Estia Villas - Vacation Rentals in Winchester
Villa
1 Bedroom
1 Bathroom
4 Guests
900 ft²
-
Hot Tub -
Kitchen -
Air Conditioner -
Internet
US $620
/Night
7 Nights - $4,337
Villa
2 Bedrooms
2 Bathrooms
6 Guests
-
Air Conditioner
-
Internet
-
Pet Friendly -
Child Friendly
US $2,033
/Night
7 Nights - $14,228
Villa
2 Bedrooms
1 Bathroom
6 Guests
1300 ft²
-
Hot Tub
-
Pool -
Ocean View -
View
US $883
/Night
7 Nights - $6,182
Villa
2 Bedrooms
2 Bathrooms
6 Guests
1300 ft²
-
Hot Tub
-
Parking -
Pool
-
Ocean View
US $877
/Night
7 Nights - $6,140
Villa
2 Bedrooms
2 Bathrooms
6 Guests
-
Hot Tub
-
Air Conditioner
-
Internet
-
Pet Friendly
US $823
/Night
7 Nights - $5,761
Villa
1 Bedroom
1 Bathroom
8 Guests
1300 ft²
-
Air Conditioner
-
Internet
-
Child Friendly
-
Laundry
US $778
/Night
7 Nights - $5,443
Villa
1 Bedroom
1 Bathroom
5 Guests
-
Air Conditioner
-
Internet
-
Laundry
-
Bedding/Linens
US $752
/Night
7 Nights - $5,264
Villa
1 Bedroom
1 Bathroom
2 Guests
-
Parking
-
Pool
-
Air Conditioner
-
Internet
US $551
/Night
7 Nights - $3,854
See More Winchester Vacation Rentals
Luxury Places to Stay in Winchester
Over 226+
Luxury Places to Stay in or Near Winchester
Apartment
4 Bedrooms
5 Bathrooms
12 Guests
2500 ft²
-
Hot Tub
-
Parking
-
Pool
-
Kitchen
US $3,706
/Night
7 Nights - $25,942
Apartment
2 Bedrooms
2 Bathrooms
6 Guests
-
Hot Tub
-
Parking
-
Pool
-
Spa
US $2,457
/Night
7 Nights - $17,201
House
8.0
(
8 Reviews
)
10 Bedrooms
5 Bathrooms
34 Guests
5250 ft²
-
Private Pool -
Hot Tub
-
Breakfast -
Parking
US $1,656
/Night
7 Nights - $11,590
House
10.0
(
1 Review
)
6 Bedrooms
3 Bathrooms
12 Guests
-
Hot Tub
-
Parking
-
Pool
-
Kitchen
US $1,446
/Night
7 Nights - $10,125
Resort
-
Hot Tub
-
Parking
-
Pool
-
Kitchen
US $1,131
/Night
7 Nights - $7,920
Resort
-
Hot Tub
-
Parking
-
Pool
-
Balcony/Terrace
US $1,112
/Night
7 Nights - $7,783
Condo
1 Bedroom
1 Bathroom
6 Guests
-
Security/Safety
US $1,088
/Night
7 Nights - $7,619
House
3 Bedrooms
5 Bathrooms
4 Guests
-
Private Pool
-
Pool
-
Balcony/Terrace
-
Kitchen
US $1,042
/Night
7 Nights - $7,294
See More Winchester Luxury Vacation Rentals
Find More Winchester Villas, Resorts, & Rentals on BedroomVillas
Top-Rated Vacation Rentals with a Pool in Winchester
Over 101+
Top-Rated Vacation Rentals with a Pool in or Near Winchester
House
10.0
(
7 Reviews
)
4 Bedrooms
3 Bathrooms
10 Guests
-
Parking
-
Pool
-
Ocean View
-
Balcony/Terrace
US $428
/Night
7 Nights - $2,994
Hotel
10.0
(
7 Reviews
)
-
Hot Tub
-
Parking
-
Pool
-
Kitchen
US $127
/Night
7 Nights - $890
House
10.0
(
6 Reviews
)
5 Bedrooms
3 Bathrooms
14 Guests
1970 ft²
-
Parking
-
Pool
-
Ocean View
-
Balcony/Terrace
US $543
/Night
7 Nights - $3,798
House
10.0
(
4 Reviews
)
3 Bedrooms
2 Bathrooms
6 Guests
2000 ft²
-
Private Pool
-
Parking
-
Pool
-
Ocean View
US $574
/Night
7 Nights - $4,018
Hotel
10.0
(
3 Reviews
)
1940 ft²
-
Hot Tub
-
Pool
-
Balcony/Terrace
-
Kitchen
US $428
/Night
7 Nights - $2,997
