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Uppingham holiday rentals

We found 164 holiday rentals — enter your dates for availability
Scroll through and select from holiday rentals in Uppingham to find one that's perfect for your trip. Whether you're staying in a holiday rental with friends, family or even just your pets, you'll have the amenities that you expect and more, which might include Wi-Fi and a washer and dryer. You'll be sure to find a property to rent that has what everyone needs, including options that are accessible or non-smoking.

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  • All the privacy of home

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Friendly Uppingham will entice you

The area's culture and history are just some of the reasons to come on holiday to Uppingham. This welcoming city attracts visitors thanks to its bars and restaurants. If you need more space to accommodate a family holiday or a trip with friends, rental homes often come with separate dining areas and spacious living rooms.

Activities and attractions in Uppingham

Are you hoping to find attractions to visit during your stay? Although it can be tempting to stay in your comfortable holiday rental, you'll want to experience everything that makes Uppingham a fun place to get away to. Here are some of the top attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Wicksteed Park (14.2 mi / 22.8 km)
  • Twinlakes Park (14.7 mi / 23.7 km)
  • Leicestershire Golf Club (15.8 mi / 25.4 km)
  • Rutland Water Golf Course (4.4 mi / 7.1 km)
  • Corby Tennis Centre (5.6 mi / 9 km)
  • The Rutland Falconry and Owl Centre (7.3 mi / 11.8 km)

Exploring the natural features in Uppingham

Whether you're an adventurous traveller or just want to spend some time taking in the scenery, Uppingham is a great place to get out in nature. These are a few of the area's most stunning features, all within 30 miles (48.2 km) of the city centre:

  • Rutland Water Nature Reserve (4.5 mi / 7.2 km)
  • Rutland Water Country Park (4.6 mi / 7.4 km)
  • Barnsdale Gardens (7.4 mi / 11.9 km)
  • Wicksteed Park (14.2 mi / 22.8 km)
  • Victoria Park (17 mi / 27.4 km)
  • Rutland Water (5.3 mi / 8.5 km)

Travelling to and around Uppingham

The nearest airport is in Nottingham (NQT), located 27.4 mi (44.1 km) from the city centre. If you can't find a flight that works for your travel itinerary, you could also fly into East Midlands Airport (EMA), which is 30.4 mi (49 km) away.

Frequently asked questions

What is the best area to stay in Uppingham when booking a holiday rental?
When considering a holiday rental in Uppingham, a charming market town in Rutland, the area around the town centre is a prime choice. This picturesque part of Uppingham boasts a delightful selection of properties, many of which are set in historic buildings that exude character and charm. Staying here places you within easy walking distance of numerous attractions, including the stunning Uppingham School, renowned for its impressive architecture and tranquil grounds.Moreover, the town's vibrant market square is a hub of activity, featuring a variety of independent shops, cafés, and restaurants, making it ideal for those who appreciate local culture and cuisine. The nearby Rutland Water, a vast reservoir, offers opportunities for outdoor activities such as cycling, walking, and birdwatching, adding a wonderful natural aspect to your stay.
When is the best time to visit Uppingham for a holiday rental?
September is the most popular time to visit Uppingham, as the summer crowds begin to dissipate and the town showcases its charming architecture and lush surroundings. This transition period allows visitors to enjoy milder weather while still engaging in outdoor activities and sightseeing without the hustle and bustle of peak tourist season.The peak season for Uppingham runs from February to April, making it an excellent choice for those seeking vibrant local events and a lively option. During these months, you can explore the town's quaint streets and enjoy the various spring festivals, all while temperatures are generally pleasant, ranging from 5 to 15 degrees Celsius.If you're considering a visit, December offers a wonderfully quiet experience with the added charm of festive decorations. Although it is considered low season, this time provides a unique opportunity to appreciate the town's tranquillity, great for leisurely strolls and cosy evenings in local pubs.For those who prefer a balance of good value and pleasant weather, September stands out as an ideal time to book your holiday rental in Uppingham. You can revel in the beauty of the English countryside while enjoying the comfort of fewer tourists, allowing for an intimate experience of this delightful town.
What are the top attractions in Uppingham?
In Uppingham, visitors can enjoy a charming market town atmosphere, rich in history and culture. The Uppingham School, a prestigious independent school, features impressive architecture and beautiful grounds that can be appreciated by those exploring the area. The town's picturesque market square is surrounded by quaint shops, cafes, and pubs, making it a lovely spot to relax and soak in the local vibe.Nearby, the Rutland Water Nature Reserve offers a range of outdoor activities, including walking, cycling, and birdwatching, providing a scenic escape just a short distance from the town centre. Additionally, the historic St. Peter and St. Paul's Church, known for its stunning stained glass windows and distinctive tower, is a must-visit for those interested in local heritage.
Are all fees included in the Uppingham holiday homes prices shown on Stayz?
Stayz 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 Uppingham holiday homes with parking?
Stayz offers a wide selection of holiday homes in Uppingham 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 Uppingham holiday homes?
You can find great discounts on holiday homes in Uppingham on Stayz, 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 Uppingham holiday home booking on Stayz?
To find Uppingham holiday rentals with free cancellation, just use Stayz'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, Stayz makes it easy to book with confidence.
Can I find long-stay holiday homes in Uppingham?
A long-stay holiday home in Uppingham 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 Stayz?
Stayz'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 Uppingham holiday home?
Book your Uppingham 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 Stayz booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Uppingham?
Prices for holiday homes in Uppingham 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. Stayz offers something for every taste and budget, from affordable homes in Uppingham to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare™ customer service is available 24/7 to support you every step of the way. Stayz 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 StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, 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 Stayz as a host?
Joining Stayz 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, Stayz 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 Stayz 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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