
Family-friendly holiday rentals in Benton Harbor
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Top-rated family-friendly rentals in Benton Harbor
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Lake Michigan Views | Mins. to St. Joe | Hot tub
🌊 Spectacular Lake Michigan views 🌅 Deck overlooking Lake Michigan 🔥 Year-round, private hot tub 🌞 Beach necessitates included 📍 Minutes to downtown St. Joe & Silver Beach 🏖️ 5 Lake Michigan beaches within 5 miles 🌳 Private, quiet setting with outdoor seating ✨ Magical fire pit space ⛳️ Near Harbor Shores Golf Course 🛏️ King bed ♾️ Infinity gaming table ⭐️ Top rated home in St. Joe ☕️ Complimentary coffee & tea- Keurig duo 🧑🍳 Fully stocked kitchen ⚡️ High speed internet 🧺 Washer

Cozy Green Cottage with Private Beach
Cozy cottage hidden away in a quiet neighborhood 1.5 blocks from Lake Michigan, featuring a screened back porch perfect for morning coffee. Near the Benton Harbor Arts District, downtown St Joe, this cottage is surrounded by local restaurants, breweries, wineries, golf courses and shops. The beach is a year round destination, each season has its own wonders. Note: no TV, and WiFi can be spotty due to hills. Expect 90+ tiered steps to the sandy beach below. AC upstairs, original claw footed tub.

-The District 5 Schoolhouse-
The District 5 Schoolhouse was historically built "with not a single nail in the structure" in the 1800's. It still stands as a symbol of dedication to craftsmanship and community. Lovingly restored, preserving as much of the original soul as possible, it promises to be a luxury stay in understated sophistication with 100% linen sheets, beautiful kitchen/dining, lovely private outdoor space, tranquil idyllic work/recharge areas, and enough space to make your own history. You won't want to leave.

Randi's Blue Cabin in Grand Mere
Take it easy at this unique and tranquil getaway. This 500 square foot cabin is conveniently located off 1-94 Exit 22, it seems like a world away from the hustle and bustle, yet close to everything. Built in the 1930's or 1940's I have kept the wonderful original woodwork, but updated the cottage with a new bathroom and a complete kitchen. Steps away from the Michigan State Park of Grande Mere known for its miles of trails through the woods, dunes, inland lakes, and access to Lake Michigan.

Romantic Gastro Loft Retreat for Two
Located above the area’s hottest new restaurant, this newly renovated 1BR/1BA urban loft features classic finishes - exposed brick, high ceilings, maple floors, and quartz countertops. Cozy, comfortable quarters directly above the Houndstooth restaurant provide a fantastic opportunity to get a “taste” of the Benton Harbor Arts District. Muffled sounds of music and activity from the restaurant below are often present in the loft during evening hours. Some guests may find this objectionable.

The Candy Loft in Arts District - 1BR/1.5BA Luxury
Welcome to The Candy Loft in Benton Harbor's Arts District! This 1BR/1.5BA condo boasts exposed brick, a king bed, and an oversized river rock shower in a spa-like bathroom illuminated by a skylight. The chef’s kitchen features a luxe Kitchenaid gas range, and an air mattress adds extra sleeping space. Housed in a historic candy factory, with an office in a former elevator shaft, it’s walking distance to restaurants, a brewery, and a coffee shop. Note: on the 2nd floor, stairs required.

Modern Minimalist Tiny House | Firepit | Nature
Welcome to our modern minimalist tiny house located a half mile from Warren Dunes State Park beach and 1.5 miles from all that Sawyer Michigan area has to offer. Tiny is the second dwelling on this property and is technically a mobile tiny house. While we do have electricity and water, much like an RV the drains run to holding tanks. This means VERY LIMITED WATER USE for showers and toilet flushing. It features a fully stocked kitchen, bathroom, and a queen bed in the small loft.

Cozy apartment minutes from lake
Enjoy your stay in a cozy, yet spacious apartment. Full bath tub for warm baths during the chilly season and shower to wash sand off your feet from trips to the beach only 9 minutes away. You can relax on the couch & watch Netflix, enjoy a warm beverage with your guests around the table or lounge in your own Queen-sized bed. There are many options for casual & fine dining, shopping, walking trails, enjoying stunning sunsets at Lake Michigan & wine tours just minutes away.

Hot tub! Red Tin Cottage of Harbor Country!
Welcome to The Red Tin Cottage of Harbor Country! Nestled in a quiet, rural setting Red Tin is a character-filled, country-chic escape in beautiful Southwest Michigan. Within minutes of award winning beaches, golf courses, wineries, breweries, and restaurants you can be close to it all and retreat back to peace. Take a dip in the hot tub on a starry night, relax in the claw foot tub after a day of play, or enjoy stories around the firepit with family and friends. Come gather!