Bed & Breakfast
10.0
(
1 Review
)
7 Bedrooms
4 Bathrooms
16 Guests
-
Private Pool
-
Hot Tub
-
Parking
-
Pool
US $584
/Night
7 Nights - $4,085
House
9.8
(
75 Reviews
)
4 Bedrooms
2 Bathrooms
10 Guests
1900 ft²
-
Private Pool
-
Hot Tub
-
Parking
-
Pool
US $379
/Night
7 Nights - $2,655
House
9.8
(
7 Reviews
)
3 Bedrooms
2 Bathrooms
8 Guests
1300 ft²
-
Private Pool
-
Parking
-
Pool
-
Ocean View
US $373
/Night
7 Nights - $2,611
Pet-Friendly Vacation Rentals in Winchester
Over 85+
Pet-Friendly Vacation Rentals in or Near Winchester
House
8.6
(
11 Reviews
)
3 Bedrooms
3 Bathrooms
8 Guests
-
Private Pool
-
Pool
-
Balcony/Terrace
-
Internet
US $306
/Night
7 Nights - $2,144
Apartment
9.0
(
2 Reviews
)
1 Bedroom
1 Bathroom
2 Guests
1496.18 ft²
-
Hot Tub
-
Pool
-
Balcony/Terrace
-
Kitchen
US $125
/Night
7 Nights - $875
House
5 Bedrooms
4 Bathrooms
25 Guests
-
Air Conditioner
-
Internet
-
Pet Friendly
-
Laundry
US $1,169
/Night
7 Nights - $8,183
House
10.0
(
4 Reviews
)
4 Bedrooms
2 Bathrooms
8 Guests
1700 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $543
/Night
7 Nights - $3,798
House
10.0
(
1 Review
)
3 Bedrooms
2 Bathrooms
8 Guests
-
Parking
-
Kitchen
-
Air Conditioner
-
Internet
US $115
/Night
7 Nights - $805
House
8.6
(
15 Reviews
)
4 Bedrooms
2 Bathrooms
8 Guests
-
Private Pool
-
Pool
-
Balcony/Terrace
-
Kitchen
US $124
/Night
7 Nights - $871
House
2.0
(
1 Review
)
3 Bedrooms
2 Bathrooms
14 Guests
-
Parking
-
Ocean View
-
Balcony/Terrace
-
View
US $619
/Night
7 Nights - $4,332
House
7 Bedrooms
4 Bathrooms
14 Guests
-
Parking
-
Pool
-
Kitchen
-
Air Conditioner
US $506
/Night
7 Nights - $3,541
See More Pet-Friendly Vacation Rentals in Winchester on PetFriendly.io
Large Vacation Homes & Villas in Winchester
Over 70+
Large Vacation Homes & Villas in or Near Winchester
House
9.6
(
5 Reviews
)
5 Bedrooms
4 Bathrooms
10 Guests
4300 ft²
-
Hot Tub
-
Parking
-
Pool
-
Spa
US $585
/Night
7 Nights - $4,096
House
9.5
(
2 Reviews
)
4 Bedrooms
2 Bathrooms
10 Guests
1851.39 ft²
-
Oceanfront -
Hot Tub
-
Breakfast
-
Parking
US $344
/Night
7 Nights - $2,410
House
9.4
(
3 Reviews
)
4 Bedrooms
3 Bathrooms
12 Guests
1788 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $618
/Night
7 Nights - $4,328
House
8.0
(
3 Reviews
)
4 Bedrooms
3 Bathrooms
10 Guests
1700 ft²
-
Parking
-
Pool
-
Balcony/Terrace
-
Kitchen
US $285
/Night
7 Nights - $1,993
New
House
4 Bedrooms
2 Bathrooms
12 Guests
-
Hot Tub
-
Parking
-
Balcony/Terrace
-
Kitchen
US $329
/Night
7 Nights - $2,300
House
9.0
(
17 Reviews
)
4 Bedrooms
2 Bathrooms
12 Guests
-
Private Pool
-
Parking
-
Pool
-
Balcony/Terrace
US $575
/Night
7 Nights - $4,025
House
7.6
(
46 Reviews
)
6 Bedrooms
3 Bathrooms
8 Guests
-
Parking
-
Pool
-
Balcony/Terrace
-
Kitchen
US $696
/Night
7 Nights - $4,873
House
7.4
(
3 Reviews
)
7 Bedrooms
4 Bathrooms
16 Guests
-
Private Pool
-
Hot Tub
-
Breakfast
-
Parking
US $719
/Night
7 Nights - $5,033
See More Family Vacation Rentals in Winchester on FVR
