Lake house vacation rentals in Chain O' Lakes

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.

Private Tranquil Escape on Miner. Chain O’Lakes

PRIVATE Yr Rd lake home on Miner Lake, perfect for family gatherings. Sleeps 10-12, fully equipped kitchen, dock and 100' recreation frontage on the beautiful Chain O' Lakes. Woods and huge yards surround all sides of this gem. ***PEAK ANNUAL SUMMER SEASONS-June through August : 7-nt min. Must be a Sat.- to Saturday check-in. Pontoon avail for additional fee. $699tx Fall, winter & spring are also great to visit the area for hunting, (ice) fishing trips, skiing, snowmobile. 2-night off-ssn min.

Pompeii Bay - Lakefront

Relax with the whole family at this peaceful lakefront home. Main level features 2BR/1BA +loft and walkout lower level has 1BR/1BA. Sleeps 8; king and double beds on main level, with a queen and pullout sofa sleeper in lower level. Canoe, kayaks, paddleboat, and fishing boat on site. Lake is no motor; fishing is catch-and-release only. Minutes from multiple gas stations, hardware stores, grocery stores, restaurants and Chain O' Lakes. Three-night minimum (four-night minimum July 20-26, 2026).

Quiet Lake Retreat: Speakeasy, HotTub, Escape Room

This fully remodeled a-frame style cabin sits in the old forest of Lake Alpine: perfect for a family or couple getaway. Lake Escape has all the things you’d expect from a lake house getaway: lake/beach access, kayaks, canoe, swimming, fishing, hot tub, board games, yard games, dock. But, Lake Escape has so many bonus secrets hidden within! You'll discover a built in escape room, bookshelf doors, tricky puzzles, underground speakeasy, put-put golf, 90s video games, private forest, and more!

Big Blue on QQ - 5 Br House w/ boat rental option

Bring your friends, family, and boat on the chain! The group will enjoy easy access to everything from this centrally located place near Chain O Lakes * 5 bedroom suites each w/ private full bathrooms *3 bedrooms w/ private balconies and gas fireplaces * Walking distance to our boat slip and restaurants. * Rent our 10 Person Boat for $700 per week (ONLY weekly rentals). * Game Room w/ Ping Pong and foosball * Large Dining Space w/ table that seats 8 *Living room with fireplace and 65" tv

Whispering Pines on the Lake

4bed/1.5 bath on Waupaca's "Upper Chain" o Lakes. Enjoy the quiet of a no-motor lake with easy public boat access to the Chain directly across the street. Private sandy beach, tons of yard space, and updated interior. Walkable to The Wheelhouse, IOC and Scoopers. Kayaks, canoe, floats, games and beach towels. Easiest public Chain access is walking distanceon Lake Cleghorn. Sleep 8 comfortably. Pull out couch & blow up mattress are beds 5 & 6 4 night summer minimum* *exceptions

Leonard's 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!

Designer Lakefront Home with Views, Firepit, Dock

Relax at Sunset Oasis, where stunning lake views and sunsets set the tone for your stay. Sip coffee in the chef’s kitchen, paddle out in kayaks, grill lunch, and dine lakeside. In the evening, cozy up by the fireplace or gather around the firepit under the stars. Stream your favorite shows on the smart TV or explore nearby downtowns just minutes away. This stylish, updated luxury lake house is the perfect escape to unwind, reconnect, and create unforgettable memories.

Twin Lake Lodge - Four Seasons of Fun

Twin Lake Lodge has something for everyone! Fishing, water fun, nature trails, snowmobiling, wonderful restaurants and shopping in nearby Waupaca. Our spacious four-bedroom home sleeps 8 to 10 comfortably. The open floor plan, fully equipped kitchen with counter-height seating includes a dining area and living room with 55” TV - perfect for family dinners or game night. Outside, enjoy the relaxing hot tub, stunning lake views, a fire pit and newly landscaped yard.

Lakefront Getaway • Hot Tub • Kayaks • SUPs

Escape to Sunrise Vista, a serene 3BR/2BA lakefront retreat on Porters Lake for 10 guests. This Wautoma, WI home features a year-round hot tub, speakeasy game room, and private pier. Enjoy peaceful water views, a fully stocked kitchen, and a dedicated fitness room. Perfect for family getaways, with seasonal watercraft and close proximity to Nordic Mountain for year-round fun. Your ultimate lakeside connection and relaxation await!

Between two Lakes Beautiful 2-Bedroom Cottage!

Welcome to Two Lakes Cottage, perfectly tucked between the towns of Waupaca and King. This charming two-bedroom retreat sleeps up to six guests and offers peaceful seclusion while still being just 5 minutes from Downtown Waupaca and the vibrant nightlife of the Chain O’ Lakes. Whether you’re looking for a quiet getaway on the deck with a lake view or live music and drinks nearby, this cozy 900 sq ft cottage has you covered.

Lakefront House w/ Kayaks & Private Dock

✔ Located on Beautiful Dake Lake, part of Waupaca's Chain of Lakes ✔ 10 minutes to downtown Waupaca, 5 minutes to Clearwater Harbar Bar, 5 minutes to Tom Thumb Mini Golf, 3 minutes to Wheelhouse Pizza and Scoopers Ice Cream Shop ✔ Fully remodeled amenities while still retaining lakehouse charm ✔ Boat launch super close by ✔ Easily sleeps 12 ✔ 3 full bathrooms with showers ✔ Flexible self check-in/out with keypad