Friendsgiving Vacation Rentals in Harbor Country, Michigan

More room, more friends, more reasons to get together. 

Trade the usual Thanksgiving routine for a Friendsgiving getaway in Southwest Michigan. Gather your favorite people for a weekend of good food, local wine, cozy nights and plenty of room to spread out. 

We've gathered our 4+ bedroom vacation homes throughout Harbor Country, including New Buffalo and surrounding Southwest Michigan communities, so finding a place for the whole crew is easy. 

Find your Friendsgiving getaway below.

Make a weekend of Friendsgiving

Friendsgiving is even better with a Southwest Michigan getaway. Spend the weekend exploring Harbor Country wineries and breweries, shopping in downtown New Buffalo, visiting local restaurants, or simply staying in and cooking together. 

With spacious kitchens, gathering areas and room for the whole crew, these 4+ bedroom Harbor Country vacation rentals make it easy to turn Friendsgiving into a full weekend away.


Properties Available 35 properties available
Welcome to Michiana Memories! This spacious lakeshore home is just a few minutes' walk from the beautiful Lake Michigan beaches, with sleeping space for family gatherings or larger groups. The open, airy floor plan promotes connection and relaxation.Walk into a spacious entryway with bench seating, then into a thoughtfully decorated living room wit
Michiana Memories
House Pet Friendly
$219 - $1,347 / per night
Bedrooms 5 bedrooms
Bathrooms 3 baths
Half Bath 1 half bath
Guests 14 guests
Rating 5 (6)
2027: POOL OPEN UNTIL OCTOBER 1! Welcome to Putters Pool House, a bright three-level Grand Beach retreat with a private pool, a golf cart for beach trips, and space for up to 12 guests across 4 bedrooms. Just 6/10 of a mile from Lake Michigan and minutes from the Grand Beach golf course, it's designed for relaxing, swimming, and coastal getaways
Putters Pool House
House
$450 - $1,955 / per night
Bedrooms 4 bedrooms
Bathrooms 3 baths
Half Bath 1 half bath
Guests 10 guests
Rating 5 (2)
Welcome to Crowe’s Cottage - Located in the coveted Sturgeon Beach community, Crowe’s Cottage is a charming 4-bedroom, 3-bathroom home that offers guests a taste of laid-back lake life. Just two blocks from HOA Lake Michigan beachfront, this home offers the perfect balance of comfort, location, and family-friendly amenities. With space for up to 10
Crowes Cottage
House
$315 - $1,209 / per night
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 10 guests
Rating 5 (3)
White Pearl is the ultimate lakefront oasis, boasting one of the area's finest private beaches along Lake Michigan. This sprawling estate includes a main house, a guesthouse, a private tennis court, sandy beach access, a heated pool, two hot tubs, an outdoor fire pit, and lake views at nearly every turn — accommodating up to 18 guests (furry friend
Lakeshore Lakeshore
Lakeshore
White Pearl Beach and Pool House
House Pet Friendly
$1,900 - $7,946 / per night
Bedrooms 7 bedrooms
Bathrooms 6 baths
Half Bath 1 half bath
Guests 18 guests
Rating 5 (10)
Escape to House in the Woods, a peaceful Harbor Country retreat tucked among the trees on a quiet cul-de-sac, just 0.8 miles from Harbert Road Beach. This spacious 4-bedroom, 3-bath home sleeps up to 8 and is designed for families and friends who want quiet, comfort, and easy access to everything Harbor Country has to offer.Living Area Bright, open
House in the Woods
House
$161 - $1,083 / per night
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 5 (22)
Welcome to Harbor House, a terrific home offered by Third Coast Vacations, a full-service vacation rental company run by locals who love Harbor Country.   When you book with us, you aren’t just getting another vacation rental company, you’re getting access to the area’s experts. We know where to go because we live here and we love it. Third Coast V
Harbor House
House
$300 - $1,323 / per night
Bedrooms 4 bedrooms
Bathrooms 5 baths
Guests 8 guests
Rating 5 (12)
Wake up to sweeping Lake Michigan views at this spacious six-bedroom, 4.5-bath waterfront retreat for up to 16 guests. Designed for family vacations and group getaways, the home pairs a bright, modern interior with generous gathering spaces and plenty of room to unwind. Spend your days enjoying the pool, relaxing in the hot tub, or gathering around
Leisure on the Lake
House Pet Friendly
$518 - $2,950 / per night
Bedrooms 6 bedrooms
Bathrooms 4 baths
Half Bath 1 half bath
Guests 16 guests
Welcome to Lakeshore Luxe, where coastal sophistication meets effortless relaxation. This brand-new designer home is just a two-minute stroll from McKinley Beach and features a heated saltwater pool, sparkling saltwater hot tub, and magazine-worthy interiors curated with style and intention.Every detail has been crafted for the ultimate family geta
Hot HOT 32
Lakeshore Luxe
House
$900 - $3,000 / per night
Bedrooms 5 bedrooms
Bathrooms 5 baths
Half Bath 1 half bath
Guests 14 guests
Rating 5 (12)
Ash Harbor House is a stunning family getaway located just a half-mile walk from multiple private Association beaches. Newly built and professionally decorated, the home offers a haven of comfort and luxury for your entire group.Dark oak floors span the spacious, open main floor, where cathedral ceilings enhance the sense of space and a large smart
Ash Harbor House
House
$368 - $1,383 / per night
Bedrooms 5 bedrooms
Bathrooms 3 baths
Half Bath 1 half bath
Guests 11 guests
Rating 5 (14)
Welcome to Blue Tranquility in New Buffalo, another great home offered by Third Coast Vacations — a full-service vacation rental company run by locals who love Harbor Country. When you book with us, you're not just getting a rental, you're getting access to the area's experts. We know where to go because we live here and we love it.Staying with us
Hot HOT 31
Blue Tranquility
House Pet Friendly
$191 - $1,243 / per night
Bedrooms 5 bedrooms
Bathrooms 3 baths
Half Bath 1 half bath
Guests 11 guests
Rating 5 (65)
Welcome to Dogwood, a luxurious modern farmhouse with a heated pool and year-round hot tub, nestled on a private wooded lot near the shores of Lake Michigan. Offered by Third Coast Vacations, this 3,500+ sq. ft. retreat features both a Main House and a Guest House, creating an ideal Harbor Country getaway for large families, friends, or group retre
Hot HOT 43
Dogwood
House Pet Friendly
$608 - $3,183 / per night
Bedrooms 7 bedrooms
Bathrooms 4 baths
Half Bath 1 half bath
Guests 26 guests
Rating 4.9 (24)
Please Note: Pool Availability: Guests can not use the pool after 2 pm on Friday until 5 PM on Sunday.Welcome to It's a Wonderful Life, a contemporary Union Pier retreat where Lake Michigan days and relaxing evenings come naturally. Built in 2021, this spacious four-bedroom, three-bath home features an open-concept design, a private hot tub, a fi
It's a Wonderful Life
House
$220 - $1,143 / per night
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 10 guests
Rating 5 (3)

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