A large red brick building with a central entrance flanked by columns, a fountain in front, and trees on either side.

Search Winchester Cottage Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Winchester cottages

1. Rivergem - Riverside Coach House

Rivergem - Riverside Coach House
2.0 star property
Winchester
The price is ¥155,480
¥186,576 total
includes taxes & fees
Aug 21 - Aug 22
Rivergem - Riverside Coach House

2. Squirrel's Leap

Squirrel's Leap
3.0 star property
Winchester
The price is ¥88,374
¥106,049 total
includes taxes & fees
Aug 20 - Aug 21
Squirrel's Leap

3. Barley Cottage

Barley Cottage
3.0 star property
Alresford
The price is ¥181,699
¥218,039 total
includes taxes & fees
Aug 31 - Sep 1
Barley Cottage

4. 2 bedroom accommodation in Cheriton

2 bedroom accommodation in Cheriton
Cheriton
10.0 out of 10, Exceptional, (9 reviews)
"I stayed at Peppercorn Cottage with my husband, 3yo, ten-month old and our dog and it was heaven. It's an adorable house, packed with character and beautifully done out. We had everything we needed and Nicola was very helpful in bringing over kids bits and answering any questions. Cheriton is a lovely village; Arlesford is great for small independent shops and the countryside is gorgeous. We had a great weekend all in all and would love to come back."
United Kingdom
Georgia G.
The price is ¥182,702
¥182,702 total
includes taxes & fees
Aug 24 - Aug 25
2 bedroom accommodation in Cheriton

5. Charming 3 bed Thatched cottage in rural village near Stockbridge Winchester.

Charming 3 bed Thatched cottage in rural village near Stockbridge Winchester.
Stockbridge
9.6 out of 10, Exceptional, (105 reviews)
"Cosy rustic comfy place to stay for a true English experience, we all loved it. "
Australia
ANNETTE T.
The price is ¥37,748
¥43,141 total
includes taxes & fees
Sep 9 - Sep 10
Charming 3 bed Thatched cottage in rural village near Stockbridge Winchester.

6. The Stables, Wickham - a barn conversion that sleeps 2 guests in 1 bedroom

The Stables, Wickham - a barn conversion that sleeps 2 guests in 1 bedroom
Shedfield
9.8 out of 10, Exceptional, (13 reviews)
"Fabulous place to stay."
United States
CHRISTOPHER S.
The price is ¥136,350
¥136,350 total
includes taxes & fees
Aug 24 - Aug 25
The Stables, Wickham - a barn conversion that sleeps 2 guests in 1 bedroom

7. The Box - Oasis Farm

The Box - Oasis Farm
Fareham
The price is ¥58,888
¥58,888 total
includes taxes & fees
Aug 27 - Aug 28
The Box - Oasis Farm

8. A family friendly or couples base to explore the local sights and attractions.

A family friendly or couples base to explore the local sights and attractions.
Hamble
10.0 out of 10, Exceptional, (1 review)
"Very homely and comfortable with all the needs to make it a pleasant and lovely stay. The location very good for access to motorway and other routes to places of interest. As we are familiar with area it was ideal for visiting family and friends .Very Good"
United Kingdom
Stella C.
The price is ¥112,814
¥112,814 total
includes taxes & fees
Sep 12 - Sep 13
A family friendly or couples base to explore the local sights and attractions.

9. Farm Cottage on a Secluded 9-acre Equestrian Small Holding

Farm Cottage on a Secluded 9-acre Equestrian Small Holding
Salisbury
10.0 out of 10, Exceptional, (15 reviews)
"Louise was fantastic, we had to stay an extra night and the communication was easy and great. Would recommend."
United States
Jordan J.
The price is ¥32,787
¥37,317 total
includes taxes & fees
Sep 13 - Sep 14
Farm Cottage on a Secluded 9-acre Equestrian Small Holding

10. Taylors Copse Cabin by inspirestays-com - a cottage that sleeps 2 guests in 1 bedroom

Taylors Copse Cabin by inspirestays-com - a cottage that sleeps 2 guests in 1 bedroom
Steep Marsh, nr Petersfield
The price is ¥162,480
¥162,480 total
includes taxes & fees
Sep 14 - Sep 15
Taylors Copse Cabin by inspirestays-com - a cottage that sleeps 2 guests in 1 bedroom

11. Cliffside Cosy Cottage by Cowes Beach: 1x KING-Size Double BR & a Twin/Kids BR

Cliffside Cosy Cottage by Cowes Beach: 1x KING-Size Double BR & a Twin/Kids BR
Cowes
10.0 out of 10, Exceptional, (24 reviews)
"Awesome place to stay- we absolutely loved it and will be back"
United Kingdom
Edward
The price is ¥32,032
¥36,562 total
includes taxes & fees
Aug 31 - Sep 1
Cliffside Cosy Cottage by Cowes Beach: 1x KING-Size Double BR & a Twin/Kids BR

12. 4 bedroom accommodation in Andover

4 bedroom accommodation in Andover
Andover
The price is ¥200,735
¥200,735 total
includes taxes & fees
Sep 10 - Sep 11
4 bedroom accommodation in Andover

