Holiday rentals in Cressbrook

Idyllic, The Coach House, Ashford-in-the-Water

This two bed cottage is in an idyllic rural location with breath-taking views. Walk through fields onto a footpath down to the picturesque village of Ashford-in-the-Water or uphill to the drama of Monsal Head. Please note - bathroom refurbishment completed March 2026. The Coach House will still offer one full family bathroom for guests to share (with sink, loo, shower-over-bath). The new en-suite ‘dressing room’ will contain a sink, toilet and vanity area but it no longer has a separate shower.

The Milking Parlour, 1 bedroom luxury cottage

A stunning award-winning one bed cottage, perfect for a romantic getaway. Stunning views from the living room stretch right across the Peak District; no exaggeration, you can see most of the Peak District from here. This luxury retreat is located on an upland sheep farm and offers character, charm, and convenience. Only a short walk to the village pub, close to all the main Peak District attractions. One well behaved dog allowed. Ideal retreat for honeymoon, romantic break or special occasion.

Delightful 1-bed shepherd's hut with log burner

Reconnect with nature at this unforgettable escape in the heart of the Peak District. This brand new well equipped Shepherds hut is nestled just outside the village of Cressbrook and boasts stunning views and sunsets over the Wye Valley. The location offers a perfect base for exploring the Peak District with a wide choice of walks or cycle routes from the door. Access to the Monsal Trail is just a 10 minutes walk away, and the villages of Litton and Tideswell are also easily accessible by foot.

Meadow View Heights-the Heart of the Peak District

Located on the edge of the beautiful Peak District village of Litton, Meadow View Heights is a recently refurbished one bedroom annexe, ideal for walkers & cyclists to explore the many paths straight from the door. The Red Lion serves great food & the local shop sells homemade and local goods are both 1/4mile away. The nearby village of Tideswell has more shops, pubs & cafes. Castleton, Chatsworth, Bakewell & Buxton are all within easy reach as well as stunning countryside walks & beauty spots.

The Tower

The Tower is the perfect romantic high-end getaway for couples who want to get away from it all in a secluded location and fancy just something different. The Tower has recently been converted for use as a holiday let which was previously an unused ancillary building adjacent to The Water Works, an old water treatment plant near Bolsover, converted to domestic use in 2002 and featured on the Channel 4 programme Grand Designs. Available for single night stays. Discounts on 3+ nights bookings.

Periwinkle Cottage

A truly delightful, mid terraced, natural stone-built cottage in the picturesque village of Great Longstone in the Peak District. Oak floors and exposed stone walls add to the character of this cottage, added to that the wood burner to curl up by after a day exploring this beautiful part of the country. The pretty village of Great Longstone is set in a wonderful location in the heart of the Peak District National Park, flanked by Longstone Edge, with Bakewell and Chatsworth House close by.

The Old Piggery, Tideswell

This cosy converted barn is set in the countryside on the fringes of an historic village in the centre of the Peak District National Park. With an abundance of country walks and trails right from the door, including the Limestone Way and the Pennine Bridleway, it is ideal for walkers, cyclists or couples just seeking a quiet retreat. Just a 5-minute stroll into the thriving village of Tideswell, home to 'the Cathedral of the Peak', with traditional pubs, restaurants, cafes and local shops.

Self contained annex - Peak District riverside

A private, self-contained, en-suite annex, next to the River Wye, in a tranquil setting. Direct access to covered decking area & shared garden so you can enjoy the water, wildlife and countryside. Food prep area with fridge, microwave, sink, kettle & toaster. Plenty of walks from the doorstep, cycle routes and climbing opportunities. Perfectly located to explore the Peak District. Car strongly recommended. The annexe is attached to our family home, but has its own entrance.

Cosy Pet Friendly Hideaway

Coachmans Hideaway Cressbrook An annex, in an idyllic setting as one of three properties within the grounds of Cressbrook Hall offering stunning views from the garden and woodland of the Wye Valley. Perfectly located to explore the Peak District with walks from the doorstep including Cressbrook Dale. The accommodation includes a mini fully equipped kitchen area, perfect for making breakfast in bed. The Coachman’s Hideaway is a room in our home but with its own entrance.

Mouse Cottage, beautiful 2 bedroom cottage

This lovely cottage is within a minute walk of Bakewell town centre, ideal for exploring the Peak District countryside whilst benefitting from nearby shops and restaurants. Stylishly furnished throughout with lots of natural materials and pretty ‘vintage’ style touches, this attractive cottage offers a perfect combination of old and new. A unique summer house in the terraced garden offers an outdoors retreat with comfy seating, its own stove, TV, and electric BBQ.

Chert Cottage, Great Longstone, Bakewell Peak Dist

Chert Cottage is a delightful and private two bedroomed detached cottage in the centre of Great Longstone. The cottage sits off the road with its own drive, great gardens and private patio, along with ample private parking. Well behaved pets are welcome. All of this in the wonderfully picturesque Peak District village of Great Longstone, just minutes from the Monsal trail and Chatsworth House. Bakewell is also close by, along with lots of walking opportunities.

Ravenscliffe (Summer Savings!)

Ravenscliffe is a large cottage located in the grounds of The Lookout Cottages in Cressbrook, which is in the heart of the Peak District. This cottage offers the perfect base for walking, cycling, or visiting the picturesque towns and villages such as Bakewell and Castleton. It offers peaceful, secluded accommodation for up to 6 adults, all on one wheelchair accessible level with three double en suite bedrooms. (Formerly known as The Old Tractor Shed)