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

Beach! Hot Tub! New Buffalo! Firepit! King Bed!
Highlights: ✔ 8-person Hot Tub ✔ Sleeps 12 (10 in main house + 2 in guest cabin) ✔ 1 mile to beach ✔ 6 min to Shady Creek Winery ✔ 10 min to New Buffalo + Michigan City ✔ Outdoor firepit & picnic table ✔ Gas BBQ grill ✔ Smart TVs & board games ✔ King bed in main bedroom ✔ Luxury custom-designed home ✔ Private wooded lot ✔ 2 Adult & 2 kids' bikes ✔ Beach chairs, toys, wagon and towels ✔ Pickleball paddles & nearby courts ✔ 4 vehicle parking ✔ 2-person workstation ✔ High speed wifi ✔ Fully stocked

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.

Designer's Own Cozy Cottage
Kick back and unwind in this stylish getaway, ideally located in Union Pier and just a five-minute drive to New Buffalo. Tucked on the lake side of Red Arrow Highway, the Casita offers the perfect balance - close to all the action, yet a quiet retreat to call your own. Guests love visiting nearby beaches, indulging in baked goods, ice cream, local restaurants and wineries. Bike trails, hiking, pickle ball, golf and kayaking all nearby. Endless opportunities for relaxation and adventure await!

Cozy Cabin 2.0 Mins from Michigan’s Harbor Country
Immerse yourself in nature inside this charming cabin featuring all of the necessary amenities, including a queen-sized bed, kitchen basics, fire pit, grill, and deck. Surrounded by 40 acres of woodlands, this cabin offers a quiet retreat while being only twenty minutes from Michigan's Harbor Country. Relax inside with a book or head out to enjoy golden sand dunes, art and antiques, locally-sourced food, hiking trails, and over twenty wineries along the windy, tree-lined Red Arrow Highway.

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!

Lux home, sauna, hot tub, firepit, 5 min to beach
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 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 available all year. If you’re looking for a quiet spot close to town THIS IS THE PLACE.

Modern Minimalist Tiny House | Firepit | Nature
Welcome to our modern minimalist tiny house located a half mile from Warren Dunes State Park beach and 1.5 miles from all that Sawyer Michigan area has to offer. Tiny is the second dwelling on this property and is technically a mobile tiny house. While we do have electricity and water, much like an RV the drains run to holding tanks. This means VERY LIMITED WATER USE for showers and toilet flushing. It features a fully stocked kitchen, bathroom, and a queen bed in the small loft.

Hot tub open year round in modern/rustic cottage!
Kick back and relax in this rustic & stylish cottage that is surrounded by gorgeous landscaping on almost 2 acres in Harbert. Cherry Beach a 5 min drive, 15 mins to New Buffalo, & minutes to Greenbush, Infusco, Susan's & the new Out There wine bar! Perfect place if you seek peace & quiet - play a record, hit the hot tub, read a book in screened in porch or hammock, hang out by the firepit or jump on one of the 4 bikes! So close to boutiques, coffee shops and cute restaurants!

Walk to Downtown New Buffalo/Beach, Dog Friendly!
Welcome to La Casa Bianca! This home is perfectly situated in New Buffalo - a short 3 block walk to the downtown and only 1/2 mile to the beach! With it's sprawling porches, open concept living space, firepit outdoors and gas fireplace indoors, you'll have everything you need for an incredible retreat. This home sleeps 7 comfortably, and is dog friendly! Beautiful beaches, incredible sunsets, fantastic dining, breweries, cocktail bars, shopping, golf - New Buffalo has it all!

The Harbert Bungalow-Hot Tub-Walk to Beach
Welcome to the Harbert Bungalow! Our newly renovated private guest house is located along the Red Arrow Bike path; just a 1 mile walk to Harbert Beach and directly across the street from the Harbert Community Park. Enjoy all Harbor Country has to offer while staying in your own cozy bungalow with a tropical-inspired interior and private luxury outdoor space. Guest will have access to a private gated patio and parking right in front of the house for two vehicles.

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!
Popular amenities for holiday rentals near Woodlands Course at Whittaker
Condo rentals with Wi-Fi

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

Updated Cottage Downtown, walk to Beach

All Brick home in peaceful Neighborhood.

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

Live the marina life in New Buffalo!

Experience Main Street

Uptown Penthouse on Pine:By Lake

New Buffalo Getaway Condo
Family-friendly house rentals

Steps to Beach & Starbucks! Private Yard, Firepit!

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

Sq Toe's Last Resort:Pet-Friendly*Fenced* GameRoom

Secluded Modern Retreat Near Beach - "Sandlot"

Dunefarmhouse Modern Country Escape

Cozy Vintage Cottage Near the Lake

Lake Michigan Farm Retreat w/ Yoga Shed & Hot Tub

UncleLarrysLakePlace HotTubKayaksPingPong
Apartment rentals with air conditioning

Eclectic beach boho in downtown Michigan City.

Beachcomber Suite - Beaches, Dunes, Golf, Wine Tr

Midtown Apt 1 Bed, 1 Sleeper Couch Upstairs Apt

Cozy Chalet by Lake MI&Dunes with Fire Pit

Historic Studebaker Carriage House- Lower Level

Morton's Other Retreat Cozy 1 Bedroom Apartment

King Bed Retreat, Minutes to Beach & Dunes

The Loft at the Acorn Theater
Other great holiday rentals near Woodlands Course at Whittaker

The Pines Cottage on Birchwood

Walk 2 Lake/Shops | Hot Tub | King Bed | Fireplace

Cabin on Swede Hill

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

Dog-Friendly Farmhouse | 1+Acre near Lake Michigan

Lakeside Dome Retreat w Hot Tub Near Indiana Dunes

New Buffalo retreat - Perfect year-round getaway!

Twin Cottage B- Walk to Beach & Town!
Destinations to explore
- Wrigley Field
- Lincoln Park
- United Center
- Soldier Field
- Grant Park
- Navy Pier
- Millennium Park
- Warren Dunes State Park
- 875 North Michigan Avenue
- Indiana Dunes State Park
- University of Notre Dame
- Shedd Aquarium
- The Field Museum
- Humboldt Park
- Chicago River Walk
- University of Chicago
- Guaranteed Rate Field
- Lincoln Park Zoo
- Loyola University Chicago
- Union Park
- Washington Park Zoo
- Garfield Park Conservatory
- Oak Street Beach
- Museum of Science and Industry





