Title: Winchester Vacation Rentals from CA $93: Short-Term Rentals for 2026 | Expedia.ca

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![Winchester which includes 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 27 - Mar 29](https://www.expedia.ca/Hotel-Search?regionId=5477&startDate=2026-03-27&endDate=2026-03-29&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[May 8 - May 10](https://www.expedia.ca/Hotel-Search?regionId=5477&startDate=2026-05-08&endDate=2026-05-10&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[Jun 5 - Jun 7](https://www.expedia.ca/Hotel-Search?regionId=5477&startDate=2026-06-05&endDate=2026-06-07&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Jul 3 - Jul 5](https://www.expedia.ca/Hotel-Search?regionId=5477&startDate=2026-07-03&endDate=2026-07-05&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)

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

![Living area](https://images.trvl-media.com/lodging/115000000/114100000/114092100/114092093/ffa00035.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)

### Cottage in Winchester

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

CA $738

CA $886 total

includes taxes & fees

Mar 27 - Mar 28

[](https://www.expedia.ca/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)

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

![Living area](https://images.trvl-media.com/lodging/115000000/114350000/114343400/114343350/c8883c76.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)

### Cottage in Winchester

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

CA $1,299

CA $1,559 total

includes taxes & fees

Mar 18 - Mar 19

[](https://www.expedia.ca/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)

![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)

![Bell Tent](https://images.trvl-media.com/lodging/124000000/123160000/123150700/123150677/d6a3ce73.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cabin in Durrington

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

8.0/10

Very good

(1 review)

"The shepherds hut I stayed in for one night was so warm and cosy, it was like staying in a giant wendy house. I would have liked face to face contact with the host, but I guess thats a "sign of the times" Beautiful view of the countryside. "

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

Deby

CA $108

CA $129 total

includes taxes & fees

Mar 22 - Mar 23

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

![Living area](https://images.trvl-media.com/lodging/97000000/96180000/96174200/96174140/b93ec0b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/97000000/96180000/96174200/96174140/1a7bcc1f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/97000000/96180000/96174200/96174140/878ae8ee.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/97000000/96180000/96174200/96174140/6d38691f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cottage in Salisbury

[](https://www.expedia.ca/Salisbury-Hotels-7-Wild-Haven.h96174140.Hotel-Information)

[](https://www.expedia.ca/Salisbury-Hotels-7-Wild-Haven.h96174140.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/124000000/123550000/123548600/123548561/677227d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Freemantle

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

CA $91

CA $109 total

includes taxes & fees

Mar 14 - Mar 15

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

![Apartment](https://images.trvl-media.com/lodging/126000000/125540000/125536100/125536078/793ff297.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 in The Polygon

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

CA $77

CA $93 total

includes taxes & fees

Mar 16 - Mar 17

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

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

![Front of property](https://images.trvl-media.com/lodging/121000000/120140000/120140000/120139981/4b95077d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

### Cabin in Waterlooville

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

CA $154

CA $240 total

includes taxes & fees

Mar 17 - Mar 18

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

![Deluxe Studio](https://images.trvl-media.com/lodging/122000000/121380000/121374400/121374334/ec44ad67.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)

![Front of property](https://images.trvl-media.com/lodging/122000000/121380000/121374400/121374334/w1600h1259x0y63-691e9ae3.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)

### Aparthotel in Southsea

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

CA $104

CA $104 total

includes taxes & fees

Mar 15 - Mar 16

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

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

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

![Apartment, Garden View](https://images.trvl-media.com/lodging/121000000/120620000/120614400/120614312/52a734f5.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)

### Cabin in Waterlooville

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

CA $162

CA $250 total

includes taxes & fees

Mar 21 - Mar 22

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

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

![Front of property](https://images.trvl-media.com/lodging/121000000/120400000/120393800/120393715/0fd77111.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

