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Holiday Rentals in Winchester

"We enjoyed our stay here, walking distance to town and local shops/restaurants. Enjoyed being able to have facilities to make our own breakfast, although there is a restaurant downstairs. The shower was brilliant, water pressure was really good and the soaps provided were lovely. If we would niggle at anything it was the kettle took ages to boil, the loft bed light didn't work and the wall had some staining on it. But other than that a great night's sleep!"

includes taxes & fees

3 Feb - 4 Feb

"Really nice rooms, quiet, very close to the train station"

includes taxes & fees

9 Feb - 10 Feb

"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,...

"Place was brilliant fun. Caravan was clean and spacious. Timmy at the entertainment was definitely what tipped it over. Kids loved him. We will be back. "

"There was plenty of space for 13 of us, the rooms were lovely and the games room was a god-send due to the weather!"

"The apartment was perfect for me to spend time with my little girl"

includes taxes & fees

9 Feb - 10 Feb

"We had a family weekend in the New Forest. This was a lovely property with a gorgeous outdoor space in a fab location. The hosta were incredibly helpful and we're very communicative. We enjoyed out stay and I was surprised withe the amenities and everything there was there. We would definitely recommend this property and the hosts."

"This property was so clean and well presented. There was a lot of thought gone into supplying everything we needed.We would highly recommend this cottage it is absolutely fantastic ."

"Great place to stay-and perfect location in the centre of Cowes. You’ll not keep me away!"

includes taxes & fees

9 Feb - 10 Feb

"Six of us stayed here for a weekend, each of us were immensely impressed. Expectations were already high on account of the professional contacts with the property managers beforehand and the quality of the digital literature they provided to prepare us for our stay. But the premises more than met these expectations. The place has real charm and character yet is filled with state-of-the-art gadgetry and impressive inspiration that was user-friendly. We were never confused by anything that...

"A family break away to celebrate birthdays. A great house for all ages with 7 bedrooms and 7 bathrooms. Lovely new kitchen and enclosed rear garden. Great for dog! Lovely and clean and very warm on the cold winder days. "

includes taxes & fees

8 Feb - 9 Feb

"We had a lovely stay. The location is great, in the woods along a quiet lane. Very quiet. Connected to nature. The cottage is very small but nice and cosy and great for two people. Bed is comfy. Shower is great. And a shed to keep bikes. All good. Will come again!"

"A lot of space, good rooms, clean and overall a good experience. Communication with leasing company great. The apartment had everyrhing we needed, and then some. Highly recommended."

"A lovely place to stay with lots of unexpected little extras to make us comfortable and welcome. In a great location. "

"My adult grandchildren loved it. Perfect for chilling out. "

includes taxes & fees

9 Feb - 10 Feb

"The property met all our needs. There were downstairs bedrooms for grandparents, an excellent games room for the children and adults, an extra long dining table so we could all eat together an lovely garden. It was very clean. The kitchen was very well equipped and had everything we needed. Location was good, very close to supermarkets and walking distance to harbour. Parking for 4 cars. We had good communication and were clear of the process. We were met by Steve at the property who showed us...

includes taxes & fees

24 Feb - 25 Feb

"We staye rooms were all lovely clean the puand comfortable. The pull lut bed in the singke room "

"When I booked my accommodation I specifically asked for a quiet location and was allocated apartment 4 on the ground floor. This is a small but very well equipped room with an ensuite and was fine for my 6 nights stay On arrival, there were a few teething problems but the staff (via phone calls)were absolutely brilliant with their help and patience for which I was extremely grateful. The Madison is about a 20 mins walk from the station and the location is quiet and safe. There are no immediate...

"This boat was immaculately maintained. Extremely clean, comfortable and Steve was very patient as we arrived late. Sorry about that!"

includes taxes & fees

9 Feb - 10 Feb

includes taxes & fees

9 Feb - 10 Feb

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"This hotel is excellent. All staff were friendly and welcoming. Food was above average quality and beautifully presented. I recommend if visiting W"

includes taxes & fees

4 Feb - 5 Feb

"Would have liked more lighting on the drive way as arrived in the dark "

includes taxes & fees

2 Feb - 3 Feb

Desk, soundproofing, iron/ironing board, free cots/infant beds

"Was really happy with our stay and would definitely stay there again. Breakfast was perfect . Only gripe if anything we had a constant buzz/vibration sound in our room which I mentioned to reception. And the sealant around the bath could do with some attention. But overall really good."

includes taxes & fees

17 Feb - 18 Feb

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 €70 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.

