Winchester holiday rentals
Find spaces that suit your style
Find the best place to stay - Winchester
Secluded chalet on 50 acres at base of Mt Monadnock, near lakes -TESLA charger
- Peace of mindOur Book with Confidence Guarantee gives you 24/7 support
- More quality timeFrom booking to staying, the whole process is simple and enjoyable
- All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
- More for lessMore space, more privacy, more amenities — more value
Take in the lakeside beauty of Winchester
The lake and forests provide a pleasant backdrop to your holiday home in Winchester. This city is relaxing and scenic, recognised for its canoeing, boating and kayaking. If you're looking for accommodation options with space to entertain friends and family, HomeAway has plenty of options to choose from. Many rental homes offer full kitchens and laundry facilities, perfect for big groups.
Sightseeing in and around Winchester
Are you searching for top things to see and do in the city? Venture out of your holiday home and experience everything that makes Winchester a fun spot to go on holiday. These are some of the major attractions to put on your list, all within 30 miles (48.2 km) of the city centre:
- Monadnock State Park (15.8 mi / 25.4 km)
- Cathedral of the Pines (20.1 mi / 32.3 km)
- Northern Illusion (6.5 mi / 10.4 km)
- Northfield Mountain Recreation Center (12 mi / 19.3 km)
- Brattleboro Country Club (12.2 mi / 19.6 km)
- Scott Farm Orchard (13 mi / 21 km)
Exploring the natural features in Winchester
Whether you're an outdoor enthusiast or just want to appreciate the scenery, Winchester is a great place to get outside. These are some of the area's most eye-catching features, all within 30 miles (48.2 km) of the city centre:
- Madame Sherris Castle Ruins (9.4 mi / 15.1 km)
- Spofford Lake (10 mi / 16.1 km)
- Brattleboro Common (10.7 mi / 17.2 km)
- Doane's Falls (12.3 mi / 19.9 km)
- Turner Falls (14.2 mi / 22.8 km)
- Monadnock State Park (15.8 mi / 25.4 km)