Holiday rentals in Long Lake

4.93 out of 5 average rating, 41 reviews

A log-sided home is set against a clear blue sky, overlooking a heated pool. Lush greenery surrounds the pool area and a spacious deck features seating and umbrellas. The house showcases large windows and a balcony that opens to the serene landscape.

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

ValueLocationQuiet

4.99 out of 5 average rating, 81 reviews

A modern two-story home is showcased from an aerial perspective, featuring a neatly trimmed yard and a fenced area. The property is positioned near a marina, with views of parked boats on the lake. An attached garage is visible, along with a spacious driveway.

Home in Wauconda

Modern 4BR Lake Retreat • Walk to Beach & Main St

Lakeside Haven, a 4BR retreat on Bangs Lake. Steps from Main Street’s dining, shopping, and beaches, this modern home offers:  🌊 Lake views & open living spaces 💻 High-speed Wi-Fi & workspace 🍳 Fully equipped kitchen & laundry 🚤 Nearby hiking, boat rentals, & events 🛏️ King & queen beds 🪟 Blackout screens Perfect for families, Navy graduations, and long stays. Enjoy the Triathlon, farmers market, cruise nights, ice fishing derby, and more. Dates fill quickly in every season. Book today!

LocationFamilyParks

5.0 out of 5 average rating, 60 reviews

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.

Home in McHenry

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.

ValueLocationHot tub

A sandy area features several colorful chairs arranged around a fire pit, surrounded by grass and trees. A wooden deck is visible in the background, overlooking the water. An American flag gently flutters in the breeze, adding to the inviting outdoor space.

5.0 out of 5 average rating, 26 reviews

Mineola Manor

Escape to this spacious 3-bedroom waterfront oasis on Mineola Bay. Enjoy stunning sunset views over the lake every evening from multiple decks with plenty of outdoor seating. Bring your boat and dock it at one of the two docks on the property. Inside, have a blast with a pool table and ping pong. Book your getaway now and experience the ultimate relaxation and entertainment on the lake. The unit is private but the yard is shared. If you have a bigger party we have a cottage available as well

LocationFamilyIndoor spaces

4.97 out of 5 average rating, 119 reviews

A charming sidewalk scene features a row of quaint storefronts with colorful awnings and flower boxes. Benches are placed alongside trees, and a brick pathway leads past a trash receptacle. The inviting atmosphere reflects a friendly downtown setting.

Home in Grayslake

Adorable 2-bedroom home near downtown Grayslake!

Welcome to Mellow Yellow, an adorable home with everything you need. Located close to downtown Grayslake where you will find restaurants, bars and cute hometown stores. Walk to Jones Island to relax on the beach or head to the Aquatic Family Center for a dip in the pool. Enjoy nearby attractions, Lake County Fairgrounds, Six Flags Great America, Great Lakes Naval Base, and Gurnee Mills Mall, or spend the day in Chicago which is 29 miles. Check out my guidebook for places to eat and visit!

FamilyValueHeating

Superhost

A tranquil evening scene showcases a hot tub on the deck, with two glasses positioned on the edge. The vibrant sunset casts warm colors over the lake, reflecting off the water where a pier extends into the distance. Soft grassy areas are visible in the foreground.

Home in Ingleside

4.87 out of 5 average rating, 175 reviews

Chain O' Lakes Nautical 2/2 Lake House w/ Hot Tub

Welcome aboard First Mate’s Retreat! Unique and cute 2 bed / 2 bath nautical lake house has the best views of the Chain O' Lakes. Be amazed on the walk out lake view wood deck in the back yard, and watch sunsets fall over the bay and color the sky. The back patio is a great place to relax, entertain & relax. Fish or dock your watercraft at our pier if needed. There is a 4-5 person hot tub on the back deck for you to relax and unwind (Hot tub included in the price on this property).

