Winchester holiday lettings

Why visit Winchester

• Historical intrigue: Discover Winchester's rich history through its historic houses and landmarks, offering a fascinating glimpse into the past.
• Outdoor adventures: Enjoy the scenic landscapes and picturesque lakes, perfect for hiking, picnicking, and family-friendly activities.
• Charming neighbourhoods: Explore vibrant areas like Huntington Meadows, known for their welcoming atmosphere and beautiful surroundings.
• Diverse accommodation: Choose from a variety of holiday rentals, including cosy cottages and spacious houses, tailored to your needs.
• Cultural experiences: Engage with local colleges and universities to enrich your understanding of the city’s cultural fabric.

Popular types of accommodation in Winchester

Discover the charm of Winchester with our diverse selection of vacation rentals. Whether you prefer a private home, a cosy cottage, or a rustic cabin, we have an array of options to suit your needs. From spacious house rentals to comfortable apartment rentals, you'll find the perfect base for your adventures. Explore the historic city and enjoy a memorable stay in one of our lovely Winchester accommodations.

• Houses: The top choice for visitors to Winchester, these homes offer a comfortable and spacious option for families or groups.
• Cabins: A favourite among those seeking a rustic escape, cabins provide a delightful retreat in nature.
• Cottages: Ideal for a quaint and homely stay, cottages are perfect for couples or small families.
• Chalets: These charming lodgings offer a unique experience with a touch of alpine allure.
• Apartments: A convenient option for those wanting self-catering facilities in the heart of the city.**

Top attractions in Winchester

Winchester, Virginia, offers a delightful blend of outdoor adventures and historical attractions, making it an ideal destination for culture-seekers and families alike. Visitors can explore historic houses, renowned colleges and universities, and picturesque lakes. For a truly enriching experience, be sure to delve into the rich history of Winchester, which promises to captivate all who venture there.

• Shenandoah University: A historic institution located in the heart of Winchester, Shenandoah University offers a vibrant atmosphere filled with cultural events, arts performances, and historical significance. Explore its beautiful campus and enjoy the enriching educational environment.
• Museum of the Shenandoah Valley: This art museum showcases an impressive collection of regional artwork and historical artefacts. Visitors can immerse themselves in the unique culture and history of the Shenandoah Valley through engaging exhibits and beautiful gardens.
• Shenandoah Valley Discovery Museum: Perfect for families, this children's museum provides interactive exhibits that inspire curiosity and learning. It combines fun and education, making it an ideal spot for children to explore the rich culture of the region.

Things to do recommended for couples

For a romantic getaway in Winchester, Virginia, explore Valerie Hill Winery, just 5.6km away, known for its charming atmosphere. Alternatively, visit A-T Gift Company Farm Winery at 11.2km for outdoor delights, or Bluemont Vineyard, 15.6km distant, perfect for wine tasting amidst stunning views.

Things to do recommended for families

During your visit to Winchester, Virginia, families can unwind at Jim Barnett Park, enjoy activities at Appleland Sports Center, and let the kids play at Clearbrook Park Playground, all of which offer a delightful blend of wellness and relaxation just a short drive away.

Things to do recommended for groups

Groups visiting Winchester can enjoy a day of shopping at Apple Blossom Mall, challenge themselves at Rock Harbor Golf Course, or catch a show at Bright Box Theater, immersing themselves in local entertainment and culture.

What do I need to keep in mind when booking a vacation in 'Winchester

If you’re planning a trip with a group, family, or pets, or if you’re considering longer stays, it's important to apply the right filters to suit your needs. Here are some helpful Vrbo booking tips for you.

• Traveling to Winchester with a group: Think about how many bedrooms you require, as well as features like a fully equipped kitchen or outdoor space for group gatherings. Thankfully, you can easily filter for all of these options and more on Vrbo.
• Traveling to Winchester with young kids: Travelling with young children can present its challenges. It’s essential to prioritise their comfort and safety, as well as ensure access to 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 Winchester: For many, a family holiday wouldn’t be the same without their furry companion. If this resonates with you, take a look at Vrbo properties that welcome pets. Most of these pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels comfortable and at home.
• Planning for a long term stay visiting Winchester: If you're seeking holiday rentals with discounts for stays of a month or more, you've come to the perfect place. By using the appropriate filters, you can effortlessly discover and save on monthly accommodations. Don't forget to include features such as a parking space, a lovely kitchen, or a private pool in your search as well.

