The Annex is a beautifully appointed single-storey retreat, perfect for couples, families and friends looking to explore the Cotswolds in comfort.
Situated entirely on the ground floor, the property features a spacious open-plan living, dining and kitchen area, creating the perfect space to relax, socialise and enjoy time together. The well-equipped kitchen includes everything needed for a self-catering stay, whether you're preparing a light breakfast or a family meal.
The Annex offers two generous king-size bedrooms, each with its own private en-suite bathroom, providing comfort, privacy and convenience for all guests.
With easy ground-floor access throughout and stylish, contemporary interiors, The Annex is an ideal base for exploring the surrounding countryside, local attractions and picturesque Cotswold villages.
Bears Court is an award-winning collection of luxury holiday cottages nestled in the heart of the beautiful Cotswolds countryside, just a short drive from Bourton-on-the-Water, Stow-on-the-Wold and many of the region's most popular attractions.
Set within a stunning rural location, Bears Court offers a range of beautifully designed cottages suitable for couples, families, friends and larger groups. Many properties feature private hot tubs, games rooms, enclosed gardens and spacious open-plan living areas, providing the perfect setting for relaxing breaks, family celebrations and countryside escapes.
Guests can enjoy picturesque walks directly from the doorstep, explore charming Cotswold villages, visit local attractions including Clarkson's Farm, Cotswold Wildlife Park and Daylesford Organic, or simply unwind and enjoy the peaceful surroundings.
Bears Court is also dog-friendly, making it an ideal destination for guests wishing to bring their four-legged companions along for their holiday.
Whether you're looking for a romantic getaway, a family holiday, a group retreat or a special celebration, Bears Court combines luxury accommodation, modern comforts and an exceptional countryside setting to create a memorable stay in one of England's most beautiful regions.
Our prices include all fees. No hidden fees.
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Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
Onsite parties or group events are strictly prohibited
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room
About the neighborhood
Cheltenham
Located in Cheltenham, this vacation home is in a rural area. Sezincote House & Garden and Chastleton House are local landmarks, and travelers looking to shop may want to visit The Burford Garden Company and Diddly Squat Farm Shop. Dragonfly Maze and Birdland Park and Gardens are also worth visiting. Take an opportunity to explore the area for outdoor excitement like mountain biking and other activities like birdwatching.
How much does it cost to stay at Bears Court - The Annexe?
As of Oct 19, 2026, prices found for a 1-night stay for 2 adults at Bears Court - The Annexe on Oct 20, 2026 start from $283, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.
How much is parking?
Onsite parking is available at the property.
What time is check-in at Bears Court - The Annexe?
Check-in begins at 4:00 PM.
What time is check-out at Bears Court - The Annexe?
Check-out is at 10:00 AM.
Where is Bears Court - The Annexe located?
Situated in a rural location, this vacation home is within 2 mi (3 km) of River Windrush, Dragonfly Maze, and Birdland Park and Gardens. The Model Village and Bourton Model Railway Exhibition are also within 2 mi (3 km).
About the host
Hosted by Host
Bears Court is a family-owned collection of luxury holiday cottages created with a passion for exceptional hospitality and memorable guest experiences.
What began as a vision to transform traditional Cotswold farm buildings into unique holiday accommodation has grown into an award-winning destination welcoming thousands of guests each year. Every cottage has been carefully designed to combine character and charm with modern comforts, creating spaces where families, couples and groups can relax, reconnect and make lasting memories.
As hosts, we take great pride in providing a personal service and maintaining the highest standards throughout the property. From beautifully presented accommodation and private hot tubs to thoughtful touches that make a stay special, our goal is to ensure every guest enjoys a truly memorable Cotswold escape.
We love sharing the beauty of the local area and helping guests discover everything the Cotswolds has to offer, whether that's exploring picturesque villages, enjoying countryside walks, visiting local attractions or simply unwinding in peaceful surroundings.
We look forward to welcoming you to Bears Court and helping create wonderful memories.