Oakham holiday homes

When considering the best area to stay in Oakham for a holiday rental, the town centre is a fantastic choice. This vibrant area boasts a charming atmosphere, with a selection of delightful shops, cafés, and restaurants that invite you to explore the local cuisine and culture. The historic Oakham Castle is a must-visit attraction, showcasing impressive architecture and fascinating exhibitions that reflect the town's rich heritage.


Another excellent option is the neighbourhood surrounding Rutland Water, which is renowned for its stunning natural beauty and outdoor activities. Here, you can enjoy picturesque walks, cycling paths, and birdwatching opportunities, making it great for nature lovers. The area is also home to various holiday rentals, providing a range of options to suit different preferences.

In Oakham, cottages are the predominant type of holiday rental, with around 316 available throughout the area. These charming properties are often situated in picturesque neighbourhoods, providing a quintessential English countryside experience. Most cottages are equipped with fully fitted kitchens, inviting living rooms, and often feature gardens or outdoor seating areas, great for enjoying the serene surroundings.


Additionally, there are approximately 76 cabins and 76 holiday houses, which offer similar amenities but can vary in size and layout, suiting different group sizes. For those seeking a more urban feel, around 56 apartments are available, typically located close to local shops and eateries, providing a comfortable base for exploring Oakham.

In Oakham, there are numerous family-friendly house rentals available, with around 63 options to choose from. The town is steeped in history and offers a charming atmosphere, making it an ideal location for families. Many of these homes feature spacious living areas, fully equipped kitchens for preparing family meals, and gardens or outdoor spaces where children can play safely.


Visitors can enjoy amenities such as Wi-Fi and parking, ensuring a comfortable stay. Oakham is also well-positioned for exploring local attractions, including the picturesque Rutland Water, which is great for outdoor activities like cycling and birdwatching. The nearby Oakham Castle provides a glimpse into the town's rich heritage, making it an exciting outing for families.

In Oakham, there are several holiday homes available for rent that feature pools and hot tubs, with around 27 options to choose from. This charming town in the heart of Rutland offers a delightful mix of countryside views and local attractions. Many of these properties come equipped with private swimming pools, relaxing hot tubs, and spacious outdoor areas superb for enjoying the scenic surroundings.


Travellers can expect amenities such as fully equipped kitchens, comfortable living spaces, and often, barbecue facilities for those warm summer evenings. Some rentals may also include access to gardens or patios where families can unwind. Find your rental in Oakham with a pool or a hot tub.

In Oakham, there are a number of pet-friendly house rentals available, providing a welcoming environment for travellers with pets. Many of these properties come equipped with convenient amenities such as fully fitted kitchens, spacious living areas, and private gardens, allowing for a comfortable stay while suiting the needs of your furry companions.


The town is surrounded by picturesque countryside, making it ideal for long walks and outdoor adventures with pets. Nearby attractions include Rutland Water, which offers beautiful trails and scenic views, superb for a day out with your pet. Additionally, the charming local parks and green spaces provide ample opportunities for relaxation and play. See all pet-friendly rentals in Oakham.

In Oakham, there are numerous options for remote work holiday rentals, with around 444 available throughout the area. This charming market town in the heart of Rutland offers a picturesque setting for those looking to combine work and leisure. Many of these properties are equipped with essential amenities for remote work, including free Wi-Fi, ensuring a reliable internet connection for staying productive during your stay.


Visitors can expect a variety of accommodations, from cosy flats in the town centre to larger properties on the outskirts, often featuring comfortable workspaces and ample natural light. The town itself is rich in history and culture, with attractions such as Oakham Castle and nearby Rutland Water, superb for unwinding after a day of work. The surrounding countryside also offers beautiful landscapes, ideal for outdoor activities and relaxation. To help narrow your search, insert your dates and apply the "WiFi" filter on Bookabach.

In Oakham, popular rental amenities include kitchens, which allow guests to prepare their own meals and enjoy home-cooked dining experiences. Many properties also permit pets, making it a suitable destination for animal lovers travelling with their furry companions. Onsite parking is commonly available, providing convenience for those arriving by car. Additionally, many rentals are equipped to accommodate service animals, ensuring accessibility for all guests. Outdoor spaces such as gardens are also a feature, offering a tranquil setting for relaxation and enjoying the fresh air.

September is the most popular time to visit Oakham for a holiday rental, as it falls just after the peak season from July to August. During this month, the weather is often still quite pleasant, with average temperatures ranging from 10 to 20 degrees Celsius, making it ideal for outdoor activities and sightseeing.


As summer transitions into autumn, visitors can enjoy quieter streets and fewer crowds, allowing for a more relaxed experience while exploring the charming market town. Oakham is known for its picturesque scenery, historic sites, and delightful local shops, all of which can be comfortably explored during this time.


If you're looking for a more budget-friendly option, consider visiting in December. While this is the low season, it offers a unique charm with festive decorations and the opportunity to enjoy seasonal events without the hustle and bustle. The crisp winter air can be invigorating, great for cosy strolls around the town or visiting local pubs.


Ultimately, the best time to visit Oakham depends on whether you prefer the lively option of late summer or the quaint, festive spirit of early winter.

In Oakham, visitors can explore a variety of attractions that showcase the town's rich history and picturesque scenery. The historic Oakham Castle, a remarkable 12th-century Norman castle, is a must-see, featuring impressive architecture and a collection of unique wooden horseshoes. The Rutland County Museum offers insights into the local heritage, with exhibits ranging from archaeology to social history, making it an engaging stop for those interested in the area's past.


The beautiful Rutland Water, located just a short distance from the town, is superb for outdoor enthusiasts, offering opportunities for walking, cycling, and birdwatching, as well as water sports such as sailing and kayaking. Additionally, the charming streets of the town centre are lined with independent shops, cafes, and local markets, providing a delightful shopping experience.


For those seeking a taste of local culture, the Oakham Theatre hosts various performances throughout the year, showcasing both local talent and touring productions.

Bookabach provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.

Bookabach offers a wide selection of holiday homes in Oakham with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.

You can find great discounts on holiday homes in Oakham on Bookabach, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for last-minute bookings, and early-bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.

To find Oakham holiday rentals with free cancellation, just use Bookabach's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Whether you're adjusting your plans or looking for flexible payment options, Bookabach makes it easy to book with confidence.

A long-stay holiday home in Oakham is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.

Bookabach's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favourites, and build the perfect itinerary together.

Book your Oakham holiday home at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Bookabach booking and occupancy data for 2024 stays.

Prices for holiday homes in Oakham vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Bookabach offers something for every taste and budget, from affordable homes in Oakham to more spacious homes.

Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, Bookabach Care™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Bookabach customer service is available 24/7 to support you every step of the way. Bookabach also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.

Bookabach's mission is to help guests relax, reconnect, and enjoy precious time together. With Bookabach Care™, you can have peace of mind knowing you’re protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can’t resolve, we’ll help you address it, find a similar property, or get your reservation refunded if applicable. That’s our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.

Joining Bookabach as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Bookabach makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Bookabach handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.