
Lake house holiday rentals in Chain-O-Lakes
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Top-rated lakehouse rentals in Chain-O-Lakes
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Barn & Beach New Buffalo / Union Pier
So excited to introduce this lovely modern cottage located at ground zero in Union Pier ! , location is just the best !! 2100 sq ft , 4 bed , 2 bath , hot tub . 6 blocks to Townline beach , Timothy’s, Red Arrow Road house , Whistle stop , 1 block to Seeds Brewery ,Union Pier Social , Black Currant Bakery , 2 grocery stores & beach rental store . Bike path directly across street , plenty of bikes to use ! (Guest home also available for large groups , there’s room for 25 people with both homes ).

Lux home, sauna, hot tub, firepit, 5 min to town
WELCOME TO GOLDIE’S BEACH HOUSE, a cheeky stay somewhere between home and hotel. GOLDIE'S is decked out with everything you need to feel right at home. From top-notch coffee for lazy mornings to sippy cups for the kiddos, we've got you covered. We’re a 3 bedroom 2 bath ranch style house, designed for families who love a little luxury and a lot of sunshine. The sauna and hot tub don’t take seasons off and are always available. If you’re looking for a quiet spot close to town THIS IS THE PLACE.

House of Zen: Peaceful Modern Cabin on Tryon Farm
The House of Zen is an architect designed home situated in the woods, part of a sustainable farm community on 170 acres. Only an hour drive from Chicago, and close to Indiana Dunes National Park, it is the ultimate escape. The perfect getaway for couples, creatives and nature lovers who want some peace, quiet and space. Explore the farm trails & enjoy the wildlife and soothing sounds. Note: We have a 3 night minimum stay during summer, but open up 2 night stays 1-2 weeks before if possible.

The Walnut House, Michigan Woods Retreat
Beautifully designed home, surrounded by trees. 5 minutes drive from the white sandy beaches of Lake Michigan, and conveniently close to historic Three Oaks downtown: Journeyman whiskey distillery, Acorn Theater, Froehlich's bakery and deli, Patellie's pizza and more. The home has beautiful large windows in every room and bedroom. It is well stocked with books, thoughtfully appointed rooms that are perfect for a quiet escape, family retreat, and home base for exploring the areas activities.

Lakefront cottage on Koontz Lake
Take it easy at this unique and tranquil getaway. This one bedroom with hide a bed cottage has a beachy theme. It shares a fire pit and patio with owner. Access to pier if you bring your boat. Or you can fish or swim off the pier. Pets are allowed and it is gated. Off street parking is provided. There is a local brewery and other restaurants nearby. 30 minutes to South Bend and 20 minutes to Plymouth. We look forward to sharing our cute little cottage on the lake. Managed by Deb Minich.

Pure Michiana - Rustic & Cozy - near the stateline
NO EVENTS. 10 person max on property at all times. It puts too much wear on the septic/well and deck. Dining table seats 8. 3- block walk to a small shared lake and near a host of lovely spots: Breweries/Wineries, Dunes, Three Oaks, Frisbee Golf, and more. A gas fireplace for cold winter nights, an outdoor firepit, a hammock, grill, and outdoor seating/camping chairs. A short walk to the Nowhere Bar & Grill for great local food! Only 1 hour 15 minutes from Chicago. Sleeps 8 comfortably.

Experience Holiday Charm in Harbor Counrty
Important notes: - Home is in HARBERT by the lakefront, NOT in Three Oaks - Hot tub open all year - Pool closes October 10, 2024 through Memorial Day 2025 After a day of exploring the waters of Lake Michigan, Warren Dunes, or nearby wineries, find your sanctuary at Mae's Place. Recharge by soaking in the inviting hot tub, sizzle up a delicious meal on the grill or in the kitchen and end the evening roasting marshmallows around the fire pit or watching an outdoor movie on the pool deck.

Three Oaks Creek House Perfect
3BR, 2 bath contemporary house on Spring Creek--a spawning waterway and spectacular architectural screenhouse (4th BR) at water's edge. Open floorplan, stone fireplace, gourmet kitchen and 4000CDs for spontaneous entertaining. Tempur-Pedic King master BR/office suite with lots of storage and large desk Queen 2nd BR w/standing desk, dresser, books. Full 3d BR w/ 3/4ba en-suite. Wi-fi throughout, Roku, DirecTV with HBO. Spectacular privacy, quiet and tons of specialty ameneties!

