Winchester Vacation Rentals

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Vacation Rentals in Winchester

Two Bare Feet
Flat-screen TV
Two Bare Feet
3.5 star property
9.2 out of 10, Wonderful, (32)
"Thoroughly enjoyed the independence that Two Bare Feet gave me Staying in conventional hotels around the country can become a chore. Its location with its five minute walk into the city centre makes it ideal The facilities and cleanliness were second to none. Only thing to let it down is the lack of property parking but overnight parking is around £7.30 a night and is an inconvenience not ideal for everyone. That said I would recommend it and would certainly stay there again Many thanks again...
The price is $102
$123 total
includes taxes & fees
May 1 - May 2
Two Bare Feet
Beautifully Converted 17th C Grade II Stables/Coach House/Barn In Quiet Location
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
room2 Southampton Hometel
Front of property
room2 Southampton Hometel
4.0 star property
9.6 out of 10, Exceptional, (763)
"The decor was original and imaginative. Marine theme. Loved it. Staff were friendly and helpful. Nothing to not like."
The price is $89
$107 total
includes taxes & fees
May 6 - May 7
room2 Southampton Hometel
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Peartree Serviced Apartments
Studio, 1 Queen Bed | Private kitchen | Fridge, microwave, stovetop, dishwasher
Peartree Serviced Apartments
3.5 star property
9.6 out of 10, Exceptional, (217)
"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 $152
$183 total
includes taxes & fees
May 15 - May 16
Peartree Serviced Apartments
Mill Rythe Coastal Village
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
Southsea Stays
Dining
Southsea Stays
8.0 out of 10, Very Good, (4)
"Just a stop over for a wedding, host was very hellful when I realised I made a mistake on the booking and sorted for me without any hassle "
The price is $66
$79 total
includes taxes & fees
May 1 - May 2
Southsea Stays
Southampton Serviced Apartment
View from room
Southampton Serviced Apartment
4.0 star property
8.4 out of 10, Very Good, (148)
"Comfortable apartment with lift and free parking "
Southampton Serviced Apartment
Portsmouth Stays
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 $69
$83 total
includes taxes & fees
May 1 - May 2
Portsmouth Stays
'The Haven' a luxury apartment close to the Meon Shore coast.
Beach nearby
'The Haven' a luxury apartment close to the Meon Shore coast.
10.0 out of 10, Exceptional, (199)
"It is a lovely property. We are able to park outside and as soon as you walk in a lovely smell and so clean, warm and welcoming. It is ideal for us as family and friends are just around the corner and the hosts are lovely too."
'The Haven' a luxury apartment close to the Meon Shore coast.
Bright and light 3 bedroom house central Southampton
Private kitchen
Bright and light 3 bedroom house central Southampton
The price is $126
$172 total
includes taxes & fees
May 1 - May 2
Bright and light 3 bedroom house central Southampton
Charles Hope Apartments Southampton
Apartment | Private kitchen | Fridge, microwave, oven, stovetop
Charles Hope Apartments Southampton
3.5 star property
5.8 out of 10, (6)
"Found it very hard to get into property had to call operator a number of times for help, then could not get into flat again needed assistance. Flat door would not lock in the mornings as code would not work so had to take my luggage with me every morning, ( 3 days ) would not stay here again. "
The price is $172
$206 total
includes taxes & fees
May 7 - May 8
Charles Hope Apartments Southampton
MANSION WITH SWIMMING POOL, GAMES ROOM, SEA VIEWS, SANDY BEACHES 2 MINS WALK
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
Pinnacle Suites
Deluxe Room, 1 King Bed | Premium bedding, Select Comfort beds, desk, laptop workspace
Pinnacle Suites
3.0 star property
Pinnacle Suites
Idyllic cottage in the heart of the New Forest National Park
Beach
Idyllic cottage in the heart of the New Forest National Park
9.8 out of 10, Exceptional, (177)
"A lovely feeling as soon as you walk in the door. A very welcoming, comfortable and pristine house. Great, secure garden and a perfect location, 5 minutes walk from Burley village where you’ll find a lovely village store, pubs, gift shops and cafes. Great for forest walks. Our Springer had a permanent grin on during our stay!"
Idyllic cottage in the heart of the New Forest National Park
Hazelhurst Farm
Cottage, 1 Bedroom (Dormouse) | Terrace/patio
Hazelhurst Farm
4.5 star property
9.6 out of 10, Exceptional, (44)
"We had the most amazing time at Hazelhurst farm, the accommodation was amazing. It was clean, the beds were comfy and the added extras just made our stay extra special. Hayley was lovely and really went the extra mile to make sure we enjoyed our stay. Thank you again, we will be back!"
Hazelhurst Farm
An Idyllic, Family- Friendly Cottage On A Private Estate In Burley
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
Yacht ‘X’ - 44 foot modern yacht on 5 star Marina
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 $225
$307 total
includes taxes & fees
May 1 - May 2
Yacht ‘X’ - 44 foot modern yacht on 5 star Marina
Superyacht on 5* Ocean Village Marina, Southampton
Smart TV, stereo
Superyacht on 5* Ocean Village Marina, Southampton
The price is $300
$399 total
includes taxes & fees
May 1 - May 2
Superyacht on 5* Ocean Village Marina, Southampton
Large cottage Amazing location! Family group or friends up to 24 people!
Beach
Large cottage Amazing location! Family group or friends up to 24 people!
7.6 out of 10, Good, (4)
"This property is not 'posh' but it is absolutely perfect for a large family or group gathering. There is masses of space for cooking, eating and socialising and sitting outdoors. The setting of the cottage is second to none - surrounded by the fabulous New Forest and the giant redwoods of the Rhinefield Ornamental Drive. There are lots of walking and cycling trails immediately accessible from the property. We took our youngsters out on a dusk walk on the first night we arrived and they saw deer,...
Large cottage Amazing location! Family group or friends up to 24 people!
Southampton Waterside by Charles Hope
Flat-screen TV
Southampton Waterside by Charles Hope
3.0 star property
6.0 out of 10, (2)
"I arrived and the boiler was not working. They weren't able to help. (they don't have anybody on site of the property ever. I had to try myself.) I then had to wait for 5 DAYS expecting and being told each day that an engineer would come to fix it. Nobody ever came. Whilst I had to wait in the apartment throughout that time for somebody to come, expecting someone to. But they kept breaking their word. I've honestly never met a company less bothered about their property not having working heating...
The price is $142
$170 total
includes taxes & fees
May 3 - May 4
Southampton Waterside by Charles Hope
Don't see what you're looking for?
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.