Wheelchair Accessible Vacation Homes in Winchester
Over 10+
Wheelchair Accessible Vacation Homes in or Near Winchester
Hotel
1300 ft²
-
Hot Tub
-
Parking
-
Pool
-
Kitchen
US $551
/Night
7 Nights - $3,859
Hotel
6.3
(
272 Reviews
)
-
Breakfast
-
Parking
-
Balcony/Terrace
-
Air Conditioner
US $84
/Night
7 Nights - $589
Resort
-
Hot Tub
-
Pool
-
Kitchen
-
Air Conditioner
US $427
/Night
7 Nights - $2,988
Condo
4.4
(
21 Reviews
)
2 Bedrooms
2 Bathrooms
6 Guests
1300 ft²
-
Pool
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $87
/Night
7 Nights - $609
House
2.2
(
4 Reviews
)
4 Bedrooms
2 Bathrooms
10 Guests
3000 ft²
-
Private Pool
-
Pool
-
Balcony/Terrace
-
Kitchen
US $229
/Night
7 Nights - $1,603
Apartment
10.0
(
1 Review
)
1 Bedroom
1 Bathroom
4 Guests
400 ft²
-
Hot Tub
-
Parking
-
Pool
-
Spa
US $210
/Night
7 Nights - $1,471
Villa
1 Bedroom
1 Bathroom
4 Guests
-
Hot Tub
-
Parking
-
Pool
-
Spa
US $197
/Night
7 Nights - $1,379
House
1 Bedroom
1 Bathroom
2 Guests
400 ft²
-
Hot Tub
-
Parking
-
Pool
-
Spa
US $166
/Night
7 Nights - $1,160
Winchester Vacation Rentals and Airbnb Places to Stay Under $200
Over 48+
Winchester Vacation Rentals and Airbnb Places to Stay Under $200
Condo
10.0
(
1 Review
)
2 Bedrooms
1 Bathroom
2 Guests
-
Air Conditioner
-
Internet
-
Laundry
-
Bedding/Linens
US $94
/Night
7 Nights - $661
House
9.3
(
7 Reviews
)
1 Bedroom
1 Bathroom
4 Guests
548.96 ft²
-
Parking
-
Pool
-
Spa
-
Air Conditioner
US $200
/Night
7 Nights - $1,399
US $151
/Night
7 Nights - $1,057
Condo
10.0
(
1 Review
)
2 Bedrooms
1 Bathroom
2 Guests
-
Air Conditioner
-
Internet
-
Laundry
-
Bedding/Linens
US $93
/Night
7 Nights - $654
Apartment
9.0
(
2 Reviews
)
1 Bedroom
1 Bathroom
3 Guests
-
Parking
-
Kitchen
-
Air Conditioner
-
Internet
US $165
/Night
7 Nights - $1,152
Apartment
8.6
(
10 Reviews
)
1 Bedroom
1 Bathroom
2 Guests
690 ft²
-
Hot Tub
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $133
/Night
7 Nights - $928
New
Condo
2 Bedrooms
2 Bathrooms
6 Guests
-
Air Conditioner
-
Internet
-
Pet Friendly
-
Laundry
US $164
/Night
7 Nights - $1,150
New
Apartment
1 Bedroom
1 Bathroom
2 Guests
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $153
/Night
7 Nights - $1,071
See More Winchester Vacation Rental Deals
Instantly Bookable Vacation Homes in Winchester
Over 109+
Instantly Bookable Vacation Homes in or Near Winchester
Apartment
10.0
(
2 Reviews
)
1 Bedroom
1 Bathroom
3 Guests
-
Kitchen
-
Child Friendly
-
Security/Safety
US $260
/Night
7 Nights - $1,820
New
Apartment
2 Bedrooms
3 Bathrooms
-
Air Conditioner
-
Internet
-
Child Friendly
-
Laundry
US $276
/Night
7 Nights - $1,932
Apartment
2 Bedrooms
2 Bathrooms
6 Guests
-
Air Conditioner
-
Internet
-
Laundry
-
Bedding/Linens
US $259
/Night
7 Nights - $1,813
New
Apartment
1 Bedroom
1 Bathroom
2 Guests
-
Air Conditioner
-
Internet
-
Child Friendly
-
Laundry
US $217
/Night
7 Nights - $1,516
Apartment
1 Bedroom
1 Bathroom
