Holiday Rentals in Oakham

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Oakham holiday rentals
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Best Holiday rentals and Airbnb offers in Oakham

Popular Family-Friendly Holiday Rentals in Oakham

Getting the holiday rental right makes all the difference for a family trip to Oakham. Find city attractions within easy reach. Start comparing now.

Cottage ∙ 2 Bedrooms ∙ 4 Guests - Oakham
10 2 reviews
Oakham
13/07 – 14/07
£510/nightfor 1 night

Cottage ∙ 2 Bedrooms ∙ 4 Guests

2 3
cottage
The Hideout, a first-floor apartment in Oakham, Rutland, offers convenient access to Oakham Castle and the Rutland County Museum, a short walk from the town centre and within easy reach of Rutland Water.
This 105 square metre self-catering property features two bedrooms sleeping four, a well-equipped kitchen with integrated appliances including a dishwasher, and a modern shower room; Wednesday and Saturday markets provide access to local produce.
Cosy Contryside Annex - Oakham
10 6 reviews
Oakham
04/07 – 06/07
£125/nighttotal: Â£250 (2 )

Cosy Contryside Annex

1 2
apartment , Pilton
This Pilton annex apartment is situated near Rutland Water, offering easy access to scenic countryside walks and cycle routes.
The self-contained flat sleeps two adults and two children, boasting a king-size bed, double sofa bed, small kitchen, and private parking, plus a travel cot and highchair are available on request.
Independence House - Oakham - Oakham
9.8 6 reviews
Oakham
04/07 – 06/07
£493/nighttotal: Â£986 (2 )

Independence House - Oakham

4 2
apartment , Oakham
This charming house is just a short walk from Oakham Castle and a 10-minute drive from Rutland Water Country Park, offering easy access to both historic attractions and outdoor activities. It has consistently received excellent reviews from previous guests.
This 93 square metre property comfortably sleeps 9 people in its four bedrooms and has two bathrooms. The kitchen is equipped with a fridge, microwave, and dishwasher, and the house also has a garden, a terrace, and parking.
Cottage ∙ 2 Bedrooms ∙ 4 Guests - Oakham
9.8 20 reviews
Oakham
13/07 – 14/07
£528/nightfor 1 night

Cottage ∙ 2 Bedrooms ∙ 4 Guests

2 3
cottage
This charming two-bedroom cottage is located in Oakham, Rutland, a short walk from the town centre and its historic attractions. It has consistently received excellent reviews from guests.
The cottage has a floor area of 105 square metres and comfortably accommodates up to four guests. It features a fully equipped kitchen, a spacious living area, a private garden, and easy access to the surrounding countryside and attractions.

Handpicked Self-Catering Rentals with Parking in Oakham

Park up and enjoy the city centre. These holiday rentals in Oakham come with a free car park on-site. Start comparing now.

Rutland View - Oakham
9.4 143 reviews
Oakham
12/07 – 15/07
£160/nighttotal: Â£480 (3 )

Rutland View

4 2
house , Oakham
Rutland View is a spacious holiday home located in Oakham, just 24 miles from Leicester Train Station and 34 miles from East Midlands Airport, offering a peaceful escape in a quiet location. It has consistently received excellent ratings for its cleanliness, location, and overall experience.
Rutland View has 4 bedrooms and 2 bathrooms, providing comfortable accommodation for up to 8 guests across 200 square metres. Guests can enjoy a fully equipped kitchen, a private garden with a terrace, and access to a tennis court, as well as free parking and Wi-Fi.
The Hideout - Oakham
9.6 12 reviews
Oakham
20/12 – 27/12
£142/nighttotal: Â£994 (7 )

The Hideout

2 4
apartment , Oakham
The Hideout is located in Oakham, a market town in Rutland, 39 kilometres from Belgrave Road and 40 kilometres from the University of Leicester.
This two-bedroom apartment, spanning 105 square metres, offers a fully equipped kitchen, a private garden, and a fireplace, comfortably accommodating up to seven guests.
Moorhen At Exton Park, Rutland - Dog Friendly - Oakham
Oakham
04/07 – 06/07
£288/nighttotal: Â£576 (2 )

