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Holiday Rentals in Oakham

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83 Holiday rentals and Airbnb in Oakham

3 Severn Close Contractor Home In Oakham Near Rutland Water With Parking - Oakham
8.4 39 reviews
Oakham
2 3
469 €/nighttotal: 3283 € (7 )

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

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.
Charming Windmill In Rutland Countryside. - Oakham
10 3 reviews
Oakham
1 1
221 €/nighttotal: 13260 € (60 )

Charming Windmill In Rutland Countryside.

mill
This four-story windmill property near Morcott, Rutland, offers stunning valley views in a peaceful meadow setting.
The one-bedroom, two-bathroom dwelling sleeps four guests and boasts original sails, a modern kitchen, parking, internet access, and proximity to Morcott's amenities.
Woodcutters Cabin - Oakham
10 57 reviews
Oakham
2 1
187 €/nightfor 1 night

Woodcutters Cabin

gîte
This charming one-bedroom cabin is situated in Rutland, just a short distance from Rutland Water and the historic market town of Oakham, offering a peaceful escape in the heart of the English countryside. The cabin has received excellent ratings for cleanliness, location, and user experience, making it a highly recommended choice for travellers seeking a tranquil retreat.
The cabin is perfect for a family or group of up to six guests, featuring a unique design with a kitchen crafted from wood and a bedroom inspired by the surrounding trees. The cabin boasts a large, fenced garden with a fire pit, BBQ, deck, badminton net, and swing ball, providing plenty of space for outdoor activities and relaxation.
The Old Mill Retreat, Northfield Farm - Oakham
9.9 53 reviews
Oakham
1 1
124 €/nighttotal: 7440 € (60 )

The Old Mill Retreat, Northfield Farm

apartment
The Old Mill cottage is situated on a working farm, just 7km from Oakham and 10km from Melton Mowbray, making it ideal for exploring Rutland and Leicestershire. The cottage receives excellent ratings for cleanliness, location, and overall experience, offering a truly tranquil escape.
This charming, one-bedroom retreat comfortably accommodates two guests. The compact kitchen is well-equipped with a dishwasher, washing machine, and other essential appliances. Guests can enjoy a private garden, relax in the unique 'Bateau Lit' (boat bed) in the bedroom, or explore the surrounding farm and countryside.
The Limes - Beautiful Town House Apartment, Oakham - Oakham
8.7 58 reviews
Oakham
2 1
128 €/nighttotal: 896 € (7 )

The Limes - Beautiful Town House Apartment, Oakham

apartment - Oakham
The Limes is a townhouse located in Oakham, just 32km from Leicester Train Station and 32km from Belgrave Road, offering a convenient base for exploring the town and its surrounding countryside. The apartment has received excellent ratings for its cleanliness, location, and overall experience, ensuring a comfortable and enjoyable stay.
The property offers a spacious 1-bedroom flat with a separate living room, perfect for accommodating up to 7 guests, with a total floor area of 52 square meters. It features a fully equipped kitchen with a dishwasher and a coffee machine, free Wi-Fi, and a private entrance, providing all the essentials for a relaxing and hassle-free stay.
The Views From This Property Are Simply Stunning, Come And See For Yourself. - Oakham
9.8 8 reviews
Oakham
2 1
162 €/nighttotal: 324 € (2 )

The Views From This Property Are Simply Stunning, Come And See For Yourself.

cottage - Langham
This charming cottage is situated just 3km from the market town of Oakham, offering a peaceful retreat in the heart of the Rutland countryside. The cottage has received excellent reviews from previous guests, highlighting its comfortable and welcoming atmosphere.
The cottage features a spacious open plan living area, ideal for couples, and offers a private enclosed patio garden. It also includes amenities such as Wi-Fi, central heating, and parking, as well as access to a range of local attractions including Rutland Water and Burghley House.
Cozy Nook Boutique Cottage - Oakham
9.7 146 reviews
Oakham
2 2
172 €/nighttotal: 688 € (4 )

