Winchester Pet Friendly Vacation Rentals
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Pet-Friendly Vacation Rentals in Winchester
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Luxury Places to Stay in Winchester
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- 7082 ftΒ² Villa
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- 7071 ftΒ² Villa
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- 1323 ftΒ² Villa
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Top-Rated Vacation Rentals with a Pool in Winchester
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- 4380 ftΒ² House
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- 635 ftΒ² Hotel
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- 322 ftΒ² Hotel
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- 355 ftΒ² Hotel
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- 247 ftΒ² Hotel
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- 333 ftΒ² Hotel
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Large Vacation Homes & Villas in Winchester
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Wheelchair Accessible Vacation Homes in Winchester
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Winchester Petfriendly and Airbnb Homes Under $200
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- 495 ftΒ² House
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Instantly Bookable Vacation Homes in Winchester
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Book a Last Minute Place to Stay in Winchester
About Winchester Vacation Rentals
There are more than 449 places to stay in Winchester and many that are available that welcome pets. These options include dog-friendly hotels, resorts, rentals as well as short-term private accommodations (i.e. RVs, Condos, Cabins, Chalets, etc.). The places can provide you with a great option on your next holiday. Compare many pet-friendly places to stay in Winchester.
Are you seeking a last-minute pets-allowed hotel deal, or are you wanting to find the best deals available for hotels, resorts, cottages, condos, private villas, chalets, or a large vacation homes? With PetFriendly Winchester, you can quickly compare different options to find the hottest deals with a single click. Looking for pet travel at a resort with an infinity pool, hot tub, is pet-friendly, or features a large master suite bedrooms or has a fireplace? You can find hotels, resorts, or other popular Airbnb-style properties in or near Winchester. Places to stay near Winchester are 1149.6 ftΒ² on average, with prices averaging $351 a night.
PetFriendly makes it easy to find and compare hotels, resorts, and holiday rentals in Winchester with prices often listed at a 30-40% off the rack rate. Just enter your destination and secure your pet-friendly place to stay today.
Top Dog Hotels, Pet-Friendly Vacation Rentals, and Places to Stay in Winchester
Type | Count |
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Vacation Homes | 181 |
Holiday Apartments | 65 |
Villas | 17 |
Cottages | 15 |
Use these Quick Filters to Find a Vacation Rental in Winchester
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β Pro Tip: PetFriendlyβ’ has the best results when it comes to finding places to stay that accept pets anywhere around the world. Travelers can find and compare over 10 million listings from all over the world. Use the intelligent Filter feature to compare homes, hotels, vacation rentals, bed and breakfasts, private Airbnb-style rentals, eco-friendly properties, inns, resorts, and more. Enjoy Pet Travel without Hassle in Winchester.
Weather in Winchester, VA
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Stay Near Winchester, VA
PetFriendly finds and compares Pet-Friendly hotels, rentals, and resort listings near many of Winchester's attractions.
Other Places to Stay in Winchester, VA
Frequently Asked Questions About Winchester?
What are the top vacation rentals in Winchester?
Find the best options in or near Winchester for pet-friendly travel. If you are planning a trip or vacation in Winchester, consider a week or two at exciting pets-allowed hotels, resorts, or other suggested properties best known as Top Vacation Rentals and Places to Stay in Winchester:
- Spectacular Cottage with Shenandoah River Views
- 3 KING Master Suites ~ Dog Friendly ~ 1 pm Ckout ~ Hiking ~ Firepit ~ VIEWS!
- Fantasy Cottage: Private Pond, Waterfall, Hot Tub
- Rolling River Farm: Exquisite Riverfront Paradise
- Country Elegance overlooking the Shenandoah River
- The Nest at Chester Gap
- Beautiful Historic Home Overlooking Shenandoah River and Blue Ridge Mountains
- 130 mΒ² House β 3 bedrooms β 6 guests
- Modern Mountain Retreat w/Deck + Hot Tub!
- 6 Bedroom Farmhouse Owned by Bear Chase
How many vacation rentals have private pools in Winchester?
We have found 1 accommodation options with private pools in or near Winchester, many of which accept and welcome pets. Top-rated hotels, resorts,and places to stay that have access to a swimming pool include:
Which vacation homes in Winchester are best for families?
Are you looking for a family-friendly and pet-friendly hotel, resort, or vacation home in Winchester? Check these highly-rated pet accommodations and places to stay with excellent reviews for families or groups staying in Winchester:
- Historical and Spacious House in the Center of Small Town Life
- Pet-Friendly Berryville Home Walk to Main Street!
- House β 1 bedroom β 6 guests
How many PetFriendly vacation rentals are available in Winchester?
PetFriendlyβ’ updates its properties regularly to bring you a great selection of places to stay with their pet policies clearly spelled out. At present, the total number of active properties listed by PetFriendly in 2025 is over 449 in the Winchester area, and still growing every day. When we combine listings from multiple websites and travel providers, PetFriendly can provide you with a huge selection of the best places to stay that welcome pets in Winchester.