Self Catering Holiday Cottages in Chester

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.

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.

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.

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. 

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.

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.

Whether you're travelling with your kids, extended family or a group of friends, everyone will love Gould's Farmhouse. Four large bedrooms, three bathrooms and three sitting rooms, together with a spacious country kitchen and fantastic garden mean you can enjoy being together while still having your own space. It's on a quiet lane in Milborne St Andrew, within walking distance of a great pub (The Royal Oak), the village shop and a kids playground, and close to the vibrant market towns of Dorchester and Blandford. The Jurassic Coast, Weymouth and Poole are all a short drive away, and there are beautiful National Trust properties like Hardy's Cottage to enjoy. Footpaths, including the South West Coast Path, bridle ways and cycle paths are plentiful so you can be as active as you like, or simply recline on a lounger in the garden with a good book and enjoy not having to please anyone but yourself. Ideal for those with limited mobility as there is a lift to the upstairs.

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.

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

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.

"The Parlour" is a 2 bed holiday Cottage sleeping up to 4 guests in Cheshire. Upton-by-Chester is a civil parish and large suburb found on the outskirts of the historic city centre of Chester. The area is home to a selection of shops and pubs, accompanied by a village hall and golf course, offering a selection of...

"45 Brook Lane" is a 3 bed holiday Cottage 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...

"2 Ashby Place" is a 2 bed holiday Cottage sleeping up to 4 guests in Cheshire. Settled within the North West of England described to be the region's 'jewel', the historic city of Chester offers an unforgettable experience for each and every one of its visitors. Encompassed by the remains of Roman walls, at its centre you...

"Timadon Cottage" is a 2 bed holiday Cottage sleeping up to 4 guests in Cheshire. Kelsall is a small settlement on the border of the Cheshire Plains, situated on Kelsall Hill. The village, which is close to the famed Sandstone Trail and Delamere Forest, has gorgeous houses, two mediaeval churches, renowned farm shops, and a...

"The Shippon" is a 2 bed holiday Cottage 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...

"37 Devana Gardens" is a 4 bed holiday Cottage sleeping up to 8 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...

"8 Nicholas Court" is a 3 bed holiday Cottage sleeping up to 5 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...

"50 Gladstone Avenue" is a 3 bed holiday Cottage sleeping up to 5 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...

"12 Deva Terrace" is a 3 bed holiday Cottage 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...

"10 Church Walks" is a 2 bed holiday Cottage sleeping up to 6 guests in Cheshire. The pretty Cheshire village of Christleton offers visitors a shop, a traditional village inn serving food, an historic church and a large pond, home to the resident ducks! Just 3 miles away, the Roman city of Chester has quite rightly been...

"4 Green Farm Cottage" is a 3 bed holiday Cottage sleeping up to 6 guests in Cheshire. Just four miles separate the little community of Saughall from Chester's city centre. The Domesday Book mentions the settlement, which today is home to a few stores and taverns. Chester is easily reachable by vehicle or bus and offers a lot of...

"Castrum House" is a 3 bed holiday Cottage sleeping up to 6 guests in Cheshire. A fabulous Grade II–listed cottage within walking distance of Chester city centre, featuring a Norwegian wood-burning hot tub, plus a pool table and darts board for the perfect games night.. 2 steps to entrance. Ground Floor:...

"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...

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

"Macdonald New Blossoms Hotel Chester" is a 1 bed holiday Hotel sleeping up to 1 guests in Cheshire.

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

"Chester Heights by Guestz" is a 1 bed holiday Apartment sleeping up to 2 guests in Cheshire.

"Crabwall Manor & Spa - BW Signature Collection" is a 1 bed holiday Hotel sleeping up to 1 guests in Cheshire.

"The Cozy Nook A Charming Escape in Chester by Rework Accommodation" is a 1 bed holiday Cottage sleeping up to 2 guests in Cheshire.

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

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

"Le chic room" is a 1 bed holiday Hotel sleeping up to 2 guests in Cheshire.

"Royal House Stylish Apartments - Chester" is a 1 bed holiday Apartment sleeping up to 2 guests in Cheshire.

"Stone Villa" is a 1 bed holiday Hotel sleeping up to 2 guests in Cheshire.