Best Vacation Homes in Uppingham
Apartment
- Parking
- TV
- Balcony/Terrace
Cottage
- Pet Friendly
- TV
- Balcony/Terrace
House
- Parking
- Pet Friendly
- View
House
- Parking
- Pet Friendly
- TV
Uppingham Luxury Rentals
House
- Pet Friendly
- View
- Balcony/Terrace
Uppingham Pet Friendly Vacation Rentals
Apartment
- Parking
- Pet Friendly
- TV
Apartment
- Parking
- Pet Friendly
- Balcony/Terrace
Apartment
- Parking
- Pet Friendly
- TV
Cabin
- Parking
- Pet Friendly
- Balcony/Terrace
Cottage
- Pet Friendly
- Security/Safety
- Bedding/Linens
Uppingham Large Vacation Homes
Why Choose Rent By Owner for your Uppingham Vacation Rental Homes?
What makes our Vacation Rentals special?
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.
Best Times to Visit Uppingham
When should you plan your Vacation Rentals stay?
Choosing the optimal time to visit this charming area can enhance your experience, as the region offers seasonal attractions and a welcoming atmosphere that varies throughout the year.
Peak Season Highlights
Summer (June to August)
During the warmest months, you can enjoy longer daylight hours and pleasant weather, making it ideal for exploring the scenic surroundings and outdoor activities in the area.
Average Temperature Daytime: 20°C - 25°C - Nighttime: 12°C - 15°C
Spring (March to May)
The vibrant spring season brings blooming gardens and lush landscapes, offering an inviting atmosphere for sightseeing and outdoor enjoyment in this charming destination.
Average Temperature Daytime: 12°C - 18°C - Nighttime: 6°C - 10°C
Off-Season Highlights
Autumn (September to November)
In the fall, the region’s scenery transforms with colorful foliage, providing a peaceful setting for those seeking tranquility away from the peak tourist times.
Average Temperature Daytime: 11°C - 16°C - Nighttime: 4°C - 8°C
Winter (December to February)
During the colder months, you can experience a quieter visit with fewer visitors, perfect for relaxing and enjoying cozy stays in this historic area.
Average Temperature Daytime: 5°C - 8°C - Nighttime: -1°C - 3°C
Weekly Weather Forecast for Uppingham
How to Book Your Uppingham Vacation Rental Home
What's our booking process?
Our platform allows you to browse a curated selection of vacation rentals. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.
Booking Steps
01
Search Properties
Use our filters to find the right property that fits your needs.
02
Select a Rental
Click on your preferred listing to view details, amenities, and pricing.
03
Book Online
Follow the link to finalize your reservation directly on the partner’s website.
Explore and book the perfect rental in Uppingham
Common Vacation Rentals Amenities
What amenities can you expect?
Our Vacation Rentals are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:
Indoor Features
- Fully-equipped kitchens with modern appliances
- Comfortable living areas with flat-screen TVs
- Free Wi-Fi for staying connected
- Air conditioning and heating for year-round comfort
- In-unit washers and dryers for convenience
- Luxurious bedrooms with premium bedding
- Spa-like bathrooms with soaking tubs or walk-in showers
Outdoor Amenities
- Enjoy private outdoor seating areas that allow you to relax amidst the scenic surroundings of this charming destination.
- Take advantage of well-maintained gardens or lawns perfect for outdoor picnics and leisurely strolls in the region.
- Benefit from access to outdoor terraces or balconies, offering picturesque views of the local countryside.
- Make use of dedicated parking spaces within the property's outdoor grounds, ensuring convenience during your stay.
- Utilize outdoor dining setups ideal for alfresco meals while soaking in the area's tranquil ambiance.
- Explore nearby walking paths or nature trails connected to the property, allowing for easy outdoor adventures.
- Find outdoor storage options for sports equipment or outdoor gear, making it easier to enjoy activities here in the region.
Top Attractions Around Uppingham
What attractions are nearby?
Within this charming destination, you can enjoy a variety of activities nearby, from exploring historic sites to taking leisurely walks through scenic countryside, making it an ideal place to unwind and immerse yourself in the local culture.
Family Activities
- Uppingham School Visit: Engage your family in a tour of this historic educational institution, offering a glimpse into traditional British schooling amidst picturesque surroundings.
- Rutland Water Nature Reserve: Explore the region’s stunning natural beauty with a day of birdwatching, walking, or enjoying watersports at this popular outdoor destination.
- Oakham Castle Tour: Discover the heritage of this iconic castle and its ancient Great Hall, providing an enriching experience for history-loving families.
