Pet-friendly holiday rentals in South Haven

An indoor heated pool is surrounded by sleek tile flooring and ceiling-mounted ventilation. A colorful mural depicting a sunset over water enhances the space. Pink inflatable flamingos float on the water, alongside blue inner tubes. Comfortable lounge chairs with striped cushions are arranged nearby.

4.96 out of 5 average rating, 100 reviews

Nautical Retreat – Indoor Pool, Sauna, HotTub MORE

Chill & Thrill Nautical Retreat is a spacious 4BR/3BA home that sleeps 12, perfect for family vacations or group getaways. Just a short walk from downtown and central to both beaches, it offers endless fun for all: unwind by the indoor heated pool, relax in the 7-person hot tub, or play arcade games in the loft. Lounge in the hammock triangle, play lawn games, or enjoy cozy nights by the fire pit. Create lasting memories in the ultimate vacation retreat, with South Haven as the perfect backdrop!

Superhost

4.84 out of 5 average rating, 110 reviews

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!

An outdoor space features a hot tub illuminated with soft purple lights, surrounded by a wooden deck. Cozy green chairs encircle a fire pit, with string lights adding a warm ambiance. A wooden sauna is visible, enhancing the retreat-like atmosphere of the backyard.

4.96 out of 5 average rating, 105 reviews

Fun Haven: Hot tub, Sauna, Fire Pit, Game Room

Escape to your private oasis nestled in the City of South Haven. This spacious 2-unit, 1 home set up offers the perfect retreat for big families/groups, with 2 separate living areas & kitchens across 2 floors, providing ample space & privacy for all. Amenities: - 7 person Hot tub - 6 person Barrel Sauna - Fire Pit w/ endless wood - Game room w/ Pool Table, Foosball, Arcade, Nintendo Switch, 75'' TV - Indoor & Outdoor Games - Balcony & Sunroom - Washer/Dryer - Cent. Air - Pack n Play & Highchair

4.96 out of 5 average rating, 254 reviews

The cabin's exterior is framed by colorful autumn foliage, with vibrant red leaves and dappled sunlight filtering through the surrounding trees. Stone steps lead to the entrance, enhancing the rustic charm of the well-maintained landscape.

Cabin in Michiana

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.

4.99 out of 5 average rating, 142 reviews

Home in Fennville

Modern Home, Hot Tub, Fireplace, Game Room

Escape to this stunning modern home nestled in a beautiful wooded setting. Views of majestic trees, landscaping and daylight flooding the interior. Enjoy the indoor/outdoor fireplace. Back patio has BBQ and hot tub and roast s’mores in backyard fire pit. Well stocked kitchen has everything you need. Game Room w/pool table, ping pong, darts in attached garage. Relax and unwind at this unique vacation home minutes from Saugatuck, Lake Michigan beaches and Fenn Valley wine country. Dog friendly.

4.91 out of 5 average rating, 185 reviews

A wooden pathway leads to a cozy cottage nestled among vibrant autumn foliage. The cottage features a welcoming front door and decorative elements, creating an inviting transition from nature to the home.

Cottage in Holland

Cottage 5 min. To Saugatuck W/ Sauna + wood stove

Quiet and peaceful. The perfect place to escape to nature and serenity as you relax in front of the wood stove in our cozy cottage! under 3 minutes from Saugatuck Dunes State park, which leads to Lake Michigan (a 5 minute bike ride). 5 minutes from Downtown Saugatuck and all kinds of local shops, restaurants, and entertainment! 10-15 minutes from Holland for enjoying annual festivals such as Tulip Time or Girlfriends' weekend Downtown! Come get cozy and reset away from the hustle and bustle!

A charming two-story house features a covered front porch with white rocking chairs. Neatly trimmed shrubs and freshly mulched flower beds enhance the welcoming exterior. An American flag is displayed, and a well-maintained lawn adds to the overall appeal of the property.

4.92 out of 5 average rating, 137 reviews

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.

5.0 out of 5 average rating, 153 reviews

A bright living area features a comfortable gray sofa adorned with decorative pillows, paired with a light brown armchair. Large windows provide views of lush greenery, while a striped rug anchors the space. A coffee table with a bowl sits at the center, enhancing the cozy atmosphere.

Home in Sawyer

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.

4.85 out of 5 average rating, 100 reviews

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.

A newly constructed home is set in a serene wooded area, featuring a blue exterior with stone accents. The welcoming front porch is adorned with decorative bunting, and a spacious yard is surrounded by lush green grass and tall grasses, providing a peaceful outdoor setting.

4.95 out of 5 average rating, 167 reviews

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 the highway for day trips to the nearby Saugatuck/Douglas/Holland area.

5.0 out of 5 average rating, 149 reviews

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

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 Giant Kerplunkit game Board games Kid and pet friendly. Sledding, iceskating nearby