
Holiday rentals with outdoor seating in Chelsea
Find and book unique rentals with outdoor seating on Airbnb
Quick stats about holiday rentals with outdoor seating in Chelsea

Total holiday rentals
Explore 50 holiday rentals in Chelsea

Nightly prices starting at
Chelsea holiday rentals start at $77 SGD per night before taxes and fees

Verified guest reviews
Over 5,660 verified reviews to help you choose

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

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
40 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!
Top-rated rentals with outdoor seating in Chelsea
Guests agree: these rentals with outdoor seating are highly rated for location, cleanliness and more.

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.

Beachmont Guest Suite
Experience tranquility in our modern guest suite with stunning ocean views and a private deck overlooking the Atlantic. Wake up to breathtaking sunrises and relax by the cozy gas fireplace. Features a fully equipped kitchen with island seating, a comfortable queen bed, a plush sectional couch, and a luxurious bathroom. Just minutes from Boston, enjoy beachfront living—ideal for romantic getaways, peaceful retreats, or business travelers. Book now to experience the best of beachfront living!

Stunning Oceanview-4 Train Stop Logan Airport
Stunning 1 bedroom huge apartment with partial ocean views of Revere Beach. This upscale home has it all!! Just one flight up then you enter a hardwood floor foyer, opens to a huge living room with upscale decor, large eat in kitchen stainless steel appliance, country table has seating for 4, tile floor, gas range, and lots of cabinet space, with views of Revere Beach and ocean, giant bathroom complete with tiled shower and stackable laundry (Washer and Dryer) and huge bedroom with closet.

Near Boston / Everett historic two-bedroom
Cozy 2-bedroom apartment in charming historic 1920's home with original bathroom and original woodwork throughout, updated with modern amenities. Enjoy an amazing night's sleep on new luxury mattresses topped with crisp hotel-style linens, dreamy pillows, and cozy comforters. Cook dinner in the fully-stocked kitchen. A short Uber or subway ride into Boston. Close to Encore Casino, Assembly Row; and centrally located for day trips to Salem, the ocean, or the lakes and mountains of NH.

The Raven!
Looking for the quintessential Salem stay? Look no further! The main bedroom is designed to get you in the Salem spirit, with its dark gothic decor. Take a reading break in the adjacent room, outfitted to look like a Victorian British library. A spacious living room, dining room, kitchen, and full bath complete this lovely property. Enjoy parking in a driveway in the typically-packed city. We are just a quick and enjoyable 12-minute walk to Essex street and all that downtown has to offer!

10 min Logan Airport- 3Bed/ 2Bath, Sleep 7
Welcome to my charming townhouse in the heart of Chelsea. An ideal retreat for your stay near Boston. Conveniently located just a few miles away from all the Bostons attractions, my townhouse offers easy access to the best that Boston has to offer. Whether you're here for business or pleasure, you'll find everything you need for a memorable stay right at your fingertips. Book your stay at my townhouse today and experience the perfect blend of comfort and convenience for your Boston trip!

Cozy Winter Cabin Near BOS, Airport w/Parking
Private and spacious lower level 550 sq ft studio close to the city. You'll be a quick 10-20 mins drive to downtown Boston, and 30-40 mins to coastal towns, including Salem. You'll have a reserved driveway parking spot on a quiet residential street. We provide guests with a professionally cleaned cabin, plenty of towels, and coziness! We are located on a quaint and low-traffic hill, so if you are walking to the bus, it is 0.7 mi away, with inclines. Access to our home requires steps

#9 Modern Home 15 min to Boston w/ Yard & Parking
Stay in this stylish 2-story home with 3 Comfy Bedrooms + 1.5 Baths! Ideal for families or groups, it comfortably fits 6+ guests. Enjoy a fully stocked kitchen, dedicated workspace, and a private backyard with a BBQ & a fire pit. Perfectly located for exploring Boston, Cambridge, and Salem with free private parking. Your memorable stay with experienced Superhosts awaits! 📶 High-Speed Wi-Fi + Smart TVs 🚗 Private Parking for 2 Cars 🧺 In-Unit Laundry 🌆 Easy Access to Local Attractions

Cozy studio, near beaches and city skyline views
The Boston Skyline sunsets are beautiful during the summer, just a minute down the street from your Airbnb. This cozy studio, with private entrance, and bathroom includes FREE off-street parking, high-speed internet access, comfy and cozy queen bed with premium linens, nespresso, fridge, with complimentary munchies and NO cleaning fee. Check out the beaches and restaurants. Relax watching your favorite show on the HD smart television or catch up on work with the spacious desk area.

