Winthrop Condo Rentals from CA $138

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Find vacation rentals that suit your style

Check prices for these dates

Next weekend

In two weeks

In one month

In two months

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

Lewis

CA $539 total

includes taxes & fees

Nov 13 - Nov 14

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

East Boston

Ginger M.

CA $434 total

includes taxes & fees

Nov 20 - Nov 21

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

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

Beacon Hill

Lea M.

CA $452 total

includes taxes & fees

Nov 14 - Nov 15

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

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

Ward Two

Mike M.

CA $457 total

includes taxes & fees

Nov 16 - Nov 17

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

5. Right Near Convention Center and Train Station

South Boston

Kathy M.

CA $1,032 total

includes taxes & fees

Nov 19 - Nov 20

A staircase with white steps and a wooden handrail, leading to a room with striped wallpaper and a stained glass window.

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

Dorchester

Christina B.

CA $780 total

includes taxes & fees

Nov 23 - Nov 24

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

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

Marblehead Historic District

Arianna

CA $381 total

includes taxes & fees

Dec 8 - Dec 9

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

8. Coastal Charm: Lobster Châto

Swampscott

Suzanne P.

CA $675 total

includes taxes & fees

Nov 16 - Nov 17

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

9. Modern & Stylish 1-Bedroom Condo near Downtown

Roxbury

Gwendolyn M.

CA $482 total

includes taxes & fees

Nov 16 - Nov 17

10. Adorable 1-bedroom apartment in welcoming Cambridge

North Cambridge

Peter C.

CA $416 total

includes taxes & fees

Nov 16 - Nov 17

A modern kitchen with white cabinetry, stainless steel appliances, and a dining area set for six.

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

Dorchester

Mary P.

CA $667 total

includes taxes & fees

Dec 1 - Dec 2

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

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

Wakefield

Alex c.

CA $673 total

includes taxes & fees

Nov 17 - Nov 18

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.

13. Lovely Two Bedroom Condo in South Boston

South Boston

Dennis H.

CA $722 total

includes taxes & fees

Nov 13 - Nov 14

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

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

North Quincy

Phillip Y.

CA $992 total

includes taxes & fees

Nov 29 - Nov 30

A building with a turquoise exterior and white window frames.

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

Marblehead Historic District

Joanna

CA $415 total

includes taxes & fees

Dec 1 - Dec 2

A covered porch with a table and chairs, a wooden deck, and a door leading inside.

16. Harvard/MIT 2BR/2BA + 2 Parking by Central Sq

The Port

Shawn M.

CA $757 total

includes taxes & fees

Nov 22 - Nov 23

A living room with a starry ceiling, a large TV, a red sofa, and a wooden floor.

17. Ravens Hollow- Enchanting 2-bedroom condo Near Downtown Salem

Salem

Robin P.

CA $505 total

includes taxes & fees

Nov 30 - Dec 1

A dining area with a wooden table set for four, white chairs, a fruit bowl, and a kitchen in the background.

18. Private Condo Near Kendall Sq, WFH Setup & A/C

Wellington-Harrington

CA $822 total

includes taxes & fees

Nov 22 - Nov 23

A traditional black wooden house with multiple gabled roofs, surrounded by a well-maintained garden with various flowering plants and a brick pathway.

19. The Warlock House: Spellbound Salem Stay – Sleep Where Magic Lives!

Downtown Salem

Michelle H.

CA $1,119 total

includes taxes & fees

Nov 16 - Nov 17

A modern living room with a white sofa, a small round table, and a balcony with a view.

20. “Luxury 2BR Cambridge | Pool + Parking”

East Cambridge

Christina M.

CA $1,153 total

includes taxes & fees

Nov 19 - Nov 20

View all properties

Learn more about Winthrop

This coastal gem offers spectacular Boston skyline views from Deer Island and Belle Isle Marsh Reservation. Enjoy fresh seafood at waterfront restaurants or relax on Winthrop Beach when summer temperatures rise.

See all hotels in Winthrop

A coastal town with a prominent lighthouse on a hill, surrounded by houses and greenery.

Top reviews in Winthrop

A modern lounge area with a central fire feature, seating arrangements, and decorative wall panels.