ValueFamilyIndoor spaces

The exterior of the cottage is shown, featuring a light-colored siding. A ramp leads up to a wooden deck with steps, surrounded by a lawn and a low stone wall. Large windows allow natural light, and the entrance is adorned with a welcoming sign.

4.95 out of 5 average rating, 20 reviews

Fox Lake Fun Vacation Home

Stay comfortably in Fox Lake at this perfect 3-bedroom cottage. Each bedroom features a king bed, providing guests with plenty of space to relax. The cottage includes two bathrooms, both equipped with showersand hair dryers for convenience. Unwind in the soothing living room, where a sofa bed offers extra sleeping space. Whether you’re enjoying a quiet morning or gathering with friends, this cottage creates a welcoming atmosphere. Experience what Fox Lake has to offer with a stay here.

FamilyLocationCleanliness

4.96 out of 5 average rating, 242 reviews

A spacious living area is highlighted by large windows offering views of the water. Colorful seating options, including bean bags and patterned chairs, complement a wooden coffee table. Sleek ceiling fixtures and a soft rug define the gathering space, enhancing the open layout.

Home in Richmond

TheGlassCabin@HackmatackRetreat

The Pond House, a vintage glass cabin filled with art, water views & eclectic vibes privately perched on the sacred grounds of Hackmatack Retreat Center. Native prairie, a winding slow river, two ponds, 200+ year old oaks & big sky- Countless places to curl up, gathering, focus-- nooks and crannies indoors and out, we offer “time out for time in” amidst this noisy world. Minutes from 2 small towns, all amenities, we're all about peace & ease-- let us custom curate your experience !

FamilyLocationBathroom

The image captures a serene lake view during sunset, reflecting warm hues of orange and pink on the water's surface. A private dock extends into the lake, flanked by several posts, with a small floating platform visible nearby.

4.94 out of 5 average rating, 50 reviews

Nippersink Lakehouse-Private Pier & Pet friendly!

A perfect gateway home for the family or a small group. The beautiful sunset can be viewed from the raised deck or the private pier. There are 2 jet ski ramps and room for boat parking, so bring your water toys and enjoy this amazing boating vacation property. Nippersink lake is right in the middle of the 13 interconnected lakes that makes up the amazing chain of lakes. Enjoy fishing, utilizing the 4 provided kayaks or stand-up paddle boards upon request for unlimited water fun.

ValueLocationSolo travel

4.9 out of 5 average rating, 168 reviews

Spacious Lakefront Retreat | Sunset VIEW | Firepit

Welcome to Howard House by Evereste Experiences. A hidden gem on the Fox Chain o' Lakes. Situated centrally on the lakefront of beautiful Nippersink Lake just an hour outside of Chicago, this spacious and stylish retreat is located on a hill with ultimate views of the lake and stunning sunsets over the water. Located near downtown Fox Lake and the Metra train stop. With a large back deck, over 60ft of lake frontage, a dock, firepit and swimming area, you'll never want to leave!

FamilyLocationComfort

5.0 out of 5 average rating, 209 reviews

A serene living area features a large sliding glass door leading to a deck with unobstructed views of Round Lake. Natural wood accents adorn the wall, while a plush sofa and a small coffee table create a relaxing seating space.

Home in Round Lake Beach

Round Lake Getaway Retreat

Looking for a calming, peaceful lakeside getaway for you and your loved one? Come stay at our remodeled retreat with private waterfront access to Round Lake. Enjoy peace and reflection meditating on the spirited lake waters rolling into shore. Wake up to inspirational lake views with soul warming coffee, tea or cocoa. Savor deep or lazy conversation with your loved one, surrounded by dreamy décor and captivating nature. Come and relax, restore, and rejuvenate by the lake!

FamilyValueBeach

A grassy area features multiple wooden lounge chairs facing the lake. A small fire pit is positioned in the center. Behind, a light-colored shed and a dock can be seen, with boats and kayaks stored nearby. A vibrant sky with colorful clouds adds to the scene.