Title: Winchester Vacation Rentals from $71: Search Short-Term Rentals | Expedia.com

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![Winchester showing heritage architecture as well as a small group of people](https://images.trvl-media.com/place/5477/36ffd968-a708-44fd-a530-107c0f9501f1.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

![](https://images.trvl-media.com/place/5477/36ffd968-a708-44fd-a530-107c0f9501f1.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

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## Check prices for these dates

In two weeks

[Mar 20 - Mar 22](https://www.expedia.com/Hotel-Search?regionId=5477&startDate=2026-03-20&endDate=2026-03-22&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[May 1 - May 3](https://www.expedia.com/Hotel-Search?regionId=5477&startDate=2026-05-01&endDate=2026-05-03&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[May 29 - May 31](https://www.expedia.com/Hotel-Search?regionId=5477&startDate=2026-05-29&endDate=2026-05-31&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Jun 26 - Jun 28](https://www.expedia.com/Hotel-Search?regionId=5477&startDate=2026-06-26&endDate=2026-06-28&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Winchester vacation rentals

![Dining](https://images.trvl-media.com/lodging/115000000/114100000/114092100/114092093/61d2ed89.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/115000000/114100000/114092100/114092093/9e2b94bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/115000000/114100000/114092100/114092093/334cfc10.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/115000000/114100000/114092100/114092093/4087c90b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Squirrel's Leap

[](https://www.expedia.com/Winchester-Hotels-Squirrels-Leap.h114092093.Hotel-Information)

Winchester

$542 nightly

$650 total

Mar 10 - Mar 11

Total with taxes and fees

[](https://www.expedia.com/Winchester-Hotels-Squirrels-Leap.h114092093.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/115000000/114350000/114343400/114343350/4d3192ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/115000000/114350000/114343400/114343350/efb6cc86.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, individually decorated, individually furnished, free WiFi](https://images.trvl-media.com/lodging/115000000/114350000/114343400/114343350/f2203821.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/115000000/114350000/114343400/114343350/00916ced.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Rivergem - Riverside Coach House

[](https://www.expedia.com/Winchester-Hotels-Rivergem-Riverside-Coach-House.h114343350.Hotel-Information)

Winchester

$953 nightly

$1,144 total

Mar 10 - Mar 11

Total with taxes and fees

[](https://www.expedia.com/Winchester-Hotels-Rivergem-Riverside-Coach-House.h114343350.Hotel-Information)

![Bell Tent](https://images.trvl-media.com/lodging/124000000/123160000/123150700/123150677/7924290d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Bell Tent](https://images.trvl-media.com/lodging/124000000/123160000/123150700/123150677/921ec2a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Basic Cabin | Garden](https://images.trvl-media.com/lodging/124000000/123160000/123150700/123150677/w746h1598x0y1-3da5f877.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Room](https://images.trvl-media.com/lodging/124000000/123160000/123150700/123150677/0404605f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Stone Circle Glamping

[](https://www.expedia.com/Salisbury-Hotels-Stonehenge-Inn-Glamping-Touring-Park.h123150677.Hotel-Information)

Durrington

$69 nightly

$83 total

Mar 8 - Mar 9

Total with taxes and fees

[](https://www.expedia.com/Salisbury-Hotels-Stonehenge-Inn-Glamping-Touring-Park.h123150677.Hotel-Information)

![Free WiFi](https://images.trvl-media.com/lodging/124000000/123550000/123548600/123548561/76f59696.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free WiFi](https://images.trvl-media.com/lodging/124000000/123550000/123548600/123548561/f63db484.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Bathroom](https://images.trvl-media.com/lodging/124000000/123550000/123548600/123548561/f6645f29.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free WiFi](https://images.trvl-media.com/lodging/124000000/123550000/123548600/123548561/d7bea290.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Pebbles Guest House - Flat 7

[](https://www.expedia.com/Southampton-Hotels-Pebbles-Guest-House-Flat-7.h123548561.Hotel-Information)

Freemantle

$67 nightly

$80 total

Mar 10 - Mar 11

Total with taxes and fees

[](https://www.expedia.com/Southampton-Hotels-Pebbles-Guest-House-Flat-7.h123548561.Hotel-Information)

