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. Bring your favorite people together for a weekend of good food, local wine, cozy nights, and plenty of room to spread out. 

Many feature king beds, fireplaces, outdoor fire pits, and game rooms with everything from pool tables to shuffleboard. You'll also find pet-friendly rentals, homes with separate guest houses for extra privacy, and select properties with private hot tubs.

We've gathered 4+ bedroom vacation homes throughout Harbor Country, including New Buffalo and surrounding Southwest Michigan communities. Accommodating groups of 8 to 26 guests, these large-group vacation rentals are ideal for friends traveling together, extended families celebrating Thanksgiving, and couples sharing a home for the weekend.

Thanksgiving Weekend in Harbor Country

Late November brings a quieter, cozier side of Harbor Country. The summer crowds have faded, Lake Michigan's shoreline is peaceful, and downtown New Buffalo is perfect for an afternoon of browsing local shops. 

Make a weekend of it with a visit to Journeyman Distillery in Three Oaks, explore the trails at Warren Dunes State Park, or enjoy a tasting at Shady Creek Winery. Then head back to your vacation rental for a homemade Thanksgiving feast, games by the fireplace, or an evening around the fire pit. 

Whether you're planning a Friendsgiving celebration or a traditional family Thanksgiving, these spacious Southwest Michigan vacation rentals make it easy to spend more time together.

Friendsgiving rental fAQs

How many guests can these vacation rentals accommodate?

Our Friendsgiving collection features homes with 4 or more bedrooms, accommodating groups of 8 to 26 guests. Options are available for smaller friend groups, extended families, and larger holiday gatherings.

What amenities do Friendsgiving rentals offer?

Many homes feature fireplaces, fire pits, king beds, and game rooms or games. Select properties also offer pet-friendly accommodations, private hot tubs, and separate guest houses for additional privacy. Amenities vary by property.

Can I book these homes for Thanksgiving weekend?

Yes! These Harbor Country vacation rentals are great options for Friendsgiving celebrations and Thanksgiving getaways. Browse the properties below and enter your travel dates to check availability for your holiday weekend.

Find your Friendsgiving getaway below.


Properties Available 53 properties available
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 - $1,366 / per night
Bedrooms 4 bedrooms
Bathrooms 5 baths
Guests 8 guests
Rating 5 (14)
Welcome to Oak and Shore Cottage, a cozy Harbor Country retreat filled with classic cottage charm and room for everyone to unwind. Enjoy easy neighborhood beach access, a seasonal heated pool, and welcoming indoor and outdoor hangout spaces designed for relaxed gatherings. Settle in and make yourself at home in this inviting Michiana getaway.Living
Oak & Shore Cottage
House
$250 - $1,392 / per night
Bedrooms 4 bedrooms
Bathrooms 2 baths
Half Bath 1 half bath
Guests 8 guests
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 - $874 / per night
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 5 (25)
Freshly updated and full of charm, this 4-bedroom retreat in Union Pier’s Lakeshore Cottages is made for carefree lake days and cozy nights under the stars. With a community pool open from Memorial Day Weekend through Labor Day (at least), a short stroll to the beach, and a garage game room with a perfect selfie mural, Oakwood Cottage is your perfe
Oakwood Cottage
House Pet Friendly
$207 - $1,088 / per night
Bedrooms 4 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 5 (9)
Welcome to Vineyard VistaSurrounded by rolling vineyard views and located just steps from some of Southwest Michigan’s most celebrated wineries, Vineyard Vista is a peaceful retreat designed for gathering, relaxing, and exploring. With four bedrooms, spacious gathering areas, and walking access to Tabor Hill Winery, this Baroda getaway is perfect f
Vineyard Vista
House
$180 - $645 / per night
Bedrooms 4 bedrooms
Bathrooms 3 baths
Half Bath 1 half bath
Guests 8 guests
Rating 4.9 (25)
Welcome to Lake Affect, a beautiful home and guest house offered by Third Coast Vacations, a full-service vacation rental company run by locals who love Harbor Country.   Welcome to your new favorite vacation home in Union Pier! This spacious lakeshore home is just 950 feet from the sandy shores of Lake Michigan at Center Beach! This beautifully de
Lake Affect
House
$300 - $1,259 / per night
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 9 guests
Rating 5 (15)
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 - $1,073 / per night
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 10 guests
Rating 5 (4)
Welcome to Diamond Oasis, a beautiful 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 Vac
Indoor Pool Indoor Pool
Indoor Pool
Indoor Pool
Diamond Oasis
House
$175 - $1,004 / per night
Bedrooms 4 bedrooms
Bathrooms 4 baths
Guests 10 guests
Rating 5 (40)
POOL OPEN UNTIL OCTOBER 12, 2026!Welcome to Bridget Court Pool House, 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 aren’t just getting another vacation rental company, you’re getting access to the area’s experts. We know where to go bec
Bridget Court Pool House
House
$204 - $1,616 / per night
Bedrooms 4 bedrooms
Bathrooms 3 baths
Half Bath 1 half bath
Guests 10 guests
Rating 5 (38)
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 - $1,136 / per night
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 10 guests
Rating 5 (3)
Welcome to Michigan Shores Pool RetreatFormerly known as Dogwood Pool House, Michigan Shores Pool Retreat is a thoughtfully refreshed vacation home nestled in the peaceful Michigan Shores community. Just a short walk from the private association beach, this spacious four-bedroom retreat is designed for families and groups who want to spend quality
Michigan Shores Pool Retreat
House
$255 - $1,679 / per night
Bedrooms 4 bedrooms
Bathrooms 2 baths
Half Bath 1 half bath
Guests 10 guests
Rating 4.9 (21)
Welcome to Elegant Ease, a beautiful cottage in Merchant Street Cottages, 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
Elegant Ease
House
$300 - $1,724 / per night
Bedrooms 4 bedrooms
Bathrooms 3 baths
Half Bath 1 half bath
Guests 10 guests
Rating 5 (30)

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