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Condo vacation rentals in Chelsea

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Top-rated condo rentals in Chelsea

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A well-lit bedroom contains a queen bed with white linens and two neatly folded towels placed at the foot. Two windows provide natural light, while a decorative chandelier hangs from the ceiling. A small lamp and a console table are positioned nearby.

Condo in Cambridgeport

4.87 out of 5 average rating, 1,038 reviews

Private studio w/ parking by MIT/Harvard/BU/Fenway

Private room, private bath, private entrance! Off-street parking available. Charming, renovated Victorian style retreat, queen bed, white 650 thread count cotton linens, TV, A/C and free WIFI. Also includes your own fridge, Keurig & microwave. Next to MIT, Harvard, BU, Kendall Sq, Charles River, Boston, Fenway Park, Red & Green line, Flour Bakery, Whole Foods & Trader Joe's. This unit is safely located on the 2nd floor. Please let us know if you have mobility issues, as the staircase is narrow.

A spacious living room is showcased with large windows offering natural light. Comfortable seating includes a light green sectional sofa and a white couch. A wooden coffee table sits atop a colorful area rug. A flat-screen television is mounted on the wall, providing entertainment options.

Condo in Dorchester

4.97 out of 5 average rating, 149 reviews

1st floor, free parking off street, 3 min to train

1BR private first floor condo that has it all. Suitable for families, vacationing, and remote work. *Please note we live on the 2nd Floor (separate entrance) - FREE PARKING off-street driveway for 1 vehicle - PUBLIC TRANSIT 2 short blocks from Red Line, downtown in 15 min - SMART HOME High Speed dedicated Wi-Fi, smart speakers and lighting - WALKERS PARADISE Walk score 91 , many bars & restaurants & conveniences - PARKS Savin Hill & Beach within 10 min walk, near Carson Beach & Harbor walk

Top guest favorite

The living room features a spacious layout with leather seating and a colorful area rug. A large TV is mounted on the wall, and windows offer an ocean view. A furry dog rests comfortably on the floor, adding to the welcoming ambiance.

Condo in Winthrop

4.99 out of 5 average rating, 201 reviews

Truly Ocean-Front!: Spacious Family Home + Pets

Truly ocean-front! Don’t be fooled by Winthrop listings of side-street homes. This is an entire 1st floor unit with a private entrance. In an owner-hosted, classic triple-decker home with normal family/town sounds. Pro-cleaned and pet-friendly. Adjacent to Boston by car, ferry/transit. Family time with everything you need. Enjoy our rocky beach or walk a few blocks north to the sandy, lifeguarded stretch. Cafés and restaurants are walkable, and groceries deliver. Quiet hrs: 10pm-7am for all.

A landscaped backyard area features neat, artificial grass bordered by stone pathways. Tall trees provide shade, and string lights are suspended overhead, creating a serene outdoor space. A fence and nearby structures are visible in the background, contributing to a private atmosphere.

4.78 out of 5 average rating, 167 reviews

One bedroom apartment near Boston and Salem.

Keep in mind this is a basement apartment and has its own private entrance around the back through the side alley next to the garage, does not have cooking capabilities, nevertheless, we have a microwave, Keurig coffee machine, and a small fridge. The first and second floor of the house is also an Airbnb. Parties are not allowed. Absolutely no smoking inside the apartment, smoking is permitted outdoors. The apartment is close to Boston, Logan Airport and Salem. Lynn Shore & Nahant Beach

A cozy bedroom features a spacious bed with a grey blanket and decorative pillows. Natural light filters through two sheer-curtained windows. A wooden dresser and lamp complement the room, while a vibrant artwork adds a pop of color. A ceiling fan with light is visible.

Condo in Beacon Hill

4.96 out of 5 average rating, 100 reviews

Charming and Historic Apartment

Located in the heart of the historic Beacon Hill neighborhood, this cozy apartment is on the first two floors of a four-story brick townhouse. Tucked away on a European-style gated courtyard, the apartment is incredibly quiet and private, and only steps away from the shops, restaurants and public transportation of Charles Street and Cambridge Street. The well equipped kitchen has been recently renovated with free in unit laundry, bar, adjacent patio. Also WFH station and gas fireplace.

A modern kitchen features white cabinetry with glass doors and open shelving. A spacious island with seating for four is highlighted, along with a sleek sink and contemporary faucet. Glassware and a wine bottle rest on the countertop, enhancing the functional design.

