Oakham holiday homes

We found 183 holiday rentals — enter your dates for availability
Discover a selection of 22 homes, 16 apartments and other holiday rentals in Oakham that are perfect for your trip. Whether you're going on holiday with family or friends, holiday rentals have the amenities that you need and want for your stay, such as air conditioning and Wi-Fi. At the end of the day, you'll find a property to rent to meet everyone's needs, including a place that is accessible or non-smoking.

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Why visit Oakham

  • Historic charm: Explore the impressive Oakham Castle and immerse yourself in the rich cultural heritage of the town.
  • Natural escapes: Enjoy scenic parks and natural reserves perfect for family outings and eco-friendly adventures.
  • Relaxed town centre: Wander the charming streets and embrace the welcoming local vibe.
  • Scenic water views: Discover serene lake vistas ideal for water enthusiasts.
  • Budget-friendly fun: Experience a mix of outdoor adventures and cultural sites suited for every traveller.

Top attractions in and around Oakham

Oakham, England, offers a delightful blend of history and outdoor adventure for tourists. Visitors can explore the impressive Oakham Castle, a remarkable historic landmark, and enjoy the surrounding natural reserves and parks. With its rich cultural heritage, Oakham is perfect for family outings and eco-friendly experiences. Whether you’re wandering through its charming streets or engaging with its historical sites, Oakham promises a memorable getaway.

  • Rutland Water Nature Reserve: Discover scenic trails and birdwatching spots within Oakham, perfect for leisurely walks and picnics amidst serene views.
  • Burghley House: Explore this historic house with cultural vibes, located 19km from Oakham, offering insights into classic architecture and rich heritage.
  • Belvoir Castle: Visit this romantic castle 26km from Oakham, where cultural allure and enchanting landscapes create a memorable escape.

Things to do recommended for couples

For a romantic getaway in Oakham, explore the charming town centre with its quaint shops and cafes. Enjoy a leisurely walk around Rutland Water, taking in the stunning views, or indulge in a candlelit dinner at a local restaurant, perfect for creating unforgettable memories together.

Things to do recommended for families

In Oakham, families can explore the beautiful Rutland Water, perfect for picnics and cycling. Visit the Oakham Castle for a touch of history, or enjoy a fun day at the local adventure playground, offering a variety of activities for kids to enjoy.

Things to do recommended for groups

Explore the charming Oakham Castle, where you can marvel at its medieval architecture. Enjoy a scenic walk around Rutland Water, perfect for group picnics, or try your hand at clay pigeon shooting at a nearby range for a bit of friendly competition.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

What do I need to keep in mind when booking a vacation in Oakham

If you're travelling with a group, family, pets, or planning for extended stays, be sure to apply the right filters to suit your needs. Here are some helpful Vrbo booking tips for you.

  • Traveling to Oakham with a group: Think about how many bedrooms you'll require, as well as features like a full kitchen or outdoor areas for group gatherings. Thankfully, you can easily filter for these options and more on Vrbo.
  • Traveling to Oakham with young kids: Travelling with young kids can be quite a task. It's important to prioritise their comfort and safety, along with suitable facilities like a private swimming pool. Additionally, it's wise to think about how close you are to attractions that are family-friendly.
  • Taking your pets with you to Oakham: For many families, a holiday isn’t truly complete without their furry companion joining the adventure. If this resonates with you, take a look at Vrbo properties that welcome pets. Most pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Oakham: If you're seeking holiday rentals with special offers for stays of a month or more, you've come to the right spot. By using the appropriate filter, you can effortlessly find and save on monthly rentals. Don’t forget to consider adding features like a parking space, a well-equipped kitchen, or a private pool to your search.

Where to stay in Oakham

Oakham invites you to embrace an unforgettable holiday in the heart of the United Kingdom. Enjoy the relaxed vibe of the centre of Oakham, where friendly locals and scenic lake views await water lovers. Perfect for outdoor enthusiasts, this charming city offers budget-friendly delights and eco-friendly adventures, ensuring a memorable experience in a truly unique setting.

  • Uppingham: Uppingham is a charming village located near Oakham, offering visitors a delightful blend of outdoor adventure and cultural experiences. Known for its picturesque streets and historic architecture, Uppingham invites travellers to explore its recreational areas and parks. Popular activities include attending music concerts and enjoying the vibrant arts scene. Nearby landmarks such as the water feature and nature reserve provide the perfect backdrop for leisurely walks and picnics, making it an ideal spot for those seeking a cultural yet adventurous getaway.
  • Greetham: Nestled close to Oakham, Greetham is a quaint village renowned for its outdoor and eco-friendly experiences. The area is perfect for active travellers, offering a range of activities including golf and various sports in its extensive recreational areas. Nature enthusiasts will appreciate the proximity of stunning landmarks such as the national park and serene nature reserves. With its picturesque surroundings and commitment to sustainability, Greetham provides an ideal escape for those looking to connect with nature while enjoying outdoor adventures.
  • Manton: Manton is another lovely village situated near Oakham, attracting visitors who are keen on adventure and outdoor activities. The village offers a recreation park that is perfect for families and outdoor enthusiasts alike. Visitors can explore the natural beauty of nearby landmarks, including a tranquil water feature and expansive nature reserves within the national park. Manton's eco-friendly focus and scenic landscapes make it a great choice for those looking to immerse themselves in the beauty of the English countryside while enjoying a range of adventurous pursuits.

