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
17 Jul - 19 Jul
In two months
28 Aug - 30 Aug
In three months
25 Sep - 27 Sep
In four months
23 Oct - 25 Oct

Our top choices for Winchester cottages

Exterior

Squirrel's Leap

Squirrel's Leap
3.0 star property
Winchester
The price is AED 2,008
AED 2,410 total
includes taxes & fees
11 Jul - 12 Jul
Squirrel's Leap
Property grounds

Rivergem - Riverside Coach House

Rivergem - Riverside Coach House
2.0 star property
Winchester
The price is AED 3,534
AED 4,241 total
includes taxes & fees
14 Jul - 15 Jul
Rivergem - Riverside Coach House
Exterior

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 AED 793
AED 793 total
includes taxes & fees
6 Jul - 7 Jul
1 bedroom accommodation in Burgate, near Fordingbridge
Exterior

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, (104 reviews)
"Beautiful cottage. Warm and comfortable with all amenities. Convenient for exploring. Lovely enclosed garden for our dog. Thoroughly enjoyedour 3 night stay and would book again. Thank you. "
United Kingdom
MARIAN C.
The price is AED 858
AED 981 total
includes taxes & fees
6 Jul - 7 Jul
Charming 3 bed Thatched cottage in rural village near Stockbridge Winchester.
Cottage | Property grounds

Aquanaut

Aquanaut
3.5 star property
Cowes
The price is AED 13,579
AED 16,295 total
includes taxes & fees
7 Jul - 8 Jul
Aquanaut
Exterior

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, (23 reviews)
"Awesome place to stay- we absolutely loved it and will be back"
United Kingdom
Edward
The price is AED 697
AED 800 total
includes taxes & fees
12 Jul - 13 Jul
Cliffside Cosy Cottage by Cowes Beach: 1x KING-Size Double BR & a Twin/Kids BR
Exterior

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, (13 reviews)
"Lovely 1 night stay in beautiful location. Louise very welcoming and property was perfect and very clean."
United Kingdom
Emily S.
The price is AED 1,005
AED 1,142 total
includes taxes & fees
2 Aug - 3 Aug
Farm Cottage on a Secluded 9-acre Equestrian Small Holding
Outdoor dining

Harbour View - Coming Soon - a town house that sleeps 8 guests in 4 bedrooms

Harbour View - Coming Soon - a town house that sleeps 8 guests in 4 bedrooms
Emsworth
10.0 out of 10, Exceptional, (2 reviews)
"This is such a beautiful house with wonderful views in gorgeous little town. It was so much more that we expected and perfect for our group. It ticks every box! We had amazing weather too, which was the cherry on top. The team at Henry Adams are super responsive and helpful - a big thank you to all. Definitely keen to return some time"
United States
mic a.
The price is AED 7,074
AED 7,074 total
includes taxes & fees
30 Jul - 31 Jul
Harbour View - Coming Soon - a town house that sleeps 8 guests in 4 bedrooms
Exterior

The Old Abbey Farmhouse

The Old Abbey Farmhouse
Ryde
10.0 out of 10, Exceptional, (27 reviews)
"Everything, the cleanliness, the facilities, the location, the thoughtfulness of the essentials provided"
United States
Gavin
The price is AED 6,621
AED 7,480 total
includes taxes & fees
2 Aug - 3 Aug
The Old Abbey Farmhouse
Property grounds

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, (10 reviews)
"Beautiful holiday cottage, wonderful surroundings, lovely hosts. We have had a wonderful holiday."
Germany
S v.
The price is AED 3,600
AED 3,600 total
includes taxes & fees
20 Jul - 21 Jul
Taylors Copse Cottage by inspirestays.com - a cottage that sleeps 5 guests in 2 bedrooms
Exterior

Squirrel Haven - Woodland Retreat

Squirrel Haven - Woodland Retreat
Wootton Bridge
10.0 out of 10, Exceptional, (6 reviews)
"Excellent stay with very friendly and helpful host. the property was spotlessly clean and really well equipped with the bonus of the occasional red squirrel in the garden."
United States
Anonymous traveler
The price is AED 2,635
AED 3,095 total
includes taxes & fees
12 Jul - 13 Jul
Squirrel Haven - Woodland Retreat
Exterior

The Coach House, Fordingbridge

The Coach House, Fordingbridge
Fordingbridge
The price is AED 6,553
AED 6,553 total
includes taxes & fees
6 Jul - 7 Jul
The Coach House, Fordingbridge
Exterior

The Old Cart Shed, Rockbourne

The Old Cart Shed, Rockbourne
Fordingbridge
The price is AED 3,676
AED 3,676 total
includes taxes & fees
6 Jul - 7 Jul
The Old Cart Shed, Rockbourne
Property grounds

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 AED 3,693
AED 3,693 total
includes taxes & fees
7 Jul - 8 Jul
Taylors Copse Cabin by inspirestays-com - a cottage that sleeps 2 guests in 1 bedroom
Cottage | Interior

Groomes Country House

Groomes Country House
3.5 star property
Bordon
The price is AED 12,703
AED 15,244 total
includes taxes & fees
15 Jul - 16 Jul
Groomes Country House
Exterior

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

Grove Lodge - a house that sleeps 13 guests in 5 bedrooms
Gosport
9.8 out of 10, Exceptional, (16 reviews)
"The house and gardens were perfect for our family gathering."
United Kingdom
Jessica J.
The price is AED 5,108
AED 5,108 total
includes taxes & fees
14 Jul - 15 Jul
Grove Lodge - a house that sleeps 13 guests in 5 bedrooms
Outdoor dining

2 bedroom accommodation in Landford, near New Forest

2 bedroom accommodation in Landford, near New Forest
Landford, near New Forest
10.0 out of 10, Exceptional, (6 reviews)
"This is a very nice and comfortable lodge in a tranquil setting. Ideal for outings into the New Forest and all it has to offer. The lodge was clean and well equipped. The bed was very comfortable. The TV was a welcome surprise but we still had plenty of time to read. We highly recommend a stay."
United States
Paul Jonathan Clarke
The price is AED 2,466
AED 2,466 total
includes taxes & fees
9 Jul - 10 Jul
2 bedroom accommodation in Landford, near New Forest
Exterior

Robins Nest, Titchfield Common

Robins Nest, Titchfield Common
Fareham
The price is AED 3,748
AED 3,748 total
includes taxes & fees
15 Jul - 16 Jul
Robins Nest, Titchfield Common
Exterior

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
Cottage | Exterior

Impeccable 3 bed 2 Bath Central Cowes Cottage

Impeccable 3 bed 2 Bath Central Cowes Cottage
3.0 star property
Cowes
The price is AED 616
AED 1,534 total
includes taxes & fees
15 Jul - 16 Jul
Impeccable 3 bed 2 Bath Central Cowes Cottage
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

Village Hotel Southampton Eastleigh

Village Hotel Southampton Eastleigh

10/10 Excellent
"The environment is unique to"
ALI 1-night trip
Posted 1 hour ago
Village Hotel Southampton Eastleigh

Frequently asked questions

How much do cottages in Winchester cost?
Rates for cottages in Winchester range between AED 1,534 and AED 16,295 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 9.8. 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 670 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.
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.