Holiday rentals with a hot tub in Kenosha County

A charming two-story house is set within a lush green lawn, featuring large trees that provide shade. The front porch is approachable and includes a railing, while an American flag gently waves. A fence encloses the backyard, creating a private outdoor space.

4.86 out of 5 average rating, 103 reviews

walk to beach, dog friendly yard hot tub sleeps 12

4,000 sq ft 5 bedroom, 3.5 bath home. Short walk to small beach and boat launch (Musial Beach) on Lake Elizabeth. Perfect for large families with multiple living areas. Island Kitchen with fireplace & den. 3 season room. Master bedrm with walkin shower. Large 2nd floor family room with tv, vinyl records and shuffle board! Outdoor natural gas grill, fire pit, free firewood. Close to Grand Geneva, Lake Geneva and Wilmot Mtn. Turnkey boat rental available. hot tub, beach chairs & bags available

Hot tubBathroomBeach

4.91 out of 5 average rating, 11 reviews

The exterior of a modern home is shown, featuring multiple large windows and a spacious deck. A wooden pier extends toward the water, flanked by a garden area. Colorful lounge chairs are positioned on the lawn, and kayaks are visible at the water's edge.

Home in Salem

Lake House ON the Water, Hot tub, Boat Rental! WOW

Ask about the boat and golf cart rental! Lower nightly rates for smaller parties. Beautiful 4 bedroom, 3 full bath home on the water!! Spend the day on the lake paddle boarding, fishing, kayaking and swimming. Paddle board, 2 kayaks, fishing equipment and life jackets all included. 6 person hot tub overlooks the lake! Kitchen has huge oversized island perfect for a large group, bar w/ beverage fridge & coffee bar area. Nice pier perfect for fishing and swimming. Rent our boat or bring yours!

Outdoor spacesHot tubView

4.98 out of 5 average rating, 171 reviews

A private pier extends into the clear waters of Lake Shangri-La, bordered by smooth stones. Benches on the pier provide space for relaxation, surrounded by trees and open skies, creating an inviting view of the serene lake landscape.

Home in Bristol

Lake Home w/View, Private Pier, + Indoor Hot Tub

Wake up to stunning lake views, then spend your days exactly how you want - fishing off your private pier, paddling out in one of the six provided kayaks, or floating in the indoor hot tub while watching the sunrise over the water. Our 3BR/2BA lakefront ranch sits on 200 feet of shoreline with a four-season room that doubles as a game room (pool table included), so there's never a bad weather day. The dock is steps from the back door and ready for swimming, fishing, or bringing your own boat.

BathroomOutdoor spacesLong stay

4.92 out of 5 average rating, 298 reviews

A bright and airy living area features a white-beamed ceiling and large windows that allow natural light to fill the space. Comfortable seating includes two soft couches, with a wooden coffee table at the center. A dining area with a large table and wicker chairs is visible in the background.

Home in Kenosha

Estate on 1 Acre-Walk to Beach-Hot Tub-Sleeps 16

Come gather, relax & celebrate at our 1 acre estate near beaches, dining & Carthage College! The designer interior features 5 BR/4 Bath, chef's kitchen with Viking & Subzero, Coffee/Espresso Bar, dining area for 12, 2 spacious family rooms with piano, fireplace and TVs. Enjoy dining, lounging & fun in the great outdoors w/hot tub, fire pit, basketball, pickleball, ping pong & lawn games! Beaches are walkable under a mile & near lively downtown w/ harbor, restaurants, shopping & museums.

BathroomOutdoor spacesShared spaces

A wooden dock extends over a calm body of water, reflecting colorful clouds and rays of sunlight from a vibrant sunset. Lush greenery lines the shore, creating a peaceful and serene natural landscape.

5 out of 5 average rating, 59 reviews

Summer fun at Sunset Cottage!

Sunset Cottage is nestled on the Southern shore of Elizabeth lake amongst beautiful cattails and wildlife. Enjoy spectacular sunsets from the deck, unwind under the stars in the hot tub or go kayaking around the lake. This newly renovated 2 bd 1 bath home is ideal for couples or small families looking to getaway from the hustle and bustle to make memories and connect with each other. Plenty of year round activities are nearby making it the perfect, stress free getaway. **NO PARTIES!**

Hot tubOutdoor spacesCheckout

Superhost

A modern living area features a sleek fireplace and large glass doors opening to a deck with lounge chairs overlooking the water. Sunlight shines through, creating a bright and airy feel, while the serene lake and surrounding greenery are visible outside.

