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Check prices for these dates

In two weeks
Jul 10 - Jul 12
In two months
Aug 21 - Aug 23
In three months
Sep 18 - Sep 20
In four months
Oct 16 - Oct 18

Our top choices for Winthrop condo rentals

Exterior detail

Charming & Private 1-bedroom Condo in Historic Boston - next to MGH hospital!

Charming & Private 1-bedroom Condo in Historic Boston - next to MGH hospital!
Beacon Hill
9.6 out of 10, Exceptional, (9 reviews)
"Great location!"
United States
Lea M.
$336 nightly
The price is $386
Jul 6 - Jul 7
Total with taxes and fees
Charming & Private 1-bedroom Condo in Historic Boston - next to MGH hospital!
Microwave, oven, stovetop, dishwasher

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.
$299 nightly
The price is $342
Jun 30 - Jul 1
Total with taxes and fees
Adorable 1-bedroom apartment in welcoming Cambridge
Outdoor dining

🎖The Boiler Room - Close to Subway & Downtown🎖

🎖The Boiler Room - Close to Subway & Downtown🎖
Dorchester
9.8 out of 10, Exceptional, (84 reviews)
"Host was amazing and responded right away with any questions or concerns we had! Beautiful place to stay!"
United States
Amy I.
$322 nightly
The price is $370
Jul 14 - Jul 15
Total with taxes and fees
🎖The Boiler Room - Close to Subway & Downtown🎖
Marina

♥ 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, (74 reviews)
"Great location, clean and comfortable, responsive host. Overall, a terrific stay. "
United States
Tiffany F.
$238 nightly
The price is $266
Jul 6 - Jul 7
Total with taxes and fees
♥ Historic Studio Minutes to Salem+Beaches Old Town Marblehead Private Parking ♥
Exterior

Coastal Charm: Lobster Châto

Coastal Charm: Lobster Châto
Swampscott
8.4 out of 10, Very Good, (6 reviews)
"Beautiful house & views,"
United States
Suzanne P.
$590 nightly
The price is $634
Jun 30 - Jul 1
Total with taxes and fees
Coastal Charm: Lobster Châto
Smart TV

Modern Three Bedroom Condo - Near Boston

Modern Three Bedroom Condo - Near Boston
stoneham
9.0 out of 10, Wonderful, (10 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.
$553 nightly
The price is $587
Jul 5 - Jul 6
Total with taxes and fees
Modern Three Bedroom Condo - Near Boston
Interior

Modern, Spacious Condo, minutes to downtown Salem, Private Parking on Site!

Modern, Spacious Condo, minutes to downtown Salem, Private Parking on Site!
Salem
10.0 out of 10, Exceptional, (12 reviews)
"Great stay in Salem!"
United States
Ashley
$431 nightly
The price is $482
Jun 30 - Jul 1
Total with taxes and fees
Modern, Spacious Condo, minutes to downtown Salem, Private Parking on Site!
Exterior detail

Charming 1-bedroom condo in marvelous Marblehead with hidden patio

Charming 1-bedroom condo in marvelous Marblehead with hidden patio
Marblehead Historic District
10.0 out of 10, Exceptional, (8 reviews)
"Darling apartment - perfectly located close to shops and restaurants in downtown Marblehead. "
United States
Lauren P.
$292 nightly
The price is $326
Jul 13 - Jul 14
Total with taxes and fees
Charming 1-bedroom condo in marvelous Marblehead with hidden patio
TV, offices

Family-Friendly Salem Apt: Near Dtwn Sites!

Family-Friendly Salem Apt: Near Dtwn Sites!
Salem
10.0 out of 10, Exceptional, (39 reviews)
"House was impeccably clean and designed so beautifully. The location was a quiet little street full of lovely historic homes. The beds were so comfortable! Joe was a super nice and responsive host and helped us out when our flight got changed and our arrival time was several hours earlier than expected. We truly enjoyed our stay here."
United States
Sarah
$597 nightly
The price is $683
Jul 7 - Jul 8
Total with taxes and fees
Family-Friendly Salem Apt: Near Dtwn Sites!
Interior

Modern & Stylish 1-Bedroom Condo near Downtown

Modern & Stylish 1-Bedroom Condo near Downtown
Roxbury
10.0 out of 10, Exceptional, (5 reviews)
"Very nice and quiet neighborhood. Would love to rent again if the opportunity presents itself. "
United States
Bobby B.
$372 nightly
The price is $428
Jul 13 - Jul 14
Total with taxes and fees
Modern & Stylish 1-Bedroom Condo near Downtown
Fridge, microwave, oven, stovetop

