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Cottages with swimming pools - perfect for a family holiday
Cottages with swimming pools - perfect for a family holiday

Self Catering Holiday Cottages with a Swimming Pool

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54.244247, -0.811684

Heron View is a 4-Star holiday cottage on the edge of Pickering in North Yorkshire, close to the North York Moors National Park and North Riding Forest and within easy reach of beaches like Scarborough and Robin Hood's Bay. It sleeps eight people in four bedrooms and is well suited to big families, extended families or friends. Excellent on-site amenities include an indoor swimming pool, playground, 10 acres of grounds that include woodlands, fields and a river. The cottage is one of seven superb self-catering Yorkshire cottages at Low Costa Mill. It is available for bookings all year round.  Tourist board rating: 4 Star

Weekly guide price:
£975 to £2100
Short breaks from £265 per night

8  |   4  |   2  |   Yes  |   Yes

Min nights: 2 (off peak) | 7 (peak)

Preferred arrival day: Mon/Fri | 4 Star

54.244247, -0.811684

Harvester Cottage has everything families need for a fun and relaxing self-catering holiday in North Yorkshire. In addition to sleeping five people in three bedrooms, guests at the dog-friendly cottage have excellent amenities that include an indoor swimming pool, secure bike storage, and 10 acres of grounds with woodland, an adventure playground, and a gently flowing beck. It is one of seven superb self-catering cottages at Low Costa Mill, 1.5 miles from Pickering's shops, cafes, bike hire and attractions like Pickering Castle and the Beck Isle Museum. The region is famous for its fantastic footpaths and sensational cycling. You can't help but fall in love with the landscape.  Tourist board rating: 4 Star

Weekly guide price:
£635 to £1275
Short breaks from £154 per night

5  |   3  |   2  |   Yes  |   Yes

Min nights: 2 (off peak) | 7 (peak)

Preferred arrival day: Mon/Fri | 4 Star

54.244247, -0.811684

Thresher Cottage is a dog-friendly, two-bedroom self-catering cottage near Pickering. It sleeps up to four people and is perfect for couples or families at any time of year. The cottage is at Low Costa Mill near Pickering, with excellent onsite amenities that include an indoor swimming pool, bike washing and secure storage, and 10 acres of woodland, gardens and playing fields. The North York Moors is on the doorstep, with miles of footpaths and cycling routes through moorland and around coastal towns like Whitby and Scarborough. Thresher Cottage can be booked with other cottages at Low Costa Mill to accommodate extended families and groups of friends.  Tourist board rating: 4 Star

Weekly guide price:
£580 to £1185
Short breaks from £142 per night

4  |   2  |   2  |   Yes  |   Yes

Min nights: 2 (off peak) | 7 (peak)

Preferred arrival day: Mon/Fri | 4 Star

54.244247, -0.811684

Farrier's Cottage is at Low Costa Mill near Pickering, where amenities include woodland walks, an indoor swimming pool, 10 acres of grounds, duck ponds and a children's play area. The dog-friendly cottage sleeps four people in two bedrooms and is ideal for couples or families. Pickering is only 1.5 miles away, with a weekly market, a great choice of shops and places to eat and attractions that include Pickering Castle and the Beck Isle Museum. From here, you can easily explore the North York Moors National Park, Dalby Forest, and coastal towns like Whitby and Scarborough.  Tourist board rating: 4 Star

Weekly guide price:
£525 to £1125
Short breaks from £140 per night

4  |   2  |   2  |   Yes  |   Yes

Min nights: 2 (off peak) | 7 (peak)

Preferred arrival day: Mon/Fri | 4 Star

54.244247, -0.811684

The Granary sleeps six people in three bedrooms and is ideal for families. It is one of seven fantastic self-catering properties at Low Costa Mill near Pickering, giving guests excellent access to the North York Moors and Dalby Forest for walking, cycling and sightseeing. On-site amenities include an indoor swimming pool, 10 acres of woodlands and garden, a children's play area, and secure bike storage. It's a fantastic choice for a holiday in any season as there is so much to see and do within a small radius.  Tourist board rating: 4 Star

Weekly guide price:
£795 to £1525
Short breaks from £200 per night

6  |   3  |   No  |   Yes  |   Yes

Min nights: 2 (off peak) | 7 (peak)

