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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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51.846516, -4.297358

Main House Bedrooms Georgian Wing (First Floor):• Bedroom 1: The Kingfisher Suite – Superking bed, sofa, en-suite with shower, small walk-in wardrobe• Bedroom 2: The Stripes Suite – Superking bed, sofa, dressing room, en-suite with shower and bath• Bedroom 3: The Gold Room – King bed, en-suite with shower• Bedroom 4: Fountain View – King bed, en-suite with shower, small walk-in wardrobe• Bedroom 5: The Pearl Room – King bed, sofa, en-suite with shower Victorian Wing (First Floor): Named after the Brecon Beacons’ famous waterfalls• Bedroom 6: Sgwd Clun-Gwyn – Twin room, en-suite with shower over bath• Bedroom 7: Sgwd y Pannwr – Twin room, en-suite with shower over bath• Bedroom 8: Sgwd Isaf Clun-Gwyn – 2 x Double bed, en-suite with shower over bath• Bedroom 9: Sgwd yr Eira – Double bed + Single bed, en-suite with shower over bath Adapted Annex (Ground Floor):• Bedroom 10: Afon T

Weekly guide price:
£6500 to £11000
Short breaks from £1733 per night

24  |   11  |   2  |   Yes  |   Yes

Min nights: 3 (off peak) | 7 (peak)

Preferred arrival day: Friday

51.044139, 0.790422

Situated on the outskirts of the pretty village of Appledore, Horne's Place Oast & Barn is a large holiday home with a heated indoor pool, hot tub, games room and lovely garden. This family-friendly property has 10 bedrooms and eight bathrooms which comfortably accommodate up to 25 guests in Kent countryside close to Gusbourne vineyard and not far from Tenterden, Rye and the South Coast at Camber.

Weekly guide price:
£7000 to £16900
Short breaks from £1766 per night

25  |   10  |   3+  |   Yes  |   Yes

Min nights: 3 (off peak) | 7 (peak)

Preferred arrival day: Flexible

51.366815, -2.038013

Chillstone House is the ultimate Cotswolds escape to enjoy with family and friends. Set in extensive grounds with stunning countryside views it offers flexible sleeping arrangements over 8 bedrooms sleeping up to 19 people (+2 additional children’s beds & a cot). With 4 reception rooms, the Chillzone where everyone can gather to watch TV or play games, outdoor seating, games room and private heated outdoor pool (May-Sept only) there’s plenty of space for everyone to relax and enjoy their break

Weekly guide price:
£5550 to £8200
Short breaks from £900 per night

16+3  |   8  |   Enquire  |   Yes  |   Yes

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

Preferred arrival day: Flexible

53.216912, -2.027838

Welcome to Wildboarclough House, a restored historic property, secluded in the dreamy valleys of the Peak District. The property comfortably sleeps 30 guests with luxury at it's forefront. Facilities include: wood-fired hot tub, indoor pool, cinema and pizza ovens. 

Weekly guide price:
£6829 to £12650
Short breaks from £2821 per night

30  |   11  |   No  |   Yes  |   Yes

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

Preferred arrival day: Flexible

51.643814, -1.968755

A beautifully furnished, family-friendly house across three floors, overlooking a trout pond, on a 450 acre Cotswold nature reserve. Access to a luxury spa complex and a wealth of outdoor activities on site and nearby.

Weekly guide price:
£2000 to £2180
Short breaks from £300 per night

10  |   5  |   No  |   Yes  |   Yes

Min nights: 2 (off peak) | 4 (peak)

Preferred arrival day: Mon/Fri

50.805514, -4.522019

Light, spacious and modern, Sycamore country house is contemporary with 3 bedrooms, perfect for a family or friends celebration or to just get away from it all. Sycamore is superbly positioned to take advantage of the surfing or sunbathing at the beautiful nearby beaches and to enjoy the many on-site facilities at Court Farm, including the indoor heated swimming pool, large children's play area, two firepits, also in this field we have Ponies, Goats, Chickens and a pig to feed ( we are passionate about sustainability), so food waste goes to the animals or composted, Rainwater feed the plants and swimming pool, we recycle as much material waste as is possible.

