Vacation rentals in Flagg

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Top-rated vacation rentals in Flagg

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Guest favourite

Cottage in Blackwell

4.98 out of 5 average rating, 136 reviews

Rainbows End in the Beautiful Peak District

Our charming holiday cottage in the Peak District National Park offers you a place to get away from it all. It is set in a hamlet between Buxton and Bakewell. There are walks such as the Monsal Trail, Limestone Way and Pennine Bridalway nearby, with places such as Chatsworth and Haddon Hall a short drive away. The cottage accommodates 4 people (ideally up to 2 adults and 2 children) and is well equipped. It is situated near to our own house. There is a garden and parking next to the cottage.

Dec. 11 – 18

$214 CAD per night

Guest favourite

Shepherd’s hut in England

4.98 out of 5 average rating, 177 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.

Feb. 16 – 23

$164 CAD per night

Guest favourite

Cottage in Derbyshire

4.94 out of 5 average rating, 181 reviews

Townend Holiday Cottage- Cosy Countryside Retreat

Townend Holiday Cottage is a beautifully renovated former hay barn, situated within the peaceful village of Sheldon, near Bakewell. Located in the heart of the White Peak, this dog friendly rural retreat provides a comfortable base, whether you’re looking to enjoy some fresh air and long country walks, conquer the highest peaks or simply to relax and unwind in a friendly village pub. The cottage is ideally positioned for exploring the unrivalled scenery of the Peak District National Park.

Jan. 21 – 28

$157 CAD per night

Guest favourite

Cottage in Wormhill

5.0 out of 5 average rating, 113 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.

Sep. 26 – Oct. 3

$233 CAD per night

Guest favourite

Cottage in Great Longstone

4.97 out of 5 average rating, 354 reviews

Periwinkle Cottage

A truly delightful, terraced, natural stone-built cottage in the picturesque village of Great Longstone in the Peak District. Oak floors and exposed stone walls add to the character of this cottage, not too mention the wood burner to curl up by after a day exploring this beautiful part of the country. The pretty village of Great Longstone is set in a wonderful location in the heart of the Peak District National Park, flanked by Longstone Edge, with Bakewell and Chatsworth House close by.

Feb. 16 – 23

$186 CAD per night

Guest favourite

Home in Harpur Hill

4.97 out of 5 average rating, 143 reviews

Dog & Cycle friendly house with enclosed garden

Located 3 miles from the town centre of Buxton our comfortable house has lovely views, is perfectly placed for all things Peak District, be it walking, or cycling. There's a a lovely bookstore café at the end of the road & the local pub The Parks Inn is a mile walk away. The house is a short drive into Buxton town centre for shops, bars, theatre & cinema or a little further to Bakewell. our pet friendly house has an enclosed garden & lockable bike shed with bike / dog washing facilities.

Nov. 28 – Dec. 5

$164 CAD per night

Guest favourite

Cottage in Taddington

4.96 out of 5 average rating, 180 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.

Sep. 5 – 12

$224 CAD per night

Guest favourite

Guest suite in Cressbrook

5.0 out of 5 average rating, 525 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.

Aug. 20 – 27

$171 CAD per night

Guest favourite

Vacation home in Derbyshire

4.98 out of 5 average rating, 209 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.

Oct. 12 – 19

$314 CAD per night

Guest favourite

Barn in Flagg

4.98 out of 5 average rating, 384 reviews

Leaping Hare Barn - Rural Barn escape

Leaping Hare Barn is a peaceful, rural, rustic, minimally decorated 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 WiFi Sketchy mobile signal Wildlife

Jan. 6 – 13

$137 CAD per night

Guest favourite

Yurt in Derbyshire

4.93 out of 5 average rating, 119 reviews

OakDoorYurt with underfloor heated bathroom

On our Peak District National Park farm, this yurt sleeps 6, with a cosy wood burning stove and fully equipped kitchenette and fridge. Underfloor heated bathroom and a 2nd toilet are shared with one other yurt. There is a large field for ball games. The High Peak trail and Penine Way are at the bottom of the field, and you can visit our nearby Pomeroy campsite with ice cream parlour (April-November) and Pygmy goats. Guests bring their own bedding. Sorry, no dogs.

Dec. 20 – 27

$169 CAD per night

Guest favourite

Cottage in Derbyshire

4.95 out of 5 average rating, 201 reviews

Monsal Cottage. Dog friendly, rural retreat.

Litton Mill is a beautiful hamlet, secluded at the end of a one way road alongside a famous trout fishing river. This ground floor cottage dating back to the 1780's is positioned in a delightful rural setting, in the heart of the Peak District. Close to the Monsal Trail . Perfect for singles or couples. The cottage is ideal for exploring on bike or on foot. Please see the GUIDE BOOK on Airbnb for more details of our favourite places to visit locally.

Sep. 6 – 13

$151 CAD per night