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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, 1,012 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 area features a dark sectional sofa adorned with decorative pillows in varying colors. A glass coffee table is positioned in front, while a baby grand piano is visible in the background, alongside large windows that allow natural light to fill the space.

Condo in Medford

4.82 out of 5 average rating, 141 reviews

Sunny Apt w/ Baby Grand Piano Walk to Dining Spots

Pristine clean interior. WIFI/Cable TV, AC in all rooms. Fully Equipped Kitchen, a Baby Grand Piano. Washer & Dryer. Safe to walk 24/7. Near Mystic River, 6 min driving from downtown Boston, Harvard & Tufts Univ, Fenway Park, TD Garden, Casino, all major Hospitals. Walk to Subway Station, supermarket, 24/7 pharmacy. Private parking ($15 per day) or free Street parking one block away. Near Mystic River reservation, ideal for hiking, biking, picnic. Short access to all highways, leading to Salem

A spacious bedroom featuring a king bed with striped bedding is visible in the foreground. The living area includes a sectional sofa, a coffee table, and a television on a stand. Natural light enters through a window, enhancing the inviting ambiance.

Condo in East Boston

4.91 out of 5 average rating, 110 reviews

Studio Getaway

Keep it simple at this peaceful and centrally-located studio, 7 minutes from the airport and a 5 minutes walk from the T (Boston's subway) Perfect for early morning flights from Logan & those who are visiting the city and want a cozy, affordable place to stay This studio features a King bed, a sectional sofa, and a TV with Roku, coffee maker, and microwave (no kitchen) Please note: The price is below market as this is a new listing that I am testing. There are some improvements in progress.

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, 189 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 well-maintained backyard is featured, showcasing artificial turf and manicured hedges along the fence. Pathways of stone lead through the space, while decorative string lights are hung overhead, adding an inviting touch to the outdoor area.

4.77 out of 5 average rating, 158 reviews

One bedroom apartment close to Salem and Boston.

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 spacious bedroom features two neatly made beds, one larger and one smaller, adorned with white bedding. A bedside table holds a lamp, and a window with light curtains allows natural light to enter, complemented by warm LED ceiling lights.

Condo in Waltham

4.84 out of 5 average rating, 112 reviews

Lovely one bedroom apartment condo, with parking

The whole group will enjoy easy access to everything from this centrally located place. Entire unit. In the heart of Waltham Large and comfortable one bedroom apartment in quite condominium style place. Great location 5 minutes walk to train or bus to Boston, 6 minutes walk to Moody street where all the restaurants and attractions are currently open. Also 7 minutes drive from Brandeis university or Bentley College . We are located near everything you would need to do in Waltham. The

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, 365 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.).

Top guest favorite

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, 130 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.

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

4.92 out of 5 average rating, 179 reviews

New Super Modern 2 bed in Waltham

A tastefully decorated unit on the 1st floor. Just across from the Waltham Watch Factory. 10-min walk to Moody St. and Charles River path. Built in 2014, open living, dining, and kitchen areas are ideal for working or entertaining. Stainless steel appliances and high class kitchenware. Spacious 2 bedrooms and 1 bathroom. Private deck. In unit washer/dryer. Baby friendly. Parking spot#1. Tax of 11.7% starts 7/1/19. Open and no-contact fire stairway is accessible from the parking lot.

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

4.96 out of 5 average rating, 254 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.

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

4.93 out of 5 average rating, 156 reviews

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

Welcome to your private oasis just minutes away from Logan Airport AND Boston's bustling streets. Start your day with a walk along the water, then enjoy all that Boston has to offer right nearby. 1 min. walk to the waterfront 5 min. walk to Logan Airport 10 min. Uber (or 1 MBTA stop) to Downtown Boston PARKING IS DIFFICULT: - If you’re coming during the week, parking can be hard to navigate - If you MUST bring a car, do not arrive in the evening or you may not find a spot

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, 122 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.

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Popular amenities for Chelsea condo rentals

Free parking on premises

Air conditioning

Weekly condo rentals

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, 18 reviews

Newly renovated Boston Oceanfront Haven

A spacious bedroom features a large bed with a light-colored blanket. Floor-to-ceiling windows allow ample natural light, revealing views of the city. Sleek wooden flooring reflects the light throughout, while dark electric blinds provide privacy when needed.

Condo in East Boston

4.91 out of 5 average rating, 11 reviews

Luxury Penthouse with City & Airport View | Eastie

Top guest favorite

A dining area features a dark wooden table surrounded by four chairs, illuminated by a modern chandelier. Light enters through large windows with sheer white curtains, revealing glimpses of a vibrant outdoor view. A colorful area rug adds warmth to the hardwood floor.

Condo in Swampscott

4.99 out of 5 average rating, 94 reviews

Newly Renovated Victorian close to Boston

A spacious living area showcases a modern dining table beside a pair of stylish chairs, with large windows allowing natural light to fill the room. A smart TV is mounted on a textured accent wall, offering a contemporary touch to the inviting environment.

