Pacific Islands - Vacation Rentals in Winston
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Luxury Places to Stay in Winston
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Top-Rated Vacation Rentals with a Pool in Winston
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Pet-Friendly Vacation Rentals in Winston
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Large Vacation Homes & Villas in Winston
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Wheelchair Accessible Vacation Homes in Winston
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Winston Vacation Rentals and Airbnb Places to Stay Under $200
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Instantly Bookable Vacation Homes in Winston
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About Winston Vacation Rentals
With more than 751 Winston vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Pacificislands 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 Winston.
Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Pacificislands Winston, 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 Winston. Places to stay near Winston are 708.86 ft² on average, with prices averaging US $256 a night.
Pacificislands makes it easy and safe to find and compare vacation rentals in Winston 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 Winston
| Type | Count |
|---|---|
| Vacation Homes | 418 |
| Holiday Apartments | 175 |
| Hotels | 75 |
| B&B | 24 |
| Cottages | 22 |
| Cabin Rentals | 7 |
| Villas | 3 |
| Others | 1 |
Use these Quick Filters to Find a Vacation Rental in Winston
★ Pro Tip: Pacificislands makes it easy to compare the best listings on Pacificislands homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Pacificislands 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 Winston.
Weather in Winston
View the weather forecast for Winston before booking your Winston Vacation Rentals to confirm your best time to go.
Top Attractions Around Winston, NC
Pacificislands offers a large selection of top attractions around Winston. Research things to do on your vacation before you visit Winston.
Other Places to Stay Near Winston, NC
Complexes around Winston, NC
Winston Vacation Rental Frequently Asked Questions
What are the top vacation rentals in Winston?
There are a lot of options in Winston. If you plan on staying in the Winston area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Winston:
- Renovated Perfection in Quiet W-S Neighborhood
- An urban oasis in downtown Winston-Salem
- Winston-Salem's Man Cave
- Walking distance to Reynolda House and Gardens. Close to Wake Forest University
- Majestic Getaway Cabin near Wake Forest University
- Remodeled historic home! Steps away from dining & shops - Easy walk to Old Salem
- Elegant Pet Friendly Ranch Home close to everything!
- Renowned historic home downtown/across from park
- Deacon Stays: The Brookwood - Walk to WFU
- The Blue Door Cabin
How many vacation rentals have private pools in Winston?
There are 8 vacation rentals with private pools near Winston. Top-rated homes that have access to a swimming pool include:
Which vacation homes in Winston are best for families?
If you are looking for a family-friendly vacation home in Winston, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Winston:
How many vacation rentals are available in Winston?
Currently, the total number of properties listed in 2026 is over 751 in the Winston area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Winston.
