
Holiday houses in Cottesmore
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Top-rated holiday rentals in Cottesmore
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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.
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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.
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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.
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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.
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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.
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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.
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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.
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Little Oaks at Hillview
Beautiful, Luxurious, Home from Home Shepherds Hut. Nestling in its own fenced spinney with 300 year old Ash and Oaks trees around you, Little Oaks is rural, isolated and private. You can enjoy the wood fired hot tub, fire pit, BBQ or Pizza oven with only the sheep, goats, horses and chickens on our farm watching. Looking out over rolling countryside, our home built hut is cosy, beautifully appointed, and built to an exacting specification, somewhere we would love to stay!
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Pantiles Cottage, Stretton, sleeps 4 self catering
Beautiful, recently renovated, detached stone cottage. Both bedrooms are en-suite, one with king sized bed the other twin zip and link beds, which can be used as a double if requested. Modern fully fitted kitchen diner and separate lounge. Free Wifi. Owners, Gill and Greg Harker live on site. Car 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.
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Daphne's cottage
Comfortable entire self-catering home sleeping up to 4 guests. Enjoy a fully equipped kitchen, cosy underfloor heating, fast WI FI and onsite parking for 2 cars. Conveniently located just 2 minutes from A1 southbound. Perfect for contractors, dog walkers and weekend breaks. Nightly stays welcome. For Same-day bookings, Please kindly be made before 2 p.m. to allow time to prepare the property. Thank you for your understanding.
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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.
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Spacious 2 bed barn conversion in Rutland
This 19th century converted barn offers spacious and cosy accomodation and is situated next to the renowned award winning Olive Branch restaurant and is a quick 15 minute drive to central Stamford and Burghley House. Church Barn is a 6 minute drive to the sublime wedding venue of Holywell Hall. Church Barn is an old building with imperfections to be expected. Pets by prior agreement
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Popular amenities for Cottesmore holiday rentals
Other great holiday rentals in Cottesmore

The Little Dunnels
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The Den, Pudding Bag Cottage
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Rutland, Outdoor Copper Bath & Cosy Log Burner
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Enclosed garden, footpath walk to Rutland Water
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The Old Bookshop
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Healey House The Annex
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Cosy Cottage - Log Fire and walk to Rutland Water
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Puddle Duck Cottage
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Destinations to explore
- Silverstone Circuit
- National Exhibition Centre
- The National Bowl
- Donington Park Circuit
- University of Warwick
- Bletchley Park
- Woburn Safari Park
- Sandringham Estate
- Lincoln Castle
- Burghley House
- Coventry Building Society Arena
- University of Cambridge
- Heacham South Beach
- Motorpoint Arena Nottingham
- Belvoir Castle
- Coventry Cathedral
- Cambridge University Botanic Garden
- Santa Pod Raceway
- Warwick Castle
- Gulliver's Land Theme Park Resort
- Wicksteed Park
- Loughborough University
- Kettle's Yard
- Resorts World Arena





