Pet-friendly holiday rentals in South Haven Charter Township

4.97 out of 5 average rating, 104 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.

4.98 out of 5 average rating, 116 reviews

Home in Fennville

Modern Home, Hot Tub, Fireplace, Game Room

Relax in comfort in this stunning modern home nestled in a beautiful wooded setting. Views of majestic trees and natural light flood the interior. Enjoy the indoor/outdoor fireplace and unwind in the hot tub, entertain and BBQ on back patio and relax at backyard fire pit. Cook meals in the well stocked kitchen. Game Room has pool table, ping pong in heated garage. Escape to this unique vacation experience minutes from Saugatuck, Lake Michigan beaches and Fenn Valley wine country. Dog friendly.

4.95 out of 5 average rating, 223 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.

4.86 out of 5 average rating, 138 reviews

The exterior of a log cabin is presented, featuring a large sloped roof and a wraparound porch. The cabin is surrounded by lush greenery and tall trees, offering a secluded feel. A well-maintained gravel path leads to the entrance, set against a clear blue sky.

Cabin in Coloma

Log Cabin, 15 acres, private nature lake, hot tub

Log cabin 3 bed / 2 bath plus bunk room on 15 acres in Southwest Michigan! Includes a private nature lake w/ dock & canoes. Hot tub & fire pit! Relax in a 3-level cabin with loft, game room, bonfire pit, hot tub & grill. In summer enjoy golf, wineries, boating, shopping, and more! In winter enjoy snow mobile trails, cross country skiing, ice fishing, and cozy cabin life! 1 mile to Lake Michigan beaches. 15 minutes to St. Joseph & South Haven, 90 minutes from Chicago 2.5 hours from Detroit.

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.

4.93 out of 5 average rating, 118 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.

A charming vintage house is framed by two pink flowering trees. The house features a symmetrical façade with multiple windows and dark blue shutters. A small set of steps leads to the front door, enhancing the inviting appearance of the property.

4.68 out of 5 average rating, 156 reviews

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!

4.97 out of 5 average rating, 162 reviews

A bright and airy kitchen area features white cabinetry and ample counter space. Blue stools are positioned at the peninsula. Light wood ceiling adds warmth, while modern light fixtures illuminate the open space that leads to the living area with a couch and decorative rugs.

Cottage in Fennville

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)

5 out of 5 average rating, 130 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

4.97 out of 5 average rating, 127 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

Waterfront property with a private hot tub, pool, and tennis court, making it an ideal destination for those seeking both relaxation and recreation. Visit beautiful Southwest Michigan and stay at the St. Joe Overlook. Take a swim in the pool, unwind in the hot tub, take the kayaks out for a river cruise, or sit by the fire. Enjoy this stunning location and top-notch amenities. A trip to the St Joe Overlook is the perfect place to gather & reconnect. Maximum Guest Count 16.

Guesthouse in New Buffalo

A cozy bedroom features a spacious bed adorned with layered textiles and decorative pillows. Large windows provide views of the outdoors, while natural light is enhanced by wooden ceiling beams. A small dining area with chairs and a table is positioned nearby.

4.96 out of 5 average rating, 654 reviews

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!

4.99 out of 5 average rating, 185 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.

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.

4.83 out of 5 average rating, 185 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

Popular amenities for South Haven Charter Township pet-friendly home rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

4.82 out of 5 average rating, 141 reviews

A spacious deck features outdoor seating arranged around a firepit and a hot tub, surrounded by trees for privacy. The back of the house showcases large windows, allowing warm light to fill the interior. A gazebo provides covered space, enhancing the outdoor experience.

Home in Coloma

LakePath Beach House - hot tub, Lake Michigan

5 out of 5 average rating, 42 reviews

An aerial view captures the newly built home nestled within a vibrant forest, showcasing a mix of colorful autumn foliage. The property features a spacious driveway and is situated near the tranquil shores of Lake Michigan, with clear skies above.

Home in Fennville

Stone’s Thoreau I Lakeside Luxury Retreat

The exterior of the home is highlighted by natural wood siding and a welcoming front porch. Green foliage surrounds the property, providing shade and a sense of privacy. A paved driveway leads up to the entrance, with a decorative garden area enhancing the curb appeal.

5 out of 5 average rating, 78 reviews

Block to beach, hot tub, pets ok, walk downtown

5 out of 5 average rating, 6 reviews

New! Spacious Beachfront Home | Pool & Hot Tub

4.99 out of 5 average rating, 101 reviews

A new hot tub is set on a stone patio, surrounded by greenery and wooden walls. A small black bench is placed beside the tub for convenience. The tranquil atmosphere is enhanced by a natural landscape of trees and shrubs.

