Vacation 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 in Filey
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.

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.
Vacation home in Cayton Bay
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

Top guest favourite
A spacious outdoor seating area is situated on a wooden deck, featuring a round table surrounded by four chairs. A large umbrella provides shade, while a serene lake view is visible in the background, lined with modern lodges and natural greenery.
Cabin in Filey
4.99 out of 5 average rating, 177 reviews

Secret Of Eden Lake View Lodge - Pets/Beach/E.V

The Lake View Lodge is located on the new Meadows development. It is pet friendly and has a country theme inside. We have a log burner, two en-suites and an open planned kitchen/living space. We also have Wi-Fi, board games/Netflix/Disney+/Xbox Series S/Homepod. It’s a short walk to the beach. 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. Free E.V charging!

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.
Condo in North Yorkshire
4.91 out of 5 average rating, 198 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 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
4.79 out of 5 average rating, 218 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

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 in The Bay North Yorkshire
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.
Condo in Filey
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.

Superhost
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.
Cottage in Primrose Valley
4.82 out of 5 average rating, 166 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.

Guest favourite
An indoor swimming pool is highlighted, featuring expansive glass walls that offer stunning views of the surrounding countryside. The calm water reflects the natural light, creating a serene atmosphere. A small seating area with chairs is visible nearby, enhancing the space's functionality.
Cottage in Healey
4.9 out of 5 average rating, 109 reviews

Rural Idyll with Swimming Pool

**Suitable for 2 adults ONLY and up to 2 children** Delightful, quirky estate cottage in an enviable idyllic rural setting with stunning views on the edge of the Yorkshire Dales. Use of 30ft indoor swimming pool with superb countryside vista and truly magical outside dining space. This is a really special Yorkshire getaway. The bustling market town of Masham is a 10 minute drive away and there are a plethora of sights and activities on offer in the locality.

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 in Holmfirth
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.

Guest favourite
An open-plan living area features a cozy sofa and lounge chair, a dining table with four chairs, and a well-equipped kitchen. Natural light fills the space through large windows, and a decorative clock is mounted on the wall. A vase of flowers adds a touch of color.
Apartment in North Yorkshire
4.86 out of 5 average rating, 170 reviews

Filey Bay Cove The Bay Filey Wifi Pets Pool Gym

Modern first floor apartment on The Bay holiday village near Filey, North Yorks. Wide range of on-site facilities, including pool, gym, pub, cafe and shop. 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 a nautical theme and offers bright and cheerful accommodation, tastefully furnished.

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 in Cayton Bay
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 vacation rentals with a pool in Ryedale

  • Total vacation rentals

    Explore 80 vacation rentals in Ryedale

  • Nightly prices starting at

    Ryedale vacation rentals start at $82 CAD per night before taxes and fees

  • Verified guest reviews

    Over 2,270 verified reviews to help you choose

  • Family-friendly vacation rentals

    50 properties offer extra space and kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 40 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    80 of Ryedale vacation 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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