
Cottage holiday rentals in Oakham
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Top-rated cottage rentals in Oakham
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NEW Luxury Romantic Cottage - Idyllic Rural Bliss
Brand New! Beautiful Romantic Country Cottage with private deck offering amazing rolling countryside views set on 14 acre estate. • Blissful tranquillity • Easy Access to A14, M1 & M6. • 10 mins to Market Harborough • Super King wide bed - Can split to 2 singles • Sofa bed - 1 adult or 2 kids Enjoy: • Fully Equipped Kitchen • 100MB Fibre Internet • Gas BBQ • Original Art • Luxury Linens • FREE Netflix, Disney+ & Xbox • Amazon Echo + Free Music • Air Conditioning + Underfloor Heating

Converted Barn overlooking fields.
Built in 1634, the Barn is on the edge of a village 5m from Market Harborough in Leicestershire. Converted in 2017, it's on our property but separate from it. Light and airy, it's one room/open plan downstairs, with areas for cooking, dining and relaxing. French doors lead out onto a pretty courtyard garden, with stone steps up to a raised area, where you can watch the sunset over the fields. Upstairs there's a well-equipped bedroom and bathroom with far reaching views over the countryside.

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!

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.

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.

Granary Digby, Luxury rural cottage nr Lincoln
Luxury self-catering accommodation on the border of the Lincolnshire limestone heath and the Witham valley. Centrally located at the heart of rural Lincolnshire, and only a 12 mile drive from The city of Lincoln. The Granary is a beautifully converted Lincolnshire barn, bursting with character and the perfect location from which to explore this historic county. Situated on the very edge of the rural village of Digby, the Granary forms one side of the original yard and stables.

Willow Cottage
The accommodation was once a barn dating back to 1900. It is a contemporary conversion within the rear garden of the main house. The property incorporates everything needed for a great stay. It is completely private and self-contained. The ground floor consists of an open plan living room/kitchen and is accessed by two large patio doors. A staircase leads to a light and airy bedroom with a king size bed, drawers and a wardrobe. There is an en-suite bathroom with walk-in shower.

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.

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.

Lovely cottage in outstanding rural location.
Self contained accommodation, private entrance in beautiful rural setting. Sitting room with log burner and kitchen with oven, fridge, microwave and Nespresso machine. Two bedrooms with shared bath / shower room. We allow up to 2 dogs. We also offer a fully enclosed half acre paddock for exercising them. No street lights so it is a perfect location for stargazing. Village pub 5 mins walk away. Local for Stamford, Belvoir Castle, and Burghley House.

Barn conversion set in 30 acres of nature reserve.
Relax in this peaceful, spacious house, set in it's own nature reserve - 30 acres of woodland and meadows. A chance to see nature, up close and personal - Barn owls, heron, deer, hare and lots more. Located in rural Leicestershire countryside, The Barn provides a tranquil base from which to explore the beautiful countryside, as well as those wanting to enjoy the boutiques and dine out in the old town of Market Harborough.

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.
Popular amenities for cottage rentals in Oakham
Cottage rentals with a hot tub

Sycamore Farmhouse

Rural cottage with hot tub near Newark on Trent

Pitcher's Barn with Covered Hot Tub & Log Burner

New Lovely cottage in rural Leicestershire hot tub

Hollies cottage

Country cottage with private hot tub & log burner

Modern house in countryside setting with hot tub!

Acorn Cottage - couples escape
Pet-friendly cottage rentals

The Bramley Nook

Suttons Cottage in the Heart of Charnwood Forest

The Victorian Barn

One bedroom converted dairy in Willoughby

Stunning Farm Cottage in tranquil rural setting

Lovely listed cottage in old centre with garden.

The Machinery Shed

Town Centre Cottage in Stamford
Private cottage rentals

Rutland, Outdoor Copper Bath & Cosy Log Burner

Lovely cottage in Oakham-a calm and relaxing oasis

Hunky Dory Cottage

Linseed Barn by Stamford Holiday Cottages

Cute cottage in city centre with free parking

Puddle Duck Cottage

A beautiful cottage in the Vale of Belvoir

Lovely Cottage In Pretty Village Nr Rutland Water
Quick stats about cottage rentals in Oakham

Nightly prices starting at
Oakham holiday rentals start at £141 per night before taxes and fees

Verified guest reviews
Over 290 verified reviews to help you choose

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Oakham rentals

4.9 Average rating
Oakham stays are highly rated by guests – averaging 4.9 out of 5!
Destinations to explore
- Silverstone Circuit
- Motorpoint Arena Nottingham
- Bletchley Park
- Lincoln Castle
- Woburn Safari Park
- The National Bowl
- Burghley House
- National Exhibition Centre
- University of Warwick
- Coventry Cathedral
- Donington Park Circuit
- Cambridge University Botanic Garden
- Wicksteed Park
- Gulliver's Land Theme Park Resort
- University of Cambridge
- Kettle's Yard
- Coventry Building Society Arena
- Santa Pod Raceway
- Belvoir Castle
- Warwick Castle
- Resorts World Arena
- University of Lincoln
- Coventry University
- The Fitzwilliam Museum




