
Condo vacation rentals in City of Winchester
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Top-rated condo rentals in City of Winchester
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Popular amenities for City of Winchester condo rentals
Weekly condo rentals

Salisbury city centre apartment with parking
The best stays come with the best hosts. Linda was always responsive and helpful. Her immaculate apartment is spacious, modern and well-maintained. The location is peaceful and quiet while being pleasant walk to the center of town.

City Centre Riverside Apartment
Donna has a lovely very well maintained apartment in a great central location in Winchester. Just a short walk to everything. Perfect if you fancy a few days getaway in beautiful Winchester. Thoroughly recommended! Thanks Donna! Martyn

Spacious top floor one bed flat with wide balcony
Easy, comfortable, spacious, quiet, safe, well-equipped and furnished apartment - with parking space. Tea, coffee and basics provided. Ben responded quickly and helpfully when required. Recommended!

Cosy Apartment With Sea View
I had a beautiful stay here. Felt right at home from the first day. The place was clean and exactly as described.

Modern town apartment 2 mins from water.
Lara’s lovely apartment was perfect for an overnight stay in Lymington. It’s conveniently located, well appointed and we really liked that both double bedrooms were a good size and each had their own bathroom (one en suite). Being on the ground floor, it is quite overlooked, so we felt we had to have the blinds down more than we otherwise might, but that didn’t bother us. It was a little noisy early in the morning, both from people moving about overhead and from the boiler firing up, but we would definitely stay here again.

Central Chic 3bd, Cosy in Great Location
Amazing location. All points of interest were 10-15min walk away with a co-op a few minutes down the road. Close to the train station. Home was clean, beds comfy. Bedding and towels were nice too. Had everything we needed. Indian restaurant next door that we couldnt resist. Good food and would recommend it. As with any busy city, there is traffic/people noise so if you want dead silence, ear plugs could reduce that but the windows were enough for us. Easy to find and simple check in. Access to netflix for evening's we stayed in. Good wifi connection here too. Marcs contanct was always swift. Would visit again 100%

2 bedroom flat in beautiful oak framed building
We had a lovely stay here whilst we visited legoland for our daughters birthday. We would highly recommend & also stay here again. Everything was lovely & clean & very comfortable. Thanks for having us.

Beautifully presented stylish Garden flat
We had a lovely stay at Kate’s flat which is beautifully furnished . She provided us with several groceries and treats on our arrival. We had many chats and met her adorable dog, Ginny. I was able to get my pup fix daily. Thank you for your support and kindness during my daughter’s recovery.
Pet-friendly condo rentals

Pet friendly luxury flat mins from beach & high st
Fabulous flat. Described perfectly by Jus. Very clean beautiful interior. Everything you need. Loved the little extras like shampoo and conditioner and shower gel in bathrooms. Very comfy beds. Short walk to the end of the road to the beach. We brought our dog. He was well looked after with doggy treats and a fabulous dog friendly beach awaited. Even shorter walk to the high street with great restaurants. Jus is a great communicator and nothing was too much bother. Thoroughly recommend we’ll be back!

2 Bed Apartment, WI-FI, 5 min Walk to the Beach
Really well situated, extremely easy check in and check out, and Chloe was responsive throughout. Really clean and everything you would need in the flat!

Goldeneye beach apartment, nearby forest
We agreed with all the previous reviews, and would like to add, Elmer is a great place to visit, and the proximity to the beach is fabulous. Robs information was second to none!! The walks were breath taking. Our special visit was Arundel, the castle, gardens, and town were amazing. Ok, now for our one grump, the fridge is a bit small!!! i know, ridiculous but we didn't know whether to put the wine or the milk in the door, so had to drink the wine, and put the milk in the fridge....sorted. By the way, the welcome basket was very much appreciated.

Windsor - Castle 5 min walk lux 2bed 2 bath+Garden
It was a beautiful apartment, very close to the town centre and in a lovely neighbourhood. Spotlessly clean, fabulous decor and excellent amenities. It felt like a home from home, only better!

West Wittering apartment in ideal beach location
A true gem! What a wonderful base for exploring the beautiful surrounding area.

