Vacation rentals in Flagg

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Top-rated vacation rentals in Flagg

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Top guest favorite
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 in England
4.98 out of 5 average rating, 336 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 favorite
The charming stone cottage features a warm facade with a mix of natural stone and timber elements. A patio area is visible at the front, bordered by the greenery of the surrounding village. The slate roof and simple window designs enhance the traditional character of the building.
Home in Taddington
4.97 out of 5 average rating, 139 reviews

Romantic Cottage in the Peaks

Romantic characterful stone cottage in lovely Peak District village. Two bedrooms, sleeps four in luxury. Ideal for one or two couples, families with children, and dogs. Perfect for walkers, cyclists and anyone who wants to visit the Derbyshire Dales Family shower room, romantic bath in main bedroom and en-suite shower room in twin bedroom. Centrally heated, large wood burner, beautifully refurbished with quirky interior design. Well equipped kitchen and utility. Outside terrace sitting area.

Top guest favorite
The entrance to a stone cottage features a wooden gate and a small pathway leading to the front door. A lantern illuminates the area, alongside a window that has sheer curtains. Lush greenery flanks the entrance, adding to the inviting appearance.
Cottage in Longnor
5 out of 5 average rating, 103 reviews

Flutterby Cottage, Peak District, Private Parking

Cosy, comfortable, well equipped end of row stone cottage in the village of Longnor, which is located within the Peak District National Park. Flutterby Cottage is situated on a peaceful lane yet a 2 minute stroll to the village amenities e.g pub, cafe, chip shop, post office and licensed general store. Surrounded by beautiful country side with easy access to footpaths, hills and dales. Central for all the Peak District has to offer and to the towns of Buxton, Leek, Ashbourne and Bakewell

Top guest favorite
The exterior of The Folly is shown, featuring natural stone walls and a welcoming entrance with a wooden gate. The structure blends traditional charm with modern elements, highlighted by large windows that allow for ample natural light. The surrounding area includes potted plants and outdoor seating.
Cottage in Wormhill
5 out of 5 average rating, 172 reviews

Folly, Wormhill, Buxton, Peak District, Derbyshire

The Folly is a sympathetically converted one bedroomed barn, attached to the main farmhouse. It has been furnished to a high standard and sleeps 2. It is the perfect base from which to explore the stunning Peak District, with walks and rides from the doorstep. We are situated in the country village of Wormhill, Derbyshire, deep in the heart of the Peak District National Park. Closest towns are Tideswell and Buxton. We are very close to the Pennine Bridleway, Monsal Trail and Limestone Way.

Top guest favorite
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, 526 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 favorite
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 in Bakewell
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 favorite
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 Cressbrook
5 out of 5 average rating, 652 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 favorite
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, 290 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 favorite
A gravel path leads through a vibrant wildflower garden to a wooden gate, framed by a dry stone wall. The cottage's stone façade and large windows are visible in the background, offering a glimpse of the inviting exterior.
Cottage in Derbyshire
4.97 out of 5 average rating, 366 reviews

Beautiful Groom's Cottage, Ashford-in-the Water

A beautiful, recently converted barn which was originally the Groom's Cottage. Newly renovated in 2018 this one bed, one bath cottage is set in an idyllic rural location with breath-taking views and direct access across the owners' fields 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 The Coach House, next door, also new and sleeping 4 people in equal style.

Guest favorite
A charming stone cottage is surrounded by lush greenery, with flowering plants in the foreground. The cottage features a welcoming entrance with a light green door and multiple windows that allow natural light to fill the interior.
Cottage in Chelmorton
4.92 out of 5 average rating, 142 reviews

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.

Top guest favorite
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, 138 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 favorite
A scenic view captures rolling green hills under a colorful sky at sunset. A tranquil river flows through the valley, with a quaint white building nestled among the trees. A signpost directs visitors towards Monsal Dale, indicating nearby walking paths.
Home in Bakewell
4.97 out of 5 average rating, 137 reviews

Monsal View Cottage

A beautiful space with exquisite views set at the iconic viewpoint of Monsal Head. This is the perfect base to really enjoy all that the Peak District has to offer- including the most epic view of all at Monsal Head and the Headstone Viaduct. ** Pets allowed on request ** Enjoy breathtaking views all to yourself in the mornings and evenings. Please check out Hobb’s Cafe online to fully see the location of this cottage.

Popular amenities for Flagg vacation rentals

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