Pet-friendly holiday rentals in South Haven

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.

-Shingle Diggins Cottage-

Enjoy whimsical luxury in quaint cottage. Steeped in the History of charming Coloma once called Shingle Diggins in the early 1800's for the wooden shingles manufactured in the area. Cozy comfort with everything you need. Nestled in the heart of the stunning Great Lakes Region, Southwest Michigan Wine Trail, and the Fruit Belt. Full kitchen, 100% linen sheets, fully enclosed private backyard for fur babies, easy access to lakes, beaches, dining, wineries, breweries, outdoor adventures, and more.

Family Vacation Home two Blocks from Lake Michigan

Great get-away/vacation house with spacious, updated interiors, big back yard and hot tub. Sleeps 11 comfortably with an additional kids' attic that sleeps 2 more. Two blocks to Lake Michigan. Easy walk to the blue steps and beach access. Easy ten minute walk to town. Comfortable and decorated with a fresh eye. Dining area for 8 with bar counter. Outdoor dining table, back porch seating. Firepit with seating. Bikes, beach toys, wagon, backyard games and board games for family. Pets welcome.

Maple Ridge Cottage

Welcome to Maple Ridge Cottage in Saugatuck, Michigan. Located in a tucked away spot, within in walking distance of downtown Saugatuck and Douglas. Very charming 2 bedroom, updated cottage, perched on a wooded hillside. Private deck and patio with seasonal views of Lake Kalamazoo. Minutes away from Oval and Douglas beaches and Saugatuck Dunes State Park by bike or car. This cottage is very clean and well maintained. Pre-approval needed for all pets through inquiry, $100 fee, see pet rules.

"The Pines" in Union Pier: Year-round getaway

Under towering pine trees that feel more like the Northwoods, you're in the heart of Harbor Country. About 1.25 miles from the shore, minutes from New Buffalo & Three Oaks. Updated cabin-style home offers rustic feel with luxury comforts & highspeed WiFi, and great indoor & outdoor space. Garage plus additional parking. Enjoy the area's beaches, restaurants, outdoor activities, breweries & wineries. Southwest Michigan at it's best! Please see policies for pets & children in house rules.

Hot tub & sauna, pet friendly, 1/2m to Hagar Beach

Peaceful, newly renovated 1930’s cabin walkable (1/2 mile) to Hagar Beach in the heart of SWMI. This pet-friendly home has a cozy feel with an outdoor hot tub, sauna, & fully-furnished spaces perfect for a relaxing getaway, remote work, or staycation home base while you explore the lake, bike trails, breweries, & eateries. Enjoy a quiet, off-the-beaten path stay close to everything Lake Michigan offers featuring a stocked kitchen, cozy reading nook & desk, and outdoor dining & fire pit.

SoHa House: 5 min to beach, shopping, restaurants!

NEWLY UPDATED KITCHEN + UNBEATABLE LOCATION! This spacious, vintage house offers something for EVERYONE! Take a short, 5-minute walk to South Beach, the lighthouse, restaurants, great shops, a movie theater, or the Kids Corner playground. Or, check out the nearby golf courses, fishing charters, bike trails, vineyards, antique shops, art galleries and U-Pick orchards. After your busy day, unwind on the wraparound porch or enjoy a round of ping pong in the garage. Reserve your getaway now!

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.

Happy Z's Retreat~ Walk to the Beach

Beautiful newer construction home in a serene wooded area with a huge yard and firepit and cozy front porch to enjoy in all seasons! *NEARBY ACTIVITIES * -Bike the Kal-Haven Trail -Walk to 1st Street Beach - Walk the lakefront and river paths -Enjoy our quaint downtown to check out restaurants and tasting rooms -Rent a boat or go on one of many boat tours offered in town. -Wineries -Golf -Shopping! -Close to highway for day trips to nearby Saugatuck/Douglas/Holland area.

Saugy Bottom Retreat. Newly remodeled cottage.

Keep it simple at this peaceful and centrally-located retreat. Located on a half acre. Recently completed a remodel; everything in this home is new. Bedroom one has a king-size bed. Bedroom two has a queen. The sofa sleeper is also a queen with a memory foam mattress. For the yoga enthusiast the side deck is the perfect space to get centered. The cottage is located in walking distance of Clearbrook Golf Course and just a short drive to Oval Beach or downtown Saugatuck.

Rainbows End 🌈 Plensa

Escape to a tranquil countryside cottage on a 20-acre farm. Enjoy breathtaking sunrises from the picture window, relax in lounge chairs, and gather around the fire pit and grill or take a trail walk down to the south branch of the Galien River. Just 10 minutes from Lake Michigan, and within 5 miles of a casino and a golf course, it's the perfect retreat for nature lovers and entertainment seekers. Book now and experience rural bliss with nearby attractions!

Gorgeous retreat minutes from downtown and lake

Bring the whole family to this great place with lots of room for fun and relaxation. Minutes from quaint downtown Saugatuck and even closer to the Ivy House wedding venue. Perfect place to spend for the holidays, summer season, or a getaway from the city! NEW in 2025: Re-finished deck and patio space. NEW in 2024: Out door lighting and motorized window shades on the main floor. NEW in 2023: EV charge station in garage License Number: CSTR - 250005