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 SAR 2,031
SAR 2,437 total
includes taxes & fees
12 Jul - 13 Jul
Squirrel's Leap
Property grounds

Rivergem - Riverside Coach House

Rivergem - Riverside Coach House
2.0 star property
Winchester
The price is SAR 3,573
SAR 4,288 total
includes taxes & fees
8 Jul - 9 Jul
Rivergem - Riverside Coach House
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 SAR 867
SAR 991 total
includes taxes & fees
14 Jul - 15 Jul
Charming 3 bed Thatched cottage in rural village near Stockbridge Winchester.
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 SAR 717
SAR 817 total
includes taxes & fees
1 Jul - 2 Jul
Farm Cottage on a Secluded 9-acre Equestrian Small Holding
House, Ensuite | Exterior

The Cheese House

The Cheese House
3.0 star property
Salisbury
10.0 out of 10, Exceptional, (1 review)
"Loved this house. Beautiful spaces, lots of room, all modern updates with rustic farm feel. Gorgeous property."
United States
Bobby
The price is SAR 182
SAR 218 total
includes taxes & fees
8 Jul - 9 Jul
The Cheese 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 SAR 769
SAR 769 total
includes taxes & fees
6 Jul - 7 Jul
1 bedroom accommodation in Burgate, near Fordingbridge
Exterior

The Old Cart Shed, Rockbourne

The Old Cart Shed, Rockbourne
Fordingbridge
The price is SAR 3,253
SAR 3,253 total
includes taxes & fees
3 Jul - 4 Jul
The Old Cart Shed, Rockbourne
Cottage | Interior

Groomes Country House

Groomes Country House
3.5 star property
Bordon
The price is SAR 12,843
SAR 15,411 total
includes taxes & fees
13 Jul - 14 Jul
Groomes Country House
Exterior

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 SAR 3,657
SAR 3,657 total
includes taxes & fees
20 Jul - 21 Jul
Taylors Copse Cottage by inspirestays.com - a cottage that sleeps 5 guests in 2 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 SAR 6,662
SAR 7,527 total
includes taxes & fees
23 Jul - 24 Jul
The Old Abbey Farmhouse
Exterior

Robins Nest, Titchfield Common

Robins Nest, Titchfield Common
Fareham
The price is SAR 3,315
SAR 3,315 total
includes taxes & fees
13 Jul - 14 Jul
Robins Nest, Titchfield Common
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 SAR 5,164
SAR 5,164 total
includes taxes & fees
13 Jul - 14 Jul
Grove Lodge - a house that sleeps 13 guests in 5 bedrooms
Outdoor dining

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 SAR 1,442
SAR 1,442 total
includes taxes & fees
2 Jul - 3 Jul
Stunning property and location with fabulous views overlooking Wootton Creek.
Exterior

The Coach House, Fordingbridge

The Coach House, Fordingbridge
Fordingbridge
The price is SAR 5,798
SAR 5,798 total
includes taxes & fees
3 Jul - 4 Jul
The Coach House, Fordingbridge
Exterior

Dovedale: Charming Home in Ryde

Dovedale: Charming Home in Ryde
Ryde
9.4 out of 10, Exceptional, (3 reviews)
"Loved our stay here ideally located well equipoed house and would stay here again"
United Kingdom
Stephanie H.
The price is SAR 4,414
SAR 4,414 total
includes taxes & fees
2 Jul - 3 Jul
Dovedale: Charming Home in Ryde
Exterior

Flowering - Ashling Park - sleeps 4 guests in 2 bedrooms

Flowering - Ashling Park - sleeps 4 guests in 2 bedrooms
Chichester
The price is SAR 2,816
SAR 2,816 total
includes taxes & fees
13 Jul - 14 Jul
Flowering - Ashling Park - sleeps 4 guests in 2 bedrooms
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 SAR 705
SAR 809 total
includes taxes & fees
12 Jul - 13 Jul
Cliffside Cosy Cottage by Cowes Beach: 1x KING-Size Double BR & a Twin/Kids BR
Cottage | Terrace/patio

Aquanaut

Aquanaut
3.5 star property
Cowes
The price is SAR 13,732
SAR 16,478 total
includes taxes & fees
3 Jul - 4 Jul
Aquanaut
Exterior

Large Arts & Crafts Cottage with 7 bedrooms in Lymington near the coast

Large Arts & Crafts Cottage with 7 bedrooms in Lymington near the coast
Lymington
8.0 out of 10, Very Good, (1 review)
The price is SAR 4,957
SAR 5,656 total
includes taxes & fees
7 Jul - 8 Jul
Large Arts & Crafts Cottage with 7 bedrooms in Lymington near the coast
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
The price is SAR 1,115
SAR 1,269 total
includes taxes & fees
5 Jul - 6 Jul
Three-Time Award Winning, Stunning 1700's Grade 2 listed cottage near Stonehenge
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

Leonardo Hotel Southampton

Leonardo Hotel Southampton

10/10 Excellent
"When we arrived at reception we were greeted by a lovely lady called Teresa, she was friendly and helpful, she upgraded our room which was lovely of her, the place was lovely, clean, and smelt great. The touches to our room were very much appreciated, stocked mini fridge, coffee machine, large TV and the biggest bed I've ever stayed in."
Leoni 1-night trip
Posted 3 hours ago
Leonardo Hotel Southampton

Frequently asked questions

How much do cottages in Winchester cost?
Rates for cottages in Winchester range between SAR 218 and SAR 16,478 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 9.7. 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 680 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.