
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 Stables at Warren Farm. Rustic charm

The Barn @ North Lodge -Soho Farmhouse-esque Cabin

Spacious central 2 bedroom apartment+ free parking

Cosy rural hideaway, Hursley, near Winchester

Room with a view

Water Meadows Lodge beside Winchester South Downs

Nature’s Nook Cosy Couples Woodland Cabin Hursley

Mews townhouse Winchester station.
Quick stats about vacation rentals in Winchester
Total rentals
310 properties
Total number of reviews
18K reviews
Family-friendly rentals
150 properties are a good fit for families
Pet-friendly rentals
70 properties allow pets
Rentals with dedicated workspaces
140 properties have a dedicated workspace
Wifi availability
310 properties include access to wifi
Frequently Asked Questions
How is the weather in Winchester?
Winchester experiences a temperate maritime climate with mild winters and warm summers. Average highs in summer are around 70°F (21°C), while in winter, temperatures hover around 45°F (7°C). Rainfall is distributed fairly evenly throughout the year.
What are some of the best things to do in Winchester?
Take a walk through the vibrant Winchester Farmers Market, visit Winchester Science Centre for interactive exhibits, or explore Winchester College, one of the oldest schools in the country. For a touch of culture, visit the Theatre Royal Winchester for a performance.
What is the best time of year to visit Winchester?
Many visitors explore Winchester from June to August when there's plenty of sunshine and the Winchester Hat Fair, a free outdoor arts festival, enlivens the city. Another popular time is during the Winchester Christmas Market in late November to December.
What are the best places to stay in Winchester?
The city centre, with its proximity to historical sites and vibrant eateries, is a favourite amongst visitors. St. Cross, known for its peaceful ambiance, and Hyde, within walking distance of the city centre, are also popular. For a rural retreat, consider the surrounding Hampshire countryside.
What are the best places to visit in Winchester?
Winchester Cathedral, one of the largest cathedrals in Europe, is often recommended. Other frequently suggested places include Winchester City Mill, a working watermill, and the Great Hall, home to King Arthur's Round Table. For history lovers, the Winchester City Museum is a must.
What are some hiking trails in Winchester?
Explore the South Downs Way, a long-distance footpath spanning 100 miles (160 km), or the shorter but equally enjoyable St. Catherine's Hill, offering spectacular views of the city. Alternatively, immerse yourself in the natural beauty of the Itchen Navigation Heritage Trail, a serene walk along the Itchen River.
What are some family activities to do in Winchester?
Families can enjoy a fun-filled day at Marwell Zoo, home to hundreds of exotic and endangered animals, or learn about the natural world at Winchester Science Centre. The interactive Winchester City Museum and the Military Museums are also popular with families.
What are some of the best day trip ideas in Winchester?
Consider a day trip to the ancient Stonehenge, located about 40 miles (64 km) from Winchester. Another frequently suggested trip is to the beautiful New Forest National Park, just 23 miles (37 km) away. The historic city of Bath, known for its Roman-built baths, is also within reach at 54 miles (87 km).
Are there apartment rentals with a dedicated workspace in Winchester?
Yes! Work meets play with ease at over 30 apartment rentals in Winchester featuring dedicated workspaces. Stay connected and productive in your home away from home.
How much does it cost to stay in townhouse rentals in Winchester?
Experience the best of Winchester with our townhouse rentals, starting at about $50 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Destinations to explore
- Paris Vacation rentals
- London Vacation rentals
- Picardy Vacation rentals
- Grand Paris Vacation rentals
- Amsterdam Vacation rentals
- River Thames Vacation rentals
- South West England Vacation rentals
- Inner London Vacation rentals
- Dublin Vacation rentals
- Rivière Vacation rentals
- Brussels Vacation rentals
- South London Vacation rentals
- Family-friendly rentals Winchester
- House rentals Winchester
- Cottage rentals Winchester
- Rentals with a fireplace Winchester
- Townhouse rentals Winchester
- Rentals with breakfast Winchester
- Pet-friendly rentals Winchester
- Villa rentals Winchester
- Cabin rentals Winchester
- Condo rentals Winchester
- Rentals with a washer and dryer Winchester
- Rentals with outdoor seating Winchester
- Rentals with a patio Winchester
- Apartment rentals Winchester
- 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
- Southbourne Beach
- Lower Mill Estate
- Chessington World of Adventures Resort
- Kimmeridge Bay
- West Wittering Beach
- Winchester Cathedral
- Highclere Castle
- Thorpe Park Resort
- Goodwood Racecourse
- Arundel Castle
- The Tank Museum
- Highcliffe Beach
- Wentworth Golf Club
- RHS Garden Wisley
- Worthing Pier