
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.

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🌞

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.

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.

Filey Bay Haven The Bay Filey Pet Pool & Gym WiFi
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 & sitting area. One double bedroom & one separate bathroom with bath and shower. This apartment is extremely flexible being ideal for a person working away, relaxing, site seeing or an adventure holiday on the East Coast. Bring your furry friend for a min 2-night break. Off-road parking, pool, gym, tennis, pub, cafe and shop on site

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

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

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.

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.

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.

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.

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.

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
House rentals with a pool

The Hideaway with Private Pool and Stunning Views

Dales Cottages - Sleeps 16+

The Lookout @ The Bay Filey sea view, dog friendly

Jambow Blue, The Bay Filey

Lobster Pot Cottage The Bay - Filey

three bedroomed house with stunning sea views

Cosy 2 bedroom river/coastal retreat in whitby

Mill House - Birdforth Hall Holiday Cottages
Condo rentals with a pool

Apartment- with heated pool, sauna, jacuzzi & gym.

Bay Retreat Holiday Home at The Bay Filey

Sandy Feet Apartment

One bed ground floor apartment with patio area

Sandy Bottom Apartment

Spacious, modern apartment with sea and park views

Strathmore apt Scarborough, pool, gym, parking

Uppergate Farmhouse Apartment
Other vacation rentals with a pool

Gardener's Cottage

2 Bed in Newton-on-Rawcliffe (88957)

Looney Dunes Beach House Filey

3 bedroom cottage with fabulous sea views.

NEW Firefly Cottage Filey - Pool/Gym/Beach/Pub

Fox Cover Cottage

Gone Crabbing 🦀, Moor Road @ The Bay Filey

The Elliott Suite @ Southfield Barton-UponHumber
When is the best time to visit Ryedale?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$34,714 GYD | G$41,406 GYD | G$42,661 GYD | G$50,398 GYD | G$41,406 GYD | G$47,889 GYD | G$47,680 GYD | G$47,680 GYD | G$50,398 GYD | G$41,824 GYD | G$38,478 GYD | G$42,242 GYD |
| Avg. temp | 3°C | 3°C | 5°C | 7°C | 10°C | 12°C | 15°C | 14°C | 12°C | 9°C | 6°C | 3°C |
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 G$12,547 GYD 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 & kid-friendly amenities

Pet-friendly vacation rentals
Find 40 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
80 of Ryedale vacation rentals include wi-fi 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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- Flamingo Land Resort
- Fountains Abbey
- Harewood House
- National Railway Museum
- Royal Armouries Museum
- York Castle Museum
- North Yorkshire Water Park
- Hartlepool Sea Front
- Cayton Bay
- Studley Royal Park
- Saltburn Beach
- Scarborough South Cliff Golf Club
- Locomotion
- Ganton Golf Club
- Ryedale Vineyards
- York Art Gallery
- Filey Beach
- Scarborough Beach
- The Bay Filey




