
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.

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

UncleLarrysLakePlace HotTubKayaksPingPong
A tribute to our favorite world traveler-he's the first to stay at our properties and give us the good, bad and ugly so we can fine-tune the ultimate experience for YOU. This newly remodeled lake home boasts 4 sleeping areas, year-round hot tub, game room with a ping pong table and large screen TV, large gathering spaces in and out, new kitchen and your own kayaks to explore the area. Enjoy sunsets and lake views from the hot tub on the expansive deck or while grilling on the Weber gas grill.

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!

Steps to Beach & Starbucks! Private Yard, Firepit!
Walk to Starbucks! Walk to beach, cafes, shops, ice cream, grocery! 2 queen bed 2 bath home is perfect to enjoy fenced yard, grill, fire pit, & yard games! Take a few days to explore wineries/breweries, art galleries, antique stores, kayaking, casino and more! Live bands Fridays/Saturdays till around 2am Memorial Weekend to Fall, New Year's at Casey's (behind property). Noise machines in each bdrm. Pet fee $100, 2 dogs MAX. Exterior areas have video/audio cameras w/live feeds. Wp#bcnbwmech

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.

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!

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.

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.

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

*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

Newly renovated condo on Notre Dame Ave, sleeps 6

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

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

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

The treehouse at Warren Dunes

Wandering Soul Cabin

Debs Michigan hot tub house, open all year
Apartment rentals with air conditioning

Eclectic beach boho in downtown Michigan City.

Beachcomber Suite - Beaches, Dunes, Golf, Wine Tr

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

Second Floor Apartment sitting on Pine Lake
Other great holiday rentals near Woodlands Course at Whittaker

SoulShine Inn • Pets Welcome•Fully fenced backyard

The Pines Cottage on Birchwood

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

LeRoy's Market Boutique Studio

Dog-Friendly Farmhouse | 1+Acre near Lake Michigan

Lakeside Dome Retreat w Hot Tub Near Indiana Dunes

Hot tub open year round in modern/rustic cottage!

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
- Indiana Dunes State Park
- 875 North Michigan Avenue
- University of Notre Dame
- The Field Museum
- Shedd Aquarium
- 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