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

### Cabin in Waterlooville

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

CA $162

CA $250 total

includes taxes & fees

Apr 13 - Apr 14

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

![House](https://images.trvl-media.com/lodging/115000000/114970000/114966100/114966076/0d289b73.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Game room](https://images.trvl-media.com/lodging/115000000/114970000/114966100/114966076/dd3ab5db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House | Private kitchen](https://images.trvl-media.com/lodging/115000000/114970000/114966100/114966076/4d06a2a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House | Living area](https://images.trvl-media.com/lodging/115000000/114970000/114966100/114966076/9275e3ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Portsmouth

[](https://www.expedia.ca/Portsmouth-Hotels-Portsmouth-Maisonete-Pool-Tennis-Table.h114966076.Hotel-Information)

[](https://www.expedia.ca/Portsmouth-Hotels-Portsmouth-Maisonete-Pool-Tennis-Table.h114966076.Hotel-Information)

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

![Superior Studio, Partial Sea View](https://images.trvl-media.com/lodging/122000000/121140000/121133700/121133671/81905ef4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Superior Studio, Partial Sea View](https://images.trvl-media.com/lodging/122000000/121140000/121133700/121133671/d2d2b86c.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)

### Apartment in Southsea

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

CA $112

CA $112 total

includes taxes & fees

Mar 15 - Mar 16

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

![House, Accessible, Ensuite (Farmhouse) | Exterior](https://images.trvl-media.com/lodging/3000000/2240000/2236200/2236109/341a5785.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House, Accessible, Ensuite (Farmhouse) | Exterior](https://images.trvl-media.com/lodging/3000000/2240000/2236200/2236109/a090076b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House, Accessible, Ensuite (Farmhouse) | Exterior](https://images.trvl-media.com/lodging/3000000/2240000/2236200/2236109/50c3992e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House, Accessible, Ensuite (Farmhouse)](https://images.trvl-media.com/lodging/3000000/2240000/2236200/2236109/ce67b136.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Villa in Salisbury

[](https://www.expedia.ca/Salisbury-Hotels-Bridge-Farmhouse.h2236109.Hotel-Information)

9.2/10

Wonderful

(19 reviews)

"Staying here felt like you walked into a story book; beautiful gardens, bridge over the creek with swans swimming up and down, sheep in the fields, views of Salisbury Cathedral, stylish decorated rooms. We greatly enjoyed our stay. "

![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg)

Jennifer E

CA $2,336

CA $2,803 total

includes taxes & fees

Mar 14 - Mar 15

[](https://www.expedia.ca/Salisbury-Hotels-Bridge-Farmhouse.h2236109.Hotel-Information)

![Cottage | Living area](https://images.trvl-media.com/lodging/27000000/27000000/26996700/26996691/aa8f760f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cottage](https://images.trvl-media.com/lodging/27000000/27000000/26996700/26996691/718c3a6e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cottage | Living area](https://images.trvl-media.com/lodging/27000000/27000000/26996700/26996691/b4e32a52.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cottage | Private kitchen](https://images.trvl-media.com/lodging/27000000/27000000/26996700/26996691/fa50cbc4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cottage in Fareham

[](https://www.expedia.ca/Fareham-Hotels-Foxs-Den.h26996691.Hotel-Information)

CA $789

CA $947 total

includes taxes & fees

Mar 18 - Mar 19

[](https://www.expedia.ca/Fareham-Hotels-Foxs-Den.h26996691.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)

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

![Shower, hair dryer, towels](https://images.trvl-media.com/lodging/124000000/123090000/123080500/123080419/782f7536.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)

### Apartment in Portsmouth

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

CA $180

CA $332 total

includes taxes & fees

Mar 15 - Mar 16

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

![Deluxe Studio Suite, Garden View](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 | Private kitchen](https://images.trvl-media.com/lodging/122000000/121390000/121380200/121380135/4f6ec6cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Aparthotel in Gosport

