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Oakham, Rutland Water
Oakham, Rutland Water

Self Catering Holiday Cottages in Oakham

Tucked away between the Norfolk Coast and rolling Leicestershire countryside, Rutland is almost England’s best-kept holiday secret. Oakham is a gorgeous medieval town packed with beautiful sights, thriving businesses and centuries of history. The picturesque county is the smallest in England but what it lacks in stature it more than compensates for in appeal making its motto, Multum in Parvo (Much in Little) perfectly fitting. Our holiday cottages to rent in Oakham are ideal for couples, families and friends who want to spend time together enjoying the plentiful and varied delights of this postcard-perfect town and the surrounding countryside of Rutland. Read more

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52.733435, -0.594380

Bluebell is a luxurious log cabin nestling in a peaceful haven amongst woodland with its own hot tub in the county of Rutland. Beautifully presented to Four Star Gold standard, the self-catering lodge is surrounded by farmland abundant with wildlife with lovely views over the fishing lakes. All the right ingredients for a relaxing holiday. Tourist board rating: 4 Star Gold

Weekly guide price:
£400 to £840

4+2  |   2  |   No  |   Yes  |   Yes

Min nights: Enquire

Preferred arrival day: Flexible | 4 Star Gold

52.733435, -0.594380

A 4 Star Gold log cabin which is perfectly set overlooking the fishing lakes surrounded by woodland. This welcoming self-catering holiday rental has its own private hot tub offering the ultimate in relaxation! Sitting in England's smallest county, what Rutland lacks in size, it makes up for in beauty with one of Europe's largest man-made reservoirs, perfect for outdoor enthusiasts and water lovers. Tourist board rating: 4 Star Gold

Weekly guide price:
£400 to £840

4+2  |   2  |   No  |   Yes  |   Yes

Min nights: Enquire

Preferred arrival day: Flexible | 4 Star Gold

52.733435, -0.594380

Stretton Lakes provides a tranquil haven to escape the pressures of every day life with a choice of six luxury log cabins for a self-catering holiday. Sitting in the county of Rutland, the cabins overlook the fishing lakes and are encapsulated by woods and each has its own private hot tub providing the ultimate in relaxation! Tourist board rating: 4 Star Gold

Weekly guide price:
£400 to £840

4+2  |   2  |   No  |   Yes  |   Yes

Min nights: Enquire

Preferred arrival day: Flexible | 4 Star Gold

52.733435, -0.594380

A Five Star Gold log cabin for two sitting in a tranquil position in the small county of Rutland. Overlooking the fishing lakes and surrounded by woodland, Poppy offers a high standard of holiday accommodation with its own private hot tub as well as an indoor sauna providing the ultimate in relaxation for couples wanting a romantic retreat! Tourist board rating: 5 Star Gold

Weekly guide price:
£595 to £920

2  |   1  |   No  |   No  |   Yes

Min nights: Enquire

Preferred arrival day: Flexible | 5 Star Gold

52.733435, -0.594380

Waterlily offers 5 Star Gold self-catering for two, perfectly set overlooking Stretton Lakes, surrounded by woodland with its own private hot tub and indoor sauna. The ultimate in relaxation for couples wanting some peace and tranquility and a romantic break! Tourist board rating: 5 Star Gold

Weekly guide price:
£620 to £1025

2  |   1  |   No  |   No  |   Yes

Min nights: 3 (off peak) | 3 (peak)

Preferred arrival day: Mon/Fri | 5 Star Gold

52.733435, -0.594380

Clover at Stretton Lakes offers Five Star Gold self-catering. Just for two this lovely log cabin is perfectly set overlooking fishing lakes surrounded by woodland with its own private hot tub and indoor sauna providing the ultimate in relaxation for couples wanting a romantic retreat! Tourist board rating: 5 Star Gold

Weekly guide price:
£610 to £945

2  |   1  |   No  |   No  |   Yes

Min nights: Enquire

Preferred arrival day: Flexible | 5 Star Gold

52.727583, -0.632119

"Rowan Lodge" is a 2 bed holiday Lodge sleeping up to 4 guests in Rutland. Greetham village is situated within the county of Rutland, close to the historic town of Oakham and Rutland Water, a man-made nature reserve hosting many outdoors activities and watersports. The village offers two pubs, a village shop and...

Prices from £166 per night

4  |   2  |   No  |   Yes  |   Yes


52.727583, -0.632119

"Pine Lodge" is a 2 bed holiday Lodge sleeping up to 4 guests in Rutland. Tucked away in the rolling countryside, just a short distance from the historic town of Oakham and resting near Rutland Water, is the quaint village of Greetham. Wandering through the village you will find two welcoming pubs, each serving...

