Holiday rentals with a pool in Wisconsin River

Spring Green River Pines

Spend a few days in the beautiful countryside. A private entrance to the lower level of home (completely separate from our home) that includes a central room, 2 bedrooms with kitchenette, & 1 lg bath. WiFi >500 Mbps speed. Smart 60" TV, Bluetooth Airplay/stream compatible. Parking on sight. Great location 5 min from beautiful downtown Spring Green. Close to APT, Taliesin/Frank Lloyd Wrights Home/School, House on the Rock, WI River, Gov. Dodge State Park and 1/2 hr to Devils Lake State Park.

Ohio Street Retreat- hot tub, massage chair, pool

After a fun day in The Driftless Area, come relax and unwind in Prairie du Chien. Beautifully decorated 2 bedroom home with a spacious kitchen, large island, dishwasher, washer/dryer & 5' walk in shower. We supply all cooking/baking items/utensils. High-speed internet with smart TVs in both bedrooms and living room. Outdoor pool (seasonal), hot tub and massage chair. We love dogs too, so we provide a dog run (there is a pet fee). For our fishermen- there is off street parking for your boats.

The Maple at Treetop Villas

Access to the Dellshire Resort included! Noah's Ark package available. Constructed in 2025, this property offers everything you need for a unique, luxury, Wisconsin Dells lodging experience. Built on a hill, this treehouse experience allows you to enter without stairs on the front side and dance with the squirrels on the back deck. Whether this becomes your annual summer home away from home or a once in a lifetime experience, you will fall in love with property and its natural surroundings.

Farm in the Driftless | Private + Family-Friendly

Welcome to our working farm in the hills of Wisconsin’s Driftless region. This is a simple, rustic, and beautiful space designed for guests who value quiet, nature, and an authentic farm experience over luxury or polish. While the apartment is comfortable and thoughtfully set up, it is not a high-end or luxury Airbnb. You will notice the rhythms of farm life here—animals, people, and the occasional noise. If that sounds appealing, we think you’ll feel right at home. Great for runners/cyclists.

Brown Bear Lodge @ Lake Arrowhead Sand Valley GOLF

Minutes to Sand Valley & located in prestigious Lake Arrowhead! Play 4 championship golf courses, then unwind at Brown Bear Lodge—a cozy Northwoods retreat perfect for golf groups, families & friends. Enjoy a pool table, wet bar, stone fireplace, spacious gathering areas, firepit, fast Wi-Fi, fully equipped kitchen & comfortable beds. Lake Arrowhead offers private lakes, beaches, 2 seasonal pools, trails, pickleball, dining & endless year-round recreation. Book your unforgettable getaway!

The Wanderlust at the Sunset Cove

Riverfront one bedroom condo in a tranquil area of Downtown Wisconsin Dells. Take a stroll near the beautiful River Walk and enjoy the magnificent scenery and unique attractions of Downtown Wisconsin Dells. Whether you need a few days to relax and decompress or if you are in town for business or games, our condo offers a fully equipped kitchen, a king size bed and a queen size pull out couch . There is an indoor community pool, hot tub and sauna. There is also a seasonal outdoor pool .

Brown Bear Cottage - Pet Friendly Home

Our home offers a beautiful and clean house that provides a relaxing environment for guests, with a spacious interior for comfort. The place features a lovely outdoor area with a large yard suitable for pets and children, as well as a pool for fun. The well-stocked kitchen allows for convenient meal preparation for all your needs. The house is conveniently located near local events, beaches, and attractions, making it an appealing choice for visitors whatever you might be visiting for.

Pinecone Getaway: Heated Pool • Hot Tub • Fire Pit

Welcome to Pinecone Getaway Tucked away in a peaceful pine forest, this brand new, spacious retreat is the perfect escape for family gatherings, group trips, or a cozy getaway with friends. Huge, beautifully finished basement designed for comfort, fun, and relaxation. Fully equipped kitchen and living area with a stunning fireplace- the perfect spot to relax, cook, and unwind together. Enjoy nearby ski resorts: Cascade Mountain (25min) Devil's Head (1hr) Granite Peak (1hr25min)

Luxurious Chula Vista Retreat

No resort fees! Experience all the Wisconsin Dells has to offer while staying in this luxurious condo, located inside the action-packed Chula Vista Resort! Enjoy the resort's restaurants, 18-hole golf course, zip line and so much more! Minutes from all of the area's attractions including Mt. Olympus, Noah's Ark and hiking trails! Then relax in our Jacuzzi tub, cozy up to our two fireplaces, hang out in our spacious living room or cook a family meal in our full-size kitchen!

Private Resort Cabin | Pool • Hot Tub • Sauna

Escape to your own private resort in the Wisconsin countryside. Set on 8.43 peaceful acres, Wanderlust Cabin brings together the warmth of a true log home with everything you need for an unforgettable getaway—private heated pool, 8-person hot tub, outdoor sauna, firepit, fireplace and beautiful spaces to gather. Secluded enough to truly unwind, yet just minutes from Lake Wisconsin, hiking trails and downtown Lodi, with skiing, wineries, dining and plenty to explore nearby.

Edgewood Lodge - hot tub & pool!

Charming cabin nestled in the hills of NE Iowa, just south of Lansing with brand new outdoor hot tub. Only a short drive to the Mississippi River, Yellow River Forest & Effigy Mounds. Indoor wood burning stove and pool table in entertainment room. Open upper level loft area with 3 queen beds plus 2 bedrooms on main floor. 35 min drive to Prairie Du Chien, Mcgreggor and Marquette. Large patio and outdoor fire pit. Perfect for entertaining or a getaway with the family.

Lakefront Escape, Exclusive Pool, near WI Dells

Ideally located 30 minutes from the Wisconsin Dells and about 20 minutes from Cascade Mountain. Experience refined relaxation with family and friends at this peaceful lakeside residence, complete with a private pool. From your sunrise coffee to glowing sunsets and fireside s’mores, every moment is designed for relaxation. We created this home for memorable getaways, it delivers a variety of experiences and activities for guests of every generation.