Vacation rentals in Flagg

Rocking Stone Cottage - Idyllic Rural Retreat

Perfect for two couples or a family an immaculate contemporary cottage in the Peak National Park, a stones throw from Chatsworth. A perfect spot to get away, relax and explore the stunning countryside right from the door. The cottage features beautiful outdoor spaces, a large stone fireplace with woodburning stove, wooden shutters, exposed beams, a fully fitted hand made kitchen, walk in rain showers and romantic roll top bath. BBQ on one of the two terraces or just relax and take in the view.

Staycation Lea Stable Over Haddon Bakewell

A stunning contemporary stable conversion tucked down a quiet lane in the picturesque village of Over Haddon, named amongst the most peaceful places in the UK, a short stroll away from the Lathkill Dale, a spectacular combination of rolling hill's and dramatic dale's, a hidden gem in the heart of the Peak District.Just a stones-throw away from the stable, The Lathkill pub, there are walks and cycling trails in each and every direction, 2 miles away Bakewell the home of the famous Tart!

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.

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.

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.

Leaping Hare Barn - Rural Barn escape

Leaping Hare Barn is a 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 Animal, family 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

Air conditioned Woodcutters ~ Romantic Retreat

✨ Romantic Air-Conditioned Cabin with Whirlpool Bath & Couples Spa 💖 Escape to Woodcutters Cabin — a luxury hideaway for two in the heart of the Peak District. Enjoy your private Japanese whirlpool bath with mood lighting, a plush super-king bed, and a secret shower-room door. Treat yourselves to candle-lit couples massages in our tranquil treatment room. A peaceful, baby, child-free, pet-free retreat made for romance and total relaxation.

Beautiful cosy cottage by a babbling brook

Wonderfully restored 350 year old country cottage in the picturesque hamlet of Hollinsclough. Breathtaking views of the Peak National Park, nestled under the stunning Chrome and Parkhouse hills. Ample private parking for 3 cars. Cosy log fire and a comfortable kitchen, dining & living area. Friendly and knowledgable hosts who can give great local advice including walking and cycling routes and places to visit and dine out.

Padley. A traditional shepherds hut on a farm.

Set deep within the heart of the beautiful Peak District on a working farm our traditional hand-crafted Shepherds hut is has everything for the perfect getaway. Whilst enjoying the romantic location with stunning panoramic views towards Lathkill Dale Padley provides the perfect base for exploring the peak District by offering some of the finest walks and cycle routes the Peak District has to offer straight from the door.

Lake side tipi with hot tub and stunning views

Escape to our idyllic lakeside tipi, where comfort meets nature. Featuring a super king-size bed and a cozy log burner, it’s the perfect retreat in any season. Soak in the Scandinavian log-fired hot tub as you take in tranquil lake views, or enjoy fishing right from the shore. Breathe in the fresh air, unwind in peaceful surroundings, and experience a unique blend of rustic charm and indulgent luxury.