Winchester Holiday Rentals from AU$84: Search Short-Term Rentals

Q: What are some of the best holiday rentals that Winchester has to offer?

Unique waterside home in stunning location. : This holiday home rental outside of Winchester is located on the waterfront, and has a balcony, a garden and laundry facilities to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

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In two weeks

In two months

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In four months

Our top choices for Winchester holiday rentals

A bedroom with a bed, a nightstand, a lamp, a window with curtains, and a radiator.

1. Settle Winchester

Winchester City Center

includes taxes & fees

4 Nov - 5 Nov

A hotel room with a bed, a desk with a chair, a dresser, a television, and a mirror.

2. Winchester Wessex Hotel by Sunday Twin Room

Winchester City Center

Hayden

includes taxes & fees

15 Nov - 16 Nov

A kitchen counter with a microwave, a coffee maker, and a kettle.

3. Garden room, central Winchester – self-contained, kitchenette & parking

Winchester

includes taxes & fees

2 Nov - 3 Nov

A wooden cabin with a sloped roof, a deck with two chairs, and a glass door leading inside.

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

Winchester

Nicola H.

includes taxes & fees

2 Nov - 3 Nov

A neatly made bed with a grey quilt, two pillows, and rolled towels on the side. There is a bedside table with a lamp and a small decorative item.

5. Aethelred Annexe - New Build with Full Amenities

Winchester

Andrea W.

includes taxes & fees

22 Oct - 23 Oct

6. Escape to Boscobel: Enjoy a Cosy 1 Bed Apartment with Free Parking

Winchester

Karen J.

includes taxes & fees

29 Oct - 30 Oct

A bed with a teal headboard, two pillows with tropical leaf patterns, and two folded towels on a yellow bedspread.

7. Winchester City Centre Flat/Sleeps 6/Free Parking

Hampshire

includes taxes & fees

15 Nov - 16 Nov

8. Calm 1 Bed Apartment with Parking, Winchester by At Hem

Winchester

Jayani

A modern interior with a red sofa, black chairs, and a patterned floor.

9. Second Nature Southampton

Southampton City Centre

Gary

includes taxes & fees

8 Nov - 9 Nov

A bedroom with a metal bed frame, a bedside table, a lamp, a nightstand, a framed picture, and a wall sign.

10. 4 Bedrooms - The Family Haven With Parking Near Airport

Eastleigh

includes taxes & fees

1 Nov - 2 Nov

A bedroom with a large bed, a wooden ceiling, and a view of a brick building outside.

11. Settle Southampton

Freemantle

Chris

includes taxes & fees

15 Nov - 16 Nov

A tent with a bed inside, a colorful rug, and a sign on the ground.

12. Stone Circle Glamping

Durrington

Darnell

includes taxes & fees

20 Oct - 21 Oct

A bedroom with a wooden headboard, white bedding, two floral pillows, a bedside lamp, and a folded towel on the bed.

13. The Riley Stable- Cozy Getaway

Waterlooville

includes taxes & fees

22 Oct - 23 Oct

A calm lake with ducks and a swan, a boat docked on the left, and a building in the background.

14. Perfect 2-bedroom house, Albert cottage with WiFi in charming Southampton

Portswood

Terri M.

includes taxes & fees

20 Oct - 21 Oct

A cozy attic bedroom with a wooden ceiling, a sofa, a bed, and a wardrobe.

15. Wigwam Holidays Cabin With Ensuite without Pergola

Chawton

NASTASSIA N.

includes taxes & fees

20 Oct - 21 Oct

A modern kitchen with a large island, wooden beams, and a view to the outside.

16. The Stables, Wickham - a barn conversion that sleeps 2 guests in 1 bedroom

Shedfield

CHRISTOPHER S.

includes taxes & fees

24 Oct - 25 Oct

A modern kitchen with a central island, bar stools, hanging plants, and a variety of appliances.

17. Adorable 2-bedroom apartment in Southampton

Freemantle

Bethany M.

includes taxes & fees

25 Oct - 26 Oct

A living room with a dark blue sofa, a round wooden coffee table, a dining table with chairs, a large abstract painting, a round mirror, and a window with curtains.

