Holiday rentals with a pool in Cayton

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Top-rated rentals with a pool in Cayton

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

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Top guest favourite
The entrance to Ivy Cottage is framed by lush greenery, featuring a welcoming white door with a modern design. Bright, red-tipped leaves contrast with the soft tones of the brick wall, creating an inviting first impression.
Cottage
4.97 out of 5 average rating, 245 reviews

Ivy Cottage -Award-Winning Complex- The Bay, Filey

Ivy Cottage is situated on The Award Winning Development of The Bay, Filey. It is beautifully presented and has two bedrooms, a Master Double and second bedroom having 2 single beds. There is a modern and very well equipped kitchen, bathroom with bath and shower over, airy living room with dining area, plus downstairs WC. There is an outside patio/seating/ BBQ available for the use of Guest. The rear of the Cottage opens out onto a lovely communal but very quiet grassy area for you to enjoy🌞

Top guest favourite
Cottage
4.97 out of 5 average rating, 117 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.

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, 107 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 charming brick cottage with a welcoming facade is featured, showcasing a gabled roof and multiple windows. The front porch leads to tasteful landscaping, with neatly trimmed shrubs and vibrant flower beds enhancing the exterior. Nearby cottages complete the picturesque residential scene.
Cottage
4.96 out of 5 average rating, 103 reviews

Sunkissed Cottage, The Bay, Filey

Sunkissed Cottage is an Eco cottage with a log burner and underfloor heating throughout then South facing gardens make it perfect for lazy summer days or cosy winter breaks. Our beautiful family cottage is located at The Bay Holiday Village, Filey. Miles of quite golden sandy beaches a short walk away. A fantastic location for the site amenities, just a short walk to the Pub, cafe and leisure centre. Sister property to Salty Kisses, sleeping 9 and Sandy Toes sleeping 5. Both also at The Bay.

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
4.99 out of 5 average rating, 189 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
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.
Home
4.82 out of 5 average rating, 107 reviews

Cosy 2 bedroom river/coastal retreat. Heated pool.

Relax with the family at our peaceful cosy cottage. A short 30 minute scenic walk into central whitby over the cinder track or a 4 minute drive or taxi ride. Visit a bustling town during the day but have a peaceful night sleep in this quiet part of whitby. Access to the on site indoor swimming pool which is open from 15th feb 2026 until November 2026(one time fee£10/£20), laundrette (one time fee of £10), playpark and swings right outside the back door. Pet friendly Travel cot available

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, 205 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
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, 157 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
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.
Cottage
4.98 out of 5 average rating, 196 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.

Guest favourite
A private deck area features a hot tub surrounded by a glass-topped dining table and chairs. Folding doors provide access to the indoor space, allowing natural light to fill the area. The clear blue sky enhances the relaxing atmosphere.
Holiday park
4.97 out of 5 average rating, 146 reviews

Sand le mere East Coast Holidays Platinum Lodge

When you come on a caravan holiday with us, you also get to enjoy their full range of entertainment and activities which include indoor pool complex with children’s wet play area, splashzone, sauna & steam room, Show lounge with entertainment, Restaurant, bar, café & takeaway, Indoor soft play areas for kids and toddlers, Outdoor adventure play area, Amusements, Fresh water and beach fishing and Tunstall beach.The caravan has a privately enclosed decking & a hot tub.

Guest favourite
The exterior of the historic limestone cottage is showcased, featuring a charming blue door framed by elegant brickwork. Two large windows allow natural light to illuminate the front. Lush greenery surrounds the property, with neatly trimmed hedges leading to a paved path.
Cottage
4.89 out of 5 average rating, 272 reviews

Historic 18th Hussars Cottage with a Modern twist

18th Hussars is a period cottage which dates back over 200 years and is set within the beautiful scenery of the North Yorkshire countryside. It has been lovingly restored with original features accompanied alongside modern furnishings- including a large patio and hot tub for your private use. Please note our hot tubs are completely drained and cleaned in between each booking. 18th Hussars is located on a NO SMOKING premises

Guest favourite
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, 156 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 Cayton rentals with a pool

Quick stats about holiday rentals with a pool in Cayton

  • Total holiday rentals

    Explore 30 holiday rentals in Cayton

  • Nightly prices starting at

    Cayton holiday rentals start at £66 per night before taxes and fees

  • Verified guest reviews

    Over 650 verified reviews to help you choose

  • Family-friendly holiday rentals

    20 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    20 of Cayton holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Cayton rentals

  • 4.9 Average rating

    Cayton stays are highly rated by guests – averaging 4.9 out of 5!

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