Holiday rentals with a pool in Saugatuck

The exterior of a two-story gray and green house is showcased, featuring a stone-accented garage and white-trimmed windows. Lush shrubs line the entrance, and a gravel driveway leads to the garage, set against a backdrop of greenery and a clear blue sky.

5.0 out of 5 average rating, 255 reviews

Driftwood Shores-SH is a great fall getaway!

September and Fall is starting to book! Enjoy a trip to beautiful South Haven along the shores of Lake Michigan. Driftwood Shores is a charming 1,680 sq. ft. home in the Harbor Club Resort. It has everything you need to enjoy a peaceful family vacation, friends getaway, or girls weekend out. NOTE: AirBnb has changed its pricing structure so that now the host pays the 15.5% service fee (instead of the guest.) Your overall cost hasn't changed, but the nightly rate reflects this new payment system.

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4.92 out of 5 average rating, 136 reviews

Robyn's Mt. Baldhead Nest #3

Located at the heart of downtown Saugatuck, this top floor, king bed, nesting spot with river view of Mt. Baldhead, surrounds you with the best of Saugatuck! Enjoy being steps away from the water, park, rentals, Chain Ferry, Star of Saugatuck, restaurants, bars, galleries and shops! RNR nesters also enjoy included seasonal access (May-Labor Day weekend)to the Ship n Shore Hotel waterfront pool & hot tub! RNR is minutes from Lake Michigan, Oval Beach, outstanding wineries, breweries and orchards!

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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, 176 reviews

Welcome Home *Near Lake Mi Beaches and Downtown*

With only 2 miles to the beach of Holland State Park and 3 miles to downtown Holland where you can enjoy shopping, breweries, restaurants, galleries, Farmers' market and more, this brick house is the perfect home for you and your group. Located on a large property with plenty of space inside and out, this house is comfortable and convenient to all Holland has to offer. We would love to have you stay at our "Home Away From Home"! Pool is open June-Sept. Heated only by sun.

ValueLocationGetting around

4.95 out of 5 average rating, 151 reviews

An aerial view showcases a spacious backyard with a fenced, in-ground pool surrounded by lounge chairs. A patio area with outdoor seating is visible next to the house, which is set amidst green grass and trees. The nearby road and horse ranch add to the serene landscape.

Home in Holland

The Splash Pad- a secluded pool/hot tub oasis

The Splash Pad is a perfect getaway for families and groups. Our goal is to bring people together for quality time so we created spaces that everyone will love: the (non heated) pool, hot tub, patio, volleyball net and horse shoes, fire pit, indoor gas fireplace, and a spacious living room with a 55in TV. We hope you explore all the local attractions like: beaches, shops, restaurants, breweries, and hiking trails- all within 4 miles of The Splash Pad! Just added a Level 2 EV charger!! Available

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5.0 out of 5 average rating, 115 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 St. Joseph

4 Bedroom home w/pool in St. Joseph

This home is all about having fun with the family. Open concept kitchen, living room & dining room. Deck off the dining for eating al fresco. Family room & game room area with large screen TV, Nintendo switch, game table with lots of board games & a dart board. Walkout to the pool (unheated) and fire pit area for fun in the sun and evening campfires to roast marshmallows. Outdoor games include bag toss, ladder ball, ring toss. Home is five miles to Silver Beach and downtown Saint Joseph.

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4.93 out of 5 average rating, 192 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

ALLEGAN ORCHARDS: Luxe private retreat 5min. to Saugatuck/Douglas/Fennville Lake MI beaches/sand dunes. - Open kitchen - Private heated pool (fees apply - see house rules) - Private outdoor hot tub (open 24/7/365, no fee) - Indoor fireplace - Outdoor fire pit - Screened porch - Game room: Ping pong, billiards, game table, arcade games - Blue tooth sound throughout - Local area: Saugatuck/Douglas ("Art Coast of MI"), award-winning destination: Restos/Antiques/Boat/Hike/Golf/Wineries/Breweries.

LocationFamilyOutdoor spaces

A heated saltwater pool is framed by a sunlit deck with multiple lounge chairs overlooking a lush, tree-lined area. Surrounding greenery adds a sense of privacy, creating a tranquil outdoor space for relaxation.

5.0 out of 5 average rating, 53 reviews

Renovated Golf Course Home | Private Pool/Hot Tub

Check out those sunset views over Clearbrook Golf Course! Newly renovated single-family home vacation rental across from golf course (and walkable to the Clearbrook Grill Room) with your own HEATED POOL, hot tub and firepit. Talk about convenience for all you golf enthusiasts (and plenty to appease even for those who are not)! Clearbrook Cottage is also only a short distance to downtown Douglas or Saugatuck for dining, shopping, or boating. See why everyone loves this Art Coast of Michigan!

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4.98 out of 5 average rating, 125 reviews

Beach-Themed Game Room & Pool Near Lake Michigan

The Northern Anchor: Year round community pool & hot tub! The ultimate family getaway! Fully furnished with loads of thoughtful details. Perfect for families with kids or for groups/individuals looking for a relaxing get away. Close to everything: beaches, downtown shopping, wonderful restaurants, award winning golf courses, pick your own orchards, beautiful wineries and much more. Visit us year round - from snowy woods to sandy beaches - the Northern Anchor has something for everyone.

