Vacation rentals with a pool in Castle Rock Lake

4.97 out of 5 average rating, 108 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

FamilyLocationPool

4.98 out of 5 average rating, 42 reviews

Treehouse in Baraboo

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.

LocationFamilyLayout

4.9 out of 5 average rating, 146 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

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!

LocationFamilyAccess

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.

4.97 out of 5 average rating, 212 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 .

LocationFamilyCleanliness

4.96 out of 5 average rating, 72 reviews

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.

Home in Nekoosa

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.

LocationFamilyCleanliness

Farm stay in Wisconsin Dells

A serene lakeside view is presented with two blue kayaks resting on green grass. A wooden dock extends into the calm water, framed by lush greenery. The horizon features soft hues of orange and blue as the sun sets, evoking a peaceful atmosphere.

5.0 out of 5 average rating, 42 reviews

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.

LocationFamilyCleanliness

5.0 out of 5 average rating, 22 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.

Condo 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.

LocationFamilyComfort

Guest favorite

A sandy beach area stretches along the tranquil shore of Lake Delton. White lounge chairs are arranged in neat rows, facing the calm water. Gentle waves lap at the edge of the shore, bordered by lush greenery and a stone embankment.

4.9 out of 5 average rating, 124 reviews

Lakefront Condo - Private Beach | Indoor Pool

Experience lake life at our luxury, lakefront condo. Wake up to morning coffee on the balcony with breathtaking views of Lake Delton. Our spacious 2 bedroom, 2 bathroom condo features a beautiful master suite with a king bed, en suite bathroom complete with a jetted massage tub and walk in shower with 3 directional shower heads. It is the perfect escape for those who want to feel like they are a world away, but are also minutes from all the fun and excitement of the Dells.

ValueFamilyKitchen

4.76 out of 5 average rating, 141 reviews

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!

ValueLocationGetting around

4.85 out of 5 average rating, 131 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.

FamilyValueBeach

5.0 out of 5 average rating, 27 reviews

A modern ranch house is illuminated gently at twilight, showcasing a spacious front porch equipped with chairs. The two-story structure features a green garage door, and a well-maintained driveway leads up to the entrance. Surrounding trees offer a natural backdrop.

Home in Nekoosa

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.

LocationFamilyHospitality

A unique A-frame exterior features a mix of black wooden siding and natural brown shingles. A small patio area is visible with a round table and four black chairs, surrounded by well-kept shrubs and landscaped gravel.