Lake house vacation rentals in Twin Lakes

Waterfront House, 2 kayaks, Game room, Fire pit, B

Escape to this stunning waterfront house in McHenry, Illinois, offering a perfect blend of relaxation and adventure. Enjoy kayaking on the waterway leading to Pistakee Lake, fishing from the private dock, or simply unwind in the hammock. This home features a sunroom with water views, a game room for entertainment, and a cozy fireplace. With a fully equipped kitchen, outdoor seating, and a BBQ grill, it's ideal for families and groups seeking both outdoor activities and comfortable and relaxing

Lakefront Getaway with Hot Tub!

Perfect spot for your summer getaway! Enjoy breathtaking sunsets from multiple outdoor spaces. 3600 sq/ft lakefront home with 5 bedrooms, 3.5 baths & even an outdoor shower! Summer fun awaits! Situated near Jet Funn boat rentals, you can tie up to our dock. Kids will enjoy swimming off of our private pier & provided lily pad. Numerous restaurants in the area, just a short walk or boat ride away. Enjoy outdoor dining, finished walk-out basement, hot tub & outdoor firepit for year-round use!

Serene 7bed/4ba on Private Lake

Discover the perfect vacation retreat at 'The Rookery Hill,' a spacious, newly renovated 7-bedroom, 4-bath lake house located just moments away from the enchanting shores of Lake Geneva and the exhilarating slopes of Wilmot Ski Resort. This expansive vacation rental, has over 100 feet of shoreline on the private Lake Benedict, nestled on a scenic 1-acre property with a private beach volleyball court, promises an idyllic escape for families and friends seeking both relaxation and adventure.

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 !

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!

Lago Amore - Channel house, pier, kayaks

A recently updated family home awaits you. Unwind with breathtaking views in the quaint Village of Paddock Lake. Kayak, go to the beach, fish with the family or ice fish and snowmobile during the winter. Bring your boat with public launch access. No matter the season, this home offers wonderful views of Paddock Lake. Centrally located between Milwaukee and Chicago, as well as Lake Geneva and Kenosha, there is always something happening just a short drive in any direction.

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!

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.

4Bd 3.5ba Cozy New Construction! Close to lake!

Welcome to our cozy home! Twin Lakes is quintessential small town America situated surrounding lakes Elizabeth and Mary in Wisconsin. Less than 15 minutes from downtown Lake Geneva and less than 5 minutes from Richmond, Illinois. During your stay you can experience much of what the area has to offer including boating and fishing on Lakes Elizabeth and Mary, access to the community beach, local shopping, and peaceful country nights in this small family-oriented community.

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.

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.

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.