Compare Vacation Rentals & Airbnb in Oakham

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Oakham vacation rentals
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51 Rentals and Airbnb in Oakham

Best family friendly Oakham vacation rentals

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

Kings Retreat - Oakham
9.0 32 reviews
Oakham
20/12 – 27/12
$211/nighttotal: $1477 (7 )

Kings Retreat

2 4
house , Oakham
Kings Retreat is a 2-bedroom holiday home situated in Oakham, a short drive from both Belgrave Road and the University of Leicester, offering a peaceful escape in a charming market town. Guests have consistently praised its cleanliness, location and overall experience, making it a popular choice for families and groups.
The property offers a fully equipped kitchen, a private garden and comfortable living spaces, accommodating up to 6 guests. Enjoy the convenience of free Wi-Fi, a dishwasher, towels and bed linen, as well as easy access to Oakham's attractions, including Oakham Castle and the Rutland County Museum.
Cottage ∙ 2 Bedrooms ∙ 6 Guests - Oakham
Oakham
20/12 – 27/12
$427/nighttotal: $2989 (7 )

Cottage ∙ 2 Bedrooms ∙ 6 Guests

2 4
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.
Kings Retreat - Oakham
9.5 48 reviews
Oakham
20/12 – 27/12
$211/nighttotal: $1477 (7 )

Kings Retreat

2 4
apartment , Rutland
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.
Fennel Folly - Uk32608 - Oakham
9.1 3 reviews
Oakham
20/12 – 27/12
$422/nighttotal: $2954 (7 )

Fennel Folly - Uk32608

2 4
house , Manton
Fennel Folly is a charming house located in the village of Manton, just a short drive from Rockingham Castle and Burghley House. It has received excellent ratings for location, cleanliness, and overall user experience.
The property has two bedrooms, comfortably accommodating up to four guests. It features a fully equipped kitchen with a dishwasher, free Wi-Fi, a TV, a private garden, and free parking.

Best Oakham vacation rentals with parking

Buckingham House - Oakham
9.0 2 reviews
Oakham
20/12 – 27/12
$437/nighttotal: $3059 (7 )

Buckingham House

2 4
house , Oakham
Buckingham House, situated in Oakham, Rutland, offers easy access to Leicester (35-43km), De Montfort University (35-43km), and Nottingham Castle (43-48km).
This 105 square metre property sleeps up to 11 guests, boasting two bedrooms, two bathrooms (including a jacuzzi and walk-in shower), a fully equipped kitchen with dishwasher, free Wi-Fi, private parking, and a garden; nearby activities include golfing, cycling, and fishing.
Mange-tout Maison - Uk32607 - Oakham
8.0 3 reviews
Oakham
12/07 – 15/07
$375/nighttotal: $1125 (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.
Cottage ∙ 2 Bedrooms ∙ 4 Guests - Oakham
Oakham
20/12 – 27/12
$223/nighttotal: $1561 (7 )

Cottage ∙ 2 Bedrooms ∙ 4 Guests

2 4
cottage , Langham
This family-friendly cottage in Langham is located within easy reach of Rutland Water, just a few kilometers away, and the county town of Oakham, approximately 3 kilometers distant.
Offering accommodation for up to four guests across two bedrooms, this property includes Wi-Fi, a dishwasher, parking, and electric car charging, with convenient bike storage and proximity to outdoor pursuits.
Osprey Cottage, Manton In Rutland - Oakham
9.9 280 reviews
Oakham
20/12 – 27/12
$290/nighttotal: $2030 (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.

Frequently Asked Questions about vacation 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 history dating back to the 12th century. For a dose of nature, Rutland Water is a short drive away, offering watersports and scenic walks. If you're interested in history, the nearby town of Stamford is a charming place with a wealth of historic buildings.
  • What are the best Airbnb and vacation rentals in Oakham?

    Rooms @ Number Six, Fennel House - Charming House In Oakham Town Centre and Cozy Nook A Cosy 2-bed House In Oakham Rutland are the most popular Airbnb and vacation rentals in Oakham among travelers.

