Estia Villas - Vacation Rentals in Winter Hill
Condo
10.0
(
4 Reviews
)
1 Bedroom
4 Bathrooms
16 Guests
-
Parking -
Balcony/Terrace -
Kitchen -
Air Conditioner
US $1,438
/Night
7 Nights - $10,069
Apartment
10.0
(
3 Reviews
)
2 Bedrooms
2 Bathrooms
6 Guests
1097.92 ft²
-
Parking
-
Air Conditioner
-
Internet -
Child Friendly
US $592
/Night
7 Nights - $4,141
Apartment
4 Bedrooms
3 Bathrooms
12 Guests
-
Parking
-
Kitchen
-
Air Conditioner
-
Internet
US $694
/Night
7 Nights - $4,859
House
10.0
(
4 Reviews
)
4 Bedrooms
4 Bathrooms
8 Guests
-
Air Conditioner
-
Internet
-
Child Friendly
-
Laundry
US $944
/Night
7 Nights - $6,607
Apartment
10.0
(
4 Reviews
)
4 Bedrooms
3 Bathrooms
12 Guests
2000 ft²
-
Parking
-
Kitchen
-
Air Conditioner
-
Internet
US $534
/Night
7 Nights - $3,741
Apartment
10.0
(
3 Reviews
)
3 Bedrooms
2 Bathrooms
9 Guests
-
Parking
-
Kitchen
-
Air Conditioner
-
Internet
US $712
/Night
7 Nights - $4,985
House
10.0
(
2 Reviews
)
4 Bedrooms
4 Bathrooms
14 Guests
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $876
/Night
7 Nights - $6,134
Apartment
10.0
(
2 Reviews
)
2 Bedrooms
2 Bathrooms
8 Guests
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $831
/Night
7 Nights - $5,817
See More Winter Hill Vacation Rentals
Luxury Places to Stay in Winter Hill
Over 82+
Luxury Places to Stay in or Near Winter Hill
Apartment
33 Bedrooms
5 Bathrooms
122 Guests
2139.87 ft²
-
Hot Tub -
Parking
-
Balcony/Terrace
-
Kitchen
US $3,267
/Night
7 Nights - $22,867
House
9 Bedrooms
6 Bathrooms
36 Guests
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
-
Internet
US $2,079
/Night
7 Nights - $14,550
House
9 Bedrooms
9 Bathrooms
26 Guests
5005.22 ft²
-
Breakfast -
Parking
-
Balcony/Terrace
-
Air Conditioner
US $2,000
/Night
7 Nights - $14,000
New
Apartment
8 Bedrooms
6 Bathrooms
33 Guests
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
-
Internet
US $1,515
/Night
7 Nights - $10,605
Apartment
5 Bedrooms
6 Bathrooms
14 Guests
3300 ft²
-
Air Conditioner
-
Internet
-
Child Friendly
-
Laundry
US $1,463
/Night
7 Nights - $10,239
Apartment
7 Bedrooms
7 Bathrooms
17 Guests
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $1,438
/Night
7 Nights - $10,066
New
House
10 Bedrooms
3 Bathrooms
30 Guests
-
Hot Tub
-
Parking
-
Kitchen
-
Air Conditioner
US $1,264
/Night
7 Nights - $8,851
House
6 Bedrooms
4 Bathrooms
24 Guests
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
-
Internet
US $1,159
/Night
7 Nights - $8,110
See More Winter Hill Luxury Vacation Rentals
Find More Winter Hill Villas, Resorts, & Rentals on BedroomVillas
Top-Rated Vacation Rentals with a Pool in Winter Hill
Over 1+
Top-Rated Vacation Rentals with a Pool in or Near Winter Hill
House
9.6
(
74 Reviews
)
2 Bedrooms
1 Bathroom
5 Guests
-
Oceanfront -
Parking
-
Pool -
Spa
US $265
/Night
7 Nights - $1,853
Pet-Friendly Vacation Rentals in Winter Hill
Over 23+
Pet-Friendly Vacation Rentals in or Near Winter Hill
Apartment
10.0
(
1 Review
)
3 Bedrooms
3 Bathrooms
8 Guests
2000 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $570
/Night
7 Nights - $3,988
Apartment
8.0
(
1 Review
)
1 Bedroom
1 Bathroom
7 Guests
-
Parking
-
Air Conditioner
-
Internet
-
Pet Friendly
US $786
/Night
7 Nights - $5,502
Apartment
9.2
(
5 Reviews
)
3 Bedrooms
1 Bathroom
7 Guests
-
Parking
-
Kitchen
-
Air Conditioner
-
Internet
US $583
/Night
7 Nights - $4,078
Apartment
8.8
(
10 Reviews
)
4 Bedrooms
2 Bathrooms
9 Guests
-
Parking
-
Kitchen
-
Air Conditioner
-
Internet
US $946
/Night
7 Nights - $6,620
