Vacation rentals in Cottesmore

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Top-rated vacation rentals in Cottesmore

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Top guest favorite
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, 141 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 favorite
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.

Superhost
A well-appointed bedroom features a spacious bed with neatly arranged towels at its foot. Soft lighting is provided by a modern chandelier. The textured stone wall adds character, while a mirror and a small desk enhance functionality within the room. A window with slatted blinds offers natural light.
Apartment in Stamford
4.95 out of 5 average rating, 105 reviews

Charming Riverside Stay – Terrace & Free Parking

Stunning terraced apartment overlooking the River Welland in the ancient town of Stamford. Voted the best place live in all of England in 2013. A historical gem with Roman and Norman influence you can walk the ancient cobblestone alleyways and go back in time. With a potent mixture of designer and independent shops you can build up your appetite and dine at the many high end cafes and restaurants. So come and enjoy this magical town in luxurious comfort and style at our wonderful air B&B.

Superhost
A spacious living area is highlighted by two blue sofas and a wooden dining table. A woven rug with colorful patterns lays on the floor, complemented by potted greenery. Natural light filters through a skylight, enhancing the neutral tones of the room.
Barn in Greetham
4.83 out of 5 average rating, 181 reviews

Luxury rural retreat near Rutland water

This unique accommodation above stables in the beautiful village of Greetham in Rutland offers a fantastic opportunity for everyone to be as close to nature as possible, horses below and the chickens love to roost outside your door greeting you in the morning. The barn provides a double bedroom, large living /kitchen area & shower room. Greetham itself host two pubs, the wheatsheaf with an award winning restaurant menu. the plough offers live music most weekends and traditional pub grub.

Guest favorite
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
4.84 out of 5 average rating, 346 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 favorite
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, 195 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.

Top guest favorite
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, 134 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.

Guest favorite
A charming thatched cottage, framed by lush greenery, features a sturdy wooden door and large windows adorned with window boxes. A gravel driveway leads to the entrance, providing space for parking. The peaceful surroundings include a glimpse of the nearby church tower.
Cottage in Cottesmore
4.97 out of 5 average rating, 30 reviews

5* Gold Beautiful Thatched Chocolate Box Cottage

Victory Cottage is a beautiful thatched chocolate box cottage, set in a quiet location within Cottesmore village with countryside views to the front and village church to the rear of the cottage. Victory cottage is 4 miles away from Stretton Lakes and 5 miles from Rutland Water. The cottage is complimented by an abundance of period style features, a very homely cosy feel, contemporary kitchen and bath / shower rooms. Antique style electrical fittings and subtle lighting.

Guest favorite
A charming stone cottage with a red-tiled roof is surrounded by greenery. Large windows allow natural light to enter, while a small patio area with two metal chairs and potted plants sits in the foreground. The entrance features a dark wooden door.
Cottage in Rutland
4.89 out of 5 average rating, 214 reviews

Pantiles Cottage, Stretton, sleeps 4 self catering

Beautiful, renovated, detached stone cottage. Both bedrooms en-suite, one with king sized bed the other twin zip and link beds, Modern fully fitted kitchen diner and separate lounge. Free Wifi. Owners, Gill and Greg live on site. Parking for two cars. Stretton is 7 miles from Rutland Water, 8 miles from Oakham and 9 miles from Stamford and Burghley. Electric charging point available. The White Horse Country Inn is next door, recently renovated and open for bookings.

Top guest favorite
A cozy living area features a wood-burning stove set within a stone hearth, complemented by a wooden beam. A flat-screen television is mounted above. Bookshelves line the wall, while a comfortable armchair and a small table are arranged nearby, creating an inviting corner.
Cottage in Greetham
5.0 out of 5 average rating, 59 reviews

Puddle Duck Cottage

Set in the heart of Greetham village in Rutland, Puddle Duck Cottage on Pond Lane offers a family and dog friendly get away in Englands smallest County. With easy access to surrounding areas like Rutland Water, Oakham, Stamford & Burghley House, makes this 200 year old character cottage an ideal location. Within the cottage you will find all amenities to make your stay relaxing and comfortable, with the addition of a separate games room located in the secure garden.

Superhost
Cottage in Cottesmore
4.97 out of 5 average rating, 31 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 favorite
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, 367 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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