Holiday houses in Whissendine

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Top-rated holiday rentals in Whissendine

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Top Guest favourite
A cozy sitting area is presented with a modern wood stove, softly glowing in the corner. A stylish armchair complements a sectional sofa, while natural light enters through French windows. The staircase features bespoke railings, enhancing the contemporary design of the space.
Barn in Harby
4.97 out of 5 average rating, 311 reviews

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

Guest favourite
An open living area features high wooden beams and skylights, creating a spacious atmosphere. Two comfortable Chesterfield sofas in shades of blue are arranged around a wooden coffee table adorned with a floral centerpiece. A homely dining area is visible in the background.
Barn in Thistleton
4.96 out of 5 average rating, 104 reviews

Luxury Victorian Hayloft barn, newly converted.

You'll love this unique and romantic escape. Set behind fully private, electric gates in a quiet village. The Hayloft Barn is a newly converted first floor, Victorian barn where every care has been taken to retain the character whilst providing comfort and luxury for a relaxing stay. You will find a kingsize bed, roll top bath, huge walk in shower, chesterfield sofa's, smart tv and a fully equipped kitchen. Suitable for well behaved dogs, fully enclosed private garden with BBQ and fire pit.

Top Guest favourite
Farm stay in Castle Bytham
5 out of 5 average rating, 104 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
The exterior of the shepherd's hut is surrounded by a gravel area featuring several wooden chairs arranged for seating. Lush greenery and a wide field are visible in the background under a partly cloudy sky, creating a serene countryside ambiance.
Cabin in Melton Mowbray
4.97 out of 5 average rating, 104 reviews

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.

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, 116 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.

Guest favourite
A large tree provides shade in the center of a grassy area, surrounded by charming brick and yellow buildings. Green benches are positioned nearby, offering a relaxing spot to enjoy the outdoor space. Clear blue skies enhance the tranquil setting.
Farm stay in Rutland
4.92 out of 5 average rating, 151 reviews

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.

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, 315 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
Religious building in Wing
4.89 out of 5 average rating, 315 reviews

The Chapel

Stylish & unique, self- contained historic Chapel conversion overlooking stunning scenery, (Chater Valley) tucked away at the edge of Conservation Village, 5 min drive from R.Water. Private. Sleeps 4 1 king-size & 1 small DBL Kids 8+ welcome Park free outside Quiet & very rural. Grade ii Listed. Modern interior feat. in "Living Etc" , on TV & won a local design award New for 2025-advanced ai heating system Owners next door COMPLETELY OPEN PLAN Internal walls around Bathroom only.

Guest favourite
A shepherd's hut is set in a tranquil orchard, surrounded by blooming flowers. A small outdoor seating area with a table and chairs is visible in front of the hut, which has large windows allowing natural light into the interior.
Shepherd’s hut in Burton Lazars
4.99 out of 5 average rating, 201 reviews

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.

Top Guest favourite
A wooden glamping pod is viewed from the patio, which features outdoor seating and a fire pit. The pod has a curved roof and an entrance that opens to natural surroundings, with neatly maintained grass and a few shrubs adding to the peaceful rural setting.
Tiny home in Leicestershire
5 out of 5 average rating, 510 reviews

Cosy luxury glamping pod Rosina.

Located in the heart of rural Leicestershire, our luxury glamping pods are the perfect location for a country getaway. With a permenant double bed and the option of a second pull out double bed we cater for either a couple or group of four. Self catering facilities, a fully fitted shower room, a TV and WiFi combined with an extensive network of foot paths, bridle ways and national cycle routes makes our pods the perfect hub for your country escape.

Top Guest favourite
A spacious courtyard is framed by rustic buildings with red brick and whitewashed walls. Vibrant red foliage climbs the exterior, providing a striking contrast to the greenery. A small seating area with white chairs and a table invites relaxation in this tranquil rural setting.
Cottage in Leicestershire
4.93 out of 5 average rating, 421 reviews

Lovely cottage in outstanding rural location.

Self contained accommodation, private entrance in beautiful rural setting. Sitting room with log burner and kitchen with oven, fridge, microwave and Nespresso machine. Two bedrooms with shared bath / shower room. We allow up to 2 dogs. We also offer a fully enclosed half acre paddock for exercising them. No street lights so it is a perfect location for stargazing. Village pub 5 mins walk away. Local for Stamford, Belvoir Castle, and Burghley House.

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 Rutland
4.95 out of 5 average rating, 346 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.

Popular amenities for Whissendine holiday rentals

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