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Best Vacation rentals and Airbnb offers in Chelsea, MA
9.5 417 reviews
Chelsea, MA
07/15 – 07/19
$396/nighttotal: $1584 (4 )
Charming Studio On Boston's Iconic Newbury St. #8
1 1
studio , Boston
This Back Bay studio is a perfect choice for travelers seeking a convenient and comfortable stay in Boston. Located adjacent to the Boston Public Garden and within walking distance of Fenway Park and the Boston Museum of Fine Arts, this studio offers an excellent location rating and proximity to major landmarks. With an impressive user rating and excellent cleanliness rating, this studio boasts a modern interior with a fully equipped kitchenette, air conditioning, and free Wi-Fi. The studio has a floor area of 300 square feet and can accommodate up to two guests, making it ideal for couples or solo travelers.
8.2 4 reviews
Chelsea, MA
09/25 – 10/04
$1293/nighttotal: $11637 (9 )
Vibehaus Midtown
1 6
apartment , 1.9 miles from Times Square
VibeHaus Midtown is a New York City apartment located in Midtown Manhattan, offering a 13-minute walk to the New York Public Library, half a mile to Madison Square Garden and Penn Station, and a 10-minute walk to the Jacob K. Javits Convention Center. This pet-friendly rental accommodates up to 19 guests and features air conditioning, complimentary Wi-Fi, and a full kitchen, with nearby attractions including Macy's and Bryant Park.
9.6 11 reviews
Chelsea, MA
08/20 – 11/19
$177/nighttotal: $16107 (91 )
Boston 2-bedroom Apt W Living Room
1 2
apartment , Boston
This Boston apartment rental offers a central location, providing easy access to the city's major attractions, though specific distances remain unspecified. The two-bedroom, one-bathroom unit sleeps three guests and includes a kitchen with a refrigerator and microwave, air conditioning, and internet access; nearby shops and public transportation ensure convenient access to local amenities.
9.5 65 reviews
Chelsea, MA
07/15 – 07/19
$199/nighttotal: $796 (4 )
Giant One Bedroom With Parking
1 1
apartment , Melrose
This Melrose apartment rental is conveniently located six miles from Boston, offering easy access to public transportation and proximity to local grocery stores, cafes, and restaurants. The one-bedroom unit sleeps three guests and features a fully equipped kitchen with a fridge, freezer, microwave, and dishwasher, plus on-site laundry facilities and free off-street parking.
10 1 review
Chelsea, MA
06/27 – 07/04
$267/nighttotal: $1869 (7 )
Lovely 1br Near Encore Boston 8308
1 2
apartment , Everett
This Everett apartment rental is conveniently located near Encore Boston Harbor casino, a 10-minute walk away, offering easy access to major Boston attractions and universities within a short drive. This 700-square-foot apartment features three bedrooms, one bathroom, a fully equipped kitchen with a fridge, microwave, and dishwasher, in-unit laundry, and parking for one vehicle; it comfortably sleeps three guests.
Chelsea, MA
06/27 – 07/04
$257/nighttotal: $1799 (7 )
Welcoming 1br Near Encore Boston 7537
1 2
apartment , Everett
This Everett apartment rental is conveniently located near the Encore Boston Harbor casino, a 10-minute walk away, offering easy access to Boston's attractions within a short drive. This 700-square-foot unit features one bedroom, one bathroom, sleeps three guests comfortably with a queen bed and pull-out sofa, and includes a fully equipped kitchen, in-unit laundry, and assigned parking.
9.9 137 reviews
Chelsea, MA
09/14 – 09/18
$303/nighttotal: $1212 (4 )
Bright & Private 700sq Ft 1 Bedroom/gilman Sq
1 2
apartment , Somerville
This Somerville, MA studio apartment near Gilman Square offers easy access to Boston and Cambridge via the new train station, a 15-minute drive from Logan Airport. The unit features a queen-size bed, full bathroom, free street parking with a visitor pass (paid private parking available for $20/day), and accommodates two guests, registered for short-term rentals with the City of Somerville.
9.6 141 reviews
Chelsea, MA
09/14 – 09/18
$412/nighttotal: $1648 (4 )
10 Min To Boston And Near Airport W/free Parking
2 2
apartment , Chelsea
This Chelsea house rental boasts a central location, a 10-minute drive from Boston's downtown area, Seaport District, and the Boston Convention and Exhibition Center, and 30 minutes from Salem. The four-bedroom home, perfect for families or groups, features a fully equipped kitchen with a dishwasher and microwave, a private garden, free parking for two cars (potentially three), and modern amenities including a smart TV and air conditioning.
