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

Winchester Vacation Rentals

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Check prices for these dates

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

Our top choices for Winchester vacation rentals

Iron/ironing board, free WiFi

Settle Winchester

Settle Winchester
2.0 star property
Winchester
The price is P3,407
P8,469 total
includes taxes & fees
Jul 12 - Jul 13
Settle Winchester
Property grounds

Rivergem - Riverside Coach House

Rivergem - Riverside Coach House
2.0 star property
Winchester
The price is P58,474
P70,168 total
includes taxes & fees
Jul 7 - Jul 8
Rivergem - Riverside Coach House
Dining

Squirrel's Leap

Squirrel's Leap
3.0 star property
Winchester
The price is P33,236
P39,883 total
includes taxes & fees
Jul 11 - Jul 12
Squirrel's Leap
Free WiFi

The Riley Stable- Cozy Getaway

The Riley Stable- Cozy Getaway
2.5 star property
Waterlooville
The price is P7,666
P11,633 total
includes taxes & fees
Jul 2 - Jul 3
The Riley Stable- Cozy Getaway
Lobby sitting area

For Students Only Abodus The Walls Southampton - Campus Accommodation

For Students Only Abodus The Walls Southampton - Campus Accommodation
2.0 star property
Southampton City Centre
5.8 out of 10, (9 reviews)
"It was ok for a quick stay. nothing fancy. "
United States
Lamel
The price is P1,718
P4,495 total
includes taxes & fees
Jul 18 - Jul 19
For Students Only Abodus The Walls Southampton - Campus Accommodation
Exterior

Hop Cottage

Hop Cottage
2.0 star property
Petersfield
The price is P32,753
P39,304 total
includes taxes & fees
Jul 16 - Jul 17
Hop Cottage
Room

Stone Circle Glamping

Stone Circle Glamping
2.0 star property
Durrington
8.8 out of 10, Excellent, (5 reviews)
"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
Deby
The price is P3,788
P4,545 total
includes taxes & fees
Jul 2 - Jul 3
Stone Circle Glamping
1 bedroom, free WiFi, bed sheets

Experience Elegance at Fola Homestay

Experience Elegance at Fola Homestay
2.0 star property
Southampton
Experience Elegance at Fola Homestay
Living area

Bladon Court

Bladon Court
3.5 star property
Basingstoke
The price is P9,464
P13,304 total
includes taxes & fees
Jul 4 - Jul 5
Bladon Court
Exterior

Bridge Farmhouse

Bridge Farmhouse
4.0 star property
Salisbury
9.2 out of 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
Jennifer E
The price is P138,416
P166,100 total
includes taxes & fees
Jul 6 - Jul 7
Bridge Farmhouse
Game room

Student Only Crown Place Portsmouth

Student Only Crown Place Portsmouth
2.0 star property
Portsmouth City Centre
9.0 out of 10, Wonderful, (2 reviews)
"Lovely place. Everyone was incredibly nice. Will return for sure."
United Kingdom
Cristiana
The price is P2,290
P7,615 total
includes taxes & fees
Jul 24 - Jul 25
Student Only Crown Place Portsmouth
Iron/ironing board, free WiFi

Studio 31-Free Private Parking

Studio 31-Free Private Parking
2.0 star property
Southsea
The price is P8,761
P8,761 total
includes taxes & fees
Jul 14 - Jul 15
Studio 31-Free Private Parking
Living area

Western Gate

Western Gate
4.0 star property
Basingstoke
The price is P8,925
P10,711 total
includes taxes & fees
Jul 9 - Jul 10
Western Gate
Beach

Loft 2bed Appartment with EVCharger

Loft 2bed Appartment with EVCharger
2.0 star property
Southsea
The price is P10,002
P10,002 total
includes taxes & fees
Jul 14 - Jul 15
Loft 2bed Appartment with EVCharger
Marina

Red Brick Haven

Red Brick Haven
2.0 star property
East Cowes
The price is P65,783
P78,939 total
includes taxes & fees
Jul 6 - Jul 7
Red Brick Haven
Exterior

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

Ground-Floor Super King or Twin Studio Apartment with Free Private Parking
2.0 star property
Southsea
The price is P6,404
P7,685 total
includes taxes & fees
Jul 6 - Jul 7
Ground-Floor Super King or Twin Studio Apartment with Free Private Parking
Private kitchen

Reading Retreat 1 Bed With Private Parking

Reading Retreat 1 Bed With Private Parking
2.0 star property
Reading
The price is P8,132
P15,614 total
includes taxes & fees
Jul 6 - Jul 7
Reading Retreat 1 Bed With Private Parking
Living area

Southampton Spacious & Comfy 2-bed Home, Sleeps 5

Southampton Spacious & Comfy 2-bed Home, Sleeps 5
2.0 star property
Bevois Valley
The price is P14,264
P17,117 total
includes taxes & fees
Jul 30 - Jul 31
Southampton Spacious & Comfy 2-bed Home, Sleeps 5
Exterior

Ground-Floor Queen Bed Studio Apartment with Free Parking

Ground-Floor Queen Bed Studio Apartment with Free Parking
2.0 star property
Southsea
The price is P6,953
P6,953 total
includes taxes & fees
Jul 3 - Jul 4
Ground-Floor Queen Bed Studio Apartment with Free Parking
Shared kitchen

Maple Lodge

Maple Lodge
3.5 star property
Reading
10.0 out of 10, Exceptional, (1 review)
"Very well laid out property with plenty of room for the whole family as well as a spacious walk in wardrobe, study/work area, a lovely ensuite room as well as a family bathroom and extremely comfortable beds. The complimentary contents in the fridge and on the kitchen top also went down well. Highly recommended."
United Kingdom
Joseph
The price is P15,089
P19,956 total
includes taxes & fees
Jul 6 - Jul 7
Maple Lodge
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 Royal Southampton Grand Harbour

Leonardo Royal Southampton Grand Harbour

10/10 Excellent
"Close to port - room is spacious . They should have put 2 queen instead of 2 tiny twin beds"
Deborah 1-night trip
Posted less than an hour ago
Leonardo Royal Southampton Grand Harbour

Find out more about Winchester

Search for holiday rentals in Winchester on Expedia! You can easily find your home rentals, villas, holiday apartments in Winchester using one of the methods below:

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Look no further and take a look at our great range of rental properties in Winchester!

Frequently asked questions

Can I find vacation rentals in Winchester?

Yes, we give you a choice of vacation rentals in Winchester close to Winchester Science Centre and Planetarium, or you can go with a more secluded option if you're looking for a relaxing stay. Visitors like the stunning cathedral and picturesque gardens in Winchester. The array of shops and festivals are some other things you might want to check out while you're here.

How many vacation rentals are there in Winchester?

Expedia has 45 vacation rentals for your stay in Winchester.

What’s there to see and do in Winchester?

Winchester Science Centre and Planetarium and Marwell Zoo are a couple of family-friendly sights, whereas cultural attractions include Great Hall and Horsepower The Museum Of The King's Royal Hussars. While in the area, you can also visit popular places like Southampton Cruise Terminal and New Forest National Park.

What’s a vacation rental in Winchester like?

A vacation rental is a private property where you can stay for several days or longer in Winchester. Vacation rentals feature amenities such as patios, hot tubs, and fire pits so you'll have everything you want. If you're concerned about cleanliness, vacation rentals can provide a sense of safety away from shared hotel elevators and bustling concierge desks while still allowing you the excitement and enjoyment of travel. You'll also get more space in a vacation rental than in a hotel, which makes a vacation rental a popular choice for a family getaway.