
House holiday rentals in Benton Harbor
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Top-rated house rentals in Benton Harbor
Guests agree: these houses are highly rated for location, cleanliness and more.

Lake Michigan Views • Private Hot Tub • King Bed
🌊 Spectacular Lake Michigan views 🔥 Year-round private hot tub 🌅 Deck overlooking Lake Michigan 🛏️ King bed 🌳 Private, quiet setting with outdoor seating ♾️ Infinity gaming table ⭐️ Top rated home in St. Joe ☕️ Complimentary coffee & tea- Keurig duo 🧑🍳 Fully stocked kitchen ⚡️ High speed internet 📍 Minutes to downtown St. Joe & Silver Beach ✨ Magical fire pit space 🧺 Washer & dryer 🏖️ 5 Lake Michigan beaches within 5 miles 🌞 Beach necessitates included 🍷 Close to The Lakeshore

Barn & Beach New Buffalo / Union Pier
So excited to introduce this lovely modern cottage located at ground zero in Union Pier ! , location is just the best !! 2100 sq ft , 4 bed , 2 bath , hot tub . 6 blocks to Townline beach , Timothy’s, Red Arrow Road house , Whistle stop , 1 block to Seeds Brewery ,Union Pier Social , Black Currant Bakery , 2 grocery stores & beach rental store . Bike path directly across street , plenty of bikes to use ! (Guest home also available for large groups , there’s room for 25 people with both homes ).

Silver Beach 2bd -1 block to downtown State Street
The historic McNeil House is located on State Street just one block from Downtown restaurants, shops, and the Bluff. You won't find a better or more convenient location when visiting this beautiful city! We're offering smaller groups an opportunity to stay in our historic home by renting the main floor that sleeps up to five guests. The upstairs will not be rented during your stay, so you'll have the house to yourself but won't have access to the upstairs. Only available during the off season.

-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.

Charm + Walkability! Key Lime House Harbor Country
Welcome to The Key Lime House of Harbor Country! Beautifully decorated and featuring an ornate staircase, original woodwork and stained-glass windows, this charming historic 1900s home combines original character and updates throughout for style and comfort. Located atop a hill, walking distance from the darling town of Stevensville, The Key Lime House is set on half an acre providing a peaceful retreat after a day of play and within minutes of award winning beaches, restaurants and attractions!

House of Zen: Peaceful Modern Cabin on Tryon Farm
The House of Zen is an architect designed home situated in the woods, part of a sustainable farm community on 170 acres. Only an hour drive from Chicago, and close to Indiana Dunes National Park, it is the ultimate escape. The perfect getaway for couples, creatives and nature lovers who want some peace, quiet and space. Explore the farm trails & enjoy the wildlife and soothing sounds. Note: We have a 3 night minimum stay during summer, but open up 2 night stays 1-2 weeks before if possible.

The Walnut House, Michigan Woods Retreat
Beautifully designed home, surrounded by trees. 5 minutes drive from the white sandy beaches of Lake Michigan, and conveniently close to historic Three Oaks downtown: Journeyman whiskey distillery, Acorn Theater, Froehlich's bakery and deli, Patellie's pizza and more. The home has beautiful large windows in every room and bedroom. It is well stocked with books, thoughtfully appointed rooms that are perfect for a quiet escape, family retreat, and home base for exploring the areas activities.

TRYON FARM MID-MODERN SPA IN THE WOODS
Come, enjoy our Tryon Farm modern spa. A Sustainable luxurious open concept tree-house in the woods. Minutes from the beach with an outdoor sauna, Hottub, shower, and Mr. Steam. Perfect for two or a family/group adventure. A true destination with Yoga studio, Mirror by LuLu lemon and wellness elements. The house is a perfect balance of art and nature and luxury and spiritual. Treat yourself to a farm to table, hand made, locally sourced chef services for an extra special experience.

The treehouse at Warren Dunes
Looking for the perfect Harbor Country getaway? We've got you covered! Just 90 miles from Chicago and adjacent to Warren Dunes State Park, this beautifully remodeled home hidden in the trees is the perfect escape. With accommodations up to 6 on four levels of living space, you'll enjoy an indoor/outdoor living experience like no other. Conveniently just 200 yards from the beach with walking path access at the end of the street and easy access to all the activities this area has to offer.

