Vacation rentals with a pool in Juneau County

Entire Lakehouse with Game Room on Lake Arrowhead

Lake Arrowhead lake front house for rent. This 4 bedroom 2 bath waterfront home with large yard and pier has everything you need for a great vacation (pier, fire pit, kayaks, paddle boards, lake front, pool table, ping pong, dart board, TV's, high-speed internet, desks, games, puzzles, and a pontoon boat available for a separate rental fee). Access to four private beaches and 2 heated pools (must request separately). Near restaurants, bars, supper clubs, shopping to complete your vacation.

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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

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Brown Bear Lodge @ Lake Arrowhead Sand Valley GOLF

Minutes to Sand Valley & located in prestigious Lake Arrowhead! Play 4 championship golf courses, then unwind at Brown Bear Lodge—a cozy Northwoods retreat perfect for golf groups, families & friends. Enjoy a pool table, wet bar, stone fireplace, spacious gathering areas, firepit, fast Wi-Fi, fully equipped kitchen & comfortable beds. Lake Arrowhead offers private lakes, beaches, 2 seasonal pools, trails, pickleball, dining & endless year-round recreation. Book your unforgettable getaway!

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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

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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.

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.

Cozy 3BR Chalet Golf Course View

Escape to Chalet on the Fairway by Clear Trail Properties, a charming Swiss chalet nestled in the Lake Arrowhead community. Featuring a spacious lofted living and dining area, this home is perfect for families, golfers, and group getaways. With three bedrooms, 1.5 bathrooms, and accommodations for up to 8 guests, you'll enjoy a comfortable stay just minutes from Lake Arrowhead Golf Course, Sand Valley Golf Resort, and community amenities including beaches, pools, and sports courts.

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Pinecone Getaway: Heated Pool • Hot Tub • Fire Pit

Welcome to Pinecone Getaway Tucked away in a peaceful pine forest, this brand new, spacious retreat is the perfect escape for family gatherings, group trips, or a cozy getaway with friends. Huge, beautifully finished basement designed for comfort, fun, and relaxation. Fully equipped kitchen and living area with a stunning fireplace- the perfect spot to relax, cook, and unwind together. Enjoy nearby ski resorts: Cascade Mountain (25min) Devil's Head (1hr) Granite Peak (1hr25min)

Luxurious Chula Vista Retreat

No resort fees! Experience all the Wisconsin Dells has to offer while staying in this luxurious condo, located inside the action-packed Chula Vista Resort! Enjoy the resort's restaurants, 18-hole golf course, zip line and so much more! Minutes from all of the area's attractions including Mt. Olympus, Noah's Ark and hiking trails! Then relax in our Jacuzzi tub, cozy up to our two fireplaces, hang out in our spacious living room or cook a family meal in our full-size kitchen!

River View Condo- Top Floor- Pools- Pet Friendly!

WATERPARK GIFT CARDS PROVIDED FOR OFF-SEASON TRAVELERS! This specious condo is set high on a bluff and overlooks the Wisconsin River, along with offering beautiful sunsets! View the picturesque riverwalk and wave pool from the home. Bring your family and friends (and furry loved ones!) to “Riverbend Retreat” where you can enjoy the classic Wisconsin Dells experience. Whether you're looking for adventures in the Dells or just to relax, you have found the perfect retreat!

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.

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Rome Ranch Retreat: Golf+Disc Golf+Pools+Lake+Dog

Disc Golf + Foot Golf Retreat + Fire Pit + Lake + Pools; perfect for family vacations, golf trips, and outdoor adventures in Rome, WI. Minutes to Sand Valley + Lake Arrowhead (boat launches, beaches, golf courses and 2 heated swimming pools) and located on the ATV trail. Whether you’re here for outdoor adventure, fun at the lake, golf, trapshooting, or simply to unwind in nature, this Rome Ranch Retreat offers everything you need for an unforgettable stay.