18. Charles Hope Salisbury Centre

Salisbury

Theodros

includes taxes & fees

4 Nov - 5 Nov

A modern living room with a sofa, a dining table with chairs, a lamp, and a view through a large window.

19. Bladon Court

Basingstoke

includes taxes & fees

7 Nov - 8 Nov

A bedroom with a large bed, a sofa, a TV, and a window with blinds.

20. QE2 Loft Apartments

Southampton City Centre

kia

includes taxes & fees

20 Oct - 21 Oct

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Top Winchester Hotel Reviews

Moxy Southampton

10/10 Excellent

"Great rooms and location in the heart of city centre, helpful staff, comfy beds"

Leonardo Royal Southampton Grand Harbour

10/10 Excellent

"Great place to stay, central and easy to walj to local amenities and the ferry dock. The breakfast service was great with greay staff. Late dinner choices were very limited for if you are vegan.However there are pleanty of local resturants with these choices."

The Winchester Hotel & Spa

10/10 Excellent

"We had a lovely stay, arrived early but room was ready so able to check in. Used the Spa for a few hours, was very clean and well maintained. Hotel is in an ideal location for walking into town and car parking ample, though you do have to pay £10 for 24 hours. Breakfast good, continually replenishing as very busy. Staff very friendly and helpful."

Find out more about Winchester

Everything you need to know about Winchester holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Winchester holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search.

Winchester holiday 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 months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Winchester holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Winchester holiday rentals we have selected for you start as low as AU$84 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Winchester rentals

At Expedia, we put the best Winchester holiday 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 holiday.

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.

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Southampton Holiday Rentals

Frequently asked questions

Can I find holiday rentals in Winchester?

Yes, there are holiday rentals in Winchester close to Winchester Science Centre and Planetarium, or you can select 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 holiday rentals that Winchester has to offer?

Unique waterside home in stunning location.: This holiday home rental outside of Winchester is located on the waterfront, and has a balcony, a garden and laundry facilities to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

How many holiday rentals are there in Winchester?

Expedia has 37 holiday 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 the family-friendly sights, whereas cultural attractions include Great Hall and Theatre Royal Winchester. While in the area, you can also visit popular places such as Southampton Cruise Terminal and New Forest National Park.

What’s a holiday rental in Winchester like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Winchester. Holiday rentals feature amenities such as WiFi and washers and dryers so you'll feel just like you're at home. If you're concerned about a clean environment, a holiday rental can offer a sense of seclusion away from shared hotel lifts and busy reception areas while still allowing you the experience of travel. You'll also get more space in a holiday rental than in a standard hotel, which makes a holiday rental a great choice for a small group gathering.

Winchester Holiday Rentals

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Treat yourself

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Check prices for these dates

Our top choices for Winchester holiday rentals

1. Settle Winchester

2. Winchester Wessex Hotel by Sunday Twin Room

3. Garden room, central Winchester – self-contained, kitchenette & parking

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

5. Aethelred Annexe - New Build with Full Amenities

6. Escape to Boscobel: Enjoy a Cosy 1 Bed Apartment with Free Parking

7. Winchester City Centre Flat/Sleeps 6/Free Parking

8. Calm 1 Bed Apartment with Parking, Winchester by At Hem

9. Second Nature Southampton

10. 4 Bedrooms - The Family Haven With Parking Near Airport

11. Settle Southampton

12. Stone Circle Glamping

13. The Riley Stable- Cozy Getaway

14. Perfect 2-bedroom house, Albert cottage with WiFi in charming Southampton

15. Wigwam Holidays Cabin With Ensuite without Pergola

16. The Stables, Wickham - a barn conversion that sleeps 2 guests in 1 bedroom

17. Adorable 2-bedroom apartment in Southampton

18. Charles Hope Salisbury Centre

19. Bladon Court

20. QE2 Loft Apartments

Find holiday rentals that suit your style

Top Winchester Hotel Reviews

Moxy Southampton

Find out more about Winchester

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