Holiday Rentals in Oakham

83 available vacation rental offers

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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

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.
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.
Barn In Rutland Village - Oakham
9.9 225 reviews

Barn In Rutland Village

farm
This self-contained barn conversion is located in a Rutland village, just a short walk from a country pub and within easy reach of Rutland Water, Uppingham, Oakham, Stamford and Belton. The accommodation has received excellent ratings for its location, cleanliness and overall experience.
The property offers a private and comfortable retreat for two guests, with its own kitchen, bedroom and en-suite bathroom. Guests can enjoy the peaceful surroundings, explore the nearby countryside and take advantage of the on-site parking and access to a range of local attractions.
55 M² House ∙ 2 Bedrooms ∙ 4 Guests - Oakham
9.4 110 reviews

55 M² House ∙ 2 Bedrooms ∙ 4 Guests

house
Cozy Nook, a two-bedroom cottage in Oakham, Rutland, is a ten-minute walk (approximately 0.8 km) from Oakham railway station and the high street.
This 55 square metre property offers two king-size bedrooms, accommodating up to four guests, a private courtyard garden, on-street parking nearby, and includes a fridge, microwave, and dishwasher.

Best Oakham holiday rentals with parking

Flat 2, The Maltings - Oakham
10 1 review

Flat 2, The Maltings

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).
The Hideout - Oakham
9.7 7 reviews

The Hideout

apartment
The Hideout apartment is a two-bedroom flat situated in Oakham, Rutland, within easy reach of Rutland Water.
This self-catering property sleeps four guests and features a king-size and a twin bedroom, a kitchen with fridge, microwave, and dishwasher, and a terrace; nearby car parks are available (charges apply).
25 Finkey Street - Oakham
10 2 reviews

25 Finkey Street

house, Oakham
This three-bedroom holiday cottage in Oakham is situated 19 kilometres from Leicester Railway Station and 30 kilometres from Rockingham Castle.
This property offers accommodation for six guests, featuring a fully equipped kitchen, a private garden, and free WiFi, with a floor area of 65 square meters and a convenient check-out between 08:00 AM and 11:00 AM.
The Granary Barn At America Lodge - Oakham
9.0 4 reviews

The Granary Barn At America Lodge

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.

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

Gable Cottage - Oakham
9.6 13 reviews

Gable Cottage

cottage, Oakham
This charming cottage is located just 2.7km from Oakham Castle and within 6km of Rutland Water Country Park, offering a tranquil escape in the countryside. Guests have consistently rated this property as excellent.
The self-catering property features a kitchen, a garden, and a terrace, allowing you to enjoy the outdoors. Free Wi-Fi is available in public areas, and the cottage is smoke-free.

Best pet friendly Oakham holiday rentals

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

Cottage ∙ 1 Bedroom ∙ 2 Guests - Oakham
9.6 7 reviews

Cottage ∙ 1 Bedroom ∙ 2 Guests

cottage, Braunston
This Rutland cottage, situated in Braunston near Oakham (3.2km) and Uppingham (8km), offers easy access to Rutland Water and several historic castles.
This 45 square metre self-catering property features one bedroom, one bathroom, a king-size bed, a well-equipped kitchen with a dishwasher and fridge, a pretty garden with a patio and fire pit, and accommodates two guests.
27 Brocklehurst - Oakham
8.0 1 review

27 Brocklehurst

apartment
This two-bedroom flat is located in Brocklehurst, near Oakham in Rutland, just 1.6km from a pub and 2.4km from a shop. It has received very good user ratings and excellent ratings for location and cleanliness.
The property has an open-plan living space, a kitchen, dining area, and a sitting area with a gas fire, accommodating up to four guests. It offers a double bedroom with an en-suite shower, a twin bedroom, a bathroom, an enclosed decking with seating, off-road parking for three cars, and a pet-friendly policy for one well-behaved dog.
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.
Field View - Oakham
10 46 reviews

Field View

apartment
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.
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