
Condo holiday rentals in Chelsea
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Top-rated condo rentals in Chelsea
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Peabody Penthouse Top of the World Sunset View
Enjoy sunrise/sunset panoramic view from the new 6th floor Penthouse Sanctuary, the highest point in Peabody! This thoughtfully decorated spacious Penthouse open floor plan is a place to retreat, recharge, write, envision, and to enjoy the best of life. A walk away from the NS Mall/Borders Books where the Logan Express arrives. Also a mile away are the running trails, lovely ponds and apple picking at the city run Brooksby farm and six miles away from historic Salem. You will love it here!

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.

North End/TD Garden Condo w/Rooftop Deck
Your own condo in the heart of Boston’s historic North End. Walk to Quincy Market, the Aquarium, the Greenway, TD Garden, Harborwalk, dozens of shops and eateries, the Old North Church and the Freedom Trail. Private rooftop deck, full kitchen, antenna and wireless. No doors but three areas, two rooms separated by a galley kitchen. The stairwell is in the middle of the space and the floor mattress is near that and across from the galley kitchen. Fourth floor walk up and well worth the climb.

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.

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.).

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.

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.

Gorgeous Beacon Hill 1BR | 1BA
Come stay at our lovely condo in the heart of Boston's most desirable neighborhood, Beacon Hill! Our newly renovated 1 bedroom | 1 bathroom condo comfortably sleeps three adults and comes with everything you need for an enjoyable stay. Whether you want to walk the Freedom Trail, visit a relative at Mass General, or shop on Newbury 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.

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.

Modern Victorian close to Salem
Welcome to The Ulman! Enjoy a stylish experience in our centrally-located historic condo. We are walkable to exquisite beaches and parks as well as downtown Swampscott where you will find shops, restaurants & bars to explore. If you feel like hanging in, share a meal in our well stocked kitchen or a cocktail in the parlor. Perfect for a couples getaway, small family or a group of friends looking to explore the North Shore.

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.

Pretty private garden-level condo+parking near MIT
Walking distance of MIT/Central/Tech Square and a number of nice cafes and bars in the heart of Cambridge. + Recently finished modern apartment; + Self-checkin with a smartlock; + Private apartment exclusively yours; + Private off-street entrance; + On-street parking permit included; + Work- and laptop-friendly spaces; + Sparkling clean with new appliances and fixtures.
Popular amenities for Chelsea condo rentals
Weekly condo rentals

Modern Farmhouse Condo in Salem

Eastie Gem: Taste of local life by the waterfront

The Plant Haus

Huge 1BR City Loft w/Skylights

Samuel Tucker House - Downtown Luxury 2 Bed Condo

One bedroom apartment near Boston and Salem.

Luxury & Comfort! Modern 2 bedroom + Free Parking!

The Maverick Downstairs - Lux Apartment (Parking!)
Pet-friendly condo rentals

Condo in downtown Boston

A Cozy 3BR Home Close To Train + Boston & Parking

Family Home + Near Downtown + Cool Backyard!

Transit friendly condo on quiet street

Harbor View Suite

Spacious, cozy home near Boston!

New Super Modern 2 bed in Waltham

Penthouse 2 Beds /2 Baths luxury in South Boston
Private condo rentals

Cozy Boston Condo | Near T

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

1742 Marblehead Studio|Minutes to Salem|Parking

2Bedroom - WALK to subway, hospitals, food, & more

Beautiful, spacious South Boston Condo, Near T

Tufts Condo with Office & EV Charger

Great South End / Back Bay location! 1 bed condo

South End 1800sqft 2BR Audiophile Paradise
Quick stats about condo rentals in Chelsea

Total holiday rentals
Explore 10 holiday rentals in Chelsea

Nightly prices starting at
Chelsea holiday rentals start at $85 AUD per night before taxes and fees

Verified guest reviews
Over 830 verified reviews to help you choose

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
10 of Chelsea holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Chelsea rentals

4.6 Average rating
Chelsea stays receive an average rating of 4.6 out of 5 from guests
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- Hampton Beach
- TD Garden
- Fenway Park
- Harvard University
- Boston Common
- Revere Beach
- Brown University
- Freedom Trail
- Boston University
- New England Aquarium
- MIT Museum
- Boston Seaport
- Canobie Lake Park
- Boston Convention and Exhibition Center
- Crane Beach
- Duxbury Beach
- Museum of Fine Arts
- Gillette Stadium
- Quincy Market
- Onset Beach
- North Hampton Beach
- Prudential Center
- Roger Williams Park Zoo
- Roxbury Crossing Station