Apartment
1 Bedroom
2 Bathrooms
10 Guests
-
Parking
-
Kitchen
-
Air Conditioner
-
Internet
US $777
/Night
7 Nights - $5,438
House
2 Bedrooms
2 Bathrooms
4 Guests
-
Parking
-
Kitchen
-
Air Conditioner
-
Internet
US $487
/Night
7 Nights - $3,409
Apartment
2 Bedrooms
2 Bathrooms
6 Guests
1000 ft²
-
Parking
-
Kitchen
-
Air Conditioner
-
Internet
US $462
/Night
7 Nights - $3,237
Apartment
3 Bedrooms
1 Bathroom
7 Guests
-
Parking
-
Kitchen
-
Air Conditioner
-
Internet
US $383
/Night
7 Nights - $2,683
See More Pet-Friendly Vacation Rentals in Winter Hill on PetFriendly.io
Large Vacation Homes & Villas in Winter Hill
Over 23+
Large Vacation Homes & Villas in or Near Winter Hill
House
10.0
(
1 Review
)
3 Bedrooms
2 Bathrooms
10 Guests
-
Hot Tub
-
Parking
-
Balcony/Terrace
-
Kitchen
US $562
/Night
7 Nights - $3,937
Apartment
10.0
(
1 Review
)
4 Bedrooms
4 Bathrooms
12 Guests
2002.09 ft²
-
Parking
-
Air Conditioner
-
Internet
-
Child Friendly
US $437
/Night
7 Nights - $3,059
Condo
9.8
(
22 Reviews
)
1 Bedroom
3 Bathrooms
10 Guests
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $743
/Night
7 Nights - $5,202
New
Apartment
4 Bedrooms
2 Bathrooms
12 Guests
-
Air Conditioner
-
Internet
-
Child Friendly
-
Laundry
US $952
/Night
7 Nights - $6,667
House
4 Bedrooms
2 Bathrooms
10 Guests
1100 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $710
/Night
7 Nights - $4,973
House
10.0
(
1 Review
)
3 Bedrooms
2 Bathrooms
12 Guests
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
-
Internet
US $601
/Night
7 Nights - $4,209
Condo
9.6
(
9 Reviews
)
2 Bedrooms
1 Bathroom
10 Guests
1000 ft²
-
Kitchen
-
Air Conditioner
-
Internet
-
Pet Friendly
US $288
/Night
7 Nights - $2,013
New
Apartment
7.0
(
2 Reviews
)
5 Bedrooms
3 Bathrooms
20 Guests
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
-
Internet
US $964
/Night
7 Nights - $6,748
See More Family Vacation Rentals in Winter Hill on FVR
Wheelchair Accessible Vacation Homes in Winter Hill
Over 8+
Wheelchair Accessible Vacation Homes in or Near Winter Hill
Apartment
3 Bedrooms
2 Bathrooms
6 Guests
1600 ft²
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
-
Internet
US $347
/Night
7 Nights - $2,428
Bed & Breakfast
9.0
(
74 Reviews
)
7 Bedrooms
7 Bathrooms
17 Guests
197.34 ft²
-
Parking
-
Balcony/Terrace
-
View -
Kitchen
US $214
/Night
7 Nights - $1,497
Apartment
1 Bedroom
1 Bathroom
2 Guests
550 ft²
-
Kitchen
-
Air Conditioner
-
Internet
-
Pet Friendly
US $294
/Night
7 Nights - $2,058
Apartment
2 Bedrooms
2 Bathrooms
4 Guests
1338 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $230
/Night
7 Nights - $1,610
Apartment
1 Bedroom
1 Bathroom
2 Guests
824 ft²
-
Breakfast
-
Parking
-
Kitchen
-
Air Conditioner
US $201
/Night
7 Nights - $1,406
Apartment
2 Bedrooms
2 Bathrooms
4 Guests
1142 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $190
/Night
7 Nights - $1,330
Apartment
1 Bedroom
1 Bathroom
2 Guests
705 ft²
-
Kitchen
-
Air Conditioner
-
Internet
-
Wheelchair Accessible
US $188
/Night
7 Nights - $1,316
Apartment
2 Bedrooms
2 Bathrooms
4 Guests
1118 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $139
/Night
7 Nights - $973
Winter Hill Vacation Rentals and Airbnb Places to Stay Under $200
Over 8+
Winter Hill Vacation Rentals and Airbnb Places to Stay Under $200
Apartment
8.4
(
17 Reviews
)
3 Bedrooms
1 Bathroom
6 Guests
1199 ft²
-
Oceanfront
-
Ocean View -
Balcony/Terrace
-
View
US $164
/Night
7 Nights - $1,148
Apartment
2 Bedrooms
1 Bathroom
4 Guests
-
Air Conditioner
