Vacation rentals in Upper Town

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Top-rated vacation rentals in Upper Town

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Guest favourite
A charming limestone holiday home is positioned on a hillside, surrounded by vibrant wildflowers. The property features a private patio that opens up to the countryside. The natural landscape includes lush greenery and a variety of flowering plants, enhancing the outdoor setting.
Cottage in Bonsall
4.89 out of 5 average rating, 349 reviews

Countryside Retreat

Hillside is a recently built limestone self contained holiday let, on the edge of a pretty Derbyshire village. Hillside overlooks the village of Bonsall (near Matlock) offering beautiful views from the windows and private patio of the village and surrounding countryside. Bonsall offers an excellent pub, cafe and village shop. There are numerous walks from the doorstep - the Limestone Way passes through the village. Chatsworth, Bakewell, Dove Dale and the Monsal Trails are all a short drive away.

Guest favourite
The renovated stone barn features a tidy exterior with a porch and flower beds filled with colorful plants. A gravel driveway leads to the entrance, and a spacious lawn area is visible. The surrounding hills create a serene countryside backdrop.
Home in Derbyshire
4.9 out of 5 average rating, 189 reviews

Cheerful 2-bedroom home with free offroad parking

Explore all the peaks has to offer with this beautifully renovated field barn. Free offroad parking, garden area. Two bedrooms, two bathrooms. Open plan downstairs gives a airy homely feel. Within easy access of footpaths and trails close to the famous quarries of derbyshire dollermite and limestone. Secluded location yet within easy reach of Wirksworth the nearest town just 5 minutes away and the beautiful village of carsington just over the hill. 2.3m Wirksworth 5.8m Matlock 1.6m Carsington

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 in Derbyshire
5 out of 5 average rating, 262 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 Tower emerges from a lush green landscape, surrounded by tall trees and manicured grass. The building's robust concrete structure is accented by its original window designs, reflecting the natural beauty of the outdoors in a tranquil setting.
Tower in Bolsover
5 out of 5 average rating, 210 reviews

The Tower

The Tower is the perfect romantic high-end getaway for couples who want to get away from it all in a secluded location and fancy just something different. The Tower has recently been converted for use as a holiday let which was previously an unused ancillary building adjacent to The Water Works, an old water treatment plant near Bolsover, converted to domestic use in 2002 and featured on the Channel 4 programme Grand Designs. Available for single night stays. Discounts on 3+ nights bookings.

Top guest favourite
A cabin is perched among large boulders, surrounded by lush greenery and distant rolling hills. The exterior features wooden siding and a sloped roof, complemented by a small deck with chairs. The scene highlights a tranquil, nature-focused setting under a cloudy sky.
Hut in Birchover
4.98 out of 5 average rating, 188 reviews

Boulder Field Cabin and Hot Tub

Nestled amongst the boulders in 5 acres at the top of Eagle Tor this beautifully hand crafted cabin is the ultimate romantic getaway. Relax and get back to nature in the gorgeous wood fired hot tub set on a boulder looking out across the valley, followed by an outdoor shower nestled amongst the rocks. In the cabin soak up the gorgeous 180 degree views from your cosy bed, not to mention the glass roof for star gazing! A covered outdoor kitchen/eating area and a firepit to toast marshmallows.

Top guest favourite
A rustic Japanese whirlpool bath made from cedar wood is displayed in the private garden. Water cascades from two ornate taps into the inviting bath, surrounded by natural greenery and wooden slats for added privacy.
Farm stay in Winster
5 out of 5 average rating, 223 reviews

Courtyard Cottage -With Japanese Whirlpool Bath

Welcome to the charming Courtyard Cottage, a luxurious escape on a small working farm in the rolling hills of the Peak District National Park. Surrounded by breathtaking views in every direction, this beautiful holiday cottage is the perfect base to explore one of England’s most picturesque regions. Whether you're seeking a romantic weekend away or a quiet rural break, Courtyard Cottage offers an outdoor Japanese whirlpool bath, panoramic views, and cosy interiors for an unforgettable stay.

