Vacation rentals in Flagg

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Top-rated vacation rentals in Flagg

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Top guest favorite
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 Buxton
5 out of 5 average rating, 154 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 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, 135 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; no exaggeration, you 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, close to all the main Peak District attractions. One well behaved dog allowed. Ideal retreat for honeymoon, romantic break or special occasion.

Top guest favorite
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 Middleton-by-Youlgrave
5 out of 5 average rating, 234 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 favorite
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 in Derbyshire
5 out of 5 average rating, 266 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 favorite
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, 213 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 favorite
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 Cheshire
4.99 out of 5 average rating, 447 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

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.
Cottage in Taddington
4.97 out of 5 average rating, 272 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.

Guest favorite
A cozy interior of the shepherd’s hut is presented with wooden accents and a functional kitchenette. Natural light enters from a window, illuminating the spacious bed with soft linens. A bathroom area is visible in the background, featuring a freestanding bath, creating a peaceful retreat ambiance.
Shepherd’s hut in Shebdon
4.83 out of 5 average rating, 224 reviews

Beautiful, private Shepherd's hut overlooking lake

Escape to our secluded shepherd’s hut overlooking a peaceful reservoir. This charming hideaway offers total privacy and stunning water views. Unwind in your own private log-fired Scandinavian hot tub, perfect for stargazing or relaxing after a day in nature. Inside, enjoy cozy comforts and rustic charm. Ideal for couples or solo travelers seeking tranquility and a break from the everyday. A true off-grid retreat. Please feel free to message us and enquire for more information.

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, 679 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, 313 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
Barn in Flagg
4.97 out of 5 average rating, 235 reviews

Curlew Cottage - Rural Cottage escape.

Curlew Cottage Rural Cottage Escape - is a detached, tastefully decorated, rural cottage situated in the White Peak area of the Peak District Located between Bakewell and Buxton Perfect space for singles and couples to chill, walk, cycle exploring nature, unwind and get away from it all What to expect Fantastic views Animal, family and farm sounds Black starry skies Changeable weather Snow in winter No public transport Slow WiFi Sketchy mobile Wildlife noises

Top guest favorite
The exterior of the historic watermill building is shown, featuring a stone facade and large windows. A clock is positioned above the main entrance, while a blue door adds a contrasting element. Surrounding greenery and small planters enhance the entrance area.
Condo in Derbyshire
4.96 out of 5 average rating, 238 reviews

Litton Mill Retreat, Luxury Converted Mill

Nestled in the heart of the Peak District National Park, Litton Mill is a beautifully converted former watermill just minutes from the Monsal Trail. Recently renovated, the large apartment is 1,400 sqft & features a stunning open plan living, dining and kitchen space filled with natural light. Two spacious en suite bedrooms offer super king beds (or twins), each with an additional pull-out single bed, making it ideal for couples, families or groups.

Popular amenities for Flagg vacation rentals

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