Winthrop Condo Rentals from CA $477

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

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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

Chelsea

Cooper D.

CA $637 total

includes taxes & fees

Sep 28 - Sep 29

An outdoor patio area with a covered seating area, a fire pit, and a well-lit ambiance.

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

Dorchester

Katie C.

CA $493 total

includes taxes & fees

Oct 18 - Oct 19

A modern kitchen with white cabinets, stainless steel appliances, and a dining area with a glass table and chairs.

3. Modern & Stylish 1-Bedroom Condo near Downtown

Roxbury

Bobby B.

CA $535 total

includes taxes & fees

Sep 27 - Sep 28

A coastal house with a large balcony, a covered outdoor seating area, and a view of the beach.

4. Coastal Charm: Lobster Châto

Swampscott

Suzanne P.

CA $785 total

includes taxes & fees

Sep 28 - Sep 29

A spacious living room with hardwood floors, a sofa, a chair, a coffee table, and a ceiling light fixture.

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

Ward Two

Jan L.

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.

6. Lovely Two Bedroom Condo in South Boston

South Boston

Dennis H.

CA $753 total

includes taxes & fees

Sep 29 - Sep 30

A covered patio with outdoor furniture, a hanging chair, and a table.

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

North Quincy

Phillip Y.

CA $709 total

includes taxes & fees

Sep 29 - Sep 30

8. Adorable 1-bedroom apartment in welcoming Cambridge

North Cambridge

Peter C.

CA $477 total

includes taxes & fees

Sep 27 - Sep 28

A modern kitchen with white cabinetry, a stainless steel refrigerator, a water dispenser, and a dining area with a bench.

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

Roxbury

Ardit M.

CA $942 total

includes taxes & fees

Sep 27 - Sep 28

A dining area with a glass table set for six, surrounded by white chairs, with a red carpet and wooden accents.

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

Dorchester

Mary P.

CA $925 total

includes taxes & fees

Sep 28 - Sep 29

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.

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

Dorchester

Ramon G.

CA $853 total

includes taxes & fees

Sep 28 - Sep 29

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.

12. Modern Three Bedroom Condo - Near Boston

stoneham

Brendan D.

CA $729 total

includes taxes & fees

Sep 27 - Sep 28

A modern living room with a sofa, dining table, and artwork on the walls.

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

Marblehead

CA $738 total

includes taxes & fees

Sep 29 - Sep 30

A brick building with a dark door, steps leading up to a porch, and potted plants on the ground floor.

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

Beacon Hill

Lea M.

CA $627 total

includes taxes & fees

Oct 12 - Oct 13

A harbor with numerous boats and a prominent building with a clock tower in the background.

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

Marblehead Historic District

"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!"

Camille

CA $641 total

includes taxes & fees

Oct 5 - Oct 6

A bedroom with a bed, two chairs, a door, and a lamp.

16. Modern & Cozy 3-Bedroom Condo near Downtown

Roxbury

Seetharaman S.

CA $601 total

includes taxes & fees

Sep 27 - Sep 28

A bedroom with a bed, bedside lamp, and a view of the outdoors through a door.

17. 3BR Hotel Alternative - Walk to Kendall Square

Wellington-Harrington

CA $684 total

includes taxes & fees

Sep 27 - Sep 28

A modern kitchen with white cabinets, a stainless steel refrigerator, and a bar area with three black bar stools.

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

Wakefield

Alex c.

CA $772 total

includes taxes & fees

Sep 30 - Oct 1

A kitchen with a black refrigerator, white cabinets, a wooden table, and a window with patterned curtains.

19. Right Near Convention Center and Train Station

South Boston

Kathy M.

CA $1,081 total

includes taxes & fees

Oct 8 - Oct 9

20. Back-Bay Upscale Central Condo Bos Common Downtown

Bay Village

Christine H.

CA $1,366 total

includes taxes & fees

Sep 27 - Sep 28

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Top Winthrop Hotel Reviews

Omni Parker House

10/10 Excellent

"A lot of character for such an old hotel"

The Revolution Hotel

10/10 Excellent

"A really cool hotel in a very nice location about a 10-minute drive from downtown (or a walk you can do in 40 minutes!). The hotel was very clean and quiet, and the staff are very friendly. I stayed in the single rooms that had a shared bathroom down the hall - these ones are nice because yes, you have to walk down the hall, but each stall has a full toilet, sink and shower (complete with shampoo, conditioner and shower gel) so you still had full privacy. They provide towels and shower amenities with totes you can use to carry your shower items to the bathroom, so it does help if that's not something you're used to, and makes the experience feel more lux. I rarely if ever saw anyone else using them, and the staff made sure they were always meticulously cleaned. I was traveling for business and this was a great option! Definitely would recommend."

Copley Square Hotel, a FOUND Hotel

10/10 Excellent

"Excellent location, right in the heart of Copley Square. We were there to help our daughter move into her new place in Back Bay. It was an easy walk to Back Bay, and beautiful one down either Commonwealth or Newbury. The hotel is old and has a lot of character. Our King suite was very large. It was a little musty when we first arrived, but once the AC was turned down, the musty smell dissapated. The king bed was comfortable and the bathroom was spacious. The only suggestion I would have would be to add a coffee maker in the room. Currently, you have to go down to the lobby and grab a cup there. Overall, a great stay and we would stay here again."

Find out more about Winthrop

Winthrop Condo Rentals information

Number of reviews	230
Accommodation	169 Condo Rentals
Lowest Price	CA $477
Highest Price	CA $1,366

Frequently asked questions

How much do condos in Winthrop cost?

Condos in Winthrop range from CA $477 to CA $1,366 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 169 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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Search Condos Rentals in Winthrop from CA $477

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Winthrop condo rentals

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

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

3. Modern & Stylish 1-Bedroom Condo near Downtown

4. Coastal Charm: Lobster Châto

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

6. Lovely Two Bedroom Condo in South Boston

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

8. Adorable 1-bedroom apartment in welcoming Cambridge

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

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

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

12. Modern Three Bedroom Condo - Near Boston

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

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

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

16. Modern & Cozy 3-Bedroom Condo near Downtown

17. 3BR Hotel Alternative - Walk to Kendall Square

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

19. Right Near Convention Center and Train Station

20. Back-Bay Upscale Central Condo Bos Common Downtown

Find vacation rentals that suit your style

Top Winthrop Hotel Reviews

Omni Parker House

Find out more about Winthrop

Winthrop Condo Rentals information

Frequently asked questions

Explore a world of travel with Expedia