Holiday rentals in Flagg

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Top-rated holiday rentals in Flagg

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Top guest favourite
The traditional stone cottage is framed by green grass and colorful flower pots on either side of the entrance. The front door, painted red, contrasts beautifully with the stone exterior, while a clear blue sky and fluffy clouds add brightness to the scene.
Cottage
4.99 out of 5 average rating, 173 reviews

Relax at Rose Cottage. You know you deserve it!

Welcome to Rose Cottage, here you will find privacy, peace & tranquillity in unspoilt quiet countryside. The detached cottage is set up so you feel warm, comfortable and at home from the moment you arrive Breathe in the tranquil air; slow down, relax in the beautiful Peak District National Park. Dog walks from the door, footpaths to discover through stunning scenery; river side picnics or bracing hikes, the choice is yours. Relax, let your life slow down at Rose Cottage! Because you deserve it!

Top guest favourite
The shepherd's hut is presented in a tranquil outdoor setting, featuring a wooden staircase leading to the entrance. Surrounding flower pots and a gravel pathway complement the scenery, while lush green hills and distant village buildings create a serene backdrop.
Shepherd’s hut
4.98 out of 5 average rating, 331 reviews

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.

Top guest favourite
A spacious lawn leads to a charming stone cottage, surrounded by well-maintained greenery. The bright blue sky and scattered clouds enhance the inviting atmosphere, while the driveway provides access to the property and its scenic surroundings.
Cottage
5 out of 5 average rating, 240 reviews

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

Top guest favourite
Cottage
4.98 out of 5 average rating, 120 reviews

Idyllic cottage retreat

This romantic retreat is set in the heart of the picturesque village of Butterton which overlooks the beautiful Manifold Valley in the Peak District. The lanes are lined with pretty sandstone cottages and an idyllic ford runs through the cobbled street below the cottage and a great country pub is round the corner. This cosy hideaway is an ideal couples escape featuring a stunning bedroom with vaulted beamed ceiling and luxury features throughout. It has a boutique hotel feel in rural heaven.

Top guest favourite
The lofted space features exposed wooden beams and rustic stone walls, creating a sense of historical charm. A potted plant is positioned near a low railing, overlooking the open area below, which includes cozy seating and ample natural light streaming through large windows.
Barn
4.91 out of 5 average rating, 177 reviews

Magical Historic Barn Conversion

This barn is not for everyone; it is no ordinary holiday cottage, but a retreat for the senses. A unique chance to step back in time, a place where time stands still. The antidote to the fast-pace of life, up here you will feel as though you’re in another world. This 17th century barn is a love note to its 1960s conversion, with all its quirky features still intact. There are no screens, the lighting is low and warm, you will not hear a sound apart from the birdsong. For some, it is heaven.

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
4.98 out of 5 average rating, 523 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
A charming stone cottage is enclosed by a wooden gate, featuring a gravel pathway leading to the entrance. The structure showcases a pitched roof and large windows, blending harmoniously with the surrounding countryside.
Cottage
5 out of 5 average rating, 133 reviews

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; with no exaggeration, you really 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, and close to all the main Peak District attractions. Ideal retreat for honeymoon, romantic break or special occasion.

Top guest favourite
The exterior of the cottage features natural stone walls and a pitched roof under a clear blue sky. Two large roof windows provide natural light to the upper floor. A well-maintained lawn is bordered by a quaint stone wall, with a wooden gate allowing entry.
Cottage
4.98 out of 5 average rating, 290 reviews

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.

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
5 out of 5 average rating, 651 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
A rustic barn is set against a backdrop of rolling hills and expansive skies. The stone exterior is framed by greenery, with lush grass and a distant stone wall visible. Soft clouds drift above, creating a serene atmosphere in the rural landscape.
Home
5 out of 5 average rating, 263 reviews

Cuckoostone Barn - simply stunning!!

Cuckoostone Barn is a stunning property set in the White Peak area of the Peak District. The area is surrounded by nature and the perfect location to sit and watch the wildlife go by, whilst being mesmerised by the uninterrupted views of rolling countryside. Cuckoostone Barn is an excellent base to explore the wonders of the Peak District National Park, with amazing walks and cycle routes on the doorstep, or a place to simply relax and unwind in an idyllic part of the world .

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
5 out of 5 average rating, 288 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
4.99 out of 5 average rating, 135 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.

Popular amenities for Flagg holiday rentals

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