Family-friendly holiday rentals in Twin Lakes

4.89 out of 5 average rating, 140 reviews

Sweet retreat is waiting for you!

Sweet Retreat is ready for a cozy winter getaway. Come spend the weekend with friends and family or have a much needed vacation. Lake Geneva has something for everyone. Our Sweet Retreat is a perfect location for winter activities and is a short drive to downtown Lake Geneva. Tons of bars and restaurants to enjoy and explore . Three ski resorts, tons holiday festivities, Santa cruise and much more located around the area. Our home is fully decorated and ready for your friends and family.

An inviting suite showcases a large flat-screen television mounted on a stand, surrounded by warm-toned walls with unique textures. A comfortable seating area is presented with a patterned chair, while a spacious bed draped in rich red bedding is visible in the background.

4.92 out of 5 average rating, 117 reviews

Top location, no cleaning fee, everthings close B

If you want the best of Lake Geneva from the one of the hottest locations in the city this then you will love staying here! You are a block from great restaurants, bars, the Riviera docks, the Riviera beach, boat rentals, shopping, and more. You'll park your car in our free parking and not need it for the rest of your stay. Relax in your private suite, or sit and enjoy the outdoor balcony with a beautiful view of the lake and downtown. When you’re ready to enjoy the town, simply step outside

4.98 out of 5 average rating, 136 reviews

A cozy four-season porch features light wood paneling and large windows offering views of the outdoors. Comfortable seating, including woven chairs, is arranged around a small space, with decorative elements adorning the walls. A small electric fireplace provides warmth and ambiance.

Cottage in Trevor

The Lakehouse-3bdr/Lakefront/Wi-Fi

Enjoy your stay at this cozy cottage just steps away from beautiful Cross Lake. This 3bdr, 1bath house features a 4 seasons porch so you can relax and unwind all year. Our large yard provides you additional space to enjoy the stunning view. From the first weekend of May-Sept 30th, you will also have access to our shared pier. Enjoy swimming, boating, fishing or other nearby activities: skiing, golfing and ziplining. Beach chairs/toys, fire pit, grill, games and folding chairs are also provided.

A spacious living area features a large sectional couch and a soft ottoman. A wooden table stands nearby, with a laptop resting on it. The kitchen area is visible, showcasing a bar with seating for four. Soft lighting enhances the neutral color palette.

4.88 out of 5 average rating, 120 reviews

Lake Geneva relaxation!

4 mi to Downtown Lake Geneva, WI. Rent kayaks on Lake Como. New pool and tennis courts, amazing wildlife. Snowboard, cross country ski, sled on hills during our amazing Wisconsin winters. Dine at The Ridge restaurant CRAFTED or just buy a bottle of wine from the guest store and watch the sunset. Quiet corner of the condominium complex. Completely furnished. Beautiful comfortable King size bed, kitchen, cook and eat in! Balcony overlooking peaceful grounds. Private entry, laundry in building.

Cabin in Fontana-on-Geneva Lake

An A-frame structure is nestled among lush green trees, showcasing large glass windows that allow for ample natural light. The contrasting wood siding complements the surrounding foliage, creating a harmonious blend with nature. A raised deck leads to the entrance, enhancing accessibility to the home.

4.93 out of 5 average rating, 172 reviews

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.

4.94 out of 5 average rating, 118 reviews

A cozy seating area is presented with two sofas adorned with decorative pillows. A large lamp with a blue shade complements the space, while light filters through the large windows, enhancing the bright atmosphere. A piece of wall art and natural accents are also visible.

Home in Salem

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.

Guest suite in Riverwoods

A well-defined stone pathway leads to the entrance of the prairie-style home, bordered by lush green grass and neatly trimmed hedges. Hanging flower baskets add vibrant touches above the cozy seating area, surrounded by the serene backdrop of towering oak trees.

4.95 out of 5 average rating, 458 reviews

Master qtr close to nature & easy urban facilities

This amazing prairie style home sits on 2 acre land surrounded by lush lawn and majestic oak trees - a nature lover's dream with unparalleled serenity. Vacation-like setting blends country-like quiet with nearby conveniences including shopping, trains, restaurants, highways, Ravinia (18 MINs drive). 5 MINs to I 294. 20 MINS to O'HARE; 5 Mins to Discover, Baxter; 10 MINs to Walgreens Deerfield campus, TRINITY INT'L UNIVERSITY; 15 MINS to Lake Forest Academy. 25 MINs to Great Lakes Navy Base.

