Estia Villas - Vacation Rentals in Winthrop
Villa
10.0
(
139 Reviews
)
4 Bedrooms
1 Bathroom
10 Guests
3000 ft²
-
Oceanfront -
Hot Tub -
Parking -
Ocean View
US $798
/Night
7 Nights - $5,584
Villa
9.8
(
4 Reviews
)
4 Bedrooms
4 Bathrooms
10 Guests
2604.87 ft²
-
Parking
-
Balcony/Terrace -
View -
Air Conditioner
US $1,620
/Night
7 Nights - $11,343
See More Winthrop Vacation Rentals
Luxury Places to Stay in Winthrop
Over 236+
Luxury Places to Stay in or Near Winthrop
House
9.0
(
6 Reviews
)
6 Bedrooms
3 Bathrooms
16 Guests
4500 ft²
-
Balcony/Terrace
-
Kitchen -
Air Conditioner
-
Internet
US $1,823
/Night
7 Nights - $12,761
Apartment
3 Bedrooms
1 Bathroom
6 Guests
1399.31 ft²
-
View
-
Air Conditioner
-
Internet
-
Child Friendly
US $1,806
/Night
7 Nights - $12,639
Apartment
3 Bedrooms
1 Bathroom
6 Guests
1194.79 ft²
-
View
-
Air Conditioner
-
Internet
-
Child Friendly
US $1,351
/Night
7 Nights - $9,454
House
10.0
(
2 Reviews
)
4 Bedrooms
4 Bathrooms
10 Guests
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $1,201
/Night
7 Nights - $8,408
House
6 Bedrooms
5 Bathrooms
16 Guests
4499.31 ft²
-
Breakfast -
Parking
-
Balcony/Terrace
-
View
US $1,199
/Night
7 Nights - $8,393
Apartment
9.2
(
4 Reviews
)
1 Bedroom
1 Bathroom
6 Guests
753.47 ft²
-
Parking
-
View
-
Air Conditioner
-
Internet
US $899
/Night
7 Nights - $6,294
House
2 Bedrooms
2 Bathrooms
4 Guests
1097.92 ft²
-
Oceanfront
-
Parking
-
Ocean View
-
Balcony/Terrace
US $878
/Night
7 Nights - $6,144
Apartment
10.0
(
3 Reviews
)
3 Bedrooms
1 Bathroom
10 Guests
-
Air Conditioner
-
Internet
-
Pet Friendly -
Child Friendly
US $668
/Night
7 Nights - $4,675
See More Winthrop Luxury Vacation Rentals
Find More Winthrop Villas, Resorts, & Rentals on BedroomVillas
Top-Rated Vacation Rentals with a Pool in Winthrop
Over 39+
Top-Rated Vacation Rentals with a Pool in or Near Winthrop
Hotel
9.2
(
2277 Reviews
)
-
Breakfast
-
Parking
-
Pool -
Balcony/Terrace
US $200
/Night
7 Nights - $1,397
Hotel
9.2
(
1340 Reviews
)
-
Breakfast
-
Parking
-
Pool
-
Balcony/Terrace
US $176
/Night
7 Nights - $1,235
US $309
/Night
7 Nights - $2,166
Hotel
9.0
(
2333 Reviews
)
-
Breakfast
-
Parking
-
Pool
-
Balcony/Terrace
US $187
/Night
7 Nights - $1,308
Hotel
9.0
(
996 Reviews
)
-
Breakfast
-
Parking
-
Pool
-
Balcony/Terrace
US $169
/Night
7 Nights - $1,182
US $246
/Night
7 Nights - $1,725
Hotel
8.8
(
1004 Reviews
)
-
Breakfast
-
Parking
-
Pool
-
Kitchen
US $175
/Night
7 Nights - $1,228
Hotel
8.6
(
1740 Reviews
)
267.31 ft²
-
Private Pool -
EV Charge Station -
Parking
-
Pool
US $375
/Night
7 Nights - $2,628
Pet-Friendly Vacation Rentals in Winthrop
Over 78+
Pet-Friendly Vacation Rentals in or Near Winthrop
House
10.0
(
64 Reviews
)
2 Bedrooms
1 Bathroom
4 Guests
1100 ft²
-
Oceanfront
-
Parking
-
Ocean View
-
Balcony/Terrace
US $328
/Night
7 Nights - $2,299
Apartment
10.0
(
2 Reviews
)
1 Bedroom
1 Bathroom
6 Guests
1302.43 ft²
-
Parking
-
Balcony/Terrace
-
View
-
Air Conditioner
US $549
/Night
7 Nights - $3,842
US $182
/Night
7 Nights - $1,277
New
Apartment
10.0
(
2 Reviews
)
3 Bedrooms
1 Bathroom
8 Guests
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $386
/Night
7 Nights - $2,705
Apartment
9.6
(
25 Reviews
)
1 Bedroom
1 Bathroom
3 Guests
700 ft²
-
Parking
-
Ocean View
-
Balcony/Terrace
-
View
US $382
/Night
7 Nights - $2,677
Apartment
9.6
(
5 Reviews
)
2 Bedrooms
2 Bathrooms
4 Guests
2000 ft²
-
Oceanfront
-
Parking
-
Ocean View
-
Balcony/Terrace
US $399
/Night
7 Nights - $2,795
New
Apartment
9.0
(
4 Reviews
)
3 Bedrooms
1 Bathroom
9 Guests
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $321
/Night
7 Nights - $2,245
Condo
8.8
(
5 Reviews
)
2 Bedrooms
1 Bathroom
6 Guests
1400 ft²
-
Parking
-
Kitchen
-
Air Conditioner
-
Internet
US $443
/Night
7 Nights - $3,098
See More Pet-Friendly Vacation Rentals in Winthrop on PetFriendly.io