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

    The Rutland Water Nature Reserve has a variety of walking trails, with the 10km circular route around the reservoir being particularly popular. For cyclists, the scenic route along the A606 towards Stamford is a good option, offering rolling hills and picturesque villages.
  • What are the most popular Airbnbs in Oakham?

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

    Rutland Water is a haven for watersports, with sailing, windsurfing, and kayaking all popular activities. There's also a golf course and a number of fishing spots. For those who prefer land-based activities, there are plenty of walking and cycling trails in the area.
  • What are the best vacation rentals with a pool in Oakham?

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

    Stamford is a charming market town just a short drive away, known for its historic architecture and independent shops. The city of Leicester is also easily accessible, offering a wider range of attractions, including museums, theatres, and shopping.
  • 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 basic amenities like Wi-Fi, a washing machine, and a kitchen. Some may also have a garden or patio, and some even offer a hot tub or swimming pool.
  • What are the best rentals or Airbnbs with a jacuzzi in Oakham?

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

    The best time to visit Oakham is during the spring or autumn, when the weather is mild and the crowds are smaller. Summer can be busy and hot, while winter can be cold and wet.
  • What are the local dishes in Oakham region?

    The region is known for its hearty pub food, with dishes like steak and ale pie and fish and chips being popular choices. There are also a number of restaurants serving international cuisine, but you'll find that many of the local pubs offer a good selection of traditional English dishes.

Destinations nearby

Best Oakham vacation rentals with a balcony

Modern Peaceful Open Plan 1-bed Apartment Rutland - Oakham
Oakham
07/08 – 08/08
$406/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.
Rutland View - Oakham
9.4 144 reviews
Oakham
12/07 – 15/07
$300/nighttotal: $900 (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.
Market Town Hideaway - Oakham
8.8 7 reviews
Oakham
12/07 – 15/07
$200/nighttotal: $600 (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.
The Paddock Lodge - Oakham
Oakham
01/07 – 31/07
$398/nighttotal: $11940 (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.

Best pet friendly Oakham vacation rentals

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

A Characterful Home In Oakham - Oakham
9.3 28 reviews
Oakham
12/07 – 15/07
$328/nighttotal: $984 (3 )

A Characterful Home In Oakham

1 2
apartment , Rutland
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.
Modern Peaceful Open Plan 1 Bed Apartment Rutland - Oakham
10 7 reviews
Oakham
07/08 – 08/08
$369/nightfor 1 night

Modern Peaceful Open Plan 1 Bed Apartment Rutland

1 2
resort , Morcott
This apartment is located in a peaceful neighbourhood just a kilometre from Morcott's market square and the historic cathedral. It has received excellent ratings for cleanliness, location and user experience.
The flat has one bedroom and one bathroom, comfortably sleeping up to four guests. It comes with a fridge, internet access, a garden and parking, and allows pets.
The Granary Barn At America Lodge - Oakham
8.0 1 review
Oakham
20/12 – 27/12
$212/nighttotal: $1484 (7 )

The Granary Barn At America Lodge

1 4
house , Oakham
America Lodge, a detached house in Oakham, is located 31 kilometres from Leicester Train Station, Belgrave Road, the University of Leicester, and De Montfort University.
This one-bedroom cottage, accommodating up to four guests, offers 90 square meters of living space, a full kitchen with a dishwasher, complimentary Wi-Fi, private parking, and a garden, with cycling opportunities nearby.
Tickencote - Oakham
9.1 15 reviews
Oakham
20/12 – 27/12
$470/nighttotal: $3290 (7 )

Tickencote

2 4
house , Cottesmore
This pet-friendly house in Cottesmore, Rutland, is situated 17km from Burghley House and 24km from Rockingham Castle, offering easy access to local attractions.
The 105 square metre property sleeps four, boasting two bedrooms, two bathrooms, a fully equipped kitchen with dishwasher, and a garden with free Wi-Fi and parking.
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