Vacation rentals in Upper Town

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Top-rated vacation rentals in Upper Town

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Guest favorite

Home in Winster

4.95 out of 5 average rating, 310 reviews

Gorgeous romantic cosy cottage retreat with views

Welcome to Lancaster Cottage, Winster - possibly the best situated cottage in the whole of the Peak District - utterly peaceful yet an easy stroll to pubs and fantastic walking trails from the doorstep. Built in 1701 out of local limestone & Grade II Listed, it oozes character and is the ideal retreat for a luxury romantic escape. Cosy fireplace & beams, huge settee & a dreamy, romantic bedroom with king-sized comfy bed with lovely views over the hills, 2 outdoor seating areas & tranquil garden.

Mar 18 – 25

G$32,489 GYD per night

Guest favorite

Condo in Wirksworth

4.98 out of 5 average rating, 142 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.

Jan 3 – 10

G$27,577 GYD per night

Guest favorite

Cottage in Derbyshire

5.0 out of 5 average rating, 140 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

Nov 2 – 9

G$43,060 GYD per night

Guest favorite

Cottage in Bonsall

4.95 out of 5 average rating, 212 reviews

Recently built -welcoming village escape

Hillside is a newly 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 2 excellent pubs, 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.

Oct 7 – 14

G$19,065 GYD per night

Guest favorite

Condo in Matlock

4.87 out of 5 average rating, 326 reviews

The Forge, Snitterton near Matlock

Situated in the Peak District National Park, locations don't come much better than this. The Forge provides superb views across the valley and lovely walks from the door. A brisk riverside stroll will soon get you to the local pubs in Darley Bridge. Matlock, with its county town facilities is a 5 minute drive. The property is close to the Peak District's wealth of attractions, including Chatsworth House, Dove Dale and Haddon Hall The Hayloft provides a beautiful haven to discover the area

Oct 6 – 13

G$21,475 GYD per night

Guest favorite

Barn in Derbyshire

4.91 out of 5 average rating, 179 reviews

The Byre- stunning Peak District, near Matlock

A large, light & airy open plan barn conversion set in the grounds of Old Masson Farm. High ceilings, exposed beams ,wood burning stove, king sized bed & views to die for. Double doors lead onto private stone flagged terrace with tables, chairs, BBQ & use of garden. A truly peaceful location to sit back & relax after exploring the wonderful Peak District & all it has to offer. Stunning sunsets, walks, bike rides & wild swimming straight from the door. Fancy a night out, Matlock has it all.

Aug 16 – 23

G$28,028 GYD per night

Guest favorite

Cottage in Derbyshire

4.98 out of 5 average rating, 105 reviews

Swiss Cottage, a heritage cottage, stunning views

Overlooking the beautiful tree-lined Derwent valley, the South facing Swiss Cottage is uniquely situated to offer panoramic views of the entire gorge and the picture perfect village of Matlock Bath, complete with an array of pretty lights, below. It provides the seclusion of a mountain retreat and access to all the village has to offer by way of a range of eateries from vegan to seafood, excellent pubs and entertainment for children from the Heights of Abraham to rowing on the river.

Jun 5 – 12

G$31,939 GYD per night

Guest favorite

Cottage in Bonsall

4.98 out of 5 average rating, 135 reviews

Bonsall holiday barn, 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 dairy 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.

Dec 8 – 15

G$36,894 GYD per night

Guest favorite

Cottage in Matlock

4.95 out of 5 average rating, 139 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 a Tea Room and small shop and deli a few minutes walk from the property. BONSALL OPEN GARDENS IS ON 1st JUNE 2024

Jan 27 – Feb 3

G$19,618 GYD per night

Guest favorite

Cottage in Bonsall

4.87 out of 5 average rating, 112 reviews

16th Century Cottage overlooking marketplace cross

A lovely 17th Century cottage in the centre of the village of Bonsall, Brewery Cottage offers cosy and comfortable accommodation, ideal as a quiet retreat from the hustle and bustle of everyday life. The accommodation includes a sitting room with a dining area , a small, well-equipped kitchen, and two spacious bedrooms Small original stone framed windows are a lovely feature , as is the spiral staircase, which winds its way up through the middle of this superb holiday home.

May 17 – 24

G$22,940 GYD per night

Guest favorite

Apartment in Bonsall

4.85 out of 5 average rating, 239 reviews

Cobbles - Modern First Floor Apartment, Bonsall

Our comfortable first floor self catering holiday apartment, Cobbles, is to the rear of the original main house. The apartment has a spacious king size double bedroom and twin room, and an open plan living/dining/kitchen area, each with flat screen TV. The village has 2 beautiful local pubs, village shop and a tea rooms serving freshly made produce. Also, with the Peak District on your doorstep there are walks and plenty of activities to occupy yourselves with.

Jan 6 – 13

G$17,917 GYD per night

Guest favorite

Guesthouse in Derbyshire

4.95 out of 5 average rating, 231 reviews

River Cottage Studio Near Chatsworth Peak District

Dog friendly private self contained studio, unique riverside location, great for walking, getting outdoors, away from the crowds for a relaxing break. Comfy king size bed, cotton sheets, towels, black out curtains. Spacious, off street, private parking, very private riverside garden, just for guests. Picturesque walks directly from the property. A short drive to local shops or supermarkets in Matlock. Please confirm on booking if you are bringing your dog.

Jul 20 – 27

G$26,037 GYD per night