
Apartment holiday rentals in Winchester
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Top-rated apartment rentals in Winchester
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Popular amenities for Winchester apartment rentals
Weekly apartment rentals

Historic Winchester Apartment
Perfect for a stay in Winchester—lots of space and easy access to the old town and restaurants.

10%OFF|FlashSale|Leisure|Location|Sleeps4|WiFi
Lovely stay very nice apartment stunning view

Walled garden flat by vineyard
Very well looked after, surrounded by nature loved it I would definitely come with my family next time

The Sky Penthouse, City Centre Luxury
We spent three nights at this tasteful, cosy and well-appointed apartment close to the centre of Winchester. It was spotlessly clean and had everything we needed for our stay: comfortable beds, walk-in shower, well-equipped kitchen and came with a private parking space (which we needed, although it is only a short walk to the train station for guests arriving by train). Julia was such a great host: very proactive, friendly and super-responsive. She gave us lots of helpful information about the apartment and the sights and delights of Winchester. We would happily stay again!

Coachmans Cottage
Coachman's cottage is a lovely getaway nestled in Hythe. The new forest is at your doorstep and there's several English heritage and national trust places within an hour's drive. Lots of museums nearby in other small villages and the coffee places within 20 mins drive are worth a visit.

Self Catering Ground Floor Flat
Thank you, Carol, for having us at your lovely Airbnb. It was fabulously presented. We really loved it, and all the care that you've clearly put into it to make it a very homely and welcoming place to come to. God bless you, and all who stay at your annex.

No 2 The Old School House, Winchester with parking
I had a really lovely stay here. The location couldn’t have been more convenient M&S, Tesco, great restaurants, shops, a bank, and the post office were all just a short walk away, which made everything so easy during my time here. Right after I arrived, Claire had left a sweet welcome gift, which was such a thoughtful touch. Whenever I needed anything, she was quick to respond and always helpful, almost like having a kind neighbor next door. She even provided extra things just in case I might need them, which I really appreciated. Although the place is in a central area, I was surprised by how quiet and peaceful it was. The neighbors were very respectful, and I was able to work without any noise or disturbance. The house was clean, comfortable, and felt very much like home. I was able to settle in easily and truly enjoy my stay. I’d definitely recommend this place and would love to stay again.

Fabulous Rural Retreat
We had the most amazing stay! We were made to feel really welcome, communication was quick and easy and the space itself is so gorgeous with incredible views! Highly recommend staying here, we would definitely come back. There were lovely touches to make us feel comfortable - the apple juice was delicious! Thanks so much for everything!
Private apartment rentals

Beautiful & Spacious Retreat in Winchester
This is a fabulous place to stay in Winchester. The apartment is spacious, clean, comfy and welcoming with very comfy beds in every room. Claire was really easy to communicate with and very responsive to anything we needed her for. We werent quite sure where to park on arrival (more our misunderstanding than lack of info provided) and all was sorted out with a quick direct phone call. It's approx 25 mins walk into town via the gorgeous pedestrian river path through the water meadows which was a huge and unexpected highlight of our stay. Thanks for such a fab few days.

The Beach Hut
The beach hut is a perfect retreat. It is beautifully kept and has a gorgeous private garden which goes right up to the water’s edge. It’s wonderfully located less than 5 minutes walk from the main Sandbanks beach and Rick Stein’s restaurant. The Studland chain ferry is also very close giving access to stunning Shell Bay and the wild National Trust beaches. Michele was very friendly & provided many thoughtful touches including her homemade lemon drizzle cake - sublime! I would love to return as it’s a perfect spot from which to explore this area or just to meditate on your bed with a sea view. Thanks Michele!

Castle View: Lux Apartment, Spa!Walk to River/Pubs
A joyous stay in Windsor , great help full tips , and of course the stunning apartment , nothing is left wanting , immaculate inside and of course the unique view of the castle , this is a great location five stars from us

1 Bed Apartment, sleeps up to 4, Parking, New.
Daniel’s apartment was a wonderful place to stay for a few nights to explore the maritime history of Portsmouth. The views from the apartment were outstanding. The apartment was spacious and spotlessly clean. The cohost was very helpful both at check-in and during our stay. The secure parking was a bonus if you are travelling by car. There is a small supermarket below the building for essentials. Outlet shopping across the road with all the major brands and also plenty of choices to dine overlooking the water. The train station across the road is busy and noisy until around 11pm but then it quietens. A great place to base yourself to explore Portsmouth.

