
Vacation rentals in Flagg
Find and book unique accommodations on Airbnb
Top-rated vacation rentals in Flagg
Guests agree: these stays are highly rated for location, cleanliness, and more.

17th Century Peak District 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.

The Old Chapel Luxury Retreat
Introducing The Old Chapel: Following the success and glowing reviews of the Old Bank Bakewell, we embarked on a quest for another unique stay. Enter The Old Chapel, a labor of love renovation resulting in a charming three-bedroom, all-ensuite stay unlike any other. Perfect for short getaways or week-long stays. Enjoy peaceful nights in king-sized beds fitted with luxurious 500-thread-count sheets. Each en-suite features spacious dual showers, fluffy robes, and slippers for ultimate relaxation.

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.

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

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.

The Shippon at Manor House Farm
Renovated traditional barn in the picturesque village of Monyash, on the edge of the dramatic Lathkill Dale, in the very heart of the Peak District. Minutes from Bakewell and Buxton. The Shippon has 3 large double bedrooms, a flexi-room that can be used as a bedroom or TV-room depending on guest needs; two full bathrooms, a great kitchen linked to dining room, and a separate lounge with OLED TV, and Sonos speakers throughout. Courtyard and paddock gardens with seating. Parking is on-site.

The Entire Coach House at Middleton Hall
Relax in this peaceful unique country home, either warm yourself by the wood burner or relax out in the garden, taking in the beautiful surroundings of the private Middleton Hall estate. The Coach House has been refurbished , with designer furniture, wall paper, hand painted murals on the walls, marble shower room, hypnos beds and an American fridge freezer. The attractions are wildlife, walking and cycling. Also visiting stately houses like Chatsworth and Haddon. coach-house-middleton.

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

Hilldale - Stunning renovated cottage in the Peaks
A chic but traditional 17th century recently renovated, into a spacious three bedroom cottage with an abundance of character and unique touches. Located in the White Peak limestone village of Earl Sterndale with stunning views of the distinctive hills of Chrome, Parkhouse and High Wheeldon and the Derbyshire Dales. Hilldale Cottage is perfect for families, friends and couples alike seeking an escape within the Derbyshire Dales. The cottage has a south facing garden with Summerhouse.

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.

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.

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.
Popular amenities for Flagg vacation rentals
Other great vacation rentals in Flagg

Hawthorn Cottage - Romantic Getaway with Hot Tub

Gorgeous romantic cosy cottage retreat with views

SnapTin - stylish cosy cottage in Bakewell

Fantastic Peak District barn

Spacious Scandinavian style hideaway with log fire

Folly, Wormhill, Buxton, Peak District, Derbyshire

Long Roods Cottage, Monsal Head, near Bakewell

Magical Historic Barn Conversion
Destinations to explore
- Durham Vacation rentals
- London Vacation rentals
- Sea of the Hebrides Vacation rentals
- Amsterdam Vacation rentals
- Thames River Vacation rentals
- South West Vacation rentals
- Inner London Vacation rentals
- Rivière Vacation rentals
- Dublin Vacation rentals
- South London Vacation rentals
- Central London Vacation rentals
- Yorkshire Vacation rentals
- Peak District National Park
- Alton Towers
- Etihad Stadium
- Chatsworth House
- Chester Zoo
- The Quays
- Sefton Park
- Harewood House
- Sundown Adventureland
- Mam Tor
- The Iron Bridge
- Tatton Park
- Royal Armouries Museum
- Carden Park Golf Resort
- Holmfirth Vineyard
- Crucible Theatre
- The Nottinghamshire Golf & Country Club
- Science and Industry Museum
- Rufford Park Golf and Country Club
- Manchester Central Library
- Shrigley Hall Golf Course
- IWM North
- Cavendish Golf Club
- Derwent Valley Mills




