Holiday rentals in Whissendine

Luxury cottage in Rutland

Courtyard Cottage is luxury country cottage accommodation in a Rutland village. Beautiful hand built kitchen with island and separate dining area. Cosy wood burners for winter weekends. Village pub with excellent food and beer garden a few minutes walk. Comfy double bed and small courtyard garden. Separate TV room and utility room with washing machine. Deluxe bathroom with antique double ended bathtub and walk in shower. Easy access to Oakham, Rutland water and excellent local pubs and walks.

Luxurious, stylish Shepherd hut with stunning view

Church House Hut is a stunning, luxurious bespoke 18’ shepherd’s hut situated in a unique spot on the borders of Rutland, Lincolnshire and Leicestershire. The vista from the front of the self-catering hut offers breath taking countryside views as far as the eye can see. From the back window, you remember that you are situated in a very special garden belonging to an 18th century church. Please note: This property is not suitable for children or infants due to safety and design considerations.

Hunters Lodge Warwickshire

A luxurious self catered barn conversion offering a unique and romantic escape nestled in the picturesque Warwickshire countryside. A place to relax and unwind whether it’s in our gorgeous freestanding bath tub, our 4 poster bed or by putting your feet up in front of the log burner and enjoying the warm and ambient glow. Take a dip in our traditional outdoor spa bath tub situated in your private patio area and watch the sunset across the fields. This is truly a stunning and unforgettable stay.

The Silvan Lodge Peace, Privacy, and Pure calm

The Silvan Lodge is the Guest Annex of Stone Lodge House that is available on selected dates throughout the year. The Annex is finished to the highest standard, is fully equipped with all you will need, 50inch QLED TV and Bose sound, Washer Dryer, Fridge, Freezer, Dishwasher, Air Fryer, Boiling water Tap, Coffee machine and much more. If you are looking for a tranquil, secluded, private location but want all mod cons, high speed wifi, central heating and space to relax then look no further

The Fuller's Shed All Weather Private Hot Tub

Adults only. 2 guests max. Sorry, No pets This cosy lodge offers a romantic haven for couples wanting to relax in peace. The luxury interior is styled to impress with every comfort catered for. Outside the covered veranda has a private hot tub, swing seat, outdoor hot shower and dining area where you can kick back and relax. Whether you want to stargaze, ramble, or relax, this is the ideal quiet venue with stunning sunsets and views over rolling countryside, horses, sheep and alpacas.

The Old Stables Retreat, Northfield Farm

Quiet, romantic retreat on small family-run working farm w. rare & native breed cattle & sheep. Fascinating place to learn about food & the countryside. Great place to stay & explore one of England's most lovely countryside areas. Farm shop, open for 20 + yrs, sells a wide range of home grown & home butchered meats & local flour, beers, ready meals & pies. Nr. Rutland Water, & Melton Mowbray, of pie fame, Stamford & Leicester. Great pubs abound, as do walks & entertainment of every kind.

Primrose Hall Holiday Cottage Rutland

Primrose Hall is a beautifully renovated, Grade 2 listed stone barn conversion. It is ideally situated in the Rutland village of Empingham, within walking distance of Rutland Water’s North Shore. Empingham nestles in the Gwash Valley, equidistant from the charming Georgian town of Stamford, and Rutland’s county town, Oakham. The village has a shop, pub, medical centre, and an antique shop just 250m away. The local area also benefits from many other very good pubs, restaurants and cafes.

Drift View Shepherds Hut

Welcome to Drift View, lovingly designed and built by ourselves and set on our family farm close to the Rutland/Leicestershire border. The hut is positioned in a private and secluded orchard, next to the farmyard and offers stunning views of the rural landscape. You can experience the peace and tranquillity the location provides whilst enjoying the luxury of the shepherds hut which has an en-suite with shower, fully equipped kitchen, double bed and both indoor/outdoor dining areas.

Little Oaks at Hillview

Beautiful, Luxurious, Home from Home Shepherds Hut. Nestling in its own fenced spinney with 300 year old Ash and Oaks trees around you, Little Oaks is rural, isolated and private. You can enjoy the wood fired hot tub, fire pit, BBQ or Pizza oven with only the sheep, goats, horses and chickens on our farm watching. Looking out over rolling countryside, our home built hut is cosy, beautifully appointed, and built to an exacting specification, somewhere we would love to stay!

Luxury Rural Cabin with Wood Fired Hot Tub

Crowtree by Wigwam Holidays is part of the UK's No1 glamping brand that has been providing guests with 'great holidays in the great outdoors' for over 20 years! Our site has 9 ensuite cabins, including 2 new Premium Cabins (no pets allowed in this cabin), and the capacity to accommodate for families, dogs and group bookings. Located near the banks of the River Welland in rural Lincolnshire, Crowtree by Wigwam Holidays offers a peaceful glamping retreat near Spalding.

Plum Cottage, Cottesmore

Escape to a cosy countryside cottage in the peaceful village of Cottesmore, just a short drive from Oakham and Rutland Water. Ideal for couples, small families, or solo travellers, it blends rustic charm with modern comfort. Enjoy a bright living space, fully equipped kitchen, and restful bedrooms, plus a private outdoor area perfect for morning coffee or unwinding after exploring local walks and village pubs. A warm, homely base for a relaxing and memorable stay.

Fennel House. Charming house in Oakham town centre

The townhouse is located on a quiet residential one way street. Oakham has stunning historical architecture, i.e a castle, quaint independent shops, pubs and restaurants are moments from the door. A short walk from the railway station. It is ideal for couples or families. A short drive is Rutland Water and is the largest man made lake in Europe 26 miles circumference and hosts many outdoor pursuits such as walking, cycling and bird watching.