A coastal town with a lighthouse, sandy beach, and residential buildings.

Search and Rent Winthrop Condos

Check prices for these dates

In two weeks
Sep 25 - Sep 27
In two months
Nov 6 - Nov 8
In three months
Dec 4 - Dec 6
In four months
Jan 1 - Jan 3

Our top choices for Winthrop condo rentals

Living area

1. Charming 2-bedroom condo in delightful Chelsea with WiFi, AC

Charming 2-bedroom condo in delightful Chelsea with WiFi, AC
Chelsea
8.8 out of 10, Excellent, (6 reviews)
"It was good"
United States
Cooper D.
$385 nightly
The price is $430
Sep 14 - Sep 15
Total with taxes and fees
Charming 2-bedroom condo in delightful Chelsea with WiFi, AC
Living area

2. 2-bedroom, 1 sofa bed next to Airport Subway, Refurbished, 1 stop to downtown

2-bedroom, 1 sofa bed next to Airport Subway, Refurbished, 1 stop to downtown
East Boston
10.0 out of 10, Exceptional, (1 review)
"Apartment is nicely renovated and host has made sure you have most everything you need. Super clean and location is convenient to the “T” (5 min walk to Maverick station then accessible to anything). Thanks for a great stay and prompt helpful communication! "
United States
Ginger M.
$268 nightly
The price is $308
Sep 9 - Sep 10
Total with taxes and fees
2-bedroom, 1 sofa bed next to Airport Subway, Refurbished, 1 stop to downtown
Living area

3. Spacious Modern Luxury Duplex Near Boston & Cambridge - Free Parking

Spacious Modern Luxury Duplex Near Boston & Cambridge - Free Parking
Everett
10.0 out of 10, Exceptional, (33 reviews)
"House was clean and comfortable, area had a convenient store nearby and local restaurants to eat. We had a great stay."
United States
Elizabeth
$405 nightly
The price is $453
Sep 21 - Sep 22
Total with taxes and fees
Spacious Modern Luxury Duplex Near Boston & Cambridge - Free Parking
Outdoor dining

4. 🎖The Boiler Room - Close to Subway & Downtown🎖

🎖The Boiler Room - Close to Subway & Downtown🎖
Dorchester
9.8 out of 10, Exceptional, (89 reviews)
"Honestly, the Boiler Room is even bigger than it looks in the pictures and is so perfectly curated! We LOVED our stay and if I ever get the opportunity to come back to Boaton, I will be staying here!"
United States
Katie C.
$303 nightly
The price is $348
Oct 5 - Oct 6
Total with taxes and fees
🎖The Boiler Room - Close to Subway & Downtown🎖
Room

5. Modern & Cozy 3-Bedroom Condo near Downtown

Modern & Cozy 3-Bedroom Condo near Downtown
Roxbury
10.0 out of 10, Exceptional, (10 reviews)
"Amazing host who was very responsive!"
United States
Sean B.
$354 nightly
The price is $407
Sep 9 - Sep 10
Total with taxes and fees
Modern & Cozy 3-Bedroom Condo near Downtown
Exterior

6. Coastal Charm: Lobster Châto

Coastal Charm: Lobster Châto
Swampscott
8.8 out of 10, Excellent, (11 reviews)
"Beautiful house & views,"
United States
Suzanne P.
$552 nightly
The price is $590
Sep 9 - Sep 10
Total with taxes and fees
Coastal Charm: Lobster Châto
Living area

7. Boston 2bd King Bed near Harvard, MIT, subway near Boston. On-site free Parking

Boston 2bd King Bed near Harvard, MIT, subway near Boston. On-site free Parking
Ward Two
10.0 out of 10, Exceptional, (22 reviews)
"Clean, comfortable and convenient! Communication was detailed, with prompt replies. Everything you need is within 1/2 mile. We enjoyed our stay and will definitely be staying here again. Thanks!!"
United States
Jan L.
$377 nightly
The price is $422
Sep 14 - Sep 15
Total with taxes and fees
Boston 2bd King Bed near Harvard, MIT, subway near Boston. On-site free Parking
Private kitchen

8. Lg suite for up to 8 ppl/3 floor

Lg suite for up to 8 ppl/3 floor
Dorchester
9.6 out of 10, Exceptional, (17 reviews)
"Property was secure and had a fantastic location.The owner was very friendly and gave so much great information about the area. Would absolutely book again!"
Canada
blake s.
$357 nightly
The price is $411
Sep 22 - Sep 23
Total with taxes and fees
Lg suite for up to 8 ppl/3 floor
Private kitchen

9. Adorable 1-bedroom apartment in welcoming Cambridge

Adorable 1-bedroom apartment in welcoming Cambridge
North Cambridge
9.4 out of 10, Exceptional, (3 reviews)
"We had a wonderful stay in Cambridge for the Boston marathon. Walking distance to the red line and busses made it very easy to get downtown. This place had everything you could think of to make it a comfortable stay, and the host had excellent communication. Would stay here again!"
United States
Peter C.
$313 nightly
The price is $358
Sep 15 - Sep 16
Total with taxes and fees
Adorable 1-bedroom apartment in welcoming Cambridge
Marina

10. ♥ Historic Studio Minutes to Salem+Beaches Old Town Marblehead Private Parking ♥