2 mins from beach/monthly stays available
1200 sq ft ranch style house w 2 bedrooms, 1 bath. Main bedroom has 1 queen size bed, 2nd bedroom has twin size bunk beds w twin size rollaway bed which enables a total of 5 guests. Appliances available for use are stackable washer/dryer, fridge, stove, over the range microwave, and dishwasher. Newer propane grill is available for use. *bunk bed will be difficult for older individuals due to lower bunk being low. Bunkbeds are really designed for smaller children.

Cabin off 39 - Peaceful, private one bedroom cabin
Kick back and relax in this calm, stylish space. Nestled among the trees, it provides a quiet getaway from the chaos of life allowing you to recharge and renew. The main residence is approximately 400 feet from the cabin. The cabin is secluded and yet close to local attractions, restaurants, biking and nature trails. The Cabin has a total of 420 sq ft living space with 280 sq ft on the ground floor and a 140 sq ft bedroom loft.

*Luxury condo on water in St Joseph, 2 queen beds*
Modern and beautiful condo on the river going into the mouth of Lake Michigan near Silver Beach. Immediately next door to Clementine’s restaurant and within walking distance to many shops, bars, downtown, and the beach. Right next to Pier 33 Marina and docks and water rentals. You can eat, drink, fish, shop, and enjoy the beautiful scenery all at one spot. Silver beach/the pier is literally a short walk away!
Popular amenities for Benton Harbor family-friendly rentals
Family-friendly home rentals with a hot tub

Woodshores Retreat - cozy retreat, hot tub, Lk MI

Summer Fun w/ Heated Pool | Hot Tub | 18 Acres!

Beach Bliss | Pet Friendly W/Hot Tub Near Lake MI

Cottage near Hagar Beach Pet friendly with Hot tub

Cozy Cabin by Lake MI & Dunes with private Hot Tub

UncleLarrysLakePlace HotTubKayaksPingPong

Designer Cottage Relax Pool Beach & Spa—Windjammer

cozy new buffalo cabin, hot tub, 14m walk to beach
Family- and pet-friendly home rentals

Idyllic A-frame in Michigan’s Harbor Wine Country

The Blue Barn - A cozy country getaway!

Red Barn Lodge

Lake Bluff cottage, Unforgettable view and sunsets

Cheerful 3BR 2BA Country Cottage Near Attractions

Wandering Soul Cabin

Rainbows End 🌈 Puryear

Family Getaway with Year Round Hot Tub!
Family-friendly home rentals with a pool

Cabin with POOL in family resort!

Private Cottage in Gated Nudist Community

Experience Nature-Charming Cottage

Summer of fun Pool, Hot Tub, Huge Game Room CLEAN

Cottage for two with pool & hot tub!

Pool, Hot tub, Kayaks, Waterfront, SW Michigan

Rustic Mid Century Pool Oasis. Steps from town!

Pool & Hot Tub • Walk to Lake
When is the best time to visit Benton Harbor?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £149 | £160 | £149 | £141 | £160 | £229 | £274 | £237 | £170 | £170 | £162 | £155 |
| Avg. temp | -4°C | -3°C | 3°C | 9°C | 15°C | 20°C | 22°C | 22°C | 18°C | 11°C | 4°C | -1°C |
Quick stats about holiday rentals that are family-friendly in Benton Harbor

Total holiday rentals
Explore 110 holiday rentals in Benton Harbor

Nightly prices starting at
Benton Harbor holiday rentals start at £52 per night before taxes and fees

Verified guest reviews
Over 4,360 verified reviews to help you choose

Pet-friendly holiday rentals
Find 20 rentals that welcome pets

Holiday rentals with a pool
20 properties feature pools

Rentals with dedicated workspaces
60 properties have a dedicated workspace

Wifi availability
110 of Benton Harbor holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Benton Harbor rentals

4.8 Average rating
Benton Harbor stays are highly rated by guests – averaging 4.8 out of 5!
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- Warren Dunes State Park
- University of Notre Dame
- Washington Park Zoo
- Indiana Dunes State Park
- Bittersweet Ski Resort
- Silver Beach Carousel
- Saugatuck Dunes State Park
- Potato Creek State Park
- Fenn Valley Vineyards
- Oval Beach
- 12 Corners Vineyards
- Van Buren State Park
- Beachwalk Vacation Rentals
- Saugatuck Dune Rides
- Grand Mere State Park
- Shady Creek Winery
- Woodlands Course at Whittaker
- Jean Klock Park
- Holland State Park Lake Macatawa Campground
- Four Winds Casino
- New Buffalo Public Beach
- Weko Beach
- Silver Beach Park
- Four Winds Casino





