Winchester Holiday Rentals

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Holiday Rentals in Winchester

Superior Double Room, Shared Bathroom
Portsmouth Stays
2.0 star property
10.0 out of 10, Exceptional, (1)
"I have enjoyed my short stay at the property, newly refurbished, clean and a luxurious bathroom and lounge/dining area. Kettle would do better with a descaling though. Surrounding area very poor but overall safe."
The price is NZ$133
per night
17 May - 18 May
Portsmouth Stays
Beach nearby
'The Haven' a luxury apartment close to the Meon Shore coast.
10.0 out of 10, Exceptional, (200)
"We needed a place to stay while moving house and found The Haven to be spacious and comfortable. It had everything we needed, including very pleasant hosts. Would not hesitate to recommend and would stay again. Thank you, Trudy and Dean."
'The Haven' a luxury apartment close to the Meon Shore coast.
Fridge, microwave, oven, stovetop
An Idyllic, Family- Friendly Cottage On A Private Estate In Burley
10.0 out of 10, Exceptional, (52)
"aaa"
An Idyllic, Family- Friendly Cottage On A Private Estate In Burley
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Aerial view
Seaside cottage with beautiful views - New Forest
10.0 out of 10, Exceptional, (2)
"We had a lovely couple of days in this house. It is close to Calshot Activity Centre. This enabled us to carry out physical activities and spend quality time together. The house was perfect for our needs and the hot tub was amazing."
Seaside cottage with beautiful views - New Forest
Property grounds
Yacht ‘X’ - 44 foot modern yacht on 5 star Marina
10.0 out of 10, Exceptional, (2)
"Great place to stay, space is so well thought out and the handover is so informative. Local knowledge of area also advised which is really helpful. Would definitely stay again"
The price is NZ$503
per night
19 May - 20 May
Yacht ‘X’ - 44 foot modern yacht on 5 star Marina
Property grounds
Large New Forest Shepherds Hut and Scandinavian Hot Tub with hydro massager <br><br>
10.0 out of 10, Exceptional, (43)
"We enjoyed our stay. The hut is well equipped and had the weather been warmer we could have benifitted from the outside space. We felt they needed to think about slightly better storage and the couch/ bunk beds were probably six inches too high for comfort. The fold away table was also poor although it served a purpose. The hut had a slightly tired feel and would benefit from some upgrading - television for example."
Large New Forest Shepherds Hut and Scandinavian Hot Tub with hydro massager <br><br>
Exterior
Beautifully Converted 17th C Grade II Stables/Coach House/Barn In Quiet Location
9.8 out of 10, Exceptional, (139)
"My wife and I enjoyed our stay. We enjoyed Twyford and nearby Winchester the most during our holiday. The barn is also well positioned to a wonderful trail head. We traveled all over southern England from the barn. We highly recommend."
Beautifully Converted 17th C Grade II Stables/Coach House/Barn In Quiet Location
Beach
Idyllic cottage in the heart of the New Forest National Park
9.8 out of 10, Exceptional, (179)
"If you love long walks, great pubs within walking distance (highly recommend the White Buck btw,) awesome food, great beer and lots peace and tranquility, this cottage is perfect for you. As always (this was our 4th visit,) the cottage is absolutely spotlessly clean, well equipped with every piece kitchen equipment you need, TVs in every room with full access to Netflix / Freeview as well as games etc. for rainy days. The secure garden is perfect for dogs and of course you have the forest on...
Idyllic cottage in the heart of the New Forest National Park
Beach nearby, sun-loungers
MANSION WITH SWIMMING POOL, GAMES ROOM, SEA VIEWS, SANDY BEACHES 2 MINS WALK
9.8 out of 10, Exceptional, (58)
"We had an incredible stay here. We got lucky with the weather but the house was more than big enough for our party of 16. It was clean and tidy with great cooking facilities and the pool was lovely in 30 degrees! The owners were amazing with great communication in the run up to and during the stay and very helpful with check in. I would definitely stay here again and would highly reccomend it."
MANSION WITH SWIMMING POOL, GAMES ROOM, SEA VIEWS, SANDY BEACHES 2 MINS WALK
Beach nearby
Cowes retreat
9.8 out of 10, Exceptional, (6)
"Great location which suited us perfectly."
Cowes retreat
Tranquil Cottage in this Quiet Corner of The New Forest.
9.8 out of 10, Exceptional, (233)
"A lovely property with a secure garden for my dog and access to the owner’s garden where you can meet Tilly the friendly black lab. Richard was an exceptional host and came to say hello after check in. The location is great. Down a very quiet country lane but close to both the New Forest and the Solent."
Tranquil Cottage in this Quiet Corner of The New Forest.
Exterior
Charming 2 bedroom cottage in Lymington, very close to town, marina & sea walks
9.8 out of 10, Exceptional, (106)
"Very comfortable, clean and cozy cottage in a very convenient location. On a quiet street with parking on road outside. Great communication with property host and very easy check in. Overall a great stay and we would choose this place again."
Charming 2 bedroom cottage in Lymington, very close to town, marina & sea walks
Outdoor pool, a heated pool
Close to Peppa Pig World, New Forest and South coast
9.8 out of 10, Exceptional, (18)
"This property was spotless and well equipped. It is a bit ‘off the beaten track’, but in a lovely location and within walking distance of an excellent village shop. There is another property adjoining this one. The provision of a swimming pool enhanced this property greatly. Although we only met the host, Helen, twice she was most pleasant and helpful. Would certainly recommend this accommodation if one is looking for peace and solitude and yet it is only about 5 miles from Romsey."
Close to Peppa Pig World, New Forest and South coast
Front of property
room2 Southampton Hometel
4.0 star property
9.6 out of 10, Exceptional, (776)
"Perfect place to stay the night before our cruise. The little cafe in the lobby is charming. Our room had a kitchenette. It is within walking distance to many restaurants and the pier"
The price is NZ$205
per night
19 May - 20 May
room2 Southampton Hometel
Studio, 1 Queen Bed | Private kitchen
Peartree Serviced Apartments
3.5 star property
9.6 out of 10, Exceptional, (218)
"Lovely apartment with a continental breakfast in the kitchen when we arrived, Didn’t see any of the reception staff as we did self check in and key drop off, We would definitely stay here again "
The price is NZ$260
per night
2 Jun - 3 Jun
Peartree Serviced Apartments
Cottage, 1 Bedroom (Dormouse) | Terrace/patio
Hazelhurst Farm
4.5 star property
9.6 out of 10, Exceptional, (45)
"We had a great family stay at Hazelhurst Farm. The cottage is absolutely beautiful and fully equipped with everything we needed. The hosts (Hayley and Carl) were also super nice and helpful. We'll definitely come back "
Hazelhurst Farm
View from property
Y Knot - The New Way To Holiday
9.4 out of 10, Exceptional, (3)
"Very easy to speak with the owners of the boats and boat was spotless with a lovely welcome basket. The wash facilities in the marina were 5* and the views on the boat take any stress away. We were a party of 2 and it felt enough for below deck as the room definitely is up top. The restaurant in marina is fabulous and so are their cocktails"
The price is NZ$561
per night
21 May - 22 May
Y Knot - The New Way To Holiday
Flat-screen TV
Two Bare Feet
3.5 star property
9.2 out of 10, Wonderful, (32)
"Beautiful property with every thing you could need. Complimentary eggs butter milk bread and fruit a lovely touch and very welcome. We would highly recommend 2 bare feet. Short walk into the town centre. Absolutely perfect. 5 star."
The price is NZ$203
per night
23 May - 24 May
Two Bare Feet
Children's play area - outdoor
Mill Rythe Coastal Village
2.0 star property
9.2 out of 10, Wonderful, (31)
"Great holiday park- very well maintained and friendly, good activities for kids. Nice area, lovely accomodation. Preferred to eat out. "
Mill Rythe Coastal Village
Apartment, Private Bathroom, City View (1 Bedroom Apartment) | Miscellaneous
Seabird Apartments
3.5 star property
9.0 out of 10, Wonderful, (2)
"Apartment was great suited all our needs ,location was great parking was fine as once you get use to using permits which are included "
Seabird Apartments
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See all available properties in Winchester
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.

