Family-friendly holiday rentals in Douglas

4.99 out of 5 average rating, 114 reviews

Home in Douglas

Douglas Hideaway | Modern home w/ Hot Tub & Patio

Welcome to Douglas Hideaway, a modern, designer home! *Brand NEW hot tub added December 2024* Large living area with floor-to-ceiling windows, relax outside in the private courtyard. Nestled in the heart of Douglas, you'll be steps away from charming shops and eateries, with downtown Saugatuck and the beaches of Lake Michigan just a mile away. Whether you’re looking to explore, unwind, or entertain, this unique retreat provides the perfect setting for an unforgettable stay. License #CR24-208

Indoor spacesFamilySolo travel

4.96 out of 5 average rating, 207 reviews

The exterior of the tiny home is shown, featuring blue and orange siding with decorative wooden oars mounted above the doors. Lush greenery surrounds the entrance, and a wooden fence provides privacy, contributing to the secluded feel of the space.

Tiny home in Douglas

Tiny Home, Lake MI view, Hot Tub, Beach 5 min walk

This Tiny Home is truly unique and very cool! The 2 story space combines rustic barnwood with a sleek, modern kitchen, full bathroom, and it’s just a 5-minute walk to the beach. Enjoy Lake MIchigan sunsets from the concrete stamped patio and relax under the stars in the privacy of the hot tub. Completed in ‘21, the Tiny Barn spares no details: outdoor shower, gas fire pit, charcoal Weber grill, beach chairs & cooler, patio snow melt system. Avail yr round. Be a part of the rave reviews!

Indoor spacesFamilyPets

4.96 out of 5 average rating, 273 reviews

A table is set with a floral centerpiece containing vibrant flowers. A wooden platter holds assorted cheeses and fruits, accompanied by two glasses of red wine. The scene is surrounded by lush greenery, enhancing the outdoor dining experience.

Cabin in Saugatuck

Cozy Log Cabin | Romantic Stay | Walk to Saugatuck

7 Min Drive to Mount Baldhead Park 9 Min Drive to Oval Beach 12 Min Walk to Butler Street Nestled in a peaceful wooded area, you’d never guess that this beautiful log cabin is in the heart of Saugatuck. Beautifully decorated and surrounded by greenery, this cozy cabin is the perfect getaway for couples. Take a stroll downtown, admire boats from the dock, and explore other nearby attractions, including Oval Beach and various hiking trails! Experience Saugatuck With Us & Learn More Below!

FamilyKitchenOutdoor spaces

4.92 out of 5 average rating, 161 reviews

The cottage features a welcoming entrance surrounded by well-manicured greenery and flower beds. A concrete pathway leads to the front door. Lush trees and shrubs frame the space, providing a sense of privacy and tranquility.

Cottage in Douglas

Saugatuck/Douglas HotTub, Fenced Yard, Dog OK

Welcome in! Treat yourself to a relaxing getaway at our charming cottage. Perfect for a couples getaway with friends & pups; Unwind in the allure of a private hot tub, screened in porch, fireplace, and large fenced-in back yard. Just a leisurely 1/2 mile from Downtown Douglas and a short 2 miles from Saugatuck, our cottage has 2 plush queen beds, a well-equipped kitchen for all of your culinary needs, and not 1 but 2 fully stocked bathrooms for your comfort. Your perfect stay awaits!

Indoor spacesFamilyComfort

4.97 out of 5 average rating, 187 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)

KitchenIndoor spacesParking

The cozy living area features a leather sofa and an orange accent chair, complemented by natural light from two windows with bamboo shades. A round white table is positioned nearby, while a rug and decorative poufs enhance the inviting ambiance.

4.95 out of 5 average rating, 207 reviews

2min walk Downtown | Outdoor Patio | Pet Friendly

Welcome to Waters Edge #2, a charming 1-bedroom, 1-bathroom cottage nestled in the scenic town of Saugatuck, Michigan. This cozy and inviting retreat is the perfect destination for a romantic getaway or a peaceful solo retreat. Immerse yourself in the natural beauty of the area while enjoying all the modern comforts and conveniences. 2 minute walk to beautiful downtown Saugatuck. Book our second cottage Waters Edge # 1 if you need more space, they are on the same property.

KitchenFamilyRiver

4.97 out of 5 average rating, 243 reviews

A contemporary living area features a brick accent wall with a fireplace, providing a cozy focal point. Blue accent chairs are positioned nearby, while a spacious gray sofa invites relaxation. A wooden coffee table sits centrally, and large windows offer views of the surrounding nature.

Cottage in Douglas

Mid-Century Modern Near Douglas Beach

This mid-century modern vacation oasis is a well-appointed, 3 bedroom home. Relax and enjoy the tranquility of a giant, tree-covered yard. Or take the short 15-minute walk (or ride our bikes) to the shores of Lake Michigan at Douglas beach. Saugatuck's world-famous Oval Beach is a mere two-mile drive away. Done relaxing? The area has everything you need – golf, fishing, dune rides, shopping, restaurants, art galleries, brewpubs, and more, all within 5 miles.