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

CA $104

CA $125 total

includes taxes & fees

Mar 22 - Mar 23

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

![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 | Room amenity](https://images.trvl-media.com/lodging/125000000/124890000/124886600/124886507/b9749828.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Fareham

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

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

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

![Front of property](https://images.trvl-media.com/lodging/122000000/121380000/121373800/121373762/w1600h1259x0y63-6d38079b.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)

### Apartment in Southsea

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

CA $127

CA $146 total

includes taxes & fees

Mar 15 - Mar 16

[](https://www.expedia.ca/Portsmouth-Hotels-Studio-22.h121373762.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](https://images.trvl-media.com/lodging/122000000/121380000/121371400/121371304/db721a1c.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)

### Apartment in Southsea

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

CA $220

CA $220 total

includes taxes & fees

Apr 6 - Apr 7

[](https://www.expedia.ca/Portsmouth-Hotels-Loft-2bed-Appartment-With-EVCharger.h121371304.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](https://images.trvl-media.com/lodging/122000000/121380000/121371800/121371753/d99ceed6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

### Aparthotel in Southsea

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

CA $138

CA $166 total

includes taxes & fees

Mar 16 - Mar 17

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

[View all properties](https://expedia.ca/Hotel-Search?startDate=2026-03-27&endDate=2026-03-28&regionId=5477&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

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## Find vacation rentals that suit your style

Aparthotels

[](https://www.expedia.ca/Hotel-Search?destination=Winchester%2C+England%2C+United+Kingdom&regionId=5477&latLong=51.059776%2C-1.310146&adults=2&startDate=2026-06-11&d1=2026-06-11&endDate=2026-06-14&d2=2026-06-14&lodging=APART_HOTEL)

Apartments

[](https://www.expedia.ca/Hotel-Search?destination=Winchester%2C+England%2C+United+Kingdom&regionId=5477&latLong=51.059776%2C-1.310146&adults=2&startDate=2026-06-11&d1=2026-06-11&endDate=2026-06-14&d2=2026-06-14&lodging=APARTMENT)

Cottages

[](https://www.expedia.ca/Hotel-Search?destination=Winchester%2C+England%2C+United+Kingdom&regionId=5477&latLong=51.059776%2C-1.310146&adults=2&startDate=2026-06-11&d1=2026-06-11&endDate=2026-06-14&d2=2026-06-14&lodging=COTTAGE)

Cabins

[](https://www.expedia.ca/Hotel-Search?destination=Winchester%2C+England%2C+United+Kingdom&regionId=5477&latLong=51.059776%2C-1.310146&adults=2&startDate=2026-06-11&d1=2026-06-11&endDate=2026-06-14&d2=2026-06-14&lodging=CABIN)

Private vacation homes

[](https://www.expedia.ca/Hotel-Search?destination=Winchester%2C+England%2C+United+Kingdom&regionId=5477&latLong=51.059776%2C-1.310146&adults=2&startDate=2026-06-11&d1=2026-06-11&endDate=2026-06-14&d2=2026-06-14&lodging=VACATION_HOME)

Chalets

[](https://www.expedia.ca/Hotel-Search?destination=Winchester%2C+England%2C+United+Kingdom&regionId=5477&latLong=51.059776%2C-1.310146&adults=2&startDate=2026-06-11&d1=2026-06-11&endDate=2026-06-14&d2=2026-06-14&lodging=CHALET)

Villas

[](https://www.expedia.ca/Hotel-Search?destination=Winchester%2C+England%2C+United+Kingdom&regionId=5477&latLong=51.059776%2C-1.310146&adults=2&startDate=2026-06-11&d1=2026-06-11&endDate=2026-06-14&d2=2026-06-14&lodging=VILLA)

Condos

[](https://www.expedia.ca/Hotel-Search?destination=Winchester%2C+England%2C+United+Kingdom&regionId=5477&latLong=51.059776%2C-1.310146&adults=2&startDate=2026-06-11&d1=2026-06-11&endDate=2026-06-14&d2=2026-06-14&lodging=CONDO)

