
Condo holiday 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

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
Excellent stay! I would highly recommend the host and his lovely home.

Lovely 1 Bedroom 1 Bathroom Self Contained Space
Winchester is a truly beautiful place to spend a few days and Sarah's place is ideally situated, with just a 20-minute scenic walk into the centre and delightful views of the downs. The apartment was spotless; the bedroom had a new carpet (we were very careful guests!); and the bathroom is all new as well and stylishly tiled. We particularly appreciated the parking space as parking in Winchester isn't easy. Sarah was very responsive and friendly. We would not hesitate in recommending Sarah's place for a short stay in this historic city.

The Print Rooms, Old Printworks, Winchester
My husband and I had a lovely stay at Claire’s place. The place is well situated and easy walk into Winchester city. Well furnished and equipped with comfortable bed. Highly recommend.

The Old Post Office Apartment
Great spot - everything you need is on the street. Beautiful place to stay…everything you need is there.

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%

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.

Excellent location, 2/4 person city centre flat
I had a fabulous stay at Zoe’s. The place was beautifully decorated, comfortable and well stocked with all the necessary amenities. Zoe was also very responsive and helpful to any queries I had.
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
Great base as we were in town for a cheerleading competition for our daughter. 2 well sized rooms with double beds lovely spacious lounge and a kitchen with everything you need. 5 min walk down to boscombe beach and pier with a few nice bars and restaurants local to us and a quick taxi to the BIC and main Bournemouth beach area. All clean, absolutely no issues. Thank you!

Modern town apartment 2 mins from water.
We stayed for 3 nights which was just right for us, the apartment was just as the photos had shown, clean spacious and a lovely interior. We have been and stayed in lymington a few times now and would definitely return especially to this apartment which is quite literally a short walk into the town centre which is peaceful with lots of shops, restaurants and pubs.

Lovely Self Contained New Forest Accommodation
Just what we expected,some really nice touches like the biscuits and fruit. Quiet and private.

Station Location
lovely, clean cosy studio that was surprisingly spacious. Lots of little extras that were really appreciated. Good base for exploring the island.

Roof Terrace Beach at end of road, Private Parking
Wonderful place to stay and explore Portsmouth and the surrounding areas. The apartment is clean, well thought out and more than comfortable for a family. Book it now, you will not be disappointment.

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
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.

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*.
The place was just like in the photos, great attention to details and very clean. We felt very comfortable. There are clear instructions for self check-in and the bonus is that Matt is really involved and caring about his guests.

Beach Lookout - FREE Car Ferry 3+ nights
Perfect location , and was very clean premise

The Palms, Apartment 19
Clean, classy and caring.
Quick stats about condo rentals in City of Winchester
Total rentals
180 properties
Nightly prices starting at
$67 NZD 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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