Holiday houses in Underwood

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.

Home in Derbyshire contractors welcome

Comfortable home from home. Ideal for families and contractors looking for a relaxing stay. Close to local amenities and A38/M1. This accommodation offers self catering short and long stay accommodation for guest who are looking for a comfortable home environment. The accommodation offers kitchen with washing machine, microwave, kettle, fridges and a freezer, separate dinning room with 6 chairs, living room with TV and sofa bed, 2 bedrooms with 2 single beds and one double bed and a bathroom.

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

Private Annexe Quiet Village Location Free Parking

Located in the quiet village of Bagthorpe 1 double bedroom, first floor cosy self contained annexe Open plan living space including area for remote working En-suite bathroom Kitchen with fridge/freezer TV with Amazon fire-stick High-speed WiFi Free off street parking Washing machine Country pubs/walks locally Close to M1/Kings Mill Hospital Short drive to Peak District/Sherwood Forest Ideal for business/ longer stays Situated in the garden of our family home Private lockable access door

The Willows Hut - with hot tub - Hillside Huts

The Willows - Hillside Huts - *brand-new August 2025* Our charming, The Willows Hut, is our latest addition, joining The Oaks Hut on our smallholding in rural Derbyshire. With a shared driveway, its own dedicated parking & private enclosed garden, it is situated in a secluded spot enjoying stunning countryside views. Enjoy the most magnificent sunsets as you kick back and relax in this calm, stylish space. Bring your wellies! There are many countryside walks from the from the doorstep!

Luxury Country Cottage with Hot Tub

The Stable House is a luxuriously converted 2 bedroom cottage in the medieval hamlet of Sookholme. It is very close to Sherwood Forest, Clumber Park, Hardwick Hall, Chatsworth House, historic Edwinstowe and a great number of other local beauty spots. A short drive away from the peak district, it is very private with its own fully fenced, dog friendly garden. A great short break destination surrounded by some beautiful walking and cycling routes including Route 6 and Sherwood Pines.

Lodgeview Guest Suite

Lodgeview guest suite is a rural retreat with excellent views and access into surrounding Nature Reserves, Derbyshire and Nottingham. Dog friendly accommodation at no extra cost. You’ll find a full kitchen for self catering and USB ports on every socket. Tea, coffee, sugar, milk, condiments, light snacks and a variety pack of cereal are ready for you. Eco friendly shower gel, shampoo and conditioner. Digital TV and WiFi included. Comfortable Sofa bed. It’s a home from home

The Conkers Country Cottage Self Catering Retreat

The Conkers is in the picturesque Hamlet of Moorwood Moor on of the edge of the Peak District. There are many walks from the door and 150 yards along the lane is The White Hart Inn where you will experience good food or just enjoy a well-deserved glass of wine. The Conkers delightful garden and orchard area provides a lovely spot for a relaxing drink, or perhaps some alfresco dining after a busy day exploring. There is ample off road secure parking behind automated gates.

Little Millstone at Beauvale

Cosy, self-contained one-bedroom annex in peaceful Beauvale, Newthorpe. Features separate living, dining, and fully equipped kitchen areas, a comfortable double bedroom, and a disabled-friendly bathroom. Unfortunately no garden or patio access. Perfect for professionals, wedding guests, or anyone seeking a quiet getaway, with excellent links to the M1, Nottingham, and Derby. Quiet, private, with nearby walks and a friendly hello from our Frenchie, Arnie 🐾..

The Hazelwood Hideaway | Beautiful Secluded Cabin

Tucked away in a peaceful Derbyshire village, The Hazelwood Hideaway is a secluded cabin designed for refined relaxation. Once the tucked-away tent, it has been beautifully transformed into a private retreat inspired by nature and art. Enjoy stunning countryside views, complete privacy from the owners land, and a precious sense of seclusion. Open the bifold doors, unwind by the log fire, and embrace a slower pace in this luxurious escape.

Breakfast with Dinky Donkeys.

Converted Stable, with a unique opportunity to have Breakfast with 2 Miniature Donkeys "Molly and Ava" Exclusive stay with the Donkeys. Interact with the Donkeys and see them at play. The stable in the bed room has direct access to their habitat. Fun and Zen times with the Dinky Donkeys! Please note this Listing is for Max 2 Adults and 1 Child.

Modern Stylish Loft | Quiet Stay & Parking

Stylish first-floor apartment finished to a high standard, set within a quiet conservation area. Features a bright open-plan living space, modern kitchen, and comfortable bedroom, plus a separate workspace. Designed for a relaxing and practical stay with on-site parking and secure self check-in. Ideal for business or short breaks.