
Holiday houses in Winchester
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Top-rated holiday rentals in Winchester
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Cozy Boho Home in Neenah
Newly updated home near the heart of Neenah, WI. This home has been meticulously styled with leather sofas, MCM furniture, a high-end Casper King mattress, aesthetic draperies, new appliances, trendy hardwood flooring, ultra comfort bedding, and so much more! Kitchen is fully equipped with basic essentials such as pots, pans, eatery, Keurig coffee maker, full-size fridge, stove, dishwasher, and microwave. You can also enjoy a main-level laundry room with new washer/dryer units detergent supplied

Appleton Wooded Oasis - Hot Tub-6 Star Hospitality
Relax and enjoy in a beautiful scenic home conveniently located in a quiet wooded neighborhood in Appleton. It has all the elements of being your get away from home. Nearly 3,000 sq. ft. Guests have access to all living areas, modern kitchen, wood fireplace, vaulted ceilings, spacious sunroom, large deck and therapeutic hot tub. Enjoy the scenic backyard with a large deck, 7 person hot tub and fire pit. Five minutes from airport, vibrant downtown, 25 min. to Lambeau. Includes breakfast.

Home away from home
Located less than 2 miles from the Appleton airport, and 32 miles from Lambeau, this executive home sits on a quiet cul de sac. There are 3 bedrooms on the main floor, two with queen sized beds and there is a bathroom in between them. The master suite sits on the opposite end of the house. In the basement is a rec room and a 4th bedroom and 1/2 bath. There’s a beautiful yard and deck and big fire pit. A great place to stay for EAA or Packers games (take a shuttle bus for about $30 each).

Irish Acres Farm Charm Glamping: FAIRY CABIN
Irish Acres Farm is host to guest friendly activities. Sit & relax or join in farm chores, hike, fish, meditate. Light a camp fire and enjoy Nature at her finest. Experience the coziness of a rustic "tiny house" off-grid log FAIRY CABIN set beside a 1 acre spring fed pond. My place is good for couples, solo adventurers, & families (with kids). No pets or therapy animals allowed. We strive to be a tech free zone (NO WIFI or TV's). A true authentic connection with Nature and each other.

Go and Go
Cozy 2 bedroom Log home. Can sleep 4-6. Across the street from Lake Winnebago. Short walk to park, zoo and boat landing. 6.5 miles to EAA grounds. Off street parking. Close to shopping, restaurants and downtown Oshkosh. Great rental for Air Show, Book now and bring your boat, jet ski, trailer, and fishing gear or just go sightseeing, dining and relaxing. Full kitchen, New Bath. Very comfortable with a great location. Perfect place to stay for family with students at UWO. Book now!

Secluded Cabin with Sauna
Place yourself in nature. Put down your phone and pick up a book. Clear your mind, focus on your breath, connect with your inner self. Sleep like you’ve never slept before accompanied only by the sound of owls and wind in the pines. The Belden Farm offers land that is a true retreat. Enjoy the privacy and quiet of our cabin in the woods. Extensive, well-maintained trails for hiking, skiing or Fattire biking lead you through towering hardwoods, cathedral white pines, and golden meadows.

hot tub and sauna on 5 private acres
Looking for a peaceful retreat? Experience 5 acres of tranquil, private woodland paradise. Cool nights are perfect for warming up in the hot tub or infrared sauna which overlook the meadow. Explore hiking trails and lakes that the scenic Kettle Moraine has to offer. Grill a delicious meal and later craft perfect s’mores by campfire as the crickets sing. Unwind at SoLu winery, just a minute down the road. Near Road America, Kettle Moraine State Forest, and Dundee. Your getaway awaits!

Cottage on Lake Winnebago
Furnished Cottage on Lake Winnebago with beautiful sunrises. 1 bedroom with queen bed. There is plenty of space for air mattresses in common areas. 1 queen air mattress available. One bath, full kitchen fully stocked with dining area, bring your own food to prepare. Bring your water toys or boat, launch nearby and dock access in warmer months with great fishing. Winter months, bring your snowmobile, trails nearby. Great ice fishing when lake is frozen and ice is safe.

Newly Renovated Waterfront
Take it easy at this unique and tranquil getaway. This newly renovated cottage has a Murphy style Queen bed as well as a pull out couch to sleep four. The quartz counters make a perfect gathering space for friends and family. Plenty of room in the yard for your boat or other toys. Lake access is right around the corner for swimming, boating & kayak rentals. Enjoy a little slice of heaven on Lake Poygan with the Wolf River right around the corner! #fishon #boatlife

Boathouse Bungalow
Enjoy a unique getaway in our historic “Boathouse Bungalow” on the Wolf River. The location could not be more perfect when visiting the scenic Fox River Valley; close to walking paths, snowmobile trails and within walking distance to downtown Winneconne. The permanent dock is in a no-wake zone, great for fishing, tying up boats or just relaxing. Located 12 miles to Oshkosh, 23 to Appleton and 48 to Lambeau. A wonderful retreat for making lasting memories.

The little blue jay
Welcome to The Little Blue Jay, a cozy blue cabin nestled in a semi-secluded spot by the lake. This peaceful retreat offers two comfy bedrooms, an open living area and kitchen, and large windows with beautiful lake views. Enjoy a spacious bathroom and a generous yard perfect for relaxing, playing, or evening bonfires. Whether you’re seeking a quiet escape or outdoor adventure, The Little Blue Jay is the perfect place to unwind and recharge.

Goat Retreat: Petting Zoo, Barn, Hot Tub & River
The Cloverland Barndominium is a thoughtfully renovated 100-year-old barn sitting on 5+ private acres of forest to explore next to a river. You'll share the land with friendly goats that you can watch from right outside your window! Outside you'll enjoy walking the trails, feeding the animals, taking the canoe down the river, making a fire in the fire pit, and exploring the forest. Escape the busy world and reset!
Popular amenities for Winchester holiday rentals
Other great holiday rentals in Winchester

Charming country farm house

The Cottage

Lake Life, year round hot tub!

Charming Doty Island Bungalow

Comfortable, Cozy, & Charming - Downtown Appleton

Fox River Fishing & Relaxation

The Goldfinch | Centrally Located Oshkosh Gem

Hot Tub. 3 bedrooms, 2 bath, Great Neighborhood
Destinations to explore
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- Lambeau Field
- Eaa Aviation Museum
- Bay Beach Wildlife Sanctuary
- Green Bay Packers
- New Zoo & Adventure Park
- Paine Art Center And Gardens
- Fox Cities Performing Arts Center
- Resch Center
- Hartman Creek State Park
- Vines & Rushes Winery
- Oneida Casino
- The Golf Courses of Lawsonia
- Bay Beach Amusement Park
- National Railroad Museum
- Green Bay Packer Hall of Fame
- Green Bay Botanical Garden
- Road America





