Holiday rentals in Essendine

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Top-rated holiday rentals in Essendine

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

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Top guest favourite
Shepherd’s hut
4.93 out of 5 average rating, 379 reviews

A Magical Hobbit House In Rutland

A unique quaint ‘Hobbit House’ nestled in the heart of Rutland/Stamford Looking for a cosy romantic getaway or a magical adventure getting closer to nature, then this is the place for you. Stepping inside, it really has the wow factor, offering something that little bit different from the rest. Close to Burghley house, a host of local pubs/restaurants and endless nearby activities. A self catering accommodation with home from home facilities and close to all amenities. It’ll make you smile!

Top guest favourite
A cozy bedroom features a spacious bed with a cushioned headboard against a backdrop of warm stone walls. Natural light enters through a small window, complemented by soft fabric curtains. The wooden floor enhances the room's inviting ambiance.
Cottage
4.95 out of 5 average rating, 362 reviews

Pea Cottage - A beautiful countryside retreat

Pea Cottage is a secretive, luxury cottage full of surprises. You're getting more than just a gorgeous place to hang out; the host has lined up a thoughtful selection of extras to make the most of your romantic break. These include a Prosecco Treasure Hunt, use of a tandem, an old fashioned record player, homemade "Scrum-Pea Cider", a choice of two walks and three hand-picked pubs to enjoy a memorable meal. Pea Cottage is 5 miles from Stamford, one of the prettiest market towns in the country.

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
4.84 out of 5 average rating, 332 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
The exterior of Welby Cottage is characterized by natural stone walls and a pitched roof. A small tree and grassy area are visible in front of the cottage, alongside a paved path leading to the entrance. The nearby hedged wall adds a sense of privacy.
Home
4.97 out of 5 average rating, 144 reviews

Beautiful Cosy Cottage Retreat

Welby Cottage is a hidden gem in the heart of Market Deeping. A stone's throw from the High Street. You walk out of the cottage through a beautiful listed historic arch, to be welcomed by a range of shops, bars and restaurants. You are getting more than just a gorgeous place to hang out. We will provide a complimentary welcome box. The moment you arrive here you will feel at ease. The walls are decorated in soft relaxing colours complimented by high quality flooring and furniture.

Top guest favourite
The exterior of the converted barn features natural stone walls and wooden accents, framed by a clear blue sky. A landscaped area with gravel and greenery creates an inviting approach, while a bench is positioned under a tree, offering a peaceful spot to relax.
Barn
5 out of 5 average rating, 19 reviews

Luxury 17th Century Barn in beautiful Rutland

Set in the quiet village of Ryhall, just 3 miles from the beautiful Georgian town of Stamford, this lovingly-converted riverside barn was originally built in 1656 as the village forge. Today, it's an idyllic space that blends thoughtful design with original features to create a wonderfully restful place to stay. An ideal base to visit quaint local villages, Rutland Water, Burghley House (featured in The Crown), and just 45mins from Cambridge and 1.5hrs by train from London.

Top guest favourite
A recently renovated chalet bungalow is featured, showcasing a gravelled driveway providing ample parking space. The structure displays a combination of brick and tiled roofing, with large windows allowing natural light to fill the interior. Surrounding greenery adds to the inviting atmosphere.
Home
4.99 out of 5 average rating, 154 reviews

Beautiful 3-bed chalet bungalow for 6-8 guests

One Chapel Court is a recently renovated chalet bungalow that offers attractive and comfortable home-from-home comfort for families and single travellers alike. With 3 bedrooms and 3 bathrooms, over two floors, there is plenty of space to call your own. Outdoor space is aplenty, with private, off-road parking for up to 5 vehicles and a large patio for al fresco dining. Located near the A1 and A47, One Chapel Court offers easy access to Stamford, Peterborough and beyond.

