
Places to stay near Woodlands Course at Whittaker
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Top-rated holiday rentals near Woodlands Course at Whittaker
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New Buffalo retreat - Perfect year-round getaway!
Located in the heart of New Buffalo and walking distance to everything, this recently remodeled cottage is the perfect place for an escape. With an open kitchen/porch concept, leading out to a massive natural wood deck, your entry to a huge fenced in corner lot, there is no shortage of space for any summer activity or just to get back to a quieter, more relaxing pace. In winter months New Buffalo is just as charming with fewer visitors and plenty of opportunities to explore the area. CR23-0048

Romantic Getaway in the Dunes for a Couple—Hüüsli
Cozy, charming, romantic and modern. Huusli is the perfect place for a couple to getaway, not too big, not too small. Soaring ceiling with wood burning fireplace greets you in the main living area with an updated kitchen, remodeled bathroom and two adorable bedrooms. Bonus is the four-season room where you can have all your meals or enjoy your morning coffee surrounded by nature, but without the fear of bugs. Make new memories, celebrate an anniversary or just relax in this magical 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.

Luxury Cabin Getaway •2 min to Beach• 1hr Chicago
Luxury meets nature: forest cabin steps from the beach, 1 hour from Chicago. Book your escape to our designer log cabin on Lake Michigan just steps from the beach and nestled in a peaceful forest, it’s the perfect retreat. Built in 1932, our charming cabin sleeps 8 in 4 bedrooms. Enjoy 2 living areas, a stone fireplace, fire pit, games, puzzles & books. Featured in Country Living and the NYT, it’s perfect for families, friends, or retreats. Book now and create lasting memories in Michiana.

The Birdhouse – quiet luxury, walk everywhere
The Birdhouse is on a quiet wooded ravine steps from restaurants, shopping and a lovely 0.7 mile walk to the beach. This home hosts 4 guests only, including infants. Enjoy a screened-in porch with views to the woods, an outdoor eating area with grill, lovely terrace with firepit and laundry room. Bedrooms are cozy and comfortable. The bathroom features a luxurious rain shower with hand shower for junior guests. To allow our cleaning crew time to prepare, we're unable to offer early check-ins.

1930’s Cozy Cottage in the Woods.Walk to the beach
Come fall in love with Michiana Shores, we promise you'll love the peace and quiet. Our charming cottage sits back tucked away, nestled among pine trees and twinkle lights. Roast marshmallows while sitting around the fire with 6 modern adirondack chairs, take a stroll to the beach, ride bikes, BBQ, watch the sunset along lakeshore drive. Play tennis or pickle at the local park. 10 minute walk to the beach. Far away enough to relax yet close enough to new Buffalo, Union Pier or Long Beach

Peach by the Beach! Retro Apt Close to Downtown
The Peach by the Beach is a one-bedroom retro apartment that sleeps two people. It's a two-minute walk to downtown New Buffalo and a ten-minute walk to the beach! It is close to the beach, restaurants, shopping, and all kinds of fun! This location is perfect for couples, singles, and business travelers. It is the perfect getaway from the hustle and bustle of daily life. This location includes free wifi, coffee, beach towels and chairs, a record player, two arcade games, and a full kitchen!

The Little House at Tryon Farm
The little house is located within a 170-acre modern farm community filled with open meadows, woods and dunes. Minutes to beach, 1 hour to Chicago. Relax and enjoy the property or head out to explore the lakeshore, wineries, and great area restaurants! Two bedrooms, 1.5 baths, a fully appointed kitchen, living area w/fireplace, and a large screened in porch. Large windows flood the house with natural light and will make you feel like you're living in the treetops. A perfect getaway!

"Tiny House" Guest House - No Cleaning Fee
"Tiny House" guest house located under large oak trees near the beach, and not far from I-94 and the Michigan state line. Vaulted ceiling, open feeling. Light and bright décor. Full bathroom, comfy couch, and other amenities. Polished concrete floor, whitewashed shiplap ceiling, hand-crafted oak furniture, suspended shelving. High ceilings, windows with southern exposure, front porch with siting chairs and a grill. Convenient charger for electric cars. Never a cleaning fee.