Cozy Nook Boutique Cottage

house - Oakham
Cozy Nook is a two-bedroom house located in Oakham, Rutland, approximately 30 kilometres from Leicester Train Station and 32 kilometres from both Belgrave Road and the University of Leicester.
This 55 square metre property offers a peaceful garden, private parking, and is conveniently located near Oakham town centre, making it ideal for exploring the local shops, restaurants, and attractions.
Spacious Secluded Rutland Home Near Oakham - Oakham
Oakham
2 3
110 €/nighttotal: 770 € (7 )

Spacious Secluded Rutland Home Near Oakham

apartment - Rutland
This 3-bedroom family house is located in a quiet residential area of Oakham, 5 minutes' walk from local shops, a pub, and a play park, and a 10-minute drive from Oakham town centre and Rutland Water.
This 70 square meter property offers accommodation for 4 guests with 4 bedrooms and 3 bathrooms, featuring a fully equipped kitchen, a lounge and dining area, a large private garden with fruit trees, and on-site parking.
Lovely Cottage In Pretty Village Nr Rutland Water - Oakham
9.9 106 reviews
Oakham
1 2
162 €/nighttotal: 4212 € (26 )

Lovely Cottage In Pretty Village Nr Rutland Water

apartment
Gable Cottage is a detached annexe situated on Ratts Lane, a quiet lane just off the main road through Braunston-in-Rutland, and is located between a bungalow on a bank and Snowdrop Cottage. The cottage has received excellent ratings for its location, cleanliness, and overall experience.
The self-catering property offers two bedrooms, sleeping up to four guests, and includes a bathroom with both a shower and bath, a gallery sitting area, and a kitchen with a fridge, freezer, and microwave oven. Guests can enjoy a breakfast welcome pack, electric vehicle charging, and parking for two cars on the driveway, as well as a £30 discount per night if only one bedroom is required.
Dog Friendly Safari Tent, Moorhen At Exton Park, Rutland - Oakham
Oakham
2 3
240 €/nighttotal: 1680 € (7 )

Dog Friendly Safari Tent, Moorhen At Exton Park, Rutland

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.
Grange Cottage - Oakham
Oakham
2 2
124 €/nighttotal: 496 € (4 )

Grange Cottage

house - Langham
Grange Cottage in Langham offers a convenient base, situated 32 kilometers from De Montfort University and the University of Leicester, and 42 kilometers from Trent Bridge Cricket Ground and Nottingham Castle, with Rockingham Castle a notable attraction 22 kilometers away.
This 2-bedroom cottage accommodates up to 7 guests, featuring a fully equipped kitchen with a dishwasher and washing machine, complimentary WiFi, private parking, and a private entrance for a comfortable self-catering stay.
The Old Stables Retreat, Northfield Farm - Oakham
9.8 154 reviews
Oakham
1 2
139 €/nighttotal: 8340 € (60 )

The Old Stables Retreat, Northfield Farm

gîte
This charming cottage is located in the picturesque countryside of Rutland, just a short drive from Rutland Water and the market towns of Melton Mowbray and Stamford. The property has received excellent ratings for its location, cleanliness, and overall experience, making it a perfect choice for a relaxing getaway.
The cottage offers two bedrooms and one bathroom, accommodating up to three guests. Guests can enjoy a spacious kitchen with a dual fuel cooker, a cosy sitting room with a wood burner, and a private outdoor space with a large grassy area perfect for enjoying the peaceful surroundings.

Best family friendly Oakham holiday rentals

Among the 83 accommodations in Oakham, here are the 4 best family friendly rentals

Melton Mowbray Luxury Stay - Oakham
8.2 4 reviews
Oakham
1 3
203 €/nighttotal: 12180 € (60 )

Melton Mowbray Luxury Stay

house - Melton Mowbray
This recently renovated holiday home is located in Melton Mowbray, 23 kilometres from East Midlands Airport and offering convenient access to Belgrave Road (22 kilometres) and Leicester Train Station (24 kilometres).
This family-friendly property offers 83 square meters of living space with 3 bedrooms, 2 bathrooms, a microwave oven, and a garden, accommodating up to 13 guests with free Wi-Fi and private parking.
The Paddock Lodge With Hot Tub - Oakham
Oakham
2 3
270 €/nighttotal: 1890 € (7 )

