
Holiday houses in Harbor Springs
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Top-rated holiday rentals in Harbor Springs
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Linger Longer On The Water
Cozy lake cottage on the west shore of Lake Winnebago featuring 3 bedrooms and 1 bath. Beautiful sunrises over the lake and just minutes from everything in Oshkosh Wisconsin. Large kitchen for preparing meals or just hanging out. 5 minute walk to Menominee Park. 6.5 miles to EAA Grounds. Less than 10 minutes to downtown and the University of Wisconsin, Oshkosh campus, shopping, restaurants and Main Street. Great location for walking, bike riding and just seeing the local sites. Park on site.

Centrally Located, Updated Home
Step in to your cozy, sun-drenched haven, reminiscent of your favorite corner café. Thoughtfully crafted to blend functionality, comfort, and style, this space is sure to become your cherished home away from home. Situated just minutes from Downtown Green Bay, major highways, and family-friendly attractions, this modern retreat caters to both casual and business travelers. Experience a genuine sense of belonging with a stay designed to foster connection, creativity, consciousness, and community!

Gorgeous Cabin Vibes Home w/ Pond! Close To Lake!
Beautiful cabin feeling home with a pond and huge yard! Great for Bachelorette and Bachelor Parties, Family Birthday Gatherings, or Random Getaways! Due to dry year - pond water level is extremely low. Paddle boards, swim rafts/tubes, outdoor and indoor games, and wood for firepits included! Spacious outdoor dining space with fireplace by the pond and propane grill (propane and grilling tools included)! Pond has sandy bottom and is shared with neighbors, but are rarely out at the same time.

Private Riverfront, Converted Barn *EV Charger*
Fox River Barn is located in a picturesque setting with stunning views of the Fox River in Princeton, WI. This 1940s barn has been lovingly converted into a comfortable living space with modern features and amenities, making it the perfect retreat for a romantic getaway or a peaceful escape from the city. Inside, the bones of the barn are present. From beams and rafters on the main level to the tall, gable barn ceiling. Just imagine all the different ways the barn had been used over time.

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.

Cozy and Simple Downtown Space
Enjoy this great space in a quiet safe neighborhood. One car allowed at the property! The space has comfortable beds, provided hygiene products, a smart TV and snacks + beverages. Wake up and enjoy coffee provided by us. Shops and restaurants within walking distance! Visit The Plaza downtown with ice skating, fire pits, a coffee shop and more. Great for a couples getaway. Luxury for a great price! A portion of the proceeds from bookings go to housing evacuees, refugees and veterans.

Leonard Point Birdhouse
Welcome to the Leonards Point Bird House! This newly renovated lake home has all amenities needed for a perfect escape in Oshkosh, WI. You will experience lake views from the south side of Lake Butte Des Morts. For a quieter experience (or louder for the kids) there is a detached bunk house with its own bathroom! The Birdhouse is 10 minutes away from highway 41 and multiple stores for easy access to everything you need. Please feel free to reach out with any questions!

Cozy Relaxing Lake Home with spectacular sunsets!
On the shore of Lake Butte Des Morts Longer stays welcome!!! Awesome Lake view Beautiful Sunsets Gas fireplace Shopping/restaurants/etc… Approx. 40 miles from Lambeau Field pier/summer,sorry nothing can be tied up to pier at any time solo fire pit grill Lake view Bedroom,Living Room,Dining area Near by Wiouwash trail for hiking, biking, etc.. Near EAA Kitchen space for cooking. Washer/dryer Larger 1 bedroom /Queen Sleep Number mattress Off street parking

No Cleaning Fees! 2 Bedroom Apartment By The Lake
We’re transparent with our pricing, that’s why we don’t have cleaning fees! The price you see is the price you pay (local taxes still apply). Come stay near the heart of Oshkosh - you’ll be on the second floor with views of Lake Winnebago. If you need anything during your stay we live on-site and are only a message away. Don’t worry though, the units are completely separated so you’ll have all the privacy you desire during your stay.

Barndominium with Goats, Hot Tub, Forest & 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 and chickens 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!

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!

Contemporary Retreat | Steps from Chain O' Lakes
Mid-century modern meets old-fashioned hospitality. A newly (and lovingly) remodeled duplex in the lakeside hamlet of King. Just steps from the pristine Chain O' Lakes, restaurants, boat-rentals, bars, shopping and more. Perfect for cottage overflow, an extended executive assignment, or road-trippers passing through Central Wisconsin to all points beyond.
Popular amenities for Harbor Springs holiday rentals
Other great holiday rentals in Harbor Springs

Mini Apt- Safe Walkable- near water + downtown

Cozy 2 Bedroom In Oshkosh

Winter Escape • Fireplace • Near Downtown & Lake

Wisconsin Waterfront Getaway

Charming Oshkosh - 2 Bedroom, Walk to Downtown

Home away from Home

Downtown Tiny Home - Oshkosh

Hickory Hideaway- 2 Bedroom with Lake views
Destinations to explore
- Chicago Holiday rentals
- Upper Peninsula Holiday rentals
- Platteville Holiday rentals
- Downtown Chicago Holiday rentals
- Minneapolis Holiday rentals
- Wisconsin River Holiday rentals
- Milwaukee Holiday rentals
- Ann Arbor Holiday rentals
- Twin Cities Holiday rentals
- North Side Holiday rentals
- West Side Holiday rentals
- Central Illinois Holiday rentals
- Lambeau Field
- Whistling Straits Golf Course
- Bay Beach Amusement Park
- Sunburst
- Paine Art Center And Gardens
- Eaa Aviation Museum
- Bay Beach Wildlife Sanctuary
- Green Bay Botanical Garden
- Green Bay Packer Hall of Fame
- National Railroad Museum
- Kettle Moraine State Forest - Northern Unit
- Resch Center
- Green Bay Packers
- Fox Cities Performing Arts Center
- Road America




