rental in Chelsea with SunSki Resorts™. We provide an extensive selection of over 1270 properties, encompassing vacation homes, private villas, cottages, and more. Explore our listings to find the perfect place to stay for your upcoming trip to Chelsea.

Nearby Neighborhood (1)

Neighborhood Property Count
Harbor View - Orient Heights Vacation Rentals in Boston, Massachusetts 302

There are 1270 Chelsea, MA Vacation Rentals

Recently Booked Hotels, Resorts, or Rentals in Chelsea