Pet-friendly holiday rentals in South Haven

-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.

Luxury Cabin Getaway •2 min to Beach• 1hr Chicago

Luxury meets nature: forest cabin steps from the beach, 1 hour from Chicago. Book your escape to our designer log cabin on Lake Michigan just steps from the beach and nestled in a peaceful forest, it’s the perfect retreat. Built in 1932, our charming cabin sleeps 8 in 4 bedrooms. Enjoy 2 living areas, a stone fireplace, fire pit, games, puzzles & books. Featured in Country Living and the NYT, it’s perfect for families, friends, or retreats. Book now and create lasting memories in Michiana.

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.

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.

Fenced in yard! Walk to downtown Saugatuck!

Great private space with fenced in yard all within walking distance to downtown Saugatuck. Stroll down to restaurants, bars, shopping. Oval beach has been named one of the best beaches in Michigan and is only a short 5 min drive. Or explore Holland, just a 15 min drive north. Completely updated stand-alone home and outdoor yard space offers total privacy for guests to relax and enjoy a perfect getaway. Pet friendly, $55 pet fee when booking with one pet. Please ask about additional pets

Freshly Renovated 1940s "Sunshine Park Cottage"

Freshly renovated in 2022, this charming 1940's cottage is nestled in the heart of Fennville MI. Located near Saugatuck, South Haven & Holland - close to beaches, dunes, wineries, breweries, orchards, pickle ball, playgrounds & skiing in the winter. Kitchen w/everything for cooking, laundry, full bath, 2 bedrooms each w/ queen bed, Wi-Fi, deck, gas fire pit (May-Oct), short walk for groceries & restaurants. Dog friendly. (Remember, dogs must be included as pet guests when you book)

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.

The Blue Barn - A cozy country getaway!

Welcome to “Blue Barn” vacation home, a country retreat located between beautiful St. Joseph beaches and several Baroda wineries. A welcoming, open floor plan makes it easy for your group to spend time together. Enjoy the crisp white bedding, fully stocked coffee and wine bar, and private fire pit to unwind with friends and family. Grand Mere State Park, Weko Beach, and several local breweries are all just a short drive from this ideally located property.

Benchbike,hottub,playground,3blks to beach, games

3 bedroom, 2.5 bath home, 3 blocks from Lake Michigan, 2 blocks to Kids Corner playground, 10 min walk downtown. 6 person hot tub! Super fun bench bike! Outdoor firepit All deluxe memory foam mattresses. 2 kings, 2 fulls, 2 twins. Sleeps 8 adults comfortably, 10 sharing full beds. Enjoy bikes (including bike for 2, bench bikes), 2 kayaks, picnic supplies, books, toys, and games. Foosball Board games Kid and pet friendly. Sledding, iceskating nearby