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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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The Old Rectory

Last Minute Offer:Thu, 27th Aug 2026 for 4 nights, £620"Two bedroom apartment available for a final escape before the return to school Pool available"
50.383754, -4.560464

The collection of self-catering apartments at The Old Rectory makes it ideal for a holiday for everyone from couples to families and larger groups of family or friends. We have been family run for 21 years and pride ourselves in offering beautiful apartments capturing the essence of Georgian grandeur at sensible prices everyone can afford. Its location on the edge of Lanreath village is private and peaceful, yet only 100 metres from the village shop. The Tipsy Cow offers the opportunity for a cheeky evening drink with great views over the moors and right next to the children's play area.  Our village pub The Punchbowl Inn is even closer and serves delicious food with frequent additional entertainment. The beaches at Looe and Polperro are ten minutes away, while favourite attractions like the Eden Project, the Lost Gardens of Heligan and multiple gorgeous National Trust houses and gardens are all easily accessible by car. An outdoor swimming pool is available from the late May Bank

Weekly guide price:
£488 to £1019
Short breaks from £92 per night

4  |   2  |   2  |   Yes  |   Yes

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

Preferred arrival day: Flexible

57.281981, -3.673669

2 king size bedrooms and 1 twin Max 4 adults/3 children

Weekly guide price:
£1195 to £1455
Short breaks from £195 per night

6  |   3  |   2  |   Yes  |   Yes

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

Preferred arrival day: Friday

51.012820, 0.320087

Bibleham epitomises the perfect East Sussex self-catering holiday rental, surpassing even the wildest dreams. This 15th-century cottage, nestled on the outskirts of Mayfield amidst stunning countryside, offers breathtaking panoramic views of the High Weald that will leave you in awe. With room for ten guests across four spacious bedrooms and two acres of grounds, it's an ideal spot for family vacations, laid-back hen weekends, or memorable reunions with friends and family. Guests love exploring the area but equally relish in the delights of the house itself, with its games room, gardens, and inviting swimming pool. Steeped in history and charm, Mayfield offers a tranquil retreat just 60 miles from London, boasting medieval churches, historic sites, and excellent eateries. 

Weekly guide price:
£1400 to £2650
Short breaks from £550 per night

8+2  |   4  |   2  |   Yes  |   Yes

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

Preferred arrival day: Flexible

53.069200, -1.684852

With two en-suite flexible bedrooms, a log burner and an indoor heated swimming pool, Wood Shed Cottage is perfect for families or couples (one or two) who want to relax and unwind in the glorious scenery of the Peak District National Park. Nestling in the picturesque Derbyshire hamlet of Bradbourne close to the market town of Ashbourne and just a mile from Carsington Water, there are an abundance of attractions close by, as well as the Tissington and High Peak Trails for walking and cycling. Family friendly pub serving food just a mile's walk away for meals out.

Weekly guide price:
£460 to £1100

4  |   2  |   No  |   Yes  |   Yes

Min nights: 3

Preferred arrival day: Mon/Fri

53.069200, -1.684852

With a romantic four-poster double bedroom, use of an indoor heated swimming pool, enclosed patio for alfresco dining and log burner for cosy winter breaks, this welcoming dog-friendly holiday cottage has all year round appeal. Sitting in the lovely little hamlet of Bradbourne on the outskirts of the Peak District National Park, Dumble Cottage is a great base for exploring the areas many attractions. The market town of Ashbourne and pretty villages of Tissington and Brassington are close by, and Carsington Water Reservoir is just a mile away offering great water sports, walking and cycling. Guests can enjoy easy access onto Tissington and High Peak Trails, and a pub for meals out within a mile walk away.

Weekly guide price:
£340 to £450

2  |   1  |   2  |   Yes  |   Yes

Min nights: Enquire

Preferred arrival day: Mon/Fri

54.777007, -4.370689

A delightful seaside self-catering holiday cottage for adults only, within the walled garden of the historic Galloway House Estate in South West Scotland. A heated outdoor swimming pool, coastal walks, and lovely beach at Rigg Bay, just a short stroll away, make this the perfect relaxing retreat and romantic getaway.

