
Holiday rentals in Rutland
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Top-rated holiday rentals in Rutland
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Entire House - Osprey Cottage, Manton in Rutland.
Osprey Cottage in Manton is a beautifully presented end terrace property which sleeps 4 guests. One bedroom with a king size bed, a second bedroom that can be configured either as single beds (2’6” wide) or a king, and a stylish bathroom. Finished in a contemporary style with modern facilities including Wi-Fi(74mb), TV, a well-equipped kitchen with dishwasher and washing machine. The fenced garden has a shed and we welcome well-behaved dogs(£22 charge applies). Bedding and towels are included

Beautiful and Quaint Converted Stable in Rutland
This Grade-2 Listed, self-contained, dog-friendly cottage is the perfect hideaway for a couple looking to enjoy the beautiful Rutland countryside. Ketton is only a few minutes drive from the beautiful town of Stamford, or Rutland Water with its stunning views and local Ospreys. Oakham is also a short drive away. There's a Camra award-winning pub a few minutes walk away and plenty of circular walks in the surrounding countryside, from the accommodation or further afield, to work up a thirst.

Churchyard Ketton stone cottage next to the pub
Eighteenth century Ketton stone cottage nestled in the churchyard near the CAMRA award-winning and fabulous Railway Inn. Wood burner, three double/twin rooms, White Company bedding, nearby village vineyard & great food scene, Burghley House ten minutes away, Rutland Water three miles away; England's finest stone town,Stamford, ten minutes. Whether you are a group of three couples, a family or a couple wanting a romantic getaway, this is a great blend of a countryside retreat and great fun!

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.

Beautiful Georgian cottage within a walled garden
This unique family-friendly Georgian cottage, is located in the very heart of Oakham. Quiet location, set within a secluded red brick walled garden next to Oakham Castle, and All Saints Church. You will have full use of the property and private garden with summer house, outside seating and dining areas. Facilities include king and double beds, plus a double sofa bed in a second sitting room leading off the main bedroom. Bathroom with shower, kitchen, lounge, dining room & toilet/utility.

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.

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.

Character cottage in Stamford
This peaceful Victorian cottage is a short walk from Burghley park, Stamford high street and the historic railway station. Decorated in bold Farrow & Ball colours and William Morris wallpaper, with new fittings and furniture throughout, it also has a sunny patio courtyard and private off street parking. Situated just up the hill from the Meadows, River Welland and famous George Hotel, there are extensive views across the historic rooftops of Stamford from the bedroom windows.

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.

Central Character/Contemporary Apartment
Set within walking distance to Uppingham’s bustling town centre is this stunning central ground floor apartment full of character and original features creating an ultimate holiday experience. Guests will enjoy two spacious double bedrooms, built in wardrobe, hand crafted breakfast kitchen, exceptional shower room, subtle design touches and beautiful courtyard garden. Free parking is available 2-3min walk away from the property. There is also 2hrs free parking to the front.

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.

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.
Popular amenities for Rutland holiday rentals
Other great holiday rentals in Rutland

Lower Farm View - Perfect For 2

Rutland, Outdoor Copper Bath & Cosy Log Burner

Hunky Dory Cottage, Central Oakham, Rutland

Fo’s Folly

Wisteria Cottage

Luxury Two Bedroom Home in pretty little Stamford

Mushroom Cottage - Luxury Rutland Water Home

Rutland - Luxury Cottage nr village pub & church
Destinations to explore
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- Silverstone Circuit
- The National Bowl
- National Exhibition Centre
- Donington Park Circuit
- Lincoln Castle
- Woburn Safari Park
- Sandringham Estate
- Burghley House
- Coventry Building Society Arena
- Heacham South Beach
- University of Cambridge
- University of Warwick
- Warwick Castle
- Santa Pod Raceway
- Cambridge University Botanic Garden
- Belvoir Castle
- Coventry Cathedral
- Gulliver's Land Theme Park Resort
- Resorts World Arena
- Loughborough University
- Motorpoint Arena Nottingham
- Kettle's Yard
- University of Nottingham
- Wicksteed Park





