
Places to stay near Woodlands Course at Whittaker
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Top-rated holiday rentals near Woodlands Course at Whittaker
Guests agree: these stays are highly rated for location, cleanliness and more.

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.

South Shore Studio Apartment {National Park}
I have to warn you definitely not a hook up spot or party house!!! typically rise with rooster on this 5 acre country setting with a small fishing pond. 420 friendly .. Quiet hours are 11 -8 generally some music playing, musicians are welcome !! if you happen to book on a Sunday i host an Open Mic in my Barn every Sunday ..... pretty relaxed. Upon arriving, turn into the driveway, and then right into the yard. Apartment is upstairs, the door is open with the keys inside. ✌️

Captain's Quarters - Walk to Downtown New Buffalo!
Escape to New Buffalo and unwind at our recently renovated home! A quick 10 min walk will take you to fantastic shops, dining, and drinks. Our professionally designed 4 bed, 2.5 bath home comfortably sleeps 10. Located in a peaceful neighborhood, the large backyard includes a grill, fire pit, and outdoor dining area. Less than 1 mile from the beach & Amtrak station, 5 min to Union Pier, 15 min to Michigan City, 40 min to South Bend, 75 min from Chicago. Stay and enjoy Harbor Country in style!

Walk 2 Lake/Shops | Hot Tub | King Bed | Fireplace
Tucked away sophisticated cabin in the heart of Downtown Union Pier. Killer location that's just steps away from dining and drinks: Black Current Bakery, Neon Moon Gelato, Union Pier Market, and Union Pier Social. Townline Beach is a 10 minute walk, and the cabin is right off the bike path. Seeds Brewery is just down the road and local Wineries are 1 mile away. Back home enjoy a relaxing hot tub (available year round), wood burning fire place, spacious screened in porch & outdoor fire pit.

Peach by the Beach! 1 Bdrm Apt close to downtown
The Peach by the Beach is a one-bedroom private apartment that sleeps two people. It's a two-minute walk to downtown New Buffalo and a ten-minute walk to the beach! This chic apartment 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 and tea, beach towels and chairs, and a full-service 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.

Dunefarmhouse Modern Country Escape
Experience nature and design in an unforgettable way! This thoughtfully curated home is located within a unique green community surrounded by 200+ acres of woods, prairies and meadows - yet minutes to the beach, great restaurants, wineries and activities in harbor country. A unique and immerse art experience awaits every guest. Dunefarmhouse was featured in TimeOut magazine in 2019-2020, as a "Top 10 Airbnb rental in the Midwest" and part of "Perfect Midwest Getaways."

Downtown NB! Walk Beach Screened porch w firepit
If you love being in the heart of everything with easy off-street parking and every shop, restaurant and the beach just a short walk away, you’ve found your perfect spot! This bright, freshly remodeled two-story home has 2 bedrooms and 2 baths and comfortably sleeps up to 6. You’ll love the cozy queen in the primary bedroom, twin-over-twin and twin-over-full bunks in the guest room, plus two big flat-screen TVs. It feels like your own little downtown retreat

Rainbows End 🌈 Plensa
Escape to a tranquil countryside cottage on a 20-acre farm. Enjoy breathtaking sunrises from the picture window, relax in lounge chairs, and gather around the fire pit and grill or take a trail walk down to the south branch of the Galien River. Just 10 minutes from Lake Michigan, and within 5 miles of a casino and a golf course, it's the perfect retreat for nature lovers and entertainment seekers. Book now and experience rural bliss with nearby attractions!

Eagle's Beach Nest: Pet-Friendly*Fenced*Walk2Beach
Nestled in New Buffalo's heart, this cozy retreat is a stone's throw from key attractions. The beach, Marina, and esteemed Bentwood Tavern lie within a mile. Venture a tad further to Stray Dog or the town center. Four Winds Casino is a quick 10-min drive, with Blue Chip Casino just 15 mins away. Ideally positioned amidst Harbor Country, nearby renowned wineries beckon. Perfect for girls' getaways, family trips, or group gatherings, and pet-friendly to boot!
Popular amenities for holiday rentals near Woodlands Course at Whittaker
Condo rentals with Wi-Fi

Modern downtown Studio close to wineries & beach

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

Fall 2 nt min Perfect Location Condo Pools Walk to

Amazing Beach Condo with pool and great sunsets!

Nightingale Dunes - Modern beach town retreat

New Buffalo Condo with Association Pool and Beach!

Live the marina life in New Buffalo!

Experience Main Street
Family-friendly house rentals

Duplex | Firepit | Game Room | Hot Tub-all year

The Lake Escape - 5 Mins from beach, casino, & zoo

Cheerful home with free covered parking onsite.

Casa Gitana - Boutique Style Stay in Three Oaks

UncleLarrysLakePlace HotTubKayaksPingPong

In-town Lovely Home! Steps to Starbucks & Beach!

Casinos, Shopping, Pets, and Parking a Plenty!

The Dune Den! Huge Yard/Firepit/Near Town+Dunes
Apartment rentals with air conditioning

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

Private Entrance Guest Suite on the River

Heart of Historical Dist.*King*Parking*A/C*#1

Cozy 1 bed, 2nd floor with private bath & kitchen.

Modern Gem- 5 Minutes to downtown & 10 to ND

Cozy Chalet by Lake MI&Dunes with Fire Pit

Midtown Apt 1 Bed, 1 Sleeper Couch Upstairs Apt

ValpoVilla: Location, location, location!
Other great holiday rentals near Woodlands Course at Whittaker

SoulShine Inn • Pets Welcome•Fully fenced backyard

Heron's Rest Hideaway, nature lovers' dream

The Pines Cottage on Birchwood

Luxury Cabin Getaway •2 min to Beach• 1hr Chicago

The Gingerbread House, respite in the woods.

Pet Friendly Cabin in the Woods

The Studio at the Dunes

New Buffalo retreat - Perfect year-round getaway!
Destinations to explore
- Lincoln Park
- Millennium Park
- Wrigley Field
- United Center
- Navy Pier
- 875 North Michigan Avenue
- Humboldt Park
- Shedd Aquarium
- Guaranteed Rate Field
- University of Notre Dame
- Oak Street Beach
- The Field Museum
- Warren Dunes State Park
- Wicker Park
- Garfield Park Conservatory
- Lincoln Park Zoo
- Museum of Science and Industry
- The Beverly Country Club
- Willis Tower
- Washington Park Zoo
- Silver Beach Carousel
- Potato Creek State Park
- Tippecanoe River State Park
- Chicago Cultural Center




