Holiday Homes in Benton Harbor

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Featured Holiday Homes in Benton Harbor

Breezy Pad, Close to the Lake, with Hot Tub

9.0 out of 10, Wonderful, (67)
"We had a wonderful girls weekend! The house was perfect for the four of us. "
The price is AU$305
includes taxes & fees
1 Dec - 2 Dec
Breezy Pad, Close to the Lake, with Hot Tub

Newly Renovated City Escape with a private hot tub

9.4 out of 10, Exceptional, (31)
"Great location. Nice Place"
Newly Renovated City Escape with a private hot tub

Amazing Newer Home with swim spa, theatre & game room. Close to town & beach.

10.0 out of 10, Exceptional, (174)
"The only bad thing here is that there are not 10 stars to rate this house! Excellent location, super clean, layout of the home is superb. Perfect for a family or two or a group of friends to stay here. Susan was very helpful with instructions for the spa/hot tub and information of local restaurants and places to see. We had such a great time here. Thank you!"
Amazing Newer Home with swim spa, theatre & game room. Close to town & beach.

Farmesque with a splash of modern

10.0 out of 10, Exceptional, (21)
"Very clean property, host was quick to reply with questions. Will stay here again "
The price is AU$706
includes taxes & fees
3 Dec - 4 Dec
Farmesque with a splash of modern

Classic European style meets Lake Michigan

9.6 out of 10, Exceptional, (15)
"Spacious and clean home with great amenities. Check in/out was easy and the host was very responsive to messages. Would book again. "
The price is AU$691
includes taxes & fees
1 Dec - 2 Dec
Classic European style meets Lake Michigan

Cozy Holiday Getaway for the Family

10.0 out of 10, Exceptional, (38)
"Property was just as advertised and we had a wonderful girls weekend there."
Cozy Holiday Getaway for the Family

7700 Sq. Ft, 8 BR, 7 BTH Compound. Heated Pool, Hot Tub, 2 miles From Beach.

2.0 star property
10.0 out of 10, Exceptional, (1)
"WOW! Cannot say enough about this property besides our group will be returning. I came for a weekend away with 12 women and from the moment we arrived, we were welcomed and found everything we could have hoped for and more. The owner met us to show us around the HUGE property and made sure we had what we needed (wifi, thermostats, working the TVs, etc.). He even left a gift of local goodies and gave us great recs on nearby restaurants and hiking trails. After that personal touch, we all...
7700 Sq. Ft, 8 BR, 7 BTH Compound. Heated Pool, Hot Tub, 2 miles From Beach.

Winter Wonderland overlooking Round Lake 6 bedrooms

10.0 out of 10, Exceptional, (13)
"There was space for all 20 of us to stay comfortable and still had room! I felt so at ease and right at home. All my babies had a lovely, relaxing stay here we loved it and will be back❤️"
Winter Wonderland overlooking Round Lake 6 bedrooms

Hot tub open all year! Private heated pool, sleeps 10 near downtown New Buffalo!

9.2 out of 10, Wonderful, (52)
"Property was excellent. Beautiful home in a convenient location."
Hot tub open all year! Private heated pool, sleeps 10 near downtown New Buffalo!

Modern Farmhouse Retreat-10 Min Walk to Lake Michigan-Hot Tub-Sauna

10.0 out of 10, Exceptional, (74)
"We live in the neighboring town and were looking for a little getaway. This house was perfect for us. We really enjoyed the hot tub and sauna. The outlet mall and lots of nice restaurants close by. The home is beautiful and spacious. Thank you for letting us stay. spacious "
Modern Farmhouse Retreat-10 Min Walk to Lake Michigan-Hot Tub-Sauna

Waterfront Home on Lake W/ Private Hot Tub, Amazing View, Private Beach, & WiFi

9.2 out of 10, Wonderful, (31)
"Nice house "
Waterfront Home on Lake W/ Private Hot Tub, Amazing View, Private Beach, & WiFi

Your search has ended!!!

10.0 out of 10, Exceptional, (26)
"Had a small bachelor weekend with 8 people. House was comfortable, with a very nice screened in room in the back, great for enjoying the fall weather."
Your search has ended!!!

