Vacation rentals in Osmaston

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Osmaston

Guests agree: these stays are highly rated for location, cleanliness, and more.

0 of 0 items showing

1 of 3 pages

Top guest favorite

A covered lounge area is positioned next to a heated swimming pool. Soft towels are neatly arranged on a pink bedspread, and a magazine rests beside the cushions. Lush greenery and stone walls frame the serene outdoor setting.

Cottage in Fenny Bentley

4.95 out of 5 average rating, 359 reviews

Luxury Peak District Home - 2 miles from Ashbourne

Curl up on the massive leather sofa in front of the log burning stove or chill by the outdoor heated pool (June, July, Aug only). Relax in rural peace or explore local Georgian gem Ashbourne, just 2 miles away. Walk directly to Tissington, Dovedale and The Stepping Stones and beyond from your back door. Chatsworth House is only 30 mins away. Antiques, books, games, dvd's, pure cotton linen. 5 acre garden with Wendy House and croquet. Award-winning Callow Hall is just 5 mins away. Fibre Optic

Top guest favorite

A bright and open living space features a mix of seating options, including a cozy couch adorned with colorful cushions, a round dining table, and a plush area rug. Natural light enters through large windows, enhancing the inviting atmosphere of the room.

Apartment in Church Broughton

4.92 out of 5 average rating, 109 reviews

Hidden village gem

Take it easy at this unique and tranquil getaway. Tucked away on the edge of this beautiful Derbyshire village our flat is the perfect getaway to relax and unwind dog friendly With stunning walks gorgeous views and a cracking village pub 2 minutes away. A great base for the Peak District or Alton Towers also dog sport derby 2 mins just down the road Warm and cosy a little home from home can accommodate two people two separate bedrooms but share the main bathroom We are also long and short stay

Top guest favorite

An open-plan kitchen and dining area is presented, featuring exposed wooden beams and a rustic brick wall. A wooden dining table is surrounded by light-colored chairs. Potted plants and modern kitchen appliances are visible, enhancing a comfortable and functional space for meals and gatherings.

Barn in Derbyshire

4.98 out of 5 average rating, 371 reviews

Stunning & romantic C17th village Barn, Derbyshire

Original features dominate Barn@ creating a perfect venue for a romantic escape for exploring the Dales/Peak District. It is nestled in a beautiful small village, 15 mins walk from Carsington Water. Ideal for walkers, bird spotters, runners, cyclists or anyone who enjoys ancient architecture with contemporary comfort. Space, underfloor heating, smart TV and a wood-fired log burner make this an inspiring, comfortable and relaxing holiday destination. 50 yards to the local, cosy pub. Adults only.

Guest favorite

The cottage is presented with a charming stone exterior, featuring a glass-conservatory entrance that invites natural light. Surrounding greenery enhances the welcoming appearance, and a gravel pathway leads to the cottage, showcasing its integration with the tranquil countryside.

Cottage in Fenny Bentley

4.88 out of 5 average rating, 166 reviews

The Orchards, Peak District Walking Hiking Cycling

The Orchards is a 19th Century cottage, beside a rippling brook in 5 acres of fruit trees, woodland and greenery. Surrounded by stunning countryside, this is a really beautifully, luxuriously appointed property and is the perfect location in the Peak District for a peaceful and relaxing break. Walking, hiking cycling, fabulous pubs open fire to come home to with areas such as Ashbourne, Bakewell, Chatsworth, Tissington trail, Dovedale, any so many others you are perfectly placed (check reviews)

Guest favorite

A spacious living area features a light-colored sofa with decorative cushions, accompanied by a wooden coffee table. A round dining table is positioned nearby, under a vaulted ceiling with exposed beams. Natural light enters through skylights, and a doorway leads outside.

Home in Shirley

4.92 out of 5 average rating, 186 reviews

The Long Shed Livery & AirB&B

Based in the Gateway to the magnificent Peak District we are offering our freshly renovated lodge style annex guest house. Only 5 Min drive from the beautiful market town of Ashbourne we have everything here from relaxation and peaceful breaks to white knuckle Theme parks like Alton Towers or maybe for those ramblers out there we have the best of the best within a 20 minutes drive, or peaceful woodlands and rolling hills at the end of our private driveway. Our local pub (The Saracens) is a MUST

Superhost

A spacious outdoor area features a wooden walkway leading to a charming brick cottage. Surrounding gardens showcase lush greenery and vibrant flowers, while a shaded patio with a green umbrella is visible to the side. The blue sky enhances the peaceful rural setting.

Cottage in Derbyshire

4.89 out of 5 average rating, 126 reviews

Escape to the Peak District.

