Vacation rentals with a pool in Castle Rock Lake

4.89 out of 5 average rating, 113 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.

4.98 out of 5 average rating, 164 reviews

The Williamson's Waterfront Condo - Pickleball

NO SMOKING The 4th Williamson Family Condo is unit #410 at Lighthouse Cove. It is a waterfront unit situated on beautiful Lake Delton with a large 2nd floor patio allowing guests to relax and watch as life on the lake flows by. Ideally located near all of the attractions that the Dells has to offer, this 2 bed & 2 bath condo is perfect for a couple's weekend, golf trips, girls' weekend or a family getaway. The condo is beautifully appointed with comfortable beds & Roku TV's for rainy days.

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.

4.97 out of 5 average rating, 171 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, 146 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, 19 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!

4.94 out of 5 average rating, 31 reviews

Condo in Arkdale

Gorgeous Lakeview Balcony 4 Bedrooms next to pool

HERE IT IS! Northern Bay Condo overlooking the beach on Castle Rock Lake and just steps to pool/playground. 4 bedrooms, 2 baths, fireplace, tile flooring, walkout to deck from living room & master bedroom. Beautifully decorated and in excellent condition. Onsite Bar/Restaurant, Tiki Bar, boat launch and a professional golf course. A short drive to Wisconsin Dells. Directly on ATV & snowmobile trails, free parking, heated outdoor pool, hot tub, and tennis courts.

Guest suite in Wisconsin Dells

An aerial view of the resort highlights its expansive layout, featuring a large outdoor water park surrounded by green spaces. Multiple buildings with distinctive architecture are visible, alongside ample parking areas and lush surroundings that blend with the natural landscape.

4.85 out of 5 average rating, 557 reviews

Spacious 2 Bedroom - 8 Complimentary Park Passes!

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.