Vacation rentals with a pool in Castle Rock Lake

4.89 out of 5 average rating, 112 reviews

A sparkling heated swimming pool is surrounded by a fenced area, featuring several lounge chairs. The clear water reflects sunlight, and a person is seen relaxing on a float in the pool. Green trees provide a backdrop against a bright blue sky.

Cabin in Nekoosa

Lake Arrowhead Brown Bear Lodge Sand Valley GOLF

Lake Arrowhead Brown Bear Lodge in Rome WI. 2 HOA golf courses + Sand Valley Golf resort 1.5 miles away. Enjoy all lake Arrowhead offers including Heated private pools (seasonal), 4 private beaches, 2 club houses. Ski Chalet & winter activities. ATV friendly area with miles and miles of trails. This home is also on the Snowmobile trail! Wood burning fire place, lower level wet bar with slate pool table, hardwood floors, new appliances and furnishings. 4 Tvs, wifi and beautiful north woods view!

4.97 out of 5 average rating, 141 reviews

A log cabin features a warm wooden exterior with large logs and a symmetrical roofline. A three-car garage is attached to the front, and a well-maintained driveway leads to the entrance. Surrounding trees and blue skies create a serene outdoor atmosphere.

Cabin in Nekoosa

Hot Tub | Fire Pit | Smart TV | Fireplace| BBQ

Explore everything beautiful Rome has to offer in this 4BR, 3BA log cabin with a firepit, BBQ and smart TV. Cozy up to the fireplace or relax in the hot tub to end your day! Custom designed with thoughtful touches, this vacation home in Central Wisconsin easily fits up to 10 guests in 6 comfortable beds. Guests have nearby access to 5 golf courses, hiking trails & the resort amenities of Lake Arrowhead including private beaches and an outdoor pool! This space has everything for a memorable stay.

The family room features a comfortable sofa with decorative pillows facing a large 58" Roku TV mounted on a wooden accent wall. An electric fireplace adds warmth, while a coffee table occupies the center space. Large windows allow natural light and open to a door leading outside.

4.87 out of 5 average rating, 309 reviews

The Docksider for Couples & Young Families

NO SMOKING The Docksider is the original Williamson Family Condo. Located right by the boat docks, this is perfect for a quick getaway as a couple or bring the kids. The property is situated right on beautiful Lake Delton in a quiet neighborhood in the heart of the Dells. The property has both indoor and outdoor (open seasonally only) pools and hot tubs for your year-round enjoyment. In the summer you are just steps away from the private beach and you can fish from the docks or the ice.

4.83 out of 5 average rating, 247 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.

The living area showcases a spacious layout with a leather pullout couch and armchair, complemented by a modern coffee table. A smart TV is mounted on one wall, while an electric fireplace adds warmth. The kitchen features a bar with three stools, enhancing the inviting atmosphere.

4.98 out of 5 average rating, 169 reviews

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 .

Superhost

4.79 out of 5 average rating, 145 reviews

Beautiful Condo at Chula Vista!

Bring your family or friends to this lovely condo where you can enjoy a classic Wisconsin Dells experience. Everything is available at your fingertips, including restaurants & bars, golfing, spa, Chula Vista's indoor/outdoor waterpark, (waterpark passes not included with your booking) and more! This top floor condo is spacious, private, and has everything for your group to relax. Enjoy amazing sunset views over the Wisconsin River, or head down to one of the complimentary outdoor pools!

5 out of 5 average rating, 37 reviews

An aerial view showcases a log cabin surrounded by trees and open land. A private swimming pond reflects the sky, while the cabin is positioned near a gravel driveway. Expansive fields and forested areas create a serene natural environment.

Cabin in Arkdale

Cozy Cabin on 20 acres w/ private beach and pond

Unplug, relax, and connect with the outdoors at this beautiful log cabin located in Central Wisconsin. With tons of activities onsite and nearby, you are sure to find something for everyone to enjoy. Spend your day exploring the HUGE backyard with a private (fishless) swimming pond and hiking trails throughout the 20 acres. Then cozy up to the natural stone fireplace at night. 7 Golf Courses within 15 mins including Sand Valley. 5 Mins to Petenwell Lake. 15 Mins to Dyracuse ATV Park.

4.89 out of 5 average rating, 224 reviews

Home in Wisconsin Dells

Spacious Pine Cabin at Island Pointe

Relax on Lake Delton and escape to fresh air, calm waters, and beautiful sunsets. Lake Delton is minutes away from Wisconsin Dells so you can enjoy all the activities at the waterparks. Nestled on fifteen acres of towering pines with two private sandy beaches, you’ll feel far from the commotion of the Dells, yet just minutes away. Once you’re here you can enjoy the many amenities we have on-site, such as a heated outdoor pool, playground, picnic area, and two sandy beaches.

5 out of 5 average rating, 18 reviews

Home in Mauston

Revilo Moose Ridge Mauston

Smoky Mountain vibes meet Wisconsin autumn adventure! Enjoy 3,000 sq ft of Amish-crafted coziness on 14 private, leaf-strewn acres—perfect for hiking, exploring, and relaxing. Sleeps 10, with a private pool for unwinding after your adventures. Just 20 minutes from Wisconsin Dells and 10 from Castle Rock Lake for fall boating and fishing. Evenings glow around the fire pit—toast marshmallows, share stories, and make unforgettable fall memories beneath a sky full of stars!

Guest suite in Wisconsin Dells

An aerial view of the Glacier Canyon Resort showcases a sprawling layout featuring the water parks, landscaped grounds, and accessible parking areas. Multiple buildings accommodate guests, while green spaces surround the resort, enhancing the inviting atmosphere of this family-friendly destination.

4.84 out of 5 average rating, 389 reviews

★GLACIER CANYON RESORT WITH WATER-PARK AMENITIES★

Welcome to Wisconsin Dells and the city of Baraboo, a popular vacation playground best known for its beautiful river scenery, endless entertainment options and larger-than-life water parks. Inside the Wilderness Territory a theme park where family fun reign supreme is a top ranked indoor and outdoor water park. You can also find some excellent shopping, visit wineries for tastings, practice your swing on local golf courses, and win big at Ho-Chunk Casino.

An outdoor pool is surrounded by lounge chairs and shaded by trees, creating a relaxing environment. A few red umbrellas are positioned near the poolside, offering spots for shade. The pool's clear water reflects the sky, inviting guests for a refreshing swim.

4.97 out of 5 average rating, 497 reviews

COZY, Pickleball, Fireplace, Devils Lake

NO RESORT FEES, WATERFRONT 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 • First Responder Discounts • Smart TVs • Jetted Tub • Fireplace • Washer/Dryer