
Condo holiday rentals in Chelsea
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Top-rated condo rentals in Chelsea
Guests agree: These condos are highly rated for location, cleanliness and more.
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Popular amenities for Chelsea condo rentals
Weekly condo rentals

1742 Marblehead Studio|Minutes to Salem|Parking
Quintessential New England historic experience. It’s. It every day one get to stay in the home of a Revolutionary War Navel Captain, let alone one that fought a pivotal battle on the Hannah. The home, while over 200 years old is cozy, clean with just enough modern features to Make it comfortable and convenient. The manager, Rachel is responsive, pro-active and a delight to deal with.

Spacious 3BR in Heart of Downtown Boston! Location
Amy was an amazing host for our family! She was super responsive and accommodating. Her place is right in the heart of downtown Boston, so there were tons of fun things to do and see. The condo was super comfortable and had everything we needed for a great stay. I’ll definitely be staying here again when we visit Boston next time!

Luxury 3BR near Harvard/MIT w/ King Bed+Parking!
This Airbnb is truly a gem. The location is perfect, you can walk basically anywhere, metro around the corner. The apartment standard are crazy high, probably one of the best Airbnb we’ve been to.

My Place - 2 Bedroom Condo with Parking
We loved everything about our stay!! The place was immaculate and just as pictured! Kelly was super responsive to all of my questions and went above and beyond!! The neighborhood was quiet and the neighbors extremely friendly! Easy to find! Driveway parking! Kitchen functionality was great to cook instead of eating out. Plenty is towels and linens! Beds were comfy and CLEAN! Could walk to downtown however we chose to drive and park! Already planning to stay here again next year! Thanks Kelly!!

Studio suite at Sunrise Beach.
We enjoyed staying at Sunrise Beach. As a “germaphobe” traveling is trying for my patience, but the room was absolutely spotless. The accommodations were exactly what they showed in the pictures and there were even extras like complimentary tea and toiletries and a water/food bowl for my dog! I highly recommend Sunrise Beach - signing in and out was no problem, the Wi-Fi was excellent and the condo was cozy.

Entire Apt near Bos Univ/Bos College Free Parking
Great place. Very convenient to BU and the Green Line. The place was fully stocked with everything you might need. Clean and comfortable.

Sunny Southie Modern 2 Bedroom with Deck
Cute, comfy and convenient 3rd floor walk-up. Plus a nice little outdoors space/deck. I was happy with the condo. I rarely had to use my car for the 2 weeks I stayed there.

High Rock Home-4BR, 2BA Modern, near downtown Lynn
Robert's place was great. It was clean and charming. Communication was very accommodating and responsive. We really enjoyed our time there.
Pet-friendly condo rentals

A Cozy 3 Bedroom Home Close To Boston & Parking
Wonderful stay! Shirley was a responsive and kind host and we enjoyed staying here for three nights over the Boston Marathon weekend. Squeaky floors may make it tough to make a midnight trip to the kitchen or bathroom unnoticed, but everything else was perfect. Would stay here again.

Family Home + Near Downtown + Cool Backyard!
We had a great stay! Quiet, safe neighborhood, easy to get to the city. Lots of space for the six of us to eat and relax together. Beautiful view of the Boston skyline just minutes walk from the place. Comfortable beds and soft sheets too! We also had no troubles parking nearby and leaving our car (for free) for our entire stay.

Boston Suburb Luxury condo
The condo was the perfect size for 3 of us in separate rooms and two bathrooms. Condo was very clean, simple with comfortable space and we had everything we needed for the stay. Finding the place in the dark was a little tricky as the numbers are faded but overall 5 stars and I would book again if in the area and listing is available.

Spacious Dorchester Retreat | 2-bdrm condo
Marian and Avanish’s house was wonderful. Were so grateful we got to stay here for the week. Marian and Avanish were super friendly, were there when we needed them and went above and beyond to make sure our stay was comfortable ie leaving us umbrellas when it was raining and letting us meet there lovely dogs and cats. The air B n B itself was really clean, comfortable; and amazing, And was super easy to get into boston and back. I would highly recommend staying here and if in Boston in the future I will 100% come back 😁 Thank you for making our holiday more amazing.

