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Self Catering Holiday Cottages in Chester

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53.548394, -2.008462

Tree Tops is a dog-friendly eco chalet in Uppermill sleeping six across two bedrooms plus sofa bed, built into woodland with views across the canal and up to the Saddleworth hills. This self-catering accommodation has open-plan living with a wood burner, private deck among the trees, and shared BBQ area. The seeded roof grows into the hillside while large glass doors frame the surrounding landscape. Two minutes' walk gets you to Uppermill's high street with artisan cafes and pubs, or head out to Dovestone Reservoir nearby. This holiday cottage near the Peak District works for families and dog owners wanting moorland walks with village facilities close by.

Weekly guide price:
£726 to £1070
Short breaks from £92 per night

4+2  |   2  |   1  |   Yes  |   Yes

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

Preferred arrival day: Flexible

53.548394, -2.008462

Stepping Stones is an eco-friendly chalet in Uppermill, sleeping six across two bedrooms plus a sofa bed, perched in woodland overlooking the canal and the River Tame. This self-catering accommodation features open-plan living with a wood burner, private decking, and a shared BBQ area with a chiminea. The seeded roof blends into the natural surroundings, while large sliding doors create a treetop living feel. Walk two minutes to Uppermill's vibrant high street with artisan eateries and independent shops, or stroll to Dovestone Reservoir. This holiday cottage near the Peak District suits families looking for countryside comfort, with Saddleworth villages and Manchester within easy reach.

Weekly guide price:
£726 to £1070
Short breaks from £92 per night

4+2  |   2  |   1  |   Yes  |   Yes

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

Preferred arrival day: Flexible

51.036820, -1.498988

There's nothing rustic about this well-appointed Shepherd Hut. Set in a field with gorgeous views, the holiday cottage is two modern timber and corrugated metal huts sleeping four people in two bedrooms with electricity, running water and a proper bathroom. Shepherd Hut is on the family-run Michelmersh Farm, where the owners raise dairy cows, sheep and keep horses and chickens. It's an idyllic location only a few miles from Romsey and within easy reach of the New Forest and South Downs National Parks, the Hampshire coast, Stonehenge, Winchester and Salisbury. Shepherd Hut is romantic for couples and fun for families. 

Weekly guide price:
£980 to £1120
Short breaks from £150 per night

4  |   2  |   No  |   Yes  |   No

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

Preferred arrival day: Flexible

51.036820, -1.498988

Enjoy a self-catering farm holiday within reach of the New Forest National Park, Southampton, Winchester and Salisbury at Bluebells on family-run Michelmersh Manor Farm. There are some beautiful footpaths and cycle routes nearby, as well as golf, fishing and horse riding.

Weekly guide price:
£980 to £1400
Short breaks from £190 per night

6  |   3  |   2  |   Yes  |   Yes

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

Preferred arrival day: Flexible

51.036820, -1.498988

This elegant wing of a listed property dates back to medieval times, although the standard of self catering accommodation is firmly in the 21st-Century! It is part of a working farm and enjoys rural views of fields and farmland from the house and a private garden. Located close to Romsey in Hampshire, the Manor is ideal for families who can easily explore Salisbury, Winchester and the New Forest National Park as well as the south coast and sites such as Stonehenge.

Weekly guide price:
£1400 to £1540
Short breaks from £200 per night

6  |   3  |   No  |   Yes  |   Yes

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

Preferred arrival day: Flexible

51.062832, -1.609156

Sitting in an acre of grounds, this well presented holiday home is perfect for families, friends and pet owners. Located on the Wiltshire/Hampshire border in the village of West Tytherley with good pub within walking distance, there are a multitude of attractions within easy reach including Salisbury, The New Forest, Winchester and Stonehenge. Whether you want to simply relax or explore, this welcoming cottage is an excellent choice.

Weekly price:
£910 all year
Short breaks from £130 per night

4  |   2  |   2  |   Yes  |   Yes

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

Preferred arrival day: Flexible

50.660329, -2.112144

The perfect retreat just for two within easy reach of Lulworth Cove and Durdle Door on Dorset's World Heritage Jurassic Coastline. Right in the heart of Purbeck, this stylish holiday home provides all the right ingredients for a relaxing break and a great self-catering base for exploring the areas many attractions.  The RSPB Nature Reserve at Arne, from where the BBC Springwatch is broadcast, is very close by.

Weekly guide price:
£520 to £1050
Short breaks from £75 per night

2  |   1  |   1  |   Enquire  |   Yes

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

Preferred arrival day: Friday

50.660329, -2.112144

With world class attractions like Lulworth Cove and Durdle Door just a few miles away and incredible walking on the doorstep, this stylish contemporary holiday apartment just for two provides a superb base for relaxing and exploring. Located on the Isle of Purbeck, the Jurassic Coast, Poole and Wareham are all within easy reach.  The RSPB Nature Reserve at Arne, from where the BBC Springwatch is broadcast, is very close by.

