Holiday rentals with a patio in Oakham

The Little Barn, log fired luxury

Whether you want to curl up by the log fire, visit stately Belvoir Castle, walk the canal paths or visit the decadent Chocolate Cafe, you will come back to a stylish, comfortable newly converted little barn. It has a kitchen with Neff combi oven, induction hob, small fridge freezer, breakfast bar and Franke belfast sink. Upstairs to bespoke double bed and en-suite shower room. Bedroom and downstairs sitting room have french windows. Fast internet via cat6 cable to router make remote working easy

Dassett Cabin - retreat, relax, romance, rewild

Disconnect from the busy … retreat beneath the canopy of an ancient woodland and soak up the views and surrounding nature. It’s not perfect. Nothing is. But luxury detailing alongside your own hot tub, hammock, sauna, indoor and outdoor showers and sun terrace is a clear nod in the right direction - all within a short walk of the friendly local pub! Short drive from the local shops and Burton Dassett Country Park Easily accessible from the M40. Close to the Cotswolds, Warwick and Stratford.

Entire House - Osprey Cottage, Manton in Rutland.

Osprey Cottage in Manton is a beautifully presented end terrace property which sleeps 4 guests. One bedroom with a king size bed, a second bedroom that can be configured either as single beds (2’6” wide) or a king, and a stylish bathroom. Finished in a contemporary style with modern facilities including Wi-Fi(74mb), TV, a well-equipped kitchen with dishwasher and washing machine. The fenced garden has a shed and we welcome well-behaved dogs(£20 charge applies). Bedding and towels are included

Beautiful and Quaint Converted Stable in Rutland

This Grade-2 Listed, self-contained, dog-friendly cottage is the perfect hideaway for a couple looking to enjoy the beautiful Rutland countryside. Ketton is only a few minutes drive from the beautiful town of Stamford, or Rutland Water with its stunning views and local Ospreys. Oakham is also a short drive away. There's a Camra award-winning pub a few minutes walk away and plenty of circular walks in the surrounding countryside, from the accommodation or further afield, to work up a thirst.

Beautiful Georgian cottage within a walled garden

This unique family-friendly Georgian cottage, is located in the very heart of Oakham. Quiet location, set within a secluded red brick walled garden next to Oakham Castle, and All Saints Church. You will have full use of the property and private garden with summer house, outside seating and dining areas. Facilities include king and double beds, plus a double sofa bed in a second sitting room leading off the main bedroom. Bathroom with shower, kitchen, lounge, dining room & toilet/utility.

The Fuller's Shed All Weather Private Hot Tub

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. Adults only. 2 guests max. Sorry, No pets.

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!

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.

Comfy Modern APT - Sleeps 4

Located in the centre of the Historic Market Town of Uppingham. Based in is heart of the small county of Rutland. This apartment is a stones throw away to the gorgeous town centre, with markets every Friday, great places to eat and drink and some really cute little shops. A quick 10 minute drive to another Market Town of Oakham and not far from Rutland Water where you can enjoy some beautiful scenic walks. The apartment offers an allocated parking space and communal paved garden.

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!

Oak Tree Annexe

Oak Tree Annexe is set in a secluded and secure walled garden. You can park for free directly outside the house and will be staying in one of Rutland’s most desirable villages. Set on the fabulous cycle route around the water and with access to great walks directly from the house or a short drive away it’s a perfect location for exploring Rutland. Our village pub is a 3 minute stroll, serves food 7 days a week and offers our guests a 10% discount on their meals.

Ammonite Glamping Pod & Hot Tub

Step into a world of colour, pattern and neon soaked luxury. A glamping pod unlike others and inspired by the 80s. With influences from the radical Memphis Design Group, synthwave music and glitzy Miami culture, this pod is a one-of-a-kind space. Featuring a private hot soaking tub (for your use only during your stay) and entertaining space, it allows you to be immersed in nostalgic futurism whilst enjoying the comfort of modern day facilities.