Vacation rentals with a pool in Castle Rock Lake

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Top-rated rentals with a pool in Castle Rock Lake

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Top guest favorite

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

4.89 out of 5 average rating, 105 reviews

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!

Top guest favorite

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

4.97 out of 5 average rating, 132 reviews

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.

Top guest favorite

Condo in Wisconsin Dells

4.97 out of 5 average rating, 158 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.

Top guest favorite

Home in Mauston

5 out of 5 average rating, 13 reviews

Revilo Moose Ridge Mauston

Smoky Mountain Vibes Meet Wisconsin Adventure! Enjoy over 3,000 sq ft of Amish-crafted charm on 14 private acres—your perfect base for hiking, exploring, and relaxing. Sleeps 10 comfortably, with a refreshing private pool to cool off after a day of excitement. Just 20 minutes from Wisconsin Dells and 10 minutes from Castle Rock Lake for boating and fishing. Evenings come alive around the fire pit—toast marshmallows under a starry sky and make lasting memories. Your ultimate escape awaits!

Superhost

An indoor pool area is featured with large windows allowing for ample natural light. Two separate outdoor seating areas overlook the water, with patio chairs positioned along the poolside and balcony. A comfortable living room setup includes a sofa, coffee table, and window view of the surroundings.

Condo in Wisconsin Dells

4.84 out of 5 average rating, 243 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.

Top guest favorite

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.

Condo in Wisconsin Dells

4.98 out of 5 average rating, 163 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

Condo in Wisconsin Dells

4.8 out of 5 average rating, 141 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!

Top guest favorite

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.

Condo in Wisconsin Dells

4.97 out of 5 average rating, 487 reviews

COZY, Pickleball, Fireplace, Kayaks, Pontoon Ride

NO RESORT FEES + PONTOON RIDE 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 • Free Kayaks and Stand Up Paddle Board • Indoor and outdoor pools • Hot tub • Walking distance to Noah's Ark • First Responder Discounts • Smart TVs • Jetted Tub • Fireplace • Washer/Dryer

Top guest favorite

A charming log cabin is set amidst a vast natural landscape, featuring a wraparound porch and a detached garage. A wide driveway leads to the entrance, with expansive grassy areas visible in the background, hinting at the surrounding outdoor activities and spacious grounds.

Cabin in Arkdale

5 out of 5 average rating, 34 reviews

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.

Guest favorite

Condo in Wisconsin Dells

4.89 out of 5 average rating, 105 reviews

Lakefront Condo - Private Beach | Boat Slip| Pool

Experience lake life at our luxury, lakefront condo. Wake up to morning coffee on the balcony with breathtaking views of Lake Delton. Our spacious 2 bedroom, 2 bathroom condo features a beautiful master suite with a king bed, en suite bathroom complete with a jetted massage tub and walk in shower with 3 directional shower heads. It is the perfect escape for those who want to feel like they are a world away, but are also minutes from all the fun and excitement of the Dells.

Superhost

A warm and inviting living area features wood paneling and exposed beams. A spacious sofa, adorned with patterned throws, faces a large flat-screen TV. Natural light filters through sliding glass doors that lead to an outdoor space. A rustic stone fireplace adds a cozy touch.

Home in Wisconsin Dells

4.89 out of 5 average rating, 223 reviews

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.

Guest favorite

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.

Guest suite in Wisconsin Dells

4.84 out of 5 average rating, 380 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.