Holiday houses in Cressbrook

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Top-rated holiday rentals in Cressbrook

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Top Guest favourite
Cottage in Derbyshire
4.98 out of 5 average rating, 310 reviews

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.

Top Guest favourite
The exterior of The Old Chapel is showcased, with its distinctive stone façade and original Gothic-style windows. Lush purple flowers border the pathway, while iron railings enhance the charming entrance. Sunlight filters softly, highlighting the architectural details and creating a serene ambiance.
Home in Ashford in the Water
4.99 out of 5 average rating, 139 reviews

The Old Chapel Luxury Retreat

Introducing The Old Chapel: Following the success and glowing reviews of the Old Bank Bakewell, we embarked on a quest for another unique stay. Enter The Old Chapel, a labor of love renovation resulting in a charming three-bedroom, all-ensuite stay unlike any other. Perfect for short getaways or week-long stays. Enjoy peaceful nights in king-sized beds fitted with luxurious 500-thread-count sheets. Each en-suite features spacious dual showers, fluffy robes, and slippers for ultimate relaxation.

Top Guest favourite
The shepherd's hut is presented in a tranquil outdoor setting, featuring a wooden staircase leading to the entrance. Surrounding flower pots and a gravel pathway complement the scenery, while lush green hills and distant village buildings create a serene backdrop.
Shepherd’s hut in England
4.97 out of 5 average rating, 364 reviews

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.

Top Guest favourite
A spacious detached house is surrounded by lush greenery and landscaped grounds. The exterior features a stone facade, slate roof, and charming gardens with flowering plants. Free-roaming chickens are visible, adding a rural charm to the serene setting under a clear blue sky.
Home in Middleton-by-Youlgrave
5 out of 5 average rating, 236 reviews

The Stables House, Lomberdale Hall. 4 to 7 guests

Spacious detached private house, 3,000 sq ft/ 275 sq m. Own drive. 3 acres of grounds. Log burner (fuel provided) Front, back and garden doors; Entrance hall, sweeping staircase, beautiful sitting room, library stuffed with books, 3 large bedrooms (Vispring beds) plus 3 fab bathrooms with baths & separate showers - plus a single bed downstairs. Warm kitchen, utility room & larder. Antique furniture, lovely curtains. Perfect for families, couples, groups. Walking galore! 3 Pubs in the village.

Top Guest favourite
A spacious lawn leads to a charming stone cottage, surrounded by well-maintained greenery. The bright blue sky and scattered clouds enhance the inviting atmosphere, while the driveway provides access to the property and its scenic surroundings.
Cottage in Derbyshire
5 out of 5 average rating, 268 reviews

Luxury 2 Bedroom Cottage (Sleeps 4) Stunning Views

*AirBnB Best New Host Finalist 2022* A stunning 2 bedroom (Sleeps 4) luxury cottage, nestled in the Peak District countryside, with superb views over Chatsworth House. Outdoor dining, farm animals, private parking (with electric charging) & tranquil walks - all within a short drive of Bakewell, Matlock & the beautiful Derbyshire Dale villages. Fully equipped with everything you will need for your stay, including: Netflix, Amazon Prime & Disney+ BBQ for outdoor dining. Family & Dog Friendly

Top Guest favourite
The Tower emerges from a lush green landscape, surrounded by tall trees and manicured grass. The building's robust concrete structure is accented by its original window designs, reflecting the natural beauty of the outdoors in a tranquil setting.
Tower in Bolsover
5 out of 5 average rating, 215 reviews

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.

Top Guest favourite
A slate sign reading 'Periwinkle Cottage' is attached to the natural stone wall. The lettering is clear and white against the dark background, providing an inviting entrance for guests.
Cottage in Great Longstone
4.96 out of 5 average rating, 515 reviews

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.

Guest favourite
Cottage in Litton
4.83 out of 5 average rating, 173 reviews

Romantic Peak District Barn | Views | Walk to Pub

Rope Makers Croft is a beautifully restored 400-year-old barn conversion in the Peak District, perfect for couples seeking a peaceful countryside escape. This boutique cottage offers an open-plan living space, luxury bedroom and stunning hill views. Relax in the private garden with a stone BBQ or walk to the charming village of Litton and its traditional pub. Ideally located for exploring Bakewell, Chatsworth House, the Monsal Trail and some of the Peak District’s best walking routes.

Top Guest favourite
The spacious room features a king-size bed with a floral duvet cover and a mirrored vanity. A round table and chair provide seating, while bi-fold doors open onto a covered decking area. The outdoor space is surrounded by lush greenery, adding a serene touch.
Guest suite in Cressbrook
5 out of 5 average rating, 680 reviews

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.

Top Guest favourite
A cozy bedroom area features a spacious bed covered with a neutral-toned duvet. A wooden dresser with several drawers is positioned beside the bed. An exposed stone wall and wooden beams add character. A small kitchenette is visible in the background with essential appliances.
Tiny home in Cressbrook
4.96 out of 5 average rating, 198 reviews

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.

Top Guest favourite
Barn in Flagg
4.97 out of 5 average rating, 236 reviews

Curlew Cottage - Rural Cottage escape.

Curlew Cottage Rural Cottage Escape - is a detached, tastefully decorated, rural cottage situated in the White Peak area of the Peak District Located between Bakewell and Buxton Perfect space for singles and couples to chill, walk, cycle exploring nature, unwind and get away from it all What to expect Fantastic views Animal, family and farm sounds Black starry skies Changeable weather Snow in winter No public transport Slow WiFi Sketchy mobile Wildlife noises

Top Guest favourite
The exterior of the historic watermill building is shown, featuring a stone facade and large windows. A clock is positioned above the main entrance, while a blue door adds a contrasting element. Surrounding greenery and small planters enhance the entrance area.
Condo in Derbyshire
4.96 out of 5 average rating, 239 reviews

Litton Mill Retreat, Luxury Converted Mill

Nestled in the heart of the Peak District National Park, Litton Mill is a beautifully converted former watermill just minutes from the Monsal Trail. Recently renovated, the large apartment is 1,400 sqft & features a stunning open plan living, dining and kitchen space filled with natural light. Two spacious en suite bedrooms offer super king beds (or twins), each with an additional pull-out single bed, making it ideal for couples, families or groups.

Popular amenities for Cressbrook holiday rentals

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  2. United Kingdom
  3. England
  4. Derbyshire
  5. Cressbrook