Vacation rentals in Flagg

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 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 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.

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.

Muddy Paws Cottages - The Nook

The Nook is a cosy detached 2 bedroom (3 beds) cottage built originally in the 19th Century as the village shoemaker's cottage. We offer our cosy home from home for all of our guests - dogs included! We’re honoured to have been given superhost status - and we strive to offer you great service and a lovely place to spend your holiday. We’re located in the quiet, rural, picturesque Peak District village of Taddington - perfectly situated halfway between the popular towns of Bakewell & Buxton

Beautiful, private Shepherd's hut overlooking lake

Escape to our secluded shepherd’s hut overlooking a peaceful reservoir. This charming hideaway offers total privacy and stunning water views. Unwind in your own private log-fired Scandinavian hot tub, perfect for stargazing or relaxing after a day in nature. Inside, enjoy cozy comforts and rustic charm. Ideal for couples or solo travelers seeking tranquility and a break from the everyday. A true off-grid retreat. Please feel free to message us and enquire for more information.

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.

Sleeps 4 cosy cottage near Buxton & Bakewell

Rose Cottage has been sympathetically restored to create a cosy and secluded cottage, in the pretty village of Chelmorton, with fabulous outdoor space. Located between Buxton and Bakewell and with a fantastic village pub within walking distance, this is a great countryside bolthole from which to explore the Peak District. Perfect for couples or families with small children, dog friendly and cycle friendly. We can accept 2 dogs and a fee of £30.00 per dog is payable.

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

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.