Prices from £149 per night

4  |   2  |   No  |   Yes  |   Yes


52.690981, -0.760217

"27 Brocklehurst" is a 2 bed holiday Cottage sleeping up to 4 guests in Rutland. Oakham is the delightful county town of Rutland, and is a great place to visit and spend a holiday. It is filled with pretty stone and thatched buildings and offers something for everyone, it's a great family holiday destination. The town...

Prices from £113 per night

4  |   2  |   Yes  |   Yes  |   Yes


52.666500, -0.594700

"Cottage in Rutland" is a 4 bed holiday Cottage sleeping up to 6 guests in Rutland. Rutland Water, with its fishing, walking, bird watching, sailing, and cycling attractions is a must visit when in the area. Birdwatchers will not want to miss the red kites that regularly frequent the skies. The beautiful Georgian town of...

Prices from £322 per night

6  |   4  |   Yes  |   Yes  |   Yes


52.719799, -0.772598

"Vine Cottage" is a 2 bed holiday Cottage sleeping up to 3 guests in Rutland. Between Oakham and Melton Mowbray in England, there is a lovely village called Whissendine. The village's Grade II* listed Whissendine Windmill is a popular tourist attraction, and the area also hosts the Whissendine Craft and Produce Show in...

Prices from £119 per night

3  |   2  |   No  |   Yes  |   Yes


52.727583, -0.632119

"Maple Lodge" is a 3 bed holiday Lodge sleeping up to 6 guests in Rutland. This rural village is nestled in the beautiful county of Rutland, some six miles from the historic town of Oakham and very close to Rutland Water, an internationally recognised, man-made nature reserve hosting many outdoors activities and...

Prices from £196 per night

6  |   3  |   No  |   Yes  |   Yes


52.724596, -0.632269

"Yew Lodge" is a 2 bed holiday Lodge sleeping up to 4 guests in Rutland. The rural village of Greetham is positioned some six miles from the town of Oakham, close to Rutland Water, where you will find many outdoors activities and watersports for all. The village itself has two pubs, a village shop and the Greetham...

Prices from £171 per night

4  |   2  |   No  |   Yes  |   Yes


52.682305, -0.649492

"Brooke" is a 2 bed holiday Lodge sleeping up to 4 guests in Rutland. Exton is a village set in the East Midlands county of Rutland. The Fox and Hounds public house overlooks the tree-planted green, offering cosy winter evenings around the fireplace and lazy summer days out in the beer garden. Oakham is the...

Prices from £233 per night

4  |   2  |   Yes  |   Yes  |   Yes


52.674823, -0.659022

"Harley's House" is a 3 bed holiday Lodge sleeping up to 6 guests in Rutland. In the East Midlands region of Rutland, Exton offers a quintessentially English setting, with old stone houses gathered around the village green. The Fox & Hounds public house, a former 17th-century coaching inn brimming with charm,...

Prices from £260 per night

6  |   3  |   No  |   Yes  |   Yes


52.682305, -0.649492

"Hambleton" is a 3 bed holiday Lodge sleeping up to 6 guests in Rutland. Exton is a village set in the East Midlands county of Rutland. The Fox and Hounds public house overlooks the tree-planted green, and it serveds delicious food and drink. Oakham is the nearest town, boasting a range of shops, as well as pubs,...

Prices from £262 per night

6  |   3  |   Yes  |   Yes  |   Yes


52.619090, -0.618750

"Manor View" is a 0 bed holiday Cottage sleeping up to 0 guests in Rutland.

Prices from £118 per night

0  |   0  |   Yes  |   Yes  |   Yes


52.670820, -0.733300

"The Croft" is a 1 bed holiday Apartment sleeping up to 2 guests in Rutland.

Prices from £103 per night

2  |   1  |   No  |   Yes  |   Yes


52.669890, -0.727430

"Brook Whipper-In Hotel" is a 1 bed holiday Hotel sleeping up to 2 guests in Rutland.

Prices from £115 per night

2  |   1  |   Yes  |   Yes  |   Yes


52.673900, -0.658790

"Barnsdale Lodge" is a 1 bed holiday Hotel sleeping up to 2 guests in Rutland.

Prices from £123 per night

2  |   1  |   Yes  |   Yes  |   Yes


52.690260, -0.633690

"The Fox and Hounds" is a 1 bed holiday Hotel sleeping up to 2 guests in Rutland.

Prices from £135 per night

2  |   1  |   Yes  |   Yes  |   Yes


52.669800, -0.730520

"The Admiral Hornblower" is a 1 bed holiday Hotel sleeping up to 2 guests in Rutland.

