Pet-friendly holiday rentals in Paw Paw Lake

4.96 out of 5 average rating, 100 reviews

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.

Home in South Haven

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!

Outdoor spacesWalkabilityLaundry

4.92 out of 5 average rating, 140 reviews

Home in Buchanan

-The District 5 Schoolhouse-

The District 5 Schoolhouse was historically built "with not a single nail in the structure" in the 1800's. It still stands as a symbol of dedication to craftsmanship and community. Lovingly restored, preserving as much of the original soul as possible, it promises to be a luxury stay in understated sophistication with 100% linen sheets, beautiful kitchen/dining, lovely private outdoor space, tranquil idyllic work/recharge areas, and enough space to make your own history. You won't want to leave.

WalkabilityPetsTV

A charming cottage is surrounded by a lush green lawn, featuring white Adirondack chairs positioned around a fire pit. The cottage, with its blue exterior, has multiple windows that invite natural light. Trees dot the landscape, creating a serene, secluded environment.

4.94 out of 5 average rating, 106 reviews

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.

WalkabilityPetsParks

4.82 out of 5 average rating, 213 reviews

An open kitchen and dining area is visible, featuring a dark wooden table with three matching stools. The kitchen is equipped with white appliances and blue cabinetry, illuminated by natural light from a nearby window. The flooring is a mix of dark wood and light tiles.

Cottage in Benton Harbor

Cozy Fall Cottage | Hot Tub, Fire Pit & Pets

Escape to our charming 2BR cottage just a few miles from the pristine shores of Lake Michigan. Our cozy retreat is the perfect place to unwind and enjoy all the beauty and activities of the Michigan coastline. With two comfortable bedrooms and an extra sleeping mat, our cottage can accommodate up to 5 guests, making it perfect for families and weekend getaways with friends! We also welcome your furry friends with a per-stay fee of $65 (max-2), so feel free to bring them along for the adventure!

WalkabilityOutdoor spacesCleanliness

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.

Outdoor spacesPetsHeating

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.

Outdoor spacesPetsAccuracy

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!

PetsWalkabilityLocation

A two-story cabin exhibits a charming exterior with dark blue siding and white trim. A spacious deck wraps around the upper level, leading down to a well-kept grassy yard. Steps are visible, framed by mature trees, providing a peaceful outdoor environment.

4.98 out of 5 average rating, 178 reviews

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.

Outdoor spacesPetsBeach

4.9 out of 5 average rating, 258 reviews

A well-maintained single-story home is seen alongside a spacious driveway leading to a two-car garage. The home features a charming front porch and neatly landscaped yard, with green grass surrounding the property and trees lining the background.

Cottage in Benton Harbor

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.

PetsOutdoor spacesCleanliness

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.

WalkabilityOutdoor spacesHiking

4.96 out of 5 average rating, 121 reviews

The A-frame cottage is nestled among tall trees, featuring a blend of stone and wood in its design. Large glass windows create a connection with nature, inviting natural light into the living spaces. A pathway leads toward the entrance, surrounded by lush greenery.

Cabin in Stevensville

Idyllic A-frame in Michigan’s Harbor Wine Country

Follow a wooded path to a secluded mid-century modern cottage constructed of stone and wood reclaimed wood from a historic St Joe's rollercoaster. Retro pink ceramic tiles line an open-plan main floor surrounded by sliding doors. You will be surrounded by the great outdoors while sitting cozy inside by our electric fireplace. Located about 10 minutes south of downtown St. Joe, our Idyllic A-frame is a perfect location for the escape to SW Michigan that you've been dreaming about.

PetsOutdoor spacesCheckout

4.8 out of 5 average rating, 123 reviews

An open living area features hardwood floors and a spiral staircase leading to an upper loft. Comfortable seating is arranged around a coffee table, with a gray sofa and a chair visible. Large windows invite natural light, creating a bright and inviting space.

