Holiday rentals in Chelsea

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Top-rated holiday rentals in Chelsea

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Superhost

Flat in Chelsea

4.74 out of 5 average rating, 34 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.

Home in Chelsea

4.83 out of 5 average rating, 394 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. [We have self check-in process]

Guest favourite

Flat in Chelsea

5 out of 5 average rating, 10 reviews

The Boston B-Side

In a vibrant Chelsea neighborhood, this apartment offers the perfect blend of residential and urban accessibility. You’re just minutes away from a variety of local dining, shopping, and entertainment options. Public transportations are 3-5 minutes walk to bus routes and the MBTA Silver Line providing quick commutes to Airport, downtown Boston and other surrounding areas. For those who drive, major highways like Route 1 and I-93 are just a short distance away, offering convenient travel options.

Superhost

Flat in Everett

4.87 out of 5 average rating, 272 reviews

Huge 1BR w/King Bed near airport, Boston, Salem

Location: Quick 10-20 mins to the center of Boston, 25 mins to Salem. Easy access via multiple major highways, or walk 0.7mi (HILL) to bus, taking you directly into the city. This unit is an upper-level apartment of our home (i.e., STAIRS). Enjoy self-check-in and a reserved parking spot. Living room: Roku enabled TV. Mini kitchen: Two burner stovetop, microwave, a 4 cu. sqft fridge, and a Keurig. Bedroom: king-sized bed with down alternative pillows and tempur-pedic memory foam topper.

Guest favourite

Flat in Chelsea

4.82 out of 5 average rating, 423 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!

Guest favourite

Home in Everett

4.93 out of 5 average rating, 334 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!

Guest favourite

Flat in Everett

4.94 out of 5 average rating, 17 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

Flat in Chelsea

4.97 out of 5 average rating, 33 reviews

Modern 2BR Near Airport + Boston

This stylish, modern two-bedroom apartment offers free parking and is conveniently located just 10 minutes from Logan Airport, Revere Beach, and Encore Casino, and 15 minutes from downtown Boston. Public transportation is right across the street, making it easy to explore the city. Enjoy a sleek and comfortable retreat with the perfect balance of urban convenience and relaxation, ideal for both locals and travelers alike.

Guest favourite

Flat in Chelsea

4.93 out of 5 average rating, 389 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

Guest suite in Chelsea

4.88 out of 5 average rating, 107 reviews

Beautiful Studio 5 Miles from Airport

This is a brand new Studio/ Basement with private entrance that makes you feel home. Beautiful yard, very quiet, can accommodate your needs. It is close to the Beaches, Major routes, 6 miles from Downton Boston, very convenient for business or tourism traveling to New England. You will feel like home in a quiet place, close to Restaurants and Mall. Guest Parking available.

Top guest favourite

Guest suite in Chelsea

4.99 out of 5 average rating, 103 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

Home in Revere

4.93 out of 5 average rating, 135 reviews

Modern 2-bedroom w/parking near Encore and Logan

Modern two bedroom with free parking, conveniently located 7 minutes from Boston Logan Airport, 5 minutes from Revere Beach and only 12 minutes to Encore Casino and downtown Boston. No parties or events are allowed in the unit. Penalties apply. DISCLAIMER: For your safety and the safety of others, surveillance cameras are installed outdoors at this property.