4.95 out of 5 average rating, 220 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 !

4.88 out of 5 average rating, 179 reviews

A modern living area features a sleek fireplace and large glass doors opening to a deck with lounge chairs overlooking the water. Sunlight shines through, creating a bright and airy feel, while the serene lake and surrounding greenery are visible outside.

Home in Twin Lakes

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!

4.99 out of 5 average rating, 188 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!

4.98 out of 5 average rating, 122 reviews

A modern house features an inviting front porch with landscaped gravel beds and well-maintained grass. A wooden garage door complements the green exterior walls. Surrounding trees and shrubs enhance the outdoor space, creating a welcoming entrance.

Home in Twin Lakes

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.

4.94 out of 5 average rating, 142 reviews

Home in Huntley

The Main Event Game House on the Huntley Square!

Step into the Main (Street) Event at The Huntley Square and experience a perfect fusion of historic charm and contemporary luxury. Our meticulously renovated 1920s gem, updated in 2023, promises an unforgettable getaway. Whether it's a special occasion or a gathering with loved ones, our Airbnb, located just one block from the delightful historic Huntley Square, offers endless activities. Explore the town or enjoy our expansive Main Event Game Enclave right at home!

Popular amenities for Twin Lakes family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.93 out of 5 average rating, 151 reviews

Cottage in Antioch

#4 Adorable Lake Cottage-Cypress Resort & Marine

4.97 out of 5 average rating, 442 reviews

A welcoming living area is showcased, featuring a comfortable seating setup with a gray armchair and a round coffee table. Soft light filters through sheer curtains, illuminating the space. An intricately designed wall decoration adds an aesthetic touch beside a black bench with decorative elements.

Flat in Beach Park

J’s Farmhouse Cottage. 2 bedroom duplex.

A two-story home is set amidst a lush green lawn, featuring a welcoming entrance with a landscaped pathway. Large windows on the façade allow ample natural light, and a brick chimney adds character to the exterior. Trees and shrubs provide a natural backdrop.

4.95 out of 5 average rating, 144 reviews

Walk 2 lake, HOT TUB, pool table, bikes & kayaks

A serene lake view reflects a clear blue sky with scattered clouds. Greenery lines the shore, while gentle ripples disturb the water's surface. A dock extends into the lake, enhancing the picturesque natural setting.

4.85 out of 5 average rating, 265 reviews

3BR Home w/ Hot Tub 1.5 blocks from Lake Como

4.87 out of 5 average rating, 221 reviews

A spacious living area features high, wooden beams and large windows allowing natural light. A stone fireplace is positioned centrally, accompanied by a cozy seating arrangement. A dining table sits adjacent, surrounded by earthy decor, enhancing the rustic ambiance.

Cabin in Delavan

Cabin Outdoor HotTub Sleeps 7 Pet Friendly

4.88 out of 5 average rating, 106 reviews

Guest suite in Elkhorn

Lake Lovers Hideaway near Lake Geneva

A cozy living area features a dark sofa set against a textured wall, with a small decorative pillow. An open kitchen bar with four modern black stools invites gatherings, while greenery enhances the room's decor. Natural light is filtered through large windows.

4.97 out of 5 average rating, 225 reviews

Relaxing Villa with Amazing Amenities!

4.99 out of 5 average rating, 190 reviews

A spacious outdoor patio area features a circular arrangement of comfortable seating, including chairs and a table. A large umbrella provides shade, while lush green lawns and flowering plants create a serene backdrop. The space is designed for relaxation and social gatherings.

Home in Antioch

COUNTRY RETREAT / SPACIOUS GROUNDS / LARGE HOT TUB

Family- and pet-friendly home rentals

A log home is displayed with a prominent stone chimney, featuring a spacious deck that wraps around the structure. Tall trees and lush greenery surround the property, contributing to a serene outdoor environment. A glimpse of additional buildings can be seen in the background.

4.91 out of 5 average rating, 336 reviews

Willow Creek Lodge

4.98 out of 5 average rating, 159 reviews

The exterior of the blue house is complemented by white-framed windows featuring flower boxes with blooming red flowers. A small landscaped area with green plants lines the building, while dappled sunlight filters through the nearby trees.

