Vacation rentals with a pool in Ryedale District

The exterior of the cottage is shown, highlighting double patio doors leading to a private patio area. A circular table with six chairs is arranged on the patio, surrounded by low plants. The upper level features a glass-fronted balcony with additional seating for enjoying the views.

4.88 out of 5 average rating, 78 reviews

three bedroomed house with stunning sea views

Comfortable three bedroom cottage in an award winning holiday village. SeaSpray has stunning frontline sea views and backs on to a large shared lawned area. Direct access to Filey beach by a footpath which is less than a 10 minute walk from the property. The property is well equipped and has everything you will need for an enjoyable stay to include free unlimited wi-fi. The accommodation sleeps 4 adults and 2 children. It is ideal for families and couples. Dogs welcome by prior arrangement.

4.97 out of 5 average rating, 350 reviews

An indoor swimming pool area is showcased, featuring a large, rectangular pool with clear blue water. Soft lighting illuminates the space, highlighting the white walls and high ceiling. A separate shallow pool is visible adjacent to the main pool, with potted plants adding a touch of greenery.

Cabin in Filey

Secret of Eden Beach House - Pet friendly WiFi E.V

Our pet friendly beach house has a seaside theme inside, with log burner, two en-suites and an open planned kitchen/living space. We have provided fibre broadband, board games/Netflix/Disney+/Xbox Series S/Homepod for when the weather is not so great. It’s a short walk to the beach. Free EV charging for guests. On site facilities include a leisure centre with gym & swimming pool, tennis court, wildflower meadow, children's play area, archery, pub, restaurant, pharmacy, beautician and more.

Apartment in Primrose Valley

4.84 out of 5 average rating, 219 reviews

Filey Bay Haven The Bay Filey Pet Pool & Gym WiFi

The holiday apartment is on the ground floor at the award-winning holiday complex The Bay Filey. Open plan living area with fully equipped kitchen, dining & sitting area. One double bedroom & one separate bathroom with bath and shower. This apartment is extremely flexible being ideal for a person working away, relaxing, site seeing or an adventure holiday on the East Coast. Bring your furry friend for a min 2-night break. Off-road parking, pool, gym, tennis, pub, cafe and shop on site

4.94 out of 5 average rating, 72 reviews

An indoor swimming pool is presented, featuring clear blue water and steps leading into it. Surrounding the pool, a soft carpeted area enhances comfort. Natural light filters in, highlighting the wooden beams of the ceiling and the textured walls adorned with tiles.

Cottage in Birdforth

Beautiful 4 bed converted barn, pool & hot tub

The Granary is a beautifully converted barn featuring original beams, log burning stove for those cosy evenings, a fabulous dining kitchen and downstairs cloakroom. With views over open countryside looking on to our pedigree herd of Long Horn Cattle makes The Granary the perfect place to unwind. Featuring 4 bedrooms (2 king size with ensuite, 1 twin bed room and 1 bedroom with single bed and bunk beds with a shared bathroom. Full use of shared indoor swimming pool. Private Hot tub.

An indoor heated swimming pool is shown, featuring clear blue water that reflects the bright lights above. The space is framed by tall ceilings, with large arched windows allowing natural light to filter in, creating a welcoming environment for relaxation.

4.92 out of 5 average rating, 178 reviews

Yorkshire Coast Retreat The Bay Filey Wifi Pets

The holiday apartment is on the ground floor at the award winning holiday complex The Bay Filey. Open plan living area with fully equipped kitchen, dining area and sitting area. 1 double bedroom and 1 bathroom. Fibre Broadband. Off road parking. No smoking Shop, cafe and pub on site Award winning beach 1 mile Use of the gym & table tennis, included in the price. Additional activities are available at an extra cost payable on site Great base for visiting Bridlington & Scarborough

4.77 out of 5 average rating, 191 reviews

A view of Charlotte Cottage reveals its limestone exterior, featuring blue doors and multiple windows. Lush green lawns surround the cottage, complemented by neatly trimmed hedges and pathways. The charming architectural elements blend harmoniously with the adjacent building, enhancing the inviting outdoor space.

