Discover Your Ideal Vacation Rental in Upton St. Leonards, Gloucester for a Memorable Stay
Discover Your Perfect Upton St. Leonards Vacation Homes
Best Vacation Homes in Upton St. Leonards
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Upton St. Leonards Luxury Rentals
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Upton St. Leonards Pet Friendly Vacation Rentals
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Upton St. Leonards Large Vacation Homes
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Why Choose Rent By Owner for your Upton St. Leonards Vacation Rental Homes?
What makes our Vacation Rentals special?
Best Times to Visit Upton St. Leonards
When should you plan your Vacation Rentals stay?
Choosing the right time to visit this destination can enhance your experience, as the best seasons to enjoy the area's natural beauty and local charm vary throughout the year, so planning accordingly ensures a memorable stay in Gloucester.
Peak Season Highlights
Summer (June to August)
During the warm summer months, you can enjoy longer daylight hours and generally pleasant weather, making it ideal for exploring the area and relaxing in this region's scenic surroundings.
Spring (March to May)
Springtime brings blooming landscapes and mild temperatures, providing a charming setting for outdoor activities and sightseeing in the area.
Off-Season Highlights
Autumn (September to November)
As the region transitions into autumn, you’ll experience cooler weather and fewer visitors, offering a more peaceful retreat while enjoying the fall foliage.
Winter (December to February)
The winter months present a quieter time to visit when the scenery takes on a serene charm, though temperatures tend to be colder and daylight shorter.
Weekly Weather Forecast for Upton St. Leonards
How to Book Your Upton St. Leonards Vacation Rental Home
What's our booking process?
Booking Steps
Search Properties
Select a Rental
Book Online
Explore and book the perfect rental in Upton St. Leonards
Common Vacation Rentals Amenities
What amenities can you expect?
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 spacious outdoor areas with private gardens or patios, perfect for relaxing in the fresh air.
- Benefit from access to outdoor seating and dining setups for al fresco meals amid scenic surroundings.
- Make use of on-site picnic areas, ideal for enjoying meals outdoors during your stay.
- Take advantage of nearby walking trails or dedicated outdoor spaces to explore the natural beauty of the region.
- Utilize outdoor parking facilities that provide convenient access to your vacation rental in this area.
- Relax by private outdoor fire pits or barbecue grills that are often available for guest use.
- Capitalize on scenic views from outdoor decks or balconies, offering a tranquil setting to unwind here.
Top Attractions Around Upton St. Leonards
What attractions are nearby?
Nearby, you can explore a variety of outdoor activities and cultural attractions that showcase the charm of the region, making it an ideal destination for those seeking a memorable stay in this part of Gloucestershire.

Family Activities
- Upton St. Leonards Nature Walks: Explore scenic trails around the area that are perfect for family strolls and discovering local flora and fauna.
- Gloucester Shuttle Tours: Enjoy guided bus tours that take you through the region’s historic sites and picturesque countryside, making for an engaging family outing.
- Local Farm Visits: Experience farm life firsthand with family-friendly visits to nearby farms offering interactive activities and animal encounters.
- Historical Castles and Gardens: Visit the charming castles and gardens in the region that provide a blend of history and outdoor fun suitable for all ages.
Adult Activities
- Historic Gloucester Cathedral Tour: Experience the rich history and stunning architecture of this renowned cathedral, a must-visit when exploring the area.
- Leisurely Walks Along the Gloucestershire Way: Enjoy scenic routes through the local countryside, offering peaceful vistas and an opportunity to unwind amidst nature.
- Visit to the Museum of Gloucester: Dive into the region’s heritage by exploring exhibits that reveal the area's fascinating past and cultural significance.
- Shopping and Dining in the Town Centre: Indulge in local cuisine and browse charming shops, immersing yourself in the vibrant atmosphere of this historic region.
Upton St. Leonards Travel Tips
How Can You Make the Most of Your Stay?
- Explore Local Charm: Take time to wander around and discover the authentic atmosphere of this destination, making your stay truly memorable.
- Plan for Nearby Attractions: While here, consider visiting nearby sites to enrich your experience of the region’s history and culture.
- Choose a Well-Location Vacation Rental: Select accommodations that are conveniently situated to maximize your accessibility to the area's key highlights.
- Engage with the Community: Interact with locals or participate in community events to gain a deeper understanding of the destination’s unique character.
Transportation Options
- Car Rental Services: You can easily access local car rental providers to explore the region at your own pace, whether you're heading to nearby attractions or enjoying the scenic countryside.
- Public Bus Transport: The area is served by reliable bus routes that connect you to Gloucester and other key destinations in the region, offering convenient and budget-friendly travel options.
- Taxis and Ride-Sharing: Taxis and ride-sharing services are readily available here, providing quick and comfortable rides for your trips around Upton St. Leonards and beyond.
- Cycle Rentals: For an eco-friendly and flexible way to see the neighborhood, bicycle rentals are a practical choice for personal exploration within this destination.
Local Customs Options
- Traditional Pudding Celebrations: During local festivities, you might observe the community’s fondness for hearty British puddings, showcasing the region's culinary heritage.
- Village Green Gatherings: The area often hosts social events on the village green, emphasizing community spirit and traditional British customs.
- Honorary Remembrance Events: Commemorative ceremonies take place at specific times of the year, reflecting the area's respect for historical traditions and local heroes.
- Local Craftsmanship Displays: You’ll find artisans showcasing handmade crafts that highlight the region’s rich cultural heritage and commitment to preserving traditional skills.
Frequently Asked Questions About Upton St. Leonards?
1. What are the top vacation rentals in Upton St. Leonards?
There are a lot of options in Upton St. Leonards. If you plan on staying in the Upton St. Leonards area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Upton St. Leonards:
- A quiet Edwardian house in the Cotswolds
- Cosy dog friendly self contained Annexe , near Cheltenham & Cotswolds
- Croft House Guest Suite
- Central Cotswolds with lovely views towards Cheltenham, Gloucester and beyond
- Dove Lodge
- Court Cottage - sleeps 8 guests in 4 bedrooms
- Characterful dog friendly holiday cottage in the Cotswolds - The Coach House
- Beautiful Georgian Duplex
- St Michaels Town House - Elegant and Large Holiday Home in the Heart of Gloucester
- Lakeside Cottage, Cranham, Near Cheltenham - sleeps 4 guests in 2 bedrooms
2. Which vacation homes in Upton St. Leonards are best for families?
If you are looking for a family-friendly vacation home in Upton St. Leonards, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Upton St. Leonards:
3. How many Rentbyowner vacation rentals are available in Upton St. Leonards?
Currently, the total number of properties listed by Rent By Owner in 2025 is over 237 in the Upton St. Leonards 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 Upton St. Leonards.
4. What is the cancellation policy for vacation rentals in this area?
5. Are there any restrictions on booking dates or minimum stay requirements?
6. How do I ensure my booking is secure and reliable?
7. What amenities can I expect at vacation rentals here?
8. Is there a check-in and check-out process I should be aware of?
Upton St. Leonards Top Rated Vacation Rentals
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