Owner Direct Vacation
Rentals in Uppingham
The Best Owner Direct Vacation Rentals in Uppingham. Explore thousands of vacation home rentals, large cabins, and villas near Uppingham
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Explore the Best Uppingham Vacation Homes
Looking for the perfect place to stay in Uppingham? Discover a curated collection of vacation rentals offering comfort, convenience, and authentic Uppingham character. Whether you want a beachfront condo, a cozy family home, or a pet-friendly stay close to downtown, Owner Direct makes it easy to compare verified options for your next trip.
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Find Uppingham Vacation Rentals
What makes our vacation homes stand out?
Verified Properties
Every vacation home shown on Owner Direct comes from trusted travel sources and verified hosts, so you can browse with confidence.
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Compare a range of properties and find fair, transparent pricing—no hidden fees.
Endless Variety
From oceanfront condos and coastal cottages to luxury villas and family homes, there's a rental to fit every traveler and budget.
More Places to Stay Near Uppingham
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Friday Feb 20
Uppingham, Oakham
Common Vacation Rental Amenities Typical Vacation Rental Amenities
What sort of amenities will be available at your stay?
Our Uppingham vacation rentals are designed for comfort and convenience, with everything you need for a relaxing stay.
Indoor Amenities
Fully equipped kitchens
Spacious living areas with streaming TVs
Complimentary Wi-Fi
Air conditioning and heating
In-unit washer and dryer
Plush bedding and comfortable furniture
Outdoor Amenities
Balconies or patios with coastal views
Private or shared pools
BBQ grills and outdoor dining areas
On-site parking
Easy access to beaches and attractions
More Vacation Rentals You May Like Near Uppingham
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How to Reserve Your Uppingham Vacation Rental
Booking Made Simple
Owner Direct helps travelers find verified vacation rentals from trusted sources. Once you select a property you love, you’ll be guided to our partner’s secure booking platform to complete your reservation.
SEARCH PROPERTIES
Use filters for location, amenities, and budget.
VIEW DETAILS
Check photos, reviews, and features for your top picks.
BOOK SECURELY
Confirm your stay safely through our trusted travel partners.
Uppingham Vacation Rental FAQs
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 vacation rentals are available in Uppingham?
Currently, the total number of properties listed in 2026 is over 61 in the Uppingham area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Uppingham.