
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

Family Friendly City Oasis! Free Parking, King Bed
Welcome to The Southie House! An epic private home for a family vacation or conference in the Heart of Boston! Close to the Red line T for access to downtown, Cambridge & local universities, and short ride to the BCEC. At the same time a short walk to the beach for relaxing. Enjoy the back yard oasis with the whole group! This home provides you with a private place to relax after a full day of exploring, ensuring you have all the comforts of home while traveling. COME SEE OUR NEW GAME-ROOM & GYM

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

Seaside Cottage
Here you are down the street from some of Marblehead's hidden gems such as Redds Pond, Browns Island & Old Burial Hill Cemetery. One car parking. 5 minute walk to the beach, shops & restaurants. Fully fenced in yard with turf grass. One bedroom with a low profile queen sized bed. In unit washer/dryer. Full bath with tub. Newly renovated kitchen with major appliances: stove, oven, dishwasher, fridge, Nespresso maker & microwave. Sheets & bath linens provided. Minisplit A/C. Home is all one level.

Family Friendly Green Oasis Minutes from Boston
Oasis filled with natural light, plants & art in a quiet neighborhood minutes from Downtown Boston. Perfect for sightseeing & enjoying the best of the city and neighboring towns. Walk to Wrights Pond for a swim & hike the Middlesex Fellsway Reservation. Fully equipped chefs kitchen. Private backyard surrounded by trees. Wake up to birds chirping and relax after a long day of exploring while you watch your favorite TV show. Enjoy a bath in the soak-in tub. 3 parking spaces, office setup & laundry

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.

Cozy Private 1BR/1BA in Modern Home Near Airport
Enjoy a relaxing stay in this renovated, modern home designed for comfort and convenience. Located just a 2-minute walk to Shaws grocery store and a local plaza (Marshalls, etc.), a 10-minute walk to the MBTA (Silver/Blue Line), and only a 5-minute drive to Logan Airport. Guests enjoy fast Wi-Fi and self-check-in via digital keypad. No keys, no hassle. We’re available 24/7 to ensure your stay is smooth and enjoyable. Reach out anytime with questions or requests.

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.

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.
Popular amenities for Chelsea house rentals
House rentals with a pool

Entire Cape House

Book This Weekend! Dog-Friendly, 4-Bed Home w/Pool

Bauhaus Retreat in Nature Preserve w/ Pool

Beautiful Spacious 4BRM House!

the house of id; vintage shop, accessible space

Private 4BR Pool Home | Quiet Neighborhood

Spacious vacation unit in premium suburban town

Explore Boston in style! Dream home (STR-26-3)
Weekly house rentals

Spacious & Pet-Friendly Modern Home in Charlestown

Elegant Guest suite Wellesley

New modern 2bd condo: free parking/near train

Hideaway House: Modern home, historic seaside town

Boston Luxe Suite: Oversized Amenity Filled Home

City vibes in the suburbs.

Amazing apartment

Cozy & Modern Entire Residential Home ❤️
Private house rentals

Jersey St Lovely

The Grand Residence

Cozy Home Walkable to Downtown

Entire Private home 3BDS 1.5BTHS

Gorgeous 2nd Floor Home with Private Entry

The Brickhouz at Arlington !

Ipswich Riverfront Lodge|Sleeps 10|Kayak+Canoe

Modern Barn Guest Home Near Salem + Boston
When is the best time to visit Chelsea?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $168 NZD | $168 NZD | $188 NZD | $188 NZD | $190 NZD | $170 NZD | $154 NZD | $165 NZD | $158 NZD | $190 NZD | $148 NZD | $143 NZD |
| 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 $68 NZD 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 and kid-friendly amenities

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wi-Fi availability
50 of Chelsea holiday rentals include Wi-Fi 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 a patio 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




