Holiday rentals in Flagg

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Flagg

Guests agree: these stays are highly rated for location, cleanliness and more.

%{current} / %{total}1 / 1
Top guest favourite
A well-lit living area features sloped ceilings and large skylights. A cozy sofa and two armchairs invite relaxation, while a small dining table adds functionality. The entrance door is framed by light walls, complemented by framed artwork on either side, contributing to the open and airy feel.
Farm stay in Hollinsclough
5 out of 5 average rating, 146 reviews

Hay Loft Flat

Located near the highest village in Britain, Flash, in the beautiful Peak District National Park, 1540 above sea level, in the winter we do get some snow, the Hay Loft has been designed to create a great base for exploring the countryside. On it’s doorstep are; Dragon’s Back Ridge, Chrome Hill, Axe Edge Moor and Buxton. We are only 30 minutes from Mam Tor, Bakewell and Chatsworth House. Curlews fly around the farm. Within a mile is Flash Bar Stores serving breakfast, lunch, cakes and groceries.

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 Youlgreave
5 out of 5 average rating, 232 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
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, 201 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
Hut in Birchover
4.98 out of 5 average rating, 188 reviews

Boulder Field Cabin and Hot Tub

Nestled amongst the boulders in 5 acres at the top of Eagle Tor this beautifully hand crafted cabin is the ultimate romantic getaway. Relax and get back to nature in the gorgeous wood fired hot tub set on a boulder looking out across the valley, followed by an outdoor shower nestled amongst the rocks. In the cabin soak up the gorgeous 180 degree views from your cosy bed, not to mention the glass roof for star gazing! A covered outdoor kitchen/eating area and a firepit to toast marshmallows.

Top guest favourite
A charming log cabin is seen from a pathway lined with autumn leaves, illuminated by warm string lights. The front door opens to a welcoming entrance, framed by lush greenery and decorative plants, suggesting a cozy and inviting atmosphere.
Tiny home in Wincle
4.99 out of 5 average rating, 441 reviews

Hot tub, Peak District, Walks, Romantic, Cabin

Trickle Brook Cabin is a unique log cabin, a rustic converted shed, accessed via a bridge over a stream and nestled in a tranquil spot in the picturesque village of Wincle in the beautiful Peak District, tiny cabin with external measurements of 4 metres x 5 metres, cozy and very romantic. An excellent Short break, birthday, anniversary gift or wedding proposal or just a place to chill out and relax. A complimentary bottle of Prosecco awaits your arrival. See other listing for Brookside Cabin

Guest favourite
The entrance of The Nook cottage is shown, featuring a stone sign with the name 'The Nook' prominently displayed. The charming limestone structure is complemented by a garden with yellow flowers, and a clear blue sky creates a serene backdrop.
Cottage in Taddington
4.98 out of 5 average rating, 105 reviews

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

Top guest favourite
A charming stone exterior of the Coach House is highlighted, featuring a large arched entrance and a row of windows. The surrounding trees and blue sky create a serene environment, while the pathway leading to the entrance is flanked by stone walls and greenery.
Home in Bakewell
5 out of 5 average rating, 144 reviews

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.

Top guest favourite
The exterior of Leaping Hare Barn is depicted, showcasing rustic stone walls and a staircase leading to the entrance. Potted plants and greenery adorn the patio area, enhancing the natural setting. A gravel pathway leads to the barn, framed by additional landscaping elements.
Barn in Flag
4.98 out of 5 average rating, 542 reviews

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

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 Little Longstone
5 out of 5 average rating, 671 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
The charming cottage exterior is enveloped in lush greenery, featuring stone walls and a vibrant green door. A well-maintained pathway leads to the entrance, bordered by a variety of colorful plants and bushes, set against a backdrop of a clear blue sky.
Cottage in Monyash
5 out of 5 average rating, 306 reviews

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.

Top guest favourite
The living area features two comfortable sofas positioned around a central wooden coffee table. A decorative console cabinet is present against the wall, accompanied by a small plant. Light enters through a nearby window, while a log burner is set within a stone hearth.
Home in Taddington
4.99 out of 5 average rating, 150 reviews

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.

Top guest favourite
The green and black exterior of the converted railway goods van is highlighted by large, open doors. A tan canopy provides shade over the entrance, while a wooden chair is positioned nearby. Natural surroundings and a gravel area create a peaceful outdoor setting.
Shepherd’s hut in Derbyshire
4.99 out of 5 average rating, 299 reviews

“The Goods Van” at Stoop Farm

Relax in total comfort, in our converted 1950s railway goods van. Once common place on farms around the Peak District this little gem is far removed from the animal shelter it once was! Fitted out to the highest quality, featuring a king sized bed, comfy sofa, kitchen, log burner and smart TV, etc. Something quite special, situated in its own secluded area, a few steps away from the magnificent views of Chrome hill and the Dove valley beyond.

Popular amenities for Flagg holiday rentals

  1. Airbnb
  2. United Kingdom
  3. England
  4. Derbyshire
  5. Flagg