Vacation rentals with a pool in Dell Prairie

The Maple at Treetop Villas

Access to the Dellshire Resort included! Noah's Ark package available. Constructed in 2025, this property offers everything you need for a unique, luxury, Wisconsin Dells lodging experience. Built on a hill, this treehouse experience allows you to enter without stairs on the front side and dance with the squirrels on the back deck. Whether this becomes your annual summer home away from home or a once in a lifetime experience, you will fall in love with property and its natural surroundings.

Lakeview cabin on Lake Delton | Private Beach

You'll enjoy the serene views of Lake Delton while surrounded by 15 acres of tall pine trees from this newly remodeled 3 bedroom, 2 ½ bath private cabin. Sip coffee on the wrap-around deck on the early mornings and enjoy the beautiful sunset from the private beaches. You will have access to 2 sandy beaches, a large swimming pool, kids playground, fishing off the docks and volleyball court! This peaceful space is private when needed, yet only minutes from The Dells. Located right by Kalahari.

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!

*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.

Modern Cabin with pool, hot tub and outdoor sauna

Forget your worries in this spacious and serene space. Secluded yet close to a big city (Maddison and Wisconsin Dells) and lots of entertainment! 20 min away from 2 ski resorts, an amazing winery and distillery, spas, restaurants, casino! 3 mile away from lake Wisconsin. Hiking trailers, 24 hour ferry service across the lake and more. This luxurious villa combines comfort and style, you won't want to leave it, but the area is full of enviting places to go to, so plan for a few extra days!

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 .

Wyndham Chula Vista Resort Villa w/Free Water Park

You’ll be charmed by this adorable place to stay. This studio style condo backs up to the golf course, is walking distance to the Chula Vista water parks, golf and spa. This villa has a small kitchen, 2 queen beds and 1 sofa bed. Enjoy all amenities of the Resort with daily housekeeping, room service, full SPA, bars, restaurants, & golf course. "Free Waterpark Passes of up to $250/day are included with your stay for all registered guests” Super low cleaning fee of only $40

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!

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 your 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 to relax with a cup of coffee overlooking the river, 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.

Dells Retreat-A Romantic Haven-Jacuzzi,Pool&HotTub

Upgrade to the Noah's Ark & Land Of NATURA Waterpark Packages after booking! See below for details. Welcome to Dells Retreat, your ultimate vacation destination in the heart of Wisconsin Dells Nestled in the picturesque Tamarack Resort, our property offers a serene and scenic setting for your vacation. With endless amenities and attractions just minutes away from the downtown and Lake Delton. A perfect escape for travelers of all ages.

Juniper Motel & Resort: King Cabin

Disconnect from technology and enjoy a simpler pace in our cozy king cabin. Featuring one comfortable king bed, this cabin is designed for guests seeking a peaceful retreat focused on relaxation, nature, and quality time away from screens and daily distractions. All guests have access to our outdoor, six-person sauna, a 24-hr fitness studio, community spaces, and our brand-new swimming pool. PLEASE NOTE: We have a strict no pets policy.