Flat in Lake Geneva

Pedal Inn II

4.89 out of 5 average rating, 144 reviews

A spacious living area features a large, comfortable sectional sofa arranged to face large windows offering views of the lake. The warm wood flooring complements the modern kitchen visible in the background, which includes wooden cabinetry and a dining area for gatherings.

Home in Antioch

Lakefront, beautiful views, spacious and private.

4.89 out of 5 average rating, 228 reviews

A charming two-story lake house is presented, featuring a prominent American flag and a large white flag. A spacious veranda overlooks the fenced yard, while bare trees frame the house against a bright blue sky with scattered clouds.

Home in Round Lake Beach

Corner Lakefront Property

4.93 out of 5 average rating, 168 reviews

Cottage in Wonder Lake

The Cozy Lake House, Dm me ?s Lake Front Property!

4.88 out of 5 average rating, 408 reviews

A cozy living area is highlighted by a colorfully decorated Christmas tree with red ornaments and lights. A festive banner reading "Merry Christmas" hangs above. A plaid sofa is positioned beside the tree, adorned with pillows featuring a reindeer motif.

Guest house in East Troy

Deligo Valley Cottage

The sunroom features large windows providing views of the serene pond and natural surroundings. Cozy seating areas with blue cushions are present, along with a coffee table at the center. A ceiling fan offers airflow, contributing to a tranquil atmosphere.

4.88 out of 5 average rating, 160 reviews

Charming Lake Geneva, Wisconsin 3BR/2Bath Home

4.98 out of 5 average rating, 244 reviews

The entrance of the A-Frame cabin features a wooden door framed by large windows. Two black wire chairs sit on a wooden deck, complemented by potted plants. Natural surroundings enhance the welcoming feel of the entrance.

Cabin in Lake Geneva

Dog friendly - A-Frame adventure

Family-friendly home rentals with a pool

Apartment in Fontana-on-Geneva Lake

A cozy corner of the living room features a brick fireplace with a warm fire. A decorative candle holder stands beside a beautifully lit Christmas tree. A plush sofa, adorned with a patterned pillow, invites relaxation, while a simple table holds a remote and holiday decor.

4.78 out of 5 average rating, 197 reviews

FUN-tana All Year Round Abbey Springs Fontana WI

4.85 out of 5 average rating, 131 reviews

A white motor yacht, named 'Irish Mist,' is docked at Reefpoint Marina. The boat features a spacious top deck with a black canopy and is surrounded by other yachts in the water, with a soft sunset glow illuminating the scene.

Boat in Racine

Vessel: Irish Mist V - 32' @ Reefpoint W1-3

A breathtaking view of the sunset over Lake Como is framed by large glass doors. The patio features comfortable seating, adorned with potted plants, while the tranquil lake and lush greenery create a serene backdrop.

4.97 out of 5 average rating, 195 reviews

Lakefront condo with magnificent view & fireplace

The living area features a dark leather sofa adorned with blue throw pillows, accompanied by a light gray couch. A round woven pouf and an antique-style trunk serve as accent furniture. Large glass doors provide access to a balcony, with lake-themed decor on the wall.

4.96 out of 5 average rating, 168 reviews

LakeView-SummerPool-FamilyFriendly-CloseToTown

An open kitchen area is showcased with a wooden dining table and two white chairs. Modern appliances, including a microwave and a decorative wall with floral wallpaper, add a touch of charm. An oversized clock hangs above, contributing to the inviting ambiance.

4.91 out of 5 average rating, 110 reviews

LG Quaint Condo on Lakeshore Dr.

A manicured lawn gently slopes towards a serene body of water in the distance, framed by tall trees on either side. The landscape features lush greenery under a partly cloudy sky, creating an open and inviting outdoor space.

4.98 out of 5 average rating, 239 reviews

Lake Geneva Cloud 9

A welcoming living area features a comfortable sectional sofa facing a gas fireplace and a 65" Smart TV mounted on the wall. Sliding glass doors provide access to the outdoor patio, allowing natural light to fill the space. A decorative wreath adorns the door.

4.94 out of 5 average rating, 118 reviews

Lake Geneva Retreat with Fireplace & WiFi

An open living and dining area features a dark wooden dining table surrounded by black chairs. A light blue wall complements a cozy seating arrangement with armchairs and a sofa. Natural light enters through a large sliding door, with decorative elements and a chandelier enhancing the space.