Vacation rentals with a pool in City of Winchester

We stayed at Sam’s place to celebrate my husbands birthday. From the start Sam was responsive, friendly, answered questions and gave some fab advice. When I made a request she did everything she could to make it happen. The caravan itself is in a lovely peaceful part of the park with easy walking distance to the woods for the dog to have a run and also to the beach where we wandered to the pub and then back for an ice cream. Sam clearly explained how everything worked, where everything was & what she was doing to make things perfect for her guests. Her guide for things to do was really helpful so our days were filled and never dull. I would call this caravan a proper family home, it does everything it’s suppose to so you can just relax and enjoy your holiday. When I had some sad family news, Sam went out of her way to make sure we were ok and that we didn’t need to rush out the caravan on check out, so if you want a proper family home from home that does what it says - visit here! 🩷

We had the most wonderful stay at this lodge on the beautiful Isle of Wight. Tucked away in a peaceful caravan park just a stone’s throw from the sea, it offered the perfect mix of relaxation and seaside charm. The location couldn’t be better—waking up to the beautiful sea view and being able to stroll down to the beach in just minutes was absolute bliss. The on site pool and playground were the perfect end to a day exploring for our kids, all the staff here were friendly, helpful and couldn’t do enough to help. The accommodation itself was spotless, stylish, and incredibly comfortable. Everything we needed was there, from towels, a well-equipped kitchen to cozy beds and a lovely lounge area with the most stunning uninterrupted sea views . It felt more like a boutique coastal retreat than a lodge! Can’t recommend this place highly enough—whether you’re after a romantic escape, a quiet solo retreat, or a family break by the sea, this gem has it all. Thank you Rob :)

We had a great family meet up before Xmas. Although the weather was cold the place was great for a walk along the beach and being able to see the sea was great. Must be even better in the summer.

We just returned from a great stay. there were 10 adults and a baby in our group. The facilities were great and just as described. The house was very comfortable and clean and had everything we needed and more. Definitely a home to suit all ages.

Our time in Rosie’s caravan was truly enjoyable. The space was spotless and well-organized, making it feel immediately welcoming. The shower had excellent pressure and consistently hot water, which was a real treat. We had no issues with the TV reception, and everything worked smoothly. The king-size bed was incredibly comfortable, complemented by soft, supportive pillows. The kitchen was impressively well-equipped—everything we needed was right at our fingertips. Rosie herself was a fantastic host—warm, quick to respond, and full of helpful local tips that really enhanced our trip. We will come back again!

My family and I have just returned from a 4 night stay at The Oaks and we all wished we could have stayed longer. The house is well equipped, clean and tidy. There was plenty of room for 7 adults and 1 infant. The bedrooms were comfortable with fresh linen. I particularly booked this accommodation for the outside pool and this didn't disappoint. A perfect size pool for us and we enjoyed sitting around the garden and pool area. Beautiful Sobo beach is walking distance from the house and there are many good places to eat and drink nearby. We enjoyed a birthday celebration lunch at The Captains club restaurant which we would highly recommend, great food and attentive staff. A big thank you to Maggie And Peter for a great airbnb property.

My husband & I and our husky spent 3 night’s at Eden Cottage and really enjoyed our stay! Kevin & Debbie were super helpful before and during our stay, with clear info on getting there, facilities available, and local recommendations, and were really lovely people to chat with. Their 3 Labradors were adorable! The cottage was very comfortable and clean, with all we needed for a relaxing stay, a comfy bed, great shower and well equipped kitchen, with some welcome treats! It’s set in a lovely large garden, which we and our dog enjoyed spending time in. The pool was a fab bonus; clean, warm and with towels provided. Kevin’s book ‘Reckless’ is well worth a read! The cottage is a 3-min walk to the Spread Eagle pub, which does a fantastic Sunday roast, and 10 mins walk into Liss is Turtle Bean cafe, serving tasty lunches; both places are dog friendly, and there’s a lovely IPC church 5 mins walk away. All in all, a great weekend and we will definitely visit again! Thank you, Kevin & Debbie!

The house is exactly as advertised. Spotlessly clean. The rooms are spacious. The whole house is very well maintained. The location is superb. Absolutely nothing to complain about. I would thoroughly recommend it. Our hosts were very easy to contact and made sure we knew everything and had everything.

Beautiful, quiet location and grounds. We saw a red squirrel on the driveway on 2 separate occasions. Well equipped apartment, which was larger than we needed but gave us the luxury we were looking for. Comfortable beds. Straightforward booking system for the heated swimming pool. We had a great stay. Thank you.

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.

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 ;-)

Beautiful penthouse apartment that was perfect for our stay. Amazing location just off Shanklin beach and gorgeous sea views. Such a nice communal socialising area with a very big TV! Also so nice to have three en-suite bedrooms.

Wonderful, well appointed apartment over 2 floors. Large balcony with a lovely view. We shall definitely return if we can

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 ☺️

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.

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.