Apartment holiday rentals in City of Winchester

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Popular amenities for City of Winchester apartment rentals

Weekly apartment rentals

Guest favourite
Apartment in Winchester
4.93 out of 5 average rating, 87 reviews

Gorgeous apartment in heart of Winchester, parking

RobRating, 5 stars3 months ago
This was a great place to stay. Plenty of space, very comfortable, well located for my access to the station but also the town itself. It was a toasty space during a cold spell and easy to relax in. Provided me with just what I needed ahead of me a move!
Superhost
Apartment in Hampshire
4.71 out of 5 average rating, 17 reviews

Historic Winchester Apartment

MelissaRating, 5 stars1 month ago
Perfect for a stay in Winchester—lots of space and easy access to the old town and restaurants.
Guest favourite
Apartment in Durley
4.95 out of 5 average rating, 73 reviews

Countryside Escape: 1-bed self-contained apartment

LeanneRating, 5 stars3 weeks ago
5 stars all round! The perfect place to escape for a few days, spotlessly clean and tidy with everything you need. The balcony seating is an added bonus and a lovely place to look out over peaceful surroundings. Self-contained and private but next to the friendly owners if you need anything. Thank you for a lovely, comfortable stay!
Top Guest favourite
Apartment in Sparsholt
5 out of 5 average rating, 19 reviews

Walled garden flat by vineyard

ImogenRating, 5 stars1 month ago
We had a brilliant stay - perfect location (easy walk to Lainston) and a brilliant home-from-home base. Stunning garden - wish we could have stayed longer!
Guest favourite
Apartment in Hampshire
4.85 out of 5 average rating, 53 reviews

2 bed close to train & airport

LukeRating, 5 stars1 month ago
Really nice and clean house. Had everything we needed. Nikki is very helpful. Would love to stay again
Top Guest favourite
Apartment in Hythe
4.96 out of 5 average rating, 75 reviews

Coachmans Cottage

GrahamRating, 5 stars3 weeks ago
It was very interesting to stay at this old historic coachman’s cottage. On a short walk there is little old travellers pub hidden away but obviously on what was once an ancient and now forgotten thoroughfare.
Top Guest favourite
Apartment in Little London
5 out of 5 average rating, 23 reviews

Fabulous Rural Retreat

EstherRating, 5 stars5 days ago
We absolutely adored staying at Naomi’s place! Within the first 5 minutes of being there I was ready to leave a 5* review. The hosts showed us round the property on arrival and we settled in to watching the amazing local wildlife - we saw the barn owl, deer, hares and swallows. The field out front was amazing for our two little dogs who have been asleep since we got home from all the excitement. And the interior of the property was gorgeous with everything you could need. The hosts gave us local walks and recommendations. We walked to the oak pub through the woods which we would recommend. We will definitely be back and wish we could have stayed longer. Thank you 😊
Guest favourite
Apartment in Southampton
4.91 out of 5 average rating, 88 reviews

The Gem - central character flat with parking

AimeeRating, 5 stars1 week ago
The property is beautiful and fit our needs well. it's local to many shops, pubs/clubs and restaurants, while maintaining a level of quietness. the property has everything you could need, including mini shamp shampoo, conditioner and bodywash. the host and co hosts were quick and efficient with response to any questions we had, polite and friendly. overall I can not rate them highly enough.

Private apartment rentals

Top Guest favourite
Apartment in Pamber Green
4.9 out of 5 average rating, 145 reviews

Self Contained Annex

V MRating, 5 stars5 days ago
Thoroughly enjoyed our stay and will hopefully return. Our hosts were a delight and exceptionally helpful and friendly.. The location is amazing. We were watching red kites in flight and even heard a cuckoo. Lots of walking trails nearby too. Would definitely recommend a visit.
Superhost
Apartment in Winchester
4.89 out of 5 average rating, 19 reviews

Beautiful & Spacious Retreat in Winchester

EsmeRating, 5 stars1 month ago
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.
Top Guest favourite
Apartment in Hampshire
4.93 out of 5 average rating, 108 reviews

Roomy self-contained annex near Highclere Castle

TraceyRating, 5 stars1 week ago
Amazing find, peaceful, immaculately clean and beautifully presented. Parking for 3 cars and all facilities needed. Beautiful woodland walks nearby and of course Highclere. Loved it, will book again.
Guest favourite
Apartment in Southampton
4.81 out of 5 average rating, 601 reviews

Stylish & Modern Central Apartment, free parking.

