Holiday rentals in Twin Lakes

Hickory House

Located in a peaceful residential area, this ranch home is a memorable lake escape situated minutes from Lake Mary and Lake Elizabeth. This 3-bedroom, 2-bath vacation rental is ideally located to experience the best of Twin Lakes . Spend your days fishing and boating on either of the lakes, golfing at Twin Lakes Country Club, or spend the day at the local public beach. Lots of winter fun to be had at Wilmot Mountain, just 5 miles away. Beautiful Lake Geneva is a short 20 minute drive away.

Exquisite Modern A-frame all WithInnReach

An amazing space that truly caters to the guest experience. We've built this art piece to have our guests immerse themselves in all the amenities, from heated floors to in-ceiling speakers - all whilst losing yourself in the wood burning fireplace. At WithInnReach the attention to detail was paramount - with an emphasis of what we enjoy...amazing food through a well balanced kitchen, beautiful sound through Klipsch speakers and relaxation with floor to ceiling showers...enjoy to the fullest.

Center Lake View Cottage, near Camp&Silver Lakes

Relax & enjoy your stay in this peaceful home in quiet, friendly neighborhood. Launch boat in Center Lake at end of street or several nearby lakes. Camp Lake is 2 mins away, close to Silver Lake and many others. This home has an awesome sled hill, fire pit with seating area, and a relaxing deck with lake views. Close to Lake Geneva, & Renaissance Faire. Ski at Alpine Valley or Wilmot Mountain. 25 mins to Six Flags or Lake Geneva, 1 hr to Chgo or Milwaukee. 35 mins to Great Lakes Naval Base.

Twin Lakes Family Escape Stunning NEW modern home!

Welcome to the Twin Lakes Family Escape! You will be staying in a brand new, 2400 square foot home (2025 construction) featuring 4 bedrooms and 2.5 bathrooms with space for up to 10 family and friends. We are a 5 minute walk to Lake Mary and the downtown area of Twin Lakes and only a few minute drive to Lake Geneva, Wilmot Mountain, and many other local attractions. We aim to have a cozy and relaxing home where both you and your children can get a break and enjoy your time away from home.

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!**

Charming Lake Geneva, Wisconsin 3BR/2Bath Home

Step into the comfort of this sun-soaked 3BR 2Bath home in a tranquil area in Lake Geneva, WI. This relaxing retreat with a picturesque private pond is immersed in a breathtaking natural ambiance offering a perfect escape from the big city crowds. The stylish design and rich amenity list will leave you in awe. ✔ 3 Comfortable Bedrooms ✔ 2 Living Areas ✔ Sunroom ✔ Fully Equipped Kitchen ✔ Patio with a grill ✔ Pond Access ✔ High-Speed Wi-Fi ✔ Smart TVs ✔ Board Games/ Learn more below!

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!

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!

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.

WI Cabin | 15 min to Lake Geneva

Welcome to The Green Door Cabin, located in a quaint little lake town just 15 minutes to Lake Geneva. Within walking distance to the town of Twin Lakes and Lake Mary, this cabin has a great location in a quiet neighborhood. Completely renovated in 2024, our cabin is sun-filled, open, and features high-end furnishings throughout. Outside, you will find a large yard space complete with patio lights to play yard games even after dark, a fire pit, and a propane grill.

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.