A luxurious 3 bedroom cottage in Bradley - a village of lakes, woodland - and a fantastic base for exploring the stunning scenery of the Peak District. With an estimated 283 miles of cycle trails & footpaths including the Tissington Trail, Kinder Scout, easy, picturesque riverside walks along Dove Dale, this is the perfect location for cycling & walking. A vibrant arts scene & variety of attractions - Chatsworth, Alton Towers, Tramway Museum, Gullivers Kingdom & Carsington Reservoir nearby.

Top guest favorite

The exterior of Atlow Mill is depicted, showcasing its historic stone structure and surrounding greenery. A well-maintained pathway leads to a gated entrance, while colorful flower pots add a touch of vibrancy to the landscape. The building stands under a clear sky, framed by lush trees.

Cottage in Derbyshire

5 out of 5 average rating, 228 reviews

Atlow Mill - award winning 5 bed accommodation

** Winners of Self-Catering Accommodation of the Year 2025! ** On the edge of the Peak District, in it's own private valley, Atlow Mill is a 17th century water mill, full of character. Sympathetically renovated throughout, The Mill offers 5 bedrooms, 3 bathrooms, a log burner, large kitchen, and a private garden with hot tub, gas BBQ and wood fired pizza oven. It is surrounded by rolling hills, a pretty brook and secluded woodland, and The Red Lion pub is just half an hour's walk away.

Guest favorite

A welcoming living area features a classic wood-burning stove set within a brick fireplace. A comfortable armchair draped with a soft throw and a small dining table with matching chairs are positioned beside a large window, allowing natural light to fill the space.

Cottage in Mayfield

4.94 out of 5 average rating, 241 reviews

Cheerful period cottage overlooking the River Dove

A cosy and happy place, restored from a farmers terrace cottage situated on the Staffordshire Derbyshire border looking over the River Dove. Ideally located in the historic village of Mayfield close to the market town of Ashbourne, gateway to Dovedale and the Peak District. Convenient off road parking and a great location from which to walk, cycle and explore beautiful middle England. With Carsington Water and Alton Towers near by and convenient pubs, restaurants and coffee bars.

Guest favorite

A private rear garden area is surrounded by greenery, featuring a bistro table with four chairs. Gravel pathways meander through the space, leading to a wooden fence and a serene seating arrangement. Sunlight gently illuminates the garden, creating a calm and inviting atmosphere.

Cottage in Derbyshire

4.87 out of 5 average rating, 323 reviews

Country Cottage Close to Alton Towers. Ashbourne

Strawberry Cottage is located in the parish of Clifton on the outskirts of the Peak District National Park and set amidst stunning scenery only a short distance from the lovely market town of Ashbourne with its interesting streets and cobbled alleys. Excellent location for those loving the outdoors guests will find an abundance of activities. This wonderful property has comfy beds, cosy living area with log burner and smart TV with full access to Netflix and wifi connection.

Top guest favorite

A charming brick cottage is framed by a lush garden filled with colorful flowers. The entrance features a welcoming door, and a small patio set invites outdoor relaxation. Mature trees and greenery surround the property, enhancing the tranquil setting.

Cottage in Clifton

4.99 out of 5 average rating, 518 reviews

Cottage near to Alton Towers and the Peak District

Welcome to Flower Gardens! This idyllic little chocolate box cottage lies in the beautiful, peaceful village of Clifton, a mere 15 - 20 minute drive from Alton Towers and a leisurely 15 minute walk to the beautiful market town of Ashbourne, gateway to the Peak Dristrict. Nestling on a quiet road, surrounded by doorstep walks and overlooking the church, this little home from home offers everything you could desire for your well deserved break.

Guest favorite

A charming log cabin features a dark wood exterior with a sloped metal roof. The entrance is highlighted by a heart-shaped cutout in the door. A small seating area with wicker furniture and neatly trimmed shrubs is visible beside the entrance.

Guesthouse in Derbyshire

4.96 out of 5 average rating, 118 reviews

The Shed, Aston Heath Farm, Aston Lane, DE6 5HH

Escape to this charming log cabin in a semi-rural setting with beautiful garden views. Enjoy a cozy retreat featuring panelled floors, exposed A-frames, and a three-piece ensuite shower room. The kitchenette is equipped with a microwave/air fryer combo and fridge, perfect for easy meals. Free parking is available, and you're just minutes from A50 road links, offering quick access to nearby attractions. Ideal for a peaceful getaway!

Top guest favorite

The cabin exterior is showcased, featuring natural wooden walls and large windows that invite light. A set of steps leads to the entrance, with two hammocks positioned nearby, surrounded by trees that highlight the tranquil setting.

Tiny home in Shirley

5 out of 5 average rating, 47 reviews

Huckleberry Pines

Reconnect with nature in our charming, unique cabin 'Hettie' nestled in the woods of Osmaston, Ashbourne. Surrounded by towering trees and the soothing sounds of wildlife, this secluded retreat is perfect for those looking to unwind, and disconnect. Located a stone throw away from The Peak District, Hettie offers all you need for a hideaway in the countryside - a haven for outdoor enthusiasts.