Holiday rentals with a pool in Ryedale

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Ryedale

Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

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Top guest favourite
The exterior of a two-story brick cottage is presented, showcasing a modern architecture with white window trims. A well-maintained lawn and hedges frame the property, while a clear blue sky with scattered clouds provides a bright backdrop.
Cottage
4.98 out of 5 average rating, 103 reviews

Willow Cottage: 3 Bed, 3 Bath, Pool, WiFi, dogs

Willow Cottage is a light, airy, spacious, modern cottage situated at The Bay, Filey. We are dog friendly offering South facing patio area in a quiet, relatively private area to the rear with BBQ. Open living with a downstairs WC. Two double bedrooms both with king size beds (one with en-suite). The 3rd bedroom has 2 x single beds. Free parking! 10 minute stroll to the amazing beach! Great on site facilities incl. pub, restaurant, pool, sauna, steam room. Shop and kids activities available.

Superhost
A large outdoor area features a swimming pool surrounded by lounge chairs and umbrellas. Lush greenery and landscaped gardens create a serene setting. A gazebo and various seating arrangements invite relaxation, while a pathway leads through the well-maintained lawn.
Home
4.88 out of 5 average rating, 476 reviews

The Elliott Suite @ Southfield Barton-UponHumber

Newly decorated and furnished for 2021, you enter your private suite on the ground floor, walking straight into the new beautifully fitted kitchen complete with appliances, elegant dining area perfect for relaxed and cozy romantic candle lit dinners. Upstairs and you enter your warm living area with a small balcony with views of Baysgarth Park, furnished with sofa and matching chairs, soft lighting and a smart tv leading into the bedroom with it’s sumptuous antique french bed and en-suite.

Top guest favourite
A spacious living area features a light-colored corner sofa with decorative cushions, positioned near a large window that allows natural light to fill the room. A coffee table sits beside the sofa, and the kitchen area is visible in the background.
Holiday home
4.94 out of 5 average rating, 104 reviews

2 bed holiday lodge

Fully loaded 41' x 15' 2 bed 2 bathroom holiday lodge 2021 model located on park dean resorts Cayton bay holiday park. sleeps 4 full gas central heating double glazed Own private parking space right outside the door TV with Disney + , Dishwasher, washer/Dryer, microwave, gas hob and oven 2 towels Bedding all fully mains connected. Glass fronted decking Storage unit Entertainment passes purchased at reception Peak Adult £26.95 Child £22.45 per week Off peak Adult £21. 95 Child £16. 95per week

Guest favourite
A light blue beach house is featured, set against a clear blue sky. A spacious deck is adorned with a white umbrella, while a comfortable seating area invites relaxation. Lush green grass surrounds the property, contributing to a cheerful outdoor setting.
Cabin
4.97 out of 5 average rating, 391 reviews

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.

Guest favourite
An open plan living area showcases a modern kitchen with stainless steel appliances and wooden cabinetry. A cozy leather sofa and a light wood coffee table with a decorative plant arrangement create a relaxed atmosphere. Brightness is provided by overhead lighting and natural light from a nearby window.
Apartment
4.91 out of 5 average rating, 199 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

Guest favourite
A scenic view of Beech Farm showcases a gravel courtyard surrounded by stone cottages with traditional roofs. Greenery and flowering plants enhance the space, while outdoor seating areas invite relaxation. The peaceful environment is complemented by sunny skies and a well-maintained landscape.
Cottage
5 out of 5 average rating, 9 reviews

Pool, playroom, animals & more in a 2-bed cottage

Beech Farm is a private enclave of eight luxury holiday cottages in North Yorkshire. Shared on site facilities include an indoor heated swimming pool, sauna, playroom, playground, table tennis, honesty shop and daily animal feeding sessions. All cottages blend traditional character with modern conveniences like high speed wifi, a smart television and Nespresso coffee machine. Dove Tree is a two-bedroom property (one king, one single) sleeping three – full floorplan in the pics.