Holiday Inn Express Boston Logan Airport - Revere by IHG

Revere

10/10 Excellent

Praful

A spacious lobby with a high ceiling, wooden paneling, a large sofa, and a coffee table.

Comfort Inn & Suites Logan International Airport

Revere

10/10 Excellent

Angela

A modern bar area with a long counter, bar stools, and a television screen.

Hampton Inn Boston - Logan Airport

Revere

10/10 Excellent

Yau Hin

A hotel room with a bed, a desk with a lamp, a TV, and a map on the wall.

Château sur Mer Bed & Breakfast

Winthrop

10/10 Excellent

Excellent location costing $30 for cab ride from downtown Intercontinental hotel to B&B. Public transit near by to their subway system. King Bed was comfortable with lots of blankets in a very clean house. They have 4 rooms. Breakfast included yogurt, juices, cereal, fresh fruit, boiled eggs, cheese, ham, sausage, toast and coffee. Joan was very friendly and helpful. Would definitely stay here again.

John

A waterfront patio with outdoor seating, a fire pit, and a city skyline in the background.

Hyatt Regency Boston Harbor

East Boston

10/10 Excellent

Pavel

A beach view with a wooden structure and a concrete walkway.

The Winthrop Arms Hotel And Restaurant

Winthrop

10/10 Excellent

This little gem is only 20 minutes on the train from Boston. When you get there after a long day of touring, you can go and sit on the beach and really appreciate the serenity of the moment. This place has an Old Time Charm. The staff is fantastic. They really make you feel at home. You better be hungry if you eat in the restaurant because the portions are quite substantial. The rooms are a nice size and very clean. We liked it so much, we plan on making the Winthrop Arms our home base next...

Dan

A modern hotel with a prominent 'Avid' sign, large windows, and a well-lit entrance.

avid hotel Boston Logan Airport - Revere by IHG

Revere

10/10 Excellent

Paul Michael

An outdoor seating area with a fire pit, sofas, and chairs.

Hyatt Place Boston/Seaport District

Seaport District

10/10 Excellent

Brian

A waterfront cityscape with a variety of buildings, including a prominent clock tower and modern skyscrapers.

Battery Wharf Hotel, Boston Waterfront

North End

10/10 Excellent

Miriam

An outdoor cafe with tables and chairs, a building entrance, and a street sign.

Harborside Inn Of Boston

Downtown Boston

10/10 Excellent

Wendy

A modern hotel with a prominent Hampton Inn sign, featuring a multi-story structure with a central courtyard and a landscaped area.

Hampton by Hilton at the Boston Seaport District

Seaport District

10/10 Excellent

Liam

A modern restaurant with round tables and chairs, large windows with a city view, and a geometric patterned floor.

Omni Boston Hotel at the Seaport

Seaport District

10/10 Excellent

Darlene

Frequently Asked Questions

How much do condos in Winthrop cost?

Condos in Winthrop range from CA $138 to CA $701 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 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

Things to do in Boston
Standard Link for Things to do in Boston

Search Condos Rentals in Winthrop from CA $138

Change your mind

Treat yourself

Be picky

Find vacation rentals that suit your style

Check prices for these dates

Our top choices for Winthrop condo rentals

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

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

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

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

5. Right Near Convention Center and Train Station

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

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

8. Coastal Charm: Lobster Châto

9. Modern & Stylish 1-Bedroom Condo near Downtown

10. Adorable 1-bedroom apartment in welcoming Cambridge

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

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

13. Lovely Two Bedroom Condo in South Boston

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

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

16. Harvard/MIT 2BR/2BA + 2 Parking by Central Sq

17. Ravens Hollow- Enchanting 2-bedroom condo Near Downtown Salem

18. Private Condo Near Kendall Sq, WFH Setup & A/C

19. The Warlock House: Spellbound Salem Stay – Sleep Where Magic Lives!

20. “Luxury 2BR Cambridge | Pool + Parking”

Learn more about Winthrop

Top reviews in Winthrop

Holiday Inn Express Boston Logan Airport - Revere by IHG

10/10 Excellent

Frequently Asked Questions

How much do condos in Winthrop cost?

How many condos are there in Winthrop?

Why book your condo in Winthrop with Expedia?

How can I find cheap condos in Winthrop?

What is there to do in Winthrop near my condo?

Explore a world of travel with Expedia