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Holiday houses in Grassmoor

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Top-rated holiday rentals in Grassmoor

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite
A bright studio area features a double bed with soft linens and decorative pillows. A small dining table is set for two, accompanied by a bottle of sparkling wine and glasses. Natural light floods through glass doors leading to an outdoor patio.
Guest suite in North East Derbyshire
4.88 out of 5 average rating, 371 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.

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Top Guest favourite
A well-maintained pathway leads to a beautifully designed cottage surrounded by lush greenery. The property features manicured hedges and trees, with a clear blue sky overhead, creating a welcoming entrance to the private garden area.
Guesthouse in Derbyshire
4.99 out of 5 average rating, 195 reviews

Springwood Cottage Private and Unique

Springwood Cottage is ideally situated in a beautiful location on the edge of Derbyshire is completely self contained with its own entrance and private garden area with parking outside. The Cottage is completely newly built in 2020 and designed to the highest standard. Well behaved Dogs welcome, we are happy to accommodate 2 dogs, please request if you have more than 2. A deluxe super kingsized bed (6 x6 foot) with the most up to date memory foam mattress and a comfortable sofa bed in the lounge

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Top Guest favourite
Cottage in Chesterfield
4.93 out of 5 average rating, 337 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.

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Guest favourite
Shepherd’s hut in Pilsley
4.94 out of 5 average rating, 266 reviews

The Granary

Situated in the country side, with no one around, the gorgeous Hardwick View Lodge. A lovely intimate space with the sounds of nature all around. You can go on many different walks, to close by places such as Hardwick Hall and Stainsby Mill. This is a perfect place for walkers or a couple wanting a romantic treat away, with a hot tub to relax in too. Our hot tub is open all year round at no extra cost, a lovely place to star gaze at night or relax in after a busy day! 2 people only, no children

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Top Guest favourite
Home in Lower Pilsley
4.94 out of 5 average rating, 35 reviews

Windy Ridge. small bungalow with beautiful views

Cosy bungalow with beautiful views. Just a short walk to the Five Pits Trail, a lovely trail, linking villages in the area. Hardwick Hall is a 10 minutes drive away, Chatsworth House, Haddon Hall and Bolsover Castle a little bit further but within an easy reach. The town of Chesterfield and it's crooked spire, Matlock and Bakewell are within an easy distance. Just a little bit further afield is the very scenic Peak District. One double bedroom and a small double bed settee in the living area.

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Top Guest favourite
The Tower emerges from a lush green landscape, surrounded by tall trees and manicured grass. The building's robust concrete structure is accented by its original window designs, reflecting the natural beauty of the outdoors in a tranquil setting.
Tower in Bolsover
5.0 out of 5 average rating, 243 reviews

The Tower

The Tower is the perfect romantic high-end getaway for couples who want to get away from it all in a secluded location and fancy just something different. The Tower has recently been converted for use as a holiday let which was previously an unused ancillary building adjacent to The Water Works, an old water treatment plant near Bolsover, converted to domestic use in 2002 and featured on the Channel 4 programme Grand Designs. Available for single night stays. Discounts on 3+ nights bookings.

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Top Guest favourite
A spacious lawn leads to a charming stone cottage, surrounded by well-maintained greenery. The bright blue sky and scattered clouds enhance the inviting atmosphere, while the driveway provides access to the property and its scenic surroundings.
Cottage in Derbyshire
5.0 out of 5 average rating, 280 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

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Top Guest favourite
Apartment in Matlock Town
5.0 out of 5 average rating, 37 reviews

The Matlock Snug: Private Apartment, Log Burner

Set in the heart of Matlock Bank conservation area, this private apartment will help you switch off and reset - 800m walk into Matlock, 10 mins drive to the National Peak District Park. Step through your private entrance to a cosy snug with dry kitchenette, a serene bedroom with log burner and luxurious furnishings, and a secluded terrace for slow mornings and quiet evenings. Designed for couples or solo travellers looking to properly switch off - not suited to busy stays. Pets welcome.

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Top Guest favourite
Home in Walton
5.0 out of 5 average rating, 33 reviews

The Cow Shed at Dale House Farm

A perfect base for walking, visiting stately homes including Chatsworth and Haddon Hall, cycling or just simply relax and enjoy the endless unspoilt countryside. A short 10 minute drive to the Market Town of Chesterfield, with many bars, cafes, shops & cinema. Or 15 minute drive to Bakewell and other Peak District attractions. The Cow Shed is a luxury property, recently restored and converted to a very high standard which is available as a 1 bedroom property, with hot tub.

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Top Guest favourite
A modern open-plan living area features a well-equipped kitchen with a marble countertop and dark cabinetry. A vase with fresh roses sits on the counter. A comfortable sofa is observed in the background, alongside a decorative wall with framed artwork and a television.
Loft in Ashover
4.98 out of 5 average rating, 235 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 in one of the friendly local pubs.

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Superhost
A charming stone exterior features a light blue front door within a natural stone facade. A small outdoor seating area is showcased with two dark chairs and a square table, accompanied by potted plants that enhance the serene setting.
Barn in Clay Cross
4.76 out of 5 average rating, 200 reviews

Stretton Hall Farm - The Snug

Our holiday cottages & glamping pods are located on our 100 acre farm on the edge of the Peak District. The Snug is a modern barn conversion with a luxurious interior, designed to make it feel like a home away from home. Secluded down a 1/4 mile private driveway in a courtyard with the other cottages, the Snug has a quiet feel to it where you can truly relax. We are contractor friendly, please message us for work stays that are Monday to Friday.

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Top Guest favourite
The exterior of the cabin is illuminated by warm outdoor lighting, showcasing its wooden structure. A wooden fence surrounds the property, highlighting the cozy deck area with a clear view of the natural surroundings.
Farm stay in Derbyshire
4.98 out of 5 average rating, 200 reviews

Rita's Retreat

Rita’s Retreat is set on a working small holding, with lovely views across the fields, and sheep grazing close by. Inside is a handmade double bed, made locally, a full size shower with sink and WC and heated towel rail, well equipped kitchen, comfortable living area and Smart TV. Outside is a decking area with Bistro set and also an area with a fire pit. Not suitable for children Not suitable for pets

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Popular amenities for Grassmoor holiday rentals