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Apartment vacation rentals in City of Winchester

Find and book unique apartments on Airbnb

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Popular amenities for City of Winchester apartment rentals

Weekly apartment rentals

Guest favorite
Apartment in Dorset
4.88 out of 5 average rating, 255 reviews

Large 1 Bed Central Poole Getaway, Parking, Wifi

SimonRating, 5 stars3 days ago
Great place to stay for exploring Poole and the local area. Easy walk to the quay area. Phil is a great host and we will come back again.
Guest favorite
Apartment in Hampshire
5 out of 5 average rating, 24 reviews

1 bed flat with parking near town centre

AzRating, 5 stars7 months ago
Great central location in emsworth. Parking was easy but if training it’s right there as well. Perfect 5 star Airbnb
Superhost
Apartment in West Sussex
4.89 out of 5 average rating, 27 reviews

Remarkable Seaside Apartment - Sleeps 4

AmyRating, 5 stars1 month ago
Such a lovely place to stay! Very clean and perfect for what we needed and as a bonus our kids loved it too! Would definately stay here again when we are down visiting family
Superhost
Apartment in West Sussex
4.9 out of 5 average rating, 124 reviews

East Wittering Beach, Sea Views, Beach Access

SarahRating, 5 stars1 week ago
We had a lovely few days in this flat. Great location on the beachfront, sunsets from the balcony and views of the sea. The flat was comfy and really lovely. We were delighted with it all!
Superhost
Apartment in Hampshire
4.64 out of 5 average rating, 11 reviews

13 Hartshead - 1 BR apt 2 king bed

HannahRating, 5 stars7 months ago
The apartment was perfect for our family. Walking distance to the shops and train station which is the fast train to London and free parking to make life easier for parking our hire car. Apartment was comfortable and had everything we needed for our 10 day stay. Vincent and Nazar were very responsive to any queries we had before and during the stay.
Guest favorite
Apartment in Isle of Wight
4.85 out of 5 average rating, 122 reviews

Beachfield 2 bedroom Apartment 1 min from beach

ShivamRating, 5 stars3 days ago
It’s a nice apartment that is 2 mins walk from Sandown Pier. Mark and Veronica are nice friendly hosts and are very responsive. Parking on the street might get tricky during busy times but then you get access to a parking space in a nearby hotel (which I didn’t use so no comment on that). Thanks
Superhost
Apartment in Ocean Village
5 out of 5 average rating, 9 reviews

Cosy 1-BR Flat | Work + Leisure | City Living

KaronRating, 5 stars9 months ago
Very close to the shops and walking distance to bars. The home was clean and had everything we needed. We had a slight issue with pull out bed that with dealt with within the hour. The hosts were extremely helpful and polite.
Superhost
Apartment in Hampshire
4.85 out of 5 average rating, 40 reviews

Edwardian Apartment 1km from Farnborough Airport.

EmmaRating, 5 stars7 months ago
Really lovely apartment, everything you could need for a comfortable stay. Richard was very responsive with my questions before booking and gave clear instructions and updates before my arrival. Highly recommended to anyone looking to stay in Farnborough. I’ll happily rebook if I am back in the area. Thank you.

Private apartment rentals

Guest favorite
Apartment in Central
4.91 out of 5 average rating, 78 reviews

Town Ctr, Balcony, Free Parking, Modern Penthouse.

StephensonRating, 5 stars5 months ago
Great place to stay, everything was in easy reach and walkable, beach, shops, town centre etc. clean, tidy, comfortable & clear instructions. would stay again.
Guest favorite
Apartment in Isle of Wight
4.93 out of 5 average rating, 310 reviews

The Isley Apartment. Modern Charm in Shanklin

StephanieRating, 5 stars2 days ago
Excellent accommodation and exactly what we needed to be in the centre of Shanklin. Terry the owner was an excellent host and always contactable via email. We will definitely stay here on our next visit to the Isle of Wight.
Guest favorite
Apartment in Dorset
4.96 out of 5 average rating, 23 reviews

Stylish ground floor flat over looking the sea

JennyRating, 5 stars7 months ago
Beautifully clean place to stay. Very well done and we had a great break in Swanage. Brilliant walks and coastline. Always found a space with the on street parking. Would highly recommend!
Superhost
Apartment in Ocean Village
4.84 out of 5 average rating, 25 reviews

10%OFF|FlashSale|Leisure|Location|Sleeps4|WiFi

JamieRating, 5 stars7 months ago
Lovely stay very nice apartment stunning view
Guest favorite
Apartment in Dorset
4.77 out of 5 average rating, 65 reviews

Alrose Villa – 1st floor apartment close to beach

DavidRating, 5 stars4 days ago
We had a great stay in Swanage, the flat was clean and comfortable and everything worked. We especially enjoyed the central heating as it wasn’t the warmest weather. All in all we couldn’t fault it, so a five star rating.
Guest favorite
Apartment in Shanklin
4.86 out of 5 average rating, 87 reviews

THE GARDEN APARTMENT

DeirdreRating, 5 stars7 months ago
Firstly Johanne and John were very welcoming , everything connected to our stay was explained by John and if we had any questions etc during our stay they were easily contactable. Our little oasis of The Garden Apartment was perfect everything you could need for a relaxing stay and very comfortable.We absolutely loved our stay . Short walk into Shanklin and to the esplanade, lovely restaurants and The Crab pub very traditional with good food . Bus stops nearby to various parts of the Island .
Guest favorite
Apartment in Southampton
4.73 out of 5 average rating, 250 reviews

Private Flat in City Centre with Parking

RebeccaRating, 5 stars1 month ago
Great host, really nice place, perfect for our business needs.
Guest favorite
Apartment in Dorset
4.95 out of 5 average rating, 42 reviews

Bournemouth. Private Self Contained space.

