Holiday rentals in Winster

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Top-rated holiday rentals in Winster

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Guest favourite

Home in Winster

4.96 out of 5 average rating, 314 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.

12–19 Feb

$217 SGD per night

Guest favourite

Home in Rowsley

4.99 out of 5 average rating, 172 reviews

Hillside Haven, Panoramic views, near Bakewell

The Garden Nook offers complete privacy and is located in a perfect spot for everything. Newly converted and set within 55 acres of impressive private land, gardens, and fruit orchards. A rejuvenating location to unwind and reconnect with nature in such a tranquil environment. The comfy contemporary haven with tasteful decoration, stylish furniture, and spectacular views is the perfect place to relax. Watching lambs skipping around the orchard is a delightful bonus! Tractor experiences available

22–29 Oct

$226 SGD per night

Guest favourite

Barn in Youlgreave

4.98 out of 5 average rating, 456 reviews

Immaculate Studio - Heart of the Peak District.

New Build in the heart of the Peak District - Youlgrave, nr Bakewell. Plenty of private parking. (No pets - sorry). 200 yards from the Limestone Way. A walk in any direction is beautiful. 3 pubs within 10 mins walk all serve food. Peak feast bakery for cakes, bread, coffee, homity pies and delicious vegetarian food. A well-stocked village shop with cafe for all other needs, a licensed post office, a park and playing fields are all 5 mins walk away. Fantastic views from your 'studio' bedroom.

22–29 Apr

$126 SGD per night

Guest favourite

Cottage in Derbyshire

5.0 out of 5 average rating, 143 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

3–10 Feb

$276 SGD per night

Guest favourite

Cottage in Youlgreave

4.93 out of 5 average rating, 490 reviews

Grade 2 listed cottage, Peak District nr Bakewell

Beech Cottage is nestled in the lovely Peak District village of Youlgreave. This Grade 2 listed cottage has been refurbished to a high standard. Walks & bike riding are on the doorstep. Chatsworth House, Haddon Hall, Bakewell, Matlock and Ashbourne near by. It has 3 pubs, 2 shops and tea rooms. There is a wood burner, tv, wifi. Kitchen has breakfast bar & stools, dishwasher, washing machine & microwave & cooker, coffee machine. Free standing bath & separate Power Shower. South facing garden

16–23 Nov

$166 SGD per night

Guest favourite

Guest house in Darley Bridge

4.97 out of 5 average rating, 134 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.

17–24 Mar

$179 SGD per night

Guest favourite

Cottage in Derbyshire

4.97 out of 5 average rating, 168 reviews

Beautiful rural Peak District farm cottage

Beautiful 300 year old Peak District cottage, set in a quiet rural location, surrounded by farmland. Ideal for those wishing to get away for a relaxing stay or for those wishing to explore the Peaks on foot or bicycle. Right on the Roystone Grange Trail, and with easy access to the Minninglow and High Peak trails. Off road parking for two cars, plus bike store. The cottage has its own garden with barbecue and seating area, and a log burner for the colder evenings. Car or bike esential.

23–30 Oct

$195 SGD per night

Guest favourite

Cottage in Matlock

4.91 out of 5 average rating, 358 reviews

Two Gates Cottage Self Catering

(This listing is for the entire cottage) Two Gates Cottage is situated in the courtyard at the rear of Elton Guest House, converted from the bothy of this former farm making an ideal cosy cottage for four people. There is a flag stone patio area with flower bed border and garden furniture. Located in the Peak District close to Matlock, Bakewell, Matlock Bath, Dove Dale and attractions such as Chatsworth House and Haddon Hall. The grounds feature ample parking in our cobbled courtyard.

11–18 Apr

$155 SGD per night

Guest favourite

Guest house in Derbyshire

4.95 out of 5 average rating, 233 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.

12–19 Nov

$170 SGD per night

Guest favourite

Cottage in Winster

4.99 out of 5 average rating, 246 reviews

3 bed, 2 bath with off road parking for 2 cars

The Old Barn offers a character barn in a village location, off road parking for 2 cars, short stroll to local shop and pubs - all modern fittings including SkyTV, DVD, and wifi, 3 bedrooms (2 on ground floor, 1 on first floor) 2 bathrooms (1 on ground floor, one on first floor). Excellent and extensive walking from doorstep, outbuilding available for bike storage. All lovingly cleaned and maintained by owner Sharon. Newly refurbished for 2022

20–27 Feb

$204 SGD per night

Guest favourite

Loft in Derbyshire

4.99 out of 5 average rating, 126 reviews

The Courtyard Loft, a room with a spectacular view

We are a small Equine Farm, in the heart of the Peak District, accessed up a set of stone steps, It is a truly idyllic setting. With a balcony facing east, you can sit and watch the sunrise with your morning coffee. This is a beautiful get away just for adults, our listing is not suitable for toddling infants or children under ten. However babies are welcome and we can supply a travel cot.

20–27 Jun

$221 SGD per night

Guest favourite

Cottage in Birchover

4.99 out of 5 average rating, 115 reviews

The Stables at Rocking Stones

A cosy cottage situated in the Peak District National Park with two terraces overlooking stunning countryside, a log burner and luxurious bed. A stones throw from Chatsworth and Bakewell it is the perfect spot to relax and explore the stunning countryside right from the door. Also there are two great pubs a short walk away in Birchover!

30 Sep – 7 Oct

$216 SGD per night