Winchester holiday lettings

Why visit Winchester

• Outdoor Adventures: Embrace the stunning countryside with enchanting forests, tranquil lakes, and nature reserves, perfect for hiking and exploring.
• Historic Attractions: Visit the historic Winchester Cathedral and embark on engaging town tours that reveal the area’s rich heritage.
• Family-Friendly Atmosphere: Enjoy a serene environment with friendly locals, making it ideal for family getaways.
• Charming Accommodations: Choose from a delightful range of holiday rentals, including cosy cottages and modern apartments.
• Secluded Escapes: Discover nearby secluded spots for a truly memorable and romantic retreat.

Popular types of accommodation in Winchester

Discover a charming selection of Winchester holiday rentals, including houses, apartments, and delightful cottages. Whether you're seeking a cosy retreat in a traditional Winchester cottage or a modern apartment for your city adventures, we have the perfect accommodation to suit your needs. Enjoy transparency and savings as you explore our range of options for an unforgettable getaway in this historic city.

• Houses: These are the top choice for visitors to Winchester, offering ample space and comfort for families or groups.
• Apartments: A popular option for couples or solo travellers, providing a convenient and self-catering stay in the heart of the town.
• Cottages: Quaint and charming, cottages offer a delightful escape with a touch of rustic charm.
• Cabins: Perfect for those seeking a peaceful retreat, cabins provide a cosy atmosphere surrounded by nature.
• Chalets: A unique lodging choice, chalets combine comfort with picturesque views, ideal for a scenic getaway.**

Top attractions near Winchester

Winchester, New Hampshire, offers a delightful escape for those seeking outdoor adventures, romantic getaways, and stunning scenery. Explore its enchanting forests, nature reserves, and tranquil lakes. Key attractions include the historic Winchester Cathedral, engaging tours of the town, the fascinating Winchester Science Centre, and the rich heritage of historic Winchester. This charming destination is perfect for eco-conscious travellers looking to immerse themselves in nature and adventure.

• Thomas Aquinas College: A modern university offering a vibrant atmosphere, ideal for those interested in academic pursuits and engaging with a diverse student community.
• Moody Center: An esteemed institute providing a serene environment, perfect for contemplation and reflection, catering to various educational and spiritual activities.
• Historical Old NMH Campus Building #3: A historic building rich in culture, showcasing architectural beauty and serving as a reminder of the area's educational heritage.

Things to do recommended for couples

Seeking a romantic getaway in Winchester? Enjoy a luxurious round at Crumpin-Fox Golf Club, catch a lively performance at The Stone Church, or embrace adventure at Granite Gorge with skiing. Each experience offers a unique charm perfect for couples looking to create lasting memories.

Things to do recommended for families

Families visiting Winchester can explore the scenic hiking trails at Pisgah State Park and enjoy swimming or picnicking at Lake Warren. The local farmers' market offers a delightful taste of fresh produce, perfect for a family outing filled with delicious treats.

Things to do recommended for groups

Embark on an adventure along the Metacomet-Monadnock Trail for stunning views, shop for local goods at the Brattleboro Farmers' Market, and enjoy a film or performance at the Latchis Theatre, all within a short drive from Winchester.

Booking with Vrbo is a breeze

Looking to save on your next holiday? Consider being flexible with your travel dates, as this can lead to significant price differences. Furthermore, extending your stay often results in excellent savings. To discover the ideal Vrbo property that fits your budget, utilise our filters to search by price, location, and type of holiday rental.

Where to stay in and around Winchester

Winchester, New Hampshire, offers a delightful escape into stunning countryside, perfect for a relaxing and romantic getaway. The area is ideal for families, boasting friendly locals and a serene atmosphere. Explore the charming streets and immerse yourself in the beautiful scenery, where adventure awaits just beyond the quaint city. Nearby regions also provide a fantastic opportunity to experience secluded spots, making it a truly memorable destination for all types of travellers.

