
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
Other great vacation rentals in Winchester

The Barn @ North Lodge -Soho Farmhouse-esque Cabin

The Limes, Colden Common, Winchester, with parking

Oak Framed Barn with Tennis Court

One bedroom home.

The Pigsty

Self-contained Garden Cottage in idyllic location

A Unique Farm Retreat

Stable Cottage Beauworth Southdowns Hampshire
Quick stats about vacation rentals in Winchester
Total rentals
2.6K properties
Nightly prices starting at
€ 9 before taxes and fees
Total number of reviews
113K reviews
Family-friendly rentals
1K properties are a good fit for families
Pet-friendly rentals
570 properties allow pets
Rentals with a pool
40 properties have a pool
Frequently Asked Questions
How much does it cost to stay in bed and breakfast rentals in City of Winchester?
Experience the best of City of Winchester with our bed and breakfast rentals, starting at about $40 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Where should I stay in City of Winchester?
Make yourself at home in City of Winchester by choosing from our most frequently booked neighborhoods. We have over 460 vacation rentals in Netley, over 800 vacation rentals in Freemantle, and over 670 vacation rentals in Botley.
Do apartment rentals in City of Winchester have air conditioning?
Absolutely! We offer over 20 apartment rentals with air conditioning in City of Winchester. Enjoy a tailored experience with all the comforts you desire.
Are there pet-friendly vacation rentals in City of Winchester?
Four-legged friends are welcome in City of Winchester. Choose from more than 580 vacation rentals for guests traveling with pets.
Are there vacation rentals with a dedicated workspace in City of Winchester?
Yes! Work meets play with ease at over 1,220 vacation rentals in City of Winchester featuring dedicated workspaces. Stay connected and productive in your home away from home.
What are the most popular amenities for Barn Rentals in City of Winchester?
Enhance your stay in our Barn Rentals with the most popular amenities: over 30 homes with free parking, over 30 homes with a kitchen, over 30 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.
Are there City of Winchester vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 40 vacation homes with pools in City of Winchester, available on Airbnb. Make a splash and soak up the sun in style!
Are there family-friendly vacation rentals in City of Winchester?
City of Winchester has more than 1,030 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
Do barn rentals in City of Winchester have free parking?
Absolutely! We offer over 30 barn rentals with free parking in City of Winchester. Enjoy a tailored experience with all the comforts you desire.
Do chalet rentals in City of Winchester have a kitchen?
Absolutely! We offer over 10 chalet rentals with a kitchen in City of Winchester. Enjoy a tailored experience with all the comforts you desire.
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- New Forest national park
- Bournemouth Beach
- Paultons Park Home of Peppa Pig World
- Oxford University
- Goodwood Motor Circuit
- Stonehenge
- Boscombe Beach
- Hampton Court Palace
- Windsor Castle
- Chessington World of Adventures Resort
- West Wittering Beach
- Kimmeridge Bay
- Winchester Cathedral
- Thorpe Park Resort
- Highclere Castle
- Southbourne Beach
- Twickenham Stadium
- Goodwood Racecourse
- Arundel Castle
- Highcliffe Beach
- The Tank Museum
- Wentworth Golf Club
- RHS Garden Wisley
- Worthing Pier
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