Houseboats

[](https://www.expedia.ca/Hotel-Search?destination=Winchester%2C+England%2C+United+Kingdom&regionId=5477&latLong=51.059776%2C-1.310146&adults=2&startDate=2026-06-11&d1=2026-06-11&endDate=2026-06-14&d2=2026-06-14&lodging=HOUSE_BOAT)

Residences

[](https://www.expedia.ca/Hotel-Search?destination=Winchester%2C+England%2C+United+Kingdom&regionId=5477&latLong=51.059776%2C-1.310146&adults=2&startDate=2026-06-11&d1=2026-06-11&endDate=2026-06-14&d2=2026-06-14&lodging=RESIDENCE)

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## Top Winchester Hotel Reviews

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

### Leonardo Royal Southampton Grand Harbour

8/10 Good

"Good location "

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

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

### Novotel Southampton

4/10 Poor

"Food appalling Room cool to cold "

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

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

### Moxy Southampton

10/10 Excellent

"Great location"

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

![Winchester Wessex Hotel by Sunday](https://images.trvl-media.com/lodging/1000000/10000/4800/4799/5efbbf93_y.jpg)

### Winchester Wessex Hotel by Sunday

10/10 Excellent

"Great location good value"

[](https://expedia.ca/Winchester-Hotels-Winchester-Wessex-Hotel-By-Sunday.h4799.Hotel-Information)

![Norton Park Hotel, Spa & Manor House](https://images.trvl-media.com/lodging/3000000/2780000/2773900/2773823/db967cc3_y.jpg)

### Norton Park Hotel, Spa & Manor House

10/10 Excellent

"Easy parking,great food,lovely grounds."

[](https://expedia.ca/Winchester-Hotels-Norton-Park.h2773823.Hotel-Information)

![Village Hotel Basingstoke](https://images.trvl-media.com/lodging/42000000/41540000/41539700/41539699/a56a6130_y.jpg)

### Village Hotel Basingstoke

8/10 Good

"Only stayed in room, was nice"

[](https://expedia.ca/Basingstoke-Hotels-Village-Hotel-Basingstoke.h41539699.Hotel-Information)

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

### Leonardo Hotel Southampton 

8/10 Good

"Bed was saggy "

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

![Royal Maritime Hotel](https://images.trvl-media.com/lodging/16000000/15090000/15086700/15086665/71163b74_y.jpg)

### Royal Maritime Hotel

8/10 Good

"Clean, comfortable newly refurbished room. Had a good night’s sleep."

[](https://expedia.ca/Portsmouth-Hotels-The-Royal-Maritime-Club.h15086665.Hotel-Information)

![Winchester Royal Hotel](https://images.trvl-media.com/lodging/1000000/20000/18600/18535/eeef949f_y.jpg)

### Winchester Royal Hotel

10/10 Excellent

"Nice quiet spacious clean room (carpet a bit frayed in places) - just what we needed for a business stay. Good location in quiet street but handy for the town centre."

[](https://expedia.ca/Winchester-Hotels-Winchester-Royal-Hotel.h18535.Hotel-Information)

## Find out more about Winchester

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.  
  
As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Winchester. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.   
  
It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.   

## Explore a world of travel with Expedia

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- [Prince Edward Island Vacation Rentals ](https://www.expedia.ca/Destinations-In-Prince-Edward-Island.d6058122.Vacation-Rental-Destinations)
- [Québec Vacation Rentals ](https://www.expedia.ca/Quebec-Vacation-Rentals.d180017.Travel-Guide-VacationRentals)

