Condo holiday rentals in Chelsea

4.98 out of 5 average rating, 103 reviews

The exterior of a historic two-story building is shown, featuring blue siding and white trim. A tall tree stands at the front, providing shade, while a decorative fence encloses the property. Steps lead up to the entrance, enhancing the welcoming appeal of the home.

Condo in Winthrop

The Day-Burrill-Wadsworth-La Voix House

The Day-Burrill-Wadsworth-La Voix House is located in Winthrop, MA in the North Shore of Boston. Super close to Logan Airport for your traveling needs. A Level 2 EV Charger is available! This renovated 3 Bedroom penthouse apartment features a private roof deck, off-street parking, sunroom, and free in-unit laundry! A safe, spacious, and serene space. A historic building, it was one of the first handful of homes in Winthrop... built in 1860 (but since converted to two apartments and renovated).

4.81 out of 5 average rating, 150 reviews

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

Peaceful/Sunny Apt w/Baby Grand Piano Near Transit

Pristine clean interior. WIFI/Cable TV, AC in all rooms. Fully Equipped Kitchen, a Baby Grand Piano., share 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. Short access to all highways, leading to Salem

An open-concept living area showcases a modern kitchen with white cabinets and stainless steel appliances. A dining table is positioned adjacent, with seating for four. Comfortable seating is provided by a light-colored sofa and stylish chairs, complemented by a textured area rug.

4.96 out of 5 average rating, 124 reviews

Modern Luxury | Free Parking, Near T | Home Cinema

Welcome to our stylish East Boston condo! Just a 5-minute walk to the Blue Line and 11-minute drive (or 25-min walk) to Logan Airport. Only two blocks from the waterfront with stunning Boston skyline views. This modern farmhouse retreat features two cozy bedrooms plus two more beds downstairs. The sleek kitchen and dining area are great for meals or morning coffee. Relax in the comfy living room or enjoy movie nights on the 135-inch home theater. Includes in-unit laundry and off-street parking.

4.83 out of 5 average rating, 249 reviews

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

Spacious, cozy home near Boston!

Stylish, spacious home 15 minutes from the heart of Boston including downtown Boston, Back Bay, Beacon Hill. Minutes away from MBTA green line (Sullivan) and orange line (Assembly). Assembly Square full of restaurants, bars and shops 5 minutes away! Short drive to Harvard/Tufts/Northeastern/BU and other major universities. - NEWLY renovated home - Brand new furniture - 3 bedrooms, 3 bathroom - Fully equipped kitchen - Fully equipped bathrooms with towels and toiletries - Professional clean

4.95 out of 5 average rating, 102 reviews

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.

Condo in North Salem

The Raven!

Looking for the quintessential Salem stay? Look no further! The main bedroom is designed to get you in the Salem spirit, with its dark gothic decor. Take a reading break in the adjacent room, outfitted to look like a Victorian British library. A spacious living room, dining room, kitchen, and full bath complete this lovely property. Enjoy parking in a driveway in the typically-packed city. We are just a quick and enjoyable 12-minute walk to Essex street and all that downtown has to offer!

4.92 out of 5 average rating, 397 reviews

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

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 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.

4.94 out of 5 average rating, 198 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

4.98 out of 5 average rating, 145 reviews

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

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, fully equipped kitchen & private 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 house and NO smoking in courtyard. Not suitable for children under 6 years old.

4.92 out of 5 average rating, 858 reviews

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

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.

The living area features two gray sofas positioned around a round wooden coffee table on a vibrant blue area rug. A cozy fireplace is situated against a striking red wall, complemented by a bookshelf filled with books. Natural light enters through a nearby window.

4.93 out of 5 average rating, 238 reviews

Family Home + Near Downtown + Cool Backyard!

Welcome to our family home. It's convenient, comfortable, safe, and close to downtown Boston! We have a backyard and open space with a beautiful deck. It's a great place to spend time and enjoy a peaceful outdoor setting in the city. Located in the waterfront neighborhood of Jeffries Point, East Boston. A 5-minute walk to lovely parks and the HarborWalk. And just ONE SUBWAY STOP to downtown Boston. We love Boston - and hope we can share it with you!

4.9 out of 5 average rating, 262 reviews

Condo in Somerville

Bright Modern Condo 10 mins to Boston with Parking

Our beautiful Somerville condo is less than 4 miles from the heart of Boston! With convenient access to public transportation and limited free parking, you can get around the city with ease. After a day of exploring Boston, retreat to the tranquility of Somerville and make dinner at home or enjoy the neighborhood restaurants. If you're visiting the nearby universities, it's only a mile from Tufts, 2.5 miles to Harvard and 3 miles to MIT.

4.99 out of 5 average rating, 249 reviews

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 Marblehead

Harbor View Suite

Harbor View Suite is a beautifully decorated two story Unit within a newly renovated Victorian house on the harbor located in Historic Old Town Marblehead, Massachusetts. This accommodation offers a rooftop terrace with panoramic views of the Harbor. Views of the harbor also from the kitchen deck. Perfect for families & friends. One dog allowed no cats please PLEASE note - parking on site is very tight small cars compact SUVs only

Popular amenities for Chelsea condo rentals

Kitchen

Wifi

Free parking on premises

Air conditioning

Weekly condo rentals

4.99 out of 5 average rating, 158 reviews

A private patio area features a circular black table surrounded by four red cushioned chairs. Lush green plants and floral arrangements border the space, while decorative elements enhance the garden ambiance. Soft light filters through the leafy surroundings, creating a serene outdoor retreat.

