Winchester Vacation Rentals

Vacation Rentals in Winchester

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 $104
$124 total
includes taxes & fees
Jun 2 - Jun 3
Two Bare Feet
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
Front of property
room2 Southampton Hometel
4.0 star property
9.6 out of 10, Exceptional, (780)
"Beautiful views of the park/water. WhatsApp communication was unsuccessful however the atmosphere, staff and surrounding areas made it a worthwhile stay. "
The price is $111
$133 total
includes taxes & fees
May 27 - May 28
room2 Southampton Hometel
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Studio, 1 Queen Bed | Private kitchen | Fridge, microwave, stovetop, dishwasher
Peartree Serviced Apartments
3.5 star property
9.6 out of 10, Exceptional, (219)
"Really lovely apartment, everything we needed for one overnight stay. Highly recommended "
The price is $128
$154 total
includes taxes & fees
Jun 20 - Jun 21
Peartree Serviced Apartments
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
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
Dining
Southsea Stays
7.6 out of 10, Good, (5)
"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 $67
$80 total
includes taxes & fees
May 23 - May 24
Southsea Stays
Cottage, 1 Bedroom (Dormouse) | Terrace/patio
Hazelhurst Farm
4.5 star property
9.6 out of 10, Exceptional, (45)
"Cute and stylish cottage (we were in the Milking Parlour), easy to find and good location. Cosy for a few days for a couple but the outside space a bit disappointing. Inside the cottage is pretty much exactly as per the photos. It's stylish and cleverly designed for multi-functional self-catering. Even has a dishwasher! Some tea, coffee beans, sugar, milk and olive oil kindly provided. The smart home features for air-con, heating, radio etc take getting used to but are effective. Could do with...
Hazelhurst Farm
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 $68
$81 total
includes taxes & fees
May 23 - May 24
Portsmouth Stays
Beach
Idyllic cottage in the heart of the New Forest National Park
9.8 out of 10, Exceptional, (180)
"2nd visit this year we love it Absolutely perfect for us and the dog So clean and everything we needed Easy to walk into Burley Going to try and see if we can squeeze one more visit in this year !"
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
'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
Apartment | Private kitchen | Fridge, microwave, oven, stovetop
Charles Hope Apartments Southampton
3.5 star property
5.8 out of 10, (6)
"The apartment is in a great location and the info you receive is thorough. Make sure you ask for parking though as it is limited. The apartment was very clean. Our door lock came loose and they helped us within 30 minutes which was really good. The only negatives were that the windows are so thin in places you can hear the traffic and the mattresses were a bit firm for us but if we were in Southampton we would definitely book here again. Great customer service and the space is perfect. "
The price is $175
$210 total
includes taxes & fees
May 28 - May 29
Charles Hope Apartments Southampton
Deluxe Room, 1 King Bed | Premium bedding, Select Comfort beds, desk, laptop workspace
Pinnacle Suites
3.0 star property
Pinnacle Suites
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 $128
$154 total
includes taxes & fees
May 28 - May 29
Southampton Waterside by Charles Hope
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 $228
$309 total
includes taxes & fees
May 28 - May 29
Yacht ‘X’ - 44 foot modern yacht on 5 star Marina
Tranquil Cottage in this Quiet Corner of The New Forest.
9.8 out of 10, Exceptional, (234)
"Nice cosy little cottage recommended"
Tranquil Cottage in this Quiet Corner of The New Forest.
Smart TV, stereo
Superyacht on 5* Ocean Village Marina, Southampton
The price is $304
$403 total
includes taxes & fees
Jun 13 - Jun 14
Superyacht on 5* Ocean Village Marina, Southampton
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!
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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.

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

Exterior
The Winchester Hotel & Spa
4.0 star property
8.2 out of 10, Very Good, (1003)
"Clean and friendly property. Near enough walk into town but uphill on the way back."
The price is $107
$129 total
includes taxes & fees
Jun 9 - Jun 10
The Winchester Hotel & Spa
Lobby sitting area
Norton Park Hotel, Spa & Manor House
4.0 star property
8.0 out of 10, Very Good, (1001)
"Unfortunately we arrived the day after the hotel had been full by a large group and the staff had great difficulty in catching up, rooms delayed, breakfast a bit of a mess up, this is the third stay at this hotel, previously excellent."
The price is $91
$109 total
includes taxes & fees
Jun 9 - Jun 10
Norton Park Hotel, Spa & Manor House
Daily buffet breakfast (GBP 13.00 per person)
Winchester Royal Hotel
4.0 star property
8.2 out of 10, Very Good, (1000)
"Lovely, comfortable and clean room with a wonderful bed and blessings. We had a huge freestanding tub but used the shower stall which was a wonderful shower. Teapot and coffee cups was nice. The garden is a great spot to sit and relax and enjoy a beverage from their bar. No elevator but that’s expected in an older building. Great location for a nice stroll to the cathedral and many restaurants. Easy 10 min downhill walk from the train station so request a taxi the night before needed to return...
The price is $85
$102 total
includes taxes & fees
Jun 16 - Jun 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 $67 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 40 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

Leonardo Royal Southampton Grand Harbour

Leonardo Royal Southampton Grand Harbour

5/5 Excellent
Port of Southampton visit
"We were grateful, through inquiry of our local cousin, to receive a room upgrade with a balcony and view making our experience all the more special. It was easy to be satisfied because of the care and attention received from staff. They were friendly, warm and responsive. It’s very easy to say we would stay here again on a return trip"
A verified traveler stayed at Leonardo Royal Southampton Grand Harbour
Posted 1 day ago
Leonardo Royal Southampton Grand Harbour