Condo in Charlestown

4.92 out of 5 average rating, 377 reviews

Luxurious Home in Boston's Historic Charlestown

Featured in Boston Design Guide. Luxurious full floor condo in the historic and charming gaslight district of Boston's Charlestown section. Steps to Bunker Hill Monument and 1.5 miles from Encore Casino. Brand new kitchen with high end copper finishes, new appliances. HD Smart TV with movie and streaming apps. Queen size memory foam mattress, walk in closet, comfy pullout couch, full bathroom w/ newly tiled standing shower, washer/dryer and hotel-like amenities (shampoo, soap, etc.).

A living area displays a light-colored sofa adorned with patterned pillows, accompanied by two blue armchairs. A sleek work desk and a television are positioned near an elegant marble fireplace. Natural light fills the room, highlighting the wooden flooring and soft color palette.

Condo in Charlestown

4.98 out of 5 average rating, 135 reviews

Large 1+bed in historic Charlestown, Boston!

Large 1 BR condo. This is a brick 3 story home & the rental condo is on the 1st floor only. Luxurious KING sized bed, work desk area, living room w/queen pull out bed, fireplace, fully equipped kitchen & priv deck/courtyard. Washer/dryer. Convenient walk to cafes & restaurants, Whole Foods, MBTA, Freedom Trail, Bunker Hill Monument, USS Constitution. Courtyard is broken down Dec-March & NO smoking in the house and NO smoking in courtyard. Not suitable for children under 6 years old.

A modern kitchen space features sleek white cabinetry and a large island with seating for three. Stainless steel appliances are positioned against a stylish backsplash. A vintage-inspired poster adorns the wall, and natural light fills the area from overhead fixtures.

Condo in East Boston

4.95 out of 5 average rating, 264 reviews

CITY APARTMENT NEAR AIRPORT

🏙️ City Apartment Near Airport Station - New Listing! 🏙️ Experience luxury living in this private one-bedroom apartment, ideally situated just one block from the Airport Station. Enjoy easy access to Boston's vibrant attractions, including: Public Library: Just three blocks away, perfect for a quiet afternoon. Bremen's Park: A beautiful green space for relaxation and outdoor activities. Shopping Centers & Trendy Restaurants: Explore a variety of dining and shopping options nearby.

Top guest favorite

A modern living area features a black leather sofa paired with decorative pillows. A white area rug lies beneath a coffee table, complemented by an accent chair with a geometric pattern. Natural light filters through the two windows, creating a bright and inviting space.

Condo in Cambridgeport

4.92 out of 5 average rating, 799 reviews

Spacious 2 bedrooms Apt -Roof deck NO Cleaning fee

A brand new spacious 3rd floor apartment over 1,000 sq ft centrally locate, near 2 subway stations/bus line, 4 grocery stores within 10 mins walk. The apt has a big kitchen, roof top deck and a huge yard. All brand new furnitures from Crate & Barrel, Pottery Barn and West Elm. Bed sheet sets from Crate & Barrel. NO Cleaning fee. We offer a great atmosphere, high quality amenities and cleanliness are utmost importance. Please read the reviews from prior guests.

Top guest favorite

The living room features a sectional couch designed to seat four guests comfortably, paired with a wooden coffee table. Natural light enters through two windows, illuminating the space, while a piece of wall art is mounted above the couch. A patterned area rug adds texture to the hardwood floor.

Condo in Medford

4.99 out of 5 average rating, 129 reviews

Tufts 2 Bed + Office - Free Parking

Welcome to your spacious retreat in the charming town of Medford, just minutes from downtown Boston and steps from Tufts University. This well-appointed 2-bedroom home with separate office offers 1,200 square feet of living space, making it an ideal choice for families and groups. Enjoy the convenience of free parking and a prime location that makes exploring Boston a breeze. After a day of adventure, return to your comfortable home away from home.

A studio space features a spacious bed with a memory foam mattress and a queen pull-out sofa. A modern kitchen is visible, complemented by a dining area with high stools. Natural light enters through a window, while artwork adds visual interest to the walls.

Condo in East Boston

4.84 out of 5 average rating, 282 reviews

Stylish garden level studio with a private patio

Enjoy your stay in this stylish East Boston garden level studio with a private back patio. It is centrally located near restaurants, the waterfront, a running & biking trail, the airport, public transportation, and it is 1 metro stop away from downtown Boston. The metro stop, Maverick, is a 4 minute walk! The studio is equipped with a king bed that has a memory foam mattress, a queen pull out sofa, and a fully equipped kitchen.

A modern kitchen features white cabinetry with a gray island and two black bar stools. Stainless steel appliances, including an oven and refrigerator, complement the light countertops. Pendant lights hang above the island, illuminating the space, while natural light streams through the window.

