
Vacation rentals with a pool in Scarborough
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Scarborough
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.

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

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!

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.

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.

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 a short walk away. Sister property to Sandy Toes, also located on the Bay, a short walk away and sleeping 5.
Popular amenities for Scarborough rentals with a pool
House rentals with a pool

The Hideaway with Private Pool and Stunning Views

Silversands House at The Bay Filey - sea views

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

Mill House - Birdforth Hall Holiday Cottages

Cosy 2 bedroom river/coastal retreat in whitby
Condo rentals with a pool

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

@44 Apartment on The Bay Holiday Village, YO14 9GA

holiday home at Sand le Mere with lake and sea vie
Other vacation rentals with a pool

From our family, to yours

The Happy Plaice Beach House

Murray's Lodge. Cottage in The Bay, Filey

Looney Dunes Beach House Filey

3 bedroom cottage with fabulous sea views.

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

The Elliott Suite @ Southfield Barton-UponHumber

Lavender Cottage - WiFi, beach, pool, on site pub
When is the best time to visit Scarborough?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $177 CAD | $195 CAD | $184 CAD | $235 CAD | $219 CAD | $226 CAD | $242 CAD | $263 CAD | $210 CAD | $195 CAD | $195 CAD | $206 CAD |
| 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 Scarborough

Total vacation rentals
Explore 370 vacation rentals in Scarborough

Nightly prices starting at
Scarborough vacation rentals start at $83 CAD per night before taxes and fees

Verified guest reviews
Over 8,490 verified reviews to help you choose

Family-friendly vacation rentals
310 properties offer extra space and kid-friendly amenities

Pet-friendly vacation rentals
Find 270 rentals that welcome pets

Rentals with dedicated workspaces
80 properties have a dedicated workspace

Wifi availability
350 of Scarborough vacation rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Scarborough rentals

4.8 Average rating
Scarborough stays are highly rated by guests—averaging 4.8 out of 5!

Nearby attractions
Scarborough’s top spots, include Princess Club, Coliseum Cinema, and Spa Theatre
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- Flamingo Land Resort
- Fountains Abbey
- Harewood House
- Durham Cathedral
- York Castle Museum
- National Railway Museum
- North Yorkshire Water Park
- Hartlepool Sea Front
- Cayton Bay
- Studley Royal Park
- Saltburn Beach
- Scarborough South Cliff Golf Club
- Locomotion
- Ganton Golf Club
- Ocean Beach Pleasure Park
- Ryedale Vineyards
- The Bowes Museum
- Filey Beach
- York Art Gallery
- Scarborough Beach