The Paddock Lodge With Hot Tub

cabin - Leicestershire
This pet-friendly lodge is located in rural Leicestershire, 630 meters from Launde Park Wood and 1.08 kilometers from Launde Park, offering a tranquil escape with easy access to local attractions.
This accommodation sleeps six guests and features three bedrooms, two bathrooms, a fully equipped kitchen with a dishwasher, a hot tub, a balcony, and a barbecue, with Wi-Fi and on-site parking provided for convenience.
Parsnip Place - Uk32606 - Oakham
8.7 3 reviews
Oakham
2 1
218 €/nighttotal: 436 € (2 )

Parsnip Place - Uk32606

house - Manton
Parsnip Place is a charming garden home located just 22 miles from the University of Leicester and De Montfort University, offering a peaceful retreat in the heart of Manton, a picturesque village. This property consistently receives very good ratings for cleanliness, user experience, and location, making it a popular choice for travellers.
This one-bedroom property comfortably accommodates two guests, providing a cosy and well-equipped space for a relaxing stay. Parsnip Place features a private garden, free Wi-Fi, a fully equipped kitchen with a dishwasher, and free on-site parking, ensuring a comfortable and convenient experience.
A Characterful Home In Oakham - Oakham
9.4 34 reviews
Oakham
2 3
184 €/nighttotal: 368 € (2 )

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.

Best Oakham holiday rentals with parking

The Chapel - Oakham
9.8 328 reviews
Oakham
2 2
159 €/nighttotal: 318 € (2 )

The Chapel

church
This Grade II listed chapel conversion is located in Wing, a small village in Rutland, just 5 kilometres from Rutland Water and a short drive from Stamford and Rockingham Castle. This stylish, self-contained property features two bedrooms, one bathroom, a fully equipped kitchen with a dishwasher, washing machine, and a wood-burning stove, and can accommodate up to four guests.
Stunning Thatched Barn- Newly Renovated, High Spec - Oakham
9.8 268 reviews
Oakham
2 1
130 €/nighttotal: 910 € (7 )

Stunning Thatched Barn- Newly Renovated, High Spec

apartment
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.
Rutland View - Oakham
9.3 141 reviews
Oakham
2 4
198 €/nighttotal: 792 € (4 )

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.
25 Finkey Street - Oakham
10 1 review
Oakham
2 3
213 €/nighttotal: 426 € (2 )

25 Finkey Street

house - Oakham
This three-bedroom holiday cottage in Oakham is situated 19 kilometres from Leicester Railway Station and 30 kilometres from Rockingham Castle.
This property offers accommodation for six guests, featuring a fully equipped kitchen, a private garden, and free WiFi, with a floor area of 65 square meters and a convenient check-out between 08:00 AM and 11:00 AM.

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 'horseshoes'. For something different, check out the Rutland Water Nature Reserve, a haven for birdwatchers. If you're looking for something a bit further afield, the historic city of Stamford is just a short drive away.
  • What are the best Airbnb and holiday rentals in Oakham?

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

    The Rutland Round is a popular 100km cycling route that takes you around Rutland Water. For a shorter walk, try the Oakham to Burley route, which follows the River Gwash. There are also plenty of trails within the Rutland Water Nature Reserve.
  • What are the most popular Airbnbs in Oakham?

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

    Oakham is well-connected to other towns and cities in the East Midlands. You can easily get to Stamford, Melton Mowbray, and Leicester by car or bus. If you're feeling adventurous, you could even take a train to Nottingham or Birmingham.
  • What are the best holiday rentals with a pool in Oakham?

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

    Most vacation rentals in Oakham offer basic amenities like a kitchen, bathroom, and comfortable beds. Some might have additional features like a garden, parking, or a washing machine. You can find a variety of options depending on your needs and budget.
  • 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 time of year is best to rent a vacation rental Oakham?

    The best time to visit Oakham depends on what you're looking for. Summer offers warm weather and longer daylight hours, ideal for outdoor activities. Spring and autumn are beautiful seasons for walking and exploring the countryside. Winter can be chilly, but offers a unique charm with Christmas markets and cosy pubs.
  • What are the best rentals or Airbnbs with a jacuzzi in Oakham?

  • What are the local dishes in Oakham region?

