Holiday rentals in Waupun

4.85 out of 5 average rating, 133 reviews

Home in Juneau

Take a Break at Lakeside Acres

Lakeside Acres; a 2-bedroom, 1 bath vacation rental home located on beautiful Lake Sinissippi. Open concept living area with furnished patio and private dock. This newly updated home provides the perfect summer getaway or winter retreat for family and friends. Whether you spend your days kayaking with the complimentary kayaks, exploring Horicon Marsh, or soaking up the sun on the dock, you're sure to have an unforgettable stay in this lakefront hideaway. Note: Docks are not in the lake Nov-Apr.

4.97 out of 5 average rating, 348 reviews

Flat in Cedarburg

Cedarburg 2 br Apartment on prime Washington Ave

Prime location in Historic Cedarburg on Washington Ave in the heart of it all in a 2br apartment w/NO CLEANING FEE(short to do list at checkout).Guests get special attention that they deserve in a stylish calm space, above a 3 car garage accessed by stairs set back off of the street for a quiet timeout. So much to do & see or simply take a walk/picnic in the park. Just steps to shops, restaurants, wineries, & breweries set back off the street. Close to bike/hike trails, golf, museums, parks...

4.83 out of 5 average rating, 231 reviews

*Pool/Hot Tub | 2 BR Condo | Waterfront | Downtown

**INDOOR & OUTDOOR POOL ACCESS | DISCOUNTED ATTRACTION TIX | WATERFRONT** The Riverwalk Retreat is the perfect spot to enjoy your next WI Dells trip with friends or family. This cozy vacation rental is located at the Sunset Cove Condo complex just 2 blocks off of Broadway & overlooks Crandalls Bay. Enjoy your morning coffee with a spectacular view of the WI River & the adjoining bay. This central location provides easy access to the area’s many athletics venues, nightlife, dining, & shopping.

4.94 out of 5 average rating, 51 reviews

Home in Sheboygan

3-bdrm beachfront home on Lake Mich, Sheboygan WI

3 BR. 3 BA. Fully furnished. Granite counters and stainless steel appliances in large kitchen overlooking the lake. King and Queen suites with 2nd King and full Bath. Sleeps 6, but very large sofa. Washer/Dryer. Lake Michigan views throughout, Pool table room, work space, 2 levels of patios. Sits on landscaped sand dunes and beach. 10 min drive to Black Wolf Run Golf and resort. Front row for boat races from 2 decks. Den with large fireplace. Dining table overlooking lake + lighthouse.

4.74 out of 5 average rating, 39 reviews

Cabin in Nekoosa

Lux Cabin/Smart Home 2M Sand Valley Lake Arrowhead

Your vacation home for any season, on a quiet, green acre of land less than 2Mi from Sand Valley and Arrowhead lake, with access to beaches. We offer that rustic cabin vibe with a modern touch. You'll feel right at home in our 10 years old, spacious (2000 sq foot) log cabin. Enjoy the open concept on the main level and take advantage of indoor/outdoor living spaces. Have some fun outside - you are within reach of the best golf courses, beautiful lakes, ATV/UTV routes, and hiking trails!

4.98 out of 5 average rating, 56 reviews

Cottage in Hancock

Stone Have Lake cottage -Stunning views!

We would love to host you at our newly updated, fully furnished cottage on the water! Enjoy lake sunrises right from the porch. This centrally located cottage is perfect if you're looking for that "Up North" feel and wanting to unplug with friends/family. Pine Lake is small & quiet, while still having the benefits of a full rec lake. It also offers some of the best fishing in the area. The lake consists of Musky, Panfish, Largemouth Bass, Smallmouth Bass, Northern Pike, and Walleye!

4.87 out of 5 average rating, 38 reviews

Home in Amherst

Hilltop Views & water access-20 acres!

Enjoy the amazing views from inside and outside. Includes access to kayaks, a golf cart, HOT TUB and game room! Outside fire ring and spacious deck. Trails to enjoy the outdoors & hiking. With 4 comfortable bedrooms, 3 with a queen size bed, and plenty of bunks this property easily sleeps 14 guests. The home is newly renovated with open concept floor plan & game room on the lower walk out. A full sized dining table can seat everyone. Wi-fi included with two smart TVs.

4.97 out of 5 average rating, 472 reviews

COZY, Lakefront, Fireplace, Free Kayaks

Relax on the porch and watch the boats glide by, soaking in the serene lake views. Whether you're looking for relaxation or recreation, our condo offers the best of both worlds. Book your stay today and experience the ultimate lakeside escape! Resort-Style Amenities • Indoor and outdoor pools • Hot tub • Walking distance to Noah's Ark • Proximity to numerous restaurants and activities • First Responder Discounts • Smart TVs • Jetted Tub • Fireplace • Washer/Dryer

4.97 out of 5 average rating, 144 reviews

Apartment in Sheboygan

Downtown Beachside Condo with Lake Michigan Views

You will see & hear the beauty of Lake Michigan during your stay at this main floor Waves of Happiness Condo hosted by Sheboygan Vacation Rentals. A deck to the north allows views of the magnificent Blue Harbor Resort. The south deck gives more amazing views of the lake, plus a park just steps out the back door. You can stroll the beach, walk the River Boardwalk, or tour our historical downtown full of shops, art, & exquisite restaurants - walkable from the condo.

5 out of 5 average rating, 10 reviews

Charming 2-Bedroom, 2-Bathroom in Chula Vista

Welcome to your perfect getaway in Chula Vista, Wisconsin Dells! This charming 2-bedroom, 2-bathroom rental offers the ideal blend of comfort and convenience, making it the perfect home base for your vacation adventures. The spacious living area is perfect for relaxation, featuring comfortable seating, a pull-out sofa, and not one but two cozy fireplaces to warm up after a day of exploring. The fully equipped kitchen has everything you need to prepare meals.

4.84 out of 5 average rating, 281 reviews

Williamson Family Condo at Lighthouse Cove

NO SMOKING Upgrade to our Noah's Ark package after booking! Williamson Family Condo II is recently updated and located in Lighthouse Cove on Lake Delton in the heart of the Dells. Enjoy beach access, in & outdoor pools w/ hot tubs, and convenient parking. This condo is great for a couples or families. Let the older kids wander to and from Noah's Ark or go fishing at the lake while you take a much-deserved time out. Inquire about using our boat slip.