Vacation Rentals in Oakham

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Oakham holiday rentals
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51 Holiday rentals and Airbnb in Oakham

Best family friendly Oakham holiday rentals

Among the 51 accommodations in Oakham, here are the 4 best family friendly rentals

Elegant Country House In Oakham, Rutland. - Oakham
10 3 reviews
Oakham
12/07 – 15/07
A$1023/nighttotal: A$3069 (3 )

Elegant Country House In Oakham, Rutland.

1 2
apartment , Rutland
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.
Carrot Cottage - Oakham
9.7 58 reviews
Oakham
12/07 – 15/07
A$400/nighttotal: A$1200 (3 )

Carrot Cottage

2 2
bungalow , Oakham
Carrot Cottage is a single-storey house located in Manton, Rutland, just 5km from Oakham and Uppingham, offering a peaceful setting overlooking fields. The property has received excellent ratings for its cleanliness, location, and overall experience.
The house has two bedrooms, accommodating up to six guests. Amenities include a garden, parking, internet access, a kitchen with a fridge and microwave, and a patio for outdoor dining. The property is also pet-friendly and conveniently located near the Rutland Water cycle path.
Cottage ∙ 2 Bedrooms ∙ 6 Guests - Oakham
Oakham
04/07 – 06/07
A$724/nighttotal: A$1448 (2 )

Cottage ∙ 2 Bedrooms ∙ 6 Guests

2 2
cottage , Whissendine
Buckingham House, a converted barn in Whissendine, Rutland, is situated close to Oakham and Melton Mowbray, offering easy access to Rutland Water Nature Reserve and Aqua Park Rutland.
This pet-friendly holiday home sleeps six guests in two en-suite bedrooms (one super-king, one king with sofa bed), boasting a spacious open-plan living area, wood-burning stove, hot tub, and barbecue facilities; nearby attractions include the White Lion Inn.
Amberleigh - Oakham
Oakham
13/07 – 14/07
A$1332/nightfor 1 night

Amberleigh

5 3
apartment , Cottesmore
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.

Best Oakham holiday rentals with parking

Mange-tout Maison - Uk32607 - Oakham
8.0 3 reviews
Oakham
12/07 – 15/07
A$382/nighttotal: A$1146 (3 )

Mange-tout Maison - Uk32607

2 2
house , Manton
Mange-Tout Maison is a charming house situated in the peaceful village of Manton, just 22 miles from the University of Leicester and De Montfort University, making it ideal for exploring the area. The property has consistently received excellent ratings for its cleanliness, location, and overall experience.
This two-bedroom house comfortably accommodates four guests and features a well-equipped kitchen with a dishwasher, a private garden, and free Wi-Fi. Guests can enjoy a relaxing stay with access to a terrace, free parking, and a peaceful location perfect for unwinding.
Kite - Exton Park - Oakham
8.5 2 reviews
Oakham
04/07 – 06/07
A$548/nighttotal: A$1096 (2 )

Kite - Exton Park

3 2
house , Exton
This property in Exton offers a rural setting, situated 45 kilometres from Leicester Train Station and the University of Leicester, and 19 kilometres from Burghley House.
This detached house, suitable for up to 11 guests, features 3 bedrooms, 1 bathroom, private parking, and a fireplace, with opportunities for cycling nearby.
Cottage ∙ 3 Bedrooms ∙ 6 Guests - Oakham
8.5 6 reviews
Oakham
20/12 – 27/12
A$537/nighttotal: A$3759 (7 )

Cottage ∙ 3 Bedrooms ∙ 6 Guests

3 4
cottage
This charming cottage is situated in the peaceful Rutland countryside, just a short drive from the village of Exton and the town of Oakham. The surrounding area offers a tranquil escape from the hustle and bustle of city life, with plenty of opportunities to explore the local countryside.
The cottage provides comfortable accommodation for up to six guests, with three bedrooms and a spacious living area spanning 130 square metres. Guests can enjoy a fully equipped kitchen, a relaxing garden, and a patio perfect for enjoying the fresh air.
3 Severn Close Contractor Home In Oakham Near Rutland Water With Parking - Oakham
8.4 30 reviews
Oakham
04/07 – 06/07
A$364/nighttotal: A$728 (2 )

3 Severn Close Contractor Home In Oakham Near Rutland Water With Parking

3 2
house , Oakham
This three-bedroom house in Oakham, near Rutland Water, is situated 31km from Leicester and offers easy access to attractions within a 48km radius.
Sleeping up to nine guests, the property boasts a fully equipped kitchen with dishwasher, a garden, free parking, Wi-Fi, a washing machine, and a flat-screen TV; enjoy outdoor dining and explore nearby Rutland Water.

