Vacation rentals in Chelsea

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.

4.74 out of 5 average rating, 35 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.

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, 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]

A light-filled living area features a sleek television set on a modern stand, positioned against a white wall. A soft area rug in various shades complements the warm wood flooring. Natural light filters through sheer curtains, gently illuminating the space.

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.

4.87 out of 5 average rating, 274 reviews

A light gray living space features a comfortable sofa adorned with decorative pillows. A round coffee table sits in the center, complemented by a soft area rug. Two windows, including a skylight, provide natural light and views of the exterior.

Apartment in Everett

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.

Private room in Admirals Hill

4.83 out of 5 average rating, 140 reviews

Beautiful Place with Old Character

Make some memories at this unique and family-friendly place. Ideal for a single or couple . Old Captains house in quiet Admirals Hill minutes from Boston, located ten minutes away from the airport and easy access to routes North/South and East/West. Free Parking on premises. You will be on the third floor while there are other guests on the floor below of this townhouse with your shared entrance to the townhouse. The place is quiet, surrounded by lots of green space and overlooking the city

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.

4.82 out of 5 average rating, 426 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!

4.96 out of 5 average rating, 45 reviews

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.

Apartment in Everett

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

A modern living area features a comfortable gray sofa adorned with textured throw blankets and pillows. A round glass coffee table sits on a patterned rug, with a small plant nearby. Natural light enters through multiple windows, creating a bright and inviting atmosphere.

4.97 out of 5 average rating, 34 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.

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.

4.93 out of 5 average rating, 393 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 favorite

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

4.99 out of 5 average rating, 106 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.

Top guest favorite

A waterfront view captures the skyline of Boston, showcasing various high-rise buildings under a partly cloudy sky. A bench faces the water, while decorative railings border the pathway, inviting peaceful moments by the harbor.

Apartment in East Boston

5 out of 5 average rating, 10 reviews

Boston Skyline Stay | 1BR + City Views

Enjoy skyline views at Casa Blanca, a cozy 1BR on the Boston Harbor. Full kitchen, Smart TV, WiFi, in-unit laundry, and remote work setup. Walk to Piers Park, the Harborwalk, or ride the Ferry downtown. Quick access to Blue Line T, Logan Airport, Downtown Boston, Seaport, and Charlestown. Boutique hotel feel in the heart of the city!

5 out of 5 average rating, 10 reviews

A spacious waterfront building features large windows, allowing for ample natural light. A wooden deck extends outward, complemented by minimal landscaping with flowering plants. The structure is bordered by a brick walkway, providing a clear entrance to the serene marina view.

Loft in Admirals Hill

#4 Waterfront studio with Deck

Sunny Waterfront Loft w/large deck. Fully furnished. Boston 15 mins, Airport 10. Walk to the grocery store, Starbucks. Nearby public transportation. Full kitchen, Queen Bed, Huge Windows overlooking the marina, High Ceiling, Large Shower. Con-op Washer/Dryer in building. FREE Parking.

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Popular amenities for Chelsea vacation rentals

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Other great vacation rentals in Chelsea

Private room in East Boston

A well-lit private bedroom features a spacious bed with gray bedding. Decorative shelves are mounted on the wall, displaying small plants and art. A subdued color palette complements the inviting atmosphere, while double doors provide access to a closet.

4.89 out of 5 average rating, 716 reviews

15min T to Downtown, Walk to airport & subway

Private room in West Somerville

4.87 out of 5 average rating, 338 reviews

overflow room by Tufts Cambridge Davis Square 闪家@4

4.89 out of 5 average rating, 197 reviews

A serene bedroom features a spacious bed with white linens, flanked by a bedside table with a lamp. Natural light streams in from two large windows, illuminating the pale green walls and highlighting the polished hardwood floor.

Private room in Everett

2 Everett room 2

4.85 out of 5 average rating, 131 reviews

A cozy private room features a spacious bed with light gray bedding and decorative throw pillows. The bright yellow walls add vibrancy to the space, while natural light enters through a window adorned with simple blinds. A small nightstand is positioned beside the bed.

Private room in Melrose

D-Cozy/private parking/Walk toT&BUS/Airport/Boston

4.98 out of 5 average rating, 145 reviews

Private room in Revere

Beach Townhouse: Single Bedroom, Sleeps 2

Top guest favorite

Private room in Winthrop

4.95 out of 5 average rating, 364 reviews

Shirley's Sea Breeze airport getaway 2 single beds

4.81 out of 5 average rating, 134 reviews

Private room in Chelsea

Bedroom close to airport !