Vacation rentals in Chelsea

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Chelsea

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Guest favourite
A modern living area is shown, featuring a white sofa with black and cream accents. Natural light fills the space through large windows adorned with dark curtains. A stylish area rug anchors a coffee table, with a sleek work desk positioned nearby.
Apartment in Chelsea
4.83 out of 5 average rating, 53 reviews

Boston Modern Apt: Luxe Stay w/ Gym, Parking

Discover Boston from a contemporary luxury apartment with exceptional ambiance and amenities. STRICT NONSMOKING!!! The Unit: → Lightning Fast Wi-Fi → Comfortable King Bed → Dedicated Corporate Office Workspace → 65" Living Room Smart TV → 55" Bedroom Smart TV → Fully Stocked Kitchen → Washer & Dryer → Private Parking The Amenities: → Business Lounge → Pool → Full Size Gym → Gameroom Ideal for business travelers, travel nurses and corporate clients looking to experience Boston in style.

Top guest favourite
The exterior of a Victorian home is showcased, featuring a light-colored facade with decorative trim. A welcoming porch area is accented by potted plants, and steps lead up to a wooden front door flanked by tall windows. Lush greenery surrounds the property.
Apartment in Newtonville
4.87 out of 5 average rating, 549 reviews

Country Charm minutes from the Hub - 1st Floor Apt

Private, smoke/pet-free 1st floor efficiency apartment with independent access for ONE PERSON ONLY at back of family home. Includes full bathroom, refrigerator, microwave, coffee maker + WiFi. All basic supplies provided. Driveway parking. Mins from MBTA transit including commuter rail. Laundry-room access for rentals of 7 nights ore more. Sorry, no vaping and no smokers - even if you smoke outside - because smoke odor on you or your clothes can be left in your wake in the room. No open flame.

Guest favourite
A classic brick house is shown with a well-maintained front yard and steps leading to the entrance. An American flag hangs from the porch, and a bridge can be seen in the background, spanning a body of water amidst a clear blue sky.
Private room in Admirals Hill
4.85 out of 5 average rating, 696 reviews

Cozy Place, Beautiful Place minutes from Boston

Just less than 10 minutes away from BostonLlocated in the historical Admirals Hill Enjoy the privacy and quietness of this beautiful place with charm & charcater. Guest have the use of the second floor of house: two bedrooms, two bathrooms, and a living area. Free parking on private driveway. Guests have a dedicated entrance. While I live in the same house The second floor is competely separated from me. I am always available but at the same time like to give my guests their own privacy.

Guest favourite
A micro studio space features a wall-mounted television positioned near a built-in bookcase. Natural light enters through two large windows, illuminating the minimalist decor and a cozy, spacious bed with crisp white bedding. A small white table and chair enhance the functionality of the room.
Apartment in Fort Hill
4.9 out of 5 average rating, 920 reviews

AKBrownstone: cozy private studio by T

🏠 Live like a local: designed micro studio, in a classic Boston Brownstone 🌳 Your very own cozy 170sqft (15sqm) pied-à-terre on the ground level, overlooking Victorian homes on a tree lined street 🚇 5 mins walk to the T (subway), 3rd stop to Back Bay city center or go on bike & walking path 👣 Walk to Longwood Medical Area (Harvard Medical, etc), Museums (MFA, Gardner), Northeastern, & Fenway Park 🇺🇸 Located in residential & historic Fort Hill/Highland Park, free street parking

Top guest favourite
The spacious bedroom features a king-sized bed with a dark quilt and layered patterned bedding. Soft lamps provide ambient lighting on either side of the bed, which is set against a wall adorned with dark curtains. A flat-screen TV is positioned across from the bed, with an air conditioning unit nearby.
Guest suite in Melrose
4.92 out of 5 average rating, 565 reviews

Private Suite-Free Parking,near Boston Airp-Train

--> 7 miles N of Boston & a near subway, beaches, & airport (93, 95 & Rte 1), you’ll find the quaint city of Melrose. During 11/25 - 3/26 longer stay are possible. Please inquire. The Melrosian Suite is nestled behind other houses. Wake up to the chirping birds instead of Boston’s noise. 225 acres of ponds, trails & conservation lands are at top of street w/ distant views of Boston & the ocean. Before booking, check out info required when you book & house rules.

Guest favourite
Apartment in Revere
4.92 out of 5 average rating, 24 reviews

Marian place

Cozy and relaxing apartment in the heart of the west Revere close to the most beautiful beaches 🏖️ in the area, 15 minutes from the city of Boston, (downtown), 7 minutes driving from trains station, walking 🚶🏻‍♀️ distance from the Bus 🚌 stops, 35 minutes from salem museum,lot of beach front restaurants, convenience stores and supermarkets. Life the experience in Boston museum water tours and a lot fans activity to enjoy 🤗

Guest favourite
Apartment in Everett
4.94 out of 5 average rating, 71 reviews

Elegant Oasis with Pool and Gym

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

Guest favourite
A living room is featured with hardwood floors and exposed brick walls, creating a cozy ambiance. A large TV sits atop a white media console. A comfortable blue chair with a patterned cushion provides seating, while a coffee table enhances the space. Artwork decorates the walls.
Apartment in Chelsea
4.94 out of 5 average rating, 406 reviews

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!

