Family-friendly holiday rentals in Twin Lakes

4.98 out of 5 average rating, 163 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 and 5 minutes from Antioch, IL. This 3bdr, 1bath house features a 4 seasons porch so you can relax and unwind all year. Our large yard provides ample space to enjoy the stunning view. From 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.

FamilyKitchenWalkability

4.87 out of 5 average rating, 106 reviews

A charming two-story house is set within a lush green lawn, featuring large trees that provide shade. The front porch is approachable and includes a railing, while an American flag gently waves. A fence encloses the backyard, creating a private outdoor space.

Home in Twin Lakes

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

KitchenFamilyCheckout

4.98 out of 5 average rating, 102 reviews

Home in Trevor

Lake House-Frontage, Pier, Gorgeous Views, Kayaks

Enjoy our remodeled lakefront home with private frontage/access & pier on Camp Lake! The beautiful 2-bedroom, 1-bathroom home spans 1,008 sq ft with central air/heat, wifi, outdoor decks & patios, swing set, grill, fire pit & more! Lake is a 439-acre all sport lake known for boating, swimming & fishing! Warmer months, enjoy access to kayaks, paddleboat, and lawn games! Colder months, downhill skiing, ice fishing/skating are fun activities! *No unauthorized/extra visitors or guest of any kind*

Indoor spacesFamilySkiing

4.97 out of 5 average rating, 267 reviews

Cabin in Lake Geneva

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!

FamilyIndoor spacesBackyard

4.94 out of 5 average rating, 131 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.

KitchenFamilyCheck-in

4.91 out of 5 average rating, 106 reviews

A lakefront house is depicted, featuring a spacious deck that extends over the water. Large windows allow ample natural light and views of the surroundings. The structure is nestled among trees, with a private pier visible at the water’s edge.

Home in Burlington

Lake Home - Private Beach, Near Lake Geneva

Lakefront! Gorgeous views! Freshly renovated and charming, this Lily Lake three bedroom, two full bath beach house practically hangs over water, so you can enjoy the beautiful views of the lake from the living room and upper deck. Relax in the sun outside while sitting lakeside on the private sandy beach, kayaking, fishing from the pier, and at night enjoy evening conversations around the wood fire pit. The public beach is just steps away, allowing access to the another sandy beach area.

KitchenFamilyAir conditioning

4.96 out of 5 average rating, 240 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 !

Indoor spacesKitchenView

4.86 out of 5 average rating, 185 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!

FamilyIndoor spacesAmenities

4.9 out of 5 average rating, 167 reviews

Home in Fox Lake

Spacious Lakefront Retreat | Sunset VIEW | Firepit

Welcome to Howard House by Evereste Experiences. A hidden gem on the Fox Chain o' Lakes. Situated centrally on the lakefront of beautiful Nippersink Lake just an hour outside of Chicago, this spacious and stylish retreat is located on a hill with ultimate views of the lake and stunning sunsets over the water. Located near downtown Fox Lake and the Metra train stop. With a large back deck, over 60ft of lake frontage, a dock, firepit and swimming area, you'll never want to leave!

Indoor spacesKitchenComfort

4.94 out of 5 average rating, 177 reviews

Cottage in Wonder Lake

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

Welcome to The Cozy Lake House, your year-round haven for relaxation and celebration! Savor breathtaking sunsets, indulge in boating, watersports, and high-speed internet, and make special memories during holidays, bachelorette party's getaways, birthdays, family reunions, micro weddings, and more. With a fully equipped kitchen, spacious rooms, and the tranquil lakeside setting, every moment here is magical. Reserve your spot now and experience the ultimate in lakeside living!

FamilyIndoor spacesBeach

5.0 out of 5 average rating, 122 reviews

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

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.

KitchenFamilyCondition

4.91 out of 5 average rating, 198 reviews

The exterior of the log cabin is illuminated against a night sky, highlighting the expansive wall of windows. A spacious deck is visible, framed by surrounding trees and a fenced yard, creating a cozy and inviting setting.

Cabin in Salem

Cozy A-Frame | Close To Lakes + Backyard Oasis

Experience the allure of Salem Lakes Chalet. featuring modern comforts nestled within a quaint 3-story log cabin. Relax in a fenced yard offering picturesque vistas of woods, and relish in the variety of nearby lakes. Enjoy the northern ambiance without the lengthy journey—be amazed by our expansive wall of windows! Whether you are in town to visit family or looking for a retrieve from the city we are conveniently located 10 mins from I-94. Brought to you by NCL Properties.

FamilyKitchenParks

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

4.87 out of 5 average rating, 128 reviews

A patio area is shown, featuring a hot tub and a Blackstone grill, surrounded by four cushioned chairs. A dining table with four chairs is also present. Lush green trees provide shade, with a clear view of Lake Shangrila in the background.

Home in Bristol

Lakefront Home Sleeps 12 – Hot Tub/Boat/Pets/Ski

Indoor spacesKitchenWalkability

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, 188 reviews

Exquisite Modern A-frame all WithInnReach

Indoor spacesKitchenComfort

4.92 out of 5 average rating, 293 reviews

Home in McHenry

River House with Deck and Hot Tub

Indoor spacesFamilyCondition

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.

4.86 out of 5 average rating, 288 reviews

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

KitchenFamilySkiing

4.95 out of 5 average rating, 176 reviews

A spacious bathroom features large skylights that illuminate a freestanding tub, set beneath an arched window overlooking greenery. Two modern lounge chairs are situated nearby, enhancing the tranquil ambiance. The glass-enclosed shower and soft neutral tones create a serene and relaxing environment.