Transit friendly condo on quiet street
Andys’ & Thais’ place was very comfortable. It is spacious and beautifully decorated. It was definitely as described, and it made us feel like at home. We recommend staying at their place.

Historic JP Brownstone with Parking. Pets Welcome!
Amazing place to stay, so much space to use. Very close to public transport. Recommend!

Boston 2Bd Kg&Qn - Harvard MIT Subway w/parking -2
Great neighborhood. Comfortable beds. Nice cafe across the street for coffee in the morning. Good parking. Easy to get in and out.

New Super Modern 2 bed in Waltham
I stayed at Sue’s place with my two small children for 3 weeks. While I did bring my own crib because a pack n play isn’t an option for our toddler, the condo was very well supplied. In fact, I purchased and had an Instacart delivery upon arrival because I did not anticipate clothes detergent, shower toiletries, paper towels, etc. There is so much natural light, great parking, a nice porch, so close to the Charles River walk and Moody Street. We frequented Common Grounds cafe- highly recommend! The garbage disposal and sink backed up the day after we arrived and Sue had it fixed within 24 hours. Coming from a pretty rural area, I found the street noise and lights a bit problematic for sleep.
Private condo rentals

Newly renovated Boston Oceanfront Haven
Great house! Loved all the ammenities. The host was very responsive if we had any questions and will definitely look at staying there again next time!

Cozy Condo in South Boston
Great little spot! Small apartment and bathroom but was perfect for me! Very safe and walkable neighborhood. I walked to Broadway (4ish blocks away) a few times where several bars and shops were. I had pizza and baked ziti from the Alfredo’s across the street - happy with both! It’s next to a main road but it made getting an uber very easy and it was not too loud. I would stay here again for sure!!

Marshside one-bedroom with stunning view
Lovely area, deer walk up to the property. Super clean, such comfortable lodging. Easy to enter, no lugging furniture up steps (sometimes makes a big difference), just unload and roll inside. All the amenities you’ll need for a perfect stay. Great restaurants very close. Would highly recommend!

Condo by the Sea
Everything went smoothly and the location was perfect for our needs!

Zen vacation in historic colonial Marblehead
My family and I had a lovely stay at Jessica's beautiful place! It was so nice and cozy, and the fishpond/fountain out back is so peaceful and relaxing. Jessica was a wonderful host. She went out of her way to make sure we were comfortable and had everything we needed. We would love to visit again!

Private studio w/ parking by MIT/Harvard/BU/Fenway
I’ve had the pleasure of staying here twice, and I can confidently say it’s the best place you can stay in Boston. The neighborhood is nice, quiet, and peaceful, and everything about the hosts is truly exceptional. Highly recommended!

Marble Home! Sleek, Clean, & Modern!
We had a wonderful stay this past weekend in Boston! The space was perfect. Very clean, neat, and beautifully decorated. The location was excellent and easy to get to, making our trip even more enjoyable. We especially appreciated the convenience of onsite parking. The host was super friendly, helpful, and made the whole experience seamless. I would definitely stay here again and highly recommend this place to anyone visiting Boston!

Quaint Garden Condo one block off Atlantic Ave
We loved staying at Sandy’s. It was in a quiet neighborhood that was very walkable to stores, restaurants and coffee shops-I recommend + Cafe for delicious coffee, pastries and breakfast sandwiches. Sandy provided any and all amenities including eggs, English muffins, butter, and half-and-half. Hoping this place is available the next time we’re in the area.
Quick stats about condo rentals in Chelsea
Total rentals
10 properties
Nightly prices starting at
$94 AUD before taxes and fees
Total number of reviews
760 reviews
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wi-Fi availability
10 properties include access to Wi-Fi
Popular amenities
Kitchen, Wi-Fi and Pool
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- Hampton Beach
- Boston Common
- Revere Beach
- TD Garden
- Fenway Park
- Lynn Beach
- Harvard University
- Duxbury Beach
- North Hampton Beach
- Brown University
- New England Aquarium
- Freedom Trail
- Faneuil Hall Marketplace
- Sagamore Beach
- Prudential Center
- Onset Beach
- Roger Williams Park Zoo
- Crane Beach
- Rye North Beach
- Symphony Hall
- Pinehills Golf Club
- Boston Public Library
- Quincy Market
- Water Park of New England