Winthrop Stays by Sonder
Stay well, then step out and discover Winthrop.
Best Stays by Sonder Winthrop
Find places to stay in Winthrop. Choose from apartment-style stays and boutique hotels for weekend breaks, business trips, and longer city stays.
Destination
Dates
Travelers
Travelers
2
Curated Stays in Winthrop
Where to Stay in Winthrop
Winthrop Popular Stays
Choose your perfect stays
House
1 Bedroom
1 Bathroom
4 Guests
-
Parking -
Balcony/Terrace -
View -
Air Conditioner
US $663
/Night
House
1 Bedroom
1 Bathroom
-
Parking
-
Balcony/Terrace
-
Kitchen -
Air Conditioner
US $952
/Night
House
2 Bedrooms
1 Bathroom
5 Guests
-
Parking
-
Balcony/Terrace
-
View
-
Air Conditioner
US $561
/Night
House
1 Bedroom
1 Bathroom
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $754
/Night
House
2 Bedrooms
1 Bathroom
6 Guests
-
Parking
-
Internet -
Pet Friendly -
Sports/Activities
US $335
/Night
US $381
/Night
House
2 Bedrooms
1 Bathroom
4 Guests
-
Private Beach -
Oceanfront -
Parking
-
Ocean View
US $194
/Night
House
3 Bedrooms
3 Bathrooms
6 Guests
-
Parking
-
Internet
-
Pet Friendly
-
Security/Safety
US $531
/Night
House
4 Bedrooms
2 Bathrooms
8 Guests
-
Parking
-
Balcony/Terrace
-
Air Conditioner
-
Internet
US $462
/Night
Villa
3 Bedrooms
2 Bathrooms
8 Guests
-
Parking
-
Air Conditioner
-
Internet
-
Child Friendly
US $433
/Night
New
House
3 Bedrooms
1 Bathroom
5 Guests
-
Breakfast -
Parking
-
Skiing -
Balcony/Terrace
US $267
/Night
Good for the Weekend
Easy in-and-out for quick Winthrop gateway.
House
1 Bedroom
1 Bathroom
4 Guests
-
Parking
-
Balcony/Terrace
-
View
-
Air Conditioner
US $663
/Night
House
1 Bedroom
1 Bathroom
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $952
/Night
House
2 Bedrooms
1 Bathroom
5 Guests
-
Parking
-
Balcony/Terrace
-
View
-
Air Conditioner
US $561
/Night
House
1 Bedroom
1 Bathroom
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $754
/Night
House
2 Bedrooms
1 Bathroom
6 Guests
-
Parking
-
Internet
-
Pet Friendly
-
Sports/Activities
US $335
/Night
US $381
/Night
House
2 Bedrooms
1 Bathroom
4 Guests
-
Private Beach
-
Oceanfront
-
Parking
-
Ocean View
US $194
/Night
House
3 Bedrooms
3 Bathrooms
6 Guests
-
Parking
-
Internet
-
Pet Friendly
-
Security/Safety
US $531
/Night
House
4 Bedrooms
2 Bathrooms
8 Guests
-
Parking
-
Balcony/Terrace
-
Air Conditioner
-
Internet
US $462
/Night
Villa
3 Bedrooms
2 Bathrooms
8 Guests
-
Parking
-
Air Conditioner
-
Internet
-
Child Friendly
US $433
/Night
New
House
3 Bedrooms
1 Bathroom
5 Guests
-
Breakfast
-
Parking
-
Skiing
-
Balcony/Terrace
US $267
/Night
Work-friendly stays
Desks, fast Wi-Fi, and a kitchen for work trips that run long, with dinner a short walk away.
Sonder hasn't arrived in Winthrop yet. You may like these stays from trusted partners
House
1 Bedroom
1 Bathroom
4 Guests
-
Parking
-
Balcony/Terrace
-
View
-
Air Conditioner
US $663
/Night
House
2 Bedrooms
1 Bathroom
5 Guests
-
Parking
-
Balcony/Terrace
-
View
-
Air Conditioner
US $561
/Night
House
1 Bedroom
1 Bathroom
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $754
/Night
House
2 Bedrooms
1 Bathroom
6 Guests
-
Parking
-
Internet
-
Pet Friendly
-
Sports/Activities
US $335
/Night
House
1 Bedroom
1 Bathroom
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $952
/Night
House
3 Bedrooms
3 Bathrooms
6 Guests
-
Parking
-
Internet
-
Pet Friendly
-
Security/Safety
US $531
/Night
House
4 Bedrooms
2 Bathrooms
8 Guests
-
Parking
-
Balcony/Terrace
-
Air Conditioner
-
Internet
US $462
/Night
Villa
3 Bedrooms
2 Bathrooms
8 Guests
-
Parking
-
Air Conditioner
-
Internet
-
Child Friendly
US $433
/Night
US $381
/Night
New
House
3 Bedrooms
1 Bathroom
5 Guests
-
Breakfast
-
Parking
-
Skiing
-
Balcony/Terrace
US $267
/Night
House
2 Bedrooms
1 Bathroom
4 Guests
-
Private Beach
-
Oceanfront
-
Parking
-
Ocean View
US $194
/Night
Good to know
Winthrop travel questions, answered.
Quick answers to the questions travelers ask most.
How many vacation rentals are available in Winthrop?
01 / 01
How many vacation rentals are available in Winthrop?
Currently, the total number of properties listed in 2026 is over 11 in the Winthrop area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Winthrop.
Go with curiosity. Come back with stories.
The best trips rarely go exactly as planned. Sonder keeps you closer to the neighborhoods, kitchens, and small moments that make a city worth remembering.