Winchester Cottages
This fascinating city is filled with rich history, breathtaking architecture, and a vibrant cultural scene. From its ancient origins as a Roman settlement to its medieval roots as the capital of Wessex, Winchester has played a significant role in shaping England's history. Today, you can explore the impressive Winchester Cathedral, a masterpiece of Gothic architecture and the burial place of many English kings and queens. The city also boasts a variety of museums, such as the Winchester City Museum and the Gurkha Museum, which offer insights into the city's past and present. Wander its streets lined with shops cafes and award-winning eateries. Whatever your interests this city has something for everyone, from a short weekend break to a longer stay incorporating the many fantastic sites around Hampshire. For your perfect staycation search our Winchester cottages.
Popular Holiday Cottages in Winchester
- Sleeps up to 2
- 1 bedroom
- 1 bathroom
- Up to 1 pet allowed
4.9
out of 5
7 nights
From
- Sleeps up to 2
- 2 bedrooms
- 1 bathroom
- Up to 1 pet allowed
4.5
out of 5
7 nights
From
- Sleeps up to 5
- 3 bedrooms
- 1 bathroom
- Up to 1 pet allowed
4.3
out of 5
7 nights
From
- Sleeps up to 3
- 1 bedroom
- 1 bathroom
- Up to 0 pets allowed
4.5
out of 5
7 nights
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- Sleeps up to 4
- 2 bedrooms
- 1 bathroom
- Up to 2 pets allowed
5
out of 5
7 nights
From
- Sleeps up to 4
- 2 bedrooms
- 2 bathrooms
- Up to 0 pets allowed
4.9
out of 5
7 nights
From
- Sleeps up to 5
- 2 bedrooms
- 1 bathroom
- Up to 1 pet allowed
4.4
out of 5
7 nights
From
- Sleeps up to 6
- 3 bedrooms
- 2 bathrooms
- Up to 0 pets allowed
4.8
out of 5
7 nights
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- Sleeps up to 6
- 3 bedrooms
- 3 bathrooms
- Up to 0 pets allowed
5
out of 5
7 nights
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Dog Friendly Cottages in Winchester
- Sleeps up to 2
- 1 bedroom
- 1 bathroom
- Up to 1 pet allowed
4.9
out of 5
7 nights
From
- Sleeps up to 2
- 2 bedrooms
- 1 bathroom
- Up to 1 pet allowed
4.5
out of 5
7 nights
From
- Sleeps up to 5
- 3 bedrooms
- 1 bathroom
- Up to 1 pet allowed
4.3
out of 5
7 nights
From
- Sleeps up to 4
- 2 bedrooms
- 1 bathroom
- Up to 2 pets allowed
5
out of 5
7 nights
From
- Sleeps up to 5
- 2 bedrooms
- 1 bathroom
- Up to 1 pet allowed
4.4
out of 5
7 nights
From
Luxury Holiday Cottages in Winchester
- Sleeps up to 2
- 1 bedroom
- 1 bathroom
- Up to 1 pet allowed
4.9
out of 5
7 nights
From
- Sleeps up to 5
- 3 bedrooms
- 1 bathroom
- Up to 1 pet allowed
4.3
out of 5
7 nights
From
- Sleeps up to 4
- 2 bedrooms
- 2 bathrooms
- Up to 0 pets allowed
4.9
out of 5
7 nights
From
- Sleeps up to 6
- 3 bedrooms
- 2 bathrooms
- Up to 0 pets allowed
4.8
out of 5
7 nights
From
- Sleeps up to 6
- 3 bedrooms
- 3 bathrooms
- Up to 0 pets allowed
5
out of 5
7 nights
From
Inspiration of things to see and do in our cottages in Winchester
Winchester, the ancient capital of England, boasts a rich history, stunning architecture, and a vibrant cultural scene. Walk the scenic Water Meadows alongside the River Itchen, take a guided tour of Winchester's haunted sites, or enjoy the cultural events and festivals that the city hosts throughout the year. With the largest collection of holiday cottages in Hampshire we have the perfect home away from home for you.
Here are the top five things to see and do from our cottages in Winchester:
Winchester Cathedral
Explore Winchester Cathedral, a masterpiece of medieval architecture. Admire the stunning Gothic design, visit the crypt, and learn about the cathedral's history.
The Great Hall and King Arthur's Round Table
Visit The Great Hall, home to the iconic King Arthur's Round Table. Discover the history of the legendary King Arthur and the medieval hall.
Winchester City Centre
Wander through Winchester's charming city centre, featuring historic streets, shops, cafes, and a lively market. Don't miss the picturesque Winchester College and its beautiful surroundings.
Wolvesey Castle
Explore the ruins of Wolvesey Castle, the former medieval palace of the bishops of Winchester. Enjoy the serene atmosphere and learn about its significance.
Jane Austen's House
Pay a visit to nearby Chawton, the home of famous author Jane Austen. Explore her former residence, now a museum, and gain insights into her life and works.
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