Top guest favourite
A private patio area features a circular stone table surrounded by four metal chairs with fabric seats. A bottle of champagne and glasses are positioned on the table, while a wooden fence and flowering plants provide a backdrop.
Cottage in Matlock
4.95 out of 5 average rating, 211 reviews

Study Farm Cottage - Sleeps 2 - Scenic location

The cottage which dates from 1845, is situated in Bonsall village, high above the wooded 'Via Gellia' gorge. Matlock Bath is 2 miles by car or a scenic walk through woodland. Superb walks from the door to the limestone moors above. Within easy driving distance of Chatsworth, Haddon Hall and Arkrights Mills. Crich Tramway Museum and Carsington Water. Bonsall has two pubs and a Tea Room a few minutes walk from the property. Bonsall Carnival week starts on the last Saturday of July every year.

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 in Bonsall
4.92 out of 5 average rating, 192 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.

Guest favourite
A private terrace features a small table with two chairs, surrounded by stone walls. The stunning view showcases green hills and a partly cloudy sky. The rustic charm of the cottage's stone rooftop and chimneys adds to the peaceful ambiance.
Home in Bonsall
4.88 out of 5 average rating, 181 reviews

Pigeon Loft Cottage

This unique self contained peaceful cottage is 250 years old and set in the centre of the beautiful village of Bonsall in the Peak District and within easy reach of all amenities. The cottage was once a Pigeon loft and has been transformed and renovated into a simple characterful living space within the conservation area. Views from the cottage and outside private terrace are stunning. There are choices of walks from the door including 2 pubs and cafe within easy walking distance.

Top guest favourite
The Dutch Barn is viewed from the lawned area, showcasing its modern design with large glass panels. A flight of stairs leads to the entrance, while surrounding trees and a manicured grassy area enhance the serene setting.
Barn in Wensley
4.96 out of 5 average rating, 212 reviews

Converted Dutch Barn, Wensley

Situated in the quiet village of Wensley is The Dutch Barn which probably boasts the best views across the dale towards Riber Castle in the Peak District National Park, walks from the doorstep too. It is a spacious but cosy, bright, open plan building which sleeps 2 and has a modern bathroom. It is situated near Matlock and just 7 miles from the lovely town of Bakewell and the famous Chatsworth house. It offers a tranquil stay with secure off road parking and garage facilities too.

Top guest favourite
A serene sleeping area features a wooden bed dressed with a yellow patterned throw, complemented by fluffy towels. A cozy armchair provides additional seating. Large windows frame the view, allowing natural light to illuminate the space, while warm tones create a peaceful ambiance.
Guest suite in Derbyshire
4.97 out of 5 average rating, 233 reviews

Self-contained studio in amazing rural location

This comfortable studio with amazing views, lots of outdoor space, walks from the doorstep and pubs with good food nearby is perfect for couples looking to re-charge their batteries in a rural location. It has a well-equipped kitchen, including dishwasher, White Company linen, underfloor heating with independent controls, it's own combi-bolier for hot water, tv and wi-fi. It is on the edge of the Peak District with many local attractions, such as Chatsworth and Hardwick Hall.

Guest favourite
Cottage in Bonsall
4.98 out of 5 average rating, 192 reviews

Spinney Farm Cottage, fantastic views - sleeps 4

Spinney Farm cottage is set in an idyllic rural location on a quiet country lane overlooking the village of Bonsall. Footpaths on your doorstep lead you into the beautiful countryside. Spinney Farm is the home to a herd of alpacas which you are welcome to visit and you may also see the cows from Puddle Hill farm in the nearby fields. Spinney Farm cottage is set in a dry stone wall enclosure therefore a safe and secure place for children to play and for you to sit and relax.

Popular amenities for Upper Town vacation rentals

  1. Airbnb
  2. United Kingdom
  3. England
  4. Derbyshire
  5. Upper Town