Cottage in Langton

Charlotte Cottage

The grade 2 listed 'Charlotte Cottage' is the first in the run of former servants cottages. This beautiful limestone built cottage has an open plan kitchen and lounge with glazed door that opens on to a patio with table, chairs and a BBQ. Beyond is Langton halls back lawn which leads to 20 acres of parkland for you to explore at your leisure. Located within our grounds is an idyllic waterfall- perfect for picnics. Please note this property is located on a NO SMOKING premises

Cottage in The Bay North Yorkshire

The exterior of Collie Cottage is presented, showcasing a welcoming entrance with a well-maintained pathway. A stylish sign displays the street name 'Seaford Avenue.' The brick façade is complemented by traditional windows and a neatly trimmed lawn, reflecting a relaxed coastal charm.

4.98 out of 5 average rating, 173 reviews

Relax at lovely Collie Cottage, The Bay Filey

Our enchanting cottage is the perfect costal retreat offering a relaxed and cosy atmosphere, including a log burner. The fully equipped kitchen and comfortable bedrooms ensure a relaxing stay. Outside the patio which captures the early evening sun, perfect for unwinding after a fun packed day. Located on The Bay Filey, a prestigious award winning holiday resort which includes an indoor pool and gym. Escape to this idyllic cottage for a seaside getaway of serenity and bliss

4.82 out of 5 average rating, 157 reviews

An indoor heated pool is visible in a bright and airy space, surrounded by large windows that allow natural light to fill the area. Seating and decorative elements are present nearby, contributing to a relaxing atmosphere. The pool's tranquil blue water reflects the ceiling's modern design.

Cabin in Lincolnshire

Beautiful Log Cabin

Beautiful log cabin set in small woodland on a farm. The cabin benefits from a lovely large open plan living area along with two generous sized bedrooms ( 3 double bed is sofa bed in living area) and modern bathroom with large walk in shower. you have your own deck patio with hot tub an small barked area for relaxing in the summer sun. The location is very private and surrounded by open countryside. Access to indoor heated pool for 1 hour per day this must be booked)

Place to stay in North Yorkshire

Aerial view of a spacious campsite featuring numerous glamping pods and caravans arranged among lush greenery. The surrounding landscape includes rolling fields and trees, with blue skies and scattered clouds above, emphasizing the serene environment.

5 out of 5 average rating, 21 reviews

Danby - Glamping Pod - Hot Tub

This Glamping Pod is named ‘Danby’ after the wider estate. Danby can sleep 2 adults, and has a small pull out sofa bed suitable for a child. Located close to our children’s play park, it includes its own private shower room with a toilet and wash basin, A standard double bed and a private hot tub!. The kitchenette includes a fridge, microwave, toaster and kettle. All you need to bring is your bedding (and swimwear!) Reconnect with nature at this unforgettable escape.

4.97 out of 5 average rating, 170 reviews

An indoor swimming pool is featured, illuminated by soft lighting along the walls. The water reflects the overhead beams and large arched windows, enhancing the spacious atmosphere. Swim lanes are clearly marked, and a few chairs are arranged along the side for relaxation.

Condo in Filey

Clara's Den at The Bay, Filey

Contemporary first floor, one bed, self catering apartment with Juliet balcony, all modern amenities, and a 'fresh feel' style, situated in The Bay, a 5-star holiday village south of Filey. Bookings include free parking, WiFi, and gym/pool pass. Direct pedestrian access to miles of beautiful beach. Many other outdoor activities on site (charges may apply). Fantastic pub/restaurant in the village. Great base for exploring the Yorkshire coast and surrounding areas.

4.92 out of 5 average rating, 39 reviews

The contemporary farmhouse features a stone facade, large windows, and a welcoming front porch. A spacious outdoor deck with seating arrangements surrounds the house, providing a clear view of the surrounding greenery and hills.

Farm stay in Knayton

Luxury Farm House with pool & hot tub Pets welcome

Our Luxury, Spacious, 6 Bed Contemporary Farmhouse with Swimming Pool (summer), Hot tub, Huge Outdoor Living Space sits on the edge of the North Yorkshire Moors. We welcome pets, Dogs, Cats, even Horses and Ponies! Cosy living spaces, great for entertaining and family gatherings. Amazing walks, cycling, and walks. A favorite for Family Birthday Parties. Great Local Dog Friendly Pub. Loads of Ace Restaurants. Very quite and peaceful. Things to do all year around.

