Family-friendly holiday rentals in Paw Paw Lake

Lake Access|Spacious Cottage&Guest House|Sleeps 12

Spacious, stylish coastal cottage perfect for big families and group getaways (sleeps 12). Why you'll love staying here: *Lake Michigan Beach Access *Dune Trails at your doorstep *Perfect for Family (games, toys, pack & play, stroller, booster seat/high chair) *Spacious Kitchen+Dining for 12 *Bicycles Included for trails near by *Guest House ✨ Planning a bigger trip? Ask about our neighboring rental, Sunset Dune Cabin, available for additional space. Book at: airbnb.com/h/sunsetdunecabin.

Driftwood Shores-SH is a great fall getaway!

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.

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.

4 Bedroom home w/pool in St. Joseph

This home is all about having fun with the family. Open concept kitchen, living room & dining room. Deck off the dining for eating al fresco. Family room & game room area with large screen TV, Nintendo switch, game table with lots of board games & a dart board. Walkout to the pool (unheated) and fire pit area for fun in the sun and evening campfires to roast marshmallows. Outdoor games include bag toss, ladder ball, ring toss. Home is five miles to Silver Beach and downtown Saint Joseph.

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.

Cottage near Hagar Beach Pet friendly with Hot tub

•Brand New Nordic Hot Tub• •September 2023 • Gather with family or meet with friends, there's plenty of room to stay the weekend. The inside of the home has refinished hardwood flooring throughout from the 1930's. The entire home is newly renovated giving it a classic Lake Michigan vibe. Only a few hundred feet from Lake Michigan's shoreline and one mile to pet friendly Hagar Park, there's a playground for the kids and plenty of beach to lay around on and enjoy with family and pet's.

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.

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.

Red House

The Red House is a spacious forest retreat on 150 shared riverfront acres, perfect for families and groups. Sleeps up to 10 with 4 bedrooms, 2 bathrooms, a full kitchen, Smart TV, Wi-Fi, and a cozy wood-burning fireplace. Enjoy a private seasonal pool, fire pit, cornhole, fishing ponds, wooded trails, and 2.3 miles of river frontage. Dog-friendly and minutes from Lake Michigan beaches, wineries, wedding venues, and local attractions.

Modern Log Cabin With Hot Tub Near Lake Michigan

Welcome to our serene South Haven cabin. An elevated retreat where modern design meets a calm, grounding sense of escape. Thoughtfully styled to help you unwind and recharge, the space offers a quiet, effortless luxury you’ll feel the moment you arrive. Secluded yet convenient, you’re just 5 minutes from downtown South Haven and 4 minutes from North Beach. Perfect for days of lakeshore adventure and evenings of relaxed indulgence.

Van Auken Lake cottage rental

This cottage ambiance is quiet and relaxing. You have the option of relaxing on the deck, kayaking on the lake, or driving a short distance to Lake Michigan. You can sit by the fire and enjoy the night sounds, or relax inside with a book or play a game together. We have quiet when you want to relax and fun towns and beaches when you are ready for exploring. It offers you a comfortable visit to a great area of Michigan.

Modern Lakehouse | Dock | Firepit | Kayaks | BBQ

Newly renovated 3BR lakefront getaway on Paw Paw Lake! Includes a private dock, 2 kayaks, 2 paddle boards, floating water mat, smokeless fire pit, family games, and a deck with water views. Swim, paddle, sightsee or relax. Minutes to Lake Michigan beaches, shopping, wineries, golf courses, and local breweries. A perfect spot for summer escapes, fall weddings, or full family vacations - life’s better on the lake.