Holiday rentals in Whissendine

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Top-rated holiday rentals in Whissendine

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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
4.98 out of 5 average rating, 135 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.

Superhost
A charming converted stable cottage is shown, featuring a warm brick exterior and a slate roof. The courtyard is highlighted by a well-maintained lawn, with a small sitting area visible near large glass doors. Surrounding trees add to the serene environment.
Flat
4.84 out of 5 average rating, 200 reviews

Cottage in rural listed grounds

Relax in a beautiful 1 bedroom converted stable cottage. Private parking. Superb routes for car enthusiasts, cyclists, walkers & equestrian fans. Secure specialist parking/storage for a classic car or bicycles. Wonderful pubs, restaurants, country houses (routes & local knowledge on hand). Grimsthorpe Castle, Belton House, Langar Hall, Belvoir Castle, Long Clawson Dairy, Colston Bassett Dairy, The Martins Arms and Langar Skydive are all local. Fresh orchard apples when in season. All in grounds.

Top guest favourite
A charming brick cottage stands surrounded by lush greenery. Vibrant wisteria drapes over the windows, complemented by a gravel pathway leading to the entrance. Two cats are visible in the foreground, adding to the serene atmosphere of the outdoor space.
Guest house
4.93 out of 5 average rating, 416 reviews

The Old Reading Room's Cosy Annexe

Escape to our cosy and private annexe in the picturesque Vale of Belvoir. Enjoy self-check-in, a comfy king-sized bed, private en suite, and beautiful countryside views. Stay connected with free WiFi, unwind with a large flat-screen TV (inc free NowTV, Netflix & Prime), indulge in complimentary tea and coffee & relax in our spacious garden 😀 Explore nearby attractions like Belvoir Castle & Langar Hall. 15mins to Melton Mowbray, 20mins to Grantham, with easy access to Leics, Lincs & Notts 🚗🚉

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
4.97 out of 5 average rating, 103 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
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
4.96 out of 5 average rating, 158 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 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
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
Religious building
4.88 out of 5 average rating, 295 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.

Top guest favourite
A comfortable living area features a light-colored sofa with decorative cushions, accompanied by an armchair. A wooden cabinet is displayed against one wall, while a wall-mounted light fixture provides illumination. Large glass doors open to a deck with garden views.
Home
4.97 out of 5 average rating, 114 reviews

The Den self-contained annex.

The Den is a self- contained annex, which is very comfortable for 4 guests. It will provide everything you need for a short or long stay in Melton Mowbray. We provide tea, coffee, bread, milk etc. The property has a fitted kitchen with washing machine and tumble dryer. An open living space leads to two bedrooms with king size beds, & a bathroom with a walk in shower. There is parking for two cars on the drive and plenty of on street parking. Check in is from 3pm, & check out is by 10am.

Top 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
4.98 out of 5 average rating, 190 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 charming garden is illuminated by soft lights, showcasing a path leading to a thatched-roof building. The well-maintained green space features neatly arranged plants and shrubs, with a birdbath as a focal point. The atmosphere suggests a tranquil evening setting.
Home
4.96 out of 5 average rating, 382 reviews

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.

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
4.99 out of 5 average rating, 159 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.

Top guest favourite
A modern wood-burning stove is positioned in the corner, with flames visible through the glass door. Below the stove, a compartment holds neatly stacked firewood. A woven basket is placed nearby, and a lamp on a side table illuminates the space softly.
Apartment
5 out of 5 average rating, 126 reviews

Mayfield - 1 bedroom annexe flat

Kick back and relax in this calm, stylish space. Private annexe flat with its own access. Open plan kitchen and living area. Separate dining area. 1 bedroom with zip link beds, can either be twin or superking. Bathroom with shower. Hallway. Access to washing machine, tumble dryer and clothes airer on request. Lockable storage for push bikes on request. Outside patio area.

Popular amenities for Whissendine holiday rentals

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