Cottageromance - Vacation Rentals in Waikiki Jacks

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From US $838

         

8.8 (15 Reviews)

Cottage

(2026 OPEN!) Historic Lakefront Home with 100 Feet of Private Beach!

• Air Conditioner
• Parking
• TV

• Benton Harbor
• Sawyer

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From US $288

         

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10.0 (3 Reviews)

House

Sunset Villa B3

• Air Conditioner
• Parking
• View

• Benton Harbor
• Bridgman

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From US $145

         

10.0 (34 Reviews)

House

The Driftwood (Room #16)

• Child Friendly
• Internet
• Laundry

• Benton Harbor
• Bridgman

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From US $201

         

9.6 (34 Reviews)

Hostel

Monogram inn - Shoreline (Room #11)

• Air Conditioner
• Parking
• Pool

• Benton Harbor
• Bridgman

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From US $1,342

         

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10.0 (1 Review)

House

8-Acre Bridgman Oasis Pool, Hot Tub and Game Room

• Parking
• Pet Friendly
• Pool

• Benton Harbor
• Bridgman

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From US $145

         

9.8 (51 Reviews)

Hostel

The Sandbar Room (#13)

• Child Friendly
• Internet
• Kitchen

• Benton Harbor
• Bridgman

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From US $231

         

10.0 (34 Reviews)

Hostel

Monogram Inn- Dune Grass (Room #14)

• Pool
• Security/Safety
• Entertainment

• Benton Harbor
• Bridgman

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From US $288

         

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10.0 (1 Review)

House

Sunset Villa B6

• Air Conditioner
• Parking
• Security/Safety

• Benton Harbor
• Bridgman

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From US $145

         

9.8 (44 Reviews)

House

Monogram Inn - Hightide #15

• Air Conditioner
• TV
• View

• Benton Harbor
• Bridgman

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From US $201

         

9.8 (53 Reviews)

Hostel

Monogram Inn- Sandbar (Room #13)

• Pool
• Security/Safety
• Entertainment

• Benton Harbor
• Bridgman

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From US $256

         

10.0 (73 Reviews)

Condo

Lakeside Serenity Villa with Private Patio

• Air Conditioner
• Parking
• TV

• Benton Harbor
• Bridgman

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From US $400

         

10.0 (67 Reviews)

Cottage

Sawyer Home close to the Warren Dunes with a screened in porch, and heated pool!

• Air Conditioner
• Parking
• Pet Friendly

• Benton Harbor
• Shorewood-Tower Hills-Harbert

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From US $497

         

10.0 (64 Reviews)

House

Warren Dunes- Pool, Hot Tub, PET FRIENDLY, firepit, Pergola, Near Beach

• Air Conditioner
• Parking
• Pet Friendly

• Benton Harbor
• Sawyer

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From US $406

         

10.0 (55 Reviews)

Hostel

Monogram Luxury Condo - Sunset (Suite #2)

• Pool
• Security/Safety
• Bedding/Linens

• Benton Harbor
• Bridgman

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From US $334

         

10.0 (54 Reviews)

House

September weekends still available! Heated pool and hot tub. 2 min to the Beach!

• Air Conditioner
• Parking
• Pool

• Benton Harbor
• Sawyer

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From US $446

         

10.0 (45 Reviews)

House

Wandering Soul Cabin

• Air Conditioner
• Parking
• Pet Friendly

• Benton Harbor
• Sawyer

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From US $283

         

10.0 (40 Reviews)

House

Completely remodeled house close to the beach, golf, and tons of wineries!

• Air Conditioner
• Parking
• TV

• Benton Harbor
• Bridgman

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From US $242

         

10.0 (25 Reviews)

Condo

Lakeside Serenity: One-Bedroom Villa

• Air Conditioner
• Parking
• TV

• Benton Harbor
• Bridgman

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From US $456

         

10.0 (17 Reviews)

House

The Sawyer Cottage/3 season porch/hot tub/fire pit/jungle gym/large fenced yard

• Air Conditioner
• Parking
• TV

• Benton Harbor
• Sawyer

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From US $698

         

10.0 (16 Reviews)

House

Fully renovated private & cozy 3 bdr cottage with hot tub close to Warren Dunes

• Air Conditioner
• Parking
• TV

• Benton Harbor
• Sawyer

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From US $804

         

10.0 (15 Reviews)

House

Epic Indoor Pool w/slide & hot tub close to beach

• Air Conditioner
• Parking
• Pet Friendly

• Benton Harbor
• Bridgman

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From US $487

         

10.0 (13 Reviews)

House

Pet friendly! Minutes from Lake Michigan. 1hr 20 mins from Chicago

• Air Conditioner
• Parking
• Pet Friendly

• Benton Harbor
• Sawyer

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From US $783

         

10.0 (10 Reviews)

House

The Haven at Sawyer: Luxury Escape in SW Michigan near Warren Dunes

• Air Conditioner
• Parking
• Pool

• Benton Harbor
• Shorewood-Tower Hills-Harbert

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From US $435

         

10.0 (8 Reviews)

House

Cozy cottage surrounded by trees and sounds of nature with new hot tub.

• Air Conditioner
• Parking
• TV

• Benton Harbor
• Shorewood-Tower Hills-Harbert

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★ Pro Tip: Cottageromance makes it easy to compare the best listings on Cottageromance homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Cottageromance homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Waikiki Jacks.