Top guest favourite
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
4.8 out of 5 average rating, 220 reviews

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

Guest favourite
An open-plan living area is presented with modern kitchen amenities, including a microwave and oven. A dining table with flower arrangement centers the room, surrounded by a black leather sofa and colorful cushions. Warm light enhances the inviting atmosphere of this well-appointed space.
Flat
4.89 out of 5 average rating, 142 reviews

East Coast Escape The Bay Filey Pets Wifi Gym Pool

Modern first floor apartment on The Bay holiday village near Filey, North Yorks. Wide range of on-site facilities, including pool, gym, convenience store, cafe and pub. Direct access to long sandy beaches. The apartment is 3 miles from Filey and within easy reach of the traditional seaside towns of Bridlington and Scarborough. Open plan living area, this well-appointed apartment has separate bedroom, dishwasher, microwave and washing machine, it is modern and welcoming.

Top guest favourite
A charming detached cottage is showcased, featuring a traditional brick exterior with a sloped roof. Two upper windows are framed by white shutters, while a welcoming front door is centered below. Lush greenery and stone steps enhance the inviting entrance, set against a clear sky.
Cottage
4.98 out of 5 average rating, 191 reviews

Relax at lovely Collie Cottage, The Bay Filey

Escape to Collie Cottage, a charming 2-bed, 2-bath retreat on award-winning The Bay, Filey. Relax by the log burner, cook in the well-equipped kitchen, or soak up the evening sun on your private patio with BBQ. Stroll to the beach, swim in the indoor pool, unwind in the sauna or workout in the gym, (included in your stay) or explore nearby Filey, Scarborough & the Yorkshire Moors. Perfect for cosy breaks or fun-filled getaways, where comfort meets coastal bliss.

Top guest favourite
A collection of decorative mugs is displayed on glass shelves. The mugs feature various artistic designs, including nautical themes and colorful patterns. Light reflections are visible on the glass, enhancing the presentation of the display.
Apartment
4.96 out of 5 average rating, 183 reviews

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.

Guest favourite
A wooden coffee table is adorned with a variety of magazines and books about the Peak District, alongside coasters. A vase holds fresh tulips, and a rustic basket sits nearby. A log burning stove provides warmth, with a soft glow visible behind.
Cottage
4.88 out of 5 average rating, 163 reviews

Eider cottage with private hot-tub & spa options

Eider cottage - charming listed weavers cottage with many original features, tucked away behind the church in the very centre of this quaint village. It has a private secluded hot tub for an additional cost and the option to book the owners private spa facilities subject to availability & additional cost. Reduced occupancy discounts & shorter stays available mid-week. Press “show more” and read all the details before you book, especially the LGNG policy.

Superhost
A modern caravan is set against a cloudy sky, featuring a spacious deck with a railing. Large glass doors provide access to the outdoor space, and the exterior is complemented by warm lighting. Lush green grass surrounds the caravan.
Home
4.89 out of 5 average rating, 149 reviews

Brand new 2021 ABI WINDERMERE STATIC Cedar 1

Beautiful and brand new, fully equipt, high-end, luxury caravan. A perfect place to relax or bring the whole family. 5 minutes walk to the sea. Parkdean onsite entertainment for children and adults. swimming onsite, high ropes, arcades, and many more activities. With Cayton Bay minutes away from the caravan, Filey, Scarborough and Bridlington are not far away via car or Park & Ride, again minutes away from the caravan.

Popular amenities for Ryedale rentals with a pool

When is the best time to visit Ryedale?

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Quick stats about holiday rentals with a pool in Ryedale

  • Total holiday rentals

    Explore 80 holiday rentals in Ryedale

  • Nightly prices starting at

    Ryedale holiday rentals start at £45 per night before taxes and fees

  • Verified guest reviews

    Over 2,270 verified reviews to help you choose

  • Family-friendly holiday rentals

    50 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 40 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    80 of Ryedale holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Ryedale rentals

  • 4.8 Average rating

    Ryedale stays are highly rated by guests – averaging 4.8 out of 5!

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