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

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Check prices for these dates

In two weeks
20 Nov - 22 Nov
In two months
1 Jan - 3 Jan
In three months
29 Jan - 31 Jan
In four months
26 Feb - 28 Feb

Our top choices for Winchester cottages

A black building with a gravel driveway, a door, and a window.

1. Barley Cottage

Barley Cottage
3.0 star property
Alresford
The price is £695
includes taxes & fees
9 Nov - 10 Nov
Barley Cottage
A historic building with timber framing, a stone facade, and a covered passageway with purple wisteria.

2. 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, (107 reviews)
"This cottage was absolutely charming and exactly what our family needed for a safe comfortable place to stay."
United States
Grace O.
Charming 3 bed Thatched cottage in rural village near Stockbridge Winchester.
A red brick house with a pitched roof, a front door, and a small porch area.

3. 4 bedroom accommodation in Andover

4 bedroom accommodation in Andover
Andover
The price is £931
includes taxes & fees
6 Nov - 7 Nov
4 bedroom accommodation in Andover
A narrow alleyway with brick buildings, a white door, and a wooden fence.

4. 3 bedroom accommodation in Andover

3 bedroom accommodation in Andover
Andover
The price is £931
includes taxes & fees
5 Nov - 6 Nov
3 bedroom accommodation in Andover
A teal RV with a wooden staircase leading to a deck area, a small indoor space with a chair, and a blue patterned mat on the ground.

5. The Box - Oasis Farm

The Box - Oasis Farm
Fareham
The price is £247
includes taxes & fees
8 Nov - 9 Nov
The Box - Oasis Farm
A modern living room with a flat-screen TV, a wooden coffee table with fruit, a grey sofa, and a dining area with a table and chairs.

6. Maplescombe - a 3 bedroom cottage in Newton Valence near Alton

Maplescombe - a 3 bedroom cottage in Newton Valence near Alton
Newton Valence
8.6 out of 10, Excellent, (4 reviews)
"Pleasant and well-appointed place to stay. Close to our other family members, so we could enjoy lots of time together."
United Kingdom
Kim B.
The price is £648
includes taxes & fees
6 Nov - 7 Nov
Maplescombe - a 3 bedroom cottage in Newton Valence near Alton
A brick house with a sloped roof, a small patio with outdoor furniture, and a gravel ground.

7. Elm Tree House - UK51762

Elm Tree House - UK51762
Landford, near Salisbury
The price is £580
includes taxes & fees
9 Nov - 10 Nov
Elm Tree House - UK51762
A wooden building with a dark exterior, large glass doors, and a small outdoor seating area with a table and chairs.

8. Goldridge - a cottage that sleeps 4 guests in 1 bedroom

Goldridge - a cottage that sleeps 4 guests in 1 bedroom
Alton
The price is £320
includes taxes & fees
30 Nov - 1 Dec
Goldridge - a cottage that sleeps 4 guests in 1 bedroom
A single-story house with a brick facade, a small porch, and a mailbox indicating the address.

9. Boutique Gathering House

Boutique Gathering House
Park Gate
The price is £487
includes taxes & fees
8 Nov - 9 Nov
Boutique Gathering House
A wooden building with a brick facade, large windows, and a door with a wreath.

10. The Carriage House — Wiltshire Countryside Cottage for up to 6 ppl.

The Carriage House — Wiltshire Countryside Cottage for up to 6 ppl.
Clarendon
The price is £209
includes taxes & fees
5 Nov - 6 Nov
The Carriage House — Wiltshire Countryside Cottage for up to 6 ppl.
Property grounds

11. Roslyn

Roslyn
3.0 star property
Romsey
The price is £568
includes taxes & fees
9 Nov - 10 Nov
Roslyn
A wooden house with a sloped roof, a glass door entrance, and a patio area with outdoor furniture.

12. The Old Stables — Wiltshire Countryside Cottage for up to 6 ppl.

The Old Stables — Wiltshire Countryside Cottage for up to 6 ppl.
Clarendon
The price is £209
includes taxes & fees
15 Nov - 16 Nov
The Old Stables — Wiltshire Countryside Cottage for up to 6 ppl.
A traditional thatched-roof cottage with a brick extension, a white door, and a small window.

13. 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 £143
includes taxes & fees
16 Nov - 17 Nov
1 bedroom accommodation in Burgate, near Fordingbridge
A two-story house with a front porch, a small garden with various plants and flowers, and a visible chimney.

