Vacation rentals in Flagg

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Top-rated vacation rentals in Flagg

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Top guest favorite

A large window frames a scenic view of rolling green hills and a tree. A small table is positioned nearby, featuring two ceramic vases and a decorative pebble, offering a serene focal point within the room.

Shepherd’s hut in England

4.98 out of 5 average rating, 284 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

Expansive rolling hills of vibrant green fields are visible, dotted with grazing cows. A dry stone wall frames the foreground, offering a rustic touch to the serene countryside view. Clear blue skies with scattered clouds enhance the tranquil setting.

Shepherd’s hut in Longnor

4.98 out of 5 average rating, 397 reviews

Hut with a view- Peak District,Wi-Fi,Dog Friendly

Enjoy the lovely setting of this romantic spot in nature, with far reaching views of the Peak District National Park. Brand new, luxury, fully self-contained Shepherd’s hut, set in its own private area on our farm with outdoor seating area, fire pit and parking. Fully fenced and gated to provide a safe area for your four legged friend should you choose to bring them with you. Wonderful scenery and walks from the door, with popular towns of Buxton, Leek and Ashbourne all a few miles away by car.

Top guest favorite

The well-equipped kitchen features a blend of modern and rustic design elements. Soft grey cabinetry is complemented by a light countertop. Open shelving displays an array of dishware, while a kettle and various kitchen utensils are visible, creating a functional and inviting culinary space.

Home in Taddington

4.97 out of 5 average rating, 113 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 upper storey loft barn is showcased, featuring a simple entrance with steps leading up to the door. The rustic stone walls and gravel ground reflect the countryside setting, while potted plants add a touch of greenery nearby.

Barn in Flag

4.98 out of 5 average rating, 484 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 Black 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 and activity

Top guest favorite

A sweeping view of a rugged landscape unfolds, featuring rolling hills and a lake visible in the distance. The sky is filled with textured clouds, casting soft shadows over the terrain. A rocky foreground adds depth to the scenic vista.

Cottage in Taddington

4.97 out of 5 average rating, 238 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

Guest suite in Cressbrook

5 out of 5 average rating, 612 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

A well-maintained garden is surrounded by lush greenery and vibrant flowers, showcasing a small green shed nestled among trees. Various plants and shrubs add diversity to the landscape, creating a peaceful outdoor space for guests to enjoy.

Guesthouse in Buxton

4.96 out of 5 average rating, 243 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

Cottage in Bakewell

5 out of 5 average rating, 113 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

A grand historical house is depicted beside a serene river, surrounded by lush greenery and rolling hills. The building's facade reflects in the water, emphasizing its architectural details and the surrounding natural beauty. Sheep can be seen grazing in the fields nearby.

Cottage in Monyash

5 out of 5 average rating, 248 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.

Guest favorite

Cottage in Chelmorton

4.92 out of 5 average rating, 127 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 exterior of the cottage is defined by whitewashed stone walls with natural stone accents. Five windows allow ample light, framing the entrance door, which is set beneath a small brass light fixture. Flower pots are positioned on either side of the door.

Home in Taddington

4.99 out of 5 average rating, 106 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

Shepherd’s hut in Derbyshire

4.99 out of 5 average rating, 233 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.