Chelsea, MA
08/20 – 11/19
$259/nighttotal: $23569 (91 )
Sterling 1br At Everett | Pool & Gym
5 2
apartment , Everett
This Everett condo is centrally located, offering a 3-minute drive to Encore Boston Harbor and a 5-minute drive to Assembly Row. This 500 sq ft dwelling features 5 bedrooms, 1 bathroom, accommodates up to 4 guests, and includes a full kitchen, in-unit laundry, Wi-Fi, and access to a communal pool and garden.
Chelsea, MA
06/27 – 07/04
$206/nighttotal: $1442 (7 )
1br Near Encore Boston 0531
1 2
apartment , Everett
This Everett apartment rental is conveniently located near Encore Boston Harbor casino, a 10-minute walk away, offering easy access to Boston's Seaport district and attractions like Fenway Park within a 15-minute drive. This 700-square-foot unit features one bedroom, one bathroom, and sleeps three guests comfortably with a queen bed and queen-size pull-out sofa bed; amenities include free parking, a fully equipped kitchen, in-unit laundry, and self-check-in.
10 28 reviews
Chelsea, MA
08/20 – 11/19
$109/nighttotal: $9919 (91 )
East Boston- Newly Renovated, Prof. Clean, 1bd Apt
1 2
apartment , Boston
This East Boston apartment is conveniently located just a short walk from Maverick and Airport T stations on the Blue Line, making it easy to explore all that Boston has to offer. The apartment has received excellent ratings for its location, cleanliness, and overall experience. This one-bedroom rental comfortably accommodates two guests. The apartment features a fully equipped kitchen, a cozy living area with a smart TV, and a modern bathroom. Guests can enjoy access to free laundry, a patio, and premium internet.
9.0 2 reviews
Chelsea, MA
09/25 – 10/04
$1029/nighttotal: $9261 (9 )
Elegant & Modern Nyc Retreat
2 6
apartment , 1.9 miles from Times Square
This Midtown Manhattan unit offers convenient access to major attractions, situated a short walk from Herald Square, Bryant Park, and Penn Station, with Times Square, the Empire State Building, and Broadway theaters nearby. This 2-bedroom, 1-bathroom apartment accommodates up to 6 guests and features a full kitchen with a fridge, microwave, and dishwasher, plus air conditioning, internet, and parking.
Compare Vacation Rentals for Families in Chelsea, MA
These kid-friendly vacation rentals in Chelsea, MA keep you close to top city attractions for a stress-free family vacation.
This East Somerville rental is conveniently located near the Sullivan Square T station (a 7-minute walk), Assembly Row (a 10-minute walk), and offers easy access to Kendall Square, MIT, and Harvard. The four-bedroom, two-bathroom apartment sleeps eight guests, features a fully equipped kitchen with dishwasher, in-unit laundry, free parking for two vehicles, and family-friendly amenities like a high chair and crib available upon request.
9.9 94 reviews
Chelsea, MA
08/20 – 11/19
$206/nighttotal: $18746 (91 )
Private Luxury Retreat | Pool · Gym · Parking
1 2
apartment , Everett
This Everett apartment rental, located in the Commercial Triangle, offers easy access to downtown Boston via the Silver Line and Route 1. The two-bedroom, two-bathroom unit sleeps six, boasting a modern kitchen with quartz countertops, in-suite laundry, a 55-inch smart TV, and resort-style amenities including a pool, fitness center, and pet spa.
10 1 review
Chelsea, MA
06/27 – 07/04
$1053/nighttotal: $7371 (7 )
Luxury South End Apartment With City Views
1 2
apartment , Boston
This South End Boston rental is conveniently located near the Museum of Fine Arts, Boston, and offers easy access to shopping on Newbury Street and Harvard Square. The 750-square-foot apartment features one bedroom, one bathroom, sleeps five, and includes a fully equipped kitchen, in-unit laundry, and a swimming pool.
9.9 242 reviews
Chelsea, MA
09/14 – 09/18
$358/nighttotal: $1432 (4 )
Gorgeous Apt Near Boston/assembly/encore/harvard
3 2
apartment , Somerville
This Somerville apartment is located in Assembly Row, a short walk from shops and restaurants, and less than a 10-minute drive to Faneuil Hall, the North End, and downtown Boston. The apartment has excellent user, location, and cleanliness ratings. The three-bedroom unit comfortably accommodates six guests with queen-size beds in each room and a desk. Enjoy modern amenities like central air conditioning, free parking, a washer and dryer, a fully equipped kitchen, and a large smart TV.
