Vacation rentals in Winchester

Riverfront log cabin in the heart of the valley

◖30 minutes to Oshkosh(EAA) & Green Bay(Lambeau), 10 minutes to Downtown Appleton ◖10 minutes to Kimberly boat launch; travel the Fox River Locks system You will LOVE this property: ◖Outstanding views from the amazing sunsets to the relaxing water & wildlife ◖Newly renovated with many amenities ◖Enjoy the Northwoods setting in the heart of the valley ◖Relax at end of the day sitting around a campfire or by indoor fireplace ◖Tie your boat to dock in front of property ◖Full kitchen/outdoor grill

Family · Location · Kitchen

Waterfront Lake Winnebago 4BR Newly Built Home

New Construction Lakefront Home on Lake Winnebago's west shore on a private road between Neenah and Oshkosh. This 4 bedroom (6 beds), 2 full bath home has 2 BR's with King beds, 1 BR with Queen bed, and 1 BR with 2 Full size beds, and a lofted Twin XL. Custom cabinets and granite countertops/island that seats 9. Wall to wall patio doors opens to a covered, screened in deck with magnificent lakefront views. 56' foot pier in sandy bay. Outdoor patio for grilling, and lakeside firepit with chairs.

Family · Location · Condition

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.

Location · Value · Breakfast

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.

Family · Location · Heating

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!

Family · Location · Hospitality

Lucky's Lodge

Relax with the whole family at this peaceful and beautiful A-frame cabin on the Wolf River with sweeping views & a large dock for your boat & swimming! Excellent watersports, 20 min up river to Partridge Lake/Fremont, 20 min down river to Lake Poygan. This is the perfect place to stay for EAA! The Wolf River is a fisherman's dream, you can fish right off the dock for bass, walleye, and more. Checkout our Guidebook for some of our favorite places to go and other recommendations!

Family · Value · River

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.

Location · Value · Laundry

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

Location · Family · Indoor spaces

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.

Location · Family · Comfort

The Big Blue Jay

Nestled in a semi-secluded setting, this charming blue cabin offers two cozy bedrooms and an open living room and kitchen with vaulted ceilings. Large windows bring in natural light and stunning lake views. A spacious bathroom adds comfort, while the generous yard is perfect for playing, relaxing, or bonfires under the stars. Offering both privacy and convenience, this cozy retreat is ideal for peaceful getaways or adventure-filled weekends by the water.

Family · Location · Walkability

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!

Value · Location · Pets

Rosie's Place A

Hello and Welcome! Rosie's place A features a cozy newly renovated clean furnished upper apartment. Very close to everything in Oshkosh. Great for business travelers, vacationers and visiting University of Oshkosh and Hospital families. Breakfast items, fruit, coffee, tea, soda, water & snacks included. Private parking behind the house. Door code will be provided to enter. No minimum stay!

Location · Value · Parks