Holiday rentals with a pool in Castle Rock Lake

4.89 out of 5 average rating, 133 reviews

A log cabin-style home features a wide front deck with sturdy railings, complemented by large windows that allow natural light to flood the interior. A stone chimney and well-maintained landscaping add to the inviting exterior.

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!

4.98 out of 5 average rating, 104 reviews

A spacious wooden cabin is surrounded by lush pine trees. A stone pathway leads to the entrance, while a gazebo with seating is visible in the foreground. The well-maintained lawn complements the natural setting.

Home in Adams

Calming Pines Htd Pool/hot tub/ fireplace/firepit

Escape to 9 private acres of serene pine forest, just 25 minutes from the excitement of Wisconsin Dells and 10 minutes from the shores of Castle Rock Lake. Our peaceful haven offers the perfect blend of privacy, comfort, and fun — ideal for families and friends looking to create unforgettable memories. Enjoy: -Refreshing dips in the outdoor pool -Relaxing soaks in the hot tub under the stars -Friendly games of pool in the cozy basement -Volleyball matches in the fresh air -Evenings by the fire

Apartment in Wisconsin Dells

A spacious studio condo is shown, featuring natural wood paneling and beams. A king-sized bed is positioned beside a large jetted tub. A cozy seating area includes a recliner and a sofa, with floor-to-ceiling windows offering views of the waterfront.

4.84 out of 5 average rating, 107 reviews

Beachfront Condo Retreat at Delton Grand

Upgrade to our Noah's Ark package after booking! NO SMOKING This waterfront studio condo at Delton Grand is a perfect getaway spot for any couple. Our guests enjoy waterfront views and all of the amenities at Delton Grand, including indoor and outdoor (seasonal) pools, indoor hot tub, 2 beaches, fishing docks, gas grills, and fire pits. Being within walking distance to Del-Bar, Embers, and Summer House makes this property ideal for couples coming to enjoy the areas finest restaurants.

5 out of 5 average rating, 17 reviews

The interior space features high ceilings and large windows that provide ample natural light and views of the surrounding trees. A comfortable sectional sofa is positioned in the living area, complemented by a dining table nearby. Modern kitchen appliances are visible within an open layout.

Cabin in Nekoosa

Pine Place

(4 mins to Sand Valley) Kick back and relax in this calm, stylish space. Under the pines overlooking hole 17 of Arrowhead golf course and right around the corner from Lake Arrowhead. Enjoy the expansive screened in porch and take in the evenings by the gas fireplace. 3 bedroom cabin sleeps 6, offers 2 full bathrooms and open living room. Perfect set up for golfing Sand Valley as well as getting a few extra rounds in at Lake Aarowhead golf courses. Bonus:EV charger available. HOA pool access

Apartment in Wisconsin Dells

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, 200 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 .

A spacious game room features a hockey table with blue pucks and a television mounted on the wall. A bar-style table with stools is positioned nearby, while a mini putting green and a net for a ball game are visible in the background.

4.96 out of 5 average rating, 25 reviews

Lake Arrowhead Retreat. Game Room, VIP Pool Access

Whether you're lounging on any one of the private association beaches or pools, or having fun in the home's game room, this is the ultimate relaxing and peaceful getaway! Get outside for boating and fishing on Lake Arrowhead or hit the many surrounding golf courses. For your crew, the house has free, fast WiFi (300 Mbps), a lower-level game room and television room, a fire pit and deck facing a wooded valley, association tennis courts, and nearby hiking trails, mini golf, and casino.

An outdoor dining area features a stone fireplace with light strings overhead, creating a cozy ambiance. A table surrounded by metal chairs is positioned on a concrete patio, with steps leading to a pool area in the background. Lush trees provide a natural backdrop.

4.94 out of 5 average rating, 54 reviews

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.

5 out of 5 average rating, 17 reviews

The spacious living area features a comfortable seating arrangement, including a sofa and striped armchairs. A wooden coffee table sits in the center, with a ceiling fan overhead. The dining area, visible in the background, is furnished with a large table surrounded by matching chairs.

Apartment in Arkdale

3BR/2BA Northern Bay Condo - Golf Lake Pool Fun

Welcome to our condo at Northern Bay Resort - a full recreation property on Castle Rock Lake in beautiful Adams County! Relax in the spacious 1689 sq-ft, 3 bedroom, 2 bathroom stairless retreat that sleeps up to 12 guests. Short walk to the amenities including swimming pool, kiddie pool, hot tub, tennis, on-site golf, pickleball, basketball, sand volleyball, playground, grills, fitness center, private beach on Castle Rock Lake, swim raft, fishing, pontoon rentals and Tiki Bar.

4.89 out of 5 average rating, 228 reviews

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

Spacious Pine Cabin on Lake Delton

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, 15 reviews

Lake/Pool Access, Worldclass Golf & Sleeps 10+

Golf ⛳, BBQs 🍔, lake days 🌊, or weekend escapes—this place is built for it all! Escape to your modern Northwoods retreat designed for groups (sleeps 10+) 🌲🔥 Open-concept living, a massive kitchen island perfect for shared meals and game nights, and a private backyard built for relaxing around the smokeless fire pit. Just minutes from Sand Valley Golf Resort and Lake Arrowhead 🎉 Perfect for families and friends to unwind, connect, and make lasting memories 💛

4.91 out of 5 average rating, 121 reviews

Home in Wisconsin Dells

Dells Retreat - Sleeps 8 + Jacuzzi | Waterpark

LAND OF NATURA VOUCHERS INCLUDED $25 OFF/Per Person. Memorial Day - Labor Day Perfect for families & groups! This spacious condo sleeps 8 with a king master suite + private bath and a second bedroom with two queens. Enjoy new LVP floors, Roku Smart TVs, a fully stocked kitchen, and a relaxing in-suite jacuzzi tub. Snap fun photos at the neon green accent wall before exploring Wisconsin Dells attractions just minutes away. 🌊 Water park passes not included.

A spacious game room garage features a pool table, foosball table, and a round table for games. Lounge seating is available, along with modern lighting and blue walls adorned with the word 'BIRDIES.' The layout encourages social interaction and fun after a day outdoors.