Pet-friendly holiday rentals in Paw Paw Lake

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, 105 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.

Outdoor spacesPetsNearby

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 spacesPetsGetting around

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.

PetsOutdoor spacesRiver

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 spacesView

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.

PetsOutdoor spacesDecor

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 spacesTV

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.

WalkabilityOutdoor spacesFamily

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

Outdoor spacesWalkabilityCleanliness

5.0 out of 5 average rating, 220 reviews

Barn in Stevensville

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.

WalkabilityPetsView

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.

4.84 out of 5 average rating, 204 reviews

Experience Nature-Charming Cottage

Romantic getaway and/or family adventure Quiet updated farmhouse on a quiet road 5 miles from South Haven and Lake Michigan.The Black River runs along the property and there are 3 ponds.There is secluded in ground pool,woods and landscaped grounds for walks Great local markets A guest made a video about his time at the cottage that you can see on You Tube. GoozyVision Trip to South Haven,Michigan July 2017 The video also shows the beach and the town

Outdoor spacesPetsIndoor spaces

4.91 out of 5 average rating, 411 reviews

Cabin in Watervliet

Riverview Cabin

Riverview Cabin is a bright riverfront studio retreat on 150 shared acres, perfect for couples or small families. Sleeps up to 4 with a king bed, futon, full kitchen, Smart TV, Wi-Fi, and a jacuzzi tub with scenic views. Relax on the private deck, gather around the fire pit, or explore 2.3 miles of riverfrontage, wooded trails, fishing ponds, and wildlife. Dog-friendly and just minutes from Lake Michigan beaches, wineries, and local attractions.

PetsWalkabilityView

4.98 out of 5 average rating, 128 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

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.

PetsOutdoor spacesBeach

Popular amenities for Paw Paw Lake pet-friendly home rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

4.93 out of 5 average rating, 139 reviews

Home in Buchanan

-The District 5 Schoolhouse-

WalkabilityPetsBeach

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 spacesWalkabilityCheck-in

4.99 out of 5 average rating, 119 reviews

Home in Fennville

Dog Friendly • Hot Tub • Firepit • Wine Country

PetsOutdoor spacesCondition

4.84 out of 5 average rating, 110 reviews

Glennhouse Getaway

PetsWalkabilityIndoor spaces

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

PetsOutdoor spacesParks

4.94 out of 5 average rating, 143 reviews

Home in New Buffalo

New buffalo Farmstead main home pool hot tub

Outdoor spacesPetsHospitality

4.98 out of 5 average rating, 177 reviews

Home in Sawyer

Luxe Cabin Minutes to Lake Michigan

PetsOutdoor spacesNearby

4.94 out of 5 average rating, 85 reviews

A comfortable living area features a spacious sectional sofa and a round dining table with wooden chairs. Large windows allow natural light to brighten the space and offer views of Paw Paw Lake. A ceiling fan is positioned above, and decorative elements add subtle touches.

Home in Watervliet

Hawk’s Lake View Vacation Home

Outdoor spacesPetsAccess

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

PetsWalkabilityHeating

4.96 out of 5 average rating, 103 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!

PetsOutdoor spacesDecor

4.91 out of 5 average rating, 133 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

PetsWalkabilityComfort

4.97 out of 5 average rating, 249 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 spacesPetsBackyard

4.96 out of 5 average rating, 113 reviews

Home in New Buffalo

NB Getaway with HotTub, Pool & Priv Screening Room

PetsWalkabilityCondition

4.89 out of 5 average rating, 170 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

WalkabilityPetsComfort

4.91 out of 5 average rating, 132 reviews

A modern dining area features a wooden table surrounded by sleek black chairs. Behind it, a vibrant mural of South Bend adds color to the space. A cozy living area with a large sectional sofa and ample natural light can be seen through the open layout.

Home in South Bend

Large, Cozy, Theatre, Pool, Walk to ND Restaurants

WalkabilityPetsAccuracy

4.83 out of 5 average rating, 23 reviews

Vino Villa | Cozy Escape near Wineries & Lake

PetsOutdoor spacesGetting around

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

WalkabilityPetsHospitality

4.83 out of 5 average rating, 384 reviews

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

Outdoor spacesPetsAmenities

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

WalkabilityPetsKitchen

4.97 out of 5 average rating, 37 reviews

5.0 out of 5 average rating, 23 reviews

Hot Tub + Fire Pit | Walk to Hagar Beach

WalkabilityPetsFamily

5.0 out of 5 average rating, 44 reviews

The exterior of a spacious house is presented, featuring a stone-accented facade and a symmetrical design. Two garage doors flank the front entrance, complemented by a clear blue sky and lush green grass in the foreground.

Home in Watervliet

Dragonfly Retreat

PetsOutdoor spacesCondition

4.73 out of 5 average rating, 11 reviews

Cottage in Paw Paw Lake

Lake Escape Cottage | Minutes to Paw Paw Lake

WalkabilityOutdoor spacesHospitality

5.0 out of 5 average rating, 50 reviews

Cozy Cottage Near Paw Paw Lake

Outdoor spacesWalkabilityCheck-in