Best Chelsea, MA vacation rentals with parking
9.4 6 reviews
Chelsea, MA
09/14 – 09/18
$387/nighttotal: $1548 (4 )
Cozy 3bd 1ba Near Beach T-10 Min From Boston
3 2
apartment , Revere
This Revere condo offers proximity to major attractions, situated just a 7-minute drive from Encore Boston Harbor and TD Garden, with other Boston landmarks like the New England Aquarium and Museum of Science easily accessible. This 3-bedroom, 1-bathroom rental accommodates up to 8 guests and features a private terrace with outdoor furniture, complimentary Wi-Fi, a fully equipped kitchen with an oven and stovetop, and on-site parking.
Chelsea, MA
06/27 – 07/04
$327/nighttotal: $2289 (7 )
Beacon Hill Charm
1 2
apartment , Boston
This private apartment in a historic Beacon Hill brownstone is located a short walk from Boston Common and the Charles River, offering convenient access to Boston's restaurants, shops, and historic sites. This studio flat accommodates up to two guests and features a kitchenette with a microwave and mini-fridge, a full-sized bed, an ensuite bathroom, and a desk, with amenities including air conditioning, internet, and parking.
9.6 16 reviews
Chelsea, MA
09/14 – 09/18
$298/nighttotal: $1192 (4 )
Modern 2br Home Close To Campus & 10 Min Boston
3 2
apartment , Medford
This Medford house rental is conveniently located 1.1 miles from Assembly Row, 2.4 miles from Encore Boston Harbor, and under 3 miles from LEGOLAND Discovery Center, offering easy access to public transportation and Boston via Wellington and Malden Center train stations. This three-bedroom, one-bathroom home sleeps five guests and features a fully equipped kitchen with a refrigerator, microwave, oven, and stovetop, a Smart TV, in-house games and books, and a terrace/balcony.
8.0 1 review
Chelsea, MA
06/27 – 07/04
$269/nighttotal: $1883 (7 )
Beautiful 1br Near Encore Boston 8387
1 2
apartment , Everett
This Everett apartment rental is conveniently located near the Encore Boston Harbor casino, a 10-minute walk away, offering easy access to Boston's Seaport district and major universities. This 700-square-foot unit features one bedroom, one bathroom, and sleeps up to three guests with a queen bed and queen-size sofa bed; amenities include free on-site parking, in-unit laundry, and a fully equipped kitchen.
Frequently Asked Questions about vacation rentals in Chelsea, MA
What are the top family-friendly attractions in Chelsea, MA?
Chelsea is a great place for families. The Chelsea Public Library has a great children's section and often hosts family-friendly events. The Chelsea Soldiers Home offers a peaceful walk through its grounds and a chance to learn about the history of the military. The Chelsea Creek Park is a nice place to have a picnic or play with the kids.
What are the best Airbnb and vacation rentals in Chelsea, MA?
When is the best time to book a vacation rental in Chelsea, MA?
The best time to book a vacation rental in Chelsea depends on what you're looking for. If you want to avoid the crowds, book in the shoulder seasons, like spring or fall. If you want to experience the city's festivals, book during the summer months.
What are the best budget-friendly activities in Chelsea, MA?
Chelsea has plenty of budget-friendly activities. You can walk or bike along the Chelsea Creek, visit the Chelsea Historical Society Museum, or explore the Chelsea Public Library. You can also find some great deals on food at the local restaurants.
What are the best vacation rentals with a pool in Chelsea, MA?
What are the best restaurants with local dishes in Chelsea, MA?
Chelsea has a great variety of restaurants. For local dishes, try the seafood at The Landing Restaurant or the Italian food at La Cucina. If you're looking for something more casual, try the burgers at The Chelsea Diner.
What are the best rentals for families and kids in Chelsea, MA?
What are the best walking or cycling routes in Chelsea, MA?
Chelsea is a great place to explore on foot or by bike. You can walk or bike along the Chelsea Creek, which offers beautiful views of the city and the Boston skyline. You can also bike the Tobin Bridge for a scenic ride.
What are the best rentals or Airbnbs with a jacuzzi in Chelsea, MA?
Are there pet-friendly attractions in Chelsea, MA?
Chelsea has a few pet-friendly attractions. The Chelsea Creek Park is a great place to walk your dog, and the Chelsea Soldiers Home has a designated pet-friendly area.
What are the benefits of choosing a vacation rental in Chelsea, MA?
Vacation rentals offer more space and privacy than hotels. They can also be a more affordable option, especially for families or groups. Many rentals are located in residential neighborhoods, which can give you a more authentic experience of the city.
What are the top sports attractions and facilities in Chelsea, MA?
