Winchester Holiday Rentals from NZ$129: 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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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

12 Nov - 13 Nov

A modern interior with a staircase, seating area, and a green wall.

2. Winchester Wessex Hotel by Sunday Twin Room

Winchester City Center

Hayden

includes taxes & fees

15 Nov - 16 Nov

A bedroom with a skylight, a bed, a dresser, a sofa, and a view of the garden through a sliding door.

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

Winchester

includes taxes & fees

19 Nov - 20 Nov

A dining table set with white plates, bowls, and cutlery, with two wine glasses and a spoon.

4. Central Winchester Apartment / Sleeps 4/ Parking

Winchester City Center

includes taxes & fees

29 Nov - 30 Nov

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

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

Winchester

Nicola H.

includes taxes & fees

15 Nov - 16 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.

6. Aethelred Annexe - New Build with Full Amenities

Winchester

Andrea W.

includes taxes & fees

15 Nov - 16 Nov

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

Winchester

Jayani

includes taxes & fees

30 Nov - 1 Dec

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

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

Hampshire

includes taxes & fees

26 Nov - 27 Nov

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

9. Second Nature Southampton

Southampton City Centre

Yahong Susan

includes taxes & fees

25 Nov - 26 Nov

A bedroom with a large bed, a nightstand, a wall-mounted lamp, and a window with blinds.

10. Southampton Serviced Apartment

Bassett

Emma

includes taxes & fees

12 Nov - 13 Nov

A kitchen counter with vegetables, a sink, and potted plants.

11. Beddoe Apartments

Eastleigh

Alan

includes taxes & fees

15 Nov - 16 Nov

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

12. 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.

13. Stone Circle Glamping

Durrington

Darnell

includes taxes & fees

12 Nov - 13 Nov

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

14. Adorable 2-bedroom apartment in Southampton

Freemantle

Bethany M.

includes taxes & fees

14 Nov - 15 Nov

A dining table set with plates, cutlery, and a glass vase with yellow flowers.

15. 3 Bedrooms house ideal for long Stays!

Southampton

Michael R.

includes taxes & fees

29 Nov - 30 Nov

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

16. QE2 Loft Apartments

Southampton City Centre

kia

includes taxes & fees

12 Nov - 13 Nov

A green RV with a fire pit and outdoor seating area, surrounded by lanterns and plants.

17. The Shack Cabin Sleeps 3 With Enclosed Garden

Waterlooville

includes taxes & fees

19 Nov - 20 Nov

A historic building with timber framing, a stone facade, and a covered passageway with purple wisteria.

18. Charming 3 bed Thatched cottage in rural village near Stockbridge Winchester.

Stockbridge

Grace O.

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.

19. Charles Hope Salisbury Centre

Salisbury

Theodros

includes taxes & fees

25 Nov - 26 Nov

20. The South Coast Snug

Fareham

Nikki

includes taxes & fees

13 Nov - 14 Nov

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Top Winchester Hotel Reviews

Days Inn by Wyndham Winchester M3

10/10 Excellent

"No concerns at all - would book again"

Norton Park Hotel, Spa & Manor House

10/10 Excellent

"This was such a great hotel for our stop while enroute from London to Stonehenge . We had a 12,13 and 14 year old with us, we arrived late but got a great meal at the bar . The rooms were brilliant and the beds great , good nights sleep was had. We loved the pool and had a good swim with the kids before an exceptional buffet breakfast - really fresh and with plenty food. We really liked the fact that there were EV chargers available. The staff were all really great and so helpful !"

Leonardo Hotel Southampton

10/10 Excellent

"Stayed here on Friday 6th November with my wife and our four children. We had a really nice stay and it was great to find somewhere that could accommodate all six of us comfortably. The parking was close by, which was really handy, and felt very safe too. Overall, we had a lovely stay and would happily recommend it to other families. Would definitely consider staying again!"

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 favorite 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 depends 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 NZ$129 per night. Entering your travel dates in the search wizard you might find 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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Activities in Winchester

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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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. Central Winchester Apartment / Sleeps 4/ Parking

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

6. Aethelred Annexe - New Build with Full Amenities

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

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

9. Second Nature Southampton

10. Southampton Serviced Apartment

11. Beddoe Apartments

12. Settle Southampton

13. Stone Circle Glamping

14. Adorable 2-bedroom apartment in Southampton

15. 3 Bedrooms house ideal for long Stays!

16. QE2 Loft Apartments

17. The Shack Cabin Sleeps 3 With Enclosed Garden

18. Charming 3 bed Thatched cottage in rural village near Stockbridge Winchester.

19. Charles Hope Salisbury Centre

20. The South Coast Snug

Find holiday rentals that suit your style

Top Winchester Hotel Reviews

Days Inn by Wyndham Winchester M3

Find out more about Winchester

Explore a world of travel with Expedia

Frequently asked questions

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