
Family-friendly holiday rentals in Benton Harbor
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Top-rated family-friendly rentals in Benton Harbor
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

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.

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.

Hot tub & sauna, pet friendly, 1/2m to Hagar Beach
Peaceful, newly renovated 1930’s cabin walkable (1/2 mile) to Hagar Beach in the heart of SWMI. This pet-friendly home has a cozy feel with an outdoor hot tub, sauna, & fully-furnished spaces perfect for a relaxing getaway, remote work, or staycation home base while you explore the lake, bike trails, breweries, & eateries. Enjoy a quiet, off-the-beaten path stay close to everything Lake Michigan offers featuring a stocked kitchen, cozy reading nook & desk, and outdoor dining & fire pit.

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.

Idyllic A-frame in Michigan’s Harbor Wine Country
Follow a wooded path to a secluded mid-century modern cottage constructed of stone and wood reclaimed wood from a historic St Joe's rollercoaster. Retro pink ceramic tiles line an open-plan main floor surrounded by sliding doors. You will be surrounded by the great outdoors while sitting cozy inside by our electric fireplace. Located about 10 minutes south of downtown St. Joe, our Idyllic A-frame is a perfect location for the escape to SW Michigan that you've been dreaming about.

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.

Hot tub open year round in modern/rustic cottage!
Kick back and relax in this rustic & stylish cottage that is surrounded by gorgeous landscaping on almost 2 acres in Harbert. Cherry Beach a 5 min drive, 15 mins to New Buffalo, & minutes to Greenbush, Infusco, Susan's & the new Out There wine bar! Perfect place if you seek peace & quiet - play a record, hit the hot tub, read a book in screened in porch or hammock, hang out by the firepit or jump on one of the 4 bikes! So close to boutiques, coffee shops and cute restaurants!

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.

Harbor House near Lake Michigan
Welcome to Harbor House- Your ideal beach adventure awaits! 3 bedroom home close to many exquisite beaches, wine country, dune hikes, and Harbor Shores Pro PGA golf course. Just a few miles from downtown St. Joseph, MI! We have a large backyard and huge deck for outdoor entertaining. Can sleep 6 adults comfortably, and 1-2 kids on a futon. Please note there is only one bathroom currently. 2 paddleboards for rent- beach is 2 miles away. Small dogs by approval only, with fee.

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/special pricing tonight
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.
Popular amenities for Benton Harbor family-friendly rentals
Family-friendly home rentals with a hot tub

Pet friendly stylish retreat with sauna, hot tub

Walk 2 Lake/Shops | Hot Tub | King Bed | Fireplace

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

Aunt Betty's Lakeside Abode, Hot Tub Steam Shower

Cozy Cabin by Lake MI & Dunes with private Hot Tub

Family Fun House: Hot Tub*Ping Pong*Nintendo*Fire

cozy new buffalo cabin, hot tub, 14m walk to beach

Family Getaway with Year Round Hot Tub!
Family- and pet-friendly home rentals

Red Barn Lodge

Northwind Llama retreat 'Loft Cottage'

Cozy & Clean Entire Home in Saint Joseph

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

Cheerful 3BR 2BA Country Cottage Near Attractions

The treehouse at Warren Dunes

Wandering Soul Cabin

Green Place
Family-friendly home rentals with a pool

Private Cottage in Gated Nudist Community

Cabin with POOL in family resort!

Experience Nature-Charming Cottage

Updated 3 bdrm house w/ pool near beach & country

Pool, Hot tub, Kayaks, Waterfront, SW Michigan

4 Bedroom home w/pool in St. Joseph

Designer Cottage Relax Pool Beach & Spa—Windjammer

Hagar Beach House
When is the best time to visit Benton Harbor?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £150 | £161 | £150 | £142 | £160 | £230 | £275 | £238 | £171 | £171 | £163 | £156 |
| 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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- Rentals with a patio Benton Harbor
- Rentals with a fireplace Benton Harbor
- Rentals with beach access Benton Harbor
- Family-friendly rentals Berrien County
- Family-friendly rentals Michigan
- Family-friendly rentals United States
- 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
- Oval Beach
- Fenn Valley Vineyards
- 12 Corners Vineyards
- Van Buren State Park
- Grand Mere State Park
- Beachwalk Vacation Rentals
- Saugatuck Dune Rides
- Woodlands Course at Whittaker
- Shady Creek Winery
- Four Winds Casino
- Jean Klock Park
- Holland State Park Lake Macatawa Campground
- Weko Beach
- New Buffalo Public Beach
- Four Winds Casino
- Silver Beach Park