• Brattleboro: Located 6.2km from Winchester, Brattleboro is a vibrant city known for its outdoor adventures and sports experiences. With the stunning backdrop of mountains and valleys, it’s a perfect destination for ski enthusiasts. Visitors can explore nearby ski fields and resorts, making it an ideal spot for winter sports. In addition to skiing, the area's lakes provide excellent opportunities for a range of water activities during the warmer months. The charming downtown area features local shops and eateries that reflect the town's artistic spirit.
• Keene: Just 7.5km from Winchester, Keene is a picturesque city that invites outdoor lovers to immerse themselves in its scenic beauty. The surrounding mountains and lakes offer breathtaking views and ample opportunities for hiking, skiing, and other outdoor pursuits. The presence of a modern college university adds a youthful energy to the area, with various events and activities that attract visitors year-round. Keene’s downtown area is vibrant, featuring unique shops and delightful restaurants that showcase local flavours.
• Richmond: Nestled within the Winchester area, Richmond is a quaint village that promises a delightful outdoor experience. It is surrounded by beautiful landscapes, including mountains and a national state park, making it a haven for nature lovers. Popular activities include skiing and exploring recreational areas, providing ample adventure for visitors. The village's serene atmosphere is perfect for those looking to relax and enjoy the scenic views of the local lakes and lush greenery.

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 in June to July and September, while off-peak times, like February and November to December tend to have fewer bookings and better deals.

Calendar Month	Temperature	Precipitation	Cloudiness	Occupancy	Pricing
January	23.2°F (-4.9°C)	Light Rain	Mostly Sunny	Average	Average
February	25.2°F (-3.8°C)	Light Rain	Mostly Sunny	Slightly Low	Slightly High
March	32.9°F (0.5°C)	Light Rain	Mostly Sunny	Average	Slightly Low
April	45.0°F (7.2°C)	Light Rain	Mostly Sunny	Average	Slightly Low
May	57.0°F (13.9°C)	Light Rain	Mostly Sunny	Average	Average
June	64.9°F (18.3°C)	Light Rain	Mostly Sunny	Slightly High	Average
July	71.2°F (21.8°C)	Light Rain	Mostly Sunny	Slightly High	Slightly High
August	69.3°F (20.7°C)	Light Rain	Mostly Sunny	Average	Average
September	61.9°F (16.6°C)	Light Rain	Mostly Sunny	Slightly High	Slightly Low
October	50.5°F (10.3°C)	Light Rain	Mostly Sunny	Average	Average
November	38.7°F (3.7°C)	Light Rain	Mostly Sunny	Slightly Low	Average
December	29.7°F (-1.3°C)	Light Rain	Mostly Sunny	Slightly Low	Slightly High

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

If you're travelling with a group, as a family, bringing along pets, or seeking longer stays, be sure to filter your options according to your key priorities. Here are some helpful Vrbo booking tips for you.

• Traveling to Winchester with a group: Think about how many bedrooms you require, along with features like a fully equipped kitchen or outdoor areas for group gatherings. Thankfully, you can easily refine your search to include all of these options, and much more, on Vrbo.
• Traveling to Winchester with young kids: Travelling with young children can present its challenges. It’s important to prioritise their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, it's wise to think about your closeness to attractions that are family-friendly.
• Taking your pets with you to Winchester: For many families, a holiday isn’t truly fulfilling unless their furry companion is along for the journey. If this resonates with you, take a look at Vrbo properties that welcome pets. Most of these pet-friendly accommodations come equipped with feeding bowls and beds, ensuring that everyone feels comfortable and at home.
• Planning for a long term stay visiting Winchester: If you’re in search of holiday rentals offering discounts for stays of a month or more, you’ve come to the perfect destination. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don’t forget to include features like a parking space, a well-equipped kitchen, or even a private pool in your search criteria.

Vrbo Trips: Planning as easy as it gets

Vrbo's clever Trip Board offers you a dedicated space to plan new adventures, pick up right where you paused, or manage your travel arrangements. You can easily locate properties you've saved or booked in the sections for Potential, Upcoming, or Current Trips. To explore Trip Boards, simply visit: https://www.vrbo.com/en-gb/trips.