Large Vacation Homes & Villas in Winthrop
Over 10+
Large Vacation Homes & Villas in or Near Winthrop
House
9.8
(
22 Reviews
)
3 Bedrooms
1 Bathroom
10 Guests
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $540
/Night
7 Nights - $3,781
House
8.3
(
38 Reviews
)
12 Bedrooms
13 Bathrooms
39 Guests
184.06 ft²
-
Private Beach -
Oceanfront
-
Parking
-
Ocean View
US $172
/Night
7 Nights - $1,205
Apartment
9.6
(
5 Reviews
)
4 Bedrooms
1 Bathroom
10 Guests
-
Kitchen
-
Air Conditioner
-
Internet
-
Child Friendly
US $401
/Night
7 Nights - $2,809
Apartment
5 Bedrooms
3 Bathrooms
24 Guests
882.64 ft²
-
Parking
-
Air Conditioner
-
Internet
-
Child Friendly
US $420
/Night
7 Nights - $2,940
Apartment
8.8
(
6 Reviews
)
3 Bedrooms
1 Bathroom
10 Guests
-
Air Conditioner
-
Internet
-
Child Friendly
-
Laundry
US $498
/Night
7 Nights - $3,487
Apartment
6 Bedrooms
6 Bathrooms
12 Guests
764.24 ft²
-
Air Conditioner
-
Internet
-
Child Friendly
-
Accessibility
US $266
/Night
7 Nights - $1,865
House
6.0
(
4 Reviews
)
4 Bedrooms
2 Bathrooms
10 Guests
-
Kitchen
-
Air Conditioner
-
Internet
-
Child Friendly
US $545
/Night
7 Nights - $3,814
New
Apartment
2 Bedrooms
1 Bathroom
31 Guests
800 ft²
-
Air Conditioner
-
Internet
-
Child Friendly
-
Bedding/Linens
US $353
/Night
7 Nights - $2,474
See More Family Vacation Rentals in Winthrop on FVR
Wheelchair Accessible Vacation Homes in Winthrop
Over 50+
Wheelchair Accessible Vacation Homes in or Near Winthrop
Apartment
2 Bedrooms
2 Bathrooms
4 Guests
977 ft²
-
Parking
-
Pool
-
Kitchen
-
Air Conditioner
US $172
/Night
7 Nights - $1,206
Hotel
8.6
(
144 Reviews
)
639.11 ft²
-
Private Pool
-
Breakfast
-
EV Charge Station
-
Parking
US $241
/Night
7 Nights - $1,686
US $292
/Night
7 Nights - $2,042
Apartment
1 Bedroom
1 Bathroom
2 Guests
683 ft²
-
Parking
-
Pool
-
Kitchen
-
Air Conditioner
US $132
/Night
7 Nights - $921
Apartment
1 Bedroom
1 Bathroom
2 Guests
665 ft²
-
Parking
-
Pool
-
Kitchen
-
Air Conditioner
US $125
/Night
7 Nights - $873
Apartment
2 Bedrooms
1 Bathroom
4 Guests
830 ft²
-
Kitchen
-
Air Conditioner
-
Internet
-
Pet Friendly
US $116
/Night
7 Nights - $810
Apartment
2 Bedrooms
1 Bathroom
4 Guests
825 ft²
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
-
Internet
US $115
/Night
7 Nights - $808
Apartment
1 Bedroom
1 Bathroom
2 Guests
399 ft²
-
Parking
-
Pool
-
Kitchen
-
Air Conditioner
US $115
/Night
7 Nights - $804
Winthrop Vacation Rentals and Airbnb Places to Stay Under $200
Over 58+
Winthrop Vacation Rentals and Airbnb Places to Stay Under $200
New
Apartment
8.0
(
1 Review
)
1 Bedroom
1 Bathroom
-
Air Conditioner
-
Internet
-
Child Friendly
-
Laundry
US $178
/Night
7 Nights - $1,247
Apartment
9.5
(
2 Reviews
)
1 Bedroom
1 Bathroom
2 Guests
-
Parking
-
View
-
Air Conditioner
-
Internet
US $134
/Night
7 Nights - $938
Hotel
8.6
(
1236 Reviews
)
-
Breakfast
-
Parking
-
Pool
-
Balcony/Terrace
US $179
/Night
7 Nights - $1,256
Bed & Breakfast
1 Bedroom
1 Bathroom
6 Guests
-
Air Conditioner
-
Internet
-
Child Friendly
-
Bedding/Linens
US $156
/Night
7 Nights - $1,095
Apartment
1 Bedroom
1 Bathroom
2 Guests
519 ft²
-
Parking
-
Pool
-
Kitchen
-
Air Conditioner
US $113
/Night
7 Nights - $789
Apartment
1 Bedroom
1 Bathroom
2 Guests
399 ft²
-
Parking
-
Pool
-
Kitchen
-
Air Conditioner
US $110
/Night
7 Nights - $771
Apartment
1 Bedroom
1 Bathroom
2 Guests
665 ft²
-
Parking
-
Pool
-
Kitchen
-
Air Conditioner
US $110
/Night
7 Nights - $770
Apartment
1 Bedroom
1 Bathroom
2 Guests
665 ft²
-
Parking
-
Pool
-
Kitchen
-
Air Conditioner
US $105
/Night
7 Nights - $738
See More Winthrop Vacation Rental Deals
Instantly Bookable Vacation Homes in Winthrop
Over 104+
Instantly Bookable Vacation Homes in or Near Winthrop
Apartment
10.0
(
57 Reviews
)
2 Bedrooms
1 Bathroom
6 Guests
1200 ft²
-
Oceanfront
-
Parking