Cottage in Primrose Valley

The cottage features a charming brick facade with a light blue front door. The roof is tiled in orange, and decorative elements are evident on the windows. Surrounding greenery includes shrubs and flowering plants, contributing to the inviting exterior.

4.84 out of 5 average rating, 147 reviews

Blue Door Cottage, The Bay, Filey, Dog Friendly

Blue Door Cottage at the award winning The Bay Holiday Village, Filey Recently decorated 2 Bedroom cottage Free Wifi Dog friendly (2 max). Suitable to sleep 4 in two bedrooms - would also fit travel cot in master bedroom (not provided). All year round dog friendly beach just a short walk away. The Bay has on site a Pub, restaurant, convenience store, pharmacy, indoor swimming pool, sauna, steam room, gym, football pitch, tennis court, playground and archery.

Vacation rentals for every style

Get the amount of space that is right for you

Cabins

Kick off your hiking boots at these rustic lodgings

Apartments

Convenient locations with everyday essentials

Chalets

Adventure-ready homes with après-ski style

Popular amenities for Ryedale District rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.78 out of 5 average rating, 9 reviews

Home in The Bay Filey,

Silversands House at The Bay Filey - sea views

RichardRating, 5 stars10 months ago

Great place to stay with beautiful view and a great space outside for the kids to play

4.94 out of 5 average rating, 94 reviews

A bright bedroom features a spacious bed adorned with yellow bedding and neatly arranged towels. A soft armchair sits beside the bed, and large windows allow natural light to fill the room. The grey carpet adds a cozy touch, complemented by stylish wall art.

Home in Doncaster

Large Modern Décor 3 Bed with Driveway & Garden

Christopher JohnRating, 5 stars4 months ago

Lovely cosy house which was clean and tidy. This was our second stay at Homestead and we will be coming back.

4.94 out of 5 average rating, 34 reviews

A private patio area is surrounded by well-manicured hedges, offering seating for dining. The expansive view showcases rolling hills under a bright blue sky, punctuated by scattered clouds. A hot tub can be seen nearby, inviting relaxation amidst the scenic landscape.

Home in West Yorkshire

Shelduck, hot tub, spectacular views & spa option

ToronRating, 5 stars3 weeks ago

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.

Home in Covenham Saint Bartholomew

An outdoor patio area features a stone surface with a wooden door leading inside. A rectangular table is surrounded by four modern chairs, and a small lawn extends beyond the patio. Hedge lining provides privacy, with greenery and open fields visible in the background.

4.97 out of 5 average rating, 30 reviews

Fox Cottage, Covenham Holiday Cottages

RichardRating, 5 stars10 months ago

We had a lovely stay at Jason's place. It was exactly as the details stated. Perfect venue and location for me and my friends. I would be happy to stay there again.

Home in North East Lincolnshire

A spacious two-story brick home is featured, characterized by lush green ivy climbing the exterior. Large windows allow ample natural light, and the entrance is framed by a neatly landscaped yard, providing a welcoming atmosphere.

4.72 out of 5 average rating, 18 reviews

Luxury Mansion | Sleeps 18 | Heated Swimming Pool

JezRating, 5 stars7 months ago

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!

4.96 out of 5 average rating, 141 reviews

Lobster Pot -Award Winning Complex- The Bay, Filey

MattRating, 5 stars2 weeks ago

The place was lovely, a short walk to the lovely beach was the main draw. A good location to explore nearby towns by car. The additional of the on site swimming pool was great. The house the comfortable and great space for the 4 of us. Andree was very friendly and knew if we needed anything we could get in touch. Thanks.

A cozy lounge area is furnished with a blend of comfortable seating, including a tufted blue sofa and a brown leather couch. A small wooden table displays a tea set, while a chessboard is ready for play. Natural light filters through a large window, offering a view of greenery.

