Search and Rent Winthrop Condos

Start date: Check-in selected.
To Date
End date: Check-out
  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals
  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings
  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Our top choices for Winthrop condo rentals

10.0 out of 10, Exceptional, (2)
"This place is awesome. First time going to the east and I’d rather stay here over any 5 star hotel. Janie is so nice n gave some great suggestions for bars/places to eat while there. The only bad part about the trip was having to go home. Easy parking, fairy tale like back yard area, historic house, and only a 4 minute walk to the ocean. "
United States
Madison J.
$182 nightly
The price is $204
Jan 4 - Jan 5, 2026
Total with taxes and fees
Charming 1-bedroom condo in marvelous Marblehead with hidden patio
$243 nightly
The price is $279
Jan 11 - Jan 12, 2026
Total with taxes and fees
Charming & Private 1-bedroom Condo in Historic Boston - next to MGH hospital!
10.0 out of 10, Exceptional, (71)
"The property was in a great location and within walking distance of restaurants and activities. Would definitely stay here again."
United States
Pamela O.
$197 nightly
The price is $220
Dec 31 - Jan 1, 2026
Total with taxes and fees
♥ Historic Studio Minutes to Salem+Beaches Old Town Marblehead Private Parking ♥
10.0 out of 10, Exceptional, (52)
"Spacious condo, perfect location, and exceptional hospitality from mangers."
United States
Robert S.
$304 nightly
The price is $349
Jan 22 - Jan 23, 2026
Total with taxes and fees
Bright & Spacious Loft Steps to the Freedom Trail
10.0 out of 10, Exceptional, (21)
"Very clean property, responsive hosts, great area, close to Salem! We had a great time and loved it. The beds were very comfortable! "
United States
Jaclyn K.
$405 nightly
The price is $452
Jan 2 - Jan 3, 2026
Total with taxes and fees
*NEW Spacious 3BR |Downtown|Salem+Beverly|Parking
2.0 star property
10.0 out of 10, Exceptional, (5)
"Great stay"
United States
Alex c.
$339 nightly
The price is $378
Jan 25 - Jan 26, 2026
Total with taxes and fees
Stylish home next to train to Boston, near Salem
10.0 out of 10, Exceptional, (58)
"This was a truly wonderful property - clean, generously stocked, perfect location and attentive owner"
United States
Valerie G.
$308 nightly
The price is $344
Jan 6 - Jan 7, 2026
Total with taxes and fees
Downtown Salem - Park & Play Modern 3 Bedroom
10.0 out of 10, Exceptional, (63)
"We had a fantastic time here! The home was so charming and comfortable, and we loved the decor. The location couldn’t be more perfect (we were able to walk to all the sights we wanted to see in Salem), and the hosts are also very communicative. It truly exceeded our expectations. "
United States
Kristin B.
$293 nightly
The price is $335
Jan 4 - Jan 5, 2026
Total with taxes and fees
*1710 Historic 2BR |Downtown Salem Retreat|Parking
9.0 out of 10, Wonderful, (10)
"We enjoyed our stay and would definitely stay here again. It was clean, cute, very cute area, safe, and very short drive to Boston. We really loved the area and the people we interacted with were all so friendly! The beds were very comfy too!!"
United States
Meghan D.
$462 nightly
The price is $487
Jan 24 - Jan 25, 2026
Total with taxes and fees
Modern Three Bedroom Condo - Near Boston
10.0 out of 10, Exceptional, (1)
"Very happy with our stay here! The place was clean, warm, and comfortable. I really appreciated the easy check in/out procedures. I loved that we weren’t expected to complete a long list of cleaning tasks before checking out. Crib, pack n play, and high chair were available which is awesome for traveling with a baby. "
United States
Amna S.
$376 nightly
The price is $420
Jan 1 - Jan 2, 2026
Total with taxes and fees
Charming 2-bedroom condo in delightful Chelsea with WiFi, AC
2.0 star property
8.4 out of 10, Very Good, (6)
"Beautiful house & views,"
United States
Suzanne P.
$572 nightly
The price is $613
Jan 3 - Jan 4, 2026
Total with taxes and fees
Coastal Charm: Lobster Châto
2.0 star property
10.0 out of 10, Exceptional, (1)
"We had a wonderful stay!! Excellent location with many walking distance food options. Super clean and super cozy!! Hosts were responsive and caring for our comfort while we stayed. Thank you for the snacks!!! We would definitely stay here again!!!"
United States
Melissa G.
$355 nightly
The price is $397
Dec 31 - Jan 1, 2026
Total with taxes and fees
Modern 2-bedroom condo 1 mile to Salem
10.0 out of 10, Exceptional, (5)
"Very nice and quiet neighborhood. Would love to rent again if the opportunity presents itself. "
United States
Bobby B.
$340 nightly
The price is $391
Jan 4 - Jan 5, 2026
Total with taxes and fees
Modern & Stylish 1-Bedroom Condo near Downtown
10.0 out of 10, Exceptional, (7)
"We had a great time, all was good. If you get takeout, you may want to make sure you grab salt, pepper, or ketchup packets. Overall we all really enjoyed the accommodations and being a short drive to all the fun sites in Salem."
United States
Tina G.
$275 nightly
The price is $308
Jan 11 - Jan 12, 2026
Total with taxes and fees
Spacious 3BR Salem Getaway, Modern & Walkable
10.0 out of 10, Exceptional, (12)
"It was a perfect location for our daily plans. The owner was very responsive to our needs "
United States
Mary P.
$416 nightly
The price is $478
Jan 7 - Jan 8, 2026
Total with taxes and fees
Lg suite for up to 8 ppl/2 floor
10.0 out of 10, Exceptional, (30)
"Great location! Host was very attentive. Enjoyed our stay."
United States
Kim H.
$400 nightly
The price is $447
Jan 13 - Jan 14, 2026
Total with taxes and fees
Spacious Modern Luxury Duplex Near Boston & Cambridge - Free Parking
$377 nightly
The price is $434
Jan 2 - Jan 3, 2026
Total with taxes and fees
Eastie Gem: Taste of local life by the waterfront, airport and train
10.0 out of 10, Exceptional, (53)
"Great house, perfect for our family of 5. Pretty far from Boston and weekend train service was spotty so spent quite a bit on Uber but other than that, a fantastic stay!"
United States
Alex S.
$451 nightly
The price is $518
Jan 16 - Jan 17, 2026
Total with taxes and fees
🎖The Ashmont Suite - Close to Subway + Downtown🎖
7.8 out of 10, Good, (6)
"Very clean "
United States
Paul A.
$420 nightly
The price is $453
Jan 4 - Jan 5, 2026
Total with taxes and fees
Lovely Two Bedroom Condo in South Boston
9.6 out of 10, Exceptional, (63)
"Very clean, good location, good for 2 couples or family. Loved the provided coffee and snacks."
United States
marvin g.
$404 nightly
The price is $419
Jan 4 - Jan 5, 2026
Total with taxes and fees
Brookline Village, Central Air, 2B, Near Longwood
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Save an average of 15% on thousands of hotels when you're signed in

