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

Cottage ∙ 2 Bedrooms ∙ 4 Guests - Oakham
9.8 20 reviews
Oakham
02/09 – 03/09
A$1006/nightfor 1 night

Cottage ∙ 2 Bedrooms ∙ 4 Guests

2 2
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.
The Old Greetham Inn / 5br Private Pool & Hot Tub - Oakham
Oakham
01/07 – 31/07
A$2460/nighttotal: A$73800 (30 )

The Old Greetham Inn / 5br Private Pool & Hot Tub

1 3
apartment , Rutland
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.
Beautiful Grade Ii Listed, Fully Renovated Cottage - Oakham
10 12 reviews
Oakham
02/09 – 03/09
A$1115/nightfor 1 night

Beautiful Grade Ii Listed, Fully Renovated Cottage

3 2
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.
Cottage ∙ 2 Bedrooms ∙ 4 Guests - Oakham
8.9 7 reviews
Oakham
02/09 – 03/09
A$747/nightfor 1 night

Cottage ∙ 2 Bedrooms ∙ 4 Guests

2 2
cottage , Langham
This Langham holiday lodge, 27 Brocklehurst at Ranksborough Hall Holiday Park, is situated 3.9km from Oakham and a short walk from The Noel Arms pub, offering easy access to Rutland Water Nature Reserve.
The two-bedroom property sleeps four, features an open-plan living space with a gas fireplace, SMEG appliances, and a Smart TV, plus off-road parking for three cars, an enclosed decking area, and a garden.

Best Oakham holiday rentals with parking

Coot Is Nestled In A Walled Garden Of A Rural Estate In Exton Park, Rutland - Oakham
Oakham
04/09 – 06/09
A$652/nighttotal: A$1304 (2 )

Coot Is Nestled In A Walled Garden Of A Rural Estate In Exton Park, Rutland

3 2
apartment , Exton
Coot apartment, situated in Exton Park estate near Oakham, Rutland, offers easy access to Rutland Water and its attractions.
This three-bedroom, one-bathroom dwelling, sleeping six guests, features a fireplace and provides towels and linens; note that the apartment's floor area is a very small 1 square metre.
The Paddock Lodge - Oakham
Oakham
01/07 – 31/07
A$405/nighttotal: A$12150 (30 )

The Paddock Lodge

3 3
house , Withcote
The Paddock Lodge is a detached house located in Withcote, approximately 24-29 kilometres from Leicester's train station and universities, and 47-50 kilometres from Nottingham's Trent Bridge Cricket Ground and National Ice Centre.
This 65 square meter lodge offers three bedrooms, two bathrooms, and accommodates up to nine guests, featuring a hot tub, garden, terrace, and private parking, with opportunities for cycling nearby.
Cottage ∙ 2 Bedrooms ∙ 4 Guests - Oakham
10 2 reviews
Oakham
07/08 – 08/08
A$1121/nightfor 1 night

Cottage ∙ 2 Bedrooms ∙ 4 Guests

2 2
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.
The Hideout - Oakham
9.6 12 reviews
Oakham
07/08 – 08/08
A$1205/nightfor 1 night

The Hideout

2 2
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.

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 Home - Oakham
Oakham
07/08 – 08/08
A$572/nightfor 1 night

Rutland Home

1 2
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.
Modern Peaceful Open Plan 1-bed Apartment Rutland - Oakham
Oakham
07/08 – 08/08
A$414/nightfor 1 night

Modern Peaceful Open Plan 1-bed Apartment Rutland

1 2
apartment , Rutland
This Oakham apartment, situated within 10 kilometres of Rutland Water Nature Reserve, Rutland Water Golf Course, and Normanton Church, offers a peaceful retreat in the heart of Rutland.
The 40 square metre self-catering flat features one bedroom, one bathroom, a private balcony, and parking, comfortably accommodating two guests and including amenities such as a fully equipped kitchen and washing machine.

Best pet friendly Oakham holiday rentals

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

Stunning Thatched Barn- Newly Renovated, High Spec - Oakham
9.8 251 reviews
Oakham
07/08 – 08/08
A$332/nightfor 1 night

Stunning Thatched Barn- Newly Renovated, High Spec

1 2
apartment , Wing
Cedar Barn is a renovated stone thatched cottage located in the grounds of Cedar House, a short walk from the traditional village pub "Kings Arms" in Wing, and just 15 km from Rutland Water. This property has received excellent ratings for its location, cleanliness, and overall experience.
The cottage has one bedroom and one bathroom, comfortably accommodating up to two guests. It features a fully equipped kitchen with a fridge, a garden, parking, internet access, and allows pets.
Kite At Exton Park, Rutland, Dog Friendly - Oakham
Oakham
04/09 – 06/09
A$652/nighttotal: A$1304 (2 )

Kite At Exton Park, Rutland, Dog Friendly

3 2
cabin , Exton
This Oakham holiday cottage is conveniently located near Rutland Water Country Park and Nature Reserve, a 4-minute (approx. 2.4km) drive away, offering easy access to Barnsdale Gardens and Oakham Castle.
The 3-bedroom, 1-bathroom lodge boasts a cosy fireplace, on-site parking, and provides linens and towels; despite its compact 1 square metre floor area, it's ideal for cycling excursions in Rutland.
Dog Friendly Glamping Stay, Osprey, Exton Park, Rutland - Oakham
Oakham
04/09 – 06/09
A$652/nighttotal: A$1304 (2 )

Dog Friendly Glamping Stay, Osprey, Exton Park, Rutland

3 2
cabin , Exton
This three-bedroom lodge in Oakham is a 4-minute drive from Rutland Water Country Park and Nature Reserve, and a 14-minute walk from Barnsdale Gardens.
This property offers 1 square meter of floor area, accommodates up to six guests, and includes on-site parking, a garden, and a fireplace.
Coot - Exton Park - Oakham
Oakham
04/09 – 06/09
A$652/nighttotal: A$1304 (2 )

Coot - Exton Park

3 2
house , Exton
This Exton Park house, sleeping up to 11 guests, is peacefully situated in the countryside, approximately 19 and 26 kilometres from Burghley House and Rockingham Castle respectively.
The three-bedroom property boasts a fireplace, outdoor seating, free private parking, and is ideal for families or small groups seeking cycling opportunities in the scenic Rutland countryside.
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