Weekly guide price:
£944 to £1925
Short breaks from £189 per night

4  |   2  |   2  |   No  |   Yes

Min nights: 2 (off peak) | 5 (peak)

Preferred arrival day: Flexible

52.22276594163532, -2.851942227938478

Step back in time at the historic Manor House in Eardisland, one of England's finest 'Black and White' villages. This grand residence offers a blend of period character and modern luxury, featuring spacious living areas, original architectural details, and beautiful gardens.  Perfect for families or groups, the house provides a serene escape right by the River Arrow.  Enjoy local pubs and scenic walks just steps from your door in this quintessential Herefordshire retreat.

Weekly price:
Please enquire with owner
Short breaks from £1045 per night

25  |   11  |   Enquire  |   Yes  |   Yes

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

Preferred arrival day: Flexible

53.279023, -3.869632

From the peaceful location on three acres of private grounds a mile and a half from Conwy to the fantastic standard of self-catering facilities, this big holiday home in Snowdonia has everything going for it. Sychnant Pass Country House sleeps up to 40 people in 13 ensuite bedroom suites, boasting luxurious extras like an indoor gym and heated swimming pool, a barbecue area with a firepit, a games room with a pool table, and lots of space to socialise and catch up with your family and friends. It's an excellent choice for hosting a reunion or a special celebration. 

Weekly guide price:
£7725 to £11500
Short breaks from £1500 per night

40  |   13  |   2  |   Yes  |   Yes

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

Preferred arrival day: Friday

50.791165, -1.855829

Fortis House is perfect for large group gatherings in Bournemouth, sleeping 23 guests, with a heated Swimming Pool and a Hot Tub Jacuzzi. We do accept well-behaved Stag and Hen Party Groups. The property includes a Dining Room, an American Pool Table, a Football Table, a large private garden with no neighbours, SKY TV and SuperFast BT Broadband and WiFi 

Weekly price:
£5800 all year
Short breaks from £1600 per night

23  |   5  |   3+  |   Yes  |   Yes

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

Preferred arrival day: Flexible

51.588359, -3.039735

The Locks is a superb holiday home with excellent access to Cardiff and the Brecon Beacons and amazing features behind its gated drive. Make an international rugby or golfing weekend extra special by choosing a place where your friends and all the generations of your family can relax and have fun. You're only 20 minutes from Wales' capital city and arguably its most spectacular National Park, but why leave home when you have a heated indoor swimming pool, hot tub and games room with a bar, a cinema room, and seven bedrooms (six with an ensuite) to sleep up to ten guests with ease. free to use EV charger (midnight till 6 am) 7.5 kw

Weekly guide price:
£4800 to £5500
Short breaks from £900 per night

12  |   7  |   3+  |   Yes  |   Yes

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

Preferred arrival day: Flexible

52.783471, 0.784938

This unique property, has its own private indoor pool and hot tub. Open all year round, the perfect place for your Norfolk holiday. Imagine being able to swim in privacy no matter what the weather. Lavender Lodge is a beautifully furnished holiday home with a heated indoor swimming pool and an outdoor hot tub. It sleeps six people in three ensuite bedrooms, one of which has a wheelchair accessible wetroom and a super-kingsized bed. Decorated in December for Christmas. Short breaks available off peak, prices vary to suit your perfect holiday. 

Weekly guide price:
£1500 to £2300
Short breaks from £350 per night

6  |   3  |   No  |   Yes  |   Yes

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

Preferred arrival day: Flexible

53.027400, -1.735002

With Alton Towers just twenty minutes away by car, the Peak District National Park on the doorstep and superb on-site facilities to keep the children and adults entertained, Callow Top Holiday Park is an excellent self-catering choice for a family holiday. There is a restaurant and outdoor pool on-site.

Weekly guide price:
£525 to £850
Short breaks from £132 per night

4  |   2  |   No  |   Yes  |   Yes

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

Preferred arrival day: Mon/Fri

53.027400, -1.735002

A cosy home from home sitting on the Derbyshire/Staffordshire borders on the edge of the Peak District National Park. Enjoy the space of self-catering, the facilities of the holiday park for entertainment, and an abundance of attractions close by. Walking distance to Ashbourne and twenty minutes to Alton Towers by car.