![Apartment | Private kitchen](https://images.trvl-media.com/lodging/126000000/125540000/125536100/125536078/0330faa9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment | Private kitchen](https://images.trvl-media.com/lodging/126000000/125540000/125536100/125536078/7d6cb050.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment | Free WiFi](https://images.trvl-media.com/lodging/126000000/125540000/125536100/125536078/793ff297.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment | Bathroom](https://images.trvl-media.com/lodging/126000000/125540000/125536100/125536078/747ab6dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Coventry Road Studio Flat

[](https://www.expedia.com/Southampton-Hotels-Coventry-Road-Studio-Flat.h125536078.Hotel-Information)

The Polygon

$59 nightly

$71 total

Mar 16 - Mar 17

Total with taxes and fees

[](https://www.expedia.com/Southampton-Hotels-Coventry-Road-Studio-Flat.h125536078.Hotel-Information)

![Deluxe Studio | Iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/122000000/121380000/121374400/121374334/ec44ad67.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/122000000/121380000/121374400/121374334/c687d5ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Studio | Bathroom](https://images.trvl-media.com/lodging/122000000/121380000/121374400/121374334/4bea258d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Studio | Private kitchen](https://images.trvl-media.com/lodging/122000000/121380000/121374400/121374334/0c896722.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Studio 24

[](https://www.expedia.com/Portsmouth-Hotels-Studio-24.h121374334.Hotel-Information)

Southsea

$76 nightly

$76 total

Mar 8 - Mar 9

Total with taxes and fees

[](https://www.expedia.com/Portsmouth-Hotels-Studio-24.h121374334.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/122000000/121380000/121371800/121371753/2c98fa7a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Comfort Studio | Bathroom](https://images.trvl-media.com/lodging/122000000/121380000/121371800/121371753/b83bf74a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Comfort Studio | Iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/122000000/121380000/121371800/121371753/d99ceed6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Comfort Studio | Iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/122000000/121380000/121371800/121371753/21f6836e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

###  Ground-Floor Super King or Twin Studio Apartment with Free Private Parking

[](https://www.expedia.com/Portsmouth-Hotels-Ground-Floor-Super-King-Or-Twin-Studio-Apartment-With-Free-Private-Parking.h121371753.Hotel-Information)

Southsea

$67 nightly

$80 total

Mar 8 - Mar 9

Total with taxes and fees

[](https://www.expedia.com/Portsmouth-Hotels-Ground-Floor-Super-King-Or-Twin-Studio-Apartment-With-Free-Private-Parking.h121371753.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/125000000/124890000/124886600/124886507/22a27843.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment, 1 Bedroom, Smoking, Patio | Interior](https://images.trvl-media.com/lodging/125000000/124890000/124886600/124886507/fc6a07d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment, 1 Bedroom, Smoking, Patio | Interior](https://images.trvl-media.com/lodging/125000000/124890000/124886600/124886507/736255fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment, 1 Bedroom, Smoking, Patio | BBQ/picnic area](https://images.trvl-media.com/lodging/125000000/124890000/124886600/124886507/5cdd4d2f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The South Coast Snug

[](https://www.expedia.com/Fareham-Hotels-The-South-Coast-Snug.h124886507.Hotel-Information)

Fareham

[](https://www.expedia.com/Fareham-Hotels-The-South-Coast-Snug.h124886507.Hotel-Information)

![Superior Studio, Partial Sea View | Soundproofing, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/122000000/121140000/121133700/121133671/c2cd4721_edited_494a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/122000000/121140000/121133700/121133671/4f36970a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Superior Studio, Partial Sea View | Private kitchen](https://images.trvl-media.com/lodging/122000000/121140000/121133700/121133671/ef3d2b57.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Superior Studio, Partial Sea View | Soundproofing, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/122000000/121140000/121133700/121133671/d2d2b86c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### ANG Apartments 

[](https://www.expedia.com/Portsmouth-Hotels-ANG-Apartments.h121133671.Hotel-Information)

Southsea

$83 nightly

$83 total

Mar 8 - Mar 9

Total with taxes and fees

[](https://www.expedia.com/Portsmouth-Hotels-ANG-Apartments.h121133671.Hotel-Information)

![Deluxe Studio Suite, Garden View | Iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/122000000/121390000/121380200/121380135/ad869ce2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/122000000/121390000/121380200/121380135/7031afdc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/122000000/121390000/121380200/121380135/c102a102.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Studio Suite, Garden View | Iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/122000000/121390000/121380200/121380135/60a89242.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Ground-Floor Family Studio Apartment with Double and Single Beds – Free Parking

