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Holiday rentals in Harbor Springs

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Top-rated holiday rentals in Harbor Springs

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
Home in Omro
5.0 out of 5 average rating, 22 reviews

Fox River Fishing & Relaxation

Newly remodeled home on the Fox River. Perfect for a fishing trip, family getaway or time with your friends! This property comes with all the amenities you will need from a fish cleaning station to high speed WIFI, Spectrum TV & beds that were picked out with the utmost comfort in mind! Bring your boat and tie up to the seawall so you can jump in to fish on the Fox River and various lakes. The outdoor space is ideal for relaxation, meals, games and time by the firepit. Enjoy beautiful sunsets!

Guest favourite
Home in Winneconne
4.92 out of 5 average rating, 13 reviews

Lakefront! Private Dock! Water toys! Sleeps 14!

Enjoy Lake Winneconne from this fully furnished lakefront home. Sleeps up to 14 guests, spend your days on the water with paddleboards and kayaks, or fish from the private dock while enjoying sunset views. Unwind by the fire pit or grill lakeside with family and friends. Inside features bright spaces, a fully stocked kitchen, and a coffee bar to start your mornings right. Minutes from downtown Winneconne and local eats, this home is perfect for families and groups to unwind and enjoy the lake!

Top guest favourite
An aerial view of the home reveals a contemporary design with a combination of gray siding and a light wood accent. Lush greenery surrounds the property, complementing the landscaped yard. A spacious upper deck can be seen, along with outdoor seating on the patio.
Home in Oshkosh
4.94 out of 5 average rating, 53 reviews

Menominee House Lake View

This home features sweeping views of Lake Winnebago, huge open rooms, outdoor hot tub with a lake view and convenient lake access. Bedrooms have king or queen beds, two with additional bunk beds plus an open bonus room with a sleeper sofa brings the sleeping total to 12 adults. Bathrooms, kitchen and bedrooms are brand new! High-end appliances, tiled bathrooms, large jetted tub, and even a Laundry room that was used for a Speed Queen washer/dryer shoot. 4 miles to EAA, close to downtown.

Guest favourite
Home in Oshkosh
5.0 out of 5 average rating, 12 reviews

The Goldfinch | Centrally Located Oshkosh Gem

Welcome to The Goldfinch — a warm, thoughtfully designed home blending classic character with modern comfort in a quiet Oshkosh neighborhood walking distance from restaurants and recreational trails including the river walk and Wiouwash Trail. Our home features comfortable bedrooms, a fully equipped kitchen, fast Wi-Fi, a private hot tub, and even a movie theatre. Whether you're visiting for family, work, or a weekend away, you'll find a comfortable place to relax, recharge, and feel at home.

Top guest favourite
Home in Oshkosh
5.0 out of 5 average rating, 83 reviews

Fenced Yard; Waterfront; Dock, Cozy & Refreshing

Take it easy at this unique and tranquil getaway. Located on Sawyer Creek; enjoy peaceful views in a quiet neighborhood. Privacy is yours with a fenced in yard & attached 2 car garage. Comfortable 2 bedrooms with Queen beds & a fully stocked kitchen, outdoor grill, 55 in Smart TV and dedicated desk area. Propane firepit, patio table & 2 kayaks, washer & dryer. Close to Wiowash Trail, resturants, UW-Oshkosh and Oshkosh Corp headquarters. EAA grounds is a short 12 minute drive. Dog friendly.

Top guest favourite
A two-story home is presented with dark green siding, framed by manicured lawns and established trees. A paved walkway leads to the front door, which is flanked by windowed entries. Clear skies above add to the home's inviting exterior appearance.
Home in Oshkosh
4.91 out of 5 average rating, 121 reviews

Shorehaven Lakehouse | Lakefront • 3BR • 3BA

Welcome to the Shorehaven Lakehouse! Wake up right on the water in a beautifully renovated 3-bedroom, 3-bath retreat on Lake Butte des Morts. Enjoy morning coffee overlooking the lake, spectacular sunrises/sunsets from the lake-facing living room, and a peaceful waterfront setting just minutes from everything Oshkosh has to offer. Home comfortably sleeps 6, no room for blow up mattresses. Non service animals are not permitted on premises. Please let us know if you have any questions!

Top guest favourite
Home in Oshkosh
4.99 out of 5 average rating, 151 reviews

Relaxing Lakefront Getaway on Lake Butte des Morts

Relax at our spacious lakefront retreat on Lake Butte des Morts in a small and friendly neighborhood! Enjoy stunning sunsets, beautiful lake views from the bedroom, living room, and dining area, plus a private pier (seasonal)for fishing and relaxing. Features include a queen Sleep Number bed, gas fireplace, full kitchen, washer/dryer, fire pit, grill, and off-street parking. Near EAA, restaurants, shopping, the Wiouwash Trail, and just 40 miles from Lambeau Field. Longer stays welcome!

Guest favourite
A modern kitchen features sleek stainless steel appliances and a large countertop. Open shelving displays white dishware, while the dark walls contrast with the bright light fixtures. An archway leads into a dining area, visible in the background, enhancing the inviting layout.
Home in Oshkosh
4.92 out of 5 average rating, 36 reviews

Sky & Stream Escape

Welcome to your cozy, newly renovated retreat in Oshkosh, WI! Ideally located, it provides easy access to leisure and essentials. For water enthusiasts, boat ramps for the Fox River and Lakes Winnebago and Butte des Morts are within 5 miles. For aviation fans, the EAA Museum is also 5 miles away. Aurora Medical and the University of Wisconsin Oshkosh are within 2.5 mi, and the Outlet Shoppes are 4.5 mi away. The vibrant downtown dining scene is also readily accessible.

Top guest favourite
Guest house in Oshkosh
4.96 out of 5 average rating, 203 reviews

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.

Guest favourite
Barn in Oshkosh
5.0 out of 5 average rating, 12 reviews

Large Unique Barn Rental

This memorable location is anything but ordinary. With 6 spacious bedrooms—each featuring its own private bathroom—it’s the perfect rental for large groups. Outside, enjoy a large scenic swimming pond with a sandy beach, a Blackstone grill, a generous seating patio and a large fire pit for cozy evenings. Conveniently located just 2 miles from Highway 41, it's an ideal spot for your stay in Oshkosh. We are also a wedding venue! For more information, please reach out.

Top guest favourite
The exterior of the lakeside home is showcased with a well-maintained lawn and flower beds. Large windows offer expansive views of the surroundings, while a white staircase leads to the inviting entrance. Nearby, comfortable outdoor chairs are positioned for relaxation.
Home in Oshkosh
5.0 out of 5 average rating, 42 reviews

Relaxing Lake Winnebago Waterfront Retreat

Experience the simple pleasures of lakeside living in this Oshkosh vacation rental! Featuring 3 bedrooms, 2 full baths, and 2 half baths, this beautifully designed home is the ideal spot to enjoy endless activities on Lake Winnebago. Take the pedal boat out for a spin or cast a line off the private dock! After, relax in the serene living room while admiring panoramic views of the lake through floor-to-ceiling windows, or end the night with stargazing on the patio!

Top guest favourite
A modern living room features a comfortable gray sofa adorned with patterned cushions. A large area rug with a chevron design anchors the space. A wall clock and artwork complement the decor, with a glimpse of the kitchen area visible in the background.
Flat in Winneconne
4.99 out of 5 average rating, 76 reviews

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.

Popular amenities for Harbor Springs holiday rentals