Holiday rentals with a pool in City of Winchester

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Popular amenities for City of Winchester rentals with a pool

House rentals with a pool

Guest favourite
Home in Christian Malford
4.97 out of 5 average rating, 178 reviews

Superb Farmhouse with pool, hot tub and fast wifi

MilesRating, 5 stars1 week ago
We had a lovely stay at Ann’s house. We arrived to a generous welcome packet of essentials and snacks and two lovely bottles of Prosecco. The house is old with lots of character but the facilities are modern and work well. We stayed at the end of April but the pool was heated for us and we used it every day, we were thankful for the hot tub to warm up on the more overcast days! The kitchen is wonderfully stocked with plates and glasses for entertaining and the Aga and bbq worked well. If you have small children I would recommend bringing plastic crockery as there wasn’t much of that. We would definitely look to come back if we are in the area.
Guest favourite
Home in Hampshire
4.91 out of 5 average rating, 246 reviews

NewForest Cottage alongside Limewood Lyndhurst

JulieRating, 5 stars1 day ago
We loved our stay. The property was a wonderful home from home in a beautiful setting. It was perfect for all of our family as we celebrated a special birthday. Mant thanks Katie for all of your prompt and helpful communications.
Guest favourite
Home in Downton
4.93 out of 5 average rating, 147 reviews

Coastal, New Forest 3 Bed Home Facilities Included

AliceRating, 5 stars2 weeks ago
Very homely and very well stocked caravan. Nice and quiet when we stayed. Parking space at the side big enough for 2 cars. Samantha was very helpful and very responsive to messages. Activity passes included making this a very reasonably priced place to stay.
Guest favourite
Home in Milford on Sea
4.9 out of 5 average rating, 60 reviews

New Forest Getaways

AmyRating, 5 stars2 weeks ago
Definitely would revisit. Great location, especially for my parents who are limited in how far they can walk before needing a breather. Place was cosy for 6 of us, but never too much under each other's feet. Evenings, all warm and cosy especially with the fire.
Guest favourite
Home in Hampshire
4.98 out of 5 average rating, 40 reviews

Spacious 40x13 ft Lodge Hoburne Bashley New Forest

GeorginaRating, 5 stars1 month ago
I can't thank Carolyn enough, after finding out I was surprising my 12 year old son to a birthday getaway birthdays banners and signs plus sweets etc all put out for when we arrived! above and beyond for us. Carolyn was very responsive, informative and so kind. wonderful localaton, amenities etc. caravan was like home to home, well equipped and very clean. thank you again! highly recommend! 5🌟😁
Guest favourite
Home in Downton
4.89 out of 5 average rating, 38 reviews

Family holiday home

TriciaRating, 5 stars2 weeks ago
Stayed at Helen's holiday home near the sea for a week - I could have stayed longer! Perfect location, both in terms of the New Forest (walkable distance to the beach/sea and not far from other local attractions) and location in the caravan park itself (two minutes one way is a good sized playground my five year old happily made lots of use of, two minutes the other way you are at reception, pool (again, used plenty), restaurant, etc). The home was plenty big enough for the three of us, its comfortable, has everything you might need (sharp knives in the kitchen - unheard of in a rental!) and a spacious deck out front (we didn't unfortunately make use of the deck as although sunny our stay was early in the season so quite windy). Helen was really helpful before our stay and was quick enough to answer any questions I had. I would happily recommend Helen's home (and the site as a whole) and am hoping she will allow us to come stay again sometime.
Top Guest favourite
Home in Saint Leonards
5 out of 5 average rating, 16 reviews

Sapphire @ Oakdene Forest Park

LauraRating, 5 stars2 weeks ago
The mobile home was clean and tidy and the children loved the toys. The amenities on the site were great! We had a lovely family holiday and would definitely go back!
Guest favourite
Home in Furzehill
4.91 out of 5 average rating, 32 reviews

Relaxing family break

RobynRating, 5 stars1 month ago
Great caravan, clean, homely and have everything we needed as a family. On a great park.

Condo rentals with a pool

Condo in Funtington
4.71 out of 5 average rating, 95 reviews

Dellfield holiday cottage

SueRating, 5 stars8 months ago
We really enjoyed our stay, comfortable beds, big kitchen and living room. Lovely space outside and so great to have access to the pool. Really nice area, we enjoyed visiting the local Roman Palace and West Wittering beach also.
Guest favourite
Condo in Isle of Wight
4.97 out of 5 average rating, 38 reviews

Beautiful 3-bed flat by the sea with use of pool

VictoriaRating, 5 stars2 weeks ago
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.
Top Guest favourite
Condo in Warningcamp
4.98 out of 5 average rating, 52 reviews

A beautiful 'nest' near Arundel

ZoeRating, 5 stars1 day ago
Upon arrival, Clive made us feel very welcome instantly. He gave us a tour of the annex and talked us through how to use everything (with a written set of instructions/guidance too). He was very helpful and recommended walks and lovely pubs to go to as it was our first time in Arundel. This location is wonderful. It was truly magical to wake up in the countryside, with a view of wild rabbits and horses from the bedroom window. The interior was spectacular - lovely modern kitchen area and bathroom, and very comfy bed. I would highly recommend this place to anyone who wants a peaceful getaway in Arundel!!
Top Guest favourite
Condo in Isle of Wight
4.94 out of 5 average rating, 17 reviews

Luxury Penthouse: Spacious & Stylish

NiamhRating, 5 stars2 weeks ago
What a fabulous penthouse apartment in the most perfect setting. We thoroughly enjoyed our Easter spent in the Isle of Wight. We will miss the spacious apartment and the most peaceful view looking out across the channel. Thank you for a lovely stay
Condo in Central
5 out of 5 average rating, 3 reviews

Bournemouth Seafront, Summer Timeshare apartment

SvetlanaRating, 5 stars20 months ago
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.
Guest favourite
Condo in East Southbourne
4.82 out of 5 average rating, 33 reviews

2-BR Penthouse Apt. close to Beach with Pool*.

JulieRating, 5 stars2 weeks ago
Had a wonderful stay in this spacious apartment. The place is very well equipped with everything you could need. Huge shower, very comfy beds and a balcony. Short walk to beach, shops and lot's of great restaurants and bars. Friendly, helpful hosts. Can't wait to come back. Thank you so much!

Quick stats about holiday rentals with a pool in City of Winchester

  • Total rentals

    30 properties

  • Nightly prices starting at

    $46 AUD before taxes and fees

  • Total number of reviews

    1.9K reviews

  • Family-friendly rentals

    10 properties are a good fit for families

  • Pet-friendly rentals

    10 properties allow pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

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