
Cottage holiday rentals in Oakham
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Top-rated cottage rentals in Oakham
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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.

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!

Hot tub 4 bed RURAL Cottage sleeps 8 nr Stamford
Free hot tub sleeps 8 in 4 double bedrooms Free logs for open fire comado £grill £10 2 Dogs welcome (mostly fenced garden) linens and towels Oak Framed dining room Free welcome hamper Free continental breakfast Late checkout available (£28 -£50) Close to irnham Hall & The GRANGE Wedding Venues Country Walks/ Cycling From front door Cosy traditional pub in next village board games, jigsaws, play room & Netflix we are 12 mins from A1 so good location for meeting up Free wifi

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.

The Barn
The Barn is a rural retreat tucked away at the end of a quiet leafy lane in Colston Bassett in the heart of the beautiful Vale of Belvoir. Ideal for families, walkers, cyclists, gastro enthusiasts or perhaps those just looking to enjoy the peace and quiet of the countryside, The Barn is a brand new, hand-crafted home built by the architect owner who lives in The Old Farmhouse next door. We also welcome well behaved dogs (we just request a modest fee of £20 per dog per stay)

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.

Idyllic Thatched Country Cottage - a hidden gem!
Situated in the picturesque village of Wing, this adorable thatched cottage is nestled in the grounds of beautiful Cedar House. The property was fully renovated in March 2021 and is the ideal getaway location to explore everything that stunning Rutland has to offer. The cottage is only 5 minute drive to Rutland Water, Uppingham and Oakham, so you have everything you wish to experience during your stay on your doorstep. Historic Stamford is also only 20 mins away.

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

Rural cottage with hot tub near Newark on Trent

Oak Cottage, optional hot tub.

Pitcher's Barn with Covered Hot Tub & Log Burner

Hollies cottage

Country cottage with private hot tub & log burner

Modern house in countryside setting with hot tub!

The Old Coach House, Wheatsheaf Mews

Hot Tub, Horses & Hills – The Perfect Escape
Pet-friendly cottage rentals

The Bramley Nook

The Victorian Barn

One bedroom converted dairy in Willoughby

Stunning Farm Cottage in tranquil rural setting

The Cow Shed

Self-contained coach house in peaceful location

Carters Yard on kimbolton High St

The Reading Room
Private cottage rentals

Rutland, Outdoor Copper Bath & Cosy Log Burner

Cosy cottage in city centre with free parking

Hunky Dory Cottage

Wheelwright's Cottage

Our Cosy Cottage of Hearts ♥️

Cosy 1700s period cottage, open fire & king bed

Braunston Manor Cottage: 4-poster beds & ensuites

Woodbine Farm: A clean peaceful country retreat
Quick stats about cottage rentals in Oakham

Nightly prices starting at
Oakham holiday rentals start at $242 SGD 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
- Donington Park Circuit
- Coventry Cathedral
- Cambridge University Botanic Garden
- Wicksteed Park
- Gulliver's Land Theme Park Resort
- University of Cambridge
- Kettle's Yard
- Coventry Building Society Arena
- Warwick Castle
- Santa Pod Raceway
- Belvoir Castle
- Resorts World Arena
- Coventry University
- University of Lincoln
- National Justice Museum