Aunt Betty's Lakeside Abode, Hot Tub Steam Shower
Aunt Betty’s Lakeside Abode offers 3 king bedrooms, 2.5 baths, 2 twin cots, west-facing beautiful Stone Lake views, screened porch with gas fire, lakeside terrace, and year-round hot tub. Enjoy multiple gathering areas, a steam shower, ping-pong. Perfect for families, couples, or groups exploring LaPorte County, Indiana Dunes or wineries, breweries, trails surrounding Lake Michigan. Sleeps 8, or book with Uncle Larry’s Lake Place next door for larger groups and shared lakefront fun!

Hot tub! In the heart of Three Oaks!
Enjoy the splendor of Michigan's Harbor Country! Our updated home is 1 block from the main street (Elm)& walkable to everything! Enjoy specialty boutiques,antiques, restaurants, bakeries, & event venues including Journeyman Distillery, Acorn (music venue) & Vickers Theater. It’s a short 10 minute drive to Lake Michigan! The friendly village of Three Oaks is the perfect place to kick back, relax, & enjoy small town living! The movie Prancer was filmed here! airbnb.com/h/7linden

Midcentury marvel steps from beach! Pups
Year-round beach fun an hour from Chicago!Welcome to Barefoot Bungalow, a mid-century marvel with modern amenities. Your group will love the game room with pool table, ping pong. Private dog-friendly fenced backyard with grill, patio & firepit. Short stroll to Stop 7 to beach (Beachwalk boardwalk, wagon provided). Quiet relaxation far from the madding crowds. So many excellent restaurants, shopping, brew pubs, wineries, hiking, biking. Off-street parking, Wave bus

Couples alert! PVT beach access, hot tub, firepit!
ADORABLE HOME IN LAKESIDE WAS RECENTLY REHABBED & OFFERS A SUPER CLEAN AND MODERN FEEL IN THE HEART OF HARBOR COUNTRY. GUEST HAVE ACCESS TO PRIVATE BEACH WHICH IS A 7 MIN WALK AWAY - NO CROWDED BEACHES! YEAR ROUND HOT TUB, A SUPER COMFY KING SIZE BED AND ONE PULL-OUT COUCH FOR 4 GUEST (MAX). FIREPIT SUPPLIED WITH WOOD, AN OUTDOOR PATIO AND WEBER GRILL COMPLETE THIS LOFT LIKE HOME. FULLY STOCKED KITCHEN, HIGH DEF TV, STREAM MUSIC, ETC! YOU WILL LOVE IT!
Popular amenities for Chain-O-Lakes lakehouse rentals
Waterfront lakehouse rentals

La Casita De Lago

Magician Lakehouse Escape

Lake House in Cassopolis

J&A lake House on Kelsey Lake

Lakefront Home | Private Beach | Hot Tub

Peaceful Lake-Front Home - Fenced Yard/Pets OK

Luxury Lake Front Oasis Notre Dame Near By

Lake Of The Woods Sunset Shore - Notre Dame
Pet-friendly lake house rentals

The Luna Cottages - Unit 3 - Private Beach Access!

Lakefront Home w/ Sunroom, Deck, Grill + Lake View

Roomy Winter Cottage Lake Michigan Retreat

Cozy Quiet at Mill Pond Cottage

Private Island-Foot bridge to island-Sister Lakes-

Cozy Diamond Lake Getaway

Duplex | Firepit | GameRm | Hot Tub-all yr | DogOK

St. Joseph Fun House | Modern 4BR w/ Arcade Games
Private lake house rentals

House of Reilly - 5 Min Walk to Private Beach!

The Cove on Round Lake

"Deer Crossing" Modern Cabin, Private Beach Access

Cozy 2BR +Den Lake Michigan Beach Getaway

Sauna | Hot Tub | Heated Pool | Beach Walk

2026 Open Luxury retreat Heated pool hot tub Scrnd

Diamond Lake Cottage

Wishing Well Cottage
Destinations to explore
- Chicago Holiday rentals
- Northeast Ohio Holiday rentals
- Platteville Holiday rentals
- Downtown Chicago Holiday rentals
- Indianapolis Holiday rentals
- Southern Indiana Holiday rentals
- Detroit Holiday rentals
- St. Louis Holiday rentals
- Columbus Holiday rentals
- Louisville Holiday rentals
- Cleveland Holiday rentals
- Cincinnati Holiday rentals
- University of Notre Dame
- Warren Dunes State Park
- Washington Park Zoo
- Silver Beach Carousel
- Potato Creek State Park
- Tippecanoe River State Park
- Deep River Waterpark
- Woodlands Course at Whittaker
- Point O' Woods Golf & Country Club
- Culver Academies Golf Course
- The Dunes Club
- Elcona Country Club
- Lost Dunes Golf Club
- South Bend Country Club
- Indiana Dunes State Park
- Warren Golf Course
- Kennedy Water Park
- Dablon Winery and Vineyards
- Shady Creek Winery
- 12 Corners Vineyards
- Four Winds Casino




