Holiday rentals in Osmaston

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Top-rated holiday rentals in Osmaston

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Top guest favourite
A spacious bedroom features deep green walls and large windows allowing abundant light. A vintage-style fireplace is complemented by a decorative mirror and a wooden dressing table. A plush bed is covered with a soft quilt, and a cozy chaise lounge adds to the room's inviting ambiance.
Apartment
4.98 out of 5 average rating, 254 reviews

Stylish, Opulent & Spacious 18C. Peaks apartment

With the glorious peaks walkable from your doorstep, this stunning boutique hideaway in the heart of Wirksworth next door to beautiful arthouse cinema and 2 minutes from eateries & drinking holes transports you to a time of luxury, style  & opulence. It's bespoke design, original features and decor from nationally renowned designers, Black Pop and Curiousa & Curiousa, timelessly provide all the trappings expected from a 21st century, 5 star boutique hotel but in a fascinating building from 1766.

Top guest favourite
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
4.99 out of 5 average rating, 179 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 favourite
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
4.92 out of 5 average rating, 202 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 favourite
A spacious lawn leads to a charming stone cottage, surrounded by well-maintained greenery. The bright blue sky and scattered clouds enhance the inviting atmosphere, while the driveway provides access to the property and its scenic surroundings.
Cottage
5 out of 5 average rating, 234 reviews

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

Top guest favourite
The lofted space features exposed wooden beams and rustic stone walls, creating a sense of historical charm. A potted plant is positioned near a low railing, overlooking the open area below, which includes cozy seating and ample natural light streaming through large windows.
Barn
4.91 out of 5 average rating, 172 reviews

Magical Historic Barn Conversion

This barn is not for everyone; it is no ordinary holiday cottage, but a retreat for the senses. A unique chance to step back in time, a place where time stands still. The antidote to the fast-pace of life, up here you will feel as though you’re in another world. This 17th century barn is a love note to its 1960s conversion, with all its quirky features still intact. There are no screens, the lighting is low and warm, you will not hear a sound apart from the birdsong. For some, it is heaven.

Top guest favourite
An open plan living area features exposed stone walls and oak beams, complemented by a vaulted ceiling with skylights. A comfortable leather sofa and a footstool are positioned next to a small table, while a television is mounted on the wall. Natural light fills the space through two windows.
Tiny home
4.97 out of 5 average rating, 150 reviews

Huckleberry Cottage

Huckleberry cottage Ingleby is a quiet hamlet nestled in the south Derbyshire countryside. Ticknall is just 2miles away, with beautiful walks through National Trust Calke Abbey and Anchor Church caves which is just a stones throw away. The cottage is self contained, with new facilities and open plan living. The stone walls, oak beams and vaulted ceiling with 3 sky light windows create a light spacious feeling.On evenings to enjoy being cosy, there is a electric log burner while you relax.

Top guest favourite
A cozy scene is depicted with a wood stove providing warmth. A wooden platter displays assorted cheeses, cured meats, and cheese knives, accompanied by a glass of red wine and a lit candle. Logs are neatly arranged beside the stove for easy access.
Cottage
4.98 out of 5 average rating, 340 reviews

Charming grade II Belper retreat & dog friendly

Grade II listed one bed Cottage originally built for the Mill workers in 1790! Nestled in the Heart of Belper close to The Peak District surrounded by beautiful countryside 🥾 🍃 The cottage is located in the quiet Conservation Area within minutes walk from the town centre offering an array of bars, restaurants, bistros and cafes! ☕️ FREE WiFi 🛜 FREE Netflix FREE tea, coffee & sugar ☕️ FREE dog treats! 🐾 Starter pack of LOGS included Oct- May 🪵 🔥 Towels & bedding included

Guest favourite
The exterior of a stone cottage is shown, featuring an old-world charm with weathered stones and a slate roof. A dark door provides entry, and a small window allows natural light. Nearby, a bench is positioned against the wall, surrounded by trees and clear blue skies.
Cottage
4.88 out of 5 average rating, 188 reviews

Tudor Cottage

A beautifully renovated private cottage, cosy and comfortable self catering accommodation. Tudor Cottage resides behind Tudor House, the earliest dated building in Brassington. Tudor Cottage would have been the brewhouse, the brewhouse was used for baking and cheese making as well as brewing This lovely old stone cottage has been recently renovated and independently attached to Tudor House, which is one of the oldest buildings in Brassington, the cottage is situated in Matlock.

Guest favourite
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
4.87 out of 5 average rating, 334 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 favourite
The exterior of a charming stone cottage is visible, featuring a dark wooden door and a small window. A bistro table with two chairs is positioned on the gravel pathway, surrounded by vibrant greenery and climbing plants. A clear blue sky adds to the serene setting.
Cottage
4.92 out of 5 average rating, 311 reviews

The Gate House, Wetton. Great base for exploring.

Charming, cosy stone cottage on the outskirts of Wetton, adjacent to a pre 1700 farmhouse. Lovely views of surrounding countryside. Great base for exploring this beautiful part of the White Peak, very popular with walkers and cyclists. Ideal for couples or single guests. Has a galleried double bedroom with shower and toilet. Downstairs there is an open plan sitting/diner with kitchen area. Featuring beamed ceilings. Small south facing sitting out area and off road parking.

Top guest favourite
The charming cottage exterior is enveloped in lush greenery, featuring stone walls and a vibrant green door. A well-maintained pathway leads to the entrance, bordered by a variety of colorful plants and bushes, set against a backdrop of a clear blue sky.
Cottage
5 out of 5 average rating, 281 reviews

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.

Top guest favourite
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
4.99 out of 5 average rating, 299 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

Popular amenities for Osmaston holiday rentals

  1. Airbnb
  2. United Kingdom
  3. England
  4. Derbyshire
  5. Osmaston