Frequently asked questions about holiday rentals in Oakham

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

    Oakham is a charming market town with plenty to see and do. You can visit the historic Oakham Castle, with its impressive collection of horseshoes, or explore the Rutland Water Nature Reserve for a spot of birdwatching. If you're looking for something a bit different, the nearby Rockingham Castle is a great day trip, with its beautiful gardens and historical significance.
  • 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 and cycling trails, with stunning views across the lake. The Oakham Town Trail is a great way to explore the town's historic streets and buildings. For a more challenging ride, the Jurassic Way cycle route runs through the nearby countryside, offering a glimpse of the region's geological history.
  • What are the most popular Airbnbs in Oakham?

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

    Rutland Water is a popular spot for watersports, with opportunities for sailing, windsurfing, and kayaking. If you're looking for something more relaxed, you can enjoy a round of golf at the Oakham Golf Club. There are also several walking and cycling trails in the surrounding countryside, perfect for exploring the local area.
  • 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 to other towns and cities in the region. You can easily reach Stamford, Leicester, and Peterborough by car or public transport. If you're feeling adventurous, a day trip to the historic city of York is also possible.
  • What are the best rentals for families and kids in Oakham?

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

    Vacation rentals in Oakham typically offer a range of amenities, including Wi-Fi, a fully equipped kitchen, and a comfortable living space. Many also have private gardens or patios, perfect for enjoying the local weather. Some even have hot tubs or swimming pools, depending on the size and type of property.
  • 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 great destination all year round, but the best time to visit depends on your preferences. Spring and autumn offer mild weather and stunning scenery, while summer is perfect for enjoying the outdoors. Winter brings a cosy atmosphere and the chance to experience the town's Christmas markets.
  • What are the local dishes in Oakham region?

    The local cuisine in Oakham is hearty and traditional, with a focus on fresh, seasonal ingredients. You can try local favourites like pork pie, Stilton cheese, and Melton Mowbray pork pies. The area is also known for its excellent pubs, serving classic British dishes and local ales.

Destinations nearby

Best Oakham holiday rentals with a balcony

Rutland View - Oakham
9.4 143 reviews
Oakham
12/07 – 15/07
A$305/nighttotal: A$915 (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.
Topiary Barn - Stylish Accommodation In Rutland - Oakham
9.6 146 reviews
Oakham
12/07 – 15/07
A$208/nighttotal: A$624 (3 )

Topiary Barn - Stylish Accommodation In Rutland

1 2
apartment , Uppingham
Topiary Barn is a self-catering apartment located in Uppingham, Rutland, just 32km from the University of Leicester and De Montfort University, making it an ideal base for exploring the area. This apartment has consistently received excellent reviews for its location, cleanliness, and overall user experience.
The apartment offers a comfortable and modern stay with a fully equipped kitchen, a spacious 21 square meter living area, and a private garden with a terrace. Guests can enjoy the convenience of free parking, a washing machine, and free WiFi, making it ideal for both short and longer stays.
Osprey Cottage, Manton In Rutland - Oakham
9.9 278 reviews
Oakham
20/12 – 27/12
A$295/nighttotal: A$2065 (7 )

Osprey Cottage, Manton In Rutland

2 4
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.
Moorhen At Exton Park, Rutland - Dog Friendly - Oakham
Oakham
04/07 – 06/07
A$548/nighttotal: A$1096 (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.

Best pet friendly Oakham holiday rentals

Among the 51 accommodations in Oakham, here are the 4 best pet friendly rentals

Cottage ∙ 1 Bedroom ∙ 4 Guests - Oakham
Oakham
20/12 – 27/12
A$211/nighttotal: A$1477 (7 )

Cottage ∙ 1 Bedroom ∙ 4 Guests

1 4
cottage
America Lodge is an annex located in Brooke, Rutland, offering countryside views and situated 4.9 kilometres from Oakham, known for its medieval castle and museum.
This one-bedroom annex accommodates up to four guests and features a well-equipped kitchen, a sitting room with a sofa bed, an en-suite shower room, and access to a garden, with off-road parking provided and proximity to Rutland Water Nature Reserve.
Beautiful Grade Ii Listed, Fully Renovated Cottage - Oakham
10 12 reviews
Oakham
20/12 – 27/12
A$360/nighttotal: A$2520 (7 )

Beautiful Grade Ii Listed, Fully Renovated Cottage

1 4
apartment , Egleton
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.
Cygnet - Exton Park - Oakham
10 1 review
Oakham
04/07 – 06/07
A$548/nighttotal: A$1096 (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.
Beautiful Conversion In Rutland Countryside - Oakham
10 170 reviews
Oakham
20/12 – 27/12
A$307/nighttotal: A$2149 (7 )

Beautiful Conversion In Rutland Countryside

1 4
farm , Whissendine
This converted barn is located in the peaceful Rutland countryside, just a short distance from Whissendine, with easy access to walking and cycling routes. It has consistently received excellent ratings for its location, cleanliness, and overall user experience.
The self-catering property can accommodate up to four guests and features a comfortable bedroom with a king-size bed, a sitting room with a sofa bed, and a utility room with washing facilities. Guests can enjoy a private garden with seating and a BBQ, as well as a modern kitchen equipped with a dishwasher, microwave, and Nespresso coffee machine.
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