Chelsea is home to the Chelsea High School athletic facilities, which include a football field, a track, and a baseball field. The city also has a few parks with basketball courts and playgrounds. You can also find a few gyms and fitness centers in the area.
Destinations nearby
Choose the Right Vacation Rentals with a Terrace in Chelsea, MA
Enjoy your own private terrace with city skyline views at these vacation rentals in Chelsea, MA.
Chelsea, MA
08/20 – 11/19
$545/nighttotal: $49595 (91 )
98 M² Apartment ∙ 2 Bedrooms ∙ 5 Guests
2 2
apartment , Boston
Vacation rental listing for 5 people. You will be based in Boston. Services and facilities include a kitchen, air conditioning and an elevator.
Chelsea, MA
06/27 – 07/04
$1210/nighttotal: $8470 (7 )
Prime Seaport 2br Steps To Convention Center
2 2
apartment , Boston
This 2-bedroom, 2-bathroom condo offers a prime Seaport district location in Boston, steps from the Convention Center and within 1.7 miles of the Old State House and Custom House. This air-conditioned rental includes Wi-Fi, on-site parking, a full kitchen, and a terrace, accommodating up to 7 guests with a check-out between 8 AM and 11 AM.
10 2 reviews
Chelsea, MA
07/15 – 07/19
$498/nighttotal: $1992 (4 )
Peace In The City - Humble Luxury Minutes From Boston, Beach & Casino
2 1
apartment , Everett
This Everett vacation home offers easy beach access and is located 2 miles from Encore Boston Harbor and within 6 miles of the TD Garden and Boston Harbor. The 1190-square-foot property features three bedrooms, one bathroom, a sofa bed, and accommodates up to six guests with amenities including free parking, Wi-Fi, and a private balcony.
9.6 14 reviews
Chelsea, MA
09/14 – 09/18
$487/nighttotal: $1948 (4 )
3br2bth Parking Cambridge Boston W&d Subway Ac
3 2
house , Somerville
This Somerville vacation home is conveniently located near Inman Square, 1.2 miles from the Central Square Theater, 1.4 miles from MIT, and close to Cambridge College and the Peabody Museum. This 1,100-square-foot house features three bedrooms, two bathrooms, free parking, and accommodates up to 13 guests, offering amenities such as a fully equipped kitchen, air conditioning, and a terrace.
Discover Pet-Friendly Vacation Rentals in Chelsea, MA
Experience a pet-friendly stay in Chelsea, MA with vacation rentals located steps away from city dog parks and walking trails.
10 18 reviews
Chelsea, MA
06/27 – 07/04
$262/nighttotal: $1834 (7 )
Cedar & Brick On The Hill
1 2
apartment , Boston
This Beacon Hill guesthouse provides a prime Boston location, situated a short walk from Boston Common and offering convenient access to the Charles River, as well as the city's premier dining, shopping, and historic sites. This 1-bedroom, 1-bathroom accommodation for two guests includes essential amenities such as air conditioning, internet, and a kitchen equipped with a fridge, freezer, microwave, and dishwasher, making it an ideal base for exploring Boston.
10 1 review
Chelsea, MA
07/15 – 07/19
$258/nighttotal: $1032 (4 )
Unit 22 Luxurious 1br Apartment Long-term Stays
1 1
apartment , Chelsea
This 1-bedroom Chelsea apartment is located 1.9 miles from Logan Airport, 2.9 miles from TD Garden, and 3 miles from Old North Church. This 780-square-foot unit accommodates up to 5 guests and features a fully equipped kitchen with a dishwasher and oven, air conditioning, and complimentary WiFi.
Chelsea, MA
07/15 – 07/19
$381/nighttotal: $1524 (4 )
Simple 1br | Financial District | Keyless Entry
1 1
apartment , Boston
This 1-bedroom apartment is located in downtown Boston, 3 minutes on foot from public transportation and approximately 1.1 miles from Mass General Hospital. This downtown Boston condo offers a fully stocked kitchen, air conditioning, and in-building laundry, ideal for 2 guests with self-check-in and close proximity to Faneuil Hall Marketplace and the New England Aquarium.
10 1 review
Chelsea, MA
08/20 – 11/19
$325/nighttotal: $29575 (91 )
Beauty In Back Bay, 1br W/ Gym, Close To The Common By Blueground
1 2
apartment , Boston
This Bay Village rental is ideally located a short walk from Boston Common, Copley Square, and Boylston Street, providing easy access to major Boston attractions and public transportation (Arlington and Boylston stations within an 8-minute walk). The one-bedroom apartment sleeps two, features a fully equipped kitchen with dishwasher, in-unit laundry, and a fitness center onsite, plus nearby access to an arcade/game room.