Holiday houses in Grassmoor

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Top-rated holiday rentals in Grassmoor

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Guest favourite

Guest suite in New Tupton

4.85 out of 5 average rating, 254 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.

6–13 Sep

$126 NZD per night

Guest favourite

Cottage in Chesterfield

4.92 out of 5 average rating, 222 reviews

Chatsworth Cottage

Situated on the edge of the Peak District Park, this is the ideal base for exploring Derbyshire. The Cottage is situated on Chatsworth Road just 10 minutes drive from the ‘Palace of the Peak District’. A short journey and you will discover other wonders of the Peak at places like Matlock, Bakewell, Castleton and Buxton. The historic market town of Chesterfield and the famous Crooked Spire is just a 20 minute walk down the Brampton Mile where you will find some great places to shop, eat & drink.

26 Aug – 2 Sep

$245 NZD per night

Guest favourite

Home in Tibshelf

4.97 out of 5 average rating, 285 reviews

Hunters Cottage. Wheatsheaf Mews

Our cottage is situated directly on the Five Pits Trail, which provides miles of trails for walkers, bike and horse riders, there are also fishing ponds 500m along the trail. It's a beautiful character cottage newly renovated to a high standard. It is ideally situated, with Hardwick Hall 5 minutes drive away and the Peak District on our doorstep. Matlock, Crich Tramway Village, Chatsworth House and Haddon Hall within half an hour. We also have a hottub for you to relax in at the end of your day.

20–27 Nov

$227 NZD per night

Guest favourite

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

5–12 Jul

$147 NZD per night

Guest favourite

Guest suite in Ashover

4.97 out of 5 average rating, 273 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.

15–22 Mar

$172 NZD per night

Guest favourite

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.

23–30 Nov

$195 NZD per night

Guest favourite

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.

10–17 Sep

$169 NZD per night

Guest favourite

Cottage in Holymoorside

4.97 out of 5 average rating, 218 reviews

Wasp Nest Cottage, Peak District

Sitting on the edge of the Peak District, a stone’s throw from open fields, woodland and moors - sits a 19th Century cosy mill worker’s cottage. Two pubs and a shop are within easy walking distance and Chatsworth House is a beautiful 7 mile wander over the hill. Marvel at the lovely centuries old tree slice, coffee table and huge slice of elm breakfast bar, enjoy chopping boards, pottery and soft furnishings from the local artisans - just some of the magic the Peak District has to offer.

1–8 Oct

$245 NZD per night

Guest favourite

Apartment in Chesterfield

4.96 out of 5 average rating, 242 reviews

Cosy studio apartment close to Peak District

Cosy,private ,self contained upstairs studio with own entrance , double bed with en suite, dual ring halogen hob ,combination microwave and oven , television with free sat ,free wifi ,integrated fridge freezer ,breakfast bar and stools . Comfy chairs to relax! On the main bus route into Chesterfield and the Peak District ,10 mins to Chatsworth,20 mins to Bakewell and lots of walks in the area. Many bars ,coffee shops and restaurants within walking distance . We look forward to meeting you.

14–21 Mar

$156 NZD per night

Guest favourite

Cottage in Tibshelf

4.98 out of 5 average rating, 129 reviews

Lane End Cottage - cosy cottage with large garden.

16th century cosy stone cottage with large private garden, includes lounge, kitchen and separate dining room. Pretty sun room ideal for morning coffees. Two bedrooms, one twin, and one king size. Shower and toilet upstairs. Bed settee is in the dining room. Will easily sleep 6 but seating is limited in the lounge. The main bath and shower room is downstairs. There is a large lawn to the front of the property with off road parking, the rear garden is private and has use of a BBQ in summer.

8–15 May

$252 NZD per night

Guest favourite

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.

10–17 Aug

$88 NZD per night

Guest favourite

Cottage in South Wingfield

4.97 out of 5 average rating, 203 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.

5–12 Sep

$221 NZD per night