
House holiday rentals in Chelsea
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Top-rated house rentals in Chelsea
Guests agree: these houses are highly rated for location, cleanliness and more.

Charming 4R Boston home w/parking, 5 min to Casino
• Bus stop in front with big parking • Short drive or public transit to downtown Boston, Fenway, Encore Casino, tourist spots • 4 renovated cozy bedrooms and office with height adjustable desk • Master bedroom on third floor with privacy bathroom • 3 bedrooms on second floor share renovated bathroom with washlet • Open floor connect living room, dining room, kitchen • Entertainment room and Laundry in basement • Covered-front deck, relax patio backyard • Nearby public park Cameras record outside

Brand New 3Bed2bath Home Near Logan, Boston &Salem
Welcome to your home away from home! Enjoy a comfortable, stylish, and stress-free stay in this brand-new 3-bedroom home, perfectly located just minutes from Boston’s most popular destinations. Whether you’re traveling with family, visiting for work, or planning a getaway, this space is designed to make you feel relaxed, welcomed, and truly at home. You’ll be just 15 minutes from Logan Airport, Downtown Boston, Salem, Revere Beach, and major highways, with the convenience of free on-site parking

Beautiful home next to train to Boston, near Salem
Boston and Salem location, 3-story condo in two-unit building with its own entrance. Kitchen is brand-new, with a large bar area and all the appliances. One bedroom with a king-size bed is located on the main 2nd level. Two bedrooms upstairs, with one King bed and one Queen bed. It is located within walking distance to the Wakefield commuter rail with trains running into downtown Boston. Also, adjacent to a walkable park around a stunning lake, and a small downtown with stores and restaurants.

Gorgeous Retreat - Amazing Kitchen - Hosts 6
PEACE IN THE CITY - Humble Luxury minutes from Boston, Beach & Casino Whether you travel for outdoor adventure, beach time, family bonding or just hanging out, this gorgeous two-bedroom home – just minutes away from the beach and Encore Casino and less than 20 minutes from the city center – was lovingly renovated and outfitted to curate an experience of being at home, at peace, and surrounded with quiet beauty. Restaurants, Grocery Store, Pharmacy and other conveniences within minutes walk.

Renovated Cozy City Getaway
Newly renovated cozy 1 bedroom home located on the hills of Beachmont, walking distance from the MBTA train station and Revere Beach. Enjoy sitting on the deck overlooking the Belle Isle Marsh Reservation and Boston Logan Airport in the distance. Take a walk along the beach or take the train into Boston. The location is a 5-10 minute ride to the Airport and a 15 minute train ride to downtown Boston. The unit has new furnishings (2021), modern appliances, and is beautifully decorated.

Entire Apartment in Stoneham
Welcome to our cozy, beautiful, and well-equipped home—your perfect retreat in the heart of Stoneham. Wake up in this bright and inviting apartment, just 20 minutes from the airport and the historic city of Boston. You’ll be conveniently close to shopping malls, restaurants, coffee shops, grocery stores, and the stunning nature of Middlesex Fells Reservation and Stone Zoo. Whether you’re here to explore or unwind, this charming home will make your trip both enjoyable and stress-free.

Boston Best with Parking - GREAT reviews
**READ our reviews :) - 10min walk to Airport Blue line subway T-stop - 10min drive to Downtown Boston - Local dining options in walking distance - 1 parking spot available upon request - Spacious and comfortable house Welcome to your Best Boston experience. I am Rafael and I will ensure that you get any attention needed with a text, call, or email. We hope that you enjoy our recommendations for activities and meals - we based them on our lifelong East Boston experiences.

Sunny home minutes from Boston. Free parking.
Wonderful home with high ceilings, lots of natural light, wood flooring throughout. Lovely restored kitchen and bath with original touches from when the house was built 1928. All new appliances in the spacious kitchen. Cozy and homey dining room, living room, sun-room / office, 60" TV on 1st floor. Three comfortable bedrooms and bathroom on 2nd floor; 2 queen and 1 full. Each with an individual AC unit. 2-car off street parking. Washer/dryer. Dog allowed by request.

10 minutes to Airport-Boston-Casino (2G)
(2G)=Your place is on the 2nd floor and your color code is Green. Do Not include it to the address when you navigate to us. We have a beautiful victorian house built in 1858, owned by our family in 1911, big spaces and high ceilings are a blessing! You can stay here with your family and kids, we have a play room with some toys for fun, a living room, a bedroom and a private full bathroom with a pressure shower. Chelsea is a nice quiet place with a lot to offer.

