Vacation rentals in Great Casterton

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Top-rated vacation rentals in Great Casterton

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

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Top guest favorite
Shepherd’s hut in Stamford
4.93 out of 5 average rating, 374 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 favorite
A rustic hut is nestled among lush greenery, surrounded by a variety of plants and flowers. The entrance features a unique wooden door with decorative panels. Stone pathway leads to the entrance, complemented by well-maintained flower beds and ornamental planters.
Hut in Stamford
4.94 out of 5 average rating, 194 reviews

Peaceful hidden hut based in the heart of Stamford

Adventure awaits you in this rustic and romantic getaway. The hut is based in a very quiet location on the edge of Stamford town centre. All of your home facility needs will be provided including, air fryer/microwave/fridge/kettle/running hot and cold water/shower/toilet/hand basin/heated radiator/double bed, sofa bed and bedding/EETV and Wi-Fi. Free parking and private entrance through a gate at the back of the house. Extra amenities include - travel cot, blankets and dog bed and bowls.

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, 320 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, 188 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
Home in Stamford
4.9 out of 5 average rating, 58 reviews

Central Stamford cosy home with parking

This is a newly renovated and cosy home situated in the centre of the historic market town of Stamford with private parking; within seconds walk of the high street. The cottage comprises of a kitchen, shower room/ toilet and a final larger room with a double bed, sofa (which can be made up as a sofa bed) and dining area. There is also a small private courtyard garden which leads on to private parking. Please note check-out time is 10:00; please contact us if you require a later time.

Superhost
Home in Easton on the Hill
4.71 out of 5 average rating, 7 reviews

Olive Cottage with Woodfired Hot Tub

Olive Cottage is part of We Stays’ multi-award-winning collection. The cottage is an elegant two bedroom retreat set within the serene village of Easton on the Hill. This beautifully restored stone cottage blends heritage charm with thoughtful modern design, creating a calm and luxurious backdrop for a countryside escape. With a peaceful garden, far-reaching views, a wood-fired hot tub, and interiors styled in soft, earthy tones, Olive Cottage offers a refined and tranquil stay.

Top guest favorite
The image showcases a well-appointed studio apartment featuring a wooden breakfast bar with a decorative tray holding snacks and a drink. A cozy seating area with a brown sofa can be seen alongside a neatly made double bed framed by soft textiles. Decorative wall elements add warmth to the space.
Condo in Stamford
4.98 out of 5 average rating, 130 reviews

Waters Rest - Boutique studio apartment

A light and beautifully presented first floor studio apartment in the stunning market town of Stamford. Tucked away off the River Welland and close to Burghley House; its conveniently located just a five minute walk from the town centre. The little Airbnb has one small off street parking space. Ideal for business travellers, holiday makers and weekenders. Waters Rest is decorated using soft colours and materials providing the relaxing vibe you might find in a boutique hotel.

Top guest favorite
A spacious kitchen features exposed wooden beams and stone flooring. A dining table with striped tableware is set for four, while modern appliances are arranged across the counters. Natural light floods in through multiple windows, illuminating the well-equipped cooking area.
Cottage in Duddington
4.99 out of 5 average rating, 249 reviews

Beautiful Grade II Listed Barn Conversion

A beautiful Grade II listed stone barn with traditional & period features, but with all modern amenities. Comprised of 2 bedrooms & 2 bathrooms: one double-bed ensuite & a twin room. A traditional & well-equipped kitchen (inc washing machine & dishwasher). Flatscreen TV/DVD & Wifi. Access to own patio area with BBQ. Central heating and double glazing throughout. Parking outside the property with access to an electric charging point. Well behaved dogs (2 maximum) are welcome.

Top guest favorite
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 in Wittering
4.99 out of 5 average rating, 150 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 favorite
Home in Collyweston
5 out of 5 average rating, 25 reviews

Four Counties Cottage | Contractors | FREE Parking

Four Counties Cottage – Your Perfect Collyweston Escape! Stylish, cosy, and ready for you! A one-bedroom annex in the heart of Collyweston – comfort and charm all in one. Ideal for couples, small families or solo travellers wanting a relaxing base in the countryside. ➞ 2min walk to The Collyweston Slater Pub & 2min drive to The Railway Inn pub in Ketton -award winning ➞ 15-min drive to Rutland Water ➞ 2 min drive to Rutland Vineyard A warm welcome from Amber Stays!

Top guest favorite
A inviting bedroom features a spacious bed with soft linens and neatly arranged pillows. Natural light filters through a window framed by light curtains. A cozy throw and stacked towels are placed at the foot of the bed. Decorative accents add a touch of elegance.
Guest suite in Stamford
4.99 out of 5 average rating, 208 reviews

The Two Hollies Stamford, Adorable 1 bedroom place

The Two Hollies is our newly renovated 1 bedroom guest home. A super comfy kingsize bed, stylish en-suite shower room, kitchenette, dining/living room and private courtyard with outdoor seating. Free street parking. Only a ten minute walk from the centre of Stamford with its beautiful historic buildings and array of restaurants and boutiques. There is also Burghley House, fabulous countryside, and Rutland Water to explore.

Top guest favorite
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 in Rutland
4.98 out of 5 average rating, 126 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.

Popular amenities for Great Casterton vacation rentals

  1. Airbnb
  2. United Kingdom
  3. England
  4. Rutland
  5. Great Casterton