14. 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, (28 reviews)
"Great location, lovely cottage and a convenient place to explore Cowes."
United Kingdom
Lisa
The price is £119
includes taxes & fees
5 Nov - 6 Nov
Cliffside Cosy Cottage by Cowes Beach: 1x KING-Size Double BR & a Twin/Kids BR
A log cabin with a large lawn, a dining area with a table and chairs, and a covered patio.

15. 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, (12 reviews)
"Beautiful holiday cottage, wonderful surroundings, lovely hosts. We have had a wonderful holiday."
Germany
S v.
The price is £586
includes taxes & fees
9 Nov - 10 Nov
Taylors Copse Cottage by inspirestays.com - a cottage that sleeps 5 guests in 2 bedrooms
A two-story house with a brick facade, a tiled driveway, and a wooden gate.

16. Grove Lodge - a house that sleeps 13 guests in 5 bedrooms

Grove Lodge - a house that sleeps 13 guests in 5 bedrooms
Gosport
9.6 out of 10, Exceptional, (18 reviews)
"The house and gardens were perfect for our family gathering."
United Kingdom
Jessica J.
The price is £1,012
includes taxes & fees
9 Nov - 10 Nov
Grove Lodge - a house that sleeps 13 guests in 5 bedrooms
A row of wooden cabins with attached porches, each with a small porch light.

17. 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, (18 reviews)
"Lovely accommadition all you could need for a get away, we only stayed 1 night wish it could have been more. Only issue main entrance is rather secluded.Hope to return for a longer stay, peaceful and secluded"
United States
Diana T.
The price is £151
includes taxes & fees
5 Nov - 6 Nov
Farm Cottage on a Secluded 9-acre Equestrian Small Holding
A two-story building with a brick facade and a gravel driveway.

18. 2 bedroom accommodation in Bramley, near Tadley

2 bedroom accommodation in Bramley, near Tadley
Bramley, near Tadley
The price is £448
includes taxes & fees
11 Nov - 12 Nov
2 bedroom accommodation in Bramley, near Tadley
A balcony with a table and chairs, a wooden fence, and a view of a golf course.

19. Stunning property and location with fabulous views overlooking Wootton Creek.

Stunning property and location with fabulous views overlooking Wootton Creek.
Wootton Bridge
10.0 out of 10, Exceptional, (4 reviews)
"very comfortable and cozy cottage, well equipped and fabulous view"
United Kingdom
Rosalind M.
The price is £187
includes taxes & fees
9 Nov - 10 Nov
Stunning property and location with fabulous views overlooking Wootton Creek.
A stone manor with a prominent tower, surrounded by a well-maintained lawn and a wooden fence.

20. The Old Abbey Farmhouse

The Old Abbey Farmhouse
Ryde
10.0 out of 10, Exceptional, (29 reviews)
"The farmhouse is very comfortable and has everything that you need. There are many pleasant dog walks close by and there is a stoney beach, which is only 20 minutes walk away, a favourite place for our dog and us, as there is also a very nice pub there, that does excellent food . I would definitely stay here again."
United States
janet
The price is £751
includes taxes & fees
5 Nov - 6 Nov
The Old Abbey Farmhouse
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.
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Top Winchester Hotel Reviews

The Winchester Hotel & Spa

The Winchester Hotel & Spa

10/10 Excellent
"spa facilities"
Bisserka 1-night trip
Posted 20 hours ago
The Winchester Hotel & Spa

Find out more about Winchester

Winchester Cottages information

Number of reviews
231
Accommodation
747 Cottages
Lowest Price
£119
Highest Price
£1,012

Frequently asked questions

How much do cottages in Winchester cost?
Rates for cottages in Winchester range between £119 and £1,012 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?
Winchester offers multiple cottages with a total average guest review rating of 9.8. Hang Your Hat - The Cottage is a good option if you're a fan of nature and a relaxing pace. Guests staying at this 4-star stay can enjoy conveniences such as a barbecue grill and premium bedding. Cardew House Cottage is another recommended choice. This 3.5-star cottage features a deep soaking bathtub and individually decorated rooms.
How many cottages are there in Winchester?
Get in touch with nature in one of the 747 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?
Travelling with your group in Winchester is a breeze at Hang Your Hat - The Cottage. With amenities including laundry facilities and WiFi, you'll find all the comforts of home at this 4-star cottage. Cardew House Cottage is another family-friendly stay where you and the rest of the squad can escape the hectic pace of city life. This cottage has a 3.5-star rating and conveniences including WiFi and an oven. Once you've checked in and unpacked your suitcase, there are tons of family-friendly attractions to discover in and around Winchester. King Alfred the Great Statue and Queen Eleanors Garden guarantee fun for young and old.
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.

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