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Glennhouse Getaway

Glennhouse Getaway is an elevated nature escape that is conveniently located between downtown South Haven, Douglas and Saugatuck, MI. It is beautifully surrounded by a private beach, sand dunes, driftwood, beach stones, and Lake Michigan. Enjoy the wrap around spacious deck, gameroom, the sunset on the beach (only 7min walk) or the stars at night by the firepit. Any meals can be enjoyed on our three season porch as well. We hope to host you soon and please message us if you have any questions!

Fireplace | Walk to Beach, Kids Park & Town

Welcome to Seasons of South Haven Rentals, a collection of family owned, operated and custom designed vacation homes where creating memorable experiences and spoiling our guests is what we love most! Escape to cozy Ashwood Cottage centrally located in beautiful South Haven within walking distance to stunning beachfront views of Lake Michigan (2 blocks), kids plash pad (5 blocks), Kids Corner playground (1 block) and downtown (6 blocks). This fully renovated home is perfect for a family vacatio

Driftwood Shores/SH Fall colors & a beautiful lake

September and Fall is starting to book! Enjoy a trip to beautiful South Haven along the shores of Lake Michigan. Driftwood Shores is a charming 1,680 sq. ft. home in the Harbor Club Resort. It has everything you need to enjoy a peaceful family vacation, friends getaway, or girls weekend out. NOTE: AirBnb has changed its pricing structure so that now the host pays the 15.5% service fee (instead of the guest.) Your overall cost hasn't changed, but the nightly rate reflects this new payment system.

Stunning Home-Direct Waterfront access Prvt Dock!

This Beechwood Cove Cottage with a private dock is along Big Paw Paw Lake in spectacular Southwest Michigan! Enjoy your private lake access in a cove ideal for swimming, boating, or just soaking in the serene views. You are welcome to bring your own boat or rent one and dock it at the property's pier! *Amenities- Lily Pad raft, 3 Kayaks , 2 paddle boards, bags and more! *Enjoy Sunrise Coffee & Sunset Cocktails on the dock *Serene walks on Beechwood point Walk to Gazebo bar for Paw Paw Punch!

Dog-Friendly Lake-View Cottage Near Wineries

Less than 2 hrs from Chicago & a short walk to Little Paw Paw Lake, enjoy the charming vibes of our quaint and completely private cottage. With a stunning view of the lake, indoor/outdoor fire areas, and a serene yard, our home is perfect for a weekend away, a Michigan staycation, or even as an overflow home when visiting family. Our cottage exudes old charm with its rustic hardwood floors and cabin-like porch, yet it has the right amount of modernity with high-speed WiFi and newer appliances.

Chic & Comfy Riverfront Gem: Hot Tub ~ Scenic View

*BRAND NEW HOT TUB OPEN YEAR ROUND* This unique home has a style all its own. Its setting is private and serene, located on the bank of the Kalamazoo River/Lake. There are views of the water from nearly every room. The main room is completely open, offering ample space for entertaining large groups while the bedrooms are secluded on the wings of the home, providing the privacy and comfortability found in five star accommodations. Included in your stay: -paddle board x2 -5 kayaks -life vest

Paradise on Paw Paw Lake (add boathouse to fit 16)

Newly renovated home, directly on Paw Paw Lake! The first floor features 1 TV, 2 large bedrooms, a full bathroom, laundry room & fully equipped kitchen. Upstairs - 2 large bedrooms & another full bath and second living area with a trundle that sleeps 2. Enjoy the deck off that over looks Paw Paw Lake and large back yard with a firepit & grill! The home does come with a boat slip as well! (Please let us know prior to the stay if you'd like to use this) Pictures of Boathouse labeled as Sunroom

Updated Cozy Cottage Near Lakes, Wineries & Trails

Deer Cottage is a warm and cozy retreat near Big & Little Paw Paw Lakes—perfect for a romantic getaway or family stay. This renovated lake home sleeps 4 with a queen bed and sleeper sofa, a fully remodeled kitchen and bath, indoor gas fireplace, and 2 smart TVs. Just a short drive away, guests can explore nearby wineries, kayak the river, or relax at Lake Michigan. Indy grandparents created this sweet escape to be near their granddaughters—complete with deer sightings right from the yard.

Hidden Healing Retreat! Lake Views Wellness Escape

Enjoy a complimentary 2 PM Sunday checkout. Enjoy a leisurely morning before heading home. Available when there is no same-day arrival. Along the beautiful South Haven shoreline, this light-filled retreat blends privacy, comfort & Lake Michigan views with a calming wellness focus. Designed to help you truly unwind, enjoy in-home massage services by appointment & spaces created for rest & renewal. Relax on the deck as the lake stretches before you w/the fire pit crackling & crisp air.

LakePath Beach House - hot tub, Lake Michigan

Hot tub, walk to beach, fireplace, great kitchen, pet-friendly Chic lake house w/ fireplace, year-round hot tub, firepit(Solo stove), deck and wraparound porch, wi-fi. Tucked in wooded rolling dunes 200 step path from Lake MI. Cross Blue Star Hwy to dog-friendly beach with great sunset views! 3 minute drive to Hagar Park beach; 15 minutes to wineries, beaches. GREAT SPACE for intimate wedding parties, family vacations, family reunion, birthday celebrations or hanging with your BFFs!

Paw Paw Lakefront 4BR • Dock & Kayaks • Sleeps 12

Unforgettable Lakefront Retreat on PawPaw Lake | 4 BR | 3 BA | Sleeps up to 12 Wake up to panoramic sunrise lake views and direct water access. This spacious multi-level layout with flexible sleeping features 4 bedrooms, 3 full bathrooms, a fully stocked kitchen, large gathering spaces, fast WiFi, parking for multiple vehicle, and room for up to 12 guests. Ideal for summer weeks, lake weekends, and memory-making getaways. Perfect for families and groups for a true lake front living!

LakeMichigan•Beach•Hot Tub•Sauna•Amazing Views

Welcome to Spyglass! If you are looking for a perfect place for that a visit to Lake Michigan any time of year, then The Spyglass has you coved. Whether you’re there for couple's retreat, family vacation or girlfriend’s weekend this gorgeous Lake front property with private beach has it all. Being located not too far off the beaten path, only 5 minuets to downtown St. Joseph the Spyglass is a perfect landing zone for all the nearby activities Southwest Michigan has to offer.