2 Guests
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $141
/Night
7 Nights - $986
New
House
3 Bedrooms
2 Bathrooms
1800 ft²
-
Parking
-
Pool
-
Balcony/Terrace
-
Kitchen
US $123
/Night
7 Nights - $864
New
Apartment
1 Bedroom
1 Bathroom
-
Air Conditioner
-
Internet
-
Child Friendly
-
Laundry
US $120
/Night
7 Nights - $839
Condo
1 Bedroom
1 Bathroom
2 Guests
-
Hot Tub
-
Parking
-
Pool
-
Ocean View
US $81
/Night
7 Nights - $566
About Winchester Vacation Rentals
With more than 21 Winchester 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 Winchester.
Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Estiavillas Winchester, 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 Winchester. Places to stay near Winchester are 1461 ft² on average, with prices averaging US $932 a night.
Estiavillas makes it easy and safe to find and compare vacation rentals in Winchester 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 Winchester
| Type | Count |
|---|---|
| Villas | 21 |
Use these Quick Filters to Find a Vacation Rental in Winchester
★ 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 Winchester.
Weather in Winchester
View the weather forecast for Winchester before booking your Winchester 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
Other Places to Stay Near Winchester, NV
Complexes around Winchester, NV
Winchester Vacation Rental Frequently Asked Questions
What are the top vacation rentals in Winchester?
There are a lot of options in Winchester. If you plan on staying in the Winchester area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Winchester:
- Westgate Resort & Casino, 2 BR Villa 3000 Paradise Road Las Vegas, Nevada 89109
- Full Service Las Vegas 2 Bedroom Villa Minutes From Las Vegas Strip
- 2-Bedroom Villa – 1,300 Sq. Ft.With Living Space and Kitchen
- ENJOY A LUXURIOUS 2BEDROOM VILLA SUITE AT WESTGATE LAS VEGAS RESORT & CASINO
- Las Vegas Convention Center adjacent with great view 2bdrm lockout with WiFi
- Las Vegas Convention Center adjacent with great view 2bdrm lockout with WiF
- Las Vegas Casino Luxury Large 1 BR Villa for a memorable vacation or business.
- Studio Villa at the Marvelous Westgate Resorts
- 5⭐️1 Bedroom Villa with Full Bathroom and Full Dining Area Las Vegas Strip!
- Westgate 1 Bd, 1 bth Studio Suite - Bookings only Monday-Friday ornFriday-Monday
How many vacation rentals have private pools in Winchester?
There are 31 vacation rentals with private pools near Winchester. Top-rated homes that have access to a swimming pool include:
Which vacation homes in Winchester are best for families?
If you are looking for a family-friendly vacation home in Winchester, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Winchester:
How many vacation rentals are available in Winchester?
Currently, the total number of properties listed in 2026 is over 21 in the Winchester area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Winchester.