Barn & Beach Guest house (rear)

8.4 out of 10, Very good, (5)
"Nice place, very well stocked, responsive owner. About 3/4 mile to beach straight down Townline. We would come back."
The price is AU$741
includes taxes & fees
30 Dec - 31 Dec
Barn & Beach Guest house (rear)

Cozy and Private Home with Fireplace on Wooded Lot Near Lake Michigan Beaches

10.0 out of 10, Exceptional, (25)
"From start to finish we had a wonderful time at the Michiana Rose! Alex was quick to answer our questions, immaculate cottage, comfy beds, well-equipped kitchen, enjoyed having the golf cart for beach trips & sunset watching! We look forward to our next stay right there!tbeach"
Cozy and Private Home with Fireplace on Wooded Lot Near Lake Michigan Beaches

NEW LISTING—-UNION PIER PERFECTION—HOT TUB, FIRE PIT, WALK TO LAKE!!

9.8 out of 10, Exceptional, (32)
"Overall great stay. Came with 3 college girls friends for a quick weekend. Property was clean, cute and cozy. A few items that the property does not have that would have been nice are an iron/ironing board and a blow dryer. Hot tub appeared new and a great addition : nice to relax in the evenings. Overall house was clean, well equipped and well maintained. Would recommend to anyone looking for a place to stay in the Union Pier area. "
NEW LISTING—-UNION PIER PERFECTION—HOT TUB, FIRE PIT, WALK TO LAKE!!

Great South Haven home available all year! Book your fall getaway now!

9.6 out of 10, Exceptional, (25)
"The house was cozy and clean and minutes away from the beach, downtown and stores. "
Great South Haven home available all year! Book your fall getaway now!

Cozy private bungalow - Hot Tub - Walk to Lake Michigan!

10.0 out of 10, Exceptional, (42)
"Beautiful and cozy bungalow near the beach! Absolutely loved staying here and plan to come back! Everything we needed was provided for us and the hot tub on a cool fall. Michigan evening was lovely! I highly recommend this place!"
The price is AU$419
includes taxes & fees
4 Dec - 5 Dec
Cozy private bungalow - Hot Tub - Walk to Lake Michigan!

Wooded Way - Harbor Country - Union Pier - Hot Tub/Fire Pit

2.0 star property
9.4 out of 10, Exceptional, (3)
"Very thoughtful owners that did the little things to make for a great experience. My family would highly recommend this house for rent"
Wooded Way - Harbor Country - Union Pier - Hot Tub/Fire Pit

1 mile to beautiful Lake Michigan, 1/2 mile to downtown, newly renovated

10.0 out of 10, Exceptional, (1)
"We had a wonderful stay at this property. The host provided many thoughtful amenities to enhance our visit to South Haven. The property was exceptionally clean and communication with the host was excellent. The decor was comfortable and charming. The firepit area was a private and relaxing space."
1 mile to beautiful Lake Michigan, 1/2 mile to downtown, newly renovated

leisurely mile from 🐩 friendly Lake Michigan beach, HOT TUB 🥵 AVAILABLE!

9.6 out of 10, Exceptional, (35)
"This was our third year renting this house and it does not disappoint! So clean, well located, easy check in and check out. Thank you for providing such a great place for us to enjoy our Lake Michigan vacation!"
leisurely mile from 🐩 friendly Lake Michigan beach, HOT TUB 🥵 AVAILABLE!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other property types in Benton Harbor

Pet-friendly home near Lake Michigan with fenced in back yard

10.0 out of 10, Exceptional, (24)
"Wow I can’t say enough good things about not this rental. Corey was terrific and the cleaniness of the home was amazing. If you come to St Joe I hope you are lucky enough to rent this fabulous home. Jim"
Pet-friendly home near Lake Michigan with fenced in back yard

The Joyce House

9.8 out of 10, Exceptional, (16)
"Very welcoming home , nice home convenient to stores . Will recommend it for your stay."
The Joyce House

Audubon Acres l pool table & outdoor dining

9.2 out of 10, Wonderful, (15)
"Open concept home with beautiful kitchen and large eating area. Nice large outdoor patio with fireplace."
Audubon Acres l pool table & outdoor dining
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Beautiful view of the beach with palm trees

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Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.