Vacation rentals in Flagg

17th Century Peak District Cottage

Mount Pleasant Cottage was built in the 1600s and is the oldest residential property in the picturesque village of Monyash. This peaceful Peak District getaway is full of character including original oak beams, a wood-burning stove and stunning views of the surrounding countryside as well as a library of fascinating books from around the world. The cottage is just a few minutes walk from the Bulls Head pub and Old Smithy cafe. The cottage lies at the beginning of the stunning Lathkill Dale walk.

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.

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.

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.

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.

The Entire Coach House at Middleton Hall

Relax in this peaceful unique country home, either warm yourself by the wood burner or relax out in the garden, taking in the beautiful surroundings of the private Middleton Hall estate. The Coach House has been refurbished , with designer furniture, wall paper, hand painted murals on the walls, marble shower room, hypnos beds and an American fridge freezer. The attractions are wildlife, walking and cycling. Also visiting stately houses like Chatsworth and Haddon. coach-house-middleton.

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.

Hilldale - Stunning renovated cottage in the Peaks

A chic but traditional 17th century recently renovated, into a spacious three bedroom cottage with an abundance of character and unique touches. Located in the White Peak limestone village of Earl Sterndale with stunning views of the distinctive hills of Chrome, Parkhouse and High Wheeldon and the Derbyshire Dales. Hilldale Cottage is perfect for families, friends and couples alike seeking an escape within the Derbyshire Dales. The cottage has a south facing garden with Summerhouse.

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.

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

White Peak Cottage

Newly renovated, this cosy yet modern cottage is located in a quiet village in the heart of the Peak District. Within walking distance of the village pub and within a short drive of beautiful Bakewell it is ideally located for you to enjoy all the Peak District has to offer. Ideally suited to couples or friends we also welcome families and allow two well behaved dogs. Check in days are Monday, Friday and Saturday, discounts on weekdays and for seven day breaks.