Vacation rentals in Osmaston

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Top-rated vacation rentals in Osmaston

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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, 358 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

Guest favorite

A charming cottage is framed by lush greenery and tall trees, featuring a stone exterior with decorative gables. Large windows allow for natural light to enter the space. A well-maintained lawn leads up to the entrance, with a gravel path and outdoor seating area visible.

Home in Kniveton

4.91 out of 5 average rating, 140 reviews

Family house on the edge of the Peak District

A beautiful 3 bedroom house set on the edge of the peak district in the village of Kniveton, close to the market town of Ashbourne. Ideally located for nearby attractions & activities including; Carsington Water, Chatsworth House, Alton Towers, High Peak Trail & Tissington Trails, Buxton, Cromford, Matlock Bath, Peak Wildlife park. The property is spacious, with a fast internet fibre connection, enabling working from home / fast media streaming. Perfect for holidays or for between house moves

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, 185 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 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, 217 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

An inviting outdoor terrace features a wooden hot tub adjacent to a well-placed seating area, which includes a coffee table and decorative plants. Lush greenery is visible in the background, while sunlight brightens the space, creating a serene atmosphere.

Cabin in Anslow

5 out of 5 average rating, 368 reviews

Tilly Lodge

Unwind in luxury in this brand-new converted lodge. With a hot tub and seating area overlooking some fantastic views alongside a gorgeous modern interior. This getaway is perfect for couples, families and friends. Built by my wonderful talented husband Tilly Lodge is a self contained luxury getaway surrounded by so many local attractions some being just a stones throw away. Tilly Lodge is set in a beautiful village with a lovely pub, fabulous garden and great food just a 4 minute walk away.

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, 226 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.

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, 123 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

The exterior of the cedar clad holiday home is showcased amidst well-kept gardens and a spacious driveway. Surrounded by lush greenery, the two-story structure features a combination of stone and wood elements, with a chimney and a garage visible to the side.

Home in Mayfield

4.92 out of 5 average rating, 180 reviews

Large House Nr Ashbourne

Mayfield View, a 6 bedroom, cedar clad holiday home located in the picturesque village of Mayfield and a wonderful choice for large groups and families who are looking for a holiday or short break exploring the Peak District National Park and surrounding areas. Just 5 min drive from the market town of Ashbourne and 20 minutes from Alton Towers Theme Park, this beautiful home features a stunning kitchen / dining room with retractable glass doors and stunning views of the valley.

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, 239 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

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, 280 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, 512 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.