Holiday rentals in Flagg

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.

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.

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

The Shippon at Manor House Farm

Renovated traditional barn in the picturesque village of Monyash, on the edge of the dramatic Lathkill Dale, in the very heart of the Peak District. Minutes from Bakewell and Buxton. The Shippon has 3 large double bedrooms, a flexi-room that can be used as a bedroom or TV-room depending on guest needs; two full bathrooms, a great kitchen linked to dining room, and a separate lounge with OLED TV, and Sonos speakers throughout. Courtyard and paddock gardens with seating. Parking is on-site.

Millstone Cottage - Cosy Peak District Cottage

This semi detached cosy cottage in the quiet village of Taddington, is perfect for small families who would like to immerse themselves in the beauty of the Peak District National Park . Located mid way between Buxton and Bakewell, this cottage makes a perfect base for which to explore the two towns and surrounding areas. There are many excellent picturesque places to visit, from the doorstep, nearby Monsal Dale and the famous trail, Millers Dale and Chee Dale only a short walk away.

Leaping Hare Barn - Rural Barn escape

Leaping Hare Barn is a peaceful, rural, rustic semi off grid Barn situated between Bakewell and Buxton. A perfect space for single guests and couples to chill, walk, cycle, find peace, explore nature, unwind and get away from it all What to expect Fantastic views Peace and tranquility Animal and farm sounds Flies & bugs Starry skies Changeable weather Snow in winter No public transport No local amenities (shops/pubs) Slow or no WiFi Sketchy mobile signal - EE only Wildlife noises

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

A beautiful, recently converted, barn which was originally a Coach House. Totally newly renovated in 2018 this two bed, two bath cottage is set in an idyllic rural location with breath-taking views and direct access across the owners' field to a footpath which leads either down to the famously picturesque village of Ashford-in-the-Water or uphill to the drama of Monsal Head. Separately available is Groom's Cottage, next door, also brand new and sleeping 2 people in equal style.

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 Grade ll listed cottage Central Peak District

Nestled in the picturesque village of Monyash, Mereview a Grade II listed stone cottage offers the perfect escape for couples or solo adventurers seeking peace, character, and countryside charm. Thoughtfully restored and beautifully presented, this historic home blends timeless elegance with modern comfort. Whether you’re walking the limestone dales, visiting nearby Bakewell or Chatsworth House, or simply curling up with a book by the fire, this cottage is a serene base.