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Uppingham holiday homes

We found 156 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.
  • Peace of mind

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  • More quality time

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  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less

    More space, more privacy, more amenities — more value

Why visit Uppingham

  • Rich Heritage: Stroll among Uppingham’s historic buildings and houses that whisper tales of the past.
  • Natural Reserves: Enjoy the preserved reserves perfect for leisurely outdoor walks and family picnics.
  • Charming Central Area: Wander through the heart of town, soaking up the inviting village vibes.
  • Cultural Insights: Experience artistic and historical landmarks that enrich your visit.
  • Family-Friendly Atmosphere: Revel in the relaxed, budget-friendly environment ideal for a memorable holiday.

Top attractions near Uppingham

Discover the charm of Uppingham, a quaint city in Oakham, England, perfect for your next outdoor and cultural adventure. Explore its historic houses, preserved reserves, and enchanting historic buildings that offer a taste of rich history and family-friendly experiences. Enjoy leisurely walks, artistic insights, and a relaxed atmosphere that makes your visit truly memorable.

  • Rutland Water Nature Reserve: A stunning natural haven ideal for birdwatching, cycling, and walking. The expansive reservoir offers picturesque views and diverse wildlife, making it a perfect spot for nature lovers.
  • Burghley House: An exquisite example of Elizabethan architecture, Burghley House boasts beautifully manicured gardens and rich history. Explore its impressive art collection and learn about its fascinating past.
  • Fotheringhay Castle: A historic site steeped in royalty, Fotheringhay Castle provides a glimpse into England’s past. Enjoy the scenic surroundings and imagine the events that shaped history within its walls.

Things to do recommended for couples

Experience romance in Uppingham with a leisurely stroll along the picturesque High Street, lined with charming boutiques and cafés. Enjoy a candlelit dinner at a cosy restaurant, followed by a serene walk in the nearby Rutland Water, where you can watch the sunset together. Perfect for couples.

Things to do recommended for families

In Uppingham, families can explore the charming local markets, visit the historic Uppingham School, and enjoy outdoor fun at the nearby Rutland Water, perfect for cycling and picnicking. Don't miss the delightful craft shops and cosy cafés for a true taste of English village life.

Things to do recommended for groups

In Uppingham, groups can enjoy a charming walking tour of the historic market town, visit the local art galleries, and savour traditional British fare at cosy pubs. Don't miss the opportunity to explore nearby Oakham's quaint shops and the beautiful Rutland Water for a lovely outdoor experience.

*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 Uppingham

If you're travelling with a group, your family, bringing along pets, or planning an extended stay, it's important to refine your search according to your specific needs. Here are some helpful booking tips for Vrbo.

  • Traveling to Uppingham with a group: Think about how many bedrooms you'll require, along with features like a complete kitchen or outdoor area for group gatherings. Luckily, you can easily filter for all these options and more on Vrbo.
  • Traveling to Uppingham with young kids: Travelling with young children can present its challenges. It's important to prioritise their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, it's wise to think about how close you are to family-friendly attractions.
  • Taking your pets with you to Uppingham: For many families, a getaway wouldn’t feel complete without their furry companion. If this resonates with you, take a look at the Vrbo properties that welcome pets. Most of these pet-friendly accommodations come equipped with feeding bowls and bedding, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Uppingham: If you're in search of holiday rentals with special offers for stays of a month or more, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to include preferences like a parking space, a well-equipped kitchen, or even a private pool in your search criteria.

Where to stay in Uppingham

Discover Uppingham, a charming village perfect for outdoor adventures and cultural experiences. Wander through the central area and explore local landmarks within the town, taking in the warm and friendly atmosphere. Enjoy family-friendly and budget experiences, and relax in the inviting village and town vibes. Uppingham offers a unique blend of heritage and modern comforts for an unforgettable New Zealand travel adventure.