Attractive annexe in stunning rural location
My husband and I had a lovely stay at this beautiful annex with our little dog. Very friendly and welcoming hosts. Everything was clean and cosy. Would highly recommend

The Hideaway at Westerlands Farm, The South Downs
The Hideaway is a perfect little spot to run away to. it's in an incredibly beautiful spot and super quiet. it's a lovely little walk to the village of Graffham (Cheryl gave us excellent instructions) there is a cute little village shop that does coffees and sells all that you could need. The Forrester's Arms is a lovely pub but we ate at the Woodcote which was excellent. The space is large and comfortable. The sofas are perfect for a nap as they are massive. The bed was huge and incredibly comfortable. The shower was lush as were the faith in nature smelly bits. would completely recommend

'Beachside' Seafront apartment - garage & garden
Nice and clean, easy access from the back if you want to avoid the steps, roomy, modern and well catered.
Condo rentals with a pool

Beautiful 3-bed flat by the sea with use of pool
The property is absolutely immaculate. It is more spacious than the photos suggest. The beach is literally at the end of the drive. Such a convenient spot. And the beds!! Well, if you don’t sleep well here then you won’t sleep well anywhere. Great place. Great host. Great time.

A beautiful 'nest' near Arundel
The 'nest' was an idyllic getaway for us and our young dog, with plenty of walks from the doorstep and just a short drive to the seaside. Nestled in a beautifully quiet part of the world filled only with the sounds of nature. We loved our time there and would highly recommend a stay with C&C.

Holiday apartment own heated indoor pool & sauna
Awesome location and full length swimming pool with Sauna. Only a 15 min walk into Swanage, beautiful castle only 10 min away and views of the sea. Fantastic full size swimming pool and sauna, our 8 and 10 year old loved it. We weren't able to use the snooker table due to the age of our kids and the lounge is not the most sociable set up for the evenings but the swimming pool made up for it ;-)

Luxury Penthouse: Spacious & Stylish
This air bnb is an amazing. I 100% recommend to anyone wanting to stay here. First of all the apartment is stunning, beautifully furnished with everything you could need. We stayed with two small children and it was very easy with enough space for the adults to relax in the evening. The location is peaceful with breathtaking views. On top of this it was spotless I could not fault anything. Our host Simon was incredibly helpful, quick to reply and always happy to help.

Luxury 2 Bedroom Apartment - New Forest
Wonderful, well appointed apartment over 2 floors. Large balcony with a lovely view. We shall definitely return if we can

Balcony On The Bay - FREE Car Ferry 3+ nights
We loved the apartment - it was spotless, spacious, and in the most gorgeous seafront location. Hosts had fab communication too. We love the area and will definitely visit again in the future ☺️

Bournemouth Seafront, Summer Timeshare apartment
We spent 6 days in an excellent accommodation and the facilities in the hotel were great. Our host was very helpful and supportive if we had any questions. We would definitely highly recommend this apartment.

2-BR Penthouse Apt. close to Beach with Pool*.
perfect little staycation! the place is huge, so clean, great pool for the evening when the weather isn't great. walking distance to beach and pubs and then a short drive to Bournemouth. Matt is a great host and would definitely recommend.
Quick stats about condo rentals in City of Winchester
Total rentals
180 properties
Nightly prices starting at
G$8,369 GYD before taxes and fees
Total number of reviews
7.2K reviews
Family-friendly rentals
80 properties are a good fit for families
Pet-friendly rentals
50 properties allow pets
Rentals with dedicated workspaces
110 properties have a dedicated workspace
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- New Forest national park
- Bournemouth Beach
- Kimmeridge Bay
- Paultons Park Home of Peppa Pig World
- Oxford University
- Boscombe Beach
- Goodwood Motor Circuit
- Stonehenge
- Windsor Castle
- Hampton Court Palace
- Southbourne Beach
- Twickenham Stadium
- Chessington World of Adventures Resort
- West Wittering Beach
- Thorpe Park Resort
- Arundel Castle
- Highclere Castle
- RHS Garden Wisley
- Goodwood Racecourse
- Winchester Cathedral
- The Tank Museum
- Marwell Zoo
- Worthing Pier
- Highcliffe Beach
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