[](https://www.expedia.com/Gosport-Hotels-Ground-Floor-Family-Studio-Apartment-With-Double-And-Single-Beds-Free-Parking.h121380135.Hotel-Information)

Gosport

$76 nightly

$92 total

Apr 7 - Apr 8

Total with taxes and fees

[](https://www.expedia.com/Gosport-Hotels-Ground-Floor-Family-Studio-Apartment-With-Double-And-Single-Beds-Free-Parking.h121380135.Hotel-Information)

![Executive Apartment, 2 Bedrooms | Living area | Flat-screen TV, pay movies](https://images.trvl-media.com/lodging/17000000/16790000/16787100/16787030/65a22ea3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Garden](https://images.trvl-media.com/lodging/17000000/16790000/16787100/16787030/559506be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Executive Apartment, 2 Bedrooms | 1 bedroom, Egyptian cotton sheets, premium bedding, in-room safe](https://images.trvl-media.com/lodging/17000000/16790000/16787100/16787030/58dd6a5f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/17000000/16790000/16787100/16787030/54ff41cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Western Gate

[](https://www.expedia.com/Basingstoke-Hotels-Western-Gate.h16787030.Hotel-Information)

Basingstoke

[](https://www.expedia.com/Basingstoke-Hotels-Western-Gate.h16787030.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/122000000/121380000/121372800/121372702/a46ff03e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Classic Studio | Private kitchen](https://images.trvl-media.com/lodging/122000000/121380000/121372800/121372702/1f22caca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Classic Studio | Iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/122000000/121380000/121372800/121372702/b7e60178.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Classic Studio | Living area](https://images.trvl-media.com/lodging/122000000/121380000/121372800/121372702/3c637c07.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Ground-Floor Queen Bed Studio Apartment with Free Parking

[](https://www.expedia.com/Portsmouth-Hotels-Studio-15.h121372702.Hotel-Information)

Southsea

$80 nightly

$80 total

Mar 8 - Mar 9

Total with taxes and fees

[](https://www.expedia.com/Portsmouth-Hotels-Studio-15.h121372702.Hotel-Information)

![Business Studio | Iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/122000000/121380000/121373800/121373762/6e79c5f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Business Studio | Bathroom](https://images.trvl-media.com/lodging/122000000/121380000/121373800/121373762/f0edf367.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Business Studio | Private kitchen](https://images.trvl-media.com/lodging/122000000/121380000/121373800/121373762/e6a2c28a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Business Studio | Iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/122000000/121380000/121373800/121373762/8cd55674.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Spacious First-Floor Super King or Twin Studio Apartment with Free Parking

[](https://www.expedia.com/Portsmouth-Hotels-Studio-22.h121373762.Hotel-Information)

Southsea

$107 nightly

$107 total

Mar 17 - Mar 18

Total with taxes and fees

[](https://www.expedia.com/Portsmouth-Hotels-Studio-22.h121373762.Hotel-Information)

![Living area](https://images.trvl-media.com/lodging/124000000/123090000/123080500/123080419/f7c9256e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/124000000/123090000/123080500/123080419/2d0c65cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/124000000/123090000/123080500/123080419/d4c71ee0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/124000000/123090000/123080500/123080419/e43d1d8f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 2 Bed Flat - Sleeps 4 - Pets - Parking - Garden

[](https://www.expedia.com/Portsmouth-Hotels-Family-Pets-Wifi-Sleeps-4-Parking.h123080419.Hotel-Information)

Portsmouth

$206 nightly

$248 total

Mar 30 - Mar 31

Total with taxes and fees

[](https://www.expedia.com/Portsmouth-Hotels-Family-Pets-Wifi-Sleeps-4-Parking.h123080419.Hotel-Information)

![Interior entrance](https://images.trvl-media.com/lodging/23000000/22610000/22608700/22608660/4b40b014.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lounge](https://images.trvl-media.com/lodging/23000000/22610000/22608700/22608660/1ed0110d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Master Loft | Premium bedding, in-room safe, desk, laptop workspace](https://images.trvl-media.com/lodging/23000000/22610000/22608700/22608660/c5b15fb1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Bar (on property)](https://images.trvl-media.com/lodging/23000000/22610000/22608700/22608660/50fcb967.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### room2 Southampton Hometel