Stylish home next to train to Boston, near Salem

Stylish home next to train to Boston, near Salem
Wakefield
9.6 out of 10, Exceptional, (8 reviews)
"Great stay"
United States
Alex c.
$504 nightly
The price is $563
Jul 27 - Jul 28
Total with taxes and fees
Stylish home next to train to Boston, near Salem
Dining

Your cozy home away from home, close to subway and downtown Boston

Your cozy home away from home, close to subway and downtown Boston
Jamaica Plain
9.6 out of 10, Exceptional, (14 reviews)
"Great place ideally located."
Australia
Dennis M.
$372 nightly
The price is $428
Jul 12 - Jul 13
Total with taxes and fees
Your cozy home away from home, close to subway and downtown Boston
Smart TV

Ravens Hollow- Enchanting 2-bedroom condo Near Downtown Salem

Ravens Hollow- Enchanting 2-bedroom condo Near Downtown Salem
Salem
9.8 out of 10, Exceptional, (11 reviews)
"Great location, very good communication, had everything we needed for our stay over Halloween! We had a wonderful time. "
United States
Robin P.
$358 nightly
The price is $400
Jun 30 - Jul 1
Total with taxes and fees
Ravens Hollow- Enchanting 2-bedroom condo Near Downtown Salem
Smart TV, books

Bright & Spacious Loft Steps to the Freedom Trail

Bright & Spacious Loft Steps to the Freedom Trail
Downtown Boston
10.0 out of 10, Exceptional, (56 reviews)
"Amazing Place, Central, Beautiful.Could not have asked for anything more.REMARKABLE!!!!!!!!!!!!!!!!!!!!!!!!"
United States
Laz A.
$487 nightly
The price is $560
Jul 26 - Jul 27
Total with taxes and fees
Bright & Spacious Loft Steps to the Freedom Trail
Fridge, microwave, oven, stovetop

🎖The Ashmont Suite - Close to Subway + Downtown🎖

🎖The Ashmont Suite - Close to Subway + Downtown🎖
Dorchester
10.0 out of 10, Exceptional, (60 reviews)
"We had a lovely time! The suite is beautiful and very close by to the red line so we didn't have to drive into town. Eddie was incredibly responsive, and made the stay wonderful!"
United States
Stephanie E.
$476 nightly
The price is $547
Jul 6 - Jul 7
Total with taxes and fees
🎖The Ashmont Suite - Close to Subway + Downtown🎖
Fridge, microwave, oven, stovetop

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, (16 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.
$360 nightly
The price is $413
Jun 30 - Jul 1
Total with taxes and fees
Lg suite for up to 8 ppl/3 floor
Terrace/patio

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.
$602 nightly
The price is $672
Jul 3 - Jul 4
Total with taxes and fees
Next to Boston & Beach, King Beds, Free Parking+EV
Interior

2 bedroom condo walking distance to downtown, free parking

2 bedroom condo walking distance to downtown, free parking
Salem
10.0 out of 10, Exceptional, (1 review)
"Please was clean and as listed with an easy walk to town. The Black Cat diner across the street was a cool experience too."
United States
Tracey
$297 nightly
The price is $332
Jun 29 - Jun 30
Total with taxes and fees
2 bedroom condo walking distance to downtown, free parking
Smart TV, video games, computer monitors, printers

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, (5 reviews)
"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.
$400 nightly
The price is $447
Jul 19 - Jul 20
Total with taxes and fees
Charming 2-bedroom condo in delightful Chelsea with WiFi, AC
Exterior detail

Prestigious Milton Designer Home

Prestigious Milton Designer Home
Milton
10.0 out of 10, Exceptional, (1 review)
"From initial contact with Serene the communication could not have been any better. The house is wonderful and ideally located to all amenities in Milton. The bedrooms and living areas comfortable. Big shout out to the people of Milton! We were treated like minor celebrities. Applauded into Chans Chinese restaurant..free beers...and everyone so warm and welcoming. If Scotland get back to Boston and you are a larger group (we were 8) then book it!"
United States
Marl R.
$570 nightly
The price is $603
Jun 30 - Jul 1
Total with taxes and fees
Prestigious Milton Designer Home
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.
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Top Winthrop Hotel Reviews

Hyatt Regency Boston/Cambridge

Hyatt Regency Boston/Cambridge

8/10 Good
"Staff was amazing! View from our balcony was amazing!!"
Charity 3-night trip
Posted less than an hour ago
Hyatt Regency Boston/Cambridge

Find out more about Winthrop

Winthrop Condo Rentals information

Number of reviews
350
Accommodation
172 Condo Rentals
Lowest Price
$266
Highest Price
$683

Frequently asked questions

How much do condos in Winthrop cost?
Condos in Winthrop range from $266 to $683 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.

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