Vacation rentals in Winchester
Find and book unique accommodations on Airbnb
Top-rated vacation rentals in Winchester
Guests agree: these stays are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Winchester vacation rentals
Stay near Winchester's top sights
Other great vacation rentals in Winchester
Guest suite in Las Vegas
4.92 out of 5 average rating, 178 reviewsNice and Cozy studio , 4 minutes from✈
Jul 9 – 16
Guesthouse in Las Vegas
4.84 out of 5 average rating, 70 reviewsKing Bed Casita - 10 min from Strip/Airport
Jan 4 – 11
Guest suite in Las Vegas
4.95 out of 5 average rating, 20 reviewsCozy room in Las Vegas
Jul 26 – Aug 2
Condo in Las Vegas
4.79 out of 5 average rating, 52 reviewsMilan apartament
May 5 – 12
Home in Las Vegas
4.88 out of 5 average rating, 16 reviewsMid-Century Modern Gem
Jul 4 – 11
Guesthouse in Las Vegas
4.83 out of 5 average rating, 18 reviewsLux Guest House, private parking
Jul 21 – 28
Home in Las Vegas
5.0 out of 5 average rating, 28 reviewsStay in Las Vegas and enjoy
Jun 3 – 10
Guest suite in Las Vegas
4.9 out of 5 average rating, 96 reviewsEnjoy Las Vegas with an exceptional stay!
Sep 14 – 21
Quick stats about vacation rentals in Winchester
Total rentals
1.5K properties
Rentals with dedicated workspaces
830 properties have a dedicated workspace
Rentals with a pool
1.2K properties have a pool
Pet-friendly rentals
300 properties allow pets
Family-friendly rentals
520 properties are a good fit for families
Total number of reviews
21K reviews
Frequently Asked Questions
Do apartment rentals in Winchester have a kitchen?
Absolutely! We offer over 180 apartment rentals with a kitchen in Winchester. Enjoy a tailored experience with all the comforts you desire.
Are there Winchester vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 1,170 vacation homes with pools in Winchester, available on Airbnb. Make a splash and soak up the sun in style!
Do hotel rentals in Winchester have air conditioning?
Absolutely! We offer over 380 hotel rentals with air conditioning in Winchester. Enjoy a tailored experience with all the comforts you desire.
How much does it cost to stay in serviced apartment rentals in Winchester?
Experience the best of Winchester with our serviced apartment rentals, starting at about $70 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
What are the most popular amenities for Resort Rentals in Winchester?
Enhance your stay in our Resort Rentals with the most popular amenities: over 120 homes with a kitchen, over 210 homes with air conditioning, over 130 homes with free parking, over 210 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.
Do villa rentals in Winchester have wifi?
Absolutely! We offer over 10 villa rentals with wifi in Winchester. Enjoy a tailored experience with all the comforts you desire.
Are there vacation rentals with a dedicated workspace in Winchester?
Yes! Work meets play with ease at over 830 vacation rentals in Winchester featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there family-friendly vacation rentals in Winchester?
Winchester has more than 520 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
Do apartment rentals in Winchester have free parking?
Absolutely! We offer over 180 apartment rentals with free parking in Winchester. Enjoy a tailored experience with all the comforts you desire.
Are there pet-friendly vacation rentals in Winchester?
Four-legged friends are welcome in Winchester. Choose from more than 300 vacation rentals for guests traveling with pets.
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