Winchester Vacation Rentals

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Check prices for these dates

In two weeks
3 Jul - 5 Jul
In two months
14 Aug - 16 Aug
In three months
11 Sep - 13 Sep
In four months
9 Oct - 11 Oct

Our top choices for Winchester vacation rentals

Double Room | Iron/ironing board, free WiFi

Settle Winchester

Settle Winchester
2.0 star property
Winchester
The price is AED 200
AED 503 total
includes taxes & fees
5 Jul - 6 Jul
Settle Winchester
Terrace/patio

Cosy A-Frame cabin nestled in the chalk steams of Hampshire

Cosy A-Frame cabin nestled in the chalk steams of Hampshire
Winchester
9.0 out of 10, Wonderful, (4 reviews)
"Lovely cabin and outside kitchen plus garden. It's my second stay and I enjoyed my stay. Love the garden kitchen,. It's very pretty and relaxing ."
United Kingdom
Nicola H.
The price is AED 786
AED 1,033 total
includes taxes & fees
24 Jun - 25 Jun
Cosy A-Frame cabin nestled in the chalk steams of Hampshire
Shower, hair dryer, towels, soap

Aethelred Annexe - New Build with Full Amenities

Aethelred Annexe - New Build with Full Amenities
Winchester
10.0 out of 10, Exceptional, (1 review)
"Had a lovely stay at the Aethelred Annexe! Great amenities and an incredibly generous host. It felt very warm and cozy and the bed was super comfy. Great location for a quick drive/ bus into the city centre. Would absolutely recommend."
United States
Andrea W.
Aethelred Annexe - New Build with Full Amenities
4 bedrooms, iron/ironing board, free WiFi

Piping House 4bedroom

Piping House 4bedroom
Colden Common
The price is AED 1,295
AED 1,387 total
includes taxes & fees
18 Jul - 19 Jul
Piping House 4bedroom
Iron/ironing board, travel crib, WiFi, bed sheets

Winchester City Centre Flat/Sleeps 6/Free Parking

Winchester City Centre Flat/Sleeps 6/Free Parking
Hampshire
The price is AED 655
AED 1,091 total
includes taxes & fees
5 Jul - 6 Jul
Winchester City Centre Flat/Sleeps 6/Free Parking
Dining

Squirrel's Leap

Squirrel's Leap
3.0 star property
Winchester
The price is AED 1,987
AED 2,385 total
includes taxes & fees
25 Jun - 26 Jun
Squirrel's Leap
1 bedroom, iron/ironing board, WiFi, bed sheets

Garden room, central Winchester

Garden room, central Winchester
Winchester
The price is AED 485
AED 563 total
includes taxes & fees
21 Jun - 22 Jun
Garden room, central Winchester
Interior

Birdsong House

Birdsong House
Winchester
10.0 out of 10, Exceptional, (1 review)
"We had a wonderful stay at Birdsong house. The owner was always available and the house was so cozy and comfortable! Thank you"
United Kingdom
Judith D.
The price is AED 3,807
AED 3,875 total
includes taxes & fees
18 Jul - 19 Jul
Birdsong House
Interior

Birdsong Mansion sleeps 12 Twyford Winchester

Birdsong Mansion sleeps 12 Twyford Winchester
Winchester
The price is AED 4,836
AED 4,903 total
includes taxes & fees
18 Jul - 19 Jul
Birdsong Mansion sleeps 12 Twyford Winchester
Interior

Sunday Winchester Wessex Cathedral Hotel | Twin

Sunday Winchester Wessex Cathedral Hotel | Twin
Winchester
6.0 out of 10, (1 review)
"Didn’t have Kitchen like advertised, no fridge unfortunately "
United Kingdom
Hayden
The price is AED 466
AED 466 total
includes taxes & fees
5 Jul - 6 Jul
Sunday Winchester Wessex Cathedral Hotel | Twin
Property grounds

Rivergem - Riverside Coach House

Rivergem - Riverside Coach House
2.0 star property
Winchester
The price is AED 3,503
AED 4,204 total
includes taxes & fees
7 Jul - 8 Jul
Rivergem - Riverside Coach House
Exterior

Hollington Park Glamping

Hollington Park Glamping
2.0 star property
Newbury
8.0 out of 10, Very Good, (2 reviews)
"We had a lovely time here with our 2 year old for two nights. We stayed in the Bluebell Pod which was so cosy and comfortable. We had everything we needed and really enjoyed the woods and the animals. Many thanks. Hope to come again next year! "
United Kingdom
maria
The price is AED 442
AED 530 total
includes taxes & fees
13 Jul - 14 Jul
Hollington Park Glamping
Deluxe Apartment | Iron/ironing board, free WiFi, bed sheets

QE2 Loft Apartments

QE2 Loft Apartments
3.0 star property
Southampton City Centre
The price is AED 519
AED 623 total
includes taxes & fees
1 Jul - 2 Jul
QE2 Loft Apartments
Outdoor spa tub

Cozy Retreat in Fareham

Cozy Retreat in Fareham
2.0 star property
Fareham
The price is AED 268
AED 351 total
includes taxes & fees
1 Jul - 2 Jul
Cozy Retreat in Fareham
Tent, Courtyard View (Bell Tent )

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 AED 225
AED 269 total
includes taxes & fees
28 Jun - 29 Jun
Stone Circle Glamping
Apartment, Garden View | Free WiFi

The Riley Stable- Cozy Getaway

The Riley Stable- Cozy Getaway
2.5 star property
Waterlooville
The price is AED 428
AED 659 total
includes taxes & fees
27 Jun - 28 Jun
The Riley Stable- Cozy Getaway
Apartment, 2 Bedrooms | Living area | Flat-screen TV, Netflix

Bladon Court

Bladon Court
3.5 star property
Basingstoke
The price is AED 542
AED 766 total
includes taxes & fees
21 Jun - 22 Jun
Bladon Court
Exterior

Cosy Rural Cabin With Ensuite without Pergola

Cosy Rural Cabin With Ensuite without Pergola
Chawton
10.0 out of 10, Exceptional, (8 reviews)
"Brilliant location , helpful staff , nice place for the kids to have a run around and make friends "
United Kingdom
Jay S.
The price is AED 505
AED 505 total
includes taxes & fees
21 Jun - 22 Jun
Cosy Rural Cabin With Ensuite without Pergola
Executive Apartment, 2 Bedrooms | Living area | Flat-screen TV, pay movies

Western Gate

Western Gate
4.0 star property
Basingstoke
The price is AED 491
AED 589 total
includes taxes & fees
29 Jun - 30 Jun
Western Gate
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 829
AED 829 total
includes taxes & fees
22 Jun - 23 Jun
1 bedroom accommodation in Burgate, near Fordingbridge
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

voco Southampton by IHG

voco Southampton by IHG

10/10 Excellent
"Got upgraded ! Lovely staff"
Judy 1-night trip
Posted 1 hour ago
voco Southampton by IHG

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.

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

Birdsong Mansion sleeps 12 Twyford Winchester: Visitors give good reviews to this Winchester vacation home rental, which offers a fireplace, a patio, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. Make the most of the garden in this rental home to help you unwind.

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.