Top Winthrop Hotel Reviews

Find out more about Winthrop

Winthrop Condo Rentals information

Number of reviews
392
Accommodation
172 Condo Rentals
Lowest Price
$220
Highest Price
$613

Frequently asked questions

How much do condos in Winthrop cost?
Condos in Winthrop range from $220 to $613 per night. This means plenty of room for your whole family at a price that's easy on your wallet. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many condos are there in Winthrop?
Choose from 172 condos in Winthrop. No matter if you're taking a trip with the family or organizing a weekend break with your besties, Expedia can help you find the ideal base for your crew.
Why book your condo in Winthrop with Expedia?
Vacationing should be a piece of cake, so if you're on the lookout for condos at an affordable rate, Expedia has got you covered. Save those pennies and pick something small and affordable, or splurge on 5-star accommodations and treat your loved ones. Use our convenient search filters to find a place in Winthrop that suits you best.
How can I find cheap condos in Winthrop?
Expedia can help you locate cheap condos in Winthrop. To lock in your special stay in just a few clicks, simply use the filter tool to refine your search by budget, star rating and amenities.
What is there to do in Winthrop near my condo?
The ideal travel accessory is a well-planned schedule. Winthrop Beach is a wonderful place to begin your exploration of Winthrop.

Explore a world of travel with Expedia