Holiday rentals in Upper Town

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Top-rated holiday rentals in Upper Town

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Top guest favourite
The exterior of the building showcases a traditional stone structure, featuring a vibrant blue door and several windows. A small garden area with gravel and low plants is visible, creating a quaint and inviting entrance alongside a simple table.
Guest house in Derbyshire
4.97 out of 5 average rating, 244 reviews

The Annexe - Belle Vue House

A cosy elevated retreat with history and character, The Annexe offers a peaceful escape overlooking the beautiful village of Matlock Bath. Built in 1823 as the servants’ quarters, it blends period charm with thoughtful modern touches. It enjoys impressive far‑reaching views, retains its heritage and provides tranquil, comfortable living. Access is via stone steps from the lower driveway, so while parking is roadside, this adds to the sense of privacy and seclusion. Perfect for the Peak District.

Top guest favourite
Apartment in Wirksworth
4.98 out of 5 average rating, 277 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.

Superhost
Cottage in Darnall
4.76 out of 5 average rating, 237 reviews

Peak District hideaway with hillisde terraces

Weavers Cottage is in the lovely village of Bonsall on the edge of the Peak District National Park. Numerous walks begin in the village; it's great for cyclists, climbers and canoeists. Two great pubs and a village shop mean you never have to leave. Extensive hillside garden with outdoor seating and lots to explore. Numerous attractions nearby ranging from historic (Chatsworth Hall, Haddon Hall, Bakewell...) to fun and games for kids in Matlock Bath (Gullivers Kingdom, Heights of Abraham)

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 Darnall
4.89 out of 5 average rating, 336 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.

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 Darnall
5 out of 5 average rating, 252 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
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 Darnall
4.95 out of 5 average rating, 208 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 Darnall
4.91 out of 5 average rating, 182 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 Darnall
4.88 out of 5 average rating, 177 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 cafe and shop within easy walking distance.

Top guest favourite
A charming stone exterior of Sequoia Lodge is framed by vibrant greenery and colorful potted plants. A small outdoor table and chairs invite relaxation in the private courtyard. Warm light glows from the windows, enhancing the welcoming atmosphere during twilight.
Guest house in Darley Bridge
4.98 out of 5 average rating, 254 reviews

Bright & pretty stone built lodge - dog friendly

Sequoia Lodge is located in the pretty village of Darley Bridge, making it ideal for anyone wanting to explore the Peak District & Derbyshire Dales. Adjoined to the main house by a wall, you have your own private entrance & courtyard (Summer suntrap!). The living/kitchen areas are bright and airy with huge high beamed ceilings and the bedroom with kingsize bed has French doors opening onto your private courtyard, so you can unwind on a warm evening or enjoy a lazy breakfast in summer.

Top guest favourite
The bedroom features a plush bed adorned with a mix of textured pillows, next to a gentle bedside lamp illuminating a small table. A glimpse of the attached bathroom is visible, showcasing modern fixtures against a blue-tiled backdrop.
Guest house in Wirksworth
4.97 out of 5 average rating, 250 reviews

Bolehill View the perfect Derbyshire Dales getaway

The perfect place to relax in contemporary style & explore the Derbyshire Dales & Peak District. With views from the garden room & patio towards Bolehill, in walking distance of the High Peak Trail & town centre with all its fantastic amenities – independent pubs, restaurants, cafes, boutique cinema, shops & takeaways. Bursting with fabulous architecture & heritage. With on-site parking & level access, Bolehill View offers all the convenience you need for a truly memorable stay.

Top guest favourite
Guest house in Darnall
4.96 out of 5 average rating, 156 reviews

Colour Mill Cottage

Once a 17th Century Colour Mill in the heart of the Peak District, this self contained traditional limestone cottage in Bonsall Village is a peaceful retreat that’s in walking distance to the Country Inns and walks across Bonsall Moor. With Peak District attractions and sites on your door step a whole host of adventures await for those that love walking and exploring local areas including Cromford Village, Matlock, Bakewell and Chatsworth and even Belper, Buxton and Hartington.

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
4.98 out of 5 average rating, 222 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.

Popular amenities for Upper Town holiday rentals

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