-
Ocean View
-
Balcony/Terrace
US $368
/Night
7 Nights - $2,573
Apartment
10.0
(
52 Reviews
)
2 Bedrooms
1 Bathroom
6 Guests
1200 ft²
-
Oceanfront
-
Parking
-
Ocean View
-
Balcony/Terrace
US $313
/Night
7 Nights - $2,189
Apartment
10.0
(
45 Reviews
)
1 Bedroom
1 Bathroom
2 Guests
-
Oceanfront
-
Parking
-
Ocean View
-
Balcony/Terrace
US $254
/Night
7 Nights - $1,776
Apartment
10.0
(
10 Reviews
)
3 Bedrooms
1 Bathroom
8 Guests
-
Kitchen
-
Air Conditioner
-
Internet
-
Child Friendly
US $383
/Night
7 Nights - $2,680
Apartment
10.0
(
9 Reviews
)
3 Bedrooms
1 Bathroom
6 Guests
900 ft²
-
Oceanfront
-
Parking
-
Ocean View
-
View
US $418
/Night
7 Nights - $2,927
Apartment
10.0
(
6 Reviews
)
3 Bedrooms
1 Bathroom
6 Guests
-
Air Conditioner
-
Internet
-
Child Friendly
-
Laundry
US $401
/Night
7 Nights - $2,808
Apartment
10.0
(
3 Reviews
)
2 Bedrooms
1 Bathroom
4 Guests
950 ft²
-
Oceanfront
-
Parking
-
Ocean View
-
View
US $291
/Night
7 Nights - $2,038
Apartment
10.0
(
2 Reviews
)
3 Bedrooms
1 Bathroom
6 Guests
1400 ft²
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
-
Internet
US $559
/Night
7 Nights - $3,910
See More Winthrop Short-Term Vacation Rentals
About Winthrop Vacation Rentals
With more than 2 Winthrop vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Estiavillas and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at a rental property in Winthrop.
Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Estiavillas Winthrop, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in Winthrop. Places to stay near Winthrop are 2802.44 ft² on average, with prices averaging US $1,209 a night.
Estiavillas makes it easy and safe to find and compare vacation rentals in Winthrop with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.
Top Rental Accommodation Types in Winthrop
| Type | Count |
|---|---|
| Villas | 2 |
Use these Quick Filters to Find a Vacation Rental in Winthrop
★ Pro Tip: Estiavillas makes it easy to compare the best listings on Estiavillas homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Estiavillas homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Winthrop.
Weather in Winthrop
View the weather forecast for Winthrop before booking your Winthrop Vacation Rentals to confirm your best time to go.
December - February
High 60°F Low 26°F
March - May
High 77°F Low 40°F
June - August
High 91°F Low 64°F
September - November
High 84°F Low 38°F
Top Attractions Around Winthrop, MA
Estiavillas offers a large selection of top attractions around Winthrop. Research things to do on your vacation before you visit Winthrop.
Winthrop Beach
Donovan Beach
Point Shirley Beach
Fenway Park
Boston University
Harvard University
TD Garden
Boston Common
Faneuil Hall Marketplace
Boston Convention and Exhibition Center
New England Aquarium
Northeastern University
Boston Museum of Fine Arts
Copley Square
Harvard Square
Massachusetts General Hospital
Museum of Science
Hynes Convention Center
Massachusetts Institute of Technology
Other Places to Stay Near Winthrop, MA
Winthrop Vacation Rental Frequently Asked Questions
What are the top vacation rentals in Winthrop?
There are a lot of options in Winthrop. If you plan on staying in the Winthrop area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Winthrop:
How many vacation rentals have private pools in Winthrop?
There are 9 vacation rentals with private pools near Winthrop. Top-rated homes that have access to a swimming pool include:
Which vacation homes in Winthrop are best for families?
If you are looking for a family-friendly vacation home in Winthrop, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Winthrop:
How many vacation rentals are available in Winthrop?
Currently, the total number of properties listed in 2026 is over 2 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.
