Find short term rentals in Oakham at the best prices

This five-bedroom detached house in Cottesmore, East Midlands, offers a countryside retreat just 1.6 kilometers from Greetham.
This family-friendly property accommodates up to nine guests, featuring a kitchen with a fridge, microwave, and dishwasher, a garden with furniture, and off-road parking for four cars, ideal for exploring local amenities and countryside walks.

Orchard Loft, a self-catering apartment in Belton, Rutland, is a 15-minute walk from the village centre, a short drive from Oakham and Uppingham, and 25 minutes (approx. 24km) from Rutland Water.
This one-bedroom flat offers spacious open-plan living, a king-size bed, private decking, on-site bike storage, parking, and accommodates two guests, with a dishwasher and internet access; nearby activities include birdwatching, boating, and cycling at Rutland Water, and exploring local pubs and shops in the nearby villages.

Park Cottage, a two-bedroom holiday home in Glaston, Rutland, is situated 3.2km east of Uppingham and 6.4km south of Rutland Water, offering easy access to walking, cycling and watersports.
This pet-friendly self-catering property boasts 14 square metres of floor space, including a king-size bed (convertible to twins), a log burner, a Smart TV, a fully equipped kitchen with dishwasher, a bathroom with Bamford toiletries, off-road parking for two cars, and can comfortably accommodate four guests.

This charming cottage is situated in the Rutland countryside, just a short walk from the village pub and the Rutland Water circular path, offering a peaceful retreat close to nature and amenities. It has received excellent ratings from previous guests, making it a popular choice for travellers seeking a comfortable and relaxing stay.
The cottage features two bedrooms, sleeping up to six guests, and offers a spacious open plan living area, perfect for families or groups. You'll find a fully equipped kitchen, a private enclosed garden, and a bike store, making it easy to explore the surrounding area and enjoy the many activities on offer, including water sports, cycling, and walking.

This family-friendly cottage in Langham is located within easy reach of Rutland Water, just a few kilometers away, and the county town of Oakham, approximately 3 kilometers distant.
Offering accommodation for up to four guests across two bedrooms, this property includes Wi-Fi, a dishwasher, parking, and electric car charging, with convenient bike storage and proximity to outdoor pursuits.

Market Town Hideaway is a 1-bedroom flat located in Uppingham, 9.6 kilometres from Rockingham Castle and 29 kilometres from Leicester Train Station.
This 60 square metre flat accommodates up to 7 guests and includes a kitchen with a fridge and microwave, a terrace, free Wi-Fi, and private parking.

Flat 2, The Maltings in Oakham offers a self-catering property within 38-45km of Leicester, Belgrave Road, Trent Bridge Cricket Ground, and Kelmarsh Hall, ideal for exploring Rutland and beyond.
This two-bedroom, two-bathroom house boasts 105 square metres of space, sleeping up to seven guests and including a fully equipped kitchen, garden, parking, and free Wi-Fi; nearby activities include golfing, cycling, and fishing.

Rooms @ Number Six is situated in Oakham, a short distance from the town centre and conveniently located 20 miles from Leicester Train Station and Belgrave Road. The apartment has received excellent ratings for cleanliness, location, and user experience.
The apartment has one bedroom and one bathroom, comfortably accommodating two guests. Guests can enjoy a peaceful and secluded atmosphere with views of the private courtyard, free Wi-Fi, a comfortable living area with a flat-screen TV, a well-equipped kitchenette, and daily breakfast options.

Finches Cottage, a three-bedroom house, is situated on the outskirts of Egleton, Rutland, approximately a few kilometres from Rutland Water, offering easy access to watersports and outdoor activities.
This fully renovated property sleeps six, boasting a John Lewis kitchen, enclosed garden with BBQ (high season), log burner (winter months), and pet-friendly features including wicker beds and blankets; nearby dog-friendly pubs add to its appeal.

This Lonsdale House apartment is situated in Barleythorpe, Oakham, within Rutland's countryside, 1.2 kilometers from Oakham town centre and approximately 32 kilometers from Stamford and Uppingham.
This family-friendly apartment accommodates up to eight guests with four bedrooms and three bathrooms, featuring a well-equipped kitchen, a versatile snug room, a garden, and parking.

This modern apartment is located just 800 metres from the picturesque village of Braunston-in-Rutland, offering beautiful countryside views. It has consistently received excellent ratings for its cleanliness, location, and overall experience.
The self-contained flat can accommodate up to 5 guests and features a spacious and modern layout. The apartment offers a range of amenities including a fully equipped kitchen-diner, a relaxing lounge, a private balcony, a south-facing patio, EV charging, and is dog-friendly.

This two-bedroom flat is located atop the Rutland Water Peninsula in Hambleton, providing convenient access to a Michelin-starred hotel and a highly-rated pub.
This countryside retreat offers a capacity for four guests, with internet, kitchen, and parking facilities, ideal for enjoying the extensive walking routes, birdwatching, and cycling opportunities in the vicinity.

This historic coaching inn, set in the rural county of Rutland on the Great North Road, offers a countryside experience with modernised amenities for events.
Accommodating up to 16 guests across 5 bedrooms, this property features a private indoor pool, steam room, outdoor hot tub, and an entertainment area with a Tandoori oven and BBQ station.