Location

Dates

Guests

Vacation rentals in Benton Harbor, Michigan, United States

Lit garden path leading to a private sauna and hot tub retreat

Beach Cottage - Sauna - Hot tub - Fireplace - Wine

Relax on the covered front porch with Adirondack chairs and lush yard views

Cozy fire pit s’mores setup for memorable evenings under the stars

Bright, cozy living room with large windows, TV, and dedicated workspace

Beach Cottage - Sauna - Hot tub - Fireplace - Wine

2 bedrooms·1 bath

Benton Harbor • Michigan

4.9(10 reviews)

$1,904.34 USD total for 4 nights

Sep 7 – 11, 2026

Remodeled River Front House!

Remodeled River Front House!

Remodeled River Front House!

Remodeled River Front House!

Remodeled River Front House!

Remodeled River Front House!

3 bedrooms·2 baths

St. Joseph • Michigan

5(16 reviews)

$1,646.00 USD total for 3 nights

Sep 7 – 10, 2026

Property grounds

Enjoy the Kitchen with well stocked pantry

The Sandpearl - modern dune home,hot tub, fire pit, barbeque, beaches, wineries

6 bedrooms·4 baths

Stevensville • Michigan

5(2 reviews)

$850/ night(excl. fees & taxes)

Willobee Pines

3 bedrooms·1 bath

Coloma • Michigan

5(71 reviews)

$1,219.00 USD total for 3 nights

Sep 7 – 10, 2026

June 2023

Spacious property behind the house leads up to the forest edge, where a large firepit awaits your combustible desires.

The provided canoe can carry up to three people on Lake Solis, which is a 2 minute walk from the house.

1st floor living room provides Klipsch reference stereo speakers paired with a Klipsch subwoofer for boomy music - they're connected to the TV but can also be paired to a bluetooth device. 2 leather couches, 75" TV, electric fireplace, garage door!

The firepit, now with plenty of chairs and tables!

Both ground coffee and K-Cups are provided for your stay. There is also tea for use with the electric kettle. We stay stocked on coffee so you shouldn't need to bring your own!

Modern forest retreat: fast wifi, hot tub, firepit

4 bedrooms·3 baths

Stevensville • Michigan

5(27 reviews)

$2,083.00 USD total for 3 nights

Sep 7 – 10, 2026

Free cancellation

Outdoor Living Space

Entire Property

Living room looking at the pool and dunes

After Dune Delight

5 bedrooms·4½ baths

Stevensville • Michigan

$1,300 – $2,499/ night(excl. fees & taxes)

Private, fenced in back yard with grill, outdoor seating and fire pit with string lights ready to enjoy.

House is circled in red to show how close you are to Big Paw Paw Lake - the nearest public access to the lake is approximately 10 minute walk.

Plenty of comfortable seating in our recently redesigned living room to rest and relax after a day of exploring the area.

Large kitchen with plenty of pots, pans and utensils for you to make all of your meals or snacks.

Primary bedroom with comfortable king, adjustable bed, plenty of storage for all of your clothes and an attached full bathroom.

Coloma Retreat:Walk to Paw Paw w/ Fire Pit | Coloma, MI

3 bedrooms·2 baths

Coloma • Michigan

$590.52 USD $570.71 USD total for 3 nights

Sep 13 – 16, 2026

Free cancellation

The Whimsical Cottage Sister Lakes Michigan

The Whimsical Cottage Sister Lakes Michigan

The Whimsical Cottage Sister Lakes Michigan

The Whimsical Cottage Sister Lakes Michigan

The Whimsical Cottage Sister Lakes Michigan

The Whimsical Cottage Sister Lakes Michigan

5 bedrooms·2 baths

Benton Harbor • Michigan

4.58(12 reviews)

$3,985.00 USD total for 7 nights

Sep 7 – 14, 2026

Private kitchen

Back deck and firepit area

Exterior detail

Bedroom 1, King

3-bedroom House in Sister Lakes on Magician Lake w/Dock. Relax on the Lake

3 bedrooms·1 bath

Dowagiac • Michigan

4.86(7 reviews)

$1,065.00 USD total for 3 nights

Sep 7 – 10, 2026

20ft Harris FloteBoat
60 HP HT OutBoard (new)

ChipperDays Pontoon FloteBoat

ChipperDays Pontoon FloteBoat

ChipperDays Pontoon FloteBoat

ChipperDays Pontoon FloteBoat

0 bedrooms·0 baths

Dowagiac • Michigan

5(1 review)

Enchanted Hill, A Lake Michigan Waterfront Cottage

Enchanted Hill, A Lake Michigan Waterfront Cottage

Enchanted Hill, A Lake Michigan Waterfront Cottage

Enchanted Hill, A Lake Michigan Waterfront Cottage

Enchanted Hill, A Lake Michigan Waterfront Cottage

Enchanted Hill, A Lake Michigan Waterfront Cottage

4 bedrooms·1 bath

Van Buren County • Michigan

5(1 review)