[](https://www.expedia.com/Southampton-Hotels-Room2-Southampton.h22608660.Hotel-Information)

Southampton City Centre

9.4/10

Exceptional

(1,202 reviews)

"Great location and vibe"

![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg)

Paul

$85 nightly

$102 total

Mar 8 - Mar 9

Total with taxes and fees

[](https://www.expedia.com/Southampton-Hotels-Room2-Southampton.h22608660.Hotel-Information)

![Chalet, Garden View | Free WiFi](https://images.trvl-media.com/lodging/121000000/120400000/120393800/120393715/b9b0417c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/121000000/120400000/120393800/120393715/d0bae57d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Chalet, Garden View | Living area | Flat-screen TV](https://images.trvl-media.com/lodging/121000000/120400000/120393800/120393715/a575fd20.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Chalet, Garden View | Free WiFi](https://images.trvl-media.com/lodging/121000000/120400000/120393800/120393715/5b807b37.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Hugo Stable- Cozy get away

[](https://www.expedia.com/Waterlooville-Hotels-The-Hugo-Stable-Cozy-Get-Away.h120393715.Hotel-Information)

Waterlooville

$159 nightly

$191 total

Mar 15 - Mar 16

Total with taxes and fees

[](https://www.expedia.com/Waterlooville-Hotels-The-Hugo-Stable-Cozy-Get-Away.h120393715.Hotel-Information)

![Apartment, Garden View | Free WiFi](https://images.trvl-media.com/lodging/121000000/120620000/120614400/120614312/7f7f074c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/121000000/120620000/120614400/120614312/c558d149.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/121000000/120620000/120614400/120614312/ae3aa445.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment, Garden View | Living area | Flat-screen TV](https://images.trvl-media.com/lodging/121000000/120620000/120614400/120614312/998d98eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Riley Stable- Cozy Getaway

[](https://www.expedia.com/Waterlooville-Hotels-The-Riley-Stable-Cozy-Getaway.h120614312.Hotel-Information)

Waterlooville

$159 nightly

$191 total

Apr 7 - Apr 8

Total with taxes and fees

[](https://www.expedia.com/Waterlooville-Hotels-The-Riley-Stable-Cozy-Getaway.h120614312.Hotel-Information)

![Cottage | Front of property](https://images.trvl-media.com/lodging/104000000/103050000/103046600/103046565/76ac03bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/104000000/103050000/103046600/103046565/f8c83599.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cottage | Marina](https://images.trvl-media.com/lodging/104000000/103050000/103046600/103046565/4bb3187f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/104000000/103050000/103046600/103046565/1c4aefcb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Creek Lodge

[](https://www.expedia.com/Ryde-Hotels-Creek-Lodge.h103046565.Hotel-Information)

Ryde

$410 nightly

$492 total

Mar 11 - Mar 12

Total with taxes and fees

[](https://www.expedia.com/Ryde-Hotels-Creek-Lodge.h103046565.Hotel-Information)

![Beach](https://images.trvl-media.com/lodging/122000000/121380000/121371400/121371304/afb0fe8e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Loft, Partial Sea View | Beach/ocean view](https://images.trvl-media.com/lodging/122000000/121380000/121371400/121371304/4eacc06d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Loft, Partial Sea View | Beach/ocean view](https://images.trvl-media.com/lodging/122000000/121380000/121371400/121371304/84e76fc9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/122000000/121380000/121371400/121371304/6edc39f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Loft 2bed Appartment with EVCharger

[](https://www.expedia.com/Portsmouth-Hotels-Loft-2bed-Appartment-With-EVCharger.h121371304.Hotel-Information)

Southsea

$162 nightly

$162 total

Apr 6 - Apr 7

Total with taxes and fees

[](https://www.expedia.com/Portsmouth-Hotels-Loft-2bed-Appartment-With-EVCharger.h121371304.Hotel-Information)

