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
4.86 out of 5 average rating, 49 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, 357 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

Superhost
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, 687 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.

Superhost
A wooden tray is displayed on a light-colored table, featuring a bottle of white wine and two clear wine glasses. A small potted orchid adds a touch of elegance, complemented by a simple mirror in the background.
Flat in Chelsea
4.81 out of 5 average rating, 451 reviews

10 min Logan Airport- 2 Bed/2 Bath, Sleep 5

Welcome to our 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, our 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 our townhouse today and experience the perfect blend of comfort and convenience for your Boston trip!

Superhost
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
A charming outdoor seating area is framed by a white fence and vibrant greenery. Comfortable seating is arranged around a low table, with bright orange cushions adding a lively touch. Potted plants with colorful flowers complement the inviting space, creating a pleasant atmosphere.
Home in Everett
4.93 out of 5 average rating, 370 reviews

Prime location near Boston

Home in Everett, MA. Located just a 20 minute walk from Encore Boston Harbor Casino. This location is also just a 15 minute drive from downtown Boston. Room in the basement has a microwave, refrigerator, coffee maker, and hot water for making tea which is provided along with light snacks and coffee. There is a desk for laptop. Queen Tempurpedic Mattress topper as well as a pull out sofa. Private bathroom with spacious shower. See guide book for more info on the area!

Superhost
A spacious bedroom is shown, featuring a black bed with a textured bedding set displaying ocean waves. A cozy armchair sits beside a radiator, and a small folding table is placed nearby. Natural light enters through a window with patterned curtains.
Home in Chelsea
4.83 out of 5 average rating, 400 reviews

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.

Guest favourite
A living area is presented with a wall-mounted television and a small wooden table. A light-colored armchair and a decorative plant enhance the space. Dark curtains frame a window, and a patterned rug adds texture to the dark hardwood floor.
Flat in Beachmont
4.93 out of 5 average rating, 43 reviews

Apartment in Revere near the airport

Enjoy the simplicity of this quiet and central accommodation. Located in a strategic area. Close to the airport, beaches, shopping malls, train station, Downtown Boston, etc. The apartment has a bedroom, large kitchen, living-dining room, full bathroom and an outside terrace overlooking the interior of the property. The living-dining room has the peculiarity of having a door with a lock so it can be used as an additional private room if required.

Guest favourite
Flat in Revere
4.93 out of 5 average rating, 15 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 🤗

Superhost
A spacious outdoor pool is framed by lounge chairs and shaded by umbrellas. Neat rows of trees and landscaped gardens enhance the inviting atmosphere. The surrounding buildings feature large windows, reflecting the evening sky painted in soft hues.
Flat in Everett
4.95 out of 5 average rating, 64 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.
Flat in Chelsea
4.94 out of 5 average rating, 402 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
A spacious living area features a black sofa adorned with yellow cushions, complemented by an elegant chandelier overhead. Natural light fills the room through two large windows, while classic furniture, including a decorative chair and a side table, enhances the inviting ambiance.
Flat in Malden
4.99 out of 5 average rating, 123 reviews

Contemporary Apartment in Beautiful Historic Home

Stunning, newly renovated 800sq ft one bedroom apartment. Stylishly decorated with many modern amenities. Located on the first floor level of a historical Grand Victorian home dating to 1900. Gorgeous original details throughout the apartment and high ceilings. A perfect representation of a classic Boston period home. Find style and comfort in this amazing new apartment!

Popular amenities for Chelsea holiday rentals

Quick stats about holiday rentals in Chelsea

  • Total rentals

    200 properties

  • Nightly prices starting at

    ₹1,760 before taxes and fees

  • Total number of reviews

    16K reviews

  • Family-friendly rentals

    90 properties are a good fit for families

  • Pet-friendly rentals

    50 properties allow pets

  • Rentals with a pool

    10 properties have a pool

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