Holiday rentals with a hot tub in McHenry County

4.93 out of 5 average rating, 41 reviews

A log-sided home is illuminated by warm lights against a snowy landscape at night. The covered porch features railing and seating, with snow blanketing the ground and surrounding trees, creating a serene winter scene.

Villa in McHenry

Fabulous Cabin

WELCOME TO WATERFRONT LOG-SIDED HOME! ARTISAN CRAFTMANSHIP HOME OFFERS A BACKYARD OASIS SITUATED , NESTLED ON A PRIVATE POND, Heated POOL(closed till April 1st), Hot tub open from Oct 15th to Apr 15thGAZEBO, FIRE PIT, FISHING! 4 BEDROOMS AND 4.5 BATHS The homes sits on the highest point in the neighborhood and has stunning views in the front & backyard! Enjoy the mornings sitting on your front porch. The main floor is completed by an office, finished walkout basement in with a custom built bar

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A spacious living area features high wooden beams and a two-story stone fireplace at its center. Light fixtures hang from the ceiling, illuminating white sofas arranged around a traditional rug. Large windows frame the view of the outdoors, bringing natural light into the room.

4.98 out of 5 average rating, 96 reviews

Upscale Barn Retreat: Hot Tub, Sauna, 14 Guests

Welcome to the renovated barn home of your dreams! • Ultra-fast WIFI: 2,000 Mbps • Brand-new 7-person JACUZZI • Brand-new 4-Person Infrared SAUNA • Massive 7,500 square foot estate • 6 enormous bedrooms • 5.5 bathrooms • Gourmet kitchen: Wolf Stove, Northland commercial fridge, fully stocked with kitchen supplies • Gorgeous 2.5 story stone fireplace • Instantly unwind in 18 acre tranquil country- retreat setting where deer roam and sandhill cranes nest • Perfect for large groups

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An open living area showcases large windows that provide views of the surrounding landscape. A dining table with four chairs is positioned near the kitchen, while a cozy seating arrangement features a sofa and flat-screen television. Natural wood accents create a warm environment.

Home in Richmond

"About Time" You will love it! -12 beds

We are SUPERHOSTS !!!- Look for all inclusive boat and wave runner packages through Twin Lakes Boat Rental. Swimming at the Sand Bar in the middle of the lake or at Lake Mary’s beach in Twin Lakes is best for kids. About Time has a spacious yard for corn hole/wiffleball, basketball, Kayaks & SUP's. There’s a large playfield is just 200 yards East too. Visit the Sand Bar Restaurant also, a must! The spring fed clear water is great for fishing & skiing. We love this place and know you will too.

Outdoor spacesBathroomBiking

4.88 out of 5 average rating, 178 reviews

4.88 out of 5 average rating, 113 reviews

The exterior of a two-story home is displayed, featuring a spacious deck above the entrance. A well-maintained lawn surrounds the property, accented by trees and shrubbery. The driveway leads to a two-car garage, and a pathway leads towards the entrance of the house.

Home in Algonquin

On the Fox River Front/Sauna/Hot Tub/Kayaks/Grills

On Fox River in Algonquin Kick back and relax in this calm, tastefully finished space. Nestled amidst a picturesque waterfront and greenery, this stylish property exudes an elegance, harmoniously blending into the serene natural surroundings. It is a perfect combination of comfort and convenience. Located within a short range to fantastic "Old Town District" of Algonquin/superb restaurants, pubs, entertainment as well as parks and trails, simply just mere moments away from array of amenities.

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The outdoor area features a spacious patio surrounded by decorative stone architecture. Comfortable seating arrangements are placed near the pool, which is bordered by lush greenery. A large umbrella and several lounge chairs add to the inviting atmosphere. The house showcases large windows and multiple levels.

5.0 out of 5 average rating, 62 reviews

Paradiso Vacation

Welcome to our home, a sanctuary of comfort, and unique design. This house it's a perfect blend of modern amenities and timeless elegance. The living area features a cozy fireplace, ideal for family gatherings. The kitchen is equipped with top-of-the-line appliances. The master suite is a private retreat, with walk-in closets, vanities, and a shower. A unique feature of this home is the outdoor living space, with a pool, jacuzzi and BBQ grill making it perfect for entertaining or relaxing.

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A spacious deck features a seating area with a glass-top table surrounded by chairs, offering views of the lush green yard and waterfront. Nearby, mature trees provide shade, while the calm river creates a serene backdrop.