Condo in East Boston

4.89 out of 5 average rating, 168 reviews

Luxury Condo in Boston w/ backyard & parking

2 bedroom 1 bath condo with 1 parking spot, backyard, private outdoor deck and 2 private entrances. Located in East Boston, this condo is a 5 minute drive away from the airport and a 5 minute walk from Constitution Beach. This upscale suburb is a 10 minute drive from downtown Boston and a 10 minute walk from the T (Boston Subway). Located in a residential neighborhood, home to renown Italian and Latin restaurants.

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Popular amenities for Chelsea condo rentals

Free parking on premises

Air conditioning

Weekly condo rentals

Top guest favorite

This bright bedroom features two large windows that frame expansive views of the ocean and coastline. Natural light fills the room, highlighting the warm wooden floor and minimalistic decor. The space is designed for relaxation with a sense of tranquility from the scenic surroundings.

Condo in Beachmont

5 out of 5 average rating, 24 reviews

Newly renovated Boston Oceanfront Haven

The entrance features two tall nutcracker figures, dressed in vibrant red and blue, flanking the door. Green garlands and a wreath decorated with red accents adorn the black exterior, which is complemented by potted plants and bright red flowers.

Condo in East Boston

4.89 out of 5 average rating, 44 reviews

Eastie near the airport Great location

Top guest favorite

A small workspace features a marble-top table accompanied by a white chair with a fur throw. The green wall displays a variety of framed artwork and a small chalkboard with the word 'Welcome.' A mirror above the table reflects elements of the cozy room.

5 out of 5 average rating, 57 reviews

The Merchant's Carriage House - Downtown Salem

A spacious living room features large windows with soft curtains, allowing natural light to fill the space. A smart HDTV is placed on a white media console. Comfortable seating includes a green sectional and two armchairs, arranged around a glass coffee table on a plush area rug.

Condo in Chelsea

4.82 out of 5 average rating, 136 reviews

The Maverick - Luxurious Apartment (Free Parking!)

A spacious living area is highlighted by framed windows that provide ample natural light and offer views of the sky. A modern couch and an antique roll-top desk are present, accompanied by a cozy armchair. A decorative star design in the area rug adds a unique touch.

Condo in Peabody

4.94 out of 5 average rating, 94 reviews

Peabody Penthouse Top of the World Sunset View

Top guest favorite

A modern kitchen is highlighted by a central island with seating for four. Light wood cabinetry complements stainless steel appliances, while light gray backsplash tiles add texture. Natural light floods in from a nearby window, creating a functional and inviting space.

Condo in East Cambridge

4.98 out of 5 average rating, 50 reviews

Beautiful Cambridge Apartment

A comfortable living space is highlighted by a dark upholstered sofa and a low coffee table. A patterned area rug with geometric shapes adds color to the warm wooden floor. Natural light filters through the large windows, enhancing the inviting ambiance of the room.

Condo in Watertown

4.97 out of 5 average rating, 34 reviews

Sleek & Stylish Master Suite

Top guest favorite

A framed artwork features the silhouette of a raven against a shimmering gold background. The ornate frame adds a touch of elegance, enhancing the gothic decor of the space.

4.94 out of 5 average rating, 82 reviews

The Raven!

Pet-friendly condo rentals

The living room is furnished with a brown leather sofa and a light-colored sectional, surrounded by multiple windows allowing natural light. A dark wooden coffee table is placed centrally, adorned with a decorative bowl. An accent chair and a white cabinet add to the room's functionality.

Condo in East Somerville

4.86 out of 5 average rating, 242 reviews

A Cozy 3 Bedroom Home Close To Boston & Parking

An outdoor space is presented, featuring a wooden picnic table surrounded by a sprawling lawn. A slide is integrated into the landscape, complemented by vibrant greenery and a nearby garden area. Outdoor seating is also visible in the background, enhancing the communal atmosphere.

Condo in East Boston

4.93 out of 5 average rating, 213 reviews

Family Home + Near Downtown + Cool Backyard!

Top guest favorite

A comfortable living room features a soft gray sofa flanked by two armchairs. A round coffee table sits in the center, adorned with a decorative bowl. Natural light enters through a window adorned with white shutters, and a cozy rug enhances the inviting ambiance.

Condo in Lakeside Marblehead

4.99 out of 5 average rating, 186 reviews

Harbor Hideaway

A spacious living area is highlighted by a bright blue sectional sofa and a circular coffee table. Natural light streams through the window, illuminating the light brown hardwood floor and soft area rug. A decorative plant sits on the coffee table, adding a touch of greenery.

