Holiday Rentals Winchester from £52: Find Short-Term Rentals & Holiday Accommodations

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

In three months

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

includes taxes & fees

6 Sept - 7 Sept

A bedroom with a bed, bedside tables, a radiator, a window with a view, and a chandelier.

2. Clifton Lodge

Winchester

includes taxes & fees

7 Sept - 8 Sept

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

20 Sept - 21 Sept

A modern living room with a white radiator, a white chair, a large window with curtains, and a wall-mounted TV displaying 'NETFLIX'.

4. The Porterhouse - Residence I

Winchester City Center

includes taxes & fees

3 Sept - 4 Sept

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

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

Hampshire

includes taxes & fees

27 Sept - 28 Sept

A hotel lobby with a staircase, a reception desk, and a wall of stained glass windows.

6. Sunday Winchester Wessex Cathedral Hotel | Twin

Winchester

Hayden

includes taxes & fees

1 Oct - 2 Oct

A modern kitchen with a central island, pendant lights, and a dining area with a table and chairs.

7. Lovely 2BR Cottage Spacious with Garden

Winchester City Center

barbara

includes taxes & fees

11 Sept - 12 Sept

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

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

Winchester

Nicola H.

includes taxes & fees

7 Sept - 8 Sept

9. The Porterhouse - Residence II

Winchester City Center

includes taxes & fees

6 Sept - 7 Sept

A canal with a wooden fence and a large terracotta pot with flowers.

10. Rivergem - Riverside Coach House

Winchester

includes taxes & fees

6 Sept - 7 Sept

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

27 Sept - 28 Sept

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

12. Stone Circle Glamping

Durrington

Darnell

includes taxes & fees

3 Sept - 4 Sept

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

13. Second Nature Southampton

Southampton City Centre

Shelly

includes taxes & fees

7 Sept - 8 Sept

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

14. The Riley Stable- Cozy Getaway

Waterlooville

includes taxes & fees

10 Sept - 11 Sept

A historic stone building with a round tower and a rectangular structure with arched windows.

15. Beddoe Apartments

Eastleigh

Alan

includes taxes & fees

4 Sept - 5 Sept

A bedroom with two beds, a nightstand with a lamp, and wall art.

16. Ground-Floor Family Studio Apartment with Double and Single Beds – Free Parking

Gosport

Chris

includes taxes & fees

4 Sept - 5 Sept

A hotel room with a bed, a sofa, a small table, and a lamp.

17. Studio 24-Free Private Parking

Southsea

includes taxes & fees

4 Sept - 5 Sept

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

18. QE2 Loft Apartments

Southampton City Centre

BRIAN

includes taxes & fees

13 Sept - 14 Sept

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

19. 3 Bedrooms house ideal for long Stays!

Southampton

Michael R.

includes taxes & fees

9 Sept - 10 Sept

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

20. Bladon Court

Basingstoke

includes taxes & fees

18 Sept - 19 Sept

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Top Winchester Hotel Reviews

De Vere Wokefield Estate

8/10 Good

"The Hotel is really nice....especially the Mansion part where our room was. The breakfast is amazing ....so much choice. We had an evening meal in The View restaurant both our meals were excellent. Drinks are very pricey !! Even bottled water !! The whole Hotel is extremely .Wwould definayely stay again lean & well maintained in every area"

The Crown Manor House Hotel

8/10 Good

"The hotel is a really nice old quaint building nestled in Lyndhurst. The staff are all really helpful and friendly, a special mention for the lovely Eila, I'm sorry if I spelt that wrong, she's a very pretty and happy Ukrainian lady working in the restaurant, and also to the mixologist behind the bar who was excellent in her job. The rooms are clean and well maintained, my only criticism is that they could have shaving mirrors in the bathrooms, they're quite dimly lit, and the only mirror is set back from the sink, so unless you have 20/20 vision it's a bit of a struggle shaving. The bar and restaurant areas are very welcoming, there's a lounge area and a library area, which both have a bit of a doctor's waiting room atmosphere, they could do with some stools at the bar, it's a much nicer place to have a drink and a chat with the staff , there's just a bit more atmosphere there as opposed to the other two rooms to sit with your drink. The breakfast is nice, it's not award winning, but there's enough choice for everyone. The food in the main restaurant in the evening is very overpriced for what you get, over £20.00 for a small gammon steak, and then a few more pounds to have chips with it. The fish and chips tasted of nothing, overall the food was bland and expensive with small portions. My entire stay was lovely apart from the dinners, but there's plenty of options in the high street for dinner, I'd definitely stay there 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, apart-hotels, 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 £52 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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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 39 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.

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Check prices for these dates

Our top choices for Winchester holiday rentals

1. Settle Winchester

2. Clifton Lodge

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

4. The Porterhouse - Residence I

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

6. Sunday Winchester Wessex Cathedral Hotel | Twin

7. Lovely 2BR Cottage Spacious with Garden

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

9. The Porterhouse - Residence II

10. Rivergem - Riverside Coach House

11. Settle Southampton

12. Stone Circle Glamping

13. Second Nature Southampton

14. The Riley Stable- Cozy Getaway

15. Beddoe Apartments

16. Ground-Floor Family Studio Apartment with Double and Single Beds – Free Parking

17. Studio 24-Free Private Parking

18. QE2 Loft Apartments

19. 3 Bedrooms house ideal for long Stays!

20. Bladon Court

Find holiday rentals that suit your style

Top Winchester Hotel Reviews

De Vere Wokefield Estate

Find out more about Winchester

Explore a world of travel with Expedia

Frequently asked questions

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