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Holiday houses in Whissendine

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Top-rated holiday rentals in Whissendine

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top 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, 114 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
Condo in Braunston
4.99 out of 5 average rating, 94 reviews

Healey House The Annex

Set in the small village of Braunston, The Annex overlooks the rolling hills and beautiful Rutland countryside. Ideal for couples, this one bedroomed apartment has a full kitchen, cooking facilities, an open plan living area and downstairs toilet. On the first floor, a large double bedroom with a king-size bed, an en-suite shower, and toilet, along with a set of french doors leading out to a small balcony. The apartment is self-contained with its own access and large south facing patio doors.

Top Guest favourite
A freestanding brass bathtub occupies the foreground, reflecting warm light. Behind it, a luxurious four-poster bed is framed by elegant wooden beams and soft textiles. Personalised robes hang on hooks nearby, enhancing the room’s serene character. Artwork of animals adorns the walls, adding charm.
Barn in Honiley
5.0 out of 5 average rating, 568 reviews

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.

Top Guest favourite
A charming stone exterior of the cottage is visible, featuring several windows complementing the rustic facade. Flower pots with greenery are arranged along a gravel pathway, while a small bench provides a resting spot. Sunlight brightens the area, enhancing the inviting ambiance.
Cottage in Braunston-in-Rutland
4.94 out of 5 average rating, 108 reviews

Lovely Cottage In Pretty Village Nr Rutland Water

Gable Cottage is in the picturesque village of Braunston-in-Rutland. A unique two bedroom cottage annexe, with bath and shower. Dining room with kitchenette (air fryer, microwave, toaster, kettle), and cute gallery sitting area overlooking it. Breakfast welcome pack included, we make our own bread! Access via private lane, parking for 2 cars. We also have an electric car charger Children over 10 welcome, no pets. Discount of £30 a night if only want one bedroom - message us before booking.

Superhost
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
4.9 out of 5 average rating, 155 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.

Top Guest favourite
A spacious living area is framed by dramatic internal columns, showcasing a modern black coffee table adorned with a floral arrangement and refreshments. Comfortable charcoal sofas invite relaxation, while soft light illuminates the room, highlighting the open design that connects to the bedroom area beyond.
Home in Grantham
5.0 out of 5 average rating, 109 reviews

The Garden House at Hungerton

This stunning property with double height ceiling, dramatic internal columns and beautiful interior design, sits at the end of a tree lined drive against stunning parkland - perfect for those seeking the peace and quiet of the countryside. Decorated to a high standard, this property offers wonderful open-plan space, a well equipped kitchen, large shower room and a bedroom area with working fireplace and French doors opening on to your own private garden. Private entrances and parking.

Top Guest favourite
Religious building in Wing
4.88 out of 5 average rating, 328 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 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, 212 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
The exterior of The Barn showcases a combination of brick and wood materials, created in a contemporary style. Large glass doors open to the garden, while a balcony overlooks the rear area. A chimney and various windows enhance the building's rustic charm.
Cottage in Colston Bassett
5.0 out of 5 average rating, 127 reviews

The Barn

The Barn is a rural retreat tucked away at the end of a quiet leafy lane in Colston Bassett in the heart of the beautiful Vale of Belvoir. Ideal for families, walkers, cyclists, gastro enthusiasts or perhaps those just looking to enjoy the peace and quiet of the countryside, The Barn is a brand new, hand-crafted home built by the architect owner who lives in The Old Farmhouse next door. We also welcome well behaved dogs (we just request a modest fee of £20 per dog per stay)

Top Guest favourite
Cottage in Cottesmore
4.97 out of 5 average rating, 30 reviews

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.

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
5.0 out of 5 average rating, 528 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 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
4.95 out of 5 average rating, 366 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.

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