Rural studio flat/apartment
This studio was absolutely lovely, stylish clean and really comfortable, we were really impressed. It made for a very relaxing stay. Would definitely come back again!

Elegant Central Henley Apartment
Absolutely gorgeous apartment in Henley-on-Thames, close to high street and river. Elliot was an exceptional host, he went above and beyond and provided pantry basics such as milk, fruit and butter which I thought was amazing as I forgot butter. The apartment was absolutely perfect our mini getaway in Henley. Would love to stay again.

Lymington Apartment with parking
We had a very enjoyable stay. Jillian was very welcoming, the parking is easy and the apartment very comfortable. The location is ideal for us just off the top of the High Street. We will be returning!

Luxury apartment with breathtaking sea views
Lovely apartment. Everything we needed. Comfortable. Loved the balcony as it gave an unhindered outlook to the bay, which we love and have visited for many years. Daughter and family in flat below so gave us a lovely family holiday. Lovely Sunday lunch at the Albion though need to make sure you have the Sunday roast menu which they forgot to give us!! All in all a great stay. Many thanks. Mike and Lecky Allwood.
Apartment rentals with a hot tub

Modern House w/Netflix + Hot Tub
Very responsive host and polite. Good location and have option of BBQ with tools. Also good equipment in the place. Good for a small quick gathering.

The Chess Suite * Jacuzzi Bath
A place I can really recommend

3Bed Garden Apt. Clifftop, sleeps 8 with Hot Tub
We had a fantastic holiday. The accommodation was superb in every way. Jemma was fantastic and really helpful. Highly recommend!!!

Seahaven in Sandbanks with Private Hottub
Very comfortable stay. Great location in Sandbanks, in a peaceful location in short walking distance to the restaurants, and access to the dog friendly beach is just across the road. The property was ideal for us, spacious, plenty of room in the lounge, kitchen areas and bedrooms, and very well equipped. Direct access to the garden was great as we had our dog with us, and the hot tub was a welcomed bonus. Leyla was super responsive, gave us all the details and attention needed. Very grateful to her. We will definitely stay again.

Stunning 3-bedroom Poolside Annexe in Winchester
A fabulous place! I stayed with my wife and two children (4 and 2) and couldn’t recommend it more. The accommodation was perfect, it’s private, quiet, clean and has everything you need. A well organised pool house, with a kitchen and clean amenities you need. The pool and hot tub was a great addition that the children loved. The house is set in a quiet residential area that was perfect for exploring Winchester and Paultons/Peppa Pig World. Stephanie and her husband were attentive, polite and communicative if we needed anything. Made the 3 nights stay very easy, enjoyable and relaxing. Highly recommend.

New Forest Hideaway
Highly recommend! The host was very friendly and welcoming. The place is peaceful, clean, and perfect for a relaxing stay. Would definitely come back!

Little Gem in Old Village - Up to 25% off ferry!
What a lovely place and lovely hosts. The bed was so comfortable we slept more than usual, unless it was the lovely relaxing hot tub that tired us. The welcome food and treats and wine was very generous and very welcome. It was a very quiet and relaxing area. We stayed for 6 nights and would highly recommended

Luxury Apartment Near Beach & Trendy Restaurants
It is pretty expensive as stays go but is a great location right by the beach, plus it was half term. The flat was clean and really well presented and v spacious! There was an issue with the sky/tv when we arrived and it was sorted really quickly and Jonathan was v helpful. We had a lovely couple of days.
Quick stats about apartment rentals in Winchester
Total rentals
70 properties
Nightly prices starting at
$50 NZD before taxes and fees
Total number of reviews
4.7K reviews
Family-friendly rentals
20 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
30 properties have a dedicated workspace
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- New Forest national park
- Bournemouth Beach
- Paultons Park Home of Peppa Pig World
- Kimmeridge Bay
- Oxford University
- Boscombe Beach
- Stonehenge
- Goodwood Motor Circuit
- Windsor Castle
- Hampton Court Palace
- Southbourne Beach
- Lower Mill Estate
- Chessington World of Adventures Resort
- West Wittering Beach
- Thorpe Park Resort
- Arundel Castle
- Highclere Castle
- Goodwood Racecourse
- RHS Garden Wisley
- Winchester Cathedral
- The Tank Museum
- Worthing Pier
- Marwell Zoo
- Highcliffe Beach