Guest favourite
A modern glamping cabin is illuminated by soft outdoor lighting, showcasing a wooden exterior and a unique curved design. The spacious outdoor area includes a sheltered pergola with seating and a central chimney, creating a cozy ambiance against the twilight sky.
Cabin
4.95 out of 5 average rating, 106 reviews

Luxury Rural Cabin with Wood Fired Hot Tub

Crowtree by Wigwam Holidays is part of the UK's No1 glamping brand that has been providing guests with 'great holidays in the great outdoors' for over 20 years! Our site has 9 ensuite cabins, including 2 new Premium Cabins (no pets allowed in this cabin), and the capacity to accommodate for families, dogs and group bookings. Located near the banks of the River Welland in rural Lincolnshire, Crowtree by Wigwam Holidays offers a peaceful glamping retreat near Spalding.

Top guest favourite
The exterior of a charming stone cottage is framed by lush greenery. Multiple windows feature a grid pattern and are adorned with decorative plants, creating a rustic and inviting appearance. The building's natural stone facade adds to its historic character.
Guest suite
4.92 out of 5 average rating, 106 reviews

The Snug

A self-contained annex of 350 year old grade II listed country cottage in the beautiful Rutland village of North Luffenham, close to Rutland Water and historic towns of Stamford, Oakham and Uppingham. Accommodation is perfect for two or a small family with one child, consists of entrance hall with utilities leading up to double bedroom, and shower room on the first floor, and down to kitchen, lounge , working fireplace on the ground floor. An extra single bed available.

Superhost
A single-story cottage with white walls and a warm-toned roof sits amidst green trees on a gravel area. A porch extends across the front, and a canopy structure is visible nearby. The setting offers a serene countryside atmosphere.
Home
4.77 out of 5 average rating, 13 reviews

SPA Cottage With Mineral Water

Escape to a truly unique 2-bedroom countryside cottage just 10 minutes from historic Stamford. Spa Cottage is supplied by a rare natural spring once used by the 19th-century Braceborough Spa, known for its healing mineral waters. Today, you’ll enjoy fresh, untreated spring water from every tap. With spacious living areas, a bathroom, a private garden, and countryside views, it’s ideal for couples rural getaways. The perfect blend of charm, history, and comfort.

Top guest favourite
The image captures the private entrance of the apartment, featuring a white door framed by wooden paneling and brick. A potted plant is positioned beside the door, and a small welcome mat lies at the threshold. A window is visible, allowing natural light into the space.
Guest suite
4.88 out of 5 average rating, 616 reviews

Self contained apartment with private parking.

It is a one bedroom apartment with a sofa bed and bedding. With a private bathroom, with a shower, sink, toilet and towels. It also has a fully equipped kitchen with a microwave, oven, portable electric hob, fridge, toaster, saucepans, plates, glasses and cutlery. EETV, Roku smart tv and WiFi. Free on street parking. We have off street parking available on request. Extra amenities include - travel cot, iron and ironing board and hairdryer.

Top guest favourite
Two connected silos are shown, featuring large bifold doors that provide views into the interior space. Wheat fields surround the structure, complementing the rustic charm of the transformed agricultural buildings under a clear blue sky.
Place to stay
4.98 out of 5 average rating, 128 reviews

The Silos by Stamford Holiday Cottages

A quirky, luxurious couple's retreat, with views of fields and Big Sky! Carefully transformed former agricultural storage buildings that have now taken on a new lease of life. The Silos are now fully equipped with underfloor heating, proper insulation and double glazed bifold doors, not to mention the king sized bed, Egyptian cotton and pillows galore!The perfect ingredients for a relaxing stay, whatever the weather.

Top guest favourite
A stone façade is illuminated by warm outdoor lights, highlighting a blue door with a circular knob. Flanking the entrance are large planters with green foliage and lavender. The pathway, made of rectangular stone slabs, leads to the cozy entrance of the converted stables.
Barn
5 out of 5 average rating, 36 reviews

Quaint converted stables in Carlby

Stay in our converted stables on a peaceful working farm. Enjoy vaulted ceilings, a cozy lounge, full kitchen, and a secure garden for children or pets. Explore Stamford, Burghley House, and Rutland Water, or hire a nearby secure dog field (Maggies Mates). Perfect for couples, families, and anyone craving fresh air and rural charm with an award winning pub just a short drive away.

Popular amenities for Essendine holiday rentals

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