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Popular destinations in Rutland:

Oakham, self-catering holiday cottages, barns, rural retreats and lodges to rent in Rutland, England

9 holiday rentals
Family-Friendly
Viewed 50 times recently.
Oakham 12 miles away

Meadow View,

Little Bytham, Lincolnshire, England
sleeps  20 sleeps 20
5 bedrooms 5 bedrooms
3 bathrooms 3 bathrooms
3 dogs welcome  3 dogs
family friendly family friendly

Beautiful high quality holiday farmhouse with lovely gardens, hot tub and fantastic location next to stunning countryside, just 10 minutes drive from Stamford and Rutland Water Nature Reserve, ideal for large groups such as hen parties or large families.

0 ( reviews)
ensuite(s)country views
Facilities, Features & Awards:
Digital TVDishwasherWashing machineMicrowavePrivate Outdoor Hot TubFree WifiEnclosed GardenParking
7 nights from £2495
Next available: 07 Jan - 7 nights
Online Booking Available
Viewed 23 times recently.
no booking fee

Snowdrop Lodge,

Oakham, Rutland, England
sleeps  4 sleeps 4
2 bedrooms 2 bedrooms
2 bathrooms 2 bathrooms
no dogs allowed No pets
family friendly family friendly

Luxury log cabin holiday lodges surrounded by woodland in a quiet idyllic setting overlooking water, private hot tubs with each lodge.

0 ( reviews)
ensuite(s)lake views
Facilities, Features & Awards:
Gold Award Winning CottageTVDishwasherWashing machineMicrowaveOutdoor Hot Tub AccessTennis courtFree WifiGardenParking
7 nights from £570
Next available: 30 Dec - 7 nights
book online online booking
View
Family-Friendly
Viewed 17 times recently.
no booking fee

Victory Cottage,

Oakham, Rutland, England
sleeps  4 sleeps 4
2 bedrooms 2 bedrooms
2 bathrooms 2 bathrooms
2 dogs welcome  2 dogs
family friendly family friendly

Picture-perfect 2 bedroom, 2 bathroom thatched holiday cottage with country views, private enclosed garden and access to free fishing at nearby Stretton Lakes fishing lakes, all just 6 miles from Rutland Water.

0 ( reviews)
ensuite(s)
Facilities, Features & Awards:
Gold Award Winning CottageTVDishwasherWashing machineMicrowaveFree WifiEnclosed GardenParking
7 nights from £635
Next available: 03 Jan - 7 nights

Maple Lodge,

Oakham, Rutland, England
sleeps  6 sleeps 6
3 bedrooms 3 bedrooms
2 bathrooms 2 bathrooms
no dogs allowed No pets
family friendly family friendly

3 bedroom no pets log cabin with private outdoor hot tub on holiday park near Rutland Water, with access to onsite swimming pool too.

0 ( reviews)
ground floor bedroom
Facilities, Features & Awards:
TVDishwasherWashing machineMicrowaveAccess to a swimming pool onsite()Free WifiGardenParking
7 nights from £613
Next available: 22 Dec - 7 nights
book online online booking
View
Oakham 6 miles away

Oak Lodge,

Greetham, Rutland, England
sleeps  6 sleeps 6
3 bedrooms 3 bedrooms
2 bathrooms 2 bathrooms
no dogs allowed No pets
family friendly family friendly

3 bedroom no pets log cabin with private hot tub and shared access to a swimming pool, just outside Greetham and close to Rutland Water.

0 ( reviews)
ground floor bedroom
Facilities, Features & Awards:
TVDishwasherWashing machineMicrowavePrivate Outdoor Hot TubAccess to a swimming pool onsite()Free WifiGardenParking
7 nights from £613
Next available: 03 Jan - 7 nights
book online online booking
View
Online Booking Available
Viewed 99 times recently.
no booking fee

Bluebell Lodge,

Oakham, Rutland, England
sleeps  4 sleeps 4
2 bedrooms 2 bedrooms
2 bathrooms 2 bathrooms
no dogs allowed No pets
family friendly family friendly

High quality 2 bedroom log cabin in Rutland, with lake views and inviting warm bubbly hot tub, enjoys access to 6 onsite fishing lakes and close to Rutland Water, sorry no pets.

0 ( reviews)
ground floor bedroomensuite(s)
Facilities, Features & Awards:
Gold Award Winning CottageTVDishwasherWashing machineMicrowaveOutdoor Hot Tub AccessTennis courtFree WifiGardenParking
7 nights from £570
Next available: 13 Jan - 7 nights
book online online booking
View
Family-Friendly
Viewed 19 times recently.
Oakham 9 miles away

Old Guadaloupe Cottage,

Melton Mowbray, Leicestershire, England
sleeps  2 sleeps 2
1 bedrooms 1 bedroom
1 bathrooms 1 bathroom
no dogs allowed No pets
family friendly family friendly

Fabulous romantic cottage, 4 star rated with its own secluded private hot tub, spoil the one you love on a special break to remember.

