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

Search and Rent Winthrop Condos

Check prices for these dates

In two weeks
Nov 6 - Nov 8
In two months
Dec 18 - Dec 20
In three months
Jan 15 - Jan 17
In four months
Feb 12 - Feb 14

Our top choices for Winthrop condo rentals

A modern living room with a sofa, coffee table, and a small table with books and a lamp. There is a kitchen area with cabinets, a refrigerator, and a microwave. A welcome sign is on the wall, and a basketball arcade game is visible.

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

Charming 2-bedroom condo in delightful Chelsea with WiFi, AC
Chelsea
8.6 out of 10, Excellent, (10 reviews)
"It was close to Boston and the airport"
United States
Lewis
$350 nightly
The price is $390
Nov 1 - Nov 2
Total with taxes and fees
Charming 2-bedroom condo in delightful Chelsea with WiFi, AC
A modern living room with a grey sofa, a small round table, and a grey rug.

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, (2 reviews)
"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.
$279 nightly
The price is $321
Oct 26 - Oct 27
Total with taxes and fees
2-bedroom, 1 sofa bed next to Airport Subway, Refurbished, 1 stop to downtown
A living room with a sofa, a glass coffee table, and a staircase.

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, (36 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
$379 nightly
The price is $424
Oct 27 - Oct 28
Total with taxes and fees
Spacious Modern Luxury Duplex Near Boston & Cambridge - Free Parking
A residential house with a gray exterior, a white front door, and a small porch with steps. There are two trash bins outside the door.

4. 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.
$547 nightly
The price is $598
Oct 27 - Oct 28
Total with taxes and fees
Lovely Two Bedroom Condo in South Boston
A modern kitchen with white cabinetry, stainless steel appliances, a large island with bar stools, pendant lighting, and a view of the outdoors through a window.

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

🎖The Ashmont Suite - Close to Subway + Downtown🎖
Dorchester
10.0 out of 10, Exceptional, (62 reviews)
"We had a great visit and the house gave us everything we needed for a comfortable stay. The rooms were nicely furnished and the bedrooms were spacious. The location was convenient for accessing the bus and the subway. The host was very friendly and responsive. We hope to visit again!"
United States
Christina B.
$490 nightly
The price is $563
Nov 4 - Nov 5
Total with taxes and fees
🎖The Ashmont Suite - Close to Subway + Downtown🎖
A coastal house with a large balcony, a covered outdoor seating area, and a view of the beach.

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.
$544 nightly
The price is $582
Oct 25 - Oct 26
Total with taxes and fees
Coastal Charm: Lobster Châto
A brick building with a dark door, steps leading up to a porch, and potted plants on the ground floor.

7. 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, (10 reviews)
"Great location!"
United States
Lea M.
$360 nightly
The price is $414
Nov 9 - Nov 10
Total with taxes and fees
Charming & Private 1-bedroom Condo in Historic Boston - next to MGH hospital!
An outdoor patio area with a covered seating area, a fire pit, and a well-lit ambiance.

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

🎖The Boiler Room - Close to Subway & Downtown🎖
Dorchester
9.8 out of 10, Exceptional, (97 reviews)
"Great location to explore Boston. Nice quiet historic neighborhood. Room is large and well furnished."
United States
brian b.
$285 nightly
The price is $328
Nov 1 - Nov 2
Total with taxes and fees
🎖The Boiler Room - Close to Subway & Downtown🎖
A modern living room with a sofa, TV, and a glass coffee table. There is a kitchen area with a bar and a dining table.

9. Bright & Spacious Loft Steps to the Freedom Trail

Bright & Spacious Loft Steps to the Freedom Trail
Downtown Boston
10.0 out of 10, Exceptional, (61 reviews)
"Trendy, clean room in great location"
United States
Rachel M.
$354 nightly
The price is $406
Nov 11 - Nov 12
Total with taxes and fees
Bright & Spacious Loft Steps to the Freedom Trail
A modern kitchen with white cabinets, stainless steel appliances, and a dining area with a glass table and chairs.

10. Modern & Stylish 1-Bedroom Condo near Downtown

Modern & Stylish 1-Bedroom Condo near Downtown
Roxbury
10.0 out of 10, Exceptional, (7 reviews)
"Location was great. Enjoy your stay."
United States
Gwendolyn M.
$316 nightly
The price is $363
Nov 2 - Nov 3
Total with taxes and fees
Modern & Stylish 1-Bedroom Condo near Downtown
A harbor with numerous boats and a prominent building with a clock tower in the background.