Other types of properties in Winchester you may be interested in

Exterior
The Winchester Hotel & Spa
4.0 star property
8.2 out of 10, Very good, (1001)
"The staff were very nice helpful from the cleaning staff to the dining staff the receptionist couldn’t do more wonderful couple of days the only downside was the gluten free bread which was disgusting "
The price is NZ$210
per night
20 May - 21 May
The Winchester Hotel & Spa
Daily buffet breakfast (GBP 13.00 per person)
Winchester Royal Hotel
4.0 star property
8.2 out of 10, Very good, (1001)
"We had a lovely stay. Beautiful walled garden for relaxing having a drink/meal. Staff were friendly and very helpful. Some of the hotel is a little tired, but they appear to be working on it. The bar was redecorated during our stay, with minimal disruption. Breakfast was adequate. We didn’t eat any other meals in the hotel, but the meals and afternoon teas being served to guests in the garden looked delicious."
The price is NZ$166
per night
16 Jun - 17 Jun
Winchester Royal Hotel
Lobby sitting area
Norton Park Hotel, Spa & Manor House
4.0 star property
8.0 out of 10, Very good, (1001)
"Hotel serving large grounds and in a very peaceful tranquil setting . Hotel very good and was able to check in early. Staff at reception very pleasant . Room ( double classic) very comfortable but picture had shown bath but not one in room ( minor detail) Sat outside the bar during the after and numerous tables composing about delay in receding food and drink . One table over 40 minutes just for drinks , food even longer . Tables not cleared , with empty glasses and plates left there for an...
The price is NZ$196
per night
23 May - 24 May
Norton Park Hotel, Spa & Manor House
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.

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Winchester holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Winchester. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Winchester. Seeing all the best attractions is bound to make you fall in love with Winchester. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Winchester short-term rentals, that won’t be hard to do.

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?

Two Bare Feet: This highly rated holiday home rental in Winchester is equipped with a terrace, free WiFi and a TV to help you feel comfortable during your stay.

How many holiday rentals are there in Winchester?

Expedia has 40 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 Jane Austen's House. While in the area, you can also visit popular places such as Southampton Cruise Terminal and Paultons Family Theme Park - Home of Peppa Pig World.

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.

Recent reviews of Winchester properties
Expedia verified reviews

Village Hotel Southampton Eastleigh

Village Hotel Southampton Eastleigh

5/5 Excellent
"It was very clean. The staff was very attentive"
A verified traveller stayed at Village Hotel Southampton Eastleigh
Posted 1 day ago
Village Hotel Southampton Eastleigh