Vacation rentals in Osmaston

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Top-rated vacation rentals in Osmaston

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Top guest favorite

Cottage in Fenny Bentley

4.95 out of 5 average rating, 368 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

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, 375 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.

Top guest favorite

A converted stable building features a combination of brick and wood elements. Large glass doors offer a view of the outdoor seating area, which includes a small table and chairs. Gravel pathways and planters enhance the welcoming entrance.

Barn in Derbyshire

4.99 out of 5 average rating, 172 reviews

The Stables- Stunning contemporary barn conversion

Stunning contemporary retreat for two in a converted stable building. Enjoying a fantastic location, nestled at the bottom of Thorpe Cloud in the Peak District. From the door step you will discover a wealth of country walks and cycle trails for all abilities to enjoy in the magnificent surroundings of the Peak District. An area of outstanding natural beauty, close to Ashbourne, within easy reach of Bakewell, Buxton, and for a fun filled day out, Alton Towers. Excellent Pub 5 mins walk away!

Top 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

4.93 out of 5 average rating, 194 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

Top guest favorite

A newly built shepherd hut is set amidst a tranquil woodland, surrounded by a pathway made of stone slabs and a layer of fallen leaves. Nearby, a hammock and a charming structure adorned with string lights add to the peaceful outdoor ambiance.

Shepherd’s hut in Brailsford

4.95 out of 5 average rating, 219 reviews

Delightful woodland Shepherd Hut

Within the Derbyshire Dales, 2 miles outside Brailsford village. The newly built shepherd hut is nestled on the edge of a small woodland with spectacular views overlooking fields and woodland. It is in a peaceful setting surrounded by nature and wildlife. The hut includes a double bed, bathroom, shower cubicle and a small kitchen area. With towels and linen provided. Also exclusive use of a tennis court and bikes with the hut, just a short walk away is a private fishing pond for you to enjoy.

Top guest favorite

A gravel path leads to a stone cottage, set among greenery. A wooden fence lines the property, complementing the peaceful rural surroundings. Trees shade the area, with a gentle slope visible in the background, reflecting the natural beauty of the landscape.

Barn in Bradbourne

5 out of 5 average rating, 129 reviews

The Old Cattle Barn, Peak District - Valley View

A beautifully renovated stone barn, set in the grounds of a Grade 2* listed farm dating back to 1640. Meticulously transformed from the original cattle stalls into a modern, perfectly rustic two-bed, two-bath cottage in 2023, it retains the history and character of the original building. From this idyllic rural location on the Peak District National Park boundary, there are breathtaking valley views across Bradbourne Brook, and yet the barn is only a 10-minute drive into Ashbourne.

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, 253 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, 327 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

The exterior of the barn displays a rustic brick facade and features a balcony. A private patio area with a small outdoor table and chairs is visible, surrounded by a stone wall and greenery, under a clear blue sky.

Cottage in Derbyshire

4.99 out of 5 average rating, 290 reviews

Beautiful barn near Dovedale.

Welcome to Rickyard Barn! This barn is located perfectly to explore the stunning Peak District and surrounding areas. Under 1 mile away from the Dovedale Stepping Stones, 1.5 miles away from the beautiful Tissington estate, 500 yards from the Tissington trail bridleway, footpath and cycleway, Under 4 miles to the market town of Ashbourne and just 25 mins away from Alton Towers resort. Private Parking &Outdoor space, Excellent Pub 100 yards away! Thankyou

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, 526 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

The spacious studio apartment features wooden floors and a light-colored decor. A cozy seating area with a sofa and coffee table is present, alongside a dining area with set tables. Large windows provide ample natural light, and a wooden wardrobe adds character to the design.

Cottage in Derbyshire

4.96 out of 5 average rating, 212 reviews

The Hayloft - in the Peak District near Ashbourne.

The Hayloft is a spacious studio apartment surrounded by beautiful Derbyshire scenery in the tranquil village of Bradley near Ashbourne. There could hardly be a more peaceful setting, surrounded by fields and with Mill Dam Lake on the opposite side of the road. The surrounding area is ideal for walking, cycling and outdoor pursuits with the Tissington Trail, Dove Dale & major attractions like Chatsworth House & Alton Towers within easy reach.

Top guest favorite

A spacious living area is presented with a comfortable sectional sofa adorned with decorative pillows. A dining table is visible with red placemats, while natural light brightens the space from the entrance leading to the kitchen. A decorative plant adds a touch of greenery.

Apartment in Bournville

4.96 out of 5 average rating, 198 reviews

Station Street Town Apartment

A delightful spacious one bedroom self-catering apartment on the ground floor. This apartment is perfect for those wanting to experience a relaxing break or an adventure packed one. This modern apartment is in the town centre which makes it a perfect place to stay for those who want to explore the bustling market town of Ashbourne. There's locked outdoor shed for bicycles.