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Vacation rentals in Flagg

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Top-rated vacation rentals in Flagg

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The charming stone cottage is surrounded by lush greenery and features a welcoming front door framed by a low stone wall. Large windows allow natural light to illuminate the interior. The tree-lined backdrop enhances the tranquil country setting.

4.94 out of 5 average rating, 153 reviews

Unique 17th Century English Cottage

Mount Pleasant Cottage was built in the 1600s and is the oldest residential property in the picturesque village of Monyash. This peaceful Peak District getaway is full of character including original oak beams, a wood-burning stove and stunning views of the surrounding countryside as well as a library of fascinating books from around the world. The cottage is just a few minutes walk from the Bulls Head pub and Old Smithy cafe. The cottage lies at the beginning of the stunning Lathkill Dale walk.

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.

4.98 out of 5 average rating, 120 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

A small round table is set in front of a stone cottage, adorned with a potted plant and a tea set. Two metal chairs are positioned around the table. The window above features a grid pattern with decorative items visible inside.

4.96 out of 5 average rating, 254 reviews

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.

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.

4.98 out of 5 average rating, 503 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

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.

5 out of 5 average rating, 631 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 (new 2023) 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 highly recommended. The annexe is attached to our family home, but has its own entrance.

Top guest favorite

The exterior of a rustic stone barn conversion is highlighted by a wooden door adorned with a seasonal wreath. Lush greenery surrounds the entrance, including potted plants and yellow flowers, adding a welcoming touch to the natural setting.

4.96 out of 5 average rating, 252 reviews

Peaceful, modern conversion in Peak District

Situated only 10 minutes drive/on foot approximately 35 minutes from the famous spa town of Buxton, this modern, open plan barn conversion offers a tranquil retreat for those in search of peaceful break in the country or as a base for walkers and cyclists to explore the many places of beauty in the surrounding area. The well equipped apartment sleeps two with a double-bed and boasts a modern kitchen and bathroom with shower. In addition we provide free WiFi and parking for all guests!

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.

5 out of 5 average rating, 121 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 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.

4.98 out of 5 average rating, 272 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 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.

5 out of 5 average rating, 271 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.

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.

4.93 out of 5 average rating, 136 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

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.

4.96 out of 5 average rating, 108 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. Located at Hobb’s Cafe so you have a quaint little cafe right next door! 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.

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.

4.99 out of 5 average rating, 121 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.

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Free parking on premises

Air conditioning

Other great vacation rentals in Flagg

Top guest favorite

The exterior of The Old Chapel is showcased, with its distinctive stone façade and original Gothic-style windows. Lush purple flowers border the pathway, while iron railings enhance the charming entrance. Sunlight filters softly, highlighting the architectural details and creating a serene ambiance.

4.98 out of 5 average rating, 103 reviews

The Old Chapel Luxury Retreat

Top guest favorite

A cozy bedroom area features a spacious bed covered with a neutral-toned duvet. A wooden dresser with several drawers is positioned beside the bed. An exposed stone wall and wooden beams add character. A small kitchenette is visible in the background with essential appliances.

4.97 out of 5 average rating, 154 reviews

Cosy Pet Friendly Hideaway

Top guest favorite

A spacious outdoor seating area features a plush sectional sofa arranged around a glass-topped table. The area is surrounded by stone walls and enhanced by a structure housing a private hot tub. Potted plants add a touch of greenery, inviting relaxation.

5 out of 5 average rating, 66 reviews

Peak District Cottage HotTub & Sauna

A charming limestone cottage is showcased, set against a lush backdrop of greenery. The cottage features large front windows, and the front yard is bordered by a low stone wall. Two garage doors are visible, providing easy access for parking.

4.95 out of 5 average rating, 262 reviews

Hartington village cottage with 2 parking spaces!

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.

5 out of 5 average rating, 79 reviews

Flutterby Cottage, Peak District, Private Parking

Top guest favorite

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.

5 out of 5 average rating, 251 reviews

Cuckoostone Barn - simply stunning!!

The outdoor Japanese whirlpool bath is framed by warm wooden panels, offering a cozy and private atmosphere. A sleek door leads to the indoor shower area, designed for seamless access, while the gentle lighting enhances the tranquil surroundings.

4.91 out of 5 average rating, 447 reviews

Air conditioned Woodcutters ~ Romantic Retreat

Top guest favorite

The spacious bedroom features a king-sized 4-poster bed with plush bedding, under a vaulted ceiling with wooden beams. Natural light filters through skylights and windows, illuminating a comfortable antique sofa and a wooden desk. A built-in wardrobe and a TV are also visible.

4.98 out of 5 average rating, 431 reviews

The Old Farrowings - great views over Biggin Dale

Destinations to explore