Prices from £96 per night

2  |   1  |   No  |   Yes  |   Yes


52.668350, -0.725330

"Wisteria Hotel" is a 1 bed holiday Hotel sleeping up to 2 guests in Rutland.

Prices from £103 per night

2  |   1  |   No  |   Yes  |   Yes


52.659130, -0.670510

"Finch's Arms" is a 1 bed holiday Hotel sleeping up to 2 guests in Rutland.

Prices from £150 per night

2  |   1  |   No  |   Yes  |   Yes


52.594280, -0.678430

"The Old Pheasant" is a 1 bed holiday Hotel sleeping up to 2 guests in Rutland.

Prices from £72 per night

2  |   1  |   Yes  |   Yes  |   No


52.670140, -0.730170

"Rooms @ Number Six" is a 1 bed holiday Apartment sleeping up to 2 guests in Rutland.

Prices from £90 per night

2  |   1  |   No  |   Yes  |   Yes


52.645230, -0.618670

"Normanton Park Hotel, Sure Hotel Collection by Best Western" is a 1 bed holiday Hotel sleeping up to 2 guests in Rutland.

Prices from £69 per night

2  |   1  |   Yes  |   Yes  |   Yes


52.628000, -0.698840

"Broccoli Bottom" is a 1 bed holiday BandB sleeping up to 2 guests in Rutland.

Prices from £128 per night

2  |   1  |   No  |   Yes  |   No


52.719660, -0.772570

"The White Lion Inn" is a 1 bed holiday Hotel sleeping up to 2 guests in Rutland.

Prices from £105 per night

2  |   1  |   Yes  |   Yes  |   Yes


52.724600, -0.632270

"Ash Lodge" is a 1 bed holiday Cottage sleeping up to 2 guests in Rutland.

Prices from £166 per night

2  |   1  |   No  |   Yes  |   Yes


Reasons to Holiday in Oakham

A Town Bursting with History and Charm - No one who visits Oakham can deny the beauty of the landscape. The town is saturated in charm, and a fantastic way to explore it is on foot. Start your tour with a visit to the Rutland County Museum on Catmos Street. Entry is free, and the exhibits cover the region’s history from the Jurassic period to medieval times and beyond. Stroll around town to see the recently-restored Oakham Castle as well as the buildings of Oakham School. Markets are held every Wednesday and Saturday in the pedestrianised Market Square, and there is a Farmers’ Market on the third Saturday of the month on Gaol Street. Even if you miss the market day, there is a fantastic choice of places serving seasonal local produce, including Otters Smokehouse & Deli where you can dine in or take away local cheese, charcuterie and ale to enjoy on a picnic or back at the holiday cottage.

A Delight to Explore - The area around Oakham is a pleasure to explore, especially on foot or by bicycle. Fantastic footpaths lead to views so serene and beautiful that you may find yourself pondering the feasibility of a move to the Rutland countryside. Rutland is so small that its circumference measures only 65 miles with the Rutland Round footpath covering the distance. Other long-distance trails in Rutland include the 64-mile Melton Round and the 80-mile long Uppingham Round, both of which pass within easy reach of Oakham and give stunning views. Closer to home, the Oakham Heritage Trail is a favourite with locals and visitors.

If you prefer to sightsee from the comfort of your car then consider driving along the scenic Rutland Water Trail, Bishop’s Eye Trail, Forgotten Rutland Trail and the curiously-named Lost and Gone Trail.

Rutland Water, a Holiday Destination in its Own Right - Just outside of Oakham, Rutland Water is an outdoor lover’s paradise. As the biggest constructed lake in England, and one of the largest in Europe, it offers a wealth of opportunities to sail, fish, walk, cycle and birdwatch, among other fun activities. The lake sits in 3,000 acres of countryside and is a top choice for a family day out.

Multum in Parvo - Despite its size, there is plenty to keep everyone happily occupied on a self-catering cottage holiday in Oakham, no matter what the season. Day trips can include Upphingham, Burghley House, Rockingham Castle, Belvoir Castle, the ancient city of Cambridge, Lincoln Cathedral, Leicester and Grantham.

You will love your time spent in Oakham. The charming town has the captivating sensation of stepping back in time, yet there is nothing backward about it. Being in the Midlands makes it easy to reach from most parts of England, including the South East. Rutland has a full calendar of events that caters to all tastes and includes highlights such as the Rutland Food and Drink Festival and the Burghley Horse Trials. Just as it has for countless other holidaymakers, Oakham could soon become one of your favourite getaway destinations.