![Apartment, 1 Bedroom, Patio, Garden View | Living area | 42-inch Smart TV with digital channels, Netflix, streaming services](https://images.trvl-media.com/lodging/121000000/120140000/120140000/120139981/d6b3d711.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment, 1 Bedroom, Patio, Garden View | Free WiFi, bed sheets](https://images.trvl-media.com/lodging/121000000/120140000/120140000/120139981/d8d14183.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment, 1 Bedroom, Patio, Garden View | Living area | 42-inch Smart TV with digital channels, Netflix, streaming services](https://images.trvl-media.com/lodging/121000000/120140000/120140000/120139981/20a6562e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment, 1 Bedroom, Patio, Garden View | Living area | 42-inch Smart TV with digital channels, Netflix, streaming services](https://images.trvl-media.com/lodging/121000000/120140000/120140000/120139981/51024387.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Rudley Ranch

[](https://www.expedia.com/Waterlooville-Hotels-Rudley-Ranch.h120139981.Hotel-Information)

Waterlooville

$147 nightly

$177 total

Mar 10 - Mar 11

Total with taxes and fees

[](https://www.expedia.com/Waterlooville-Hotels-Rudley-Ranch.h120139981.Hotel-Information)

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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## Find vacation rentals that suit your style

Aparthotels

[](https://www.expedia.com/Hotel-Search?destination=Winchester%2C+England%2C+United+Kingdom&regionId=5477&latLong=51.059776%2C-1.310146&adults=2&startDate=2026-06-05&d1=2026-06-05&endDate=2026-06-08&d2=2026-06-08&lodging=APART_HOTEL)

Cabins

[](https://www.expedia.com/Hotel-Search?destination=Winchester%2C+England%2C+United+Kingdom&regionId=5477&latLong=51.059776%2C-1.310146&adults=2&startDate=2026-06-05&d1=2026-06-05&endDate=2026-06-08&d2=2026-06-08&lodging=CABIN)

Apartments

[](https://www.expedia.com/Hotel-Search?destination=Winchester%2C+England%2C+United+Kingdom&regionId=5477&latLong=51.059776%2C-1.310146&adults=2&startDate=2026-06-05&d1=2026-06-05&endDate=2026-06-08&d2=2026-06-08&lodging=APARTMENT)

Cottages

[](https://www.expedia.com/Hotel-Search?destination=Winchester%2C+England%2C+United+Kingdom&regionId=5477&latLong=51.059776%2C-1.310146&adults=2&startDate=2026-06-05&d1=2026-06-05&endDate=2026-06-08&d2=2026-06-08&lodging=COTTAGE)

Private vacation homes

[](https://www.expedia.com/Hotel-Search?destination=Winchester%2C+England%2C+United+Kingdom&regionId=5477&latLong=51.059776%2C-1.310146&adults=2&startDate=2026-06-05&d1=2026-06-05&endDate=2026-06-08&d2=2026-06-08&lodging=VACATION_HOME)

Chalets

[](https://www.expedia.com/Hotel-Search?destination=Winchester%2C+England%2C+United+Kingdom&regionId=5477&latLong=51.059776%2C-1.310146&adults=2&startDate=2026-06-05&d1=2026-06-05&endDate=2026-06-08&d2=2026-06-08&lodging=CHALET)

Villas

[](https://www.expedia.com/Hotel-Search?destination=Winchester%2C+England%2C+United+Kingdom&regionId=5477&latLong=51.059776%2C-1.310146&adults=2&startDate=2026-06-05&d1=2026-06-05&endDate=2026-06-08&d2=2026-06-08&lodging=VILLA)

Condos

[](https://www.expedia.com/Hotel-Search?destination=Winchester%2C+England%2C+United+Kingdom&regionId=5477&latLong=51.059776%2C-1.310146&adults=2&startDate=2026-06-05&d1=2026-06-05&endDate=2026-06-08&d2=2026-06-08&lodging=CONDO)

Houseboats

[](https://www.expedia.com/Hotel-Search?destination=Winchester%2C+England%2C+United+Kingdom&regionId=5477&latLong=51.059776%2C-1.310146&adults=2&startDate=2026-06-05&d1=2026-06-05&endDate=2026-06-08&d2=2026-06-08&lodging=HOUSE_BOAT)

Residences

[](https://www.expedia.com/Hotel-Search?destination=Winchester%2C+England%2C+United+Kingdom&regionId=5477&latLong=51.059776%2C-1.310146&adults=2&startDate=2026-06-05&d1=2026-06-05&endDate=2026-06-08&d2=2026-06-08&lodging=RESIDENCE)

