Winchester Holiday Rentals from €59: Search Short-Term Rentals

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Our top choices for Winchester holiday rentals

1. Settle Winchester

Winchester

includes taxes & fees

16 Aug - 17 Aug

2. Rivergem - Riverside Coach House

Winchester

includes taxes & fees

14 Aug - 15 Aug

3. Squirrel's Leap

Winchester

includes taxes & fees

20 Aug - 21 Aug

4. Beddoe Apartments

Eastleigh

Alan

includes taxes & fees

23 Aug - 24 Aug

5. Barley Cottage

Alresford

includes taxes & fees

7 Sept - 8 Sept

6. The Riley Stable- Cozy Getaway

Waterlooville

includes taxes & fees

10 Aug - 11 Aug

7. Second Nature Southampton

Southampton City Centre

Anne

includes taxes & fees

10 Aug - 11 Aug

8. Settle Southampton

Freemantle

Chris

includes taxes & fees

12 Aug - 13 Aug

9. QE2 Loft Apartments

Southampton City Centre

BRIAN

includes taxes & fees

17 Aug - 18 Aug

10. For Students Only Abodus The Walls Southampton - Campus Accommodation

Southampton City Centre

Lamel

includes taxes & fees

15 Aug - 16 Aug

11. Stone Circle Glamping

Durrington

Iris

includes taxes & fees

6 Sept - 7 Sept

12. Bladon Court

Basingstoke

includes taxes & fees

5 Sept - 6 Sept

Executive Apartment, 2 Bedrooms | Living area

13. Western Gate

Basingstoke

includes taxes & fees

25 Aug - 26 Aug

14. Bayview Apartments

Southampton City Centre

Kenne

includes taxes & fees

9 Aug - 10 Aug

15. Roslyn

Romsey

includes taxes & fees

5 Sept - 6 Sept

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

Gosport

Chris

includes taxes & fees

10 Aug - 11 Aug

17. Studio 31-Free Private Parking

Southsea

includes taxes & fees

10 Aug - 11 Aug

18. Ground-Floor Queen Bed Studio Apartment with Free Parking

Southsea

includes taxes & fees

7 Sept - 8 Sept

19. Pinnacle Suites

Cowes

Samuel

includes taxes & fees

20 Aug - 21 Aug

20. Student Only Crown Place Portsmouth

Portsmouth City Centre

Cristiana

includes taxes & fees

2 Sept - 3 Sept

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Top Winchester Hotel Reviews

Harbour Hotel Southampton

8/10 Good

"This eccentric hotel was very clean. The two onsite restaurants were both very good. The concierge staff was successful in getting us a cab to get to our cruise ship on time. The only negatives were: 1) I did not receive a response to an inquiry about cruise shuffles before our arrival and 2) guest services did not tell us that our room was at the top of a steep flight of stairs. We had to return to the front desk for a bellman and did not get our luggage for another 2 hours."

Leonardo Hotel Southampton

8/10 Good

"The staff were very helpful, the only (first world problems) issue we found was the shower - the pressure drops and you get no water and then 2 minutes later it comes back on. Our room was good, reasonably comfy. One of the bar staff was a bit snippy but the bar was very busy. Overall we would stay at This chain again."

The Crown Manor House Hotel

8/10 Good

"Great location. Staff were friendly, polite, helpful. Breakfast was nice. There’s a nice garden to relax with a drink or a bite to eat after a long day exploring the area. The only downside was the air conditioning had broken down but every room was supplied with a fan so it wasn’t a massive issue and the hotel was doing their best to fix it We would definitely recommend this hotel and will stay there again"

Holiday Inn Portsmouth by IHG

8/10 Good

"A short overnight stay. Welcome was as expected. Car park was full so we had to pay to park on the road which was annoying. Room was clean and well equipped. Shower did not drain properly so you had to wash quickly! Some aspects of the repairs/maintenance were tired and not what you would expect from a 4* stay - but perhaps standards are lower these days?!"

De Vere Wokefield Estate

8/10 Good

"The Hotel is set within the sprawling grounds which includes a wonderfully maintained golf course despite the current heatwave conditions. I was warmly greeted when checking in and got a lot of steps in getting to my room but was rewarded with a room with a view of the course and everything I needed to enjoy my stay. I used the onsite gym which had new equipment in great working condition which provided a good sweat and pump. I decided to dine elsewhere with Reading being only a few miles away. The bed was extremely comfortable and provided a well-needed night's rest with breakfast options being varied allowing for a great start to the day. The staff were very helpful and the hotel was impeccable."

voco Southampton by IHG

10/10 Excellent

"Enjoyed our pre-cruise stay at this property. The location is great and the staff was incredible. The fish and chips in the dining room was good also. We only experienced one hiccup-one of our suitcases was missing from the storage area when we went to collect it after breakfast. The staff and manager worked diligently to find it and after 45 minutes of worry, the team found it in a secondary storage area."

voco Winchester Hotel & Spa by IHG

10/10 Excellent

"Good hotel with nice amenities. The breakfast was good as was dinner. We forgot to empty our safe before check-out so we called and the front desk was so helpful. The only downside is that we needed a taxi each time we went to town as the hotel is about 4 miles away from town. Beautiful ride coming into town past the school and fields ."

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 €59 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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Things to do 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?

Beautiful 2 bedroom full-furnished semi-detached house with parking : This holiday home rental outside of Winchester is equipped with a garden, laundry facilities and WiFi to help you feel comfortable during your stay. Kitchen amenities include a dishwasher, a fridge and an oven.

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 Horsepower The Museum Of The King's Royal Hussars. 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.

Holiday Rentals in Winchester

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Check prices for these dates

Our top choices for Winchester holiday rentals

1. Settle Winchester

2. Rivergem - Riverside Coach House

3. Squirrel's Leap

4. Beddoe Apartments

5. Barley Cottage

6. The Riley Stable- Cozy Getaway

7. Second Nature Southampton

8. Settle Southampton

9. QE2 Loft Apartments

10. For Students Only Abodus The Walls Southampton - Campus Accommodation

11. Stone Circle Glamping

12. Bladon Court

13. Western Gate

14. Bayview Apartments

15. Roslyn

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

17. Studio 31-Free Private Parking

18. Ground-Floor Queen Bed Studio Apartment with Free Parking

19. Pinnacle Suites

20. Student Only Crown Place Portsmouth

Find holiday rentals that suit your style

Top Winchester Hotel Reviews

Harbour Hotel Southampton

Find out more about Winchester

Explore a world of travel with Expedia

Frequently asked questions

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