Lech JosephRating, 5 stars2 days ago
Great little apartment that provided all the essentials before my trip to the Isle of Wight Festival the following day! Would highly recommend. Very clean and easy to check-in. Hosts were extremely helpful in their communications.
Top Guest favourite
Apartment in Hampshire
4.97 out of 5 average rating, 86 reviews

Rural studio flat/apartment

MichaelRating, 5 stars2 weeks ago
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!
Top Guest favourite
Apartment in Isle of Wight
4.99 out of 5 average rating, 105 reviews

Luxury apartment with breathtaking sea views

MichaelRating, 5 stars3 weeks ago
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.
Top Guest favourite
Apartment in Hampshire
4.89 out of 5 average rating, 63 reviews

Centrally located apartment- FREE off road parking

DeanRating, 5 stars1 month ago
Excellent host. Kept me up to date with what was happening. Great communication, very clean house and well sorted for a week stay. Would recommend.
Superhost
Apartment in Hampshire
4.71 out of 5 average rating, 119 reviews

Spacious Central Chic Apartment - Simplycheckin

AlexRating, 5 stars2 weeks ago
beautiful little flat, could not be more central, wonderful area to go out or stay in and people watch

Apartment rentals with a hot tub

Superhost
Apartment in Westbourne
5 out of 5 average rating, 4 reviews

Battleship Suite - Jacuzzi Bath

Ilie IrinelRating, 5 stars1 day ago
Very nice place to stay. And close to Bournemouth beach and the is very helpful. I recommend with trust this studio for a short break.
Top Guest favourite
Apartment in Bournemouth
4.99 out of 5 average rating, 150 reviews

3Bed Garden Apt. Clifftop, sleeps 8 with Hot Tub

VeronicaRating, 5 stars1 month ago
The acommodation was wonderful, exactly what I was looking for and I am happy to have found it. The house was fully equiped, just felt like home. Beautiful, bright and very welcoming, at a short distance from the beach. The hot tube was the highligh for the chilly evening (sadly we messed up the water temperature a bit :D) Jemma is a great, allways responsive and helpful. I will totally book the place again for another getaway. Thank you!!!
Superhost
Apartment in Canford Cliffs
4.9 out of 5 average rating, 31 reviews

Seahaven in Sandbanks with Private Hottub

LeighRating, 5 stars2 weeks ago
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.
Superhost
Apartment in Compton
4.73 out of 5 average rating, 15 reviews

Stunning 3-bedroom Poolside Annexe in Winchester

PaulRating, 5 stars9 months ago
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.
Guest favourite
Apartment in Godshill
5 out of 5 average rating, 25 reviews

New Forest Hideaway

LincolnRating, 5 stars1 month ago
Highly recommend! The host was very friendly and welcoming. The place is peaceful, clean, and perfect for a relaxing stay. Would definitely come back!
Top Guest favourite
Apartment in Shanklin
4.96 out of 5 average rating, 146 reviews

Little Gem in Old Village - Up to 25% off ferry!

MichelleRating, 5 stars3 weeks ago
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
Superhost
Apartment in Southbourne
4.86 out of 5 average rating, 36 reviews

Luxury Apartment Near Beach & Trendy Restaurants

JemmaRating, 5 stars3 weeks ago
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.
Guest favourite
Apartment in Littleton Panell
4.9 out of 5 average rating, 48 reviews

Summerhayes Holiday Apartment: Hot Tub, Sauna &Gym

NicholasRating, 5 stars3 months ago
Absolutely perfect as always, one of my favourite places to stay, thank you so much.

Quick stats about apartment rentals in City of Winchester

  • Total rentals

    570 properties

  • Nightly prices starting at

    $15 AUD before taxes and fees

  • Total number of reviews

    18K reviews

  • Family-friendly rentals

    200 properties are a good fit for families

  • Pet-friendly rentals

    90 properties allow pets

  • Rentals with dedicated workspaces

    280 properties have a dedicated workspace

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