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Apartment vacation rentals in City of Winchester

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Popular amenities for City of Winchester apartment rentals

Weekly apartment rentals

Guest favourite
Apartment in Dorset
4.88 out of 5 average rating, 259 reviews

Large 1 Bed Central Poole Getaway, Parking, Wifi

CarolRating, 5 stars1 day ago
Phil is a great host, responding quickly to any message. We had no issues at all with our accommodation but feel he would have sorted any problems promptly. Good location for exploring Poole and just a 20 minute walk from the harbour.
Guest favourite
Apartment in Hampshire
5 out of 5 average rating, 24 reviews

1 bed flat with parking near town centre

AzRating, 5 stars8 months ago
Great central location in emsworth. Parking was easy but if training itโ€™s right there as well. Perfect 5 star Airbnb
Superhost
Apartment in West Sussex
4.9 out of 5 average rating, 29 reviews

Remarkable Seaside Apartment - Sleeps 4

HeidiRating, 5 stars2 weeks ago
100% recommend this apartment. You have lockable door leading to private stairs which lead to accommodation. I stayed there with my grandchildren who loved it too...Nice and clean...lovely decor...amazing big windows..has everything you require...nice and modern. Private drive to park in. 2 mins from pebble beach, no amenities there but so close to apartment doesn't matter. Small local shops and pubs walking distance too, not far to drive for more choice. Peaceful, great location and host was very charming and helpful. We especially loved our greeting from Bentley...family doggy ๐Ÿ˜€ We will be returning definitely.
Guest favourite
Apartment in Egham
4.71 out of 5 average rating, 120 reviews

Quirky 1 Bed Apartment Free parking

StephanieRating, 5 stars1 month ago
Tracy was an excellent host who was quick to respond, friendly and approachable, offering local recommendations. She was very accommodating and her space was cozy and well located.
Superhost
Apartment in West Sussex
4.9 out of 5 average rating, 125 reviews

East Wittering Beach, Sea Views, Beach Access

LouisRating, 5 stars2 weeks ago
Lovely apartment right by the seaside. A few steps and you're at the beach, and from there you can walk all the way to East Head (or take a 5 min drive to the West Wittering car park). Flat is great and well furnished, with everything we needed. Note that linen is an extra cost though! Karen is very helpful and made sure we had everything we needed, fast responses and solved the one issue that came up quickly.
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 favourite
Apartment in Isle of Wight
4.85 out of 5 average rating, 123 reviews

Beachfield 2 bedroom Apartment 1 min from beach

ShivamRating, 5 stars2 weeks ago
Itโ€™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 didnโ€™t use so no comment on that). Thanks
Superhost
Apartment in Ocean Village
5 out of 5 average rating, 9 reviews

1-BR Cosy 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.

Private apartment rentals

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

Town Ctr, Balcony, Free Parking, Modern Penthouse.

StephensonRating, 5 stars6 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 favourite
Apartment in Isle of Wight
4.93 out of 5 average rating, 310 reviews

The Isley Apartment. Modern Charm in Shanklin

StephanieRating, 5 stars1 week 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 favourite
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!
Guest favourite
Apartment in Dorset
4.77 out of 5 average rating, 66 reviews

Alrose Villa โ€“ 1st floor apartment close to beach

DavidRating, 5 stars2 weeks 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 wasnโ€™t the warmest weather. All in all we couldnโ€™t fault it, so a five star rating.
Guest favourite
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 favourite
Apartment in Southampton
4.73 out of 5 average rating, 252 reviews

Private Flat in City Centre with Parking

GeorgeRating, 5 stars2 weeks ago
a lovely stay. lovely little place. will definitely be back if we come to southampton again
Guest favourite
Apartment in Dorset
4.95 out of 5 average rating, 43 reviews

Bournemouth. Private Self Contained space.

GinaRating, 5 stars1 week ago
Sunny was a great host, very warm and friendly and responded within minutes to my messages. The bed was extremely comfortable and it was a bonus to have a washing machine in the flat. I would definitely book here again.
Guest favourite
Apartment in Hampshire
4.95 out of 5 average rating, 172 reviews

Home from home

RachelRating, 5 stars1 week ago
This was a lovely stay. Thank you!

Apartment rentals with a hot tub

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

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

SamRating, 5 stars3 weeks 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 Fishermanโ€™s Walk, where you can walk down to the beach and promenade. Thereโ€™s absolutely tonnes to do in the area, which is why we keep coming back, youโ€™re definitely able to find something to suit everyoneโ€™s interests, young or old. And then thereโ€™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 stars8 months ago
A fabulous place! I stayed with my wife and two children (4 and 2) and couldnโ€™t recommend it more. The accommodation was perfect, itโ€™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
4.9 out of 5 average rating, 29 reviews

Seahaven in Sandbanks with Private Hottub

AllisonRating, 5 stars1 day ago
We had a great bank holiday weekend. The place was perfect for our family of 4 with our dog. Our kids loved the hot tub. We also thought the kitchen was good for eating meals. The location is amazing especially if you are looking to go to the dog friendly beach, ferry, or restaurants.
Top guest favourite
Apartment in Shanklin
4.96 out of 5 average rating, 144 reviews

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

AlessiaRating, 5 stars2 weeks 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, 34 reviews

Luxury Apartment Near Beach & Trendy Restaurants

DannyRating, 5 stars1 day ago
I really cabt recommend Jonathons place more positively. Lots of really good resturants and bars in walking distance as is the spectacular beach. Which is stunning. Easy reach of Bournmouth and Sandbanks. And the hot tub was amazing. Cant recommend this location enough for a really chilled get away. 100% use again in the near future.
Guest favourite
Apartment in Surrey
4.91 out of 5 average rating, 172 reviews

Chez Florence flat in Huf Haus with heated pool

LouiseRating, 5 stars3 weeks 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!
Superhost
Apartment in Horton
4.8 out of 5 average rating, 49 reviews

Peaceful 2-Bed Escape | Hot Tub โ€ข Pool โ€ข Sauna

LouiseRating, 5 stars32 months ago
We had a wonderful stay here. The place was so clean and had everything we needed. The pool and hot tub was fantastic. The beds were so comfy (and I am super picky about this). The location was great, we had such a great stay, my daughter did not want to leave.
Guest favourite
Apartment in Littleton Panell
4.89 out of 5 average rating, 47 reviews

Summerhayes Holiday Apartment: Hot Tub, Sauna &Gym

MeganRating, 5 stars2 months 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.

Quick stats about apartment rentals in City of Winchester

  • Total rentals

    570 properties

  • Nightly prices starting at

    $14ย CAD 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

  1. Airbnb
  2. United Kingdom
  3. England
  4. Hampshire
  5. City of Winchester
  6. Apartment rentals