Pet-friendly holiday rentals in Twin Lakes

#4: Cute 2 bedroom cottage on the beach!

Relax & make lasting memories at this peaceful 2-bedroom cottage at Turtle Beach Marina. Enjoy the sandy beach on the lake, rent a boat or kayak, & unwind with summer drinks at the beach bar. A restaurant & game room (slots) are right on the property. (Bar & slots open mid-May through October.) Celebrating something special? Add a $75 package: 🌹Romantic Package: rose petals, candles, wine, & chocolates. 🎂 Birthday Package: HBD banner, balloons, 10-inch cake, & candles. Let us know in advance!

walk to beach, dog friendly yard hot tub sleeps 12

4,000 sq ft 5 bedroom, 3.5 bath home. Short walk to small beach and boat launch (Musial Beach) on Lake Elizabeth. Perfect for large families with multiple living areas. Island Kitchen with fireplace & den. 3 season room. Master bedrm with walkin shower. Large 2nd floor family room with tv, vinyl records and shuffle board! Outdoor natural gas grill, fire pit, free firewood. Close to Grand Geneva, Lake Geneva and Wilmot Mtn. Turnkey boat rental available. hot tub, beach chairs & bags available

Dog friendly - A-Frame adventure

Welcome to The River Birch Cabin, located in Lake Geneva, Wisconsin. Featured in Madison Magazine, this 1966 A-Frame is located two blocks from Lake Como and minutes from downtown Lake Geneva. It has many amenities including the Little Birch A-Frame playhouse for the kids and an outdoor firepit. The River Birch is just a 20 minute drive to Alpine Valley for snow skiing and summer concerts! It’s an ideal getaway for couples, families, or friends seeking relaxation and nature and dog friendly!

Cozy Lakeside Escape with hot tub & pontoon rental

FIND YOUR CENTER ON CENTER LAKE- come relax at this little lakeside retreat! With nostaglic wood paneling, don’t expect modern & chic but do expect quiet & comfy. Visit in the warmer months to fish, watch wildlife & take a leisurely cruise on the pontoon boat or paddle boat (for rent beginning in May). Center Lake is weedy and excellent for fishing but not recommended for swimming. Dog-friendly!There are security cameras on the both doors to monitor entry, delivery of packages, and pier/boat.

Lake Home w/View, Private Pier, + Indoor Hot Tub

Wake up to stunning lake views, then spend your days exactly how you want - fishing off your private pier, paddling out in one of the six provided kayaks, or floating in the indoor hot tub while watching the sunrise over the water. Our 3BR/2BA lakefront ranch sits on 200 feet of shoreline with a four-season room that doubles as a game room (pool table included), so there's never a bad weather day. The dock is steps from the back door and ready for swimming, fishing, or bringing your own boat.

Cozy Cottage 1.5 Blocks From The Lake

Kick back and relax in this cozy, comfy and stylish 2 bedroom cottage located within walking distance to the shores of beautiful Lake Como and about a 10 minute drive to Lake Geneva. The home features a gourmet kitchen with everything you'll need to prepare and enjoy a great meal. The neighborhood of Lake Como is friendly and fun with plenty of options for dining and nightlife. We are always available to answer any questions prior to and during your stay and would be honored to host you.

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 !

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.

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.

Secluded in the Woods, Hot Tub

Owl's Rest Cabin is nestled in acres of fully wooded, peaceful forest. This is a cozy couple's retreat or small family getaway with a fireplace, hot tub, full kitchen, washer/dryer, located 4 minutes from Lake Mary and 15 min to Lake Geneva. Many activities nearby - festivals, hiking, boat rentals, golf, beach, downhill skiing, tubing, and snow shoeing. Eco conscious cabin, including Level 2 electric vehicle charging & more. Please message us with any questions.

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.

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.