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Holiday rentals with a pool in Castle Rock Lake

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Castle Rock Lake

Guests agree: These homes with a pool are highly rated for location, cleanliness and more.

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Top Guest favourite
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
4.9 out of 5 average rating, 120 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 favourite
A wood-paneled living area features a stone fireplace as a focal point. Comfortable seating surrounds a dark coffee table, with soft textures provided by throw pillows and blankets. Natural light filters through double windows, offering views of the outdoors.
Cabin in Nekoosa
4.97 out of 5 average rating, 145 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 favourite
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
5 out of 5 average rating, 15 reviews

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

Guest favourite
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, 250 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 favourite
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
4.97 out of 5 average rating, 177 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 .

Top Guest favourite
A modern cabin is nestled in a snowy landscape, surrounded by tall trees. Fresh snow covers the ground, enhancing the serene atmosphere. The structure features large windows and a distinctive roofline, allowing natural light to fill the interiors.
Cabin in Adams
5 out of 5 average rating, 29 reviews

Hot tub/Heated pool/ Fireplace/ Firepit/Hiking

Unwind at this peaceful and private retreat, nestled in nature just 25 minutes from Wisconsin Dells and 10 minutes from Castle Rock Lake. Perfect for families, friends, or couples looking to escape the everyday and reconnect with nature — all while enjoying modern comforts and fun-filled amenities. Enjoy: -A soothing soak in the hot tub -Refreshing swims in the private pool -Friendly competition in the game room with pool and air hockey tables -Scenic backyard trails with miles of hiking

Top Guest favourite
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, 37 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 favourite
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, 226 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 favourite
The living area features comfortable plaid sofas and a wooden coffee table, complemented by a plush area rug. A ceiling fan provides ventilation. The open space extends into the dining area, where wooden chairs surround a large table, and the kitchen is visible in the background.
Condo in Arkdale
4.94 out of 5 average rating, 31 reviews

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 favourite
The exterior view showcases a modern multi-story building, featuring balconies with railings and stone accents. Lush greenery and decorative rocks landscape the property, creating a welcoming atmosphere. A paved road leads to the entrance, providing access to the well-maintained surroundings.
Guest suite in Wisconsin Dells
4.84 out of 5 average rating, 429 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.

Top Guest favourite
The exterior of the cabin is illuminated by warm lights against a twilight sky, creating a welcoming ambiance. The spacious wraparound deck reveals multiple entry points to the home, surrounded by open grassy areas and trees in the background, enhancing the serene setting.
Home in Mauston
5 out of 5 average rating, 20 reviews

Revilo Moose Ridge Mauston

❄️ Smoky Mountain vibes meet Wisconsin winter magic! ❄️ Enjoy 3,000 sq ft of Amish-crafted coziness on 14 private, snow-covered acres—perfect for sledding, snowshoeing, and peaceful winter walks. Sleeps 10 comfortably with rustic charm and modern comfort. Just 20 min from Wisconsin Dells and 10 from Castle Rock Lake for ice fishing and winter fun. Gather by the fire pit, sip cocoa, and make unforgettable memories beneath starry winter skies.

Top Guest favourite
A welcoming living area is highlighted by a comfortable seating arrangement, featuring a leather sofa and accent chairs. Natural light pours in through the windows, illuminating the wood flooring and a stone fireplace. A large SMART TV is mounted on the wall, adding modern convenience.
Condo in Wisconsin Dells
4.97 out of 5 average rating, 499 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

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