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Holiday houses in Long Lake

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Top-rated holiday rentals in Long Lake

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite
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.
Home in Fox Lake
5 out of 5 average rating, 25 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

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
4.88 out of 5 average rating, 168 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).

Guest favourite
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
4.96 out of 5 average rating, 231 reviews

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 !

Top Guest favourite
A historic stone home built in 1911 is prominently featured, showcasing its grand architectural details. The façade includes a porch supported by strong columns. A group of individuals stands in front, illustrating the home's welcoming presence in its early days amidst a natural landscape.
Guesthouse in McHenry
4.96 out of 5 average rating, 203 reviews

"The Apartment" in the heart of downtown McHenry

We welcome you to be our guest in this charming, historic home built in 1911 by a German mason. This upper unit Apartment is a spacious 1,100 square feet, lovingly restored with a vintage aesthetic in 2018. The private entrance to "The Apartment" will lead you to; 2 cozy bedrooms & 1 vintage inspired yet modern bath with walk in shower. A large living room, dining area and bright clean kitchen will make you feel right at home. 9 foot ceilings and tons of natural light through out.

Top Guest favourite
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
5 out of 5 average rating, 201 reviews

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!

Top Guest favourite
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.
Home in Fox Lake
5 out of 5 average rating, 111 reviews

Wonderful Mineola Bay Lakefront Cottage 4adu+4kids

Book a romantic weekend or bring the whole family to this cozy, clean and well-appointed lake house that has plenty of room for fun. Embrace lake-life at its finest when you call this Fox Lake cottage on Mineola Bay your home away from home! We have a dock to park your boat, so bring it. Access to restaurants, bars, convenience and grocery stores, boat launches and more. Or hang out and soak in the sunshine while paddle boarding, boating, kayaking, swimming and nature hikes.

Guest favourite
A winding red mulch pathway leads towards a charming A-frame house nestled among tall trees. The surrounding lawn is lush and green, with a peaceful natural setting enhanced by the canopy of leaves above.
Chalet in Ingleside
4.84 out of 5 average rating, 399 reviews

"A" Frame Brandenburg Lake

Getaway to a cozy 1 bedroom w/loft for 2, up to 6 people. Full kitchen 1.5 bath all season getaway. There is a piano as well. A tranquil home steps from a private lake. Oak and Pine surround you plus a stone fireplace, it feels like the North Woods. The A Frame guest house shares a 5 acre compound ( total 20 Acres) with the owners residence and caretaker cottage. The Volo Bog 800ft away. No hot tub Nov - May. Swimming pool, June-October often cool to use in early June.

Guest favourite
An inviting entrance to the cottage is shown, featuring a small wooden deck with two folding chairs and a table. Steps lead to a white door framed by white siding, while greenery adds a natural aesthetic to the pathway.
Home in Fox Lake
4.93 out of 5 average rating, 27 reviews

Lakeside Getaway 1 Bedroom

Take a break and unwind at this peaceful oasis. The holiday home features lake views, air-conditioning, and a fully equipped kitchen with a refrigerator, microwave, dishwasher, oven, and stovetop. Additional amenities include a dining area, TV, and outdoor dining space. Not far from Chicago O'Hare International Airport (36 mi), Six Flags Great America (14 mi), Naval Training Center, Great Lakes (22 mi), and Raging Buffalo Snowboard Ski Park (23 mi).

Superhost
The exterior of the lake house is visible, featuring a two-story design with a combination of light green siding and a dark roof. A spacious yard with autumn leaves leads down to the lake, showcasing a serene view of the water and trees.
Home in Ingleside
4.82 out of 5 average rating, 108 reviews

Lake house Monica Steps from the lake! 4BD 3bath

4BR/ 2.5Ba 3000ft2 Fun Lake house Monica at Duck Lake Lake front house, back your great for fire pit. Large Porch whit barbecue. Fire place, 75inch TV, internet, 4 great bedrooms additional bathroom in the basement, 2,5 bath, laundry room, games room: pool table, pingpong table, darts, soccer game, full kitchen, 6 parking space + 2 garage space, 2 bikes, 6 kayaks, private lot . Romantic and Family friendly. Brand new steam sauna.

Superhost
Home in Crystal Lake

Luxury Executive Retreat | Gym & Dual Office

📍 Crystal Lake, IL | 4,000+ Sq Ft | Ideal for Extended Stays Welcome to an exceptional luxury home in the heart of Crystal Lake—designed for guests who value comfort, privacy, productivity, and high-end living. Whether you’re here for an executive stay, corporate housing, relocation, or an extended family retreat, this home offers a rare combination of elegance and lifestyle amenities you won’t find elsewhere.

Superhost
The kitchen area is designed with blue cabinetry featuring cane webbing, complemented by a wooden countertop. Appliances, including a microwave and coffee maker, are neatly arranged. Natural light filters in through the window, creating a bright and inviting workspace.
Cabin in Fox Lake
4.82 out of 5 average rating, 87 reviews

Cozy Brick House Chain O'Lakes

Welcome to our cozy Tiny Brick House on Chain O'Lakes in Fox Lake! Newly remodeled, this fully furnished house offers a queen-sized bed, sleeper couch, modern kitchen & (tiny) bathroom. With water front access to Chain O'Lakes & stunning views, it's perfect for fishing, boating, or relaxing. Just a short walk to train station, restaurants, shops & local attractions. Book now for a memorable getaway!

Top Guest favourite
Apartment in Richmond
4.98 out of 5 average rating, 44 reviews

Richmond No. 267 Boutique Loft Apartment

Centrally located in charming downtown Richmond, Illinois and only 15 minutes from beautiful Lake Geneva, Wisconsin, Richmond No. 267 is the area's newest boutique loft lodging. This former union hall was completely renovated with attention to every detail: open industrial ceilings, refinished original pine flooring, and a comfortable vintage midcentury aesthetic.

Popular amenities for Long Lake holiday rentals

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