Condo in South End

Great South End / Back Bay location! 1 bed condo

4.97 out of 5 average rating, 283 reviews

An open living area showcases a warm ambiance with string lights overhead. A dining table is set for six, and a cozy seating arrangement includes a colorful armchair and a plush sofa. A wall-mounted TV is positioned beside vibrant artwork against the white walls.

Condo in Downtown Salem

*1710 Historic Downtown 2BR |Salem+Witch Trials

4.91 out of 5 average rating, 283 reviews

A fully equipped kitchen features a spacious granite countertop with seating for four on elegant black bar stools. Natural light streams in from the nearby window, illuminating the fresh purple flowers arranged as a centerpiece.

Condo in Jamaica Plain

Fully-Equipped 2nd Floor 1-Bed 1-Bath Apt

4.96 out of 5 average rating, 128 reviews

Condo in Beacon Hill

Charming and Historic Apartment

4.99 out of 5 average rating, 135 reviews

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 Marblehead

Samuel Tucker House - Downtown Luxury 2 Bed Condo

4.93 out of 5 average rating, 135 reviews

A cozy living area is situated under the inclined ceiling, featuring a corner couch and an armchair. A television is positioned on a light-colored media console. A skylight allows natural light to fill the room, illuminating the hardwood floors.

Condo in North Salem

Lovely Condo-close to Downtown Salem 1bed/1ba

4.97 out of 5 average rating, 130 reviews

The living area features a light-colored rug, a blue sofa, and a brown leather sectional. An assortment of plants decorates the space, with natural light streaming through large windows covered with light curtains. A small side table holds decorative items, and a curated shelf displays books and guitars.

Condo in Somerville

Sunny Somerville Apartment

4.94 out of 5 average rating, 343 reviews

The private rooftop deck features a shaded seating area with sectional sofas adorned with cushions. Potted plants add greenery, while views of neighboring buildings and trees are visible in the background under a partially cloudy sky.

Condo in Fort Hill

Boston Rooftop Retreat

Pet-friendly condo rentals

4.87 out of 5 average rating, 150 reviews

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

Condo in downtown Boston

4.83 out of 5 average rating, 152 reviews

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

Nice Condo to Harvard, MIT, Fenway, with parking

4.91 out of 5 average rating, 47 reviews

A well-appointed living area features a stylish gray sectional sofa with an accompanying ottoman. A round dining table, surrounded by four black chairs, is visible near large windows adorned with sheer curtains. A decorative wall art piece enhances the space's aesthetic, while a flat-screen TV is positioned on a dark media console.

Condo in Mystic River

Modern 2BR near Subway & Parking

4.9 out of 5 average rating, 109 reviews

A welcoming living area features a dark sofa with a plush throw pillow, complemented by a glass coffee table and decorative area rug. In the background, a console table holds a bowl and art pieces. A floor lamp provides soft lighting, enhancing the space's comfort.

Condo in Jamaica Plain

Leafy & Tranquil, Artist house. Easy access Boston

4.87 out of 5 average rating, 128 reviews

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

Transit friendly condo on quiet street

4.91 out of 5 average rating, 103 reviews

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

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

4.92 out of 5 average rating, 197 reviews

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

New Super Modern 2 bed in Waltham

4.88 out of 5 average rating, 129 reviews

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

Penthouse 2 Beds /2 Baths luxury in South Boston

Private condo rentals

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.

4.88 out of 5 average rating, 50 reviews

Eastie near the airport Great location

4.96 out of 5 average rating, 97 reviews

The modern kitchen features sleek stainless steel appliances and a spacious island with seating. Natural light fills the area from multiple windows, highlighting the granite countertops. A dining table sits within the open layout, creating an inviting space for meals.

Condo in Medford

Modern, Spacious, Top Floor Condo in A++ Location!

4.99 out of 5 average rating, 107 reviews

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

1 Bedroom Apartment in Boston/South End

4.86 out of 5 average rating, 1,077 reviews

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

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

4.81 out of 5 average rating, 185 reviews

A modern living area features a light-colored sofa, accompanied by a glass coffee table on a soft area rug. Bright lighting illuminates the space, revealing a well-equipped kitchen with white cabinetry and sleek countertops in the background.

Condo in Everett

Luxury & Comfort! Modern 2 bedroom + Free Parking!

4.93 out of 5 average rating, 241 reviews

A welcoming living room features a large white sofa facing a decorative wooden coffee table. Two armchairs are positioned near a window, with light filtering through sheer curtains. Potted plants add greenery, complementing the warm wood floors and classic ceiling fan.

Condo in Roslindale

Spacious 5BR Condo w/parking near METRO

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

4.83 out of 5 average rating, 139 reviews

The Maverick Downstairs - Lux Apartment (Parking!)