Weekly guide price:
£525 to £850
Short breaks from £132 per night

2-5  |   2  |   No  |   Yes  |   Yes

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

Preferred arrival day: Mon/Fri

53.027400, -1.735002

Perfect for families and friends, this welcoming self catering cottage sits on the outskirts of the Peak District National Park and provides an ideal base for exploring both Derbyshire and Staffordshire. Excellent on-site facilities including play areas for the kids, a restaurant and a pool. Ashbourne is within walking distance and Alton Towers is a twenty minute drive.

Weekly guide price:
£525 to £850
Short breaks from £132 per night

2-5  |   2  |   No  |   Yes  |   Yes

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

Preferred arrival day: Mon/Fri

51.985202, -1.772176

A stunning, spacious house that offers luxury living, set in the fabulous Cotswold countryside and only 10 mins from the countries most picturesque 'honey stone' villages; Stow-on-the-Wold, Chipping Campden and Broadway.

Weekly guide price:
£6555 to £10640
Short breaks from £900 per night

16  |   8  |   3+  |   Yes  |   Yes

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

Preferred arrival day: Flexible

53.069200, -1.684852

A fabulous large dog-friendly holiday cottage for eight guests in the small peaceful Derbyshire hamlet of Bradbourne on the outskirts of the Peak District National Park. The market town of Ashbourne is close by, Carsington Water is just a mile away (as is a good local family pub!) and you can walk to Tissington and Brassington, possibly the Derbyshire Dales prettiest villages. Superb walking, cycling and horse riding with access onto the Tissington and High Peak Trails and an abundance of attractions within easy reach. All year round appeal with the use of a fabulous indoor heated swimming pool, log burner and stunning views.

Weekly guide price:
£800 to £2000

8  |   4  |   2  |   Yes  |   Yes

Min nights: Enquire

Preferred arrival day: Mon/Fri

51.917432, -1.736183

A charming detached holiday cottage in an idyllic tranquil riverside location close to the market town of Stow-on-the-Wold and Bourton-on-the-Water in the heart of the Cotswolds, and within easy reach of the many attractions and pretty Cotswolds villages. A tennis court, outdoor swimming pool (May to October) fishing (when in season) and a Gym are available on-site.

Weekly guide price:
£950 to £1500
Short breaks from £180 per night

4  |   2  |   1  |   Yes  |   Yes

Min nights: 3 (off peak) | 4 (peak)

Preferred arrival day: Flexible

50.660824, -2.569231

Within easy reach of the spectacular World Heritage Coast, this historic Grade II listed holiday home sits in the wing of a farmhouse and affords excellent facilities including the use of a hot tub and swimming pool. A remote picturesque position only two miles from Abbotsbury and perfect for discovering the natural beauty of Dorset.

Weekly guide price:
£600 to £800
Short breaks from £150 per night

2  |   1  |   No  |   No  |   Yes

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

Preferred arrival day: Friday

50.458617, -4.911850

Skylark Lodge is a dog-friendly holiday lodge near Padstow, sleeping eight guests in four bedrooms. Surrounded by Cornish countryside at Retallack Resort, it combines generous living space, a private hot tub and family-friendly facilities with easy access to North Cornwall’s beaches, walking trails and visitor attractions. Two separate lounges give everyone room to spread out, while the enclosed terrace is perfect for relaxed evenings after days spent surfing, rock pooling or exploring the coast. Dogs stay free, baby equipment is available, and resort leisure facilities are included, making Skylark Lodge a welcoming choice for family holidays, celebrations and getaways with friends.

Weekly guide price:
£925 to £3299
Short breaks from £132 per night

8  |   4  |   2  |   Yes  |   Yes

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

Preferred arrival day: Flexible

52.160479, -1.921538

1 x Large en-suite King Bedroom 1 x Large King Double Bedroom 2 x Family Bathrooms (1 downstairs) 3 x Twin Bedrooms (1 downstairs) with outstanding uninterrupted view towards Broadway tower and the Cotswold hills. Two of the bathrooms have walk in showers & underfloor heating.

Weekly guide price:
£1206 to £5499

10  |   5  |   3+  |   Yes  |   Yes

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

Preferred arrival day: Friday