Vacation rentals with a pool in Wisconsin Dells

4.92 out of 5 average rating, 84 reviews

A sparkling heated swimming pool is surrounded by a fenced area, featuring several lounge chairs. The clear water reflects sunlight, and a person is seen relaxing on a float in the pool. Green trees provide a backdrop against a bright blue sky.

Cabin in Nekoosa

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!

4.84 out of 5 average rating, 32 reviews

A circular, above-ground swimming pool with clear, inviting water is visible, surrounded by lush greenery. The pool deck features wooden planks, and a set of steps leads into the water, creating easy access. The tranquil lake can be seen in the background.

Home in Montello

3bed lake house with a private pool near WI Dells

Relax with the whole family at this peaceful pool lakeside home. If you enjoy kayaking, paddle boating, fishing/ice fishing or taking a dip in a pool then this place is for you! This home offers so many activities for the whole family to enjoy. Relax on the wrap around house deck with it’s own fireplace, grill, outdoor dinning or lounge area. Relax on the porch swing. Looking for a little more activity, head over to the pool deck, basketball court, or challenge your family to a yard game.

A covered patio area features a set of four cushioned chairs and a small decorative table. The view overlooks a calm stretch of water, with boat docks visible in the distance and gently sloping green grass leading down to the water's edge.

4.83 out of 5 average rating, 231 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.

4.96 out of 5 average rating, 28 reviews

A spacious log home is showcased, featuring large floor-to-ceiling windows that illuminate the interior. The fenced-in pool area is surrounded by landscaped gardens, with lounge chairs positioned near the water. Lush greenery and trees create a serene backdrop for the property.

Cabin in Lodi

Modern cabin with pool and Hot Tub!

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!

4.79 out of 5 average rating, 126 reviews

Beautiful Condo at Chula Vista!

Bring your family or friends to this lovely condo where you can enjoy a classic Wisconsin Dells experience. Everything is available at your fingertips, including restaurants & bars, golfing, spa, Chula Vista's indoor/outdoor waterpark, (waterpark passes not included with your booking) and more! This top floor condo is spacious, private, and has everything for your group to relax. Enjoy amazing sunset views over the Wisconsin River, or head down to one of the complimentary outdoor pools!

4.91 out of 5 average rating, 96 reviews

Lakefront Condo - Private Beach | Boat Slip| 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.

4.93 out of 5 average rating, 27 reviews

Condo in Arkdale

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.

A spacious living area features comfortable seating and a central coffee table. A stone fireplace is positioned against the wall, and a large flat-screen TV is mounted above it. Light streams in through windows framed with rich curtains, enhancing the inviting atmosphere.

5 out of 5 average rating, 10 reviews

Charming 2-Bedroom, 2-Bathroom in Chula Vista

Welcome to your perfect getaway in Chula Vista, Wisconsin Dells! This charming 2-bedroom, 2-bathroom rental offers the ideal blend of comfort and convenience, making it the perfect home base for your vacation adventures. The spacious living area is perfect for relaxation, featuring comfortable seating, a pull-out sofa, and not one but two cozy fireplaces to warm up after a day of exploring. The fully equipped kitchen has everything you need to prepare meals.

An indoor pool area features a tranquil atmosphere with a wooden ceiling and walls. The pool is bordered by a tiled deck, and multiple lounge chairs are arranged along the sides. Natural light enters through windows, illuminating the water's surface.

4.84 out of 5 average rating, 281 reviews

Williamson Family Condo at Lighthouse Cove

NO SMOKING Upgrade to our Noah's Ark package after booking! Williamson Family Condo II is recently updated and located in Lighthouse Cove on Lake Delton in the heart of the Dells. Enjoy beach access, in & outdoor pools w/ hot tubs, and convenient parking. This condo is great for a couples or families. Let the older kids wander to and from Noah's Ark or go fishing at the lake while you take a much-deserved time out. Inquire about using our boat slip.

4.88 out of 5 average rating, 214 reviews

A clear swimming pool is surrounded by a concrete deck, featuring multiple white lounge chairs. Lush green trees frame the area, enhancing the serene environment. Two wooden cabins are visible in the background, providing a rustic charm to the outdoor space.

Cabin in Wisconsin Dells

Lake-view 3-bedroom Cabin Home on Lake Delton

Our place is close to ALL Lake Delton, WI Dells Downtown attractions. You’ll love our place because of the views of lake & pine trees, quiet setting, brand-new remolded interior with upscale furnishings, high ceilings, and the cabin coziness. Our Large, cabin accommodates up to 8 people very comfortable at over 1600 sq. ft. Best Resort in Town!!! Family fun atmosphere with two sandy beaches & large swimming pool. Kids love to fish off the piers.

Top guest favorite

A swimming pool is surrounded by a patio with several lounge chairs and umbrellas, providing a relaxing atmosphere. The pool features a crystal-clear blue surface, and a small building with a roof is visible in the background, likely used for amenities.

4.97 out of 5 average rating, 175 reviews

Stunning Condo, Beachfront, Fireplace, Jacuzzi

This condo is not just a place to stay; it’s a retreat where luxury meets convenience, offering an unforgettable beachside experience. HIGHLIGHTS - Jacuzzi Tub - Modern Fireplace - Large Smart Tvs - Open Concept, new furniture - Short walk to Noah's Ark - A few steps to the beach and picnic area - New beds with memory foam mattresses - Free use of Kayaks - Free Pontoon ride - Great outdoor space with comfy furniture - First Responder Discounts