Indoor spacesKitchenComfort

A charming cottage exterior is framed by colorful foliage, featuring a welcoming entryway with a stone pathway. Two blue adirondack chairs are positioned on the porch, inviting relaxation. Large windows enhance natural light, and a decorative wall piece adds character to the facade.

4.97 out of 5 average rating, 156 reviews

Charming Rose Cottage

Welcome to our charming cottage! This delightful property boasts 2 cozy bedrooms , 1 bathroom and a front porch to enjoy anytime of day. Additionally, we offer a heated/air-conditioned she shed at the back of the property. Outside, you'll discover a fantastic yard space where you can unwind and enjoy the surroundings. We have also recently installed a brand new hot tub! Conveniently located just a short stroll away from downtown Saugatuck.

Indoor spacesKitchenOutdoor spaces

4.97 out of 5 average rating, 267 reviews

Condo in Douglas

Fun condo perfect for summer and fall fun.

Beautifully updated vacation condo with association pool perfect for spring summer or fall vacation. Close to Lake Michigan and all of the fun activities Saugatuck-Douglas has to offer. Less than 1 mile to Lake Michigan. Close to Douglas and Oval Beaches. Enjoy a drink on your own front porch. One bedroom one bath with a cozy gas fireplace. Additional sleeping for two on pull out couch in the living room. Close to bike path to downtown.

FamilyKitchenNearby

4.83 out of 5 average rating, 285 reviews

The cottage features a light brown exterior with white trim, complemented by a well-maintained yard. A small porch is visible, with a welcome sign and a light fixture. A barbecue grill and picnic area are located near the entrance, surrounded by lush greenery and a clear sky.

Cottage in Douglas

The Guest Nest Cottage

Escape to our charming Guest Nest cottage, thoughtfully designed, where cozy ambiance meets modern comfort. Perfectly located for exploring local gems, this adorable cottage is one of three cottages in our small old fashioned resort, offering a peaceful retreat in a unique setting. Unique decor, locally made mattresses, along with high quality bedding —ensuring a good nights stay far surpassing a standard hotel room. Sorry, no pets.

Indoor spacesKitchenValue

4.99 out of 5 average rating, 133 reviews

Aerial view of a modern A-frame chalet featuring a combination of dark metal and wooden siding. Large glass windows provide natural light to the interior. A deck extends from the house with outdoor seating and a circular hot tub partially visible amidst the surrounding greenery.

Chalet in Fennville

Modern Aframe with River Views, Sauna, Hot Tub

Welcome to Riverbend Aframe, a stylish A-frame cabin perched on a wooded bluff above the tranquil Kalamazoo River in Southwest Michigan. This 2023-built retreat blends modern design with cozy charm, offering the perfect escape. Enjoy a private sauna, hot tub, and firepit among the trees. Stay tucked away in nature or explore nearby wineries, orchards, local eateries, and the beautiful Lake Michigan beaches—just minutes from the cabin.

Indoor spacesKitchenLayout

5 out of 5 average rating, 103 reviews

The exterior of the A-Frame cottage showcases a modern design with white siding and a striking black roof. A screened-in porch is featured, offering a relaxing space surrounded by greenery. Large windows provide light and a connection to the outdoors.

Home in Holland

Closest cottage to Laketown Beach!

Welcome to Beachgrass, a completely remodeled 2 BR A-Frame ideally located just steps away from Laketown Beach and the pristine shores of Lake Michigan. Enjoy the tranquility of the screened in porch, stone patio, and firepit surrounded by 6 acres of woods and dunes. Conveniently located 10 minutes from both Saugatuck and Holland allows you to explore the quaint beach towns while staying in the serenity of nature.

FamilyKitchenBarbecue

Popular amenities for Douglas family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

A welcoming porch is shown, featuring a comfortable seating area under a wooden canopy. Lush greenery surrounds the entrance, with a fenced yard visible in the background. The home's exterior is accented with pale siding and a front door marked with the house number.

4.9 out of 5 average rating, 293 reviews

Fenced inyard! Walk downtown. Private

KitchenFamilyCleanliness

4.99 out of 5 average rating, 138 reviews

Modern Home, Hot Tub, Fireplace, Game Room

KitchenFamilyAir conditioning

4.97 out of 5 average rating, 440 reviews

Relax & Unwind in a Nature Lover's Retreat!

Indoor spacesFamilyBarbecue

An outdoor area is depicted featuring two comfortable chairs positioned near a wooden hot tub on a deck. Lush greenery surrounds the space, enhancing the natural setting. The entrance to the house is visible through large sliding glass doors.

4.95 out of 5 average rating, 388 reviews

Saugatuck Hideaway - Indian Pointe

KitchenFamilyBathroom

The exterior view showcases a spacious front patio surrounded by well-maintained landscaping. A seating area is visible, complemented by decorative plants. A hot tub, grilling area, and dining setup create an inviting outdoor space for relaxation and enjoyment.