Moorhen At Exton Park, Rutland - Dog Friendly

3 2
cabin , Exton
This luxury safari tent, part of Exton Park's walled garden in Rutland, offers a tranquil escape less than 3km from Rutland Water and 20 minutes from Peterborough.
Sleeping up to six guests in three bedrooms, this off-grid retreat boasts a fully plumbed shower room, wood-burning stove, and proximity to Oakham Castle and Rutland Open Air Theatre.
Flat 2, The Maltings - Oakham
10 1 review
Oakham
13/07 – 14/07
£515/nightfor 1 night

Flat 2, The Maltings

1 3
cottage , Oakham
This Oakham cottage offers convenient access to Oakham train station (under 1.6km), Oakham Castle (under 2km), and Rutland Water Country Park (under 2km).
The self-catering property includes a fully equipped kitchen with fridge and dishwasher, laundry facilities, and free Wi-Fi, and is within easy reach of Rutland Water Nature Reserve and The Rutland Falconry and Owl Centre (both under 5km).

Frequently asked questions about holiday rentals in Oakham

  • What are some interesting places to visit in or near Oakham?

    Oakham Castle is a must-see, with its impressive gatehouse and collection of historic carriages. For a day out exploring nature, head to Rutland Water, a large reservoir with walking trails and watersports. The nearby town of Stamford is also worth a visit, with its charming cobbled streets and historic buildings.
  • What are the best Airbnb and holiday rentals in Oakham?

  • Which walking or cycling routes are the best in Oakham?

    The Rutland Water Nature Reserve offers a variety of walking trails, from gentle strolls to challenging hikes. The Oakham to Melton Mowbray cycle route is a popular choice, taking you through picturesque countryside. The nearby Leicestershire Round is a 100-mile circular route, perfect for experienced cyclists.
  • What are the most popular Airbnbs in Oakham?

  • What sports or outdoor activites can visitors enjoy in and around Oakham?

    Rutland Water is a great spot for watersports like sailing, windsurfing, and kayaking. You can also go fishing, or simply enjoy a picnic by the water. There are several golf courses in the area, and the countryside is ideal for walking, cycling, and horse riding.
  • What are the best holiday rentals with a pool in Oakham?

  • What other towns or cities can be easily accessed from Oakham?

    Oakham is well-connected by road and rail, making it easy to explore other parts of the region. You can easily reach Stamford, Melton Mowbray, Leicester, and Peterborough by car or train. The city of Nottingham is also within a reasonable distance, offering a wide range of attractions.
  • What are the best rentals for families and kids in Oakham?

    The best rentals for families and kids in Oakham are Rutland View, The Gallery Two Bedroom Apartment and Lazy Nest Is A Lazy Comfortable Nest To Laze.

  • What amenities are commonly available in vacation rentals in Oakham?

    Vacation rentals in Oakham typically offer amenities such as Wi-Fi, a kitchen, and laundry facilities. Many also have a garden or patio, and some even have a hot tub or swimming pool. Be sure to check the listing for specific amenities.
  • What are the best rentals or Airbnbs with a jacuzzi in Oakham?

  • What time of year is best to rent a vacation rental Oakham?

    Oakham is a lovely destination year-round. Spring and autumn offer mild weather and beautiful scenery, while summer is ideal for enjoying outdoor activities. If you're looking for a quieter experience, consider visiting during the shoulder seasons.
  • What are the local dishes in Oakham region?

    The local cuisine is hearty and traditional, with dishes like Melton Mowbray pork pies, Stilton cheese, and Leicestershire oatcakes. You can also find plenty of pubs serving classic British fare, such as fish and chips and roast dinners. For something a bit different, try a local delicacy called 'Rutland pudding', a sweet bread pudding with a rich history.

Destinations nearby

Choose the Right Holiday Rentals with a Balcony in Oakham

A terrace with city skyline views is a fantastic reason to book a holiday rental in Oakham. View our top picks and start comparing now.