Cheerful 3BR 2BA Country Cottage Near Attractions
Your family will be close to everything when you stay at this centrally-located place. We have sought to equip our home to a high standard and to anticipate your needs by providing all the things you might want for a relaxing stay. There are games in the back yard that will interest all ages. Close to beaches, wineries, Four Winds Casino, cross country ski, South Bend football, South Haven and many other locations. We also provide a pass to Silver Beach and all other county parks.

Dunefarmhouse Modern Country Escape
Experience nature and design in an unforgettable way! This thoughtfully curated home is located within a unique green community surrounded by 200+ acres of woods, prairies and meadows - yet minutes to the beach, great restaurants, wineries and activities in harbor country. A unique and immerse art experience awaits every guest. Dunefarmhouse was featured in TimeOut magazine in 2019-2020, as a "Top 10 Airbnb rental in the Midwest" and part of "Perfect Midwest Getaways."

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.
Popular amenities for house rentals in Benton Harbor
House rentals with a pool

Lake House Retreat on the water

Experience Nature-Charming Cottage

Winter & Holiday Couples getaway Pvt Hot tub

4 Bedroom home w/pool in St. Joseph

Rustic Mid Century Pool Oasis. Steps from town!

Hot Tub Retreat | Wooded Views • Peaceful & Cozy

The Splash Pad- a secluded pool/hot tub oasis

Year Round Hot Tub, Outdoor Pool, 3 Bedroom & Bar
Weekly house rentals

NEW! Sprawling Home - Lake Michigan Views -3BR/2BA

Nestled in History

Beaches & Bunkers | King Bed | Nintendo Switch

Updated-Private Beach-Lake Views-Hot Tub-Fire Pit

Sawyers place on the lake

Getaway 2026: Retro Charm, Quiet Beach, Family Fun

Welcome to the Shore Thing!

Dog-Friendly Lake-View Cottage Near Wineries
Private house rentals

N Shore Bungalow-close to beaches, wineries, golf

Magician Lakehouse Escape

Serenity House on the River

Coastal Living w/ Hot Tub, Firepit & Lakeside Deck

Secluded Lake Escape w/ Hot Tub!

Relax at Lakeview Place|Game Room|Cottage|FirePit

Great weeks still available for summer 2026!

Beachwood Haven at Harbor Shores
When is the best time to visit Benton Harbor?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £141 | £131 | £143 | £131 | £160 | £230 | £247 | £235 | £170 | £140 | £143 | £163 |
| 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 house rentals in Benton Harbor

Total holiday rentals
Explore 80 holiday rentals in Benton Harbor

Nightly prices starting at
Benton Harbor holiday rentals start at £37 per night before taxes and fees

Verified guest reviews
Over 2,880 verified reviews to help you choose

Family-friendly holiday rentals
70 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 20 rentals that welcome pets

Holiday rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
50 properties have a dedicated workspace

Wifi availability
80 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 washing machine and dryer Benton Harbor
- Rentals with pools Benton Harbor
- Family-friendly rentals Benton Harbor
- Rentals with a firepit Benton Harbor
- Rentals with a fireplace Benton Harbor
- Rentals with beach access Benton Harbor
- Cabin rentals Benton Harbor
- Rentals with outdoor seating Benton Harbor
- Rentals with a patio Benton Harbor
- Flat rentals Benton Harbor
- Pet-friendly rentals Benton Harbor
- Waterfront rentals Benton Harbor
- Rentals with lake access Benton Harbor
- House rentals Berrien County
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- House rentals United States
- University of Notre Dame
- Warren Dunes State Park
- Washington Park Zoo
- Bittersweet Ski Resort
- Silver Beach Carousel
- Potato Creek State Park
- Saugatuck Dunes State Park
- Holland Museum
- Woodlands Course at Whittaker
- Point O' Woods Golf & Country Club
- Saugatuck Dune Rides
- Elcona Country Club
- The Dunes Club
- Lost Dunes Golf Club
- South Bend Country Club
- Fenn Valley Vineyards
- Indiana Dunes State Park
- Warren Golf Course
- Kennedy Water Park
- Cogdal Vineyards
- Shady Creek Winery
- 12 Corners Vineyards
- Dablon Winery and Vineyards
- Four Winds Casino