  • Oakham: Nestled in the heart of Rutland, Oakham is a vibrant city that serves as a gateway to outdoor adventures and eco-friendly experiences. With Uppingham located within its bounds, Oakham is known for its recreational parks and scenic areas that invite exploration. Visitors can enjoy activities such as golfing and leisurely walks amidst nature reserves and picturesque water features. The nearby national park offers stunning landscapes perfect for hiking and wildlife spotting, making Oakham an ideal base for those keen on outdoor pursuits.
  • Lyddington: Just 3km from Uppingham, Lyddington is a charming village that exudes a rustic charm. This idyllic spot is perfect for travellers seeking outdoor activities and an eco-conscious experience. The village features a lovely recreation park where you can unwind and soak in the tranquil atmosphere. Nearby attractions include a serene water feature and a nature reserve, providing opportunities for birdwatching and peaceful strolls. Lyddington also boasts a historic house, adding a touch of heritage to your visit.
  • Manton: Located 5km away from Uppingham, Manton is another picturesque village that beckons adventure seekers and nature lovers. The village is surrounded by stunning landscapes, including a recreation park that offers ample space for activities and relaxation. Manton’s proximity to a national park and nature reserve means you can easily immerse yourself in the great outdoors, enjoying walking trails and beautiful views. The local water feature adds to the charm, providing a perfect spot for a picnic or a quiet moment in nature.

Best time to go to Uppingham

If you're planning a trip to Uppingham, it's a good idea to check both the weather and property rates. The warmest months are July and August.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January38.5°F (3.6°C)Light RainMostly CloudyAverage
February39.7°F (4.3°C)No Rain (Dry)Mostly CloudyAverage
March42.6°F (5.9°C)No Rain (Dry)Mostly CloudySlightly High
April46.6°F (8.1°C)No Rain (Dry)Mostly CloudySlightly High
May52.2°F (11.2°C)Light RainMostly CloudyAverage
June57.9°F (14.4°C)Light RainMostly CloudyAverage
July61.9°F (16.6°C)Light RainMostly CloudyAverage
August61.9°F (16.6°C)Light RainMostly CloudyAverage
September57.9°F (14.4°C)No Rain (Dry)Mostly SunnySlightly High
October52.0°F (11.1°C)Light RainMostly CloudySlightly Low
November45.0°F (7.2°C)Light RainMostly CloudySlightly Low
December40.8°F (4.9°C)Light RainMostly CloudySlightly Low

Booking with Vrbo is simple

Are you keen to make the most of your budget on your next adventure? Being flexible with your travel dates can really pay off, as prices often fluctuate. Additionally, if you're considering a longer stay, you could unlock some considerable savings. To discover a Vrbo property that suits your financial plan, simply use our handy filters to sort by price, location, and type of holiday rental.

Vrbo Trips: Planning made easy

Vrbo's Trip Board provides a convenient area for you to create new adventures, continue planning your getaways, or review and manage your bookings. The properties you've saved or reserved are conveniently sorted into Potential, Upcoming, or Current Trips. To discover more about Trip Boards, simply head over to: https://www.bookabach.co.nz/trips.

**Based on Vrbo properties bookings.

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:

  • International Swimming Pool (7 mi / 11.2 km)
  • Wicksteed Park (14.2 mi / 22.8 km)
  • Twinlakes Park (14.7 mi / 23.7 km)
  • Rutland Water Golf Course (4.4 mi / 7.1 km)
  • Corby Tennis Centre (5.6 mi / 9 km)
  • Priors Hall Golf Club (6.7 mi / 10.9 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)
  • Stamford Meadows (10.8 mi / 17.3 km)
  • Wicksteed Park (14.2 mi / 22.8 km)
  • Victoria Park (17 mi / 27.4 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

How much does it cost to rent a holiday home in Uppingham?
Different factors can affect the price of a holiday home in Uppingham, including the season, type of property and length of stay. Still, all of our holiday homes have something in common — incredible value. Just enter your travel dates to find your ideal fit.
How much does it cost to rent a beach house in Uppingham?
When you travel and the style and size of the property will help determine the cost of your beachside escape. Type in your Uppingham travel dates to view your available options on Bookabach. Looking for basics like WiFi, or perks like a private pool? Use our filters to choose the features and amenities you want in your home.
What are the top attractions for families in Uppingham?
There are tons of fun things to do and see with the family in Uppingham, such as:
  • Oakham Castle
  • Rutland Water Country Park
  • Barnsdale Gardens
How old do you have to be to rent a holiday home in Uppingham?
We advise checking with the Uppingham holiday home you'd like on Bookabach as the minimum age varies. However, normally it's 16, 18 or 21.
How long can I rent a holiday home in Uppingham for?
The amount of time you can rent an Uppingham holiday home for is down to each property. Just enter your dates of travel to view available options that offer extended stays. They feature all you need to make your extended break more convenient and enjoyable, such as air conditioning and laundries. Some Bookabach holiday homes may also offer weekly or monthly discounts, so you can stick around for longer for less.

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