Where to stay in and around Winchester

Winchester, Virginia, is a charming city that offers a delightful blend of historical intrigue and natural beauty. Explore its picturesque streets, rich heritage, and vibrant urban atmosphere. Nearby cities and neighbourhoods, like Huntington Meadows, enhance the experience with family-friendly vibes and scenic landscapes, making it an ideal destination for outdoor adventures. Whether you're wandering through historic sites or enjoying the lush surroundings, Winchester promises a memorable holiday.

• Stephenson: Situated approximately 3.1km from Winchester, Stephenson is a vibrant city that beckons adventure seekers and nature enthusiasts. Known for its stunning scenery and outdoor activities, visitors can enjoy a variety of recreational options, including motor racing at the local racetrack and exploring the nearby national state park. The picturesque lake adds to the charm, making it an ideal spot for a relaxing day out or an active weekend. Whether you're looking to unwind in nature or engage in thrilling adventures, Stephenson offers a delightful travel experience.
• Kernstown: Nestled within the Winchester area, Kernstown is a charming village perfect for those eager to connect with the great outdoors. This locale features scenic hiking trails and excellent access to recreational areas, appealing to both casual walkers and avid hikers. The nearby national park and stunning waterfall provide breathtaking backdrops for a day of exploration. Kernstown's serene environment and inviting atmosphere make it an excellent choice for visitors looking to immerse themselves in nature and enjoy the beauty of the Virginia landscape.
• Shawnee Land: Shawnee Land, another quaint village in the Winchester vicinity, invites tourists to experience its natural splendour and outdoor allure. The area is renowned for its recreational opportunities, with close proximity to both a national park and a serene lake. Visitors can engage in a variety of outdoor activities, from picnicking to hiking and fishing, all while soaking in the beautiful scenery. Shawnee Land offers a peaceful retreat for those wishing to escape the hustle and bustle, making it a perfect addition to your travel itinerary.

Best time to go to Winchester

If you're planning a trip to Winchester, it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs from June to August, while off-peak times, like January to March tend to have fewer bookings and better deals.

Calendar Month	Temperature	Precipitation	Cloudiness	Occupancy	Pricing
January	31.3°F (-0.4°C)	Light Rain	Mostly Sunny	Moderately Low	Average
February	34.7°F (1.5°C)	Light Rain	Mostly Sunny	Moderately Low	Slightly Low
March	42.3°F (5.7°C)	Light Rain	Mostly Sunny	Moderately Low	Slightly Low
April	52.9°F (11.6°C)	Light Rain	Mostly Sunny	Average	Slightly Low
May	62.4°F (16.9°C)	Light Rain	Mostly Sunny	Average	Average
June	70.9°F (21.6°C)	Light Rain	Mostly Sunny	Moderately High	Average
July	75.9°F (24.4°C)	Light Rain	Mostly Sunny	Moderately High	Slightly High
August	73.8°F (23.2°C)	Light Rain	Mostly Sunny	Moderately High	Slightly High
September	66.9°F (19.4°C)	Light Rain	Mostly Sunny	Average	Average
October	55.8°F (13.2°C)	Light Rain	Mostly Sunny	Average	Average
November	43.5°F (6.4°C)	Light Rain	Mostly Sunny	Average	Slightly High
December	36.7°F (2.6°C)	Light Rain	Mostly Sunny	Average	Average

Booking with Vrbo is simple

Are you keen to save on your next getaway? Being flexible with your travel dates can make a difference, as prices often fluctuate. Additionally, you could enjoy considerable savings by opting for a longer stay. To discover a Vrbo property that suits your budget, utilise our filters to sort by price, location, and type of holiday rental.

Vrbo Trips: Planning as easy as it gets

Vrbo's cutting-edge Trip Board provides you with a dedicated area to plan new adventures, pick up where you last stopped, or easily review and arrange your travel plans. You can now find the properties you've previously saved or booked under Potential, Upcoming, or Current Trips. To start using Trip Boards, simply visit: https://www.vrbo.com/en-gb/trips.