4.88 out of 5 average rating, 180 reviews

Cove at 420: Modern Lake Front Home near Chicago

Welcome to the Cove at 420. A modern vacation paradise where indoor and outdoor lines blur. Every space is designed for enjoyment. A short 75 minute drive from Chicago, this is a true retreat. Wake up to beautiful sunrise views or enjoy them from a kayak on the water. We offer kayaks, paddle boards, hot tub & sauna, Sonos sound system, a fire pit and plenty of yard games for our guests. Hidden on a cul-de-sac between Lake Mary and Lake Elizabeth, enjoy the best of lake life!

Outdoor spacesHot tubBeach

5 out of 5 average rating, 25 reviews

The exterior of the house is highlighted by a striking facade, featuring large glass windows that provide views of the sunset. A spacious deck and seating area are framed by landscaped stone steps and lawn leading to the firepit, enhancing the outdoor gathering space.

Home in Bristol

Blue Moon Lake House

Our Blue Moon Lake House on Lake Shangri-la is too special not to share with others! Located in Bristol, Wisconsin with beautiful lake front views and equipped with all the creature comforts of home, "Blue Moon" is an idyllic getaway close to many attractions. Explore the lake with available kayaks and paddle board. Swim and lounge on the giant lily pad. Grill out on the deck. Lounge lake side and read a book. Take in the views by the firepit or in the hot tub!

Hot tubOutdoor spacesAmenities

A multi-level deck surrounds the house, featuring a private hot tub and outdoor seating areas. The structure showcases large windows that provide ample natural light. A mix of greenery and stone pathways adds to the tranquil setting among the trees.

4.88 out of 5 average rating, 69 reviews

Peaceful Lake House on Twin Lakes

Welcome to our NEW charming & cozy Lake-house w/ a beautiful lake view from 3 fully renovated decks. Perched on the shores of Lake Mary, our unique home boasts panoramic views that change w the seasons. The property features a new private pier with seating, a private boathouse, fire-pit, grill, a hot-tub and water activities: fishing, canoeing, paddle boarding, and assistance w/ a private boat rental. This 6-bdr, 3.5-bth home sleeps up to 14. 10 beds, and 2 pull outs.

BathroomHot tubAccess

4.97 out of 5 average rating, 148 reviews

A private hot tub is set under a clear blue sky, surrounded by tall trees and lush greenery. Sunlight reflects off the water's surface, creating a serene and relaxing ambiance in this secluded outdoor space.

Cabin in Twin Lakes

Secluded in the Woods, Hot Tub

Owl's Rest Cabin is nestled in acres of fully wooded, peaceful forest. This is a cozy couple's retreat or small family getaway with a fireplace, hot tub, full kitchen, washer/dryer, located 4 minutes from Lake Mary and 15 min to Lake Geneva. Many activities nearby - festivals, hiking, boat rentals, golf, beach, downhill skiing, tubing, and snow shoeing. Eco conscious cabin, including Level 2 electric vehicle charging & more. Please message us with any questions.

BathroomOutdoor spacesDecor

4.92 out of 5 average rating, 13 reviews

Harrys Lake front, jacuzzi, sunset Dream Home!

Walk to everything and relax in style at this fully remodeled Lake Mary retreat! Perfect for families and pet owners, this modern home offers the ultimate small-town lake experience. Leave your keys behind—the beach, public piers, local bars, boutique shopping, and restaurants are all just a short stroll away. Spend your days swimming, boating, or fishing, and your evenings enjoying breathtaking sunset views from your private hot tub.

Outdoor spacesHot tubSleep quality

4.86 out of 5 average rating, 121 reviews

A serene lakeside view features calm waters surrounded by lush greenery. A paved patio is equipped with a dining table and several chairs, providing an inviting space to enjoy the scenery. A private dock with boats is visible in the background, enhancing the lakeside atmosphere.

Home in Bristol

Lakefront Home Sleeps 12 – Hot Tub/Boat/Pets/Ski

Discover the perfect lakeside getaway just an hour from both Chicago and Milwaukee. Nestled on scenic Lake Shangrila, our fully equipped home sleeps up to 12 guests and combines comfort, convenience, and fun. Enjoy direct lake access with a private pier, hot tub, firepit, and plenty of space indoors and out to relax or entertain. With year-round attractions nearby, it’s the ideal retreat for families, friends, and remote workers alike.

Outdoor spacesBathroomWalkability