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Condo vacation rentals in Chelsea

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Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Chelsea condo rentals

Kitchen
Wifi
Free parking on premises
Air conditioning

Weekly condo rentals

Guest favorite
A spacious dining area is highlighted by a large wooden table surrounded by six chairs. Large windows allow natural light to fill the room, while a modern television is mounted on the wall in view. A potted plant and a decorative flower arrangement add a touch of greenery.
Condo in Lakeside Marblehead
4.94 out of 5 average rating, 123 reviews

Luxury 2 Bed, 2 Bath, Plus Loft, Modern Condo

Guest favorite
The designer kitchen features an 8-foot island with seating, complemented by elegant cabinets and a decorative backsplash. A dining area is visible, showcasing a round table surrounded by chairs. Light streams into the space, highlighting the glossy wooden flooring and stylish shelving units filled with plants.
Condo in Charlestown
4.96 out of 5 average rating, 113 reviews

Luxe Historic Elegance Overlooking Thompson Square

Guest favorite
A light-filled living area features a comfortable gray sofa and a woven coffee table, positioned on a patterned rug. A large television is mounted on the wall opposite the sofa. Two windows allow natural light to brighten the space, complemented by an indoor plant.
Condo in Salem
4.95 out of 5 average rating, 162 reviews

Downtown Salem - Park & Play Modern 3 Bedroom Unit

Top guest favorite
A white door is framed within pale green exterior paneling, located at the top of white railing stairs. Natural stone provides a foundation below. Lush green trees are visible in the background, contributing to the inviting surroundings.
Condo in Salem
4.96 out of 5 average rating, 254 reviews

My Place - 2 Bedroom Condo with Parking

Superhost
Condo in Roxbury
4.81 out of 5 average rating, 139 reviews

Fort Hill Inn *Sunny* 1 bedroom, condo duplex

Guest favorite
A bedside table is depicted, featuring a sleek desk lamp, a tissue box, and a remote control. A small device is seen next to the lamp. The dark window coverings allow muted light to enter, creating a calm ambiance in the bedroom.
Condo in Dracut
4.85 out of 5 average rating, 117 reviews

Cozy Entire Unit Condo close to UMASS Lowell

Top guest favorite
A formal dining room is presented with a large wooden dining table that accommodates twelve. Ornate, high-backed chairs surround the table, featuring rich textures and colors. A chandelier hangs overhead, illuminating the space, while natural light filters through large windows adorned with light drapes.
Condo in Roslindale
4.92 out of 5 average rating, 225 reviews

Spacious 5BR Condo w/parking near METRO

Guest favorite
Condo in Beverly
4.95 out of 5 average rating, 247 reviews

*Charming Downtown Halloween 2BR| Salem+Beverly

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Pet-friendly condo rentals

Guest favorite
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 Somerville
4.85 out of 5 average rating, 218 reviews

A Cozy 3 Bedroom Home Close To Boston & Parking

Superhost
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 Downtown Boston
4.88 out of 5 average rating, 112 reviews

Condo in downtown Boston

Superhost
The living area features a modern design with plush blue seating and a light wood coffee table. A flat-screen television is mounted above an electric fireplace, enhancing the cozy vibe. Natural light filters through sheer curtains, illuminating the space adorned with colorful area rugs.
Condo in Framingham
4.89 out of 5 average rating, 103 reviews

Boston Suburb Luxury condo

Guest favorite
A bright living room features modern furniture, including two blue chairs and a gray couch. A dark round coffee table is centered on the polished wooden floor, with a decorative tray and magazines atop. Natural light enters through a window dressed with light curtains.
Condo in South Boston
4.87 out of 5 average rating, 135 reviews

Right Near Convention Center and Train Station

Guest favorite
A spacious living room features two armchairs and a glass coffee table atop a patterned rug. A wooden media console with books is positioned under a flat-screen TV. Natural light enters through large windows, and a decorative clock stands in one corner.
Condo in Roxbury
4.97 out of 5 average rating, 107 reviews

