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

Popular Family-Friendly Holiday Rentals in Oakham

Getting the holiday rental right makes all the difference for a family trip to Oakham. Find city attractions within easy reach. Start comparing now.

Cottage ∙ 2 Bedrooms ∙ 4 Guests - Oakham
10 2 reviews
Oakham
02/09 – 03/09
£510/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.
The Old Greetham Inn / 5br Private Pool & Hot Tub - Oakham
Oakham
01/07 – 31/07
£1290/nighttotal: Â£38700 (30 )

The Old Greetham Inn / 5br Private Pool & Hot Tub

1 3
apartment , Rutland
This historic coaching inn, set in the rural county of Rutland on the Great North Road, offers a countryside experience with modernised amenities for events.
Accommodating up to 16 guests across 5 bedrooms, this property features a private indoor pool, steam room, outdoor hot tub, and an entertainment area with a Tandoori oven and BBQ station.
The Paddock Lodge - Oakham
Oakham
01/07 – 31/07
£191/nighttotal: Â£5730 (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.
Cottage ∙ 2 Bedrooms ∙ 4 Guests - Oakham
9.8 20 reviews
Oakham
07/08 – 08/08
£662/nightfor 1 night

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.

Handpicked Self-Catering Rentals with Parking in Oakham

Park up and enjoy the city centre. These holiday rentals in Oakham come with a free car park on-site. Start comparing now.

Flat 2, The Maltings - Oakham
10 1 review
Oakham
04/09 – 06/09
£466/nighttotal: Â£932 (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).
Lotus Belle Tent With Private Deck, Bbq Garden And Hammock Overlooking Rutland Water - Oakham
Oakham
04/09 – 06/09
£269/nighttotal: Â£538 (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 - Exton Park - Oakham
9.0 1 review
Oakham
04/09 – 06/09
£342/nighttotal: Â£684 (2 )

Osprey - Exton Park

3 2
house , Exton
Osprey - Exton Park, a three-bedroom house in Exton, Leicestershire, is situated 19km from Burghley House and 26km from Rockingham Castle.
This self-catering property sleeps up to 11 guests, boasts a private garden, free on-site parking, and a fireplace, with towels and bed linen provided; cycling opportunities are available nearby.
Kite - Exton Park - Oakham
8.5 2 reviews
Oakham
04/09 – 06/09
£342/nighttotal: Â£684 (2 )

Kite - Exton Park

3 2
house , Exton
This property in Exton offers a rural setting, situated 45 kilometres from Leicester Train Station and the University of Leicester, and 19 kilometres from Burghley House.
This detached house, suitable for up to 11 guests, features 3 bedrooms, 1 bathroom, private parking, and a fireplace, with opportunities for cycling nearby.

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 a day out exploring nature, head to Rutland Water, a large reservoir with walking trails and watersports. The nearby town of Stamford is also worth a visit, with its charming cobbled streets and historic buildings.
  • 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 trails, from gentle strolls to challenging hikes. The Oakham to Melton Mowbray cycle route is a popular choice, taking you through picturesque countryside. The nearby Leicestershire Round is a 100-mile circular route, perfect for experienced cyclists.
  • What are the most popular Airbnbs in Oakham?

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

    Rutland Water is a great spot for watersports like sailing, windsurfing, and kayaking. You can also go fishing, or simply enjoy a picnic by the water. There are several golf courses in the area, and the countryside is ideal for walking, cycling, and horse riding.
  • 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 by road and rail, making it easy to explore other parts of the region. You can easily reach Stamford, Melton Mowbray, Leicester, and Peterborough by car or train. The city of Nottingham is also within a reasonable distance, offering a wide range of attractions.
  • 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 typically offer amenities such as Wi-Fi, a kitchen, and laundry facilities. Many also have a garden or patio, and some even have a hot tub or swimming pool. Be sure to check the listing for specific amenities.
  • 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 lovely destination year-round. Spring and autumn offer mild weather and beautiful scenery, while summer is ideal for enjoying outdoor activities. If you're looking for a quieter experience, consider visiting during the shoulder seasons.
  • What are the local dishes in Oakham region?

    The local cuisine is hearty and traditional, with dishes like Melton Mowbray pork pies, Stilton cheese, and Leicestershire oatcakes. You can also find plenty of pubs serving classic British fare, such as fish and chips and roast dinners. For something a bit different, try a local delicacy called 'Rutland pudding', a sweet bread pudding with a rich history.

Destinations nearby

Choose the Right Holiday Rentals with a Balcony in Oakham

A terrace with city skyline views is a fantastic reason to book a holiday rental in Oakham. View our top picks and start comparing now.

40 M² Apartment ∙ 1 Bedroom ∙ 2 Guests - Oakham
9.3 28 reviews
Oakham
07/08 – 08/08
£200/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.

Explore Pet-Friendly Holiday Rentals in Oakham

Travelling with a pet to Oakham is easy when your holiday rental is properly set up with nearby dog parks and city walks.

Coot - Exton Park - Oakham
Oakham
04/09 – 06/09
£342/nighttotal: Â£684 (2 )

Coot - Exton Park

3 2
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.
Hastings Cottage - Oakham
10 2 reviews
Oakham
02/09 – 03/09
£95/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.
Hudson Apartment, Oakham Centre By Belmont Places - Oakham
9.9 14 reviews
Oakham
01/07 – 31/07
£163/nighttotal: Â£4890 (30 )

Hudson Apartment, Oakham Centre By Belmont Places

1 3
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.
Coot Is Nestled In A Walled Garden Of A Rural Estate In Exton Park, Rutland - Oakham
Oakham
04/09 – 06/09
£342/nighttotal: Â£684 (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.
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