
Holiday rentals in Grassmoor
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Top-rated holiday rentals in Grassmoor
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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.
4.88 out of 5 average rating, 380 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.
4.93 out of 5 average rating, 346 reviews
Derbyshire Beautiful luxury Barn in Ashover
Get away from it all in our beautiful barn conversion. Five luxurious bedrooms, ample living space, an enormous family kitchen, cosy living room with a log burner, an impressive dining room, all set in a fantastic gardens in a countryside setting. We have plenty of garden furniture along with a BBQ for the warmer evenings. There are 4 pubs within walking distance, a village bakery, butchers, 2 cafes and a post office. With walks from the door through fields, woodland and streams . Parking 5 cars
5.0 out of 5 average rating, 43 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
4.87 out of 5 average rating, 326 reviews
The Stables House, Lomberdale Hall. 4 to 7 guests
Spacious detached private house, 3,000 sq ft/ 275 sq m. Own drive. 3 acres of grounds. Log burner (fuel provided) Front, back and garden doors; Entrance hall, sweeping staircase, beautiful sitting room, library stuffed with books, 3 large bedrooms (Vispring beds) plus 3 fab bathrooms with baths & separate showers - plus a single bed downstairs. Warm kitchen, utility room & larder. Antique furniture, lovely curtains. Perfect for families, couples, groups. Walking galore! 3 Pubs in the village.
5.0 out of 5 average rating, 250 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.
5.0 out of 5 average rating, 254 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
5.0 out of 5 average rating, 285 reviews
Cheerful 2- Bedroomed Home in Chesterfield.
This beautiful town house is located right on the edge of the Peak District and within walking distance to Chesterfield's iconic Market Town. This 2 bedroomed modern home has everything you need and is the perfect base for visiting all the local attractions Derbyshire has to offer. The locations boasts a 20 min drive to the well loved Peak District. Along with all the wonderful bars, restaurants, gift & coffee shops just a short walk away. Chesterfield's Golf course is just 15min drive away.
4.91 out of 5 average rating, 193 reviews
Charming grade II listed cottage with hot tub
Chander Hill Cottage is a stylish 3-bedroom barn conversion nestled above the village of Holymoorside, on the edge of the Peak District. This cosy cottage is a perfect base for exploring the countryside, with numerous walks from the door and two pubs just a mile away in the village. Relax in our hot tub with stunning views or warm up by the wood burning stove after a winter walk. The enclosed cottage garden has a patio where you can enjoy a BBQ in the summer. Dogs welcome!
4.99 out of 5 average rating, 203 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 and BBQ . Not suitable for children or pets
4.94 out of 5 average rating, 404 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.
4.98 out of 5 average rating, 259 reviews
5 Bed luxury holiday home
A stunning 4/5 bedroom detached house with a magnificent open plan reception room and a large open plan living/dining kitchen in a pleasant village setting. The property is positioned just off the A60 on Budby Road adjacent to the charming Greendale Oak pub. The Pub cooks beautiful meals and has lovely outdoor and indoor eating areas. Close to Clumber Park, Creswell Craggs, The historic village of Edwinstowe and Sherwood Forest, Welbeck estate and many more historic villages.
4.98 out of 5 average rating, 123 reviewsPopular amenities for Grassmoor holiday rentals
Other great holiday rentals in Grassmoor

The Cow Shed at Dale House Farm
5.0 out of 5 average rating, 45 reviews
Roundhouse View
4.96 out of 5 average rating, 23 reviews
Heaven Cottage
4.85 out of 5 average rating, 74 reviews
Rosemary Cottage – Your Cozy Countryside Escape
4.98 out of 5 average rating, 47 reviews
The Beehive
4.89 out of 5 average rating, 95 reviews
The Farmhouse at Cow Close Farm
5.0 out of 5 average rating, 40 reviews
Scrumpy's Cottage
4.95 out of 5 average rating, 61 reviews
Luxury Holiday Cottage, The Old Granary Matlock
4.89 out of 5 average rating, 9 reviewsDestinations to explore
- Peak District National Park
- Alton Towers
- Etihad Stadium
- Chatsworth House
- Heaton Park
- The Quays
- Donington Park Circuit
- Didsbury Village
- Lincoln Castle
- AO Arena
- Wythenshawe Park
- Harewood House
- Tatton Park
- University of Manchester
- Bramham Park
- Yorkshire Wildlife Park
- Bowlers Exhibition Centre
- Manchester Central Convention Complex
- Temple Newsam Park
- Yorkshire Sculpture Park
- The Piece Hall
- Mam Tor
- Belvoir Castle
- MediaCityUK