Condo in Assembly Square

4.97 out of 5 average rating, 30 reviews

Luxe Studio, King Bed, Fast Wi-Fi, Work Desk, Gym

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, 131 reviews

The Maverick - Luxurious Apartment (Free Parking!)

Top guest favorite

A cozy living space features a brown sectional sofa adorned with colorful cushions, complemented by a patterned area rug. A decorative shelf holds plants and a framed picture. Light floods through glass-paneled doors that lead to the bedroom, enhancing the inviting atmosphere.

Condo in Cambridge

5 out of 5 average rating, 66 reviews

Casa Paradiso - Top Floor 1bed/1bath in Cambridge

Top guest favorite

A newly renovated kitchen features modern white cabinetry and stainless-steel appliances. A central wooden island with three bar stools offers additional seating. Natural light streams in from a window, complemented by a hanging woven light fixture above.

Condo in East Cambridge

4.97 out of 5 average rating, 36 reviews

Beautiful Cambridge Apartment

A well-arranged living area features light leather furniture, providing ample seating. A coffee table displays magazines and small decorative items. Two large windows allow natural light to fill the space, complemented by a floor lamp, creating a bright and inviting atmosphere.

Condo in Waltham

4.87 out of 5 average rating, 46 reviews

Bright, sunny 1 bedroom condo

Pet-friendly condo rentals

A bright living area is highlighted by a circular dining table surrounded by four chairs. A large round mirror above a white fireplace reflects the light. Warm wooden floors contrast with the cream walls, accentuated by subtle decor elements and natural light from nearby windows.

Condo in Bay Village

4.89 out of 5 average rating, 118 reviews

Condo in downtown Boston

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

4.85 out of 5 average rating, 230 reviews

A Cozy 3 Bedroom Home Close To Boston & Parking

A sleek kitchen features modern stainless steel appliances, including a gas stove and a kettle. White cabinetry complements the glossy white subway tile backsplash. Light reflects off the countertops, enhancing the bright and clean appearance of the space.

Condo in Watertown

4.85 out of 5 average rating, 107 reviews

Nice Condo to Harvard, MIT, Fenway, with 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

4.95 out of 5 average rating, 202 reviews

Family Home + Near Downtown + Cool Backyard!

A compact laundry area is visible, featuring stacked white washer and dryer units against a bold red wall. A set of shelves holds neatly folded white towels, while a fire extinguisher is positioned on the floor near the shelves.

Condo in Cambridge

4.9 out of 5 average rating, 143 reviews

#1A Harvard MIT Central location! in unit W/D

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, 111 reviews

Transit friendly condo on quiet street

Top guest favorite

The living area features a mix of comfortable seating, including a floral-patterned sofa and a plaid armchair. A round coffee table sits atop a light blue area rug, and large windows allow natural light to fill the space, enhancing the cozy ambiance.

Condo in Lakeside Marblehead

4.99 out of 5 average rating, 227 reviews

Harbor View Suite

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, 202 reviews

Spacious, cozy home near Boston!

Private condo rentals

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

4.9 out of 5 average rating, 143 reviews

Bright & Spacious Home in Davis Sq, Somerville

A neutral-toned seating area features a modern gray couch adorned with throw pillows. A wooden coffee table sits in front, while a bedside table with a lamp and decor completes the cozy atmosphere. Large windows allow ample natural light into the space.

Condo in Lakeside Marblehead

4.94 out of 5 average rating, 152 reviews

1742 Marblehead Studio|Minutes to Salem|Parking

The living area features elegant design elements, including a dark wood dining table set for four, a cozy beige sofa, and a vibrant orange ottoman. A decorative blue area rug lays on the hardwood floor. Windows allow natural light to fill the space, complemented by a black antique marble fireplace.

Condo in Charlestown

4.96 out of 5 average rating, 114 reviews

Luxe Historic Elegance Overlooking Thompson Square

Top guest favorite

An open-concept living area is visible, featuring a modern dining table surrounded by chairs on a textured rug. A kitchenette is equipped with sleek cabinets and appliances. Natural light floods the space, highlighting wooden flooring and an art piece on the wall.

4.95 out of 5 average rating, 165 reviews

Downtown Salem - Park & Play Modern 3 Bedroom Unit

Top guest favorite

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, 270 reviews

My Place - 2 Bedroom Condo with Parking

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

4.95 out of 5 average rating, 83 reviews

Charming and Historic Apartment

Top guest favorite

The living area features a combination of deep blue walls and natural light from large windows. A light fixture hangs from the ceiling above a cozy seating arrangement, including a sectional sofa and a modern armchair. A decorative fireplace is accented by a mounted television.

4.97 out of 5 average rating, 198 reviews

Downtown beautiful renovation with parking

An open kitchen-living area features a large central island with dark cabinetry and a light countertop. Stylish pendant lights hang above the island. A comfortable seating area is visible, with natural light filtering through large windows and doors that lead to an outdoor space.

Condo in South Boston

4.98 out of 5 average rating, 121 reviews

Perfectly Renovated Home w/ Private Outdoor Oasis

Quick stats about condo rentals in Chelsea

Total rentals
10 properties
Nightly prices starting at
$60 before taxes and fees
Total number of reviews
760 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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