Vacation rentals in Woolley Moor

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Top-rated vacation rentals in Woolley Moor

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Guest favorite

Guest suite in New Tupton

4.85 out of 5 average rating, 255 reviews

Studio Annexe on the Edge of the Peak District

A bright and airy ground floor annexe, used solely for guests. With its own entrance, a comfortable double bed, fully equipped kitchen and outdoor patio area, you are guaranteed a relaxing and private stay. Nestled away in the village of Tupton on the edge of the Peak District, we hope that you can find a place to relax, eat and explore. If you're with us for work, moving house or to see family, then we have everything you need from pots and pans to a washing machine as well as a space to park.

Sep 29 – Oct 6

$60 per night

Guest favorite

Condo in Holymoorside

4.98 out of 5 average rating, 101 reviews

Dog Friendly, Cosy, Peaceful, Walks, Peak District

The Spinney is our super dog-friendly ground floor self-catering accommodation! We've designed it so that you & your dog have a great holiday! Part of a traditional stone barn conversion located in the Peak District & Derbyshire Dales, the Spinney offers space as well as the comfort of modern living. With cosy underfloor heating throughout, and everything you need for you and your furry friend, we are sure you will have a great time here! Peaceful setting, close to popular visitor attractions!

Dec 10 – 17

$91 per night

Guest favorite

Guest suite in Ashover

4.97 out of 5 average rating, 275 reviews

Hunger Hill Farm Studio - Derbyshire Dales

Set in the glorious Peak District in a rural location is our lovely self contained studio. Glorious views over rolling countryside and very close to Chatsworth House and Stanedge Golf Club, you are guaranteed a peaceful stay here. With a lovely country pub, the very popular wedding venue of the Peak Edge Hotel within walking distance and the beautiful market towns of Bakewell, Matlock and Chesterfield (with its famous crooked spire) close by you can easily explore the Peak District from here.

Jan 22 – 29

$83 per night

Guest favorite

Home in Wingerworth

4.9 out of 5 average rating, 198 reviews

Oakdale - Our Quest retreat

Idyllically situated at the entrance to Hardwick Wood, Wingerworth, 2 miles from Chesterfield and all amenities, yet totally secluded. Close to Chatsworth & Peak District. Fully fitted kitchen all appliances including tumble drier & dishwasher. Underfloor zoned central heating. Log burner. Fully fitted bathroom with bath and shower. Separate shower/wc. Fully fitted bedrooms with ample wardrobes and drawers ideally suited to a family of 4. Sleeps 4 in one double and 1 set of bunks, cot available

Feb 7 – 14

$82 per night

Guest favorite

Cottage in Clay Cross

4.94 out of 5 average rating, 163 reviews

Holly Cottage a great place for a country break

Holly Cottage is a stylish contemporary barn conversion combining cottage charm with spacious accommodation and excellent modern facilities in a lovely rural setting. Set in the grounds of a small farm and private stables with lovely views of the of the surrounding countryside. Ideally situated for exploring the Peak District and local area. Holly Cottage offers a spacious modern Kitchen diner, a cosy sitting room with TV also two good size double bedrooms, modern bathroom and outside space.

Oct 25 – Nov 1

$94 per night

Guest favorite

Loft in Ashover

4.97 out of 5 average rating, 150 reviews

Fairfield Loft, Ashover - Village hideaway for two

Fairfield Loft is in the heart of the lovely village of Ashover with the beautiful Derbyshire Dales and Peak District National Park right on the doorstep. Tucked away behind Stamp, our coffee shop and village post office, the space was renovated in 2021 with comfort and quality in mind. There's lots to see and do in the area but if you simply want to relax then spend the days exploring the many beautiful local walks and maybe wind down with a drink or two in one of the friendly local pubs.

Aug 14 – 21

$87 per night

Guest favorite

Guesthouse in Tansley

5.0 out of 5 average rating, 136 reviews

Oaks Edge View, Tansley, Matlock, Derbyshire

Oaks Edge View is a modern airy holiday home including Satellite TV, Wi-Fi, Large bedroom with a King-size bed and separate comfortable sofa bed. The bedroom can be set up to be used as a twin bedroom on request with a separate toilet upstairs. There is a well equipped kitchen, dining area, bathroom with a shower. A lockable lean to drying room for putting wet clothes and bicycles. There is off road parking and a garage available to store motor bikes. Oaks Edge View is 2 miles from Matlock.

Jun 13 – 20

$81 per night

Guest favorite

Guest suite in Wingerworth

4.93 out of 5 average rating, 192 reviews

The Garden Room

The Annexe is self contained in the garden of our home in Wingerworth. Private entrance through small conservatory . Shower room , fridge, kettle, toaster , microwave. Cereals, bread, butter and preserves provided. Close to countryside and Peak District National Park . On drive parking. Bus stops nearby to Chesterfield and Derby with links by bus/train from Chesterfield Rail Station. Good local walks and Chatsworth Estate 20 minutes drive. Excellent Pub/Restaurant 5 minutes walk away.

Jul 16 – 23

$45 per night

Guest favorite

Cottage in South Wingfield

4.97 out of 5 average rating, 204 reviews

Bluebell Cottage lovingly refurbished cosy cottage

Fully renovated self-catering holiday cottage with summer-ready garden in the picturesque Derbyshire village of South Wingfield. Bluebell Cottage is ideally located in the heart of Derbyshire near the historic market towns of Matlock, Bakewell and Ashbourne. Derbyshire is famed for its beautiful scenery, pretty villages and historic houses. On the edge of the Peak District this is a perfect base for visitors to Bluebell Cottage to explore the countryside or simply relax and unwind.

Feb 22 – Mar 1

$119 per night

Guest favorite

Guest suite in Derbyshire

4.98 out of 5 average rating, 120 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.

Jan 24 – 31

$107 per night

Guest favorite

Farm stay in Derbyshire

4.96 out of 5 average rating, 128 reviews

Woolley Lodge Farm Retreat

A brand new fully furnished wooden lodge situated within the grounds of a working farm, with views across open countryside. The cabin has been furnished to a high standard and includes a double bedroom with double bed. The kitchen has a full size fridge with small freezer, full size oven and a microwave. It has a small bathroom with a full size corner shower. It has its own entrance, parking and a beautiful decked area and fire pit outside

Dec 1 – 8

$76 per night

Guest favorite

Cottage in Cromford

4.98 out of 5 average rating, 199 reviews

* Romantic And Luxurious Village Escape*

Situated in the picturesque, historic village of Cromford; Candlelight Cottage is a beautiful Grade 2* Listed former mill workers cottage. Built in 1776 by Sir Richard Arkwright, it is part of a designated UNESCO world heritage site. We took ownership of this wonderful cottage in 2020, and have given the cottage a stylish refurb, We are experienced Airbnb Superhosts and will do everything to ensure you have a fantastic stay.

Dec 22 – 29

$114 per night