Recent reviews of Winchester properties

5/5 Excellent

"Great stay "

A verified traveller stayed at The Langstone Quays

Posted 1 day ago

Holiday Inn Express Portsmouth - Gunwharf Quays, an IHG Hotel

5/5 Excellent

"Overall we had an excellent stay, fantastic location centra to outlet, dock yards, restaurants, Spinnaker tower and the ferry to IOW. On the first night we when we got to the room we noticed some dry paint shavings that had fallen from the ceiling to the floor, staff were happy to love us to another room and apologised. Wayne in particular was extremely helpful and friendly as were the other front of house and manager. Car parking was in gunwharf quays. For breakfast you’re allowed to take away food in brown bags or while paper boxes which was helpful. The rooms are standard with a clean kettle and bed but we loved our stay. Would recommend. "

A verified traveller stayed at Holiday Inn Express Portsmouth - Gunwharf Quays, an IHG Hotel

Posted 5 days ago

Holiday Inn Express Southampton M27 Jct7, an IHG Hotel

5/5 Excellent

West Express

"Great location for exploring southampton and area. Next to many retail outlets and food places we went local Southampton Arms 2 mins away really good . Hotel clean spacious with friendly staff who were informative and professional breakfast was spot on and great start to the day. Price inc brekky was well worth it "

A verified traveller stayed at Holiday Inn Express Southampton M27 Jct7, an IHG Hotel

Posted 5 days ago

5/5 Excellent

"Was really happy with our stay and would definitely stay there again. Breakfast was perfect . Only gripe if anything we had a constant buzz/vibration sound in our room which I mentioned to reception. And the sealant around the bath could do with some attention. But overall really good."

A verified traveller stayed at Mercure Wessex Winchester Hotel

Posted 6 days ago

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?

MANSION WITH SWIMMING POOL, GAMES ROOM, SEA VIEWS, SANDY BEACHES 2 MINS WALK: This holiday home rental outside Winchester is located on a lake, and has a patio, a terrace and a BBQ to put you at ease in your new surroundings. It has 9 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games.

How many holiday rentals are there in Winchester?

Expedia has 37 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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Holiday Rentals in Winchester

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Check prices for these dates

Holiday Rentals in Winchester

room2 Southampton Hometel

room2 Southampton Hometel

Peartree Serviced Apartments

Peartree Serviced Apartments

Large cottage Amazing location! Family group or friends up to 22 people!

Large cottage Amazing location! Family group or friends up to 22 people!

Mill Rythe Coastal Village

Mill Rythe Coastal Village

MANSION WITH SWIMMING POOL, GAMES ROOM, SEA VIEWS, SANDY BEACHES 2 MINS WALK

MANSION WITH SWIMMING POOL, GAMES ROOM, SEA VIEWS, SANDY BEACHES 2 MINS WALK

City centre apartment - flat 3

City centre apartment - flat 3

New Forest house with large garden, near sea. Perfect for families with children

New Forest house with large garden, near sea. Perfect for families with children

Idyllic cottage in the heart of the New Forest National Park

Idyllic cottage in the heart of the New Forest National Park

Pinnacle Suites

Pinnacle Suites

Luxury home in the New Forest featuring a year-round heated swimming pool.

Luxury home in the New Forest featuring a year-round heated swimming pool.

Bury Villa - sleeping 18 guests

Bury Villa - sleeping 18 guests

Tranquil Cottage in this Quiet Corner of The New Forest.

Tranquil Cottage in this Quiet Corner of The New Forest.

Southampton Serviced Apartment

Southampton Serviced Apartment

Paws a While! caravan with uninterrupted views of Solent and direct beach access

Paws a While! caravan with uninterrupted views of Solent and direct beach access

Superyacht on 5* Ocean Village Marina, Southampton

Superyacht on 5* Ocean Village Marina, Southampton

Dairy House - a house that sleeps 16 guests in 7 bedrooms

Dairy House - a house that sleeps 16 guests in 7 bedrooms

An Idyllic, Family- Friendly Cottage On A Private Estate In Burley

An Idyllic, Family- Friendly Cottage On A Private Estate In Burley

The Madison

The Madison

40 foot luxury yacht on 5* Ocean Village Marina

40 foot luxury yacht on 5* Ocean Village Marina

Romantic Swiss Cabin Hideaway & Hot Tub Spa Pool

Romantic Swiss Cabin Hideaway & Hot Tub Spa Pool

Other types of properties in Winchester you may be interested in

The Winchester Hotel & Spa

The Winchester Hotel & Spa

Norton Park Hotel, Spa & Manor House

Norton Park Hotel, Spa & Manor House

Mercure Wessex Winchester Hotel

Mercure Wessex Winchester Hotel

Find out more about Winchester

Find out more about Winchester

Recent reviews of Winchester properties

Recent reviews of Winchester properties

The Langstone Quays

Explore a world of travel with Expedia

Explore a world of travel with Expedia

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