-
Internet
-
Pet Friendly
-
Child Friendly
US $173
/Night
7 Nights - $1,211
Apartment
1 Bedroom
1 Bathroom
2 Guests
550 ft²
-
Kitchen
-
Air Conditioner
-
Child Friendly
-
Laundry
US $135
/Night
7 Nights - $945
Apartment
1 Bedroom
1 Bathroom
2 Guests
-
Air Conditioner
-
Internet
-
Child Friendly
-
Laundry
US $130
/Night
7 Nights - $909
Apartment
1 Bedroom
1 Bathroom
2 Guests
-
Kitchen
-
Air Conditioner
-
Pet Friendly
-
Laundry
US $125
/Night
7 Nights - $875
Apartment
1 Bedroom
1 Bathroom
2 Guests
500 ft²
-
Breakfast
-
Kitchen
-
Air Conditioner
-
Child Friendly
US $96
/Night
7 Nights - $674
Apartment
1 Bedroom
1 Bathroom
2 Guests
613 ft²
-
Kitchen
-
Air Conditioner
-
Internet
-
Pet Friendly
US $164
/Night
7 Nights - $1,145
US $126
/Night
7 Nights - $882
See More Winter Hill Vacation Rental Deals
Instantly Bookable Vacation Homes in Winter Hill
Over 12+
Instantly Bookable Vacation Homes in or Near Winter Hill
Condo
9.4
(
17 Reviews
)
1 Bedroom
1 Bathroom
6 Guests
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $560
/Night
7 Nights - $3,922
House
5.0
(
12 Reviews
)
2 Bedrooms
1 Bathroom
4 Guests
-
Kitchen
-
Air Conditioner
-
Laundry
-
Bedding/Linens
US $225
/Night
7 Nights - $1,575
Apartment
10.0
(
3 Reviews
)
2 Bedrooms
1 Bathroom
4 Guests
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $352
/Night
7 Nights - $2,462
Apartment
10.0
(
1 Review
)
9 Bedrooms
6 Bathrooms
36 Guests
-
Kitchen
-
Air Conditioner
-
Internet
-
Child Friendly
US $2,999
/Night
7 Nights - $20,994
Apartment
10.0
(
1 Review
)
3 Bedrooms
2 Bathrooms
12 Guests
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
-
Internet
US $868
/Night
7 Nights - $6,079
Apartment
10.0
(
1 Review
)
3 Bedrooms
2 Bathrooms
12 Guests
-
Kitchen
-
Air Conditioner
-
Internet
-
Child Friendly
US $811
/Night
7 Nights - $5,675
Apartment
9.0
(
2 Reviews
)
2 Bedrooms
1 Bathroom
4 Guests
796 ft²
-
Parking
-
Kitchen
-
Air Conditioner
-
Internet
US $536
/Night
7 Nights - $3,753
Apartment
8.0
(
1 Review
)
6 Bedrooms
4 Bathrooms
24 Guests
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
-
Internet
US $1,491
/Night
7 Nights - $10,438
About Winter Hill Vacation Rentals
With more than 91 Winter Hill 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 Winter Hill.
Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Estiavillas Winter Hill, 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 Winter Hill. Places to stay near Winter Hill are 477.9 ft² on average, with prices averaging US $670 a night.
Estiavillas makes it easy and safe to find and compare vacation rentals in Winter Hill 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 Winter Hill
| Type | Count |
|---|---|
| Holiday Apartments | 59 |
| Vacation Homes | 22 |
| B&B | 4 |
Use these Quick Filters to Find a Vacation Rental in Winter Hill
★ 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 Winter Hill.
Weather in Winter Hill
View the weather forecast for Winter Hill before booking your Winter Hill 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
Winter Hill Vacation Rental Frequently Asked Questions
Which vacation homes in Winter Hill are best for families?
If you are looking for a family-friendly vacation home in Winter Hill, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Winter Hill:
How many vacation rentals are available in Winter Hill?
Currently, the total number of properties listed in 2026 is over 91 in the Winter Hill area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Winter Hill.