Twin Cottage A- Walk to Beach & Town!
Twin Cottage A is your home for convenience & comfort! 2 blocks from town shopping & restaurants, Church Brewing Co. around the corner, an artisanal cocktail lounge up the block and only 3700 feet to the beach! You'll have a private, fenced in backyard for the kids and/or dogs. gas grill, outdoor dining & a fire pit stocked with wood. Check out Cottage B as well for a complete look at our reviews. *Stays 28 days or longer require weekly cleaning fee added after inquiry or request

PumpHouse- Walk Everywhere! Private porch firepit!
Escape to Prime Downtown New Buffalo – Just 70 Miles from Chicago! Nestled one street off the main strip with easy parking. Walk to beaches, marina, Amtrak. Chill on private screened porch with gas fire pit. Rent bikes, boats, kayaks. Grab bites at Stray Dog, Ghost Isle Brewery, Oink's ice cream and Casey’s. Shop boutiques, sip local wines, catch harbor sunsets! Stroll Galien River Park's boardwalk or hit Four Winds Casino. Tee off at Whittaker Woods golf, minutes away.

Rainbows End 🌈 Puryear
Discover the tranquility of a charming cottage nestled on a 20-acre farm, surrounded by nature with walking trails that end up at the South Branch of the Galien River. Unwind on the patio with a cozy fire pit and enjoy all the amenities you'll need for a perfect getaway. Just 10 minutes away from the beautiful shores of Lake Michigan and only 3 miles from Four Winds Casino. Experience the peaceful countryside retreat—book now!
Popular amenities for holiday rentals near Woodlands Course at Whittaker
Apartment rentals with wifi

Gatsby Place | Beaches | Grand Mere | Wineries

*Luxury condo on water in St Joseph, 2 queen beds*

Updated Cottage Downtown, walk to Beach

Spacious Riverfront 3BR Condo | Marina Views

Nightingale Dunes - Modern beach town retreat

Downtown NB Suite 2A, Walk to Beach, King Bed

Live the marina life in New Buffalo!

Uptown Penthouse on Pine:By Lake
Family-friendly house rentals

La Casita De Lago

Steps to Beach & Starbucks! Private Yard, Firepit!

Lux home, sauna, hot tub, firepit, 5 min to town

Dunefarmhouse Modern Country Escape

Cozy Vintage Cottage Near the Lake

Lakeside Retreat Nestled Among the Trees

The treehouse at Warren Dunes

Captain's Quarters - Walk to Downtown New Buffalo!
Apartment rentals with air conditioning

Luxury Waterfront Condo

Relax - SW Mi Getaway/Hot Tub-Beaches & Wine Tours

Eclectic beach boho in downtown Michigan City.

The Studio @ Portage Lion

Beachcomber Suite - Beaches, Dunes, Golf, Wine Tr

Cozy Chalet by Lake MI&Dunes with Fire Pit

Morton's Retreat Cozy 1 Bedroom Apartment

Heart of Historical Dist.*W/D*Parking*Gl Shower #3
Other great holiday rentals near Woodlands Course at Whittaker

Idyllic A-frame in Michigan’s Harbor Wine Country

SoulShine Inn • Pets Welcome•Fully fenced backyard

Beach Bird Cottage- 5min walk to the lake! 3BR/1BA

The Pines Cottage on Birchwood

Dog Friendly Downtown Three Oaks Cottage! Fenced!

Cabin in the Woods - Trails & Pet Friendly!

Hot tub open year round in modern/rustic cottage!

Cozy Cabin 2.0 Mins from Michigan’s Harbor Country
Destinations to explore
- Lincoln Park
- Millennium Park
- Wrigley Field
- United Center
- Grant Park
- Navy Pier
- Chicago River Walk
- 875 North Michigan Avenue
- Soldier Field
- Humboldt Park
- Shedd Aquarium
- Warren Dunes State Park
- The Field Museum
- Guaranteed Rate Field
- Lincoln Park Zoo
- University of Notre Dame
- Garfield Park Conservatory
- Oak Street Beach
- Museum of Science and Industry
- Willis Tower
- University of Chicago
- Washington Park Zoo
- Loyola University Chicago
- Silver Beach Carousel