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## Top Winchester Hotel Reviews

![Harbour Hotel Southampton](https://images.trvl-media.com/lodging/20000000/19510000/19504400/19504324/68c45722_y.jpg)

### Harbour Hotel Southampton

10/10 Excellent

"Fabulous stay and food "

[](https://expedia.com/Southampton-Hotels-Southampton-Harbour-Hotel.h19504324.Hotel-Information)

![The Winchester Hotel & Spa](https://images.trvl-media.com/lodging/1000000/30000/26100/26080/0e859055_y.jpg)

### The Winchester Hotel & Spa

10/10 Excellent

"Lovely place, good spa, we spent a long weekend in a relaxed mode there, and it was perfect, quiet and a few minutes from downtown, in a few words, the weekend was spectacular 🌹"

[](https://expedia.com/Winchester-Hotels-The-Winchester-Hotel-Spa.h26080.Hotel-Information)

![Moxy Southampton](https://images.trvl-media.com/lodging/43000000/42110000/42101700/42101688/832abf4d_y.jpg)

### Moxy Southampton

10/10 Excellent

"Clean room, nice comfy bed. Funky decor."

[](https://expedia.com/Southampton-Hotels-Moxy-By-Marriott-Southampton.h42101688.Hotel-Information)

![ Marwell Hotel Winchester South](https://images.trvl-media.com/lodging/7000000/6340000/6330500/6330449/3bb7f790_y.jpg)

###  Marwell Hotel Winchester South

4/10 Poor

"Was ok. Bin not emptied cup stains not removed draws opened on there own. Sink but dirty hallway smelt musty and damp but it only cost us £31 wouldn’t pay more than that no bar staff bed comfy room nice very dated"

[](https://expedia.com/Winchester-Hotels-Marwell-Hotel.h6330449.Hotel-Information)

![Leonardo Royal Southampton Grand Harbour](https://images.trvl-media.com/lodging/1000000/20000/20000/19955/f3b35638_y.jpg)

### Leonardo Royal Southampton Grand Harbour

10/10 Excellent

"Lovely stay"

[](https://expedia.com/Southampton-Hotels-Leonardo-Royal-Southampton-Grand-Harbour.h19955.Hotel-Information)

![Village Hotel Southampton Eastleigh](https://images.trvl-media.com/lodging/65000000/64270000/64264800/64264792/237f3bb5_y.jpg)

### Village Hotel Southampton Eastleigh

10/10 Excellent

"Very nice hotel, Asda (Hypermarket)is on your doorstep so if you forget anything your covered."

[](https://expedia.com/Eastleigh-Hotels-Village-Hotel-Southampton-Eastleigh.h64264792.Hotel-Information)

![Leonardo Hotel Southampton ](https://images.trvl-media.com/lodging/2000000/1180000/1178300/1178290/05076bde_y.jpg)

### Leonardo Hotel Southampton 

10/10 Excellent

"Nice quiet stay, easy check-in and very helpful staff. Convenient for shopping"

[](https://expedia.com/Southampton-Hotels-Jurys-Inn-Southampton.h1178290.Hotel-Information)

![Novotel Southampton](https://images.trvl-media.com/lodging/1000000/10000/4500/4431/91305532_y.jpg)

### Novotel Southampton

6/10 Okay

"Reception and dining nice, staff friendly, rooms very dated and tired"

[](https://expedia.com/Southampton-Hotels-Novotel-Southampton.h4431.Hotel-Information)

![The Star Hotel](https://images.trvl-media.com/lodging/2000000/1230000/1223100/1223013/3d2213f7_y.jpg)

### The Star Hotel

6/10 Okay

"If all you need is a bed then it's decent"

[](https://expedia.com/Southampton-Hotels-The-Star-Hotel.h1223013.Hotel-Information)

## Find out more about Winchester

**Everything you need to know about Winchester vacation rentals**

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Winchester vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Winchester vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

**Winchester vacation rentals: An excellent choice for every season**

Whenever you want to travel, a warm welcome awaits you in Winchester. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Winchester in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $71 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

**How to find incredible deals on Winchester rentals**

At Expedia, we put the best Winchester vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Winchester rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Winchester vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Winchester. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