Farm stay in Harvard

Eden Farm: Family Stays & Intimate Moments

Indoor spacesFamilyComfort

4.94 out of 5 average rating, 281 reviews

Home in Woodstock

The Tailor House: 2BR w/ Hot Tub near Woodstock Sq

KitchenIndoor spacesPets

4.94 out of 5 average rating, 156 reviews

Cottage in Antioch

#4 Adorable Lake Cottage-Cypress Resort & Marine

FamilyIndoor spacesAir conditioning

4.98 out of 5 average rating, 193 reviews

An outdoor fire pit surrounded by wooden benches and chairs is visible in a spacious green area. The cabin in the background features a red exterior and large windows framed by trees, offering a serene spot for gathering.

Home in Elkhorn

Red Lodge|Hot Tub, Game Room, Near Lake, Free Dog!

KitchenIndoor spacesParking

Family- and pet-friendly home rentals

4.81 out of 5 average rating, 113 reviews

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

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

FamilyKitchenTV

4.84 out of 5 average rating, 104 reviews

A bright bedroom features a spacious bed with a light blue quilt and accented by a colorful wooden headboard. A desk with a chair is positioned next to a small seating area. Natural light enters through a window draped with a light gray curtain.

Cabin in Spring Grove

Enjoy a Getaway @ The Lake-Heim by Chain-O-Lakes

FamilyIndoor spacesView

4.95 out of 5 average rating, 104 reviews

A wooden deck steps lead to the entrance of a recently renovated home, framed by flower pots and outdoor seating. Decorative string lights are visible above, and an American flag is displayed on the left, adding to the welcoming atmosphere.

Home in Salem

Lago Amore - Channel house, pier, kayaks

KitchenFamilySleep quality

4.94 out of 5 average rating, 120 reviews

A serene lake is captured at dusk, reflecting shades of pink and purple in the sky. The calm water creates gentle ripples, while distant lights along the shoreline add a soft glow to the tranquil scene.

Home in Burlington

Relaxing Lakeview Getaway: Steps to Beach, Dogs ok

KitchenFamilyOutdoor spaces

4.82 out of 5 average rating, 135 reviews

A cottage exterior is showcased with a well-maintained wooden deck and black railings. A welcoming front door is featured, which is flanked by two windows. The surroundings include a manicured lawn with small flower beds, enhancing the cottage's inviting appearance.

Cottage in Antioch

#4: Cute 2 bedroom cottage on the beach!

KitchenFamilyBeach

A charming exterior view of the house showcases vibrant orange flowers lining the pathway. The structure features a sloped roof and large windows, with a scenic view of the lake visible in the background. A bright orange mailbox stands at the forefront, adding a pop of color.

4.93 out of 5 average rating, 112 reviews

Como Lake house with boat and motor included

Indoor spacesKitchenComfort

4.89 out of 5 average rating, 70 reviews

A multi-level deck surrounds the house, featuring a private hot tub and outdoor seating areas. The structure showcases large windows that provide ample natural light. A mix of greenery and stone pathways adds to the tranquil setting among the trees.

Home in Twin Lakes

Peaceful Lake House on Twin Lakes

FamilyKitchenSleep quality

4.91 out of 5 average rating, 75 reviews

A charming orange bungalow is framed by lush greenery. The exterior features large windows and a welcoming front door with a star motif. The overall structure reflects a cozy, cabin-like feel, inviting guests to relax and enjoy the surrounding nature.

Cottage in Twin Lakes

Twin Lakes Bungalow

FamilyIndoor spacesBeach

Family-friendly home rentals with a pool

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, 255 reviews

Lake Geneva Cloud 9

Indoor spacesKitchenBackyard

A spacious living area features comfortable gray sectional sofas adorned with turquoise cushions. A light wooden coffee table is centered on a soft area rug. Soft lighting is provided by table lamps, and large sliding doors lead to an outdoor space with a view of greenery.

4.95 out of 5 average rating, 119 reviews

Relaxing getaway/StepsToLake/Pool/Tennis/nearDT/WD

Indoor spacesFamilyWalkability

A decorative wall sign displays the word 'WELCOME' prominently. Beneath it, a white vase filled with yellow flowers adds a touch of color, set against a soft green wall, creating a friendly and inviting ambiance.

4.93 out of 5 average rating, 172 reviews

Home away from Home

KitchenFamilyCleanliness

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.

4.89 out of 5 average rating, 131 reviews

LG Quaint Condo on Lakeshore Dr.

Indoor spacesKitchenParking

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, 183 reviews

LakeView-SummerPool-FamilyFriendly-CloseToTown

FamilyKitchenQuiet

4.98 out of 5 average rating, 192 reviews

Cozy Lake Geneva, King Bed, Fireplace & Pool

Indoor spacesKitchenLocation

4.93 out of 5 average rating, 134 reviews

A 31-foot sailboat is docked in the marina, featuring a blue sail and a spacious deck. Surrounding buildings and other boats are visible in the background, under a bright sky filled with clouds.

Boat in Racine

Spacious Sailboat, “Kelly Day” sleeps 4

FamilyIndoor spacesNearby

A spacious living room features comfortable seating arrangements, including a sleeper sofa and armchair. Natural light filters through large sliding doors, leading to a balcony. A cozy gas fireplace adds warmth to the space, complemented by a round coffee table and a flat-screen TV mounted on the wall.