Condo in Cambridge

4.91 out of 5 average rating, 100 reviews

#4B, Walk to Harvard, MIT, Redline! Prime Location

A spacious living area features a comfortable brown leather sofa and a blue armchair. A wooden coffee table sits in the center, and a 55-inch television is positioned on a console against a light blue wall. Large windows allow natural light to fill the space.

Condo in Brookline Village

4.97 out of 5 average rating, 102 reviews

2 Bedroom by Longwood Medical Hospitals

An open living space features a modern gray sofa paired with a dark green accent chair. A round coffee table sits on a textured blue rug. Natural light enters through large windows, illuminating the dining area and kitchen with stainless steel appliances and wooden cabinets.

Condo in Waltham

4.93 out of 5 average rating, 189 reviews

New Super Modern 2 bed in Waltham

A well-lit bedroom features a spacious bed dressed in crisp white linens, flanked by small bedside tables with lamps. Large windows provide natural light and views of the surrounding area, while the soft blue walls create a calming ambiance.

Condo in South Boston

4.86 out of 5 average rating, 109 reviews

Penthouse 2 Beds /2 Baths luxury in South Boston

Top guest favorite

A modern kitchen is showcased with light wood cabinetry and an expansive island featuring a white marble countertop. Pendant lights hang above, illuminating the space. The open layout leads to a cozy living area with a large sectional sofa, surrounded by windows that invite natural light.

Condo in East Boston

4.94 out of 5 average rating, 170 reviews

Luxury apt w/ sauna & deck | by airport, downtown

Private condo rentals

Top guest favorite

A comfortable living area is highlighted by a modern sofa and minimalist armchairs. Natural light floods in from a window, illuminating a coffee table adorned with a book and decorative items. Shelves display plants and books, enhancing the cozy, inviting ambiance.

Condo in Davis Square

4.91 out of 5 average rating, 157 reviews

Bright & Spacious Home in Davis Sq, Somerville

A kitchenette area features light-colored cabinetry and granite countertops, complemented by stainless steel appliances. A round marble dining table is surrounded by four upholstered chairs. A flat-screen TV is mounted on the wall, and overhead lighting provides illumination in the spacious room.

Condo in Brighton

4.9 out of 5 average rating, 21 reviews

Cozy Top floor apt by St Elizabeth, BU, BC w/ Park

A living area features a contemporary black sofa and two matching armchairs arranged around a round glass coffee table, all placed on a vibrant blue rug. A large artwork hangs on the wall, and a window allows natural light to enter the space.

Condo in South End

4.99 out of 5 average rating, 100 reviews

1 Bedroom Apartment in Boston/South End

A cozy living room features a gray sofa and a black leather chair, centered on a light-colored area rug. Two windows illuminate the space, complemented by light curtains. A wooden coffee table holds decorative items and a lamp, while a woven wall hanging adds texture.

4.96 out of 5 average rating, 293 reviews

My Place - 2 Bedroom Condo with Parking

The living room features wooden floors with a patterned area rug. Comfortable seating is arranged, including a gray sofa and two armchairs. Natural light pours in through multiple windows, and a decorative lamp stands beside a framed art piece on the wall.

Condo in Roslindale

4.89 out of 5 average rating, 118 reviews

Transit friendly condo on quiet street

A comfortable outdoor seating area is presented on a covered porch. The space features a sectional sofa and four wicker chairs arranged around a glass coffee table. Views of nearby buildings and a clear blue sky can be seen in the background, enhancing the serene environment.

Condo in Winter Hill

4.84 out of 5 average rating, 223 reviews

Spacious, cozy home near Boston!

An open-concept living and dining area is showcased, featuring a wooden dining table with chairs, a comfortable sofa, and a flat-screen TV mounted on the wall. Natural light enters through multiple windows, enhancing the bright and airy feel of the space.

Condo in Lakeside Marblehead

4.98 out of 5 average rating, 121 reviews

Samuel Tucker House - Downtown Luxury 2 Bed Condo

A bright bedroom features a queen bed with fresh linens against a backdrop of large windows. Nightstands with lamps accompany the bed, while a plush area rug lies on a hardwood floor. A decorative mirror and a vintage fireplace add character to the space.

Condo in South End

4.93 out of 5 average rating, 438 reviews

Victorian Charm, Modern Style w/Private Entrance

Quick stats about condo rentals in Chelsea

Total rentals
10 properties
Nightly prices starting at
$60 before taxes and fees
Total number of reviews
750 reviews
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wifi availability
10 properties include access to wifi
Popular amenities
Kitchen, Wifi, and Pool

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