Holiday rentals with a pool in Wisconsin Dells

First Floor Condo at Chula Vista! Pet Friendly!

Relax with the whole family at this peaceful place! This beautiful two bedroom condo includes a king suite w/ full bath, two queen sized beds and a second full bath, and sofa beds. Also included is a fully equipped kitchen, spacious living room, fireplaces, and jacuzzi. Condo rental includes use of outdoor condo pools (open seasonally) as well as sand volleyball court & bocce ball courts (bring your own ball). While condo is located at Chula Vista Resort, it is privately owned and operated.

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.

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 .

*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!

Epic 6BR w/ Movie Theater + Pool + Dock Access

At this 6BR Wisconsin Dells countryside retreat, you can spend the day skiing, paddling, or riding waterslides—and still be home in time to feed the goats. Kids of all ages will head straight to the petting zoo or pool upon arrival, while grownups kick back in the 7 person hot tub, grill under the gazebo, or wind down in the private movie theater. A lake lot a mile away offers dock access, kayaks, and canoes, while the spacious home lets big groups spread out, reconnect, and have fun.

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!

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.

Revilo Moose Ridge (Private Pool-20 mins to Dells)

🍂 Fall Escape in the Heart of Wisconsin! 🍁 Cozy up in our 3,000 sq ft Amish-crafted lodge nestled on 15 private acres of stunning fall beauty! Sleeps 10 (12 on request). Hike trails ablaze with golden and crimson foliage, sip something warm on the porch, or gather around the fire pit under a canopy of stars. 🔥 Just 20 min to Wisconsin Dells, 10 min to Castle Rock Lake, 40 min to Cascade or Devils Head. Book before the season fills up! 🍎

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.