## Explore a world of travel with Expedia

- Trending destinations on Expedia.com
- All accommodation types in Winchester

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- [Pigeon Forge Vacation Rentals ](https://www.expedia.com/Pigeon-Forge-Vacation-Rentals.d8264.Travel-Guide-VacationRentals)
- [Ocean City Vacation Rentals ](https://www.expedia.com/Ocean-City-Vacation-Rentals.d9151.Travel-Guide-VacationRentals)
- [Outer Banks Vacation Rentals ](https://www.expedia.com/Outer-Banks-Vacation-Rentals.d602135.Travel-Guide-VacationRentals)
- [San Diego Vacation Rentals ](https://www.expedia.com/San-Diego-Vacation-Rentals.d3073.Travel-Guide-VacationRentals)
- [Siesta Key Vacation Rentals ](https://www.expedia.com/Siesta-Key-Vacation-Rentals.d6881.Travel-Guide-VacationRentals)
- [Galveston Vacation Rentals ](https://www.expedia.com/Galveston-Vacation-Rentals.d1341.Travel-Guide-VacationRentals)
- [Clearwater Beach Vacation Rentals ](https://www.expedia.com/Clearwater-Beach-Vacation-Rentals.d10759.Travel-Guide-VacationRentals)
- [Palm Springs Vacation Rentals ](https://www.expedia.com/Palm-Springs-Vacation-Rentals.d180676.Travel-Guide-VacationRentals)
- [Florida Keys Vacation Rentals ](https://www.expedia.com/Florida-Keys-Vacation-Rentals.d6023765.Travel-Guide-VacationRentals)
- [Lake Tahoe Vacation Rentals ](https://www.expedia.com/South-Lake-Tahoe-Vacation-Rentals.d10150.Travel-Guide-VacationRentals)
- [Lake of the Ozarks Vacation Rentals ](https://www.expedia.com/Lake-Ozark-Vacation-Rentals.d177772.Travel-Guide-VacationRentals)
- [Florida Vacation Rentals ](https://www.expedia.com/Destinations-In-Florida.d211.Vacation-Rental-Destinations)
- [Hawaii Vacation Rentals ](https://www.expedia.com/Destinations-In-Hawaii.d213.Vacation-Rental-Destinations)
- [Michigan Vacation Rentals ](https://www.expedia.com/Destinations-In-Michigan.d224.Vacation-Rental-Destinations)

- [Apartments in Winchester ](https://expedia.com/Winchester-Apartments.d5477-aaApartments.Travel-Guide-Accommodation)
- [Cottages in Winchester ](https://expedia.com/Winchester-Cottages.d5477-aaCottages.Travel-Guide-Accommodation)
- [Vacation Homes in Winchester ](https://expedia.com/Winchester-Private-Vacation-Homes.d5477-aaPrivateVacationHomes.Travel-Guide-Accommodation)
- [Inns in Winchester ](https://expedia.com/Winchester-Inns.d5477-aaInns.Travel-Guide-Accommodation)
- [B&B in Winchester ](https://expedia.com/Winchester-Bed-And-Breakfast.d5477-aaBedAndBreakfast.Travel-Guide-Accommodation)
- [Condo Rentals in Winchester ](https://expedia.com/Winchester-Condos.d5477-aaCondos.Travel-Guide-Accommodation)
- [Houseboats in Winchester ](https://expedia.com/Winchester-Houseboats.d5477-aaHouseboats.Travel-Guide-Accommodation)
- [Holiday Park Resorts in Winchester ](https://expedia.com/Winchester-Holiday-Parks.d5477-aaHolidayParks.Travel-Guide-Accommodation)
- [Castles in Winchester ](https://expedia.com/Winchester-Castles.d5477-aaCastles.Travel-Guide-Accommodation)

## Frequently asked questions

### Can I find vacation rentals in Winchester?

### What are some of the best vacation home rentals in Winchester?

### How many vacation rentals are there in Winchester?

### What’s there to see and do in Winchester?

### What’s a vacation rental in Winchester like?

### Expedia's Latest Trends

Hotels

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Flights

- [Flights to Manchester](https://expedia.com/Cheap-Flights-To-Manchester.d2205.Travel-Guide-Flights)
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General

- [Visit Windsor](https://expedia.com/Windsor.dx5479)
- [Visit Cheltenham](https://expedia.com/Cheltenham.dx4597)
- [Visit Telford](https://expedia.com/Telford.dx4989)
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