Weekly guide price:
£450 to £795
Short breaks from £65 per night

2  |   1  |   Enquire  |   No  |   Yes

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

Preferred arrival day: Friday

51.001148, -1.089678

The Stables at Black Hedges Farmhouse is the perfect antidote to your busy life. The award winning cottage is utterly idyllic and the ideal place to spend a romantic holiday. Located in West Meon in the South Downs National Park - voted the Best Village in Britain by The Times - The Stables is a few minutes' walk from village shops and an award winning pub and there are excellent walks, golf, and horse riding virtually on the doorstep. Tourist board rating: 5 Star Gold

Weekly guide price:
£650 to £950

2  |   1  |   No  |   Enquire  |   Yes

Min nights: 5 (off peak) | 7 (peak)

Preferred arrival day: Friday | 5 Star Gold

51.036820, -1.498988

Stay at Archers Retreat, a beautifully converted medieval barn on Michelmersh Manor Farm near Romsey in Hampshire. This unique holiday cottage sleeps 4 and offers open-plan living with a king-size bed downstairs and a mezzanine double above. Enjoy a wood-burning stove, well-equipped kitchen, and private outdoor seating. Set on a working farm in the scenic Test Valley, with walks from the door and easy access to the New Forest, Winchester, and the River Test. Ideal for couples or older families wanting a peaceful countryside escape with character, history, and access to some of Hampshire’s most loved attractions.

Weekly guide price:
£1330 to £1400
Short breaks from £190 per night

4  |   2  |   No  |   Enquire  |   Yes

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

Preferred arrival day: Flexible

53.192979, -2.873362

"Newland Suite" is a 1 bed holiday Apartment sleeping up to 2 guests in Cheshire. Chester has quite rightly been described as 'the jewel of the North-West of England'. Perhaps the most fascinating aspect of the city is that within a very small area there is evidence of every period of history - from the old walls and...

Prices from £184 per night

2  |   1  |   No  |   Yes  |   Yes


53.189101, -2.891171

"Central Vista Retreat" is a 1 bed holiday Apartment sleeping up to 4 guests in Cheshire. Chester has quite rightly been described as 'the jewel of the North-West of England'. Perhaps the most fascinating aspect of the city is that within a very small area there is evidence of every period of history - from the old walls and...

Prices from £164 per night

4  |   1  |   No  |   Yes  |   Yes


53.192979, -2.873362

"Grosvenor Apartment" is a 2 bed holiday Apartment sleeping up to 4 guests in Cheshire. Chester has quite rightly been described as 'the jewel of the North-West of England'. Perhaps the most fascinating aspect of the city is that within a very small area there is evidence of every period of history - from the old walls and...

Prices from £184 per night

4  |   2  |   No  |   Yes  |   Yes


53.192979, -2.873362

"Southview Apartment" is a 2 bed holiday Apartment sleeping up to 4 guests in Cheshire. Chester has quite rightly been described as 'the jewel of the North-West of England'. Perhaps the most fascinating aspect of the city is that within a very small area there is evidence of every period of history - from the old walls and...

Prices from £184 per night

4  |   2  |   No  |   Yes  |   Yes


53.182708, -2.860673

"7 Marl Croft" is a 3 bed holiday Cottage sleeping up to 5 guests in Cheshire. The city of Chester has been called "the jewel of the North-West of England," and with good reason. The old Roman walls and amphitheatre, mediaeval churches, Elizabethan timber-framed townhouses, Georgian terraces, Victorian restorations, and...

Prices from £154 per night

5  |   3  |   No  |   Yes  |   Yes


53.189101, -2.891171

"Kingsley Loft" is a 2 bed holiday Apartment sleeping up to 6 guests in Cheshire. Chester has quite rightly been described as 'the jewel of the North-West of England'. Perhaps the most fascinating aspect of the city is that within a very small area there is evidence of every period of history - from the old walls and...

Prices from £187 per night

6  |   2  |   No  |   Yes  |   Yes


53.192720, -2.937460

"Fir Trees Executive" is a 2 bed holiday Caravan sleeping up to 6 guests in Cheshire. Quality 12ft-wide caravan with one double and one twin. Images are representative and may not be the specific accommodation assigned on booking.. Set in beautifully landscaped grounds and surrounded by peaceful countryside, this park offers a...

Prices from £128 per night

6  |   2  |   No  |   Yes  |   Yes


53.192720, -2.937460

"Swift Toronto Lodge" is a 2 bed holiday Cottage sleeping up to 6 guests in Cheshire. The Toronto Lodge is about luxurious family staycations. From the large wraparound dining seating and airy living area to the state of the art kitchen and clever storage solutions, this beautiful lodge offers all the comforts of home for...

