Family-friendly holiday rentals in Paw Paw Lake

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!

Kitchen · Indoor spaces · Hospitality

Cozy Cabin in the Woods

Just under two hours from Chicago and only 1/2 mile from Hagar Beach, this beautifully updated 100-year-old cabin offers a peaceful retreat in the woods. Surrounded by tranquil landscapes and towering trees, you’ll enjoy the perfect blend of rustic charm and modern comfort. Tucked along a quiet dirt road, the cabin is ideally located 15 minutes from South Haven and 10 minutes from St. Joseph making it close enough for dining, shopping, and activities, yet far enough to unwind in nature’s calm.

Indoor spaces · Kitchen · Beach

Hawk’s Lake View Vacation Home

This is a beautiful home with Breathtaking views of Paw Paw lake, Newer home boasts 5 bedrooms, 4 Full bath! 3000 SF living space on 3 levels, beautiful lake view from EVERY Bedrooms! Kitchen opens to dining and flows into nice living area. 2 slider doors to the deck for entertaining on the grand scale. Lower level walk-out offers a large family room with pool table & ping pong for indoor activities! Great location with public access one block away and two public boat launches within a mile!

Indoor spaces · Family · Condition

Mid-Century Home by Paw Paw Lake

Have fun with the whole family at this Mid-Century gem just off of Paw Paw Lake. Recently updated decor make this a comfortable, stylish, and whimsical place to come back to after a day on the lake or an afternoon exploring nearby wineries. One mile from downtown Watervliet and a stone's throw from other attractions, this snazzy little home is centrally located to accomodate all of your southwest Michigan activities. Plus 2 public boat launches nearby and plenty of room to park your boat!

Family · Kitchen · Value

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.

Indoor spaces · Family · TV

A Home with a Forest Scent and the Sound of Waves

Escape to Pure Michigan! This charming home is a short walk to Hagar Beach and just a quick 10-minute drive to Silver Beach. Love golf? Tee off at Harbor Shores, Lake Michigan Hills, or Paw Paw Lake Golf Club. Sip and savor at Contessa Wine Cellars and Filkins Vineyards, or pick fresh fruit at Jollay Orchards and Fruit Acres Farm—all just a short 15-minute drive or less! After a day of adventure, relax by the cozy outdoor fireplace—the patio glows beautifully at night with string lights.

Kitchen · Indoor spaces · Parks

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.

Indoor spaces · Family · Wi-Fi

Great Paw Paw Lake Getaway - Close to Beaches!

Beautiful updated home is perfect for families with upstairs and downstairs sleeping space. Upstairs has a spacious master bedroom with 1 king bed and sofa bed and a master bath. Bedroom 2 boasts 2 twin size beds as well as bedroom 3 (2 twin beds). Downstairs has a spacious kitchen & living area with 2 futon beds. Outside a spacious patio with fire pit close by. Home is close to Jollay Orchards & Contessa Wine Cellars. Beautiful St. Joseph and Silver Beach are 20 minutes away.

Indoor spaces · Kitchen · Skiing

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.

Kitchen · Family · Laundry

The Play Pen @ Paw Paw Lake

Welcome to The Play Pen @ Paw Paw Lake - your perfect Southwest Michigan getaway! This 4-bedroom retreat is conveniently located just a block from Paw Paw Lake public beach and ideal for families, friends, couples, golf trips, and wine weekends. Spend your days boating, swimming, and enjoying Paw Paw Lake, then come home to relax and unwind together. The Play Pen @ Paw Paw Lake is the perfect home base for making memories in Southwest Michigan.

Family · Indoor spaces · Hospitality

Riverview Cabin

Riverview Cabin is a bright riverfront studio retreat on 150 shared acres, perfect for couples or small families. Sleeps up to 4 with a king bed, futon, full kitchen, Smart TV, Wi-Fi, and a jacuzzi tub with scenic views. Relax on the private deck, gather around the fire pit, or explore 2.3 miles of riverfrontage, wooded trails, fishing ponds, and wildlife. Dog-friendly and just minutes from Lake Michigan beaches, wineries, and local attractions.

Kitchen · Indoor spaces · Nearby

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.

Kitchen · Indoor spaces · River