Winchester Vacation Rental Travel Info

Number of vacation rentals
17
Popular accommodation
Winchester private vacation homes
Known landmarks
Winchester Cathedral, Marwell Zoo and Winchester Science Centre and Planetarium

Other types of properties in Winchester you may be interested in

The Winchester Hotel & Spa
Exterior
The Winchester Hotel & Spa
4.0 star property
8.2 out of 10, Very Good, (1000)
"The one problem was the check in time. 3 p.m. suits car drivers but not train travellers , they have to carry suitcases around for some time if they if they arrive earlier."
The price is $106
$127 total
includes taxes & fees
May 16 - May 17
The Winchester Hotel & Spa
Norton Park Hotel, Spa & Manor House
Lobby sitting area
Norton Park Hotel, Spa & Manor House
4.0 star property
8.0 out of 10, Very Good, (1000)
"Stay absolutely amazing from start to finish, staff very friendly, surroundings and views fantastic. Pool and features were great. Left me a voucher in my riom for a free drink at the bar because it was my birthday. Will definitely be back. Only gripe could have had more options on the breakfast choice (eggs). But a "
The price is $96
$116 total
includes taxes & fees
May 5 - May 6
Norton Park Hotel, Spa & Manor House
Winchester Royal Hotel
Daily buffet breakfast (GBP 13.00 per person)
Winchester Royal Hotel
4.0 star property
8.2 out of 10, Very Good, (1000)
"Excellent "
The price is $80
$96 total
includes taxes & fees
May 16 - May 17
Winchester Royal Hotel
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.

Everything you need to know about Winchester vacation rentals

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

Winchester vacation 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 low season months. For more hustle and bustle, you may prefer to visit Winchester in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $66 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Winchester rentals

At Expedia, we put the best Winchester vacation 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 vacation.

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.

Frequently asked questions

Can I find vacation rentals in Winchester?

Yes, we give you a choice of vacation rentals in Winchester close to Winchester Science Centre and Planetarium, or you can go with 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 vacation home rentals in Winchester?

Two Bare Feet: Visitors give good reviews to this Winchester vacation home rental, which is equipped with a terrace, free WiFi, and a TV to help you feel comfortable during your stay.

How many vacation rentals are there in Winchester?

Expedia has 41 vacation 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 family-friendly sights, whereas cultural attractions include Great Hall and Jane Austen's House. While in the area, you can also visit popular places like Southampton Cruise Terminal and Paultons Family Theme Park - Home of Peppa Pig World.

What’s a vacation rental in Winchester like?

A vacation rental is a private property where you can stay for several days or longer in Winchester. Vacation rentals feature amenities such as patios, hot tubs, and fire pits so you'll have everything you want. If you're concerned about cleanliness, vacation rentals can provide a sense of safety away from shared hotel elevators and bustling concierge desks while still allowing you the excitement and enjoyment of travel. You'll also get more space in a vacation rental than in a hotel, which makes a vacation rental a popular choice for a family getaway.

Recent reviews of Winchester properties
Expedia verified reviews

Harbour Hotel Southampton

Harbour Hotel Southampton

5/5 Excellent
Fantastic Stay
"Lovely hotel overlooking the marina in Ocean Village, room was spacious and very comfortable with everything a visitor needs, bathroom also well fitted with a choice of a bath or over bath rainfall shower. Shops, restaurants and bars close by so perfect for our overnight after our cruise. Shuttle service from the cruise terminal to the hotel very welcome and efficient. Food and service in the 6th floor restaurant good with a super view of the marina."
A verified traveler stayed at Harbour Hotel Southampton
Posted 1 day ago
Harbour Hotel Southampton