Holiday houses in Winster

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.

Cosy hillside cottage with logburner and projector

Enjoy a unique and memorable stay at this quaint cottage in the historic town of Wirksworth, known as The Gem of the Peaks. Nestled on a pretty hillside street, Sunshine Cottage has beautiful views from the tiered patio garden and is less than 5 minutes walk from the town’s independent shops, boutique cinema and eateries. A cosy space for two filled with character and charm, the cottage has a lounge with logburner, kitchen diner, master bedroom with cinema-style projector and separate bathroom.

Anvil Cottage, lovely cottage in the Peak District

Anvil Cottage sits within its own private courtyard and is a light and airy detached barn conversion, full of charm and character. Over 200 years old, the cottage has been refurbished in 2022. Sleeps 3 in 2 bedrooms, pet free, and ideally situated in the heart of the historic village of Winster for walking and touring the beautiful countryside of the Peak District National Park. A short stroll to the friendly local community shop and pubs. Within easy reach of Matlock, Bakewell and Chatsworth.

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

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.

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.

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.

Gorgeous romantic cosy cottage retreat with views

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

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.

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.

Willow Cottage Newly renovated quaint cottage

Nestled away in the village of Youlgrave, in the heart of the Peak District National Park this newly renovated cottage is the perfect bolt hole for couples, friends and single travellers looking to get away from it all. It is a great place for walkers and cyclists with access to the Limestone Way, White Peak Way and the Alternative Pennine Way. There are three public houses which all serve home cooked food using local produce and there are two bakeries, a deli and post office.

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.