4.88 out of 5 average rating, 69 reviews

Riverfront Charmer with Character & Entertainment

Unwind and escape! Enjoy scenic waterfront views on the Fox River, watch boating action, or rent your own and tie up to the free private boat slips. Boaters' paradise! This centrally located home is blocks from McHenry's downtown district bars, shops, ice cream, restaurants, coffee, antique shops, and live theater entertainment. Whether you want to relax indoors, lounge on the huge decks, take our kayaks out, soak in the private hot tub, or golf down the block--you're covered!

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Home in Fox River Grove

Walk to Fox River Grove Train Station + Hot Tub!

Pets Welcome w/ Fee | WFH Friendly | < 1 Mi to Fox River Craving a big-city escape without the traffic and noise? Look no further than this Fox River Grove vacation rental! Offering easy access to the Metra, a private yard for your furry friends, and plenty of room to spread out, this retreat ensures a cozy and convenient home base for your Windy City getaway. When the sun sets, relax in the hot tub, or curl up for a movie on the big screen. Chicago is calling; pack your bags!

Hot tubOutdoor spacesBackyard

4.88 out of 5 average rating, 17 reviews

A vibrant, multicolored blanket is draped over a swing, surrounded by lush green grass. The waterfront view features a wooden dock with outdoor seating, framed by trees and a clear blue sky, creating a serene outdoor space.

4.91 out of 5 average rating, 88 reviews

Heart of the Fox Riverhouse

Welcome to your perfect waterfront escape. This riverhouse blends indoor comfort with outdoor luxury—featuring a private hot tub, dock, and al fresco dining. Set right on the river with easy access to the lake, it’s ideal for peaceful mornings, great fishing, or tying up your boat after a day on the water. Explore nearby restaurants, golf, comedy clubs, and outdoor movies—or stay in and soak up the view. Whether you’re here to unwind or seek adventure, your getaway starts here.

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Home in Algonquin

It's 5'oclock somewhere

Stop. This is it. Stunning home, all the updates and a resort style backyard. Inground heated pool, hot tub, tiki bar, firepit and plenty of seating. Mstr Bdrm sitting area and wet bar. Mini fridge in room. Jacuzzi soaker. Sleep number king size bed. Fireplace in suite. 2 other bedrooms upstairs down the hall, bedroom2-queen bed with mini fridge and ceiling fan. bedroom3-bunk beds with closet and dresser. Tenant downstairs zero disruption/no shared space. Seperate entrance

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5.0 out of 5 average rating, 4 reviews

4.95 out of 5 average rating, 180 reviews

A spacious bathroom features large skylights that illuminate a freestanding tub, set beneath an arched window overlooking greenery. Two modern lounge chairs are situated nearby, enhancing the tranquil ambiance. The glass-enclosed shower and soft neutral tones create a serene and relaxing environment.

Farm stay in Harvard

Eden Farm: Family Stays & Intimate Moments

Unwind and find your inspiration just 1.5 hours from Chicago at the Ten Acre Farmhouse Retreat. Designed for families, intimate moments, and retreats. High-speed Wi-Fi, Smart TVs, and workspaces enhance your stay. This 5,000 sq ft estate blends modern comfort with rustic charm on 10 peaceful acres near Lake Geneva. Luxurious bedrooms, a Jacuzzi, and premium entertainment await. Two outdoor cameras monitor the front yard and driveway. No indoor cameras. Book now.

Hot tubOutdoor spacesBiking

4.98 out of 5 average rating, 47 reviews

A well-maintained in-ground pool is shown surrounded by a concrete deck and lush greenery. A wooden fence encloses the yard, offering privacy. Tall trees and shrubs provide a natural backdrop, while the bright blue sky adds to the inviting atmosphere.

Home in Crystal Lake

Private, Pet Friendly. Hot Tub! Fireplace. In Town

Private ranch home with in-ground pool (seasonal) + hot tub! Enjoy this clean, updated Crystal Lake home just 5 minutes from Main Beach and Three Oaks Recreation Area. Features 3 bedrooms, 4 beds, 1 full bath, a fenced pet-friendly yard, indoor fireplace, fully stocked kitchen, laundry room, basketball hoop, lawn games, and backyard TV in a covered patio! Walk to Mariano’s, CVS and Walgreens, with downtown, restaurants, beaches and more just minutes away!

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