Spacious Dorchester Retreat | 2-bdrm condo

Guest favorite
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, 107 reviews

Transit friendly condo on quiet street

Guest favorite
A historic brick brownstone is shown from the street, featuring a classic architectural style with bay windows. The building is framed by vibrant green trees and neatly trimmed bushes, contributing to the residential charm of the neighborhood.
Condo in Jamaica Central - South Sumner
4.88 out of 5 average rating, 540 reviews

Historic JP Brownstone with Parking. Pets Welcome!

Guest favorite
A well-appointed bedroom features a spacious bed with plush bedding and decorative pillows. Two bedside lamps provide soft lighting, while large windows offer natural light. A wooden bench is positioned at the foot of the bed, and a writing desk is available for work. A rug covers the hardwood floor.
Condo in Somerville
4.94 out of 5 average rating, 200 reviews

Boston 2Bd Kg&Qn - Harvard MIT Subway w/parking -2

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Private condo rentals

Guest favorite
A softly lit corner features an elegant lamp with a cylindrical, textured shade casting a warm glow. Next to it, a graceful potted orchid stands with white flowers that complement the lamp's light, enhancing the serene ambiance of the space.
Condo in Beachmont
5 out of 5 average rating, 14 reviews

Newly renovated Boston Oceanfront Haven

Guest favorite
A modern lounge area features a mix of vibrant seating in blue, green, and orange, arranged around a central coffee table. A large flat-screen TV is mounted on a textured wall, while sleek lighting fixtures illuminate the space. Natural light streams in from nearby windows.
Condo in Somerville
4.87 out of 5 average rating, 53 reviews

Modern Boston Condo - Assembly

Guest favorite
An elegantly designed bathroom features a glass-enclosed shower with a rain shower head and a luxurious two-person jacuzzi tub. A mounted television provides entertainment, while granite countertops enhance the spacious vanity area. Soft towels are neatly arranged, contributing to a well-appointed atmosphere.
Condo in Brighton
4.93 out of 5 average rating, 101 reviews

BC/BU - Beautifully Renovated Penthouse 3-BR/2-BA

Guest favorite
The entrance features a pair of elegant wooden doors framed by bricks, showcasing intricate carvings and large glass panels. The steps leading up to the door are made of concrete, adorned with scattered leaves, creating a welcoming and well-maintained appearance.
Condo in South End
4.93 out of 5 average rating, 190 reviews

South End 1800sqft 2BR Audiophile Paradise

Guest favorite
A well-appointed workspace is shown, featuring a wooden desk and a cushioned chair with a light neutral pattern. Two framed art pieces adorn the wall above the desk. Natural light filters through two neatly dressed windows, enhancing the calming atmosphere.
Condo in South End
4.93 out of 5 average rating, 418 reviews

Victorian Charm, Modern Style w/Private Entrance

Top guest favorite
An elevator entrance is shown, featuring a wooden panel interior contrasted with stainless steel. The floor is covered with dark carpeting, and light fixtures along the ceiling provide illumination. The elevator doors are open, allowing easy access.
Condo in Brighton
4.96 out of 5 average rating, 182 reviews

Entire Apt near Bos Univ/Bos College Free Parking

Top guest favorite
Condo in Somerville
4.96 out of 5 average rating, 26 reviews

Modern, luxury 2 bedroom condo centrally located

Guest favorite
The modern kitchenette is equipped with new appliances, including a microwave and a refrigerator. A large mirror reflects the light and adds depth to the space. The wooden flooring enhances the clean aesthetic, and a small potted plant brings a touch of greenery.
Condo in Cambridge
4.92 out of 5 average rating, 156 reviews

Pretty private garden-level condo+parking near MIT

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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

Destinations to explore

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  2. United States
  3. Massachusetts
  4. Suffolk County
  5. Chelsea
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