Cozy 1BR BayNest Near Revere Beach Boston Stay
🌟 Experience BayNest Escape, a modern 1BR retreat near Revere Beach offering easy access to Boston and Logan Airport for couples, solo travelers, and business stays. Enjoy a queen bed with room-darkening shades, fast WiFi, Smart TV with Netflix and Prime Video, fully equipped kitchen, coffee maker, blender, dedicated workspace, ductless air conditioning, heating, shared backyard patio, and free driveway parking for 1 car. Perfect for relaxing coastal and city access stays.✨

Luxury Grand Oasis | Pool · Gym · Parking · 2BR
Discover your exclusive retreat in Everett. Immerse yourself in sleek, curated living with designer finishes and resort‑style amenities for an unforgettable stay. Highlights: • Steps from downtown Boston via easy Silver Line & Route 1 access • Sparkling pool with cabana seating and courtyard fire pits • 24/7 state‑of‑the‑art fitness center & dedicated yoga studio • Private music room, co‑working pods & on‑site community pet spa

5 minutes to downtown. Charming. Clean. Cozy.
THE CHELSEA HOUSE: A well-maintained 1900s apartment located on the third floor of a quiet, clean three-family brick building on a small one-way street. It features hardwood floors, exposed brick, and slanted loft ceilings creating a charming, warm, and cozy atmosphere. Parking is included. The Chelsea House is our home away from home, and we have decided to share it with others. Thank you in advance!
Popular amenities for outdoor seating rentals in Chelsea
House rentals with outdoor seating

Sunny Salem Condo: Quiet, convenient & parking.

Rio Stays

Absolutely Gorgeous 3 Bedroom Close to Boston

Brand New 3Bed2bath Home Near Logan, Boston &Salem

Newly renovated, spacious, clean, 3 bedroom home.

Cozy, historic 3 bedroom home close to Boston!

Sensory Serenity: Parking/Netflix/Wi-Fi/Frag-Free

Boston Best with Parking - GREAT reviews
Apartment rentals with outdoor seating

The Blue Pearl

Newly Renovated Ocean View 2 Bdrm Apt

Warm home in Lexington, walk to town, nature trail

Spacious, private apartment in perfect location

Ocean views, Large Deck, Grill, Kid/Dog Friendly

Oceanfront Pool. Close to Boston. Free Parking.

Bee-Themed Retreat Near Boston - Unique Stay

Spacious & Luxury House |Overlooking Boston Harbor
Apartment rentals with outdoor seating

Spacious 2 bedrooms Apt -Roof deck NO Cleaning fee

Family Home + Near Downtown + Cool Backyard!

My Place - 2 Bedroom Condo with Parking

Newly Renovated Victorian close to Salem

Fully-Equipped 2nd Floor 1-Bed 1-Bath Apt

Spacious, cozy home near Boston!

Charming and Historic Apartment

Samuel Tucker House - Downtown Luxury 2 Bed Condo
When is the best time to visit Chelsea?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $126 SGD | $125 SGD | $121 SGD | $126 SGD | $143 SGD | $128 SGD | $151 SGD | $157 SGD | $188 SGD | $197 SGD | $129 SGD | $130 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 |
Destinations to explore
- Plainview Holiday rentals
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- Rentals with a patio Chelsea
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- Rentals with a fireplace Chelsea
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- Rentals with a washing machine and dryer Chelsea
- Pet-friendly rentals Chelsea
- Family-friendly rentals Chelsea
- Rentals with outdoor seating Suffolk County
- Rentals with outdoor seating Massachusetts
- Rentals with outdoor seating United States
- Hampton Beach
- Fenway Park
- TD Garden
- Harvard University
- Boston Common
- New England Aquarium
- Brown University
- Revere Beach
- Boston Seaport
- Northeastern University
- Boston University
- Gillette Stadium
- Freedom Trail
- Boston Convention and Exhibition Center
- MIT Museum
- Canobie Lake Park
- Duxbury Beach
- Crane Beach
- Quincy Market
- Roxbury Crossing Station
- Museum of Fine Arts
- Onset Beach
- Good Harbor Beach
- North Hampton Beach