Superhost
Apartment in Chelsea
5 out of 5 average rating, 3 reviews

2Bed AP/5 min walk to T /downtown Boston/logan

Welcome to your East Boston getaway! This bright and modern 2-bedroom, 1-bath apartment offers the perfect mix of comfort and convenience. Just a 5-minute walk to the Blue Line for quick access to downtown and Logan Airport. Enjoy stylish décor, cozy living spaces, and city charm nearby. For parking SpotHero available. Professionally cleaned and fully stocked for a relaxing, worry-free stay!

Top guest favourite
A cozy living space features a light-colored sectional sofa in front of a wall-mounted television. A framed artwork decorates the white walls, and a small round table sits between a patterned area rug and the sofa, adding comfort to the setting.
Apartment in Stoneham
4.86 out of 5 average rating, 359 reviews

Entire guest suite in Stoneham

Come enjoy this quiet and comfy home in the heart of Stoneham—your perfect getaway just 20 minutes from the airport and the historic city of Boston. Conveniently located near shopping malls, restaurants, coffee shops, grocery stores, and the natural beauty of Middlesex Fells Reservation and Stone Zoo, this peaceful retreat is designed to make your trip relaxing, enjoyable, and stress-free.

Top guest favourite
The entrance to the suite is adorned with lush greenery, creating a welcoming facade. A door leads into the unit, framed by railings and planters. The area is bordered by stone pathways and garden beds, enhancing the natural appeal of the space.
Guest suite in Admirals Hill
4.97 out of 5 average rating, 147 reviews

Modern Suite Near Boston, Airport & Downtown

Enjoy a spacious, private suite with its own entry and free parking on Admiral's Hill. Nestled in a secure, gated community, this peaceful retreat offers stunning city views and direct access to Mary O'Malley State Park. Perfectly located minutes from Logan Airport. Easy access to downtown Boston via public transit, it’s ideal for both relaxation and convenience.

Superhost
Apartment in Chelsea
4.89 out of 5 average rating, 18 reviews

1 BDRM Retreat | King Bed, Pool, Gym, Parking+ Bus

Modern 1BR+Den in Chelsea, MA—near Boston & Silver Line! Sleeps 9 with king, queen, bunk beds & sofa sleeper. Amenities: full kitchen, outdoor pool, gym, basketball court & free parking. Fast WiFi & smart TVs for work/streaming. Minutes to Logan Airport, Encore Casino & downtown Boston—perfect for families, groups & business travelers!

Popular amenities for Chelsea vacation rentals

When is the best time to visit Chelsea?

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Avg. price$159 CAD$162 CAD$165 CAD$186 CAD$200 CAD$199 CAD$210 CAD$193 CAD$200 CAD$212 CAD$185 CAD$169 CAD
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Frequently Asked Questions

  • What are the most popular amenities for House Rentals in Chelsea?

    Enhance your stay in our House Rentals with the most popular amenities: over 40 homes with air conditioning, over 30 homes with free parking, over 50 homes with wifi, over 40 homes with a kitchen, and more. Indulge in the ultimate retreat, tailored to your preferences.

  • Are there pet-friendly vacation rentals in Chelsea?

    Four-legged friends are welcome in Chelsea. Choose from more than 50 vacation rentals for guests traveling with pets.

  • Do condo rentals in Chelsea have a kitchen?

    Absolutely! We offer over 10 condo rentals with a kitchen in Chelsea. Enjoy a tailored experience with all the comforts you desire.

  • Do apartment rentals in Chelsea have free parking?

    Absolutely! We offer over 60 apartment rentals with free parking in Chelsea. Enjoy a tailored experience with all the comforts you desire.

  • Do apartment rentals in Chelsea have wifi?

    Absolutely! We offer over 110 apartment rentals with wifi in Chelsea. Enjoy a tailored experience with all the comforts you desire.

  • How much does it cost to stay in condo rentals in Chelsea?

    Experience the best of Chelsea with our condo rentals, starting at about $60 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Do house rentals in Chelsea have air conditioning?

    Absolutely! We offer over 40 house rentals with air conditioning in Chelsea. Enjoy a tailored experience with all the comforts you desire.

  • Are there vacation rentals with a dedicated workspace in Chelsea?

    Yes! Work meets play with ease at over 100 vacation rentals in Chelsea featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there Chelsea vacation rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 10 vacation homes with pools in Chelsea, available on Airbnb. Make a splash and soak up the sun in style!

  • Are there family-friendly vacation rentals in Chelsea?

    Chelsea has more than 90 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

Quick stats about vacation rentals in Chelsea

  • Total vacation rentals

    Explore 200 vacation rentals in Chelsea

  • Nightly prices starting at

    Chelsea vacation rentals start at $28 CAD per night before taxes and fees

  • Verified guest reviews

    Over 15,990 verified reviews to help you choose

  • Family-friendly vacation rentals

    90 properties offer extra space and kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 50 rentals that welcome pets

  • Vacation rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    100 properties have a dedicated workspace

  • Wifi availability

    190 of Chelsea vacation rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Chelsea rentals

  • 4.7 Average rating

    Chelsea stays receive an average rating of 4.7 out of 5 from guests

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