Holiday rentals with a pool in North Yorkshire

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Top-rated rentals with a pool in North Yorkshire

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

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Top guest favourite
A wooden table set with plates and glasses is positioned beside the outdoor seating area. Two stylish chairs are placed nearby, and the inviting entrance of the tree cabin is visible in the background, surrounded by lush greenery and the tranquil mill pond.
Treehouse in West Yorkshire
4.99 out of 5 average rating, 338 reviews

The Tree Cabin

The heated tree cabin is set within a small secluded wood up a steep path. Cedar lined, insulated and oak clad it cantilevers out over a remote mill pond. Wake up in a tranquil heaven only shared with shy wildlife, including deer, hare, the odd badger and a variety of birds. In the cabin are a king-size plus bed, table and chairs, kitchen area with induction plate, microwave oven & toaster. Your own smaller tree cabin, a few trees away, houses a flushing toilet and hand basin with spring water.

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 in North Yorkshire
4.96 out of 5 average rating, 251 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 in Filey
4.97 out of 5 average rating, 120 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 in North Lincolnshire
4.87 out of 5 average rating, 500 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.

Guest favourite
An indoor 35-foot heated swimming pool is surrounded by large windows, allowing natural light to fill the space. Smooth stone tiles line the pool area, and a wooden staircase leads to an upper level. Comfortable loungers are positioned nearby for relaxation.
Cottage in Litton
4.87 out of 5 average rating, 491 reviews

Cottage & Pool House Yorkshire Dales Littondale

Charming stone 3 bedroom grade 2 listed former farmhouse with Aga plus converted barn with one bedroomed annex ,EXCLUSIVE use of 35 ft swimming pool and jacuzzi 3 acres private land including paddock stables,woodland set in enviable location with stunning views well maintained gardens. If you are looking for something really special in the heart of the Yorkshire Dales this is it.The village of Litton just 30 minute stroll and has a country inn serving meals,Grassington and Malham nearby.

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, 193 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 in North Yorkshire
4.82 out of 5 average rating, 113 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

Top guest favourite
The limestone cottage facade is highlighted by large windows and a glazed back door, allowing natural light to fill the interior. In front, a patio area features wooden seating for outdoor dining, surrounded by well-kept lawns and flower beds.
Cottage in Langton
4.89 out of 5 average rating, 238 reviews

Mary Ellen Best Cottage. Spacious, Cosy & Hot Tub

Mary Ellen Best is another beautiful limestone cottage situated in the scenic Langton Hall Estate. The cottage is a spacious, yet cosy cottage. Perfect for larger families or friends wanting a relaxing holiday. Mary Ellen Best cottage boasts a large back patio with seating and a BBQ for the warmer months. And a large, private hot tub overlooking the beautiful 18+ acres of back lawn and parkland that Langton Hall has to offer. 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 in Filey
4.89 out of 5 average rating, 162 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 in The Bay North Yorkshire
4.98 out of 5 average rating, 199 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
The exterior of a two-story cottage is shown, featuring a symmetrical facade with a central entrance. Windows are evenly spaced on either side, allowing natural light to illuminate the interior. A well-maintained garden with low shrubs is visible in the foreground, contributing to the property’s welcoming appearance.
Cottage in Hunmanby
4.97 out of 5 average rating, 118 reviews

Meadowside House, The Bay Filey (Sleeps up to 9)

Meadowside House is a beautiful, modern, family friendly 4 bedroom holiday cottage at The Bay, Filey holiday village, on the gorgeous North Yorkshire coastline. The Bay is a peaceful site with direct access to miles of stunning beach. On-site facilities include a swimming pool, children’s pool, sauna, steam room, gym, beauty room and dog friendly pub/restaurant. Up to 2 well behaved dogs are allowed (subject to house rules).

Guest favourite
A two-story cottage features a white exterior with a dark slate roof and distinctive entrance. Surrounded by landscaped gardens, the home is complemented by a tree in the foreground and neighboring buildings of varied architectural styles, showcasing a charming holiday village atmosphere.
Home in North Yorkshire
4.92 out of 5 average rating, 158 reviews

Salty Kisses, The Bay, Filey

Our beautiful family cottage is located at The Bay Holiday Village, Filey. The cottage is spacious inside and out with plenty of south facing garden area for BBQ's and relaxation. Our 3 boys love to play in the space behind the cottage and on the beach. Miles of quiet golden sandy beaches is a short walk away. Sister property to Sandy Toes and Sunkissed Cottage, also located on the Bay, a short walk away and both sleeping 5.

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