Condo vacation rentals in Chelsea

4.98 out of 5 average rating, 119 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).

FamilyValueView

4.99 out of 5 average rating, 241 reviews

Condo in Winthrop

Truly Oceanfront! Spacious Family Petfriendly Home

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.

ValueFamilyLong stay

4.96 out of 5 average rating, 112 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!

Modern, sunny second floor space with chef's kitchen! Newly renovated with gleaming hardwood floors, ample free parking, in-suite laundry, seventy five inch 4K smart TV, dining area, two generous bedrooms (one has king bed), separate living room, and sun porch. All this located in an exceptional location just steps from the Wellington Station Orange Line MBTA (the T) / Station Landing, Starbucks, Encore Boston, Life Time Sports Club, Planet Fitness, Restaurants, CVS, Assembly Row, & morer

FamilyValueHospitality

4.96 out of 5 average rating, 119 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 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!

ValueLocationSleep quality

4.91 out of 5 average rating, 541 reviews

The living room features a grey sofa adorned with blue accent pillows, paired with two blue chairs. A coffee table with a glass top sits in front, and light enters through windows with white shutters. The hardwood floor adds warmth to the space.

Condo in Beacon Hill

BEAUTIFUL BEACON HILL 2 BEDROOM!

Come stay at our charming condo in the heart of Boston's most desirable neighborhood, Beacon Hill! Our two bedroom/one full-bath condo is beautifully furnished and comes with everything you need for an enjoyable stay. Whether you want to walk the Freedom Trail, jump on a Duck Boat Tour, visit a relative at Mass General, shop on Newbury St, or dine on Charles St, you will find it all within walking distance. You could not be more centrally located to take in all the city has to offer.

LocationValueShared spaces

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.

4.93 out of 5 average rating, 315 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.

ValueFamilyCheck-in

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.

4.95 out of 5 average rating, 154 reviews

Modern Luxury | Free Parking, Near T | Home Cinema

Discover a stylish East Boston condo featuring modern farmhouse design and stunning Boston skyline views. Just a 5-minute walk to the Blue Line and only 11 minutes from Logan Airport, it's the perfect home base for exploring the city. This spacious 3-bedroom retreat comfortably sleeps 7 guests and includes a luxurious home theater, a fully equipped kitchen, and free parking. Enjoy the perfect blend of comfort, convenience, and a quiet neighborhood just minutes from downtown Boston.

LocationValueKitchen

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, 221 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

LocationFamilyAmenities

4.98 out of 5 average rating, 160 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. KING 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.

LocationFamilyDecor

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.

4.94 out of 5 average rating, 257 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!

ValueLocationBackyard

4.9 out of 5 average rating, 268 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.

ValueLocationHeating

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.

4.81 out of 5 average rating, 341 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.

ValueLocationComfort

Popular amenities for Chelsea condo rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Weekly condo rentals

4.81 out of 5 average rating, 154 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

ValueLocationShared spaces

4.81 out of 5 average rating, 210 reviews

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.

Condo in Lynn

One bedroom apartment near Boston and Salem.

LocationValueHeating

4.91 out of 5 average rating, 272 reviews

A spacious living room features a gray sectional sofa adorned with decorative pillows in soft hues. A round coffee table with a textured surface is positioned in front of the sofa. Natural light filters through white window blinds, illuminating the light blue walls.

Condo in Lynn

High Rock Home-4BR, 2BA Modern, near downtown Lynn

LocationFamilyAccuracy

4.99 out of 5 average rating, 133 reviews

A dining area features a large black table surrounded by clear acrylic chairs, enhancing the spacious feel. A floral wallpaper adorns one wall, while light streams in through large windows. A chandelier adds an elegant touch to the room, complementing the hardwood flooring.

Condo in Swampscott

Modern Victorian close to Salem

LocationValueQuiet

4.98 out of 5 average rating, 200 reviews

A pair of large, double doors with a rich, textured surface stands prominently in the background. The doors are flanked by warm, wooden floors and a light-colored sofa adorned with decorative pillows. A vibrant area rug adds color to the setting.

Condo in Downtown

Downtown Loft Boston - Close to everything

FamilyLocationGetting around

4.93 out of 5 average rating, 900 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 Cambridge

Spacious 2 bedrooms Apt -Roof deck NO Cleaning fee

LocationFamilyLayout

4.94 out of 5 average rating, 365 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 Roxbury

Boston Rooftop Retreat

LocationValueSolo travel

4.94 out of 5 average rating, 331 reviews

The living area includes a spacious wooden coffee table positioned between two comfortable armchairs and a sofa. A partially visible dining area is in the background, with wooden chairs surrounding a table. Natural light enters through the window, enhancing the warm wood tones throughout.

Condo in South Boston

Beautiful, spacious South Boston Condo, Near T

ValueFamilyBeach

Pet-friendly condo rentals

4.94 out of 5 average rating, 106 reviews

Condo in Swampscott

Ocean View Coastal Retreat | Walk to Beach | Salem

LocationFamilyTV

4.99 out of 5 average rating, 262 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

FamilyLocationAccess

4.95 out of 5 average rating, 133 reviews

A spacious living area is shown, featuring a light-colored sectional sofa, an accent chair, and a wooden coffee table. Natural light filters through large sliding doors, which open to a private deck. A soft area rug lies beneath the furniture, enhancing the cozy atmosphere.

Condo in South Boston

Boston Townhouse - 3BR/2.5BA - Seaport BCEC

FamilyValueCheck-in

4.89 out of 5 average rating, 148 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

LocationValueIndoor spaces

4.82 out of 5 average rating, 263 reviews

Condo in Somerville

Spacious, cozy home near Boston!

FamilyLocationAmenities

4.77 out of 5 average rating, 265 reviews

A well-appointed bedroom features a spacious bed with a light duvet and coordinating cushions. Two windows are dressed with patterned curtains, allowing natural light to fill the room. Artwork adorns the walls, complemented by a small desk with a potted plant and a chair.

Condo in North End

Gorgeous Huge Duplex 3 baths sleeps 6 Parking

LocationValueCondition

4.88 out of 5 average rating, 170 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 Boston

Condo in downtown Boston

ValueFamilyAccess

4.95 out of 5 average rating, 296 reviews

The living area features a comfortable sectional sofa and a round coffee table, set against a backdrop of large windows that invite natural light. A vibrant red accent chair adds a pop of color, while a dining area and kitchen are visible in the background.

Condo in Quincy

Next to Boston & Beach, King Beds, Free Parking+EV

ValueFamilyLaundry

Condo rentals with a pool

Condo in Fenway-Kenmore

Back Bay Hub for Red Sox & Campus Move-In

LocationOutdoor spacesHospitality

4.8 out of 5 average rating, 5 reviews

Private room in Roxbury

Private Room in Boston Apartment

LocationComfortBathroom

A modern kitchen is shown with sleek cabinetry and stainless steel appliances. The large central island, topped with a light-colored surface, features seating with green bar stools. Unique pendant lights add a contemporary touch, and the space is illuminated by soft, ambient lighting.

Private room in Stoneham

5.0 out of 5 average rating, 4 reviews

Modern condominium just miles north of Boston.

LocationSleep qualityParking