Holiday rentals in Chelsea

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Top-rated holiday 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.
Flat in Chelsea
4.87 out of 5 average rating, 52 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.

Guest favourite
The spacious guest suite features a comfortable queen-sized bed with a wooden frame, a kitchenette with modern appliances, and a small dining table with two chairs. Light-colored vinyl flooring extends throughout the room, enhancing the airy ambiance.
Guest suite in Revere
4.92 out of 5 average rating, 361 reviews

Private Studio 10 min from Airport

Private guest suite is centrally-located for easy access to the city. Professionally cleaned. You’ll have a private entrance to come and go as you’d like with a code keypad door. Our newly renovated BASEMENT 500 sq ft is perfect for a guests to escape for a few days. Private bathroom and kitchenette, 10 min away from airport. Bus and train station walking distance. 15 min walk to Revere Beach We are in close proximity to Downtown Boston as well as Salem and other areas. Free wifi Street parking

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, 689 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.

Top guest favourite
A spacious bedroom features a wooden bed with neutral bedding and decorative pillows. A vintage guitar is displayed on the wall, while a potted plant adds a touch of greenery. Light streams in through a window with a view of the surroundings.
Private room in Arlington
4.94 out of 5 average rating, 342 reviews

Arlington Craftsman Green Room, Int. Well Restored

Private room, shared bath. The immaculate Interior of this classic craftsman has been lovingly restored. Bus stops are short walk. Bus is 15 mins. to Harvard Sq. Natural ponds nearby. NOTE: House Exterior is old, not yet restored. Fresh flowers, soft towels, high thread-count damask sheets. Simple breakfast: cereal, bread, fruit, coffee, tea, milk. Use of microwave & toaster. No oven/stove use. Note: It's 25 stairs to my front door +14 stairs to 2nd floor bedroom. No Pets, No Smoking.

Guest favourite
A bright studio space features a spacious bed with a light-colored blanket. Decorative wall art hangs above the bed, while a cozy seating area with a gray sofa and a coffee table is visible in the background. Natural light streams through nearby windows.
Flat in Revere
4.92 out of 5 average rating, 188 reviews

Corner Cottage - cozy studio just north of Boston

Whether you’re a tourist visiting Boston for the weekend, a traveling nurse in search of a medium-term stay, or a pilot/flight attendant needing overnight accommodations, this completely renovated and professionally cleaned AirBnB is perfect for you! Finding living accommodations is tough; finding a reliable and responsive host is even tougher. Not only is this unit well equipped with almost everything you may need, but I will do my best to ensure your stay is the most comfortable.

Guest favourite
A modern living area features a comfortable sectional sofa and a wooden coffee table on a soft area rug. Natural light enters through large windows, illuminating a television on a stand and a pair of lamps on a sideboard.
Flat in Chelsea
5 out of 5 average rating, 17 reviews

Spacious 2 bedroom apartment.

Spacious and modern 2-bedroom, 2-bathroom apartment in Chelsea, MA—just a short ride from downtown Boston! This beautifully furnished space is perfect for both business and leisure travelers. Enjoy a wide range of luxury amenities including a resort-style pool, fully equipped gym, basketball court, resident lounge, outdoor patio, and a pickleball court. Free onsite parking and nearby public transportation make getting around a breeze. Relax, work, and play in comfort and style!

Guest favourite
Private room in Everett
4.95 out of 5 average rating, 150 reviews

Sunny room on Third Floor for one person

Modestly furnished bedroom on a quiet street in a busy area. The bedroom is on the third floor of the house, and on the same floor there’s one other bedroom and one bathroom. So, you will be sharing the bathroom with one other guest if there’s one during your stay.Room includes a double bed, nightstand, a desk, a sofa chair and a closet. Myself and my partner live on the first floor of the house, and we can be easily reached in person or through message.

Guest favourite
Flat in Revere
4.94 out of 5 average rating, 18 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
An aerial view of the landscaped courtyard reveals a sparkling pool surrounded by lounge chairs and cabana seating. Pathways meander through vibrant greenery, and fire pits are placed near cozy seating areas, creating an inviting outdoor space for relaxation and gatherings.
Flat in Everett
4.94 out of 5 average rating, 48 reviews

Elegant Oasis with Pool and Gym - 2Bath

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.
Flat in Chelsea
4.94 out of 5 average rating, 405 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!

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
4.96 out of 5 average rating, 141 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.

Guest favourite
A cozy bedroom features a spacious bed adorned with patterned bedding and decorative pillows. Natural light enters through two windows with blinds, illuminating the space. A nightstand accompanies the bed, and a wardrobe with mirrored doors stands nearby, creating a functional and inviting atmosphere.
Private room in Chelsea
4.9 out of 5 average rating, 105 reviews

Cozy Spot: Chelsea - 13 Mins to Logan

Cozy and clean space in a prime location ideal for solo travelers or remote workers. Queen bed, workspace, pet-friendly, and steps from public transport, shops, and restaurants. Hosts up to 3 guests (please include all in booking). On the 2nd floor, stairs only. The street can be a bit noisy sometimes, here and there — just so you know! Book your stay today!

Popular amenities for Chelsea holiday rentals

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Quick stats about holiday rentals in Chelsea

  • Total holiday rentals

    Explore 200 holiday rentals in Chelsea

  • Nightly prices starting at

    Chelsea holiday rentals start at £15 per night before taxes and fees

  • Verified guest reviews

    Over 15,990 verified reviews to help you choose

  • Family-friendly holiday rentals

    90 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 50 rentals that welcome pets

  • Holiday rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    100 properties have a dedicated workspace

  • Wifi availability

    190 of Chelsea holiday 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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