♥ Historic Studio Minutes to Salem+Beaches Old Town Marblehead Private Parking ♥
Marblehead Historic District
9.8 out of 10, Exceptional, (79 reviews)
"We had a wonderful stay! The studio was clean, cozy, and located in a beautiful historic house. It was also conveniently close to downtown, which made it easy to explore the area. The check-in instructions were clear and easy to follow. Communication with the host was excellent—they responded quickly and were very helpful whenever we had a question. Overall, we really enjoyed our stay and would definitely recommend this place!"
Canada
Camille
$291 nightly
The price is $325
Sep 22 - Sep 23
Total with taxes and fees
♥ Historic Studio Minutes to Salem+Beaches Old Town Marblehead Private Parking ♥
Terrace/patio

11. Next to Boston & Beach, King Beds, Free Parking+EV

Next to Boston & Beach, King Beds, Free Parking+EV
North Quincy
10.0 out of 10, Exceptional, (12 reviews)
"Good place to stay"
United States
Phillip Y.
$457 nightly
The price is $510
Sep 14 - Sep 15
Total with taxes and fees
Next to Boston & Beach, King Beds, Free Parking+EV
Living area

12. Back-Bay Upscale Central Condo Bos Common Downtown

Back-Bay Upscale Central Condo Bos Common Downtown
Bay Village
10.0 out of 10, Exceptional, (12 reviews)
"Great location. Very quiet yet close to everything. Had everything we needed."
United States
Christine H.
$1,000 nightly
The price is $1,147
Sep 28 - Sep 29
Total with taxes and fees
Back-Bay Upscale Central Condo Bos Common Downtown
Exterior detail

13. Lovely Two Bedroom Condo in South Boston

Lovely Two Bedroom Condo in South Boston
South Boston
8.0 out of 10, Very Good, (7 reviews)
"Place was everything it said it was. Clean and easy to get to. Parking with all the snow was difficult at times but if we are willing to walk a bit there are spaces. Coveneinet to restaurants and food"
United States
Dennis H.
$551 nightly
The price is $603
Sep 9 - Sep 10
Total with taxes and fees
Lovely Two Bedroom Condo in South Boston
Interior

14. Suite Escape: Near Salem! Private Garden; Walk to Harbor, Dining, & Shops

Suite Escape: Near Salem! Private Garden; Walk to Harbor, Dining, & Shops
Marblehead
$411 nightly
The price is $460
Sep 15 - Sep 16
Total with taxes and fees
Suite Escape: Near Salem! Private Garden; Walk to Harbor, Dining, & Shops
Exterior detail

15. Charming 1-bedroom condo in marvelous Marblehead with hidden patio

Charming 1-bedroom condo in marvelous Marblehead with hidden patio
Marblehead Historic District
9.8 out of 10, Exceptional, (16 reviews)
"The apartment is charming Very close to historic Marblehead and restaurants"
United States
Joanna
$244 nightly
The price is $272
Sep 15 - Sep 16
Total with taxes and fees
Charming 1-bedroom condo in marvelous Marblehead with hidden patio
Private kitchen

16. Bright and spacious 3BR Apt, gated 2 car parking, close to T station

Bright and spacious 3BR Apt, gated 2 car parking, close to T station
Roxbury
"We had a really nice stay here. The place was clean, comfortable, and had everything we needed. The location was great and made it easy to get around. The host was also very easy to communicate with and quick to respond whenever we had a question.Overall, we really enjoyed our stay and would definitely come back. Thanks for having us!"
United States
Ardit M.
$589 nightly
The price is $677
Sep 24 - Sep 25
Total with taxes and fees
Bright and spacious 3BR Apt, gated 2 car parking, close to T station
Private kitchen

17. 🎖The Ashmont Suite - Close to Subway + Downtown🎖

🎖The Ashmont Suite - Close to Subway + Downtown🎖
Dorchester
10.0 out of 10, Exceptional, (62 reviews)
"Is a great place"
United States
Ramon G.
$527 nightly
The price is $606
Sep 28 - Sep 29
Total with taxes and fees
🎖The Ashmont Suite - Close to Subway + Downtown🎖
Private kitchen

18. The Heart of Southie (Garage + Roof Deck)

The Heart of Southie (Garage + Roof Deck)
South Boston
10.0 out of 10, Exceptional, (71 reviews)
"Great apartment-no issues. We enjoyed our stay."
United States
Kathryn M.
$772 nightly
The price is $887
Sep 19 - Sep 20
Total with taxes and fees
The Heart of Southie (Garage + Roof Deck)
Interior

19. Modern & Stylish 1-Bedroom Condo near Downtown

Modern & Stylish 1-Bedroom Condo near Downtown
Roxbury
10.0 out of 10, Exceptional, (6 reviews)
"Very nice and quiet neighborhood. Would love to rent again if the opportunity presents itself. "
United States
Bobby B.
$344 nightly
The price is $395
Sep 20 - Sep 21
Total with taxes and fees
Modern & Stylish 1-Bedroom Condo near Downtown
Living area

20. Modern Three Bedroom Condo - Near Boston

Modern Three Bedroom Condo - Near Boston
stoneham
8.8 out of 10, Excellent, (11 reviews)
"Stayed at this property for a little over a week. Property is in good shape, location is convenient. Host is very responsive to questions. Highly recommend this property"
United States
Brendan D.
$519 nightly
The price is $548
Sep 9 - Sep 10
Total with taxes and fees
Modern Three Bedroom Condo - Near Boston
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Winthrop Hotel Reviews

Omni Parker House

Omni Parker House

10/10 Excellent
"Clean et staff was perfect thankd"
Audrey 3-night trip
Posted less than an hour ago
Omni Parker House

Find out more about Winthrop

Winthrop Condo Rentals information

Number of reviews
289
Accommodation
166 Condo Rentals
Lowest Price
$272
Highest Price
$1,147

Frequently asked questions

How much do condos in Winthrop cost?
Condos in Winthrop range from $272 to $1,147 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 166 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