Vacation rentals with a pool in Ryedale District

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Ryedale District

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

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Guest favorite

Cabin in Filey

4.97 out of 5 average rating, 281 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 One S/Alexa 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. 🐶⛱🏡🛏❤️☀️🔋🔌

Dec 10 – 17

ﺩ.ﺇ520 per night

Superhost

Home in North Lincolnshire

4.91 out of 5 average rating, 396 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.

Apr 8 – 15

ﺩ.ﺇ766 per night

Guest favorite

Vacation home in Cayton Bay

4.91 out of 5 average rating, 68 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

Sep 9 – 16

ﺩ.ﺇ582 per night

Guest favorite

Cottage in Filey

5.0 out of 5 average rating, 63 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.

Jan 26 – Feb 2

ﺩ.ﺇ551 per night

Superhost

Home in Pickering

4.9 out of 5 average rating, 10 reviews

The Grange | sleeps 12 - Swim Spa -Dog Friendly 5*

The Grange is a luxurious six-bedroom manor house that can accommodate up to twelve people. Ideal for large families, reunions or groups looking to explore the North York Moors and beyond. With spacious living and dining areas, the house is perfect for special occasions and entertaining. It boasts a fully-equipped kitchen diner, games room, outdoor living space, and a blissful 18-foot swim spa. All six bedrooms come with ensuite bathrooms. Smartly equipped with Smart TVs, great WiFi and PS4.

Oct 14 – 21

ﺩ.ﺇ3,260 per night

Guest favorite

Cottage in The Bay North Yorkshire

4.99 out of 5 average rating, 136 reviews

Relax at lovely Collie Cottage, The Bay Filey

Our enchanting cottage offers the perfect costal retreat. Inside the cosy living space invites relaxation adorned with nautical accents and cracking log burner. The fully equipped kitchen and comfortable bedrooms ensure a relaxing stay. Outside the sun-kissed patio is where you can savor sea breezes and eat al fresco Located on The Bay Filey, a prestigious award winning holiday resort which includes an indoor pool. Escape to this idyllic cottage for a seaside getaway of serenity and bliss

Nov 11 – 18

ﺩ.ﺇ697 per night

Guest favorite

Condo in North Yorkshire

4.92 out of 5 average rating, 161 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

Feb 1 – 8

ﺩ.ﺇ382 per night

Guest favorite

Condo in Filey

4.97 out of 5 average rating, 147 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.

Apr 8 – 15

ﺩ.ﺇ332 per night

Guest favorite

Cottage in Langton

4.87 out of 5 average rating, 191 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! You will also have use of the swimming pool on site heated to 24 degrees (Open 1st May-14th September) Please note this property is located on a NO SMOKING premises

Mar 13 – 20

ﺩ.ﺇ733 per night

Guest favorite

Apartment in North Yorkshire

4.86 out of 5 average rating, 143 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.

Aug 24 – 31

ﺩ.ﺇ489 per night

Guest favorite

Cottage in North Yorkshire

4.97 out of 5 average rating, 177 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. * We also own the Adjoing Property " LOBSTER POT COTTAGE ", also listed on Airbnb.

Jul 13 – 20

ﺩ.ﺇ770 per night

Guest favorite

Cottage in North Yorkshire

5.0 out of 5 average rating, 95 reviews

Rodgers Retreat The Bay Filey YO14 9GL See Map

Rodgers' Retreat is a 2 Bedroom Cottage at the centre of the award winning Bay Holiday Village 3 miles from Filey. A modern immaculate property. Ample Parking. Suitable for 4 plus a baby, a cot is provided. High chair available. TV in each bedroom. Family bathroom with over bath shower and separate ground floor w.c. and basin. Pub, Pharmacy and coffee shop on site. Beautiful safe beach a short walk away. Well behaved dogs welcome (max 2).

May 20 – 25

ﺩ.ﺇ531 per night