4.88 out of 5 average rating, 67 reviews

Cosy 2 bedroom river/coastal retreat in whitby

DavidRating, 5 stars1 week ago

Perfect little place to stay at for visiting Whitby. Very easy to walk to the town centre and very peaceful with fantastic scenery of the river and viaduct.

An expansive wooden terrace is presented, furnished with comfortable seating arrangements. The surrounding greenery, featuring vibrant red foliage, offers a natural backdrop. French doors provide access to the interior, enhancing the seamless connection between outdoor and indoor spaces.

MartinRating, 5 stars4 months ago

East Hampton

A wonderful property, nicely kitted out and situated in the most stunning surroundings. Will visit again 👍🏻

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Condo rentals with a pool

4.82 out of 5 average rating, 28 reviews

A stylish living area showcases a large, cozy sofa adorned with plush cushions. Subtle lighting highlights the exposed brick wall and enhances the warm tones. Floor-to-ceiling curtains frame a spacious window, allowing a glimpse of the outside environment.

Condo in West Yorkshire

Apartment- with heated pool, sauna, jacuzzi & gym.

JasonRating, 5 stars5 days ago

Stayed here a few times now and will definitely come back again.

An indoor swimming pool area is illuminated with soft lighting, featuring clear water and designated swimming lanes. Adjacent seating is provided by white chairs around a small table. Large windows allow natural light to filter in, enhancing the serene environment.

4.87 out of 5 average rating, 39 reviews

Bay Retreat Holiday Home at The Bay Filey

BethanyRating, 5 stars2 weeks ago

Easy to find, pictures prior to arrival were very helpful! Exceptionally clean and has everything we needed, well stocked kitchen and great area to get to the beach etc Thankyou!

The double bedroom features a white bed with a patterned duvet, flanked by bedside tables with lamps. A Juliette balcony allows natural light to enter, while blue walls create a calming backdrop. Decorative plants enhance the space alongside a plush area rug.

5 out of 5 average rating, 10 reviews

Sandy Feet Apartment

AndrewRating, 5 stars38 months ago

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

4.87 out of 5 average rating, 54 reviews

The image shows a charming row of brick and painted houses set amidst well-maintained greenery. Young trees and shrubs line the pathway, while a parked car is visible in the driveway. A clear blue sky with scattered clouds provides a bright backdrop.

Condo in Filey

One bed ground floor apartment with patio area

KatieRating, 5 stars6 days ago

We had a great time staying at the Bay, Filey. The location is perfect for easy access to the beach and the on-site amenities, including the pub, are just what you need after a day on the coast! The flat itself had everything you need and want, including a comfortable bed and was unbelievably clean when we arrived. Everything was perfect and we're already looking to come back! So thank you very much.

5 out of 5 average rating, 5 reviews

A spacious living area is highlighted by large windows allowing natural light to fill the room. Comfortable seating options include plush blue sofas and a vibrant purple chair. A wooden table is surrounded by blue chairs, and a fully equipped kitchen is visible in the background.

Condo in West Cliff

Spacious, modern apartment with sea and park views

JohnRating, 5 stars1 day ago

Fabulous property, cannot recommend it highly enough. Off street parking and a cracking sea view from the spacious and immaculately presented apartment. Special feature is that it has its own front door with steps where you can sit watching the World glide gently by. Loved it and Maria is a great host, very responsive and super friendly.

An indoor swimming pool area is featured, showcasing a large rectangular pool with lanes marked by floating buoys. Adjacent to it, a smaller circular pool offers a contrasting shape, both surrounded by textured tile flooring and softly lit by overhead lights.

Condo in Primrose Valley

5 out of 5 average rating, 5 reviews

1 Bedroom Apartment, Patio, Sleep 4, Dogs Allowed

JaneRating, 5 stars36 months ago

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.

A cozy living area features a tufted grey couch adorned with colorful cushions. A coffee table, embellished with snacks, sits in front. Two patterned chairs complement the space, while a lamp and sunflowers provide warm lighting. Natural light filters through the window with blinds.

5 out of 5 average rating, 22 reviews

Strathmore apt Scarborough, pool, gym, parking

KarenRating, 5 stars5 days ago

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