Winchester Vacation Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Nov 27 - Nov 29
In two months
Jan 8 - Jan 10
In three months
Feb 5 - Feb 7
In four months
Mar 5 - Mar 7

Our top choices for Winchester vacation rentals

A bedroom with a bed, a bedside table, a window, and a view of the outside.

1. Settle Winchester

Settle Winchester
2.0 star property
Winchester City Center
The price is P2,843
P7,962 total
includes taxes & fees
Nov 16 - Nov 17
Settle Winchester
A bar area with stools, a counter with various items, and a patterned floor.

2. Second Nature Southampton

Second Nature Southampton
4.0 star property
Southampton City Centre
9.4 out of 10, Exceptional, (1,369 reviews)
"Nice staff, clean property. Close to restaurants. Nice park in front of the property. Overall very pleasant stay."
United States
Yahong Susan
The price is P5,400
P6,480 total
includes taxes & fees
Nov 30 - Dec 1
Second Nature Southampton
A balcony with wicker chairs, a table with a fruit basket and wine glasses, and a view of houses and trees.

3. Southampton Serviced Apartment

Southampton Serviced Apartment
4.0 star property
Bassett
8.6 out of 10, Excellent, (188 reviews)
"Clean rooms, spacious enough for two for a weekend/long weekend. Easy access to Southampton City centre on the No1 bus, which runs right past the front door. Plenty of parking front and rear to service all the apartments."
United Kingdom
Emma
The price is P12,631
P15,157 total
includes taxes & fees
Nov 15 - Nov 16
Southampton Serviced Apartment
A traditional pub named "The Duke of Wellington" with a white facade, timber framing, and hanging flower baskets.

4. Beddoe Apartments

Beddoe Apartments
3.0 star property
Eastleigh
7.8 out of 10, Good, (20 reviews)
"Ideal for couple of nights stay. Easy parking was a bonus. "
United Kingdom
Alan
The price is P10,531
P16,429 total
includes taxes & fees
Nov 15 - Nov 16
Beddoe Apartments
A room with a bed, a chair, a table, and a window with curtains.

5. Settle Southampton

Settle Southampton
2.0 star property
Freemantle
8.2 out of 10, Very good, (14 reviews)
"Brilliant property really well situated for the centre of town. Deffo coming back."
United Kingdom
Chris
The price is P3,284
P7,730 total
includes taxes & fees
Nov 15 - Nov 16
Settle Southampton
A modern black building with a wooden fence in front.

6. Suetts Farm Barns

Suetts Farm Barns
3.0 star property
Southampton
The price is P66,252
P79,503 total
includes taxes & fees
Nov 26 - Nov 27
Suetts Farm Barns
A green RV with a fire pit and outdoor seating area, surrounded by lanterns and plants.

7. The Shack Cabin Sleeps 3 With Enclosed Garden

The Shack Cabin Sleeps 3 With Enclosed Garden
2.0 star property
Waterlooville
The price is P10,089
P12,107 total
includes taxes & fees
Nov 28 - Nov 29
The Shack Cabin Sleeps 3 With Enclosed Garden
A grassy field with a wooden fence and a bush in the foreground.

8. Stone Circle Glamping

Stone Circle Glamping
2.0 star property
Durrington
8.8 out of 10, Excellent, (22 reviews)
"Cozy place to stay, it is near a road but it didn’t bother me. It is as advertised"
Canada
Darnell
The price is P3,789
P4,547 total
includes taxes & fees
Nov 15 - Nov 16
Stone Circle Glamping
A hotel room with a wooden bed, white bedding, an orange throw blanket, a white nightstand, a red vase, and abstract wall art.

9. Orchard Road

Orchard Road
2.0 star property
Southsea
The price is P3,158
P3,789 total
includes taxes & fees
Dec 2 - Dec 3
Orchard Road
A round mirror with a woven frame reflecting a dining area with a table and chairs.

10. Hamilton House

Hamilton House
Southsea
The price is P7,136
P8,564 total
includes taxes & fees
Nov 23 - Nov 24
Hamilton House
A hotel room with a wooden bed, white bedding, an orange throw blanket, a white nightstand, a red vase, and abstract wall art.

11. Francis Avenue

Francis Avenue
2.0 star property
Southsea
The price is P2,455
P2,946 total
includes taxes & fees
Nov 22 - Nov 23
Francis Avenue
A window with a pink cushion, a vase with red flowers, and a view of houses and greenery.

12. Cleveland Road

Cleveland Road
2.0 star property
Southsea
The price is P6,252
P7,503 total
includes taxes & fees
Nov 22 - Nov 23
Cleveland Road
A modern bathroom with a green wall, a white sink, and a grey sofa.

13. Peartree Serviced Apartments

Peartree Serviced Apartments
3.5 star property
Salisbury
9.6 out of 10, Exceptional, (330 reviews)
"Great. They have everything you could need - well appointed kitchen, milk and breakfast provided, plenty of fluffy towels even down to non stick bath mats"
Australia
Stephanie
The price is P7,241
P8,689 total
includes taxes & fees
Nov 15 - Nov 16
Peartree Serviced Apartments
Exterior

14. The South Coast Snug

The South Coast Snug
2.0 star property
Fareham
7.4 out of 10, Good, (6 reviews)
"Fantastic place great location everything close by"
United Kingdom
Nikki
The price is P3,976
P4,771 total
includes taxes & fees
Nov 16 - Nov 17
The South Coast Snug
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

Find vacation rentals that suit your style

apart-hotel image
Aparthotels
Aparthotels
Apartment image
Apartments
Apartments

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:

  • View our selection of featured holiday rentals in Winchester
  • Use the map to find apartments and other holiday homes in the Winchester neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Winchester while they last

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 37 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 Theatre Royal Winchester. 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.