    Oakham is known for its traditional English pub food, including hearty pies, roast dinners, and fish and chips. You can also find local specialties like Melton Mowbray pork pies and Stilton cheese. There are a good number of restaurants in Oakham that offer a range of cuisines.

Popular destinations

Best Oakham holiday rentals with a balcony

Modern Peaceful Open Plan 1-bed Apartment Rutland - Oakham
Oakham
2 1
198 €/nighttotal: 396 € (2 )

Modern Peaceful Open Plan 1-bed Apartment Rutland

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.
Gable Cottage - Oakham
9.6 13 reviews
Oakham
2 1
160 €/nighttotal: 1120 € (7 )

Gable Cottage

cottage - Oakham
This charming cottage is located just 2.7km from Oakham Castle and within 6km of Rutland Water Country Park, offering a tranquil escape in the countryside. Guests have consistently rated this property as excellent.
The self-catering property features a kitchen, a garden, and a terrace, allowing you to enjoy the outdoors. Free Wi-Fi is available in public areas, and the cottage is smoke-free.
Osprey Cottage, Manton In Rutland - Oakham
9.9 291 reviews
Oakham
2 2
180 €/nighttotal: 360 € (2 )

Osprey Cottage, Manton In Rutland

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.
40 M² Apartment ∙ 1 Bedroom ∙ 2 Guests - Oakham
9.1 35 reviews
Oakham
2 1
181 €/nighttotal: 362 € (2 )

40 M² Apartment ∙ 1 Bedroom ∙ 2 Guests

apartment - Morcott
This self-catering apartment is located in Rutland, a short distance from the village of Morcott, close to the picturesque Rutland Water.
The 40 square metre apartment features a double bed, a private balcony, a fully equipped kitchen and free parking, perfect for a couple seeking a comfortable stay in the English countryside.

Best pet friendly Oakham holiday rentals

Among the 83 accommodations in Oakham, here are the 4 best pet friendly rentals

Hudson Apartment, Oakham Centre By Belmont Places - Oakham
9.9 18 reviews
Oakham
2 2
208 €/nighttotal: 416 € (2 )

Hudson Apartment, Oakham Centre By Belmont Places

apartment
The Hudson Apartment is located on Oakham's high street, just a short walk from shops, restaurants, and the town's main attractions. This property has received excellent user ratings, with a very good location rating and an excellent cleanliness rating.
The apartment has two bedrooms, comfortably accommodating up to six guests. It includes a fully equipped kitchen, a flat-screen TV, and high-speed internet access. Guests can easily explore Rutland Water, the Rutland County Museum, and other local attractions, all within a 10-kilometer drive.
Burley - Oakham
9.1 12 reviews
Oakham
2 3
847 €/nighttotal: 1694 € (2 )

Burley

house - Cottesmore
Seaton, a pet-friendly holiday home in Cottesmore, enjoys a peaceful countryside setting, approximately 18km from Burghley House and 24km from Rockingham Castle.
This three-bedroom, two-bathroom property offers self-catering facilities including a dishwasher, microwave, and fridge, alongside free Wi-Fi, private parking, and a garden; one well-behaved dog is welcome.
27 Brocklehurst - Oakham
Oakham
2 1
112 €/nighttotal: 448 € (4 )

27 Brocklehurst

cottage - Oakham
This pet-friendly Oakham cottage is situated 3.8km from Oakham Castle and within 10km of Rutland Water Country Park, Rutland Water Nature Reserve, Rutland Falconry and Owl Centre, and Burrough Hill Country Park.
The self-catering property boasts two bathrooms, a kitchen with a dishwasher and fridge, free Wi-Fi in communal areas, free parking, and a private garden.
Kings Retreat - Oakham
9.5 52 reviews
Oakham
2 2
87 €/nighttotal: 609 € (7 )

Kings Retreat

apartment
This charming cottage is located in Oakham, a historic market town in Rutland, just 3 kilometres from Rutland Water. It has received excellent ratings for its location, cleanliness, and overall experience.
The cottage offers a spacious living area for up to 6 guests and features a well-equipped kitchen with a dishwasher. Guests can enjoy a private garden, bike hire, and easy access to the town centre, Rutland Water, and the surrounding countryside.
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