Home in Benton Harbor

Harbor House near Lake Michigan

Welcome to Harbor House- Your ideal beach adventure awaits! 3 bedroom home close to many exquisite beaches, wine country, dune hikes, and Harbor Shores Pro PGA golf course. Just a few miles from downtown St. Joseph, MI! We have a large backyard and huge deck for outdoor entertaining. Can sleep 6 adults comfortably, and 1-2 kids on a futon. Please note there is only one bathroom currently. 2 paddleboards for rent- beach is 2 miles away. Small dogs by approval only, with fee.

PetsWalkabilityQuiet

Popular amenities for Paw Paw Lake pet-friendly home rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

An open living area features vaulted ceilings and large windows allowing natural light. A comfortable seating arrangement surrounds a stone fireplace, while a dining table accommodates several guests. The rustic decor includes wooden accents, enhancing the warm feel of the space.

4.86 out of 5 average rating, 235 reviews

Woodshores Retreat - cozy retreat, hot tub, Lk MI

PetsOutdoor spacesView

4.96 out of 5 average rating, 151 reviews

Home in Pullman

Secluded Riverfront Getaway

Outdoor spacesPetsValue

4.84 out of 5 average rating, 110 reviews

Home in South Haven

Glennhouse Getaway

WalkabilityPetsBeach

4.99 out of 5 average rating, 120 reviews

Home in Fennville

Dog Friendly • Hot Tub • Firepit • Wine Country

PetsWalkabilityLocation

4.84 out of 5 average rating, 204 reviews

A secluded in-ground pool is surrounded by lush greenery and landscaped gardens. Several lounge chairs are arranged near the pool, which reflects the sky above. Flowering plants and shrubs frame the scene, creating a peaceful outdoor retreat.

Home in South Haven

Experience Nature-Charming Cottage

Outdoor spacesWalkabilityKitchen

4.87 out of 5 average rating, 353 reviews

A sleek entertainment area is presented with a mounted flat-screen TV against a marbled feature wall. A wooden media console below holds decorative items and media storage. Greenery from a potted plant complements the modern aesthetic, contributing to a harmonious living space.

Home in St. Joseph

Cozy & Clean Entire Home in Saint Joseph

Outdoor spacesWalkabilityTV

4.98 out of 5 average rating, 177 reviews

Home in Sawyer

Luxe Cabin Minutes to Lake Michigan

PetsOutdoor spacesNearby

4.85 out of 5 average rating, 139 reviews

A ranch-style house is presented, featuring a welcoming front porch with two chairs. Colorful flowerpots and vibrant blooms adorn the entrance, complemented by a neat lawn. The exterior showcases a blend of subtle hues, highlighting the inviting atmosphere of the home.

Home in Benton Harbor

2 min drive to beach; monthly stays available

WalkabilityOutdoor spacesCheck-in

Pet-friendly home rentals with a pool

4.97 out of 5 average rating, 139 reviews

An aerial view showcases the spacious outdoor area, featuring a blue tennis court adjacent to a rectangular pool surrounded by lounge chairs. Lush greenery and trees frame the property, while a well-maintained lawn offers additional recreational space.

Villa in Niles

Pool, Hot tub, Kayaks, Waterfront, SW Michigan

Outdoor spacesWalkabilityCheckout

4.96 out of 5 average rating, 104 reviews

An inviting pool area is surrounded by a wooden deck, featuring comfortable seating arrangements and a large red umbrella providing shade. Lush greenery stands tall in the background, complementing the serene atmosphere of the private fenced space.

Home in Lakeside

Lakeside with heated pool & pvt beach access!

WalkabilityPetsHospitality

4.92 out of 5 average rating, 193 reviews

An outdoor heated swimming pool is surrounded by a secure fence, featuring multiple turquoise umbrellas and lounge chairs. Lush green lawns and trees provide a scenic backdrop, enhancing the tranquil atmosphere. The pool area is well-lit by the sun, inviting relaxation.

Home in Fennville

AlleganOrchardsSleeps25Pool,HotTubFireplaceFirepit

Outdoor spacesPetsBathroom

4.94 out of 5 average rating, 143 reviews

Home in New Buffalo

New buffalo Farmstead main home pool hot tub

Outdoor spacesPetsDecor

4.91 out of 5 average rating, 134 reviews

A blue cottage is surrounded by tall trees, featuring large windows that provide ample natural light. A spacious deck extends around the front, with steps leading to the entrance. A chimney is visible on the side, adding to the cottage's charm.

