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

Cosy Contryside Annex - Oakham
10 6 reviews
Oakham
12/07 – 15/07
$227/nighttotal: $681 (3 )

Cosy Contryside Annex

1 2
apartment , Pilton
This Pilton annex apartment is situated near Rutland Water, offering easy access to scenic countryside walks and cycle routes.
The self-contained flat sleeps two adults and two children, boasting a king-size bed, double sofa bed, small kitchen, and private parking, plus a travel cot and highchair are available on request.
Independence House - Oakham - Oakham
9.8 6 reviews
Oakham
04/07 – 06/07
$923/nighttotal: $1846 (2 )

Independence House - Oakham

4 2
apartment , Oakham
This charming house is just a short walk from Oakham Castle and a 10-minute drive from Rutland Water Country Park, offering easy access to both historic attractions and outdoor activities. It has consistently received excellent reviews from previous guests.
This 93 square metre property comfortably sleeps 9 people in its four bedrooms and has two bathrooms. The kitchen is equipped with a fridge, microwave, and dishwasher, and the house also has a garden, a terrace, and parking.
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.
Cottage ∙ 2 Bedrooms ∙ 6 Guests - Oakham
Oakham
13/07 – 14/07
$1424/nightfor 1 night

Cottage ∙ 2 Bedrooms ∙ 6 Guests

2 3
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.

Best Oakham vacation rentals with parking

Lotus Belle Tent With Private Deck, Bbq Garden And Hammock Overlooking Rutland Water - Oakham
Oakham
04/07 – 06/07
$443/nighttotal: $886 (2 )

Lotus Belle Tent With Private Deck, Bbq Garden And Hammock Overlooking Rutland Water

1 2
cabin , Rutland
This unique glamping tent, named "The Lotus Belle," is situated on the waterfront of Rutland Water in Oakham, just 1.8 kilometers from Oakham Castle and Lyddington Bede House, offering direct views of the water and nature reserve amongst cider orchards.
This 28 square meter glamping tent accommodates two guests with a king-size bed, private bathroom facilities a few steps away, and in-tent amenities including a fridge and heating, complemented by outdoor features like a BBQ and fire pit, with opportunities for wildlife viewing and membership to the Wanderlust Camping Club.
Osprey Cottage, Manton In Rutland - Oakham
9.9 278 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.
Carrot Cottage - Uk32609 - Oakham
9.5 17 reviews
Oakham
12/07 – 15/07
$318/nighttotal: $954 (3 )

Carrot Cottage - Uk32609

2 2
house , Manton
Carrot Cottage is a charming house located in Manton, a peaceful village just 22 miles from Leicester and its attractions. The property has consistently received excellent ratings for location, cleanliness, and overall guest experience.
The cottage offers two bedrooms and one bathroom, comfortably accommodating up to six guests. Enjoy the convenience of free Wi-Fi, private parking, a fully equipped kitchen, and a relaxing garden, perfect for unwinding after a day exploring the local area.
Flat 2, The Maltings - Oakham
9.8 9 reviews
Oakham
13/07 – 14/07
$1064/nightfor 1 night

Flat 2, The Maltings

2 3
apartment , Oakham
Flat 2, The Maltings in Oakham offers a self-catering property within 38-45km of Leicester, Belgrave Road, Trent Bridge Cricket Ground, and Kelmarsh Hall, ideal for exploring Rutland and beyond.
This two-bedroom, two-bathroom house boasts 105 square metres of space, sleeping up to seven guests and including a fully equipped kitchen, garden, parking, and free Wi-Fi; nearby activities include golfing, cycling, and fishing.

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

Rutland View - Oakham
9.4 143 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.
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.
Clock Cottage Self Contained Rutland Rural Retreat - Oakham
9.0 20 reviews
Oakham
12/07 – 15/07
$185/nighttotal: $555 (3 )

Clock Cottage Self Contained Rutland Rural Retreat

1 2
apartment , Manton
Clock Cottage, a self-contained flat in Manton, Rutland, offers a tranquil rural retreat 12.2 km from Rockingham Castle and 24.1 km from Burghley House.
This 36 square metre property includes a bedroom, bathroom, well-equipped kitchen with dishwasher, a private garden, patio, and outdoor dining area, comfortably sleeping three guests.
Park Cottage - Oakham
Oakham
20/12 – 27/12
$420/nighttotal: $2940 (7 )

Park Cottage

2 4
apartment , Glaston
Park Cottage, a two-bedroom holiday home in Glaston, Rutland, is situated 3.2km east of Uppingham and 6.4km south of Rutland Water, offering easy access to walking, cycling and watersports.
This pet-friendly self-catering property boasts 14 square metres of floor space, including a king-size bed (convertible to twins), a log burner, a Smart TV, a fully equipped kitchen with dishwasher, a bathroom with Bamford toiletries, off-road parking for two cars, and can comfortably accommodate four guests.

Best pet friendly Oakham vacation rentals

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

Field View - Oakham
10 43 reviews
Oakham
12/07 – 15/07
$281/nighttotal: $843 (3 )

Field View

1 2
apartment , Braunston
This modern apartment is located just 800 metres from the picturesque village of Braunston-in-Rutland, offering beautiful countryside views. It has consistently received excellent ratings for its cleanliness, location, and overall experience.
The self-contained flat can accommodate up to 5 guests and features a spacious and modern layout. The apartment offers a range of amenities including a fully equipped kitchen-diner, a relaxing lounge, a private balcony, a south-facing patio, EV charging, and is dog-friendly.
Hudson Apartment, Oakham Centre By Belmont Places - Oakham
9.9 14 reviews
Oakham
20/12 – 27/12
$632/nighttotal: $4424 (7 )

Hudson Apartment, Oakham Centre By Belmont Places

1 4
apartment , Rutland
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.
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.
Cottage ∙ 1 Bedroom ∙ 4 Guests - Oakham
Oakham
20/12 – 27/12
$207/nighttotal: $1449 (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.
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