Holiday rentals in Cottesmore

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Top-rated holiday rentals in Cottesmore

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Top guest favourite
The exterior of a charming 17th-century cottage is featured, showcasing a thatched roof and white-washed walls. Surrounded by greenery, the cottage has large windows with gray frames, and a gravel pathway leads to the entrance, enhancing its quaint appeal.
Cottage in Cottesmore
4.98 out of 5 average rating, 136 reviews

Quiet Lane Retreat: The Bee Cottage Rutland

Welcome to our charming cottage located on a tranquil lane in Rutland. Just a quick 5-min drive from Rutland Water, this 17th-century cottage is a picture-perfect gem that has undergone a refurbishment. The thatched roof adds to its undeniable charm. Step inside and be greeted by original features like low ceilings, doorways and exposed beams, creating an authentic atmosphere. The cottage comfortably accommodates up to 5 people, offering surprisingly spacious living. Enjoy free Netflix and WiFi.

Top guest favourite
A rustic brick exterior features a charming light fixture beside the entrance. A wooden door with a small window is adorned with a decorative heart-shaped mobile featuring birds and bells, adding a whimsical touch to the welcoming façade.
Farm stay in Castle Bytham
5 out of 5 average rating, 103 reviews

The Honeysuckle Coop

Beautifully hidden amongst 1000's of acres of stunning arable farmland the dog friendly Honeysuckle Coop is the perfect spot to retreat away from fast paced daily living and simply breathe. The perfect base to explore the fabulous East Midlands and it's abundance of history and natural beauty. If it's country walks, award winning pubs, castles, or even water sports that takes your fancy it's all within easy reach of the Honeysuckle Coop. Arable Farm, Countryside, views You will need a car.

Top guest favourite
A cozy corner of the carriage is highlighted by a vintage armchair with patterned upholstery, positioned near an open door. The bathroom features industrial-style fixtures with a round mirror, and reclaimed wood details offer a warm touch to the space.
Tiny home in Warwickshire
5 out of 5 average rating, 102 reviews

The 4.50 from Paddington

Escape to a lovingly restored 1930s railway carriage set in the peaceful Warwickshire countryside. The 4.50 from Paddington is a one-of-a-kind stay with rustic charm and everything you need to unwind — from books and gramophone records, countryside views and a wildflower paddock. Walk to Draycote Water, or explore the wildlife-rich Lias Line just minutes from the door. Dog-friendly, with good Wi-Fi. Perfect for walkers, cyclists, sailors, and anyone who wants to experience a simpler life.

Top guest favourite
The image showcases the exterior of Castle Garden Cottage, featuring red brick and whitewashed walls. A gravel path leads up to the entrance, framed by window boxes filled with flowers. The garden area displays lush greenery and is bordered by trees, providing a serene environment.
Cottage in Oakham
4.96 out of 5 average rating, 165 reviews

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.

Guest favourite
A grassy outdoor space is bordered by neat hedges, contrasting with the lush green hills in the background. The bright sky features scattered clouds, enhancing the tranquility of the rural setting.
Tiny home in Empingham
4.83 out of 5 average rating, 303 reviews

Lower Farm View - Perfect For 2

Lower Farm View is beautifully converted with outstanding views, it's situated in the Rutland Village of Empingham and is only a short walk from Rutland Water's North Shore. Only 6 miles from the beautiful Georgian town of Stamford and 6/7 miles from the picturesque towns of Uppingham and Oakham. The village itself has a hairdresser, doctor's surgery, pub and shop. The local area has lots of pubs, cafes and shops. A perfect place to be able to enjoy and explore the county of Rutland.

Top guest favourite
Cabin in Sutton Cheney
5 out of 5 average rating, 205 reviews

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.

Top guest favourite
The exterior of a stone barn conversion features a distinct pitched roof and a charming facade. The building is marked by weathered stonework and traditional details, including a chimney and a welcoming entrance, set against a clear blue sky.
Cottage in Empingham
4.99 out of 5 average rating, 181 reviews

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.

Guest favourite
An open plan suite features a king-sized bed with a plush headboard, complemented by a decorative quilt. A vintage grey wardrobe stands beside the freestanding bathtub, which is positioned near a large wall clock. Soft lighting enhances the serene atmosphere of the space.
Flat in Rutland
4.86 out of 5 average rating, 299 reviews

Clock Cottage Self contained Rutland Rural Retreat

Clock Cottage is a self contained open plan suite located on the ground floor with garden views located within a characterful rural village within a 5 minute drive from Rutland water. The suite is open plan and includes a king sized bed, comfy living area and kitchen, Nespresso coffee machine, freestanding open plan bathtub and separate bathroom and outside dining area. The living area can be used as a family/friends bedroom with the use of a fold out sofa bed. Ideal for a couple.

Top guest favourite
A Scandinavian-style cabin is shown nestled in a green yard, surrounded by trees. Steps lead up to the wooden door, which features an octagonal window. The cabin's natural wooden exterior blends harmoniously with the landscape, inviting exploration of the serene surroundings.
Place to stay in Greetham
4.97 out of 5 average rating, 124 reviews

Scandinavian Cabin in its own little wood.

Welcome to our Scandinavian cabin, set in a leafy glade where squirrels, hedgehogs, hares, wild ducks and pheasants roam safely. Explore the grounds & enjoy the peace. Private free parking on site. Continental breakfast included. There are two single beds in the cabin . There is space to pitch a 2 person tent next to the cabin at £20.00 per night. There is a fabulous pub in the village. Booking is essential. Sorry, we are unsuitable for children. Just 2 miles from the A1.

Top guest favourite
A rustic shepherd's hut is nestled amidst greenery, framed by willow trees. A grassy area with outdoor seating is visible in front, alongside a wood-burning stove contributing to a cozy atmosphere. Smoke gently rises into the air, suggesting warmth and comfort.
Shepherd’s hut in North Witham
4.99 out of 5 average rating, 293 reviews

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!

Top guest favourite
A charming townhouse exterior is framed by neatly trimmed hedges, providing privacy. A light blue front door serves as a focal point, flanked by windows with shutters. Satellite dishes are mounted on the façade, enhancing the contemporary feel of the historic brick structure.
Townhouse in Oakham
4.94 out of 5 average rating, 340 reviews

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.

Top guest favourite
The exterior of a charming converted barn is set against a clear blue sky. A gravel driveway leads to the entrance, bordered by neatly trimmed hedges. The structure features a mix of brick and wood finishes, with a covered entryway and green landscaping enhancing the rural setting.
Barn in Whissendine
4.99 out of 5 average rating, 166 reviews

Beautiful Conversion in Rutland Countryside

Come and stay in our lovingly converted barn in the middle of the Rutland countryside. Perfect for a quiet get-away with lots of walking and cycling from the doorstep. Set in a 3 acre plot of our family home, you will have access to a private garden at the rear of the property plus our orchard should you wish to bring 1 small - medium sized dog with you. Unfortunately, the property is not suited to large dogs.

Popular amenities for Cottesmore holiday rentals

  1. Airbnb
  2. United Kingdom
  3. England
  4. Rutland
  5. Cottesmore