Preferred arrival day: Mon/Fri | 4 Star

54.244247, -0.811684

Leat Cottage sleeps four people in two bedrooms, providing 4-Star accommodation for families, couples and friends. It is one of seven cottages at Low Costa Mill, with guests having use of a swimming pool, 10 acres of grounds, a children's playground, and a big lawn for playing ball games. The estate is on the outskirts of Pickering, within easy reach of the North York Moors National Park and North Riding Forest. It's perfect for cycling and walking, with the cottage having secure bike storage with walks and bike rides from the door.  Tourist board rating: 4 Star

Weekly guide price:
£635 to £1275
Short breaks from £155 per night

4  |   2  |   No  |   Yes  |   Yes

Min nights: 2 (off peak) | 7 (peak)

Preferred arrival day: Mon/Fri | 4 Star

54.244247, -0.811684

Perfect for couples, Carters Cottage is well-equipped to a 4-Star standard and offers guests the use of excellent on-site facilities that include an indoor swimming pool and 10 acres of grounds. With a log-fire, the holiday cottage is a welcoming bolt-hole for two at any time of the year and sitting on the edge of Pickering, it has excellent amenities close to hand and is within easy reach of the North York Moors National Park and North Riding Forest. A great choice for those who enjoy walking, cycling, exploring or simply relaxing whilst on holiday. Tourist board rating: 4 Star

Weekly guide price:
£400 to £650
Short breaks from £100 per night

2  |   1  |   2  |   Yes  |   Yes

Min nights: 2 (off peak) | 7 (peak)

Preferred arrival day: Mon/Fri | 4 Star

50.282558, -3.895234

This top floor beachfront apartment is a fantastic find. Located in Bigbury-on-Sea, guests have panoramic views from the living room and the balcony and is just steps from the sand. Guests have access to the leisure facilities in the complex that include an indoor swimming pool, gym, bar and restaurant, as well as an allocated parking space. Bigbury is part of the Dorset Coast Area of Outstanding Natural Beauty and within easy reach of Kingsbridge, Salcombe and Plymouth. There is space for up to four people to sleep in two bedrooms, making the apartment a favourite with couples as well as families of all ages.

Weekly guide price:
£750 to £2650

4  |   2  |   No  |   Yes  |   Yes

Min nights: 7 (off peak) | 7 (peak)

Preferred arrival day: Saturday

51.743523, -4.765581

The way the owners have styled Soleil Couchant makes it feel more like a tropical hideaway than what is a very comfortable Pembrokeshire apartment. The spacious property sleeps up to six people in two bedrooms, with a private balcony and sole use of a heated swimming pool. The layout is excellent for couples or families and, with Tenby's beaches, the Pembrokeshire Coast Footpath, Folly Farm and so many favourite attractions within easy reach, it's always a popular self-catering choice in every season.

Weekly guide price:
£615 to £1200
Short breaks from £106 per night

6  |   2  |   No  |   Yes  |   Yes

Min nights: 2 (off peak) | 3 (peak)

Preferred arrival day: Flexible

51.746632, -4.771117

A fantastic, family-friendly bungalow with a heated outdoor pool and private gardens to the front and rear, Shalom is only 15-minutes from Tenby with some of Pembrokeshire's favourite attractions including Folly Farm and Oakwood even closer. There is excellent access to the Pembrokeshire National Park and the Pembroke Coast Footpath, as well as places like St David's, Narbeth and Saundersfoot. Tenby has lots to offer visitors in every season. With space to accommodate up to six people in three bedrooms, Shalom provides a comfortable base from which families can explore.

Weekly guide price:
£830 to £1900
Short breaks from £127 per night

6  |   3  |   No  |   Yes  |   Yes

Min nights: 2 (off peak) | 3 (peak)

Preferred arrival day: Flexible

51.752023, -2.811397

High Cloud Farm and Barn provide not only fantastic self-catering accommodation for big groups, but also the perfect spot to host your family Christmas, milestone birthday party or hen weekend. The two properties combine to sleep up to 24 people in ten very comfortable bedrooms, sitting within 30 private acres with beautiful views and walks from the front door. It is peaceful and private, with easy access to the Brecon Beacons National Park, the Wye Valley and favourite market towns such as Abergavenny and Monmouth.