- [Apartments in Winchester ](https://expedia.ca/Winchester-Apartments.d5477-aaApartments.Travel-Guide-Accommodation)
- [Cottages in Winchester ](https://expedia.ca/Winchester-Cottages.d5477-aaCottages.Travel-Guide-Accommodation)
- [Vacation Homes in Winchester ](https://expedia.ca/Winchester-Private-Vacation-Homes.d5477-aaPrivateVacationHomes.Travel-Guide-Accommodation)
- [Guest Houses in Winchester ](https://expedia.ca/Winchester-Guest-Houses.d5477-aaGuestHouses.Travel-Guide-Accommodation)
- [Inns in Winchester ](https://expedia.ca/Winchester-Inns.d5477-aaInns.Travel-Guide-Accommodation)
- [B&B in Winchester ](https://expedia.ca/Winchester-Bed-And-Breakfast.d5477-aaBedAndBreakfast.Travel-Guide-Accommodation)
- [Cabin Rentals in Winchester ](https://expedia.ca/Winchester-Cabins.d5477-aaCabins.Travel-Guide-Accommodation)
- [Aparthotels in Winchester ](https://expedia.ca/Winchester-Apart-Hotels.d5477-aaApartHotels.Travel-Guide-Accommodation)
- [Houseboats in Winchester ](https://expedia.ca/Winchester-Houseboats.d5477-aaHouseboats.Travel-Guide-Accommodation)
- [Farmstay in Winchester ](https://expedia.ca/Winchester-Agritourism.d5477-aaAgritourism.Travel-Guide-Accommodation)
- [Holiday Park Resorts in Winchester ](https://expedia.ca/Winchester-Holiday-Parks.d5477-aaHolidayParks.Travel-Guide-Accommodation)
- [Hostels in Winchester ](https://expedia.ca/Winchester-Hostels.d5477-aaHostels.Travel-Guide-Accommodation)
- [Country Houses in Winchester ](https://expedia.ca/Winchester-Country-House.d5477-aaCountryHouse.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

- [Hotels in Cambridge](https://expedia.ca/Cambridge-Hotels.d781.Travel-Guide-Hotels)
- [Hotels in Bath](https://expedia.ca/Bath-Hotels.d6084496.Travel-Guide-Hotels)
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- [Hotels in Southampton](https://expedia.ca/Southampton-Hotels.d3245.Travel-Guide-Hotels)

Flights

- [Flights to Gatwick](https://expedia.ca/Cheap-Flights-To-Gatwick.d182523.Travel-Guide-Flights)
- [Flights to Manchester](https://expedia.ca/Cheap-Flights-To-Manchester.d2205.Travel-Guide-Flights)

Cars

- [Car rentals in Gatwick](https://expedia.ca/Car-Rentals-In-Gatwick.d182523.Car-Rental-Guide)

Activities

- [Things to do in Sudbury](https://expedia.ca/Things-To-Do-In-Sudbury.d5705.Travel-Guide-Activities)
- [Things to do in Bolton](https://expedia.ca/Things-To-Do-In-Bolton.d4576.Travel-Guide-Activities)
- [Things to do in Newmarket](https://expedia.ca/Things-To-Do-In-Newmarket.d5646.Travel-Guide-Activities)
- [Things to do in Scarborough](https://expedia.ca/Things-To-Do-In-Scarborough.d5680.Travel-Guide-Activities)
- [Things to do in Whitby](https://expedia.ca/Things-To-Do-In-Whitby.d182692.Travel-Guide-Activities)
- [Things to do in Southampton](https://expedia.ca/Things-To-Do-In-Southampton.d3245.Travel-Guide-Activities)
- [Things to do in Manchester](https://expedia.ca/Things-To-Do-In-Manchester.d2205.Travel-Guide-Activities)
- [Things to do in Keswick](https://expedia.ca/Things-To-Do-In-Keswick.d4371.Travel-Guide-Activities)

General

- [Visit Gloucester](https://expedia.ca/Gloucester.dx7479)
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- [Visit Keswick](https://expedia.ca/Keswick.dx4371)
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- [Visit Peterborough](https://expedia.ca/Peterborough.dx5655)
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