Vacation Rentals in Oakham

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Oakham holiday rentals
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83 Holiday rentals and Airbnb in Oakham

Top-Rated Family-Friendly Holiday Rentals in Oakham, United Kingdom

Gather the whole extended family under one roof with massive living spaces made for lounging at family holiday rentals in Oakham, United Kingdom.

Positioned In A Tranquil And Totally Private Setting, Stables Cottage Is A Beautifully Converted For - Oakham
10 16 reviews

Positioned In A Tranquil And Totally Private Setting, Stables Cottage Is A Beautifully Converted For

apartment, Tilton On The Hill
This 3-bedroom house is located in Leicester, just 5 kilometers from Tilton On The Hill and within a 5-kilometer radius of Launde Big Wood, Tilton Railway Cutting, and Launde Park.
This family-friendly property sleeps up to 6 guests and features a fully equipped kitchen, a garden with barbecue facilities, and free parking.
A Characterful Home In Oakham - Oakham
9.4 34 reviews

A Characterful Home In Oakham

apartment
Three Dozen, a centrally located Rutland house in Oakham, is a 5-minute walk from Oakham's high street and close to Oakham Castle.
This three-bedroom, one-bathroom property sleeps five, features a kitchen, internet access, and is pet-friendly (confirmation required), offering easy access to Cutts Close playpark and the Castle Grounds.
Beautiful Grade Ii Listed, Fully Renovated Cottage - Oakham
10 13 reviews

Beautiful Grade Ii Listed, Fully Renovated Cottage

apartment
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.
Dog Friendly Cabin For 4 - Oakham
No reviews

Dog Friendly Cabin For 4

cabin, Market Overton
This two-bedroom lodge is located in a rural setting near Oakham, offering easy access to Rutland Water Nature Reserve (approximately 5 kilometers away) and cultural sites such as the Rutland County Museum.
This family-friendly accommodation for four guests includes a kitchen with a fridge and microwave, a private bathroom with a shower, and is ideally situated for water sports and cycling enthusiasts.

Best Oakham holiday rentals with parking

Beautiful Georgian Cottage Within A Private Walled Garden - Oakham
9.1 55 reviews

Beautiful Georgian Cottage Within A Private Walled Garden

house, Oakham
This Georgian cottage in Oakham provides secluded accommodation within a private walled garden, conveniently located approximately 32-34km from Leicester's universities, railway station, and Belgrave Road.
The three-bedroom property sleeps up to 11 guests, boasting a fully equipped kitchen with dishwasher, a terrace, garden, parking, and free Wi-Fi; nearby attractions include Trent Bridge Cricket Ground and Kelmarsh Hall, both around 45km away.
Rutland View - Oakham
9.3 142 reviews

Rutland View

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.
Cottage ∙ 3 Bedrooms ∙ 6 Guests - Oakham
No reviews

Cottage ∙ 3 Bedrooms ∙ 6 Guests

cottage, Empingham
Gardener's Cottage, a 3-bedroom holiday home in Empingham, is located 700 meters from Rutland Water and provides convenient access to Oakham's shops, castle, and museum.
This family-friendly property accommodates six guests with a kitchen/diner, sitting room featuring a woodburning stove, a ground-floor king-size bedroom with en-suite, and a family bathroom, all set within generous gardens with parking.
Cottage ∙ 2 Bedrooms ∙ 4 Guests - Oakham
9.1 5 reviews

Cottage ∙ 2 Bedrooms ∙ 4 Guests

cottage
This charming cottage is situated on the outskirts of Oakham, just a short drive from Exton village and within the Barnsdale Lodge Hotel estate. The surrounding area is peaceful and offers easy access to the amenities of Oakham town and the attractions of Rutland Water.
The cottage spans 105 square metres and comfortably sleeps up to 4 guests in its 2 bedrooms. Guests can enjoy a private patio, barbecue, and on-site restaurant and bar, along with a fully equipped kitchen, open-plan living room, and luxurious en-suite facilities.

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.

Popular destinations

Popular Holiday Rentals with a Terrace in Oakham, United Kingdom

Find holiday rentals with a balcony in Oakham, United Kingdom and take in the local scenery.

Moorhen At Exton Park, Rutland - Dog Friendly - Oakham
No reviews

Moorhen At Exton Park, Rutland - Dog Friendly

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.
Cybil's Retreat - Renovated 2 Bedroom House With Enclosed Garden - Oakham
9.6 25 reviews

Cybil's Retreat - Renovated 2 Bedroom House With Enclosed Garden

house, Uppingham
Cybil's Retreat, a renovated 19th-century house in Uppingham, Rutland, is conveniently located 9.6km from Rockingham Castle and 22.5km from Burghley House.
This 107 square metre dwelling boasts two bedrooms, two bathrooms, sleeps up to seven guests, and includes a fully equipped kitchen, garden, terrace, and free Wi-Fi.
Rutland Hall Lakeside Lodges - Oakham
8.3 52 reviews

Rutland Hall Lakeside Lodges

house, Oakham
Rutland Hall Lakeside Lodges are located in Oakham, just 43 kilometres from Leicester Train Station and Belgrave Road, offering a tranquil escape by Rutland Water. The lodges have received consistently high ratings for cleanliness, location, and overall experience.
These modern lodges feature fully equipped kitchens with fridges, dishwashers, and ovens, allowing guests to prepare their own meals. Guests can enjoy a range of on-site amenities including a fitness centre, indoor swimming pool, garden, terrace, restaurant, and bar, as well as free Wi-Fi and private parking.
Rutland Point - Oakham
No reviews

Rutland Point

apartment, Uppingham
Rutland Point, a one-bedroom flat, is located in Uppingham, providing easy access to local amenities and the Rutland countryside, with the town centre approximately 500 meters away.
This accommodation offers complimentary WiFi, a fully equipped kitchen, a private garden and terrace, and on-site parking for up to three guests.

Popular Dog-Friendly Holiday Rentals in Oakham, United Kingdom

Give your four-legged companion a cozy place to curl up at pet-friendly holiday rentals in Oakham, United Kingdom.

Gardeners Cottage - Oakham
No reviews

Gardeners Cottage

house, Oakham
Gardeners Cottage is a 3-bedroom, 2-bathroom house located in Oakham, 12.2 kilometres from the historic Burghley House.
This accommodation offers 130 square metres of space for up to 11 guests, featuring a fully equipped kitchen with a dishwasher, complimentary WiFi, private parking, and a garden.
Coot Is Nestled In A Walled Garden Of A Rural Estate In Exton Park, Rutland - Oakham
No reviews

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

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.
Rutland Rural Retreat - Oakham
No reviews

Rutland Rural Retreat

apartment
This three-bedroom holiday cottage in Manton, Rutland, is situated adjacent to Rutland Water, offering direct access to cycle routes and a 5-minute drive to the market towns of Oakham and Uppingham, with a bus stop at the end of the road.
This pet-friendly accommodation sleeps up to six guests and features a low-maintenance garden with patios, artificial grass, and a lockable shed for bike storage, alongside a modern bathroom and downstairs WC.
Coot - Exton Park - Oakham
No reviews

Coot - Exton Park

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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