Holiday houses in Harbor Springs

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Harbor Springs

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

0 of 0 items showing

1 of 3 pages

Superhost

Guest suite in Winneconne

4.81 out of 5 average rating, 226 reviews

Lake Winneconne Area Cottage "CabinSong" tradition

Northwoods-ish rustic cabin: 750 sq.ft., open-concept, lotsa windows, repurposed oak floor, 3/4 bth, equipped kitchen, dining/fun bar, two decks, E &W. 1 Qn, 1 dbl bed, qn. hide-a-bed, 1 twin. Optional: qn or twin air-bed. Desk, dresser, views , cable TV, wifi, stereo, heat/AC. Access to Lake Winneconne public boat ramp, 200 yrds! On-site & off-st. parking trailers. Quiet neighborhood; 3 mi. from Winneconne; easy access to Oshkosh, Green Bay, Fox Cities. Fun, not fussy seasonal decor.

Top Guest favourite

Home in Oshkosh

5 out of 5 average rating, 38 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.

Guest favourite

Home in Oshkosh

4.88 out of 5 average rating, 187 reviews

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!

Top Guest favourite

Home in Oshkosh

4.99 out of 5 average rating, 122 reviews

Cozy Relaxing Lake Home with spectacular sunsets!

Located on the shore of Lake Butte Des Morts Yard,pier, (sorry guests are not allowed to tie anything up to pier)solo fire pit, grill,seating SUNSETS Lake view Bedroom,Living Room,Dining area Close to Wiouwash trail for hiking, biking,snowmobiling Approx. 40 miles to Lambeau Field Close to EAA Restaurants Shopping Gas fireplace in Living / dining room with a desk Kitchen with space for cooking. Washer/dryer Larger 1 bedroom /Queen Sleep Number mattress Off street parking

Top Guest favourite

Guesthouse in Oshkosh

4.95 out of 5 average rating, 189 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.

Top Guest favourite

Apartment in Winneconne

4.98 out of 5 average rating, 51 reviews

Boathouse Bungalow

The Boathouse Bungalow is the uniquely perfect getaway located on the river in Winneconne, WI. This bright one bedroom apartment is located on the backside of a large and historical boathouse just a few blocks from the downtown area and features a permanent dock for use. Located in a no-wake zone, the dock is perfect for fishing or tying up a boat overnight. Also close to walking and snowmobile paths, the Boathouse Bungalow is the ultimate retreat for exploring!

Guest favourite

Farm stay in Omro

4.9 out of 5 average rating, 79 reviews

Comfy Cabin on 170 Beautiful Acres - Come Explore!

The cabin rests on 180 acres of scenic farm wildlife habitat. The property includes an 1800s-era barn & blacksmith shop, a host of wild & domestic animals, miles of private canal with access to the Wolf & Fox Rivers, a hiking trail, garden, orchard, and much more! The farm has been the pride of our family for 6 generations. A converted grainary, the cabin features a full bed, pullout couch, full kitchen, full bathroom, high-speed satellite Wifi and smart-TV.

Top Guest favourite

Home in Oshkosh

4.94 out of 5 average rating, 82 reviews

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 perfect for in-laws! The Birdhouse is 10 minutes away from highway 41 and multiple stores for easy access to everything you need. Please reach out with any questions!

Top Guest favourite

Home in Oshkosh

4.92 out of 5 average rating, 216 reviews

Charming Spacious 2BDR by Downtown/Menominee/Lake

This historic and charming home is located just one block away from Menominee Park and Lake Winnebago. Menominee parks offers amusement rides, the Zoo, asphalt trails, boat tie ups, casting dock, historical interest, fishing, ice rink, picnic areas, large playgrounds, baseball fields, soccer fields, tennis/ pickle ball courts, and volley ball courts. The home boasts a lot of character and has all the amenities to make your stay comfortable and memorable.

Guest favourite

Home in Oshkosh

4.87 out of 5 average rating, 238 reviews

3BR Across from Park • Watch Fireworks from Porch!

Unbeatable Fourth of July Location! 🎆 Watch Menominee Park’s spectacular fireworks burst directly overhead from the front yard or porch — one of the best views in Oshkosh, just steps from the park! This cozy, modern getaway is perfect for families, groups, or peaceful retreats. Enjoy a stylish interior, gazebo with firepit table, and unbeatable access to the lake, zoo, walking trails, and downtown Oshkosh — all just a short stroll away.

Guest favourite

Apartment in Oshkosh

4.86 out of 5 average rating, 214 reviews

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.

Guest favourite

Cabin in Winneconne

4.98 out of 5 average rating, 261 reviews

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!

Holiday rentals for every style

Get the amount of space that is right for you

Hotels

Stylish accommodation and amenities

Unique stays

Spaces that are more than just a place to sleep

Homes

Comfortable places with all the essentials

Popular amenities for Harbor Springs holiday rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Other great holiday rentals in Harbor Springs

Superhost

Townhouse in Neenah

4.85 out of 5 average rating, 40 reviews

Cheerful 2BR with King Master near I41

DanielRating, 5 stars4 weeks ago

Very well cared for property. We've enjoyed our time there and found everything very well taken care of. Saw a couple of cute bunnies playing in the back yard as we had our morning coffee which was very good!!

Guest favourite

Home in Oshkosh

5 out of 5 average rating, 13 reviews

3+ bd 3 bath in Oshkosh on River near EAA

MikiRating, 5 stars1 week ago

I was in town for my dad’s memorial and Shawn worked with me to ensure that I was able to focus on my family during that time. We needed a peaceful location where I could bring my mom and her houseguests for meals and relaxation while we prepared her house for the gathering. Shawn’s house was perfect with plenty of indoor and outdoor seating, including a lovely fire pit with wood for evening fires. The deck was a lovely place for morning coffee. A bonus for the kids were all the “hidey holes” throughout the that made the house seem almost magical. Watching the lift bridge go up and down, the bank anglers, princess parties at the lovely park across the canal all added to the charm while still feeling very private. Highly recommend!

Apartment in Oshkosh

5 out of 5 average rating, 3 reviews

Newly Renovated Upper Unit

SaraRating, 5 stars1 week ago

Beautifully renovated, very clean and cozy. I'm picky about bedding, and the comfortors were amazing. Private and easy entry to the upper floor. Nice touches like a wall cornhole game and really cool full length mirrors. It was the perfect spot for our needs, and we will book again next time we are in Oshkosh!

Guest favourite

Cabin in Winneconne

5 out of 5 average rating, 5 reviews

The Big Blue Jay

JoselineRating, 5 stars2 weeks ago

We stayed for one night cause we had a long drive the next day, but overall this was a really nice, clean and comfortable place to stay.

Guest favourite

Home in Oshkosh

4.92 out of 5 average rating, 119 reviews

Waterfront Retreat @ Oshkosh’s Sawyer Creek

AngeliaRating, 5 stars4 weeks ago

Great, charming home for our stay in OshKosh. Love the old pictures and great response from Shawn!

Home in Winneconne

5 out of 5 average rating, 3 reviews

Near lakes and restuarants

JarynRating, 5 stars4 months ago

Loved this stay! Would highly recommend! Karin was extremely helpful and incredibly sweet. The house was so beautifully decorated and very clean! Loved it! Will be staying again if we come back to the area.