
Holiday rentals with a pool in Ryedale District
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Top-rated rentals with a pool in Ryedale District
Guests agree: These homes with a pool are highly rated for location, cleanliness and more.
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Popular amenities for Ryedale District rentals with a pool
House rentals with a pool

Silversands House at The Bay Filey - sea views
Great place to stay with beautiful view and a great space outside for the kids to play

Hill Crest House Lincolnshire With Indoor Pool
Wow!!! A truly amazingly spacious house. Just spent 4 nights there celebrating my 60th with the family. Simon and Mandy met my husband as he arrived to go through everything. The house is fully equipped with everything you would need. Literally home from home. There was 6 adults, 2 toddlers and a dog and with so much room we could spread out. The children loved being able to run around and of course the pool!! The men thoroughly enjoyed the games room every evening especiallythe pinball machine. Us ladies chilled in the lounge room with a wine. We asked if one of the double single rooms could be made into a superking and the hosts were only to happy to oblige. The house was exactly as described, in fact better! Located in a rural quiet area. Spotlessly clean too. Bath towels supplied were so soft. The hosts kept in touch and answered all my messages promptly. Can't think of anything to fault as so perfect. Would definitely recommend a stay at Hill Crest House.

Shelduck, hot tub, spectacular views & spa option
The property and the location was absolutely amazing , me and my friends have made some amazing memories there. The property felt luxurious and there were soo many personalised gifts for us upon arrival which were much appreciated. the host was very responsive whenever we had any questions I would absolutely recommend to anyone who wants a country escape and I know I want to go back in the future.

Family sized cottage, sleeps 4 and swimming pool
Absolutely loved our stay at Cliff House with Jacquline. Beautiful location, swimming pool was such a bonus for the children, they loved it! The grounds were fantastic, such a lot to explore, our children loved the chickens and climbing frame and the private wood was great for hide and seek. Jacquline was such a great, friendly host and gave us great advice about visiting York. She even arranged an Easter egg hunt for our children. We had a wonderful time and would definitely recommend.

three bedroomed house with stunning sea views
Fantastic stay at Seaspray. Richard sent very helpful instructions before we arrived, not only detailing the check in and how to find the property, but everything we could have needed to make us feel at home. The home was beautiful and we were always warm. The weather turned up for us so we were able to make use of the great location for walls and the sea. You are very close to Filey and with Scarborough and Bridlington only slightly further, so we fit in all 3. We will be coming back. Wonderful state would definitely recommend

Luxury Mansion | Sleeps 18 | Heated Swimming Pool
We had an amazing stay at Michael's Airbnb over the weekend, enjoying a perfect staycation! The house was spotless, spacious, and incredibly comfortable, accommodating all 11 of us with ease. It was ideal for families, with thoughtful amenities for kids, parents, and even babies. We loved the privacy the property provided—perfect for our karaoke sessions that lasted well into the night! The layout was perfect, with plenty of bathrooms for convenience, and two cozy living rooms that suited both adults and children. The kitchen was stunning—well-equipped and aesthetically pleasing. While the heated pool was a great feature, the rainy weather kept us indoors. Nonetheless, we still made use of the BBQ grill and hoping to come back in the summer to enjoy everything this place has to offer. Michael was an outstanding host—welcoming, generous, and friendly. He was responsive to our queries and prompt with replies. Overall, we had an unforgettable and fun experience!

Cosy 2 bedroom river/coastal retreat in whitby
Everything was perfect! The cottage is cosy and had all the amenities needed. It was clean and just a 30min walk in to Whitby. We loved our stay and would definitely recommend.

The Grange | sleeps 12 - Swim Spa -Dog Friendly 5*
Expensive but worth every penny for our 4 generation trip. Rooms for exuberant kids and quiet rooms for 90+ years old great grand parents. Large sociable kitchen diner . Swim spa at 35c so great for the Californian kids.
Condo rentals with a pool

Apartment- with heated pool, sauna, jacuzzi & gym.
Stayed here a few times now and will definitely come back again.

Bay Retreat Holiday Home at The Bay Filey
Spotlessly clean, comfortable apartment in a lovely peaceful location. Perfect base for exploring the coast!

Sandy Feet Apartment
What a lovely apartment so nice and welcoming, everything you could need with little tastful gestures. It is in a nice quiet area but only a short walk to onsite pub and beach. We had such a fantastic time will definately return x

One bed ground floor apartment with patio area
Wonderful place to stay, kept in an excellent condition . I can see that the owners take pride in their flat. Highly recommended.

Spacious, modern apartment with sea and park views
We had a lovely stay in Whitby. The apartment was incredibly clean! A great location - close to town with a sea view too.

1 Bedroom Apartment, Patio, Sleep 4, Dogs Allowed
Nice location near the beach for our dogs. Lovely quiet resort. Modern, clean apartment. Our dogs just missed access to a private secure garden so we had to take them out for little toilet stops but overall great place.

Strathmore apt Scarborough, pool, gym, parking
We were with the grandchildren for 3 nights. The apartment was so handy to get into Scarborough. We went down the lift and arrived at the spa. Then there were a couple of cafes

Yorkshire Coast Retreat The Bay Filey Wifi Pets
We spent 2 nights at the apartment. Everything was as described. The location is fantastic within a beautiful holiday village and only 5 mins walk to the amazing never ending sandy beach which is absolutely perfect for your four legged friend. Filey is only 5 mins drive with lovely shops and restaurants and bustling Scarborough only a 15 mins drive. Will definitely be back!
Quick stats about holiday rentals with a pool in Ryedale District
Total rentals
80 properties
Nightly prices starting at
$100 NZD before taxes and fees
Total number of reviews
2.1K reviews
Family-friendly rentals
50 properties are a good fit for families
Pet-friendly rentals
40 properties allow pets
Rentals with dedicated workspaces
20 properties have a dedicated workspace
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- The Bay Filey
- Flamingo Land Resort
- Harewood House
- Fountains Abbey
- Filey Beach
- North Yorkshire Water Park
- National Railway Museum
- Royal Armouries Museum
- Cayton Bay
- Scarborough Beach
- York Castle Museum
- Scarborough South Cliff Golf Club
- Hartlepool Sea Front
- Saltburn Beach
- Studley Royal Park
- Locomotion
- Ganton Golf Club
- Ryedale Vineyards
- York Art Gallery