Filter
Property Type
Property Features
Sleeps

Holiday Homes in Oakham, Rutland

Self Catering Holiday Houses in Oakham, Rutland

For a delightful self-catering escape, Oakham in Rutland offers an inviting selection of holiday houses, cottages, and lodges. Nestled near the picturesque Rutland Water Nature Reserve, this charming market town provides a perfect blend of relaxation and exploration. Enjoy the local eateries and shops or venture to nearby Melton Mowbray, just 11 miles away, known for its renowned pork pies and stilton cheese. A short drive brings you to Leicester, rich with history and entertainment. Whether it's a pet-friendly log cabin, a hot tub lodge, or a grand manor for gatherings, Oakham promises the perfect self-catering retreat.

Booking your holiday accommodation in Oakham early is recommended for the best choice of holiday rentals.

Old Guadaloupe Cottage, Leicestershire, England
Viewed 8× this week No booking fee

Old Guadaloupe Cottage

Melton Mowbray, Leicestershire ~13 miles from Oakham
Sleeps 1–2 1 Bedroom 🚫 No Dogs
Next Available 23/03 to 03/04/2026
Facilities
WiFi Microwave Dishwasher Washing machine Games room Garden BBQ Parking
Type of Holiday
No dogs allowed Families
Weekly from £480 – £630
View
Old Guadaloupe Farm House, Leicestershire, England
Viewed 9× this week No booking fee

Old Guadaloupe Farm House

Melton Mowbray, Leicestershire ~13 miles from Oakham
Sleeps 3–6 3 Bedrooms 🚫 No Dogs 🎉 Celebrations
Next Available 23/03 to 27/03/2026
Facilities
WiFi Microwave Dishwasher Washing machine Games room Garden BBQ Parking
Type of Holiday
No dogs allowed Special celebrations
Weekly from £830 – £1,030
View
Bluebell Lodge, Rutland, England
Viewed 13× this week No booking fee

Bluebell Lodge

Oakham, Rutland ~11 miles from Oakham
Sleeps 2–4 2 Bedrooms 🐾 2 Dogs
Facilities
WiFi Woodburner Microwave Dishwasher Washing machine Tennis Garden Parking
Type of Holiday
2 dogs welcome
Weekly from £570 – £1,060
View
Victory Cottage, Rutland, England
Viewed 8× this week No booking fee

Victory Cottage

Oakham, Rutland ~9 miles from Oakham
Sleeps 2–4 2 Bedrooms 🐾 2 Dogs
Facilities
WiFi Microwave Dishwasher Washing machine Garden BBQ Parking
Type of Holiday
2 dogs welcome
Weekly from £635 – £1,130
View
Snowdrop Lodge, Rutland, England
Viewed 9× this week No booking fee

Snowdrop Lodge

Oakham, Rutland ~11 miles from Oakham
Sleeps 2–4 2 Bedrooms 🐾 2 Dogs
Facilities
WiFi Microwave Dishwasher Washing machine Tennis Garden BBQ Parking
Type of Holiday
2 dogs welcome
Weekly from £570 – £1,060
View


Cottages, Apartments & Lodges in Oakham, Rutland, England

RuralHomeStays.Com features holiday home(s) within or close to Oakham, enjoy browsing through the available options. We hope you find the perfect holiday house for you in Oakham, Rutland.

Other Holiday Rentals in Rutland
Greetham, OakhamOakhamRutland

Self-Catering Breaks in Oakham

Looking for a self-catering holiday in Oakham? Find a wonderful selection of self-catering holiday houses, cottages, and lodges in or around the town of Oakham, Rutland.

What Oakham Offers for Self-Catering Holidays

Situated on the edge of the Rutland Water Nature Reserve, Oakham is a pretty and traditional market town. Oakham has plenty of places to eat, drink, and shop within its center; ideal for a holiday spent away from the kitchen.

Exploring Nearby Melton Mowbray

11 miles from Oakham is the ‘Rural Capital of Food’, Melton Mowbray – famed for its sumptuous pork pies and delicious stilton.

Day Trips to Leicester from Oakham

Less than 20 miles from Oakham is the city of Leicester, ideal for a fun day out spent exploring its rich history.

Finding Your Perfect Cottage Stay in Oakham

Whether you’re looking for a pet-friendly log cabin, a pine lodge with a hot tub, or a large country manor for a hen party, we hope you find your perfect self-catering holiday in or near to the town of Oakham, Rutland.

Updated