
Condo vacation rentals in Chelsea
Find and book unique condos on Airbnb
Quick stats about condo rentals in Chelsea

Total vacation rentals
Explore 20 vacation rentals in Chelsea

Nightly prices starting at
Chelsea vacation rentals start at $60 per night before taxes and fees

Verified guest reviews
Over 900 verified reviews to help you choose

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
10 of Chelsea vacation rentals include wi-fi access

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

4.7 Average rating
Chelsea stays receive an average rating of 4.7 out of 5 from guests
Top-rated condo rentals in Chelsea
Guests agree: these condos are highly rated for location, cleanliness, and more.

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).
FamilyValueTV

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.
ValueLocationParks

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
FamilyLocationAmenities

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
LocationFamilyDecor

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.
FamilyLocationView

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
FamilyLocationAir conditioning

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.
FamilyValueAccuracy

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.
ValueLocationNearby

Ocean View Coastal Retreat | Walk to Beach | Salem
Stay steps from the ocean in beautiful Swampscott, just a 3-minute walk to Fisherman’s Beach with front porch ocean views. Only 7 minutes to historic Salem, 5 minutes to the commuter rail, and about 30 minutes to Boston. Perfect for families, couples, girls trips, Salem visitors, and relaxing beach getaways looking to explore the North Shore and Boston while staying in a peaceful seaside neighborhood. Inhale the ocean air.
FamilyLocationParking

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.
ValueLocationIndoor spaces

Perfectly Renovated Home w/ Private Outdoor Oasis
COMPLETELY PRIVATE - NO SHARED SPACE OTHER THEN WASHER/DRYER AREA IN BASEMENT! Enjoy a private kitchen, 2 bedrooms, 2 baths and private outdoor space. The Master Bedroom has a king Bed with an ensuite bathroom. The Second Bedroom has a queen bed, gas fireplace and is right across from the second full bath. PARKING IS NOT INCLUDED. **outdoor furniture will be put away for the Winter in November & reassembled mid-May*
LocationFamilyBeach

Downtown Loft Boston - Close to everything
Spacious loft in Downtown Boston, Historic District, with high ceilings, large windows, original wooden floors, private bedroom area- king bed, [ that can also be 2 twin xl upon request] also sofa in living room is pull-out double size bed. The bathroom is with shower and tub, a complete kitchen, and laundry room. The unit also offers the highest speed available in the area -1 gig internet access and 55" smart TV.
LocationFamilyGetting around
Popular amenities for Chelsea condo rentals
Weekly condo rentals

The Green Suite, Private Parking Included
LocationFamilyAccess

Phil's Harvard Home - Harvard Set
FamilyLocationQuiet

Boston Rooftop Retreat
ValueLocationSolo travel

The Raven!
FamilyValueSleep quality

1st floor, free parking off street, 3 min to train
FamilyLocationQuiet

Vintage Design 1 Bedroom - Between Harvard and MIT
LocationValueQuiet

Modern Farmhouse Condo in Salem
FamilyLocationKitchen

South End 1800sqft 2BR Audiophile Paradise
ValueLocationCheckout
Pet-friendly condo rentals

Penthouse 2 Beds /2 Baths luxury in South Boston
LocationValueNearby

Harbor Hideaway
ValueLocationPets

Condo in downtown Boston
FamilyValueHeating

Family Home + Near Downtown + Cool Backyard!
FamilyLocationBackyard

Boston Townhouse - 3BR/2.5BA - Seaport BCEC
LocationFamilyParks

Gorgeous Huge Duplex 3 baths sleeps 6 Parking
LocationFamilyAmenities

Right Near Convention Center and Train Station
LocationFamilyCondition

Beautiful Apartment in Nice Salem Area
ValueLocationAccess
Condo rentals with a pool

Back Bay Hub for Red Sox & Campus Move-In
LocationHospitalityNearby

Private Room in Boston Apartment
LocationComfortCleanliness

Modern condominium just miles north of Boston.
LocationIndoor spacesSleep quality

Room 2 in Spacious Modern Apartment in Boston
ValueParksHospitality
When is the best time to visit Chelsea?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $119 | $117 | $125 | $137 | $121 | $130 | $137 | $121 | $119 | $126 | $134 | $125 |
| Avg. temp | 30°F | 32°F | 38°F | 49°F | 58°F | 68°F | 74°F | 73°F | 66°F | 55°F | 45°F | 36°F |
Destinations to explore
- New York Vacation rentals
- Montreal Vacation rentals
- Philadelphia Vacation rentals
- Boston Vacation rentals
- Portland Vacation rentals
- Jersey City Vacation rentals
- Newark Vacation rentals
- Newport Vacation rentals
- Atlantic City Vacation rentals
- Providence Vacation rentals
- Bar Harbor Vacation rentals
- Salem Vacation rentals
- Fenway Park
- Harvard University
- Hampton Beach
- TD Garden
- Gillette Stadium
- Boston Seaport
- Boston Common
- Revere Beach
- Brown University
- Boston University
- Boston Convention and Exhibition Center
- Freedom Trail
- New England Aquarium
- Onset Beach
- Canobie Lake Park
- Boston College
- Northeastern University
- Duxbury Beach
- MIT Museum
- North Hampton Beach
- Crane Beach
- Tufts University
- Quincy Market
- Harvard Square
- Family travel hub Tips and inspiration
- Family budget travel Get there for less
- Vacation ideas for any budget Make it special without making it spendy
- Travel Europe on a budget How to take the kids to Europe for less
- Outdoor adventure Explore nature with the family
- Bucket list national parks Must-see parks for family travel
- Kid-friendly state parks Check out these family-friendly hikes





