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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

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

52.733435, -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

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

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 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

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

52.727583, -0.632119

"Elm Lodge" is a 2 bed holiday Lodge sleeping up to 4 guests in Rutland. Greetham is a rural village resting in the county of Rutland not far from the historic town of Oakham and the fantastic Rutland Water. The village enjoys an active community and is home to a village shop, two pubs and Greetham Valley Golf Club....

Prices from £175 per night

4  |   2  |   No  |   Yes  |   Yes


52.668857, -0.727078

"Flat 2, The Maltings" 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 £172 per night

4  |   2  |   No  |   Yes  |   Yes


52.724596, -0.632269

"Sycamore Lodge" is a 2 bed holiday Lodge sleeping up to 4 guests in Rutland. This rural village is situated in the county of Rutland, some six miles from the town of Oakham. Greetham is close to Rutland Water, hosting many outdoors activities and the village also has two pubs, a village shop and the Greetham Valley Golf...

Prices from £197 per night

4  |   2  |   No  |   Yes  |   Yes


52.727583, -0.632119

"Holly Lodge" is a 2 bed holiday Lodge sleeping up to 4 guests in Rutland. Resting near to Rutland Water and the charming historical town of Oakham, is the quaint village of Greetham, which has everything one could need during their stay including, two delightful pubs, a community centre, a village shop and the...

Prices from £192 per night

4  |   2  |   No  |   Yes  |   Yes


52.727583, -0.632119

"Oak Lodge" is a 3 bed holiday Lodge sleeping up to 6 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 £223 per night

6  |   3  |   No  |   Yes  |   Yes


52.724596, -0.632269

"Willow Lodge" is a 2 bed holiday Lodge sleeping up to 4 guests in Rutland. The county Rutland village of Greetham is positioned in a lovely part of the country, some six miles from the town of Oakham. It is also close to Rutland Water, which hosts many outdoors activities, while the village itself has two pubs, a...

Prices from £204 per night

4  |   2  |   No  |   Yes  |   Yes


52.687157, -0.651429

"Tickencote" is a 2 bed holiday Lodge sleeping up to 4 guests in Rutland. Exton is set in the East Midlands county of Rutland. The Fox and Hounds public house overlooks the tree-planted green in the centre of the village. Oakham is the nearest town, boasting many pubs, bars and eateries, as well as shops. There is...

Prices from £242 per night

4  |   2  |   Yes  |   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 £204 per night

4  |   2  |   No  |   Yes  |   Yes


52.619087, -0.618749

"Manor View" is a 3 bed holiday Cottage sleeping up to 7 guests in Rutland. The village of Edith Weston stands on the south shore of Rutland Water. The unusual name recalls the history of the village, which was given by Edward the Confessor to his queen, Edith. The village has a shop, pub and Post Office. Further...

Prices from £151 per night

7  |   3  |   Yes  |   Yes  |   Yes


52.682305, -0.649492

"Clipsham" is a 3 bed holiday Lodge sleeping up to 6 guests in Rutland. This village is 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. Oakham is the nearest town, boasting a combination of stone and...

Prices from £267 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 £174 per night

0  |   0  |   Yes  |   Yes  |   Yes


52.724600, -0.632270

"Yew Lodge" is a 2 bed holiday Cottage sleeping up to 4 guests in Rutland.

Prices from £234 per night

4  |   2  |   No  |   Yes  |   Yes


52.724600, -0.632270

"Sycamore Lodge" is a 2 bed holiday Cottage sleeping up to 4 guests in Rutland.

Prices from £227 per night

4  |   2  |   No  |   Yes  |   Yes


52.724600, -0.632270

"Willow Lodge" is a 2 bed holiday Cottage sleeping up to 4 guests in Rutland.

Prices from £234 per night

4  |   2  |   No  |   Yes  |   Yes


52.652600, -0.770500

"1 Bed in Rutland Waters 60672" is a 1 bed holiday Cottage sleeping up to 2 guests in Rutland.

Prices from £200 per night

2  |   1  |   Yes  |   Yes  |   Yes


52.752370, -0.587120

"Moo Cow Cottage Self Catering" is a 3 bed holiday Cottage sleeping up to 6 guests in Rutland.

Prices from £214 per night

6  |   3  |   Yes  |   Yes  |   Yes


52.669600, -0.738100

"Kings Retreat" is a 2 bed holiday Cottage sleeping up to 4 guests in Rutland.

Prices from £175 per night

4  |   2  |   Yes  |   Yes  |   No


52.613440, -0.605540

"Lodge 2" is a 2 bed holiday Cottage sleeping up to 4 guests in Rutland.

Prices from £203 per night

4  |   2  |   Yes  |   Yes  |   Yes


52.672100, -0.665100

"Rutland Hall Hotel" is a 4 bed holiday Hotel sleeping up to 8 guests in Rutland.

Prices from £175 per night

8  |   4  |   Yes  |   Yes  |   Yes


52.727580, -0.632120

"Holly Lodge" is a 2 bed holiday Cottage sleeping up to 4 guests in Rutland.

Prices from £221 per night

4  |   2  |   No  |   Yes  |   Yes


52.727580, -0.632120

"Elm Lodge" is a 2 bed holiday Cottage sleeping up to 4 guests in Rutland.

Prices from £201 per night

4  |   2  |   No  |   Yes  |   Yes


52.727580, -0.632120

"Oak Lodge" is a 3 bed holiday Cottage sleeping up to 6 guests in Rutland.

Prices from £257 per night

6  |   3  |   No  |   Yes  |   Yes


52.616630, -0.683780

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

Prices from £166 per night

2  |   1  |   Yes  |   Yes  |   No


52.593860, -0.643990

"Rutland View Apartment by Rutland Stays" is a 2 bed holiday Apartment sleeping up to 4 guests in Rutland.

Prices from £206 per night

4  |   2  |   Yes  |   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.