Holiday Rentals in Oakham

51 available vacation rental offers

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Oakham holiday rentals
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Best Holiday rentals and Airbnb offers in Oakham

Best family friendly Oakham holiday rentals

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

Self-contained Studio Annexe In Oakham. - Oakham
9.6 274 reviews
Oakham
02/09 – 03/09
SG$133/nightfor 1 night

Self-contained Studio Annexe In Oakham.

1 2
studio , Rutland
This charming bed and breakfast is situated just a short drive from Rutland Water and Burghley House, making it an ideal base for exploring the beautiful countryside of Rutland. The property has consistently received excellent ratings for its cleanliness, location, and the friendly service provided by the host.
The self-catering accommodation offers a private entrance and garden access, perfect for enjoying a peaceful retreat. The room comfortably sleeps two guests and is equipped with a kitchenette, a TV with Netflix, and a travel cot for families with young children.
Cottage ∙ 2 Bedrooms ∙ 4 Guests - Oakham
9.8 20 reviews
Oakham
04/09 – 06/09
SG$823/nighttotal: SG$1646 (2 )

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.
Cottage ∙ 2 Bedrooms ∙ 4 Guests - Oakham
8.9 7 reviews
Oakham
02/09 – 03/09
SG$675/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.
Cottage ∙ 2 Bedrooms ∙ 4 Guests - Oakham
10 2 reviews
Oakham
02/09 – 03/09
SG$879/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.

Best Oakham holiday rentals with parking

40 M² Apartment ∙ 1 Bedroom ∙ 2 Guests - Oakham
9.3 28 reviews
Oakham
07/08 – 08/08
SG$345/nightfor 1 night

40 M² Apartment ∙ 1 Bedroom ∙ 2 Guests

1 2
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.
27 Brocklehurst - Oakham
Oakham
02/09 – 03/09
SG$659/nightfor 1 night

27 Brocklehurst

1 2
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.
Flat 2, The Maltings - Oakham
10 1 review
Oakham
04/09 – 06/09
SG$802/nighttotal: SG$1604 (2 )

Flat 2, The Maltings

1 2
cottage , Oakham
This Oakham cottage offers convenient access to Oakham train station (under 1.6km), Oakham Castle (under 2km), and Rutland Water Country Park (under 2km).
The self-catering property includes a fully equipped kitchen with fridge and dishwasher, laundry facilities, and free Wi-Fi, and is within easy reach of Rutland Water Nature Reserve and The Rutland Falconry and Owl Centre (both under 5km).
Coot Is Nestled In A Walled Garden Of A Rural Estate In Exton Park, Rutland - Oakham
Oakham
04/09 – 06/09
SG$589/nighttotal: SG$1178 (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.

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 historic carriages. For something different, visit the Rutland County Museum, housed in a beautiful 17th-century building. Just outside Oakham, you can explore the picturesque Rutland Water, offering watersports, walking trails, and stunning views.
  • 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 Oakham to Burley route along the River Gwash is a lovely cycle path, while the Rutland Water Nature Reserve offers a variety of walking trails, including the 10km circular route around the reservoir. For a more challenging climb, try the route up to the top of Normanton Hill, with its panoramic views across the countryside.
  • 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 sailing, windsurfing, and kayaking available. There are also plenty of opportunities for walking, cycling, and birdwatching in the surrounding countryside. For something a bit different, try a round of golf at the Oakham Golf Club.
  • What are the best vacation rentals with a pool in Oakham?

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

    Oakham is well-connected, with easy access to nearby towns like Stamford, Melton Mowbray, and Uppingham. You can also reach the city of Leicester by car or train in under an hour. For a day trip, consider visiting the historic city of Peterborough or the charming market town of Grantham.
  • 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 amenities are commonly available in vacation rentals in Oakham?

    Vacation rentals in Oakham often offer a range of amenities, including Wi-Fi, parking, and a fully equipped kitchen. Many also have gardens, patios, or balconies, perfect for enjoying the outdoors. Some rentals even have hot tubs or swimming pools, depending on the 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 beautiful year-round, but the best time to visit really depends on your interests. Spring and autumn are ideal for exploring the countryside, while summer offers the chance to enjoy watersports and outdoor activities. If you prefer a quieter experience, consider visiting during the winter months when the town is less crowded.

Destinations nearby

Best Oakham holiday rentals with a balcony

The Paddock Lodge - Oakham
Oakham
01/07 – 31/07
SG$366/nighttotal: SG$10980 (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.
Modern Peaceful Open Plan 1-bed Apartment Rutland - Oakham
Oakham
07/08 – 08/08
SG$374/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

27 Brocklehurst - Oakham
8.3 14 reviews
Oakham
02/09 – 03/09
SG$727/nightfor 1 night

27 Brocklehurst

2 2
house , Oakham
27 Brocklehurst is a holiday home located in Oakham, just 37 kilometres from Belgrave Road and 39 kilometres from Leicester Train Station, offering a tranquil setting with easy access to both Leicester and Nottingham. This property has received very good ratings for location, cleanliness and overall user experience.
The house has two bedrooms and two bathrooms, covering 105 square meters and accommodating up to four guests. It features a fully equipped kitchen with a dishwasher and oven, a washing machine, a garden, free Wi-Fi, and parking.
Hastings Cottage - Oakham
10 2 reviews
Oakham
02/09 – 03/09
SG$164/nightfor 1 night

Hastings Cottage

1 2
apartment , Rutland
This self-contained annexe, Hastings Cottage, is situated within a historic pub in Oakham, just 200 meters from the town's central district and its array of pubs and restaurants, including Sarpech, recognised as a top curry house. This newly furnished one-bedroom annex offers accommodation for two guests, featuring a kitchenette with a fridge, microwave, and hob, a kingsize bed, WiFi, and a TV, and welcomes well-behaved dogs with prior notice.
27 Brocklehurst Is Near Oakham - Oakham
Oakham
02/09 – 03/09
SG$678/nightfor 1 night

27 Brocklehurst Is Near Oakham

2 2
apartment , Oakham
This two-bedroom flat near Oakham in Rutland is located 0.5 kilometres from a pub and 1.5 kilometres from a shop, offering convenient access to Oakham town centre's shops, restaurants, and the 12th-century Oakham Castle, with Rutland Water Nature Reserve approximately 2.4 kilometres away.
The open-plan living space features a gas fire, a well-equipped kitchen with a dishwasher, enclosed decking, and off-road parking for three cars, with fast WiFi included and one well-behaved dog welcome, accommodating up to four guests.
The Paddock Lodge - Oakham
Oakham
01/07 – 31/07
SG$330/nighttotal: SG$9900 (30 )

The Paddock Lodge

1 3
gîte , Leicestershire
This holiday cottage is situated within the grounds of Launde Park Farm, approximately 24 kilometres south-east of Leicester city, offering a rural escape in Leicestershire.
This pet-friendly, family-friendly holiday home accommodates up to six guests and features three double bedrooms, two contemporary shower rooms, a well-equipped kitchen including a fridge, freezer and microwave oven, and a private hot tub on a spacious deck.
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