Home in Fennville

Hot tub, dog friendly, firepit, grill, wineries!

4.95 out of 5 average rating, 63 reviews

An inviting living area features a combination of seating options, including a long sofa and two armchairs. Large windows allow natural light to fill the space while offering scenic views of the lake. A stone fireplace adds warmth to the room, complemented by wood flooring.

Home in Benton Harbor

Getaway 2026: Retro Charm, Quiet Beach, Family Fun

4.92 out of 5 average rating, 120 reviews

The living area features a combination of leather and upholstered seating arranged around a modern lift-top coffee table. Large windows provide natural light, while a woven accent chair adds texture to the space. A patterned area rug complements the soft color palette of the room.

Home in Holland

Chic~AquaCottage/FencedYard/Walk2Beach/GameRM

The living area includes two dark blue armchairs with green cushions and a gray sofa. A wooden coffee table is centered on a patterned area rug, which contrasts with light-colored walls and a large window. A television is mounted on the wall, and decorative items are placed on cabinets.

4.9 out of 5 average rating, 21 reviews

Pershing Place @59. 10% discount for 7+ days.

Pet-friendly home rentals with a pool

5 out of 5 average rating, 11 reviews

Cabin in Fennville

Lux Cabin Twin Peaks East • Private Pool & Hot Tub

4.94 out of 5 average rating, 108 reviews

The multi-story townhome features a light exterior with spacious balconies on each level. Large windows illuminate the structure, enhancing its architectural details. Staircases lead up to the front entrance, inviting guests into the living space.

Townhouse in New Buffalo

Dunescape Beach Retreat, Downtown New Buffalo

4.77 out of 5 average rating, 144 reviews

A well-appointed living area features a comfortable sectional couch with decorative pillows, complemented by a small dining table and chairs. Light hardwood flooring provides a warm contrast to the blue and neutral wall colors. A flat-screen TV is mounted on the wall, and a doorway leads to the bedroom.

Apartment in Saugatuck

Robyn’s Nest Riverside-Beach Nest #5

4.92 out of 5 average rating, 113 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

4.88 out of 5 average rating, 104 reviews

Home in Watervliet

Private Pool-150 Acres of Nature, Red House

4.97 out of 5 average rating, 231 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

Campervan/RV in South Haven

A modern trailer is positioned on a concrete pad, featuring a retractable awning and outdoor kitchen space. A picnic table with built-in benches is set up nearby, surrounded by lush green grass. The setting sun casts a warm glow over the scene.

4.96 out of 5 average rating, 27 reviews

Onsite, 2019 RV, Camping, South Haven, MI

A modern kitchen is displayed with white cabinetry and granite countertops. Stainless steel appliances and a large island with turquoise bar stools are featured. Natural light floods the space through multiple windows, enhancing the open layout that connects to a dining area with white chairs.

4.97 out of 5 average rating, 31 reviews

All season pool and hot tub, sleeps 12, pets OK

Private, pet-friendly home rentals

4.98 out of 5 average rating, 99 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

4.96 out of 5 average rating, 27 reviews

The cabin exterior features a high roof line with large windows and French doors, allowing natural light to populate the space. A small porch offers a grill and a table with two chairs, framed by budding tree branches and an open grassy area.

Tiny home in South Haven

Sundrop - A cozy cabin for 2-4

5 out of 5 average rating, 5 reviews

A spacious living area features large windows providing natural light and views of the city. Modern furniture includes a grey sectional sofa, two armchairs, and a round coffee table. A minimalist artwork hangs on the wall, and a sleek wall-mounted TV is positioned above an elegant fireplace.

Condo in Holland

Holland Loft

The exterior of the home displays a modern design with a combination of gray and white siding. Stone accents frame the entrance, and large windows allow natural light to fill the interior. A driveway leads to the garage, surrounded by a low-maintenance gravel landscape.

4.97 out of 5 average rating, 62 reviews

Lake Michigan South Haven Getaway New Indoor Pool

5 out of 5 average rating, 15 reviews

Home in West Olive

Private Beachfront Getaway on Lake Michigan

4.91 out of 5 average rating, 47 reviews

A wooden boardwalk extends through lush greenery, bordered by dense foliage and trees. Bright green leaves and underbrush frame the pathway, leading toward a tranquil destination, inviting exploration among the natural surroundings.

Cabin in Bloomingdale

tincan camp

4.96 out of 5 average rating, 56 reviews

A charming cottage with gray siding is set amidst lush greenery. A stone pathway leads to the front steps, which are flanked by flower beds. Large windows and a welcoming front porch enhance the inviting facade.

Cottage in South Haven

Gardenside Cottage