Prices from £181 per night

6  |   2  |   No  |   Yes  |   Yes


53.192720, -2.937460

"Fir Trees Executive 3" is a 3 bed holiday Apartment sleeping up to 6 guests in Cheshire. A quality 3 bed caravan with one double room and two twin rooms. Images are representative and may not be the specific accommodation assigned on booking.. Set in beautifully landscaped grounds and surrounded by peaceful countryside, this park...

Prices from £158 per night

6  |   3  |   No  |   Yes  |   Yes


53.193137, -2.883889

"3 Bed Apartment in Chester" is a 3 bed holiday Apartment sleeping up to 6 guests in Cheshire. Additional information and rules. Please enquire if you wish to bring more than 1 dog - 3 king-size bedrooms - 2 bathrooms – 1 en-suite shower room with WC and 1 shower room with feature shower and WC - 5 burner gas...

Prices from £415 per night

6  |   3  |   Yes  |   Yes  |   Yes


53.179011, -2.912722

"Dragon's Den" is a 2 bed holiday Apartment sleeping up to 3 guests in Cheshire. Chester has much to offer the tourist, including excellent shopping in and around the famous 'Rows' and walks along the Roman Walls, beside the River Dee and through the Grosvenor Park. Explore Chester's medieval cathedral, visit Chester...

Prices from £165 per night

3  |   2  |   No  |   Yes  |   Yes


53.172304, -2.966314

"Well House Farm Flat 2" is a 2 bed holiday Apartment sleeping up to 4 guests in Cheshire. Situated on the edge of the Cheshire border in the Welsh county of Flintshire is the village of Bretton. This small village comes within close reach to the Broughton Shopping Park, where you will find a vast array of shops, chain eateries, a...

Prices from £113 per night

4  |   2  |   No  |   Yes  |   Yes


53.187653, -2.891873

"Grosvenor Place Guest House" is a 1 bed holiday BandB sleeping up to 1 guests in Cheshire.

Prices from £95 per night

1  |   1  |   No  |   Yes  |   Yes


53.201589, -2.872809

"The Chester Court Hotel" is a 1 bed holiday Hotel sleeping up to 1 guests in Cheshire.

Prices from £91 per night

1  |   1  |   No  |   Yes  |   Yes


53.199028, -2.879326

"Stylish Apartment With Secure Parking Close to City" is a 1 bed holiday Apartment sleeping up to 2 guests in Cheshire.

Prices from £146 per night

2  |   1  |   No  |   Yes  |   Yes


53.188884, -2.889636

"Leonardo Hotel Chester" is a 1 bed holiday Hotel sleeping up to 2 guests in Cheshire.

Prices from £120 per night

2  |   1  |   No  |   Yes  |   Yes


53.195596, -2.881843

"For Students Only Student Roost Tramways Chester" is a 1 bed holiday Apartment sleeping up to 2 guests in Cheshire.

Prices from £85 per night

2  |   1  |   No  |   Yes  |   Yes


53.243435, -2.823944

"YHA Chester Trafford Hall" is a 1 bed holiday Hotel sleeping up to 2 guests in Cheshire.

Prices from £35 per night

2  |   1  |   No  |   Yes  |   Yes


53.158750, -2.910975

"Holiday Inn Chester South by IHG" is a 1 bed holiday Hotel sleeping up to 2 guests in Cheshire.

Prices from £90 per night

2  |   1  |   Yes  |   Yes  |   Yes


53.201589, -2.872809

"The Chester Court Hotel" is a 1 bed holiday Hotel sleeping up to 2 guests in Cheshire.

Prices from £126 per night

2  |   1  |   No  |   Yes  |   Yes


53.200228, -2.872031

"Contractor Stays 2 bedroom apartment in Hoole" is a 2 bed holiday Apartment sleeping up to 2 guests in Cheshire.

Prices from £150 per night

2  |   2  |   No  |   Yes  |   Yes


53.189661, -2.891644

"Central Chester Recently Renovated 1BR Flat" is a 0 bed holiday Apartment sleeping up to 2 guests in Cheshire.

Prices from £161 per night

2  |   0  |   No  |   Yes  |   Yes


53.201830, -2.872514

"Bowman Lodge" is a 1 bed holiday BandB sleeping up to 1 guests in Cheshire.

Prices from £55 per night

1  |   1  |   No  |   Yes  |   Yes


53.198843, -2.881337

"Designer apartments for City Breaks in Chester" is a 1 bed holiday Apartment sleeping up to 2 guests in Cheshire.

Prices from £143 per night

2  |   1  |   No  |   Yes  |   Yes


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