Cottage in Sawyer

The Cranny at Michaels Nook

PetsOutdoor spacesFamily

4.97 out of 5 average rating, 250 reviews

A bright living room features high ceilings with a chandelier above a central wooden coffee table. Comfortable dark gray sofas are positioned around the table, complemented by decorative cushions. Large windows allow natural light to fill the space, and a stone fireplace adds a cozy focal point.

Cottage in Union Pier

Designer Cottage Relax Pool Beach & Spa—Windjammer

Outdoor spacesPetsAccess

4.75 out of 5 average rating, 134 reviews

A wooden deck features two lounge chairs positioned for relaxation, overlooking a 24-ft above-ground pool surrounded by lush greenery. The deck showcases steps leading down to the pool area, enhancing outdoor accessibility.

Home in South Bend

Year Round Hot Tub, Outdoor Pool, 3 Bedroom & Bar

WalkabilityPetsHot tub

4.89 out of 5 average rating, 171 reviews

An outdoor area features a shaped pool surrounded by a grassy yard, enclosed by a white fence. Several lounge chairs are arranged on the concrete deck. Two colorful floats are placed in the pool, and residential homes are visible in the background.

Home in Caledonia

Poolcation :Play & Stay (Grand Rapids) Heated Pool

PetsOutdoor spacesIndoor spaces

Private, pet-friendly home rentals

Guesthouse in Sodus Township

A spacious outdoor view is presented from a deck, overlooking expansive green fields and wooden fencing. In the distance, a large barn is visible, along with a few horses grazing nearby. A tree branch frames the scene, creating a peaceful country atmosphere.

Farm Cottage

PetsWalkabilityWi-Fi

4.83 out of 5 average rating, 384 reviews

4.98 out of 5 average rating, 130 reviews

A charming wooden cabin is surrounded by lush greenery, featuring a sloped roof and multiple gables. A spacious front porch is visible, framed by neatly trimmed shrubs. Tall trees provide a natural backdrop, enhancing the peaceful and serene environment.

Cabin in South Haven

Modern Log Cabin With Hot Tub Near Lake Michigan

PetsOutdoor spacesNearby

4.99 out of 5 average rating, 140 reviews

An outdoor firepit surrounded by four black chairs sits on a grassy area near the water. A private pier is visible in the background, along with boats docked at the shore. A large willow tree offers shade beside the peaceful lake.

Cabin in Colon

Long Lake Cabin | Private Pier + 65’ Shoreline

PetsOutdoor spacesWi-Fi

5.0 out of 5 average rating, 43 reviews

A view from the deck captures the expansive lake with a wooden dock extending into the water. Multiple boats are visible, anchored in the calm lake. The sky is partly cloudy, allowing natural light to illuminate the scene, while green grass borders the deck area.

Cottage in Watervliet

Modern Lakehouse | Dock | Firepit | Kayaks | BBQ

WalkabilityOutdoor spacesCondition

Holiday home in Watervliet

A modern kitchen features white cabinetry and stainless steel appliances, including a large refrigerator and oven. An island with a dark countertop offers additional prep space and seating for two. Warm pendant lighting hangs above the island, while wood flooring adds a natural touch.

The Play Pen @ Paw Paw Lake

WalkabilityPetsParks

4.97 out of 5 average rating, 37 reviews

4.83 out of 5 average rating, 52 reviews

The image displays a light blue cottage framed by lush green trees, featuring a front porch with outdoor seating. A flag is displayed prominently. Additional views include a serene lake and an interior with bunk beds, showcasing a cozy and functional sleeping area.

Cottage in Coloma

Heron's Nest I Paw Paw Lake I The UP #6

PetsWalkabilityFamily

5.0 out of 5 average rating, 51 reviews

Cozy Cottage Near Paw Paw Lake

Outdoor spacesWalkabilitySleep quality