0 ( reviews)
ground floor bedroom
Facilities, Features & Awards:
Digital TVDishwasherWashing machineMicrowaveGames roomOutdoor Hot Tub AccessFree WifiEnclosed GardenParking
This owner/agency is showing availability but has not provided full pricing information.
7 nights from £480
Next available: 06 Jan - 4 nights
Family-Friendly
Viewed 17 times recently.
Oakham 9 miles away

Old Guadaloupe Farm House,

Melton Mowbray, Leicestershire, England
sleeps  6 sleeps 6
3 bedrooms 3 bedrooms
3 bathrooms 3 bathrooms
no dogs allowed No pets
family friendly family friendly

Fantastic rural retreat, this family-friendly self-catering farmhouse enjoys a tranquil setting in Leicestershire and with views of the surrounding countryside, high quality accommodation, a gold award, a private hot tub and half an acre of gardens, has plenty to recommend it.

0 ( reviews)
ensuite(s)
Facilities, Features & Awards:
Gold Award Winning CottageTVDishwasherWashing machineMicrowaveGames roomOutdoor Hot Tub AccessFree WifiEnclosed GardenParking
This owner/agency is showing availability but has not provided full pricing information.
7 nights from £830
Next available: 03 Jan - 7 nights
Romantic Retreat
Viewed 14 times recently.

Granary Barn,

Oakham, Rutland, England
sleeps  2 sleeps 2
1 bedrooms 1 bedroom
1 bathrooms 1 bathroom
no dogs allowed No pets

Romantic rural retreat in Rutland, ideal for a couple, with stunning country views, just 5 miles from Rutland Water.

0 ( reviews)
country views
Facilities, Features & Awards:
Digital TVDishwasherMicrowaveFree WifiGardenParking
Sorry, this owner/agency has not provided availability and full price information.
7 nights from £575
* Price quoted is not inclusive of any applicable booking fees or local charges.

The county town of Rutland is Oakham, a thriving settlement in the East Midlands of England which is surrounded by beautiful countryside. It is a fantastic place in which to take a cottage break as there is so much to do in this gorgeous traditional market town, from soaking up culture in the Rutland County Museum and Oakham Castle to a spot of shopping in the Farmers’ Market. There are lots of lovely holiday cottages available in Oakham so that you and your loved ones can be assured of plenty of choice when it comes to exploring this stunning part of the UK.


About Cottage Breaks in Oakham

Choices of self-catering accommodation include country cottages near Oakham as well as options such as dog-friendly cottages and luxury accommodation.

Oakham is just to the west of Rutland Water Nature Reserve which is a man-made lake with small areas of forestry and lots of wetland. It is a Site of Special Scientific Interest and home to the Anglian Water Bird Watching Centre as there are plenty of species that can be found, such as the Tufted Duck, Osprey, Goldeneye and Great Crested Grebe. In August each year it hosts the British Birdwatching Fair. As well as being a haven for birds, Rutland Water is also a popular place for watersports activities and is a great place for chilling out whilst on a cottage holiday. Visitors can go sailing on the lake or walk and cycle along the perimeter of it, and there is even a cruiser, the Rutland Belle, that takes passengers on a relaxing trip around the lake.

Oakham Castle should definitely be visited if staying in the town although only the great hall still remains of this Norman structure. Dating from around 1180, the hall is a Grade I listed building with a stunning interior, decorated with Romanesque details and interestingly, hundreds of horseshoes hanging from the walls. The outer bailey of the castle is a park today with pretty flowerbeds, a kid playground and a bandstand and is lovely place to go for an afternoon picnic whilst on a cottage break in Oakham.

The fantastic Farmers’ Market comes to Oakham every third Saturday of the month and there are stalls selling quality local produce for those wishing to purchase tasty goods to bring home to friends or to use for cooking in self-catering accommodation. It is a brilliant market steeped in tradition and history.

Oakham is home to an array of shops, restaurants, bars and pubs, with friendly locals at every turn. Those who love the great outdoors can go on one of the many walking trails around the town including the Oakham Heritage Trail which gives an insight into the history of this fascinating settlement in the heart of Rutland. Although Oakham doesn’t have its own tourist information centre (the nearest is at Stamford), it does have a Visitor Centre which you can visit for lots of free information. With so much to recommend it, Oakham could be a great choice for a family self-catering holiday or a romantic break away.

Whether you choose to book a holiday cottage in Oakham, an apartment, a lodge or another type of self-catering holiday accommodation, we hope you have your best holiday yet in Rutland.

Frequently Asked Questions about Oakham

The best places to stay depend on your preferences, interests and the type of accommodation that best suits you. Country Cottages Online features a great selection of good quality rentals.
See our selection of pet-friendly rentals in Oakham, or use the filters to refine your search.
See our selection of lodges and cabins in Oakham, Rutland.
Read the description of Oakham to find out ideas and tips on the best things to see and do. Also see our area guides for more information on what Rutland has to offer for holidaymakers.

Oakham Holiday Rental Searches