Rutland Home - Oakham
Oakham
20/12 – 27/12
£270/nighttotal: Â£1890 (7 )

Rutland Home

1 4
house , Langham
This Rutland Home offers a convenient base in Langham, situated 32 kilometres from Leicester Train Station and Belgrave Road, and also 32 kilometres from the University of Leicester and De Montfort University.
This detached house accommodates up to nine guests, featuring a fully equipped kitchen, complimentary WiFi, private parking, and a terrace, with a floor area of 118 square meters and one bedroom.
Market Town Hideaway - Oakham
8.8 7 reviews
Oakham
12/07 – 15/07
£107/nighttotal: Â£321 (3 )

Market Town Hideaway

1 2
apartment , Uppingham
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.
Osprey Cottage, Manton In Rutland - Oakham
9.9 278 reviews
Oakham
04/07 – 06/07
£195/nighttotal: Â£390 (2 )

Osprey Cottage, Manton In Rutland

2 2
house , Manton
Osprey Cottage is located in Manton, Rutland, just 35 kilometres from De Montfort University and 42 kilometres from Kelmarsh Hall, making it ideal for exploring the surrounding countryside. The cottage has consistently received excellent ratings for its location, cleanliness, and overall user experience.
The cottage has two bedrooms and one bathroom, covering a floor area of 51 square metres. It features a well-equipped kitchen with a dishwasher, oven, and microwave, a peaceful garden with a patio, and a baby safety gate, making it suitable for families and pet owners.
Field View - Oakham
9.7 69 reviews
Oakham
13/07 – 14/07
£160/nightfor 1 night

Field View

2 3
house , Braunston
Field View is a holiday home located in Braunston, just 24km from Rockingham Castle and 48km from Nottingham Castle. It has been consistently rated excellent for its location, cleanliness and overall experience by previous guests.
The home has two bedrooms and one bathroom, comfortably accommodating up to five guests. It offers a range of amenities including a fully equipped kitchen, a private garden with a terrace, free parking and Wi-Fi, perfect for a relaxing and enjoyable stay.

Explore Pet-Friendly Holiday Rentals in Oakham

Travelling with a pet to Oakham is easy when your holiday rental is properly set up with nearby dog parks and city walks.

Cygnet At Exton Park - Oakham
Oakham
04/07 – 06/07
£288/nighttotal: Â£576 (2 )

Cygnet At Exton Park

3 2
cabin , Exton
This luxury safari tent, part of Exton Park estate in Rutland, is situated under 5km from Rutland Water and less than 15 minutes' drive from the A1, offering easy access to Peterborough and Oakham's attractions including Oakham Castle and Browne's Hospital.
Sleeping up to six guests, this pet-friendly glamping unit features three bedrooms, a fully equipped kitchen, a wood-burning stove and a shower room, all within a 1 square metre floor area; outdoor amenities include a terrace and fire pit.
Cygnet - Exton Park - Oakham
10 1 review
Oakham
04/07 – 06/07
£288/nighttotal: Â£576 (2 )

Cygnet - Exton Park

3 2
house , Exton
Cygnet - Exton Park, a three-bedroom house in Exton, offers peaceful countryside accommodation near Rockingham Castle (26km) and Burghley House (19km).
This self-catering property sleeps eleven, includes a fireplace, outdoor seating, and parking, and is ideal for families or cyclists exploring Rutland and the surrounding areas.
Park Cottage - Oakham
10 6 reviews
Oakham
20/12 – 27/12
£224/nighttotal: Â£1568 (7 )

Park Cottage

2 4
apartment , Glaston
Park Cottage, a secluded rural retreat in Glaston, Rutland, enjoys breathtaking countryside views and is situated up a private driveway offering tranquility.
This two-bedroom self-catering property sleeps four, boasting a cosy lounge with log burner, well-equipped kitchen, stylish dining area, luxurious bathroom with Bamford toiletries, and a private garden; off-road parking for two vehicles is also available.
Independence House - Oakham
9.4 72 reviews
Oakham
04/07 – 06/07
£457/nighttotal: Â£914 (2 )

Independence House

4 2
house , Oakham
Independence House, situated in Oakham, Rutland, is conveniently located 32 kilometres from Leicester railway station and 32 kilometres from Belgrave Road, Leicester.
This four-bedroom, two-bathroom house offers 93 square metres of space, including a fully equipped kitchen, free Wi-Fi, on-site parking, and a garden with outdoor seating, comfortably accommodating families or groups of friends.
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