Weekly guide price:
£4500 to £6500
Short breaks from £1100 per night

24  |   10  |   3+  |   Yes  |   Yes

Min nights: 2 (off peak) | 3 (peak)

Preferred arrival day: Flexible

Cornflower Cottage

Last Minute Offer:Mon, 5th Oct 2026 for 4 nights, £645Save £500"Lovely 2 bedroom/ 2 bathroom detached period stone cottage with hot tub and 2 daily private sessions in on site indoor pool- 2 dogs welcome- 5 mins walk to great local pub"
51.045196, -3.230741

This country bolthole is ideal for couples looking for an easy escape. The luxurious period holiday cottage has loads of charm together with lots of extras like an outdoor hot tub which have earned it a 5-Star Gold rating from Visit Britain. Two comfortable double bedrooms make it perfect for one or two couples, and there is also space for an extra bed to sleep a child or baby. Exmoor National Park, beautiful beaches and the Quantock Hills are all within easy reach. Tourist board rating: 5 Star Gold

Weekly guide price:
£745 to £1500
Short breaks from £131 per night

4  |   2  |   2  |   Yes  |   Yes

Min nights: 2 (off peak) | 2 (peak)

Preferred arrival day: Mon/Fri | 5 Star Gold

The Treehouse

Last Minute Offer:Fri, 18th Sep 2026 for 3 nights, £795Save £600"Stunning Treehouse ideal fro a family or a couple - hot tub - awesome tube slide- 2 daily private sessions in our on site indoor pool- great pub a five min stroll"
51.045196, -3.230741

The owners of The Treehouse prove that it's possible to combine adventure and luxury. Fall asleep gazing at the Somerset skies, listening to the gentle rustle of leaves on the cedar shingle roof in this 5-star self-catering property, which sleeps four people in two bedrooms. The custom octagonal building is close to Exmoor National Park and the Quantock Hills AONB, within walking distance of Halse village and the New Inn pub, and only a short drive from beautiful Somerset and North Devon beaches. Tourist board rating: 5 Star

Weekly guide price:
£1195 to £2500
Short breaks from £198 per night

4  |   2  |   No  |   Yes  |   Yes

Min nights: 2 (off peak) | 2 (peak)

Preferred arrival day: Friday | 5 Star

The Apple Tree House

Last Minute Offer:Mon, 28th Sep 2026 for 4 nights, £795Save £500"Fantastic- large family Treehouse with hot tub and 2 daily sessions in on site indoor pool- awesome tube slide- 2 dogs welcome- great pub a five min stroll"
51.045196, -3.230741

The Apple Tree House is a luxurious escape from the stress and bustle of daily life. The elevated three-bedroom holiday home sits close to the boughs of two mature lime trees, giving fantastic views in an incredibly peaceful location. A flexible layout sleeps six people and is ideal for families or friends such as those on a hen weekend or celebratory break, with guests benefiting from a location within easy reach of beautiful beaches, Exmoor National Park, Quantock Hills and Taunton. Tourist board rating: 5 Star Gold

Weekly guide price:
£1350 to £2700
Short breaks from £331 per night

5 + 1  |   3  |   1  |   Yes  |   Yes

Min nights: 2 (off peak) | 2 (peak)

Preferred arrival day: Mon/Fri | 5 Star Gold

Lavender Barn

Last Minute Offer:Mon, 21st Sep 2026 for 4 nights, £1750Save £1000"Large six e/s bedroom holiday home with private indoor swimming pool, hot tub and a games room - large gardens with wooden children’s playground and boules pitch - 2 dogs welcome"
51.045196, -3.230741

Finding somewhere that sleeps 12 people with a flexible layout, is close to beaches but also near countryside walks and good mountain bike routes, offers the luxury adults crave (including a hot tub and swimming pool for guests exclusive use!) with the space kids need, and which is suitable for family and friends is a walk in the park once you have discovered Lavender Barn. The 200-year old holiday home ticks all of the boxes, offering 5-Star Gold accommodation close to Exmoor National Park, The Quantock Hills AONB and beautiful beaches. There is a friendly pub within walking distance and plenty more places to eat, drink, shop and explore in the surrounding towns and villages. Tourist board rating: 5 Star Gold