Best time to go to Oakham

If you're planning a trip to Oakham, it's a good idea to check both the weather and property rates. The warmest month is August.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January38.7°F (3.7°C)Light RainMostly CloudyAverage
February39.9°F (4.4°C)No Rain (Dry)Mostly CloudySlightly Low
March42.8°F (6.0°C)Light RainMostly CloudyAverage
April46.6°F (8.1°C)No Rain (Dry)Mostly CloudySlightly High
May52.2°F (11.2°C)Light RainMostly CloudyAverage
June57.7°F (14.3°C)Light RainMostly CloudyAverage
July61.9°F (16.6°C)Light RainMostly CloudySlightly High
August62.1°F (16.7°C)Light RainMostly CloudyAverage
September58.1°F (14.5°C)Light RainMostly SunnySlightly High
October52.2°F (11.2°C)Light RainMostly CloudySlightly Low
November45.1°F (7.3°C)Light RainMostly CloudyAverage
December40.8°F (4.9°C)Light RainMostly CloudySlightly Low

Booking with Vrbo is a breeze

Are you hoping to save on your next adventure? Being flexible with your travel dates can make a big difference, as prices often fluctuate. Additionally, you can enjoy considerable savings by opting for a longer stay. To discover a Vrbo property that suits your budget, utilise our filters to sort by price, location, and type of holiday rental. We're here to help you find the perfect fit for your trip.

Vrbo Trips: Effortless planning

Vrbo’s Trip Board offers a handy platform for you to plan new trips, continue from where you last left off, or manage your travel arrangements. Here, you can easily find your saved or booked properties sorted into categories like Potential, Upcoming, or Current Trips. To begin exploring Trip Boards, simply head over to: https://www.bookabach.co.nz/trips.

**Based on Vrbo properties bookings.

The friendly area of Oakham awaits your stay

The gardens, lake and countryside are the perfect backdrop to your holiday home in Oakham. This welcoming and relaxing city entices travellers with its bars and restaurants. Whether you're planning a family holiday, a trip with friends or a romantic retreat, HomeAway has a great selection of holiday homes. Many rentals come with a full kitchen and separate dining area, perfect if you need a space for entertaining.

Activities and attractions in Oakham

Are you looking for attractions to see in the area? Venture out of your cosy holiday rental and experience everything that makes Oakham a fun spot to go on holiday. Here are some of the top attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • Twinlakes Park (9.6 mi / 15.4 km)
  • Belton Woods Hotel, Spa & Golf Resort (19.4 mi / 31.2 km)
  • Thorpe Wood Golf Course (19.7 mi / 31.6 km)
  • Wicksteed Park (19.8 mi / 31.9 km)
  • Cosby Golf Club (21.5 mi / 34.5 km)
  • Activity World (22.5 mi / 36.2 km)

Exploring the natural features in Oakham

Travellers enjoy Oakham for its gardens, lakeside setting and countryside. Whether you're looking for exciting outdoor activities or just want to spend some time taking in the scenery, Oakham is a great place to get out in nature. These are some of the area's noteworthy natural features, all within 30 miles (48.2 km) of the city centre:

  • Rutland Water Country Park (1.9 mi / 3.1 km)
  • Rutland Water Nature Reserve (2 mi / 3.2 km)
  • Barnsdale Gardens (3.4 mi / 5.5 km)
  • Victoria Park (16.7 mi / 26.9 km)
  • Abbey Park (17.2 mi / 27.6 km)
  • Ferry Meadows Country Park (18.8 mi / 30.3 km)

How to get to and around Oakham

The nearest airport is in Nottingham (NQT), located 22.7 mi (36.5 km) from the city centre. If you can't find a flight that's convenient for your trip, you might consider flying into East Midlands Airport (EMA), which is 27.4 mi (44.1 km) away.

If you prefer train travel, you can make your way to Oakham Station.

Frequently asked questions

What is the best area to stay in Oakham when booking a holiday rental?
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.
What is the most popular type of holiday rental accomodation in Oakham?
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.
Are there any family house rentals in 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.
Can I rent a holiday home with a pool or hot tub in Oakham?
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.
Are there pet-friendly house rentals in Oakham?
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.
Are there any remote work holiday 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.
What are popular rental amenities in Oakham?
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.
When is the best time to visit Oakham for a holiday rental?
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.
What are the top attractions in Oakham?
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.
Are all fees included in the Oakham holiday homes prices shown on Bookabach?
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.
Are there any Oakham holiday homes with parking?
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.
Are there any discounts for Oakham holiday homes?
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.
Can I change or cancel my Oakham holiday home booking on Bookabach?
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.
Can I find long-stay holiday homes in Oakham?
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.
Can I plan a group trip on Bookabach?
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.
How early should I book a Oakham holiday home?
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.
How much does it cost to rent a holiday home in Oakham?
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.
What can I expect from Bookabach customer service and Bookabach Care™ support?
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.
What is Bookabach Care™ and how does it work?
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.
Why should I join Bookabach as a host?
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.

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