4.96 out of 5 average rating, 165 reviews

Near Douglas/ Saugatuck- Hot tub and *Pool

FamilyKitchenCleanliness

4.98 out of 5 average rating, 139 reviews

Home in Benton Harbor

LakeMichigan•Beach•Hot Tub•Sauna•Amazing Views

KitchenIndoor spacesParking

An outdoor fire pit is surrounded by several wooden Adirondack chairs, set on gravel. In the background, a contemporary home is partially concealed by trees, featuring large windows and a spacious deck that extends outward into a lush, wooded area.

4.88 out of 5 average rating, 212 reviews

Secluded home 1 block from the Lake

Indoor spacesKitchenOutdoor spaces

4.99 out of 5 average rating, 111 reviews

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

FamilyIndoor spacesValue

Family- and pet-friendly home rentals

4.82 out of 5 average rating, 113 reviews

The two-story home is set on a spacious green lawn, with a concrete driveway leading to a lower-level entrance. The upper deck features seating and overlooks the surrounding area, while two garage doors provide functional access below.

Apartment in Douglas

Lakeside Living

FamilyIndoor spacesCheckout

4.98 out of 5 average rating, 123 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

KitchenIndoor spacesWi-Fi

The living area features a comfortable black sofa complemented by colorful throws. A wooden coffee table displays magazines and a decorative basket. A modern television is mounted on a sideboard, while natural light enters through large windows with white blinds.

5 out of 5 average rating, 161 reviews

Saugy Bottom Retreat. Newly remodeled cottage.

FamilyKitchenAmenities

4.86 out of 5 average rating, 201 reviews

A modern kitchen is presented, featuring dark green cabinetry and a chic hexagonal backsplash. Stainless steel appliances include a microwave and an oven. A light fixture hangs above, illuminating the space, which also includes a wooden countertop and a small dining area with a table.

Apartment in Saugatuck

Walk Downtown! Spring bargains! Cute&bright

FamilyIndoor spacesHospitality

4.9 out of 5 average rating, 340 reviews

The exterior of a two-story apartment is shown, framed by a large tree and lush green bushes. A gravel driveway leads to the attached garage, while the light-colored siding adds to the welcoming appearance of the building. The sky is bright with few clouds.

Apartment in Fennville

Secluded & Quiet on the Beautiful Kalamazoo River

KitchenIndoor spacesCheckout

4.91 out of 5 average rating, 179 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

Indoor spacesKitchenAccess

A charming red cottage is surrounded by lush greenery, with a welcoming front porch and light-colored door. Bright windows frame either side of the entrance, allowing natural light to illuminate the interior. A neatly maintained path leads through the garden to the cottage entrance.

4.89 out of 5 average rating, 367 reviews

Maple Ridge Cottage

FamilyIndoor spacesAccuracy

4.98 out of 5 average rating, 461 reviews

The exterior showcases a modern, two-story home with a gabled roof and a prominent circular window. A covered porch is adorned with two chairs, while large windows allow natural light to brighten the living space. Lush greenery surrounds the home, enhancing the serene atmosphere.

Guest suite in Saugatuck

Peaceful Retreat Suite

KitchenIndoor spacesBathroom

Family-friendly home rentals with a pool

4.89 out of 5 average rating, 148 reviews

A charming two-story building is framed by mature trees with vibrant green leaves and autumn accents. The front door, painted bright yellow, is flanked by decorative lanterns, while large windows with dark shutters provide a welcoming facade. Lush greenery surrounds the entrance.

Condo in Saugatuck

Robyn's Chain Ferry Nest #2

Indoor spacesKitchenHot tub

4.83 out of 5 average rating, 199 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

KitchenIndoor spacesWi-Fi

Superhost

A gated pool area is shown, featuring a vibrant blue swimming pool with floating toys. Surrounding the pool is a concrete deck and a green fence. A white chair and a basketball hoop are visible in the background, adding to the outdoor recreation space.

Home in Holland

4.82 out of 5 average rating, 174 reviews

Welcome Home *Near Lake Mi Beaches and Downtown*

Indoor spacesKitchenSleep quality

5 out of 5 average rating, 109 reviews

The exterior of a two-story home is visible, featuring a welcoming front entrance. A large tree provides shade, with a swing hanging from one of its sturdy branches. Ferns line the landscape, creating a natural border around the property, complemented by a well-maintained lawn.

Home in Saint Joseph

4 Bedroom home w/pool in St. Joseph

Indoor spacesFamilyHospitality

4.86 out of 5 average rating, 159 reviews

A charming historic home is nestled among lush greenery and mature trees. The front porch welcomes guests, leading to a warm interior illuminated by soft lighting. The property is surrounded by well-maintained grass and foliage, contributing to the peaceful ambiance.

Home in Douglas

Vintage Splendor Historic

KitchenIndoor spacesLocation

4.97 out of 5 average rating, 156 reviews

A private, heated pool is surrounded by a spacious patio, furnished with multiple lounge chairs. The two-story home features a balcony overlooking the pool area, with lush greenery framing the serene outdoor setting.

Home in South Haven

Private Pool 5 Minutes From Lake Michigan

KitchenIndoor spacesNearby

4.98 out of 5 average rating, 123 reviews

Home in South Haven

Beach-Themed Game Room & Pool Near Lake Michigan

KitchenFamilyBeach