RichardRating, 5 stars4 days ago
I would just like to take this opportunity to thank sunny for his warm welcome and his beautifully designed accommodation... Full of quirky design and comfort. I would recommend this accommodation to anyone visiting Bournemouth.

Apartment rentals with a hot tub

Top guest favorite
Apartment in Bournemouth
4.99 out of 5 average rating, 147 reviews

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

SamRating, 5 stars1 week ago
We love the Southbourne area and have stayed in a number of properties in the area over the years. This has to be the best one in terms of location, spaciousness and quality and range of equipment at the property. The lounge diner is nice and airy, big comfy sofa and chair and smart TV. The kitchen had lots of plates, mugs, glasses etc and lots of pans and utensils. Everything we needed was there. There was a nice welcome hamper with bread, milk, juice, biscuits etc. Bedrooms were bright and airy with comfy beds. Lovely shower in the en-suite! The apartment is close to Fisherman’s Walk, where you can walk down to the beach and promenade. There’s absolutely tonnes to do in the area, which is why we keep coming back, you’re definitely able to find something to suit everyone’s interests, young or old. And then there’s the Lazy Spa and outside area to enjoy after a long day exploring. Thanks Jemma, we had a great stay and would love to stay here again next time!
Superhost
Apartment in Compton
4.73 out of 5 average rating, 15 reviews

Stunning 3-bedroom Poolside Annexe in Winchester

PaulRating, 5 stars7 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.
Superhost
Apartment in Canford Cliffs
4.88 out of 5 average rating, 26 reviews

Seahaven in Sandbanks with Private Hottub

ClaireRating, 5 stars2 weeks ago
Great location and lovely flat, spacious for a 2 bedroom and really nice kitchen area. The hot tub got a lot of use, we all loved it and would definitely rebook. Nice and peaceful area over the road from the beach, but quick to chain ferry to Knoll beach and Studland etc. Worth noting that it’s worth planning food in advance, there is a very small Tesco in Sandbanks for essentials only. Restaurant wise on Sunday eve we were a bit stuck when Lazy Jacks closed at 5pm rather than 8pm with no explanation. Would bring more meal prep with us next time.
Top guest favorite
Apartment in Shanklin
4.96 out of 5 average rating, 143 reviews

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

AlessiaRating, 5 stars3 days ago
We loved staying at Little Gem in Shanklin. The flat is beautiful and comfortable. It has a lovely Georgian window with window seat and it is perfectly located for exploring the coast.
Superhost
Apartment in Southbourne
4.85 out of 5 average rating, 33 reviews

Luxury Apartment Near Beach & Trendy Restaurants

LucyRating, 5 stars3 months ago
After being let down on New Years Eve by someone else we booked Jonathan's place with less than 24 hours notice. He was extremely helpful and really flexible. We checked in early and also had a late check out at no extra cost. The apartment is clean, and big with care and attention to the decor. The hot tub was excellent. Jonathan was really responsive to a few questions we had and it made a real difference to have the personal touch instead of a faceless booking agent. The location is superb, shops one way and beach the other. We will most definitely be back.
Guest favorite
Apartment in Surrey
4.91 out of 5 average rating, 172 reviews

Chez Florence flat in Huf Haus with heated pool

LouiseRating, 5 stars1 week ago
We stayed for a long weekend in this lovely accommodation. Everything was perfect, clean, and the amenities were so lovely. The kids loved the pool which was definitely a highlight. David was around to answer questions and any questions we had were replied to very quickly when they were not on site. We had such a lovely time and will definitely be returning!
Guest favorite
Apartment in Littleton Panell
4.89 out of 5 average rating, 47 reviews

Summerhayes Holiday Apartment: Hot Tub, Sauna &Gym

MeganRating, 5 stars1 month ago
Absolutely beautiful place. Tony and Rosemary provided everything we needed for a long weekend relaxing stay. Their communication was excellent and they were always on hand to answer questions. I loved having a hot tub, which made the value great. The area was very peaceful and private, and in easy driving distance of lots of local attractions. We would definitely stay here again if we were in the area.
Guest favorite
Apartment in West Parley
4.94 out of 5 average rating, 225 reviews

Cosy Hot Tub Haven - Studio

Anne-MarieRating, 5 stars2 weeks ago
Wow is all I can say. If we could give 6 stars we would have. Karen and Lee are so attentive, friendly and welcoming. The place is ideal location, quiet and lovely. the place is perfect to stay, the hot tub and garden is so tranquil and peaceful, all the amenities are perfect. The breakfast bits and cooking oil, seasons etc are an added touch! Honestly we loved it here and would definitely return! Thanks both 😃

Quick stats about apartment rentals in City of Winchester

  • Total rentals

    570 properties

  • Nightly prices starting at

    $10 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

Destinations to explore