$3,000.00 USD total for 7 nights

Sep 8 – 15, 2026

Sitterly Cottage, Palisades Park, MI

Sitterly Cottage, Palisades Park, MI

Sitterly Cottage, Palisades Park, MI

Sitterly Cottage, Palisades Park, MI

Sitterly Cottage, Palisades Park, MI

Sitterly Cottage, Palisades Park, MI

3 bedrooms·3 baths

Van Buren County • Michigan

$3,600.00 USD total for 5 nights

Sep 14 – 19, 2026

Free cancellation

Bring nature inside with floor to (vaulted) ceiling windows

Hot Tub Retreat | Wooded Views • Peaceful & Cozy image 2

Open concept living room and dining room

Any season is the perfect time to relax in front of a warm fire surrounded by nature!

Beautifully landscaped path makes going to the car to get groceries feel like more of a mini-vacation than a chore!

Hot Tub in the Woods | Winter Getaway Cozy Retreat

3 bedrooms·2 baths

Three Oaks • Michigan

4.87(138 reviews)

$2,395.60 USD total for 3 nights

Sep 7 – 10, 2026

So many fun bikes!

Relax in the hot tub and build a fire! Lounge in the swing or hammock, or grill up dinner!

Living room space with warm, cozy fireplace

Make s'mores or enjoy a fire!

Downtown Ice Skating

Siesta Haven

3 bedrooms·2½ baths

South Haven • Michigan

$1,874.08 USD $1,703.63 USD total for 3 nights

Sep 7 – 10, 2026

Welcome to beautiful Lake Michigan – just steps away, where you can enjoy breathtaking views and peaceful moments by the water.

Get a bird’s-eye view of the entire property with Lake Michigan in the distance, creating a scenic and relaxing setting for your stay

Take a moment to relax in this cozy terrace lounge, an inviting spot for quiet time or conversation.

Make yourself at home in this cozy living room – a welcoming space to relax, connect, and enjoy quality time with loved ones.

Relax around the firepit in the backyard, perfect for cozy evenings, warm conversations, and making memories under the stars.

Walk to the Beach! - Free Parking - Fire Pit

5 bedrooms·2 baths

South Haven • Michigan

$1,451.14 USD total for 3 nights

Sep 7 – 10, 2026

Beautiful contemporary Victorian style home built in 2011

Open floor plan main living area

View into the living room from the foyer

Large kitchen with prep area and seating

Dining area, table seats 8, total seating for 12

Lindy's Lake House, South Haven, MI

5 bedrooms·3 baths

South Haven • Michigan

5(53 reviews)

$450 – $625/ night(excl. fees & taxes)

Lake Escape A Cozy Cottage - Private Hot Tub Open All Year - Short Walk to Beach

Lake Escape A Cozy Cottage - Private Hot Tub Open All Year - Short Walk to Beach

3 bedrooms·1 bath

Union Pier • Michigan

5(108 reviews)

$300/ night(excl. fees & taxes)

The Northern Anchor: Your Perfect Getaway! image 2

Second Community Pool

The Northern Anchor: Your Perfect Getaway! image 4

The Northern Anchor: Your Perfect Getaway! image 5

The Northern Anchor: Your Perfect Getaway!

3 bedrooms·2 baths

South Haven • Michigan

4.97(103 reviews)

$1,234.00 USD total for 3 nights

Sep 21 – 24, 2026

Front of house with wide front porch.

Front of house facing southeast.

Front of house with 2 car garage, facing south.

Open living area, view from foyer.

Kitchen with spacious peninsula counter. Seating for 5.

Endless Blue

4 bedrooms·2 baths

South Haven • Michigan

5(117 reviews)

$1,253.82 USD total for 3 nights

Sep 7 – 10, 2026

Blue Lagoon Lakehouse • Deck • Dock • Grill

Enjoy your lakeside escape in this rustic modern lakehouse. Unwind by the cozy fireplace or relax on the comfy sectional. The perfect retreat for creating unforgettable memories.

Create memorable meals in your fully-equipped kitchen with modern appliances and ample granite counter space. The classic white cabinets and mosaic tile backsplash offer a bright, inviting space for your stay.

Imagine yourself enjoying a meal with loved ones at this charming lake house. This dining area seamlessly connects to a sunny patio, perfect for indoor-outdoor living.

Imagine yourself here! Savor morning coffee on the spacious deck, fire up the grill for a BBQ, and dine al fresco with friends and family. Your lakeside escape awaits.

Blue Lagoon Lakehouse • Deck • Dock • Grill

4 bedrooms·3½ baths

Cassopolis • Michigan

$1,746.64 USD total for 3 nights

Sep 7 – 10, 2026