
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.

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

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.

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

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.

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 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.

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

Beach Bird Cottage- 5min walk to the lake! 3BR/1BA
Dear friends, Welcome to Beach Bird Cottage, situated on a quiet street with other vintage cottages in the heart of Union Pier. It is an easy 5-minute walk to an association beach. The cottage has many updates, including a new kitchen, bathroom, washer/dryer, outdoor shower and a wood stove. The master and second bedroom each have queen-size beds and the children's bedroom has two twin beds. Enjoy an early swim before breakfast or have an evening beach picnic under the sunset.

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!

New buffalo Farmstead main home pool hot tub
5 bedroom 2 bath 2200 sq ft modern farmstead , 2 minutes to new buffalo and beach and all its offerings , 18x36 new heated shared pool and hot tub. Property on 6 acres with plenty of room for kids to play , 26 apple trees and woods , ride host bikes to new buffalo .. Best of both worlds in country , close to town .There’s 2 new homes on 6 acre property, this home and 1 guest home ( rented separately) .

The Black Pearl Great Escape Spa & Art Shop
This private suite is located within an Spa❣️ The Black Pearl is perfect for a special occasion, enjoy a relaxing treatment or a massage before checking into your suite at 3 PM. Located in a peaceful, woodsy setting just 5 minutes from Lake Michigan. Entry is through the east wall of the main building; your suite is directly ahead after entering.
Popular amenities for holiday rentals near Woodlands Course at Whittaker
Apartment rentals with wifi

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

Updated Cottage Downtown, walk to Beach

Spacious Riverfront Condo | Marina Views

Perfect Location Condo Pools Walk to all Beach 1.5

Nightingale Dunes - Modern beach town retreat

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

Live the marina life in New Buffalo!

Experience Main Street
Family-friendly house rentals

La Casita De Lago

Dunefarmhouse Modern Country Escape

Cozy Vintage Cottage Near the Lake

Lake Michigan Farm Retreat w/ Yoga Shed & Hot Tub

Lakeside Retreat Nestled Among the Trees

The treehouse at Warren Dunes

-The District 5 Schoolhouse-

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

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

Beachcomber Suite - Beaches, Dunes, Golf, Wine Tr

Cozy Chalet by Lake MI&Dunes with Fire Pit

Morton's Retreat Cozy 1 Bedroom Apartment
Other great holiday rentals near Woodlands Course at Whittaker

SoulShine Inn • Pets Welcome•Fully fenced backyard

The Pines Cottage on Birchwood

Cabin in the Woods - Trails & Pet Friendly!

The Little House at Tryon Farm

J’s Beach House: Hot Tub & short walk to beach!

Hot tub open year round in modern/rustic cottage!

Cozy Cabin 2.0 Mins from Michigan’s Harbor Country

"Tiny House" Guest House - No Cleaning Fee
Destinations to explore
- Lincoln Park
- Millennium Park
- Wrigley Field
- United Center
- Grant Park
- Navy Pier
- Chicago River Walk
- Soldier Field
- 875 North Michigan Avenue
- Humboldt Park
- Shedd Aquarium
- Warren Dunes State Park
- The Field Museum
- Guaranteed Rate Field
- University of Notre Dame
- Lincoln Park Zoo
- Garfield Park Conservatory
- Oak Street Beach
- Museum of Science and Industry
- University of Chicago
- Willis Tower
- Washington Park Zoo
- Loyola University Chicago
- Silver Beach Carousel