- The Falconry Centre’s Family Experience: Participate in interactive bird of prey demonstrations suitable for all ages at this renowned regional attraction.
Adult Activities
- Visit Uppingham's Historic Market Square: Explore the charming market square, where you can enjoy browsing local shops and experiencing traditional English market days.
- Discover Rutland Water Nature Reserve: Spend time at the nearby nature reserve, perfect for relaxing walks, birdwatching, or enjoying scenic views that highlight the area's natural beauty.
- Enjoy Fine Dining at Local Pubs and Restaurants: Savor authentic British cuisine at the region’s renowned pubs and eateries, offering a taste of local flavors in a cozy setting.
- Explore Rutland Railway Museum: Dive into the area's railway history at this engaging museum, ideal for adult visitors interested in local heritage and transportation.
Uppingham Travel Tips
How Can You Make the Most of Your Stay?
- Explore the Local Heritage: Take time to discover the charming town center and its historic sites, enhancing your appreciation of this destination's rich cultural background.
- Visit Nearby Green Spaces: Make the most of the region’s scenic parks and countryside for relaxing walks or outdoor activities during your stay.
- Sample Regional Cuisine: Enjoy authentic local dishes at neighborhood cafes and pubs to truly experience the flavor of this area.
- Plan Your Arrivals and Departures Smartly: Coordinate your travel times around the area’s transport links to maximize your leisure time here and minimize travel stress.
Transportation Options
- Uppingham Bus Service: Regular local buses connect the town with Oakham and surrounding areas, offering convenient travel options for exploring this part of England.
- Rental Car Services: Several car rental agencies operate within the region, providing flexible transportation choices to easily navigate here at your own pace.
- Taxi and Ride-Sharing Services: Taxis and ride-sharing apps are readily available, making it simple to travel comfortably between Uppingham and nearby destinations.
- Oakham Railway Station: Situated nearby, the station offers train services that facilitate quick access to major cities across the United Kingdom, ideal for day trips or extended travel plans.
Local Customs Options
- Traditional Pantomimes: During the festive season, locals celebrate with lively pantomimes that have become a cherished part of regional culture in this destination.
- Regional Tea Etiquette: When visiting here, you'll notice a strong tradition of enjoying afternoon tea, emphasizing polite conversation and proper serving customs.
- Local Craftsmanship: The area proudly maintains its heritage through traditional craftsmanship, often showcased during community fairs and markets.
- Historic Church Services: Attending church services reflects the area's long-standing religious customs, often featuring hymns and rituals passed down through generations.
Frequently Asked Questions About Uppingham?
1. What are the top vacation rentals in Uppingham?
There are a lot of options in Uppingham. If you plan on staying in the Uppingham area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Uppingham:
- High Street spacious Self contained private Apartment in the heart of Uppingham
- The Old Stables at Castle Chase, Ayston
- WREN COTTAGE, pet friendly, with a garden in Uppingham
- The Stables and The Tackroom at Castle Chase, Ayston
- Carrot Cottage - UK32609
- The Hay Barn at Castle Chase, Ayston, Rutland
- The Hollies Bed and Breakfast
- The Corner House Is Ideal To Explore In And Around Uppingham Rutland
- Carrot Cottage at Broccoli Bottom
- The Tack Room at Castle Chase Ayston
2. Which vacation homes in Uppingham are best for families?
If you are looking for a family-friendly vacation home in Uppingham, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Uppingham:
3. How many Rentbyowner vacation rentals are available in Uppingham?
Currently, the total number of properties listed by Rent By Owner in 2025 is over 60 in the Uppingham area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Uppingham.
4. What is the cancellation policy for vacation rentals in this area?
Cancellation policies vary by property, so it’s best to review the specific listing details or contact the owner directly to understand the requirements and potential fees associated with canceling your booking.
5. How do I secure my reservation at a vacation rental in the region?
Reservations are typically confirmed through the booking platform after you complete the required payment and verification steps. Be sure to check the property's listing for any additional instructions or requirements.
6. Are there any additional fees I should be aware of when booking a vacation rental here?
Additional fees such as cleaning charges or security deposits may apply depending on the individual property. Details are usually listed during the booking process, so review them carefully before confirming your reservation.
7. What amenities can I expect from vacation rentals in this destination?
Amenities vary by property but often include essentials like Wi-Fi, parking, fully equipped kitchens, and laundry facilities. To see what is available, consult the specific property listing or contact the host directly.
8. Is there flexible check-in and check-out at vacation rentals in the area?
Check-in and check-out times are set by each host and can differ from one property to another. It's advisable to verify these details in the listing or communicate directly with the owner to accommodate your travel schedule.