Weekly guide price:
£650 to £2437
Short breaks from £150 per night

6  |   3  |   3+  |   Yes  |   Yes

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

Preferred arrival day: Flexible

53.029862, -1.508130

Enjoy the new and improved Holly House from September 2025! 16 Bedroom imposing house 23 to 38 people, with space for events of up to 90 people This stunning large house is getting a major revamp  to evoke a relaxed spa-like calmness.   We're embracing the stunning trees and nature around us, to provide a tranquil retreat away from it all. With 16 bedrooms, 14 bathrooms (most of which are ensuite) three large lounge areas and a conservatory that's perfect for meals and games, there's plenty of space to enjoy time with friends, family, loved-ones and colleagues. ​ The price displayed is for 23 people, based on guests sharing nine bedrooms and nine bathrooms. For larger groups, there is a supplement for each individual up to a maximum of 40 guests. (and more bedrooms/bathrooms will be opened as required). This large house, is spread over four floors and while it will take a little while to find your way around, before long you’ll feel right at home. ​ Holly House

Weekly guide price:
£9130 to £13650
Short breaks from £3000 per night

40  |   16  |   No  |   Yes  |   Yes

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

Preferred arrival day: Flexible

51.029791, 0.206198

Castle Hill Cottage is a contemporary holiday home located within an Area of Outstanding Natural Beauty (AONB) and just 30 miles from London. Sleeping 14 people in six bedrooms, it features a heated outdoor swimming pool (open May to September), hot tub, sauna, bbq, pizza oven, open-plan layout, an outdoor kids play area and extensive grounds with far reaching views across the country side. The mix of bedrooms suits families or groups of friends, including those with children. There is plenty of scope for activities like walking, cycling and horse riding, with local attractions including country houses, gardens, and castles. Beachy Head and Brighton are 45min away of the self-catering holiday home to make a day at the beach another possibility. 

Weekly guide price:
£6200 to £12360
Short breaks from £830 per night

14  |   6  |   No  |   Yes  |   Yes

Min nights: 3 (off peak) | 7 (peak)

Preferred arrival day: Friday

50.464711, -3.547117

Torbay Rise is a beautiful holiday home where families can gather comfortably to spend precious time together. The sizeable Victorian property is the owner's former home, and the sense of warmth and welcome is evident in every room. They have carefully refurbished the property to provide space for 15 people in eight bedrooms with two reception rooms, a big kitchen/diner for family self-catering, a cinema room, a games room, and a heated indoor swimming pool with a hot tub and a sauna. Guests enjoy panoramic views from the hilltop location with windows facing Torquay beach and the harbour. The seaside, shops, cafes and other amenities are within a ten-minute stroll. 

Weekly guide price:
£5800 to £9800
Short breaks from £900 per night

15  |   8  |   2  |   Yes  |   Yes

Min nights: 3 (off peak) | 7 (peak)

Preferred arrival day: Mon/Fri

51.050880, -3.179100

Birthday parties, luxury hen weekends and corporate events - it is all possible when you stay at Tatham House in Bishops Lydeard in Somerset. This big holiday house near Taunton sleeps 20 guests in ten ensuite bedrooms, offering a high standard of comfort and features that include an indoor swimming pool, games room, hot tub, cinema room, three reception rooms, and three acres of landscaped grounds. The kitchen is perfect for self-catering but is of a high enough standard that a private chef could step in and whip up a multi-course meal to mark a special occasion. 

Weekly guide price:
£6800 to £14950
Short breaks from £2100 per night

22  |   10  |   2  |   Yes  |   Yes

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

Preferred arrival day: Mon/Fri

54.410197, -2.915328

This romantic barn oozes character and charm and provides a luxurious 5 Star retreat right in the heart of the Lake District in the stunning Troutbeck Valley. Sleeping two guests in one king-sized bedroom, and located just a short stroll from Lake Windermere and an excellent pub, Townfoot Barn is the perfect retreat for couples looking for a slice of Cumbrian paradise. Dogs are welcome too. Sorry but short breaks are not available, just weekly or longer bookings taken throughout the year. Tourist board rating: 5 Star

Weekly guide price:
£695 to £995

2  |   1  |   2  |   Enquire  |   Yes

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

Preferred arrival day: Saturday | 5 Star

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