13. Suetts Farm Barns

Suetts Farm Barns
2.0 star property
Southampton
The price is ¥154,380
¥185,256 total
includes taxes & fees
Sep 2 - Sep 3
Suetts Farm Barns

14. Taylors Copse Cottage by inspirestays.com - a cottage that sleeps 5 guests in 2 bedrooms

Taylors Copse Cottage by inspirestays.com - a cottage that sleeps 5 guests in 2 bedrooms
Steep Marsh
10.0 out of 10, Exceptional, (11 reviews)
"Beautiful holiday cottage, wonderful surroundings, lovely hosts. We have had a wonderful holiday."
Germany
S v.
The price is ¥158,388
¥158,388 total
includes taxes & fees
Aug 24 - Aug 25
Taylors Copse Cottage by inspirestays.com - a cottage that sleeps 5 guests in 2 bedrooms

15. 1 bedroom accommodation in Burgate, near Fordingbridge

1 bedroom accommodation in Burgate, near Fordingbridge
Burgate, near Fordingbridge
10.0 out of 10, Exceptional, (11 reviews)
"Perfect for a weekend away."
United States
Angela Horn
The price is ¥33,930
¥33,930 total
includes taxes & fees
Aug 31 - Sep 1
1 bedroom accommodation in Burgate, near Fordingbridge

16. Elm Tree House - UK51762

Elm Tree House - UK51762
Landford, near Salisbury
Elm Tree House - UK51762

17. 3 bedroom accommodation in Andover

3 bedroom accommodation in Andover
Andover
The price is ¥200,735
¥200,735 total
includes taxes & fees
Sep 10 - Sep 11
3 bedroom accommodation in Andover

18. Three-Time Award Winning, Stunning 1700's Grade 2 listed cottage near Stonehenge

Three-Time Award Winning, Stunning 1700's Grade 2 listed cottage near Stonehenge
Salisbury
9.8 out of 10, Exceptional, (9 reviews)
"This was a perfect place for our family of five. Hosts were friendly and communicative. Loved the proximity to Stonehenge and Salisbury Cathedral (short car ride to both). We would definitely stay again."
United States
Rebecca
Three-Time Award Winning, Stunning 1700's Grade 2 listed cottage near Stonehenge

19. 3BR Chic House withParking Sleeps 8, Big Groups!

3BR Chic House withParking Sleeps 8, Big Groups!
Southsea
3BR Chic House withParking Sleeps 8, Big Groups!

20. Charming thatched countryside hideaway with beams and garden access

Charming thatched countryside hideaway with beams and garden access
Fordingbridge
Charming thatched countryside hideaway with beams and garden access
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Save an average of 15% on thousands of hotels when you're signed in

Top Winchester Hotel Reviews

Find out more about Winchester

Winchester Cottages information

Number of reviews
Accommodation
673 Cottages
Lowest Price
¥88,448
Highest Price
¥314,930

Frequently asked questions

How much do cottages in Winchester cost?
Rates for cottages in Winchester range between ¥88,448 and ¥314,930 per night. No matter your budget, you're sure to find an ideal place to get in touch with nature. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
What are the best cottages in Winchester?
Take your pick of multiple cottages in Winchester with a total average guest review rating of 0.0. Hang Your Hat - The Cottage is a fantastic place to rest and put your feet up between adventures. This 4-star cottage also features a garden and a barbecue grill. Cardew House Cottage is another top pick with travelers to this area. It has a 3.5-star rating and amenities including a deep soaking bathtub and individually decorated rooms.
How many cottages are there in Winchester?
Get in touch with nature in one of the 673 cottages located in Winchester. To help you select a property that's right for you, use our filters to search for perks or amenities you prefer.
Are there any family-friendly cottages in Winchester?
Spend your family vacay at Hang Your Hat - The Cottage, a 4-star cottage just a short drive from town. Amenities here include a barbecue grill and WiFi. Another family-friendly option where you can swap the urban jungle for wide open spaces is Cardew House Cottage. An oven and WiFi help make this 3.5-star cottage a hit with guests. Winchester boasts loads of family-friendly attractions to check out that'll keep the kids entertained. Marwell Zoo and Winchester Science Centre and Planetarium promise a fun day out for everyone.
Why book your cottage in Winchester with Expedia?
Expedia has some terrific cottages in Winchester, so start planning for a memorable stay close to nature. If you're sticking to a budget, choose how much you're willing to spend and your preferred property star rating. Or, use our handy filters to search for cottages with a pool or a hot tub. We'll help you find the right fit whatever your trip looks like.
How can I find cheap cottages in Winchester?
A wonderful way to get cheap cottages in Winchester is with Expedia's user-friendly filter tool. Narrow down your search results by star rating, budget and amenities to discover unbeatable prices in just a few clicks.
What is there to do in Winchester near my cottage?
Winchester has enough experiences to keep you on the go for weeks (or months!), starting with Queen Eleanors Garden. Royal Green Jackets Museum, Wolvesey Castle and Marwell Zoo are other well-known attractions. If you're lingering longer, Great Hall and King Alfred the Great Statue will add the finishing touches to your itinerary.