11. ♥ 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, (84 reviews)
"I honestly had my favorite stay of all time at this place. It was clean cozy and absolutely everything that we needed. I love the historical feel to it and it was perfection."
United States
Arianna
$270 nightly
The price is $301
Oct 27 - Oct 28
Total with taxes and fees
♥ Historic Studio Minutes to Salem+Beaches Old Town Marblehead Private Parking ♥
Private kitchen

12. Adorable 1-bedroom apartment in welcoming Cambridge

Adorable 1-bedroom apartment in welcoming Cambridge
North Cambridge
9.6 out of 10, Exceptional, (4 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.
$267 nightly
The price is $306
Nov 2 - Nov 3
Total with taxes and fees
Adorable 1-bedroom apartment in welcoming Cambridge
A modern kitchen with white cabinets, a stainless steel refrigerator, and a bar area with three black bar stools.

13. Stylish home next to train to Boston, near Salem

Stylish home next to train to Boston, near Salem
Wakefield
9.8 out of 10, Exceptional, (11 reviews)
"Great stay"
United States
Alex c.
$450 nightly
The price is $503
Oct 26 - Oct 27
Total with taxes and fees
Stylish home next to train to Boston, near Salem
A kitchen with a black refrigerator, white cabinets, a wooden table, and a window with patterned curtains.

14. Right Near Convention Center and Train Station

Right Near Convention Center and Train Station
South Boston
10.0 out of 10, Exceptional, (44 reviews)
"It was amazing Peter was fantastic. We would definitely stay here again."
United States
Kathy M.
$665 nightly
The price is $765
Oct 28 - Oct 29
Total with taxes and fees
Right Near Convention Center and Train Station
A dining area with a glass table set for six, surrounded by white chairs, with a red carpet and wooden accents.

15. Lg suite for up to 8 ppl/2 floor

Lg suite for up to 8 ppl/2 floor
Dorchester
10.0 out of 10, Exceptional, (13 reviews)
"It was a perfect location for our daily plans. The owner was very responsive to our needs "
United States
Mary P.
$495 nightly
The price is $569
Nov 2 - Nov 3
Total with taxes and fees
Lg suite for up to 8 ppl/2 floor
Living area

16. Back-Bay Upscale Central Condo Bos Common Downtown

Back-Bay Upscale Central Condo Bos Common Downtown
Bay Village
10.0 out of 10, Exceptional, (13 reviews)
"Great location. Very quiet yet close to everything. Had everything we needed."
United States
Christine H.
$809 nightly
The price is $928
Oct 25 - Oct 26
Total with taxes and fees
Back-Bay Upscale Central Condo Bos Common Downtown
A living room with a black leather sofa, a patterned armchair, and a colorful throw pillow. There are three windows with blinds, and the room has a high ceiling.

17. Modern Three Bedroom Condo - Near Boston

Modern Three Bedroom Condo - Near Boston
stoneham
8.8 out of 10, Excellent, (11 reviews)
"Enjoyed our stay; close to Stop & Shop, Target and freeway."
United States
Jeff J.
$503 nightly
The price is $531
Nov 1 - Nov 2
Total with taxes and fees
Modern Three Bedroom Condo - Near Boston
A covered patio with outdoor furniture, a hanging chair, and a table.

18. 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, (13 reviews)
"Good place to stay"
United States
Phillip Y.
$695 nightly
The price is $765
Nov 2 - Nov 3
Total with taxes and fees
Next to Boston & Beach, King Beds, Free Parking+EV
A bedroom with a bed, bedside lamp, and a view of the outdoors through a door.

19. 3BR Hotel Alternative - Walk to Kendall Square

3BR Hotel Alternative - Walk to Kendall Square
Wellington-Harrington
$389 nightly
The price is $427
Oct 25 - Oct 26
Total with taxes and fees
3BR Hotel Alternative - Walk to Kendall Square
A modern living room with a sectional sofa, a flat-screen TV, and a dining area in the background.

20. Downtown Salem 3 Bed Park & Play

Downtown Salem 3 Bed Park & Play
Salem
$437 nightly
The price is $488
Nov 10 - Nov 11
Total with taxes and fees
Downtown Salem 3 Bed Park & Play
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

Garner Hotel Brockton - Boston by IHG

Garner Hotel Brockton - Boston by IHG

10/10 Excellent
"Great stay"
Catherine 2-night trip
Posted 2 hours ago
Garner Hotel Brockton - Boston by IHG

Find out more about Winthrop

Winthrop Condo Rentals information

Number of reviews
485
Accommodation
167 Condo Rentals
Lowest Price
$301
Highest Price
$928

Frequently asked questions

How much do condos in Winthrop cost?
Condos in Winthrop range from $301 to $928 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 167 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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