Holiday Rentals in Oakham

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Oakham holiday rentals
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Oakham holiday rentals: compare the best deals

Best family friendly Oakham holiday rentals

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

Hunky Dory Cottage, Central Oakham, Rutland - Oakham
10 63 reviews

Hunky Dory Cottage, Central Oakham, Rutland

apartment
This charming cottage is located in the centre of Oakham, just a short walk from Mill Street, Oakham Castle, and the town's amenities. The cottage boasts excellent ratings for cleanliness, location and user experience, ensuring a comfortable stay.
The cottage has three bedrooms, sleeping up to six guests, and a spacious dining room, lounge and a new kitchen. The cottage offers a private courtyard, a bathroom with a shower/bath, and a downstairs toilet, as well as a fully equipped kitchen and free Wi-Fi.
High Street Apartment - Oakham
9.8 158 reviews

High Street Apartment

apartment, Uppingham
This charming apartment is located in Uppingham, a picturesque market town in the English countryside, just 50 kilometres from Nottingham, 27 kilometres from Leicester, and 40 kilometres from Northampton. It has received excellent ratings for its location, cleanliness, and overall experience.
The self-catering property is spread over 8 square metres and comfortably accommodates up to 5 guests in its 3 bedrooms and 1 bathroom. It features a fully equipped kitchen, a private garden, a tennis court, and free Wi-Fi, making it perfect for families or groups of friends looking for a relaxing and enjoyable stay.
Fennel Folly Apartment - Oakham
9.7 39 reviews

Fennel Folly Apartment

apartment
Fennel Folly is a self-catering apartment located in Manton, Rutland, just 5km from Oakham and Uppingham, offering a peaceful and secluded setting in the grounds of Broccoli Bottom. This apartment has received excellent ratings for location, cleanliness, and user experience.
The apartment features two bedrooms, accommodating up to four guests, with an open-plan living, dining, and kitchen area. It boasts a private balcony for outdoor dining, a fully equipped kitchen, and a garden, making it ideal for families or groups of friends. Guests can enjoy walking trails, water sports, and stunning views at Rutland Water, which is within walking distance.
We Stay - Park Cottage - Oakham
9.8 8 reviews

We Stay - Park Cottage

apartment
Park Cottage, a secluded rural retreat in Glaston, Rutland, enjoys breathtaking countryside views and is situated up a private driveway offering tranquility.
This two-bedroom self-catering property sleeps four, boasting a cosy lounge with log burner, well-equipped kitchen, stylish dining area, luxurious bathroom with Bamford toiletries, and a private garden; off-road parking for two vehicles is also available.

Best Oakham holiday rentals with parking

The Gallery Two Bedroom Apartment - Oakham
9.8 113 reviews

The Gallery Two Bedroom Apartment

apartment, Oakham
The Gallery Two Bedroom Apartment is located in a peaceful area, just 24 miles from Leicester Train Station and 25 miles from the University of Leicester. The apartment has consistently received excellent ratings for its cleanliness, location, and overall experience.
The apartment offers a comfortable 50 square metre space, accommodating up to 4 guests in two bedrooms and one bathroom. Enjoy a fully equipped kitchen, free Wi-Fi, a private patio and balcony, and free parking on-site.
The Limes - Beautiful Town House Apartment, Oakham - Oakham
No reviews

The Limes - Beautiful Town House Apartment, Oakham

apartment, Oakham
This townhouse flat in Oakham offers complimentary Wi-Fi and free on-site parking, located conveniently for access to local amenities and attractions.
Spanning 52 square meters, this non-smoking property features a kitchen with a fridge and dishwasher, one bathroom, and provides in-room entertainment, with some units offering a separate living area or balcony.
Beautiful Barn In Rutland With Outside Dining Area - Oakham
9.9 79 reviews

Beautiful Barn In Rutland With Outside Dining Area

farm
This Rutland farm stay in Langham is situated 8 minutes from Hambleton and Rutland Water, offering easy access to Oakham, Uppingham, and Stamford.
The self-catering barn sleeps two guests in one bedroom and one bathroom, boasting a kitchen, parking, and excellent internet access, ideal for exploring Rutland Water's attractions and nearby market towns.
Lotus Belle Tent With Private Deck, Bbq Garden And Hammock Overlooking Rutland Water - Oakham
No reviews

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

cabin, Rutland
This luxurious Lotus Belle tent, situated in Oakham, Rutland, overlooks Rutland Water and is close to Oakham Castle.
The 28-square-metre glamping unit sleeps one guest, features a king-size bed, private bathroom, and on-site BBQ facilities, plus includes Wanderlust Camping Club membership.

Frequently asked questions about holiday rentals in Oakham

  • What are some interesting places to visit in or near Oakham?

    Oakham is a lovely market town, with the historic Oakham Castle being a must-see. It's home to a collection of horseshoes, a tradition dating back to the 16th century. Just outside of Oakham, you'll find the Rutland Water Nature Reserve, a beautiful spot for birdwatching and water sports.
  • 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?

    For walking, the Rutland Round is a popular 100km trail that takes you around the whole of Rutland, with Oakham being a good starting point. For cycling, the scenic route along the River Gwash, heading towards the town of Stamford, is a favourite.
  • 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 place for sailing, windsurfing, and kayaking. You can also go fishing, horse riding, or simply enjoy a picnic by the water. For something a bit more adventurous, there's a Go Ape site at nearby Normanton.
  • 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. You can easily reach Stamford, a charming historic town, by car or bus. The city of Leicester, with its vibrant cultural scene, is also within easy reach.
  • 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?

    Most vacation rentals in Oakham come equipped with basic amenities like Wi-Fi, a kitchen, and a washing machine. Some may offer additional features like a garden, parking, or a hot tub, 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 lovely year-round, but the best time to visit is probably spring or autumn, when the weather is mild and the crowds are smaller. Summer can be busy, but it's a great time for outdoor activities.

Popular destinations

Best Oakham holiday rentals with a balcony

Park Cottage - Oakham
No reviews

Park Cottage

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.
Rutland View - Oakham
9.4 140 reviews

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.

Best pet friendly Oakham holiday rentals

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

Cottage ∙ 2 Bedrooms ∙ 4 Guests - Oakham
9.1 15 reviews

Cottage ∙ 2 Bedrooms ∙ 4 Guests

cottage, Exton
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 ∙ 2 Bedrooms ∙ 4 Guests - Oakham
8.9 7 reviews

Cottage ∙ 2 Bedrooms ∙ 4 Guests

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.
Hastings Cottage - Oakham
9.9 23 reviews

Hastings Cottage

apartment
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.
1 Bed In Exton Oc-e42799 - Oakham
9.0 1 review

1 Bed In Exton Oc-e42799

house, Exton
This detached house in Exton is situated 17 kilometres from Burghley House and 24 kilometres from Rockingham Castle, with East Midlands Airport 59 kilometres away.
This one-bedroom cottage accommodates up to three guests and offers a garden, WiFi, a microwave, an oven, a television, and a washing machine, with private parking available for an additional charge.
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