Weekly guide price:
£2550 to £6300
Short breaks from £588 per night

12  |   6  |   2  |   Yes  |   Yes

Min nights: 2 (off peak) | 2 (peak)

Preferred arrival day: Flexible | 5 Star Gold

52.321634, -2.973540

Escape to the country in this charming stone holiday cottage. With room for seven people to sleep in three bedrooms, it is perfect for families, giving lovely views and easy access to places like the Shropshire AONB and Offa's Dyke. The cottage is on a family-run farm close to where Shropshire, Herefordshire, and Powys meet, and only a few miles from Ludlow, Presteigne and Knighton. With 4-Star status from Visit England retained in 2026, Rose Cottage is very family and dog-friendly and ideal for walkers and cyclists. Tourist board rating: 4 Star

Weekly guide price:
£1500 to £2600
Short breaks from £350 per night

7  |   3  |   3+  |   Yes  |   Yes

Min nights: 3 (off peak) | 3 (peak)

Preferred arrival day: Flexible | 4 Star

52.321634, -2.973540

Tucked away on a quiet family farm next to the Welsh border and the Shropshire Hills AONB, Orchard House is ideal for large or extended family holidays. It easily sleeps up to 14 people in five beautiful bedrooms and has plenty of space inside and out. Sit back and enjoy the stunning countryside views, swim in the indoor heated pool or watch the kids have fun in the adventure playground or games room. You can even plan a BBQ without worrying about the weather in the "Tardis" like BBQ cabin complete with bar area. Located at the point where Shropshire, Herefordshire and Powys meet, there are plenty of attractions including Offa's Dyke, Hereford and Ludlow within easy reach - that's if you want to leave the farm! Tourist board rating: 4 Star Gold

Weekly guide price:
£3500 to £5500
Short breaks from £815 per night

14  |   5  |   3+  |   Yes  |   Yes

Min nights: 3 (off peak) | 3 (peak)

Preferred arrival day: Flexible | 4 Star Gold

54.379112, -1.863785

Treat your family to a holiday in the beautiful Yorkshire Dales that they will remember for a lifetime. The Old Vicarage is a gorgeous early-Victorian property that sleeps 9 people (10 by arrangement) in five bedrooms. Original features and antique furnishings are brought into the 21st Century with the addition of a high-quality entertainment system, WiFi and a 15-metre indoor swimming pool with a Jacuzzi, sauna and steam room. Guests have plenty of space both indoors and out, with direct access to the River Swale and stunning views from every window. The owners have worked hard to create a space that is both welcoming and luxurious, earning a 5-Star Gold Award from Visit England. Tourist board rating: 5 Star Gold

Weekly guide price:
£2355 to £3675

9+1  |   5  |   Enquire  |   Yes  |   Yes

Min nights: Enquire

Preferred arrival day: Friday | 5 Star Gold

54.434357, -3.034998

Sitting in the stunning little hamlet of Elterwater surrounded by mountains, Townfoot Cottage offers all the right ingredients for those who appreciate a stylish interior mixed with country cottage charm (log burner included!). Dog-friendly with superb walking from the front door. This stylish holiday cottage is an ideal base for exploring the Lake District National Park. Weekly (or longer) bookings offered all year round, sorry but short breaks are not available. Tourist board rating: 4 Star

Weekly guide price:
£675 to £1095

4  |   2  |   2  |   Yes  |   Yes

Min nights: 7 (off peak) | 7 (peak)

Preferred arrival day: Saturday | 4 Star

54.241350, -3.059631

Located within the Lake District National Park, this holiday cottage is less than five miles from Coniston Water and six miles from Windermere. On the fringes of a pretty village, Hill Top Farm enjoys a peaceful secluded location from which to explore the area and enjoy everything it has to offer including its many attractions and fabulous walks. Close by to local pub and shops. Facilities include chickens, field pond, greenhouse raised bed and fruit, bike shed, games room bbq, veranda, gazebo,- hot tub, secure  large gardens and car park 

Weekly guide price:
£995 to £3225
Short breaks from £350 per night

16  |   7  |   3+  |   Yes  |   Yes

Min nights: 2 (off peak) | 3 (peak)

Preferred arrival day: Mon/Fri