Historic Home w/ King bd Walk to Everything
Historic home in the heart of Salem, walk to everything! Built for a painter in 1823, with sun-filled rooms, high ceilings, gleaming colonial pumpkin-pine floors; renovated for modern comfort with brand new systems. Large 1st-floor apartment in my two-family home. 5 min stroll to the center of town, witch museum, restaurants. King bed, Full bed, Queen sofa bed. Not suitable for infants or young children. Parking permit for one car only during October.

Clean, spacious In-Law Suite -Near Everything
Immaculately furnished, clean and spacious In-Law Suite features: 1 bedroom, 1 full bath, dining kitchen, and living room located steps from Lynn Woods Reservation (over 30 miles of picturesque New England trails perfect for hiking, running, mountain biking and cross-country skiing) and short drives from beaches, Boston and North Shore. Kids toys, a baby crib and access to a large beautiful upstairs deck and bbq are available upon request.

Walk To Everything
NOTE FOR WORLD CUP 2026 TRAVELERS: Please be advised this property is not near Foxborough, MA. Roughly 1 1/2-2hrs by car. Much longer by public transportation. Steps from the harbor and minutes to the beach, this modern two-bedroom home has been completely renovated. Free parking on site and surrounded by shopping, food, and more--walking distance to everything you need.
Popular amenities for house rentals in Chelsea
House rentals with a pool

Entire Cape House

Pet-friendly, Nature Trails, 4-Bed Home w/Pool

Bauhaus Retreat in Nature Preserve w/ Pool

Boston 15 min away.

Beautiful Spacious 4BRM House!

Spacious vacation unit in premium suburban town

Weymouth Waterfront Getaway w/ Swim Spa & Hot Tub

Spacious 3-BR Furnished Beach Home
Weekly house rentals

Waterfront Escape - Close to Airport & Downtown

Stunning urban hideaway nearby Harvard Square

Boston Luxe Suite: Oversized Amenity Filled Home

Large, Comfortable & Conveniently located Home

Newly renovated, spacious, clean, 3 bedroom home.

1000sf 2 Bed Condo Near Tufts, Harvard & Train

Private single-family house

3 bdr, steps from the ocean, minutes from Boston
Private house rentals

Spacious & Pet-Friendly Modern Home in Charlestown

Historic Marblehead Nautical Home|Minutes to Salem

3BR/2BA Chic and Tranquil Getaway Near Boston

Amazing apartment

Cozy & Modern Entire Residential Home ❤️

4 bd Ocean View, Dual Deck, Beach Front Retreat

Luxury Home in Chestnut Hill MA near Boston

Entire Private home 3BDS 1.5BTHS
When is the best time to visit Chelsea?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $126 SGD | $126 SGD | $141 SGD | $141 SGD | $143 SGD | $127 SGD | $116 SGD | $124 SGD | $118 SGD | $143 SGD | $111 SGD | $107 SGD |
| Avg. temp | -1°C | 0°C | 4°C | 9°C | 15°C | 20°C | 23°C | 23°C | 19°C | 13°C | 7°C | 2°C |
Quick stats about house rentals in Chelsea

Total holiday rentals
Explore 50 holiday rentals in Chelsea

Nightly prices starting at
Chelsea holiday rentals start at $51 SGD per night before taxes and fees

Verified guest reviews
Over 6,080 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space & child-friendly amenities

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wifi availability
50 of Chelsea holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Chelsea rentals

4.8 Average rating
Chelsea stays are highly rated by guests – averaging 4.8 out of 5!
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- Rentals with outdoor seating Chelsea
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- Rentals with pools Chelsea
- Pet-friendly rentals Chelsea
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- Hampton Beach
- Fenway Park
- TD Garden
- Harvard University
- Boston Common
- Revere Beach
- Brown University
- Boston Seaport
- Boston University
- Freedom Trail
- New England Aquarium
- MIT Museum
- Boston Convention and Exhibition Center
- Gillette Stadium
- Canobie Lake Park
- Crane Beach
- Quincy Market
- Duxbury Beach
- Museum of Fine Arts
- North Hampton Beach
- Prudential Center
- Roxbury Crossing Station
- Boston Children's Museum
- Roger Williams Park Zoo