LocationFamilyGrill

4.97 out of 5 average rating, 119 reviews

A bedroom features a spacious bed adorned with white linens and a navy throw blanket. Exposed brick walls add character, complemented by framed ocean-themed art. A mirrored dresser and a closet with hanging space provide ample storage. Natural light filters through a nearby window.

Flat in South Haven

Walk everywhere: Bikes: Pool & hot tub: Beach gear

✨Upscale historic loft building 🚶WALK EVERYWHERE 🕑 2:00 PM CHECK-IN ⭐️Central Loft amenities⭐️ ♨️ Hot tub 🏊‍♂️ Indoor heated pool 🎬 2 movie theaters 💪 Workout room 🏖️ Beach necessities included 🌊 1/2 mile to Lake Michigan 🛍️ A block from downtown SoHa 🍷 Near The Lakeshore Wine Trail 🍺 Close to several breweries 🧺 Washer & dryer in condo ☕️ Keurig & standard brewing coffee pot 🧑‍🍳 Fully stocked kitchen ⚡️ High speed internet 📺 Smart TV

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An inviting outdoor area is featured, showcasing a heated pool beside a vibrant garden filled with blooming flowers. Stylish lounge chairs are positioned near the pool, while a shaded bar area is adorned with ferns and colorful blossoms, creating a relaxing retreat.

4.93 out of 5 average rating, 136 reviews

The Oasis Retreat

The Oasis Retreat is a newly remodeled home with a private heated pool & hot tub, just 4 blocks from downtown South Haven & close to Lake Michigan beaches, marina, trails, restaurants, bars & shops. Perfect for families & groups, the private backyard has an outdoor bar, fire pit, gas grill, pizza oven, ping pong, outdoor shower & detached guest unit w/ seasonal bath/shower. Inside: kitchen, laundry, fast WiFi, Roku TVs, heat/AC, sleeper sofa & upstairs loft.

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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, 203 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

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4.97 out of 5 average rating, 174 reviews

The exterior of the Garden House Cottage is framed by lush greenery and landscaped gardens. A charming red barn-style structure features multiple large windows and a metal roof, inviting natural light into the interior spaces.

Barn in Hamilton

The Garden House Cottage at Redbud Farm

It's summer at Redbud Farm! The Garden House Cottage is a beautifully remodeled old farm barn. Modern boho farmhouse style. This place has charm galore. You'll love the peace and quiet of the country and the gardens are professionally landscaped and maintained. Enjoy the views of the English potager style garden right out the window while relaxing on the queen bed. Traveling with friends/family? Check out my other listing The Granary at Redbud Farm.

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Popular amenities for Saugatuck rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.86 out of 5 average rating, 162 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

ValueFamilyCondition

5.0 out of 5 average rating, 19 reviews

Christine's Cottage | Heated Pool Through Sept!

LocationFamilyCondition

A small wooden table with two glasses of red wine is situated on a balcony. Four white stools surround the table. The background displays a serene waterfront view with a colorful sky at sunset, enhancing the outdoor setting.

4.98 out of 5 average rating, 45 reviews

Luxury Lakeview Retreat | Pool | Walk Downtown

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The exterior of the cottage is framed by lush green lawns and vibrant flower beds. A spacious two-car garage is visible on the right. Mature trees and shrubs create a serene atmosphere, while a blue sky with scattered clouds provides a picturesque backdrop.

5.0 out of 5 average rating, 38 reviews

Dogwood Creek, in-town, luxury cottage, pool-sauna

FamilyLocationAccuracy

4.95 out of 5 average rating, 78 reviews

A spacious outdoor pickleball court is set within a landscaped yard, with players engaged in a match. The inviting inground pool and lounge area can be seen in the background, providing a perfect backdrop for recreation and relaxation.

Home in Holland

Heated Pool Until 10/31 | Pickleball | Theater Rm

LocationFamilyKitchen

5.0 out of 5 average rating, 10 reviews

Home in Fennville

Lakeshore Woods Escape

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An aerial view reveals a secluded retreat surrounded by vibrant autumn foliage. The diverse colors of the trees, ranging from deep oranges to rich yellows, contrast beautifully with the home's dark roof and neatly landscaped yard.

5.0 out of 5 average rating, 48 reviews

Lux Home w/Heated Pool • Hot Tub • Game Room

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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, 97 reviews

Nautical Retreat – Indoor Pool, Sauna, HotTub MORE

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Apartment rentals with a pool

4.98 out of 5 average rating, 123 reviews

Apartment in South Haven

SunKissed Sanctuary + Pool + Hot Tub +CentralLofts

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4.9 out of 5 average rating, 42 reviews

Bird's Nest | 2BR | Downtown Saugatuck | Walkable

LocationFamilyBeach

4.93 out of 5 average rating, 72 reviews

The open-layout living area features a cozy sofa facing a gas fireplace, with two green armchairs positioned nearby. Large windows allow natural light to fill the space. A colorful wall art piece adds a touch of design, complemented by a coffee table with magazines.

Apartment in Douglas

Northern Lights 2 Bed 2 Bath With Pool

ValueFamilyLaundry

4.93 out of 5 average rating, 15 reviews

Apartment in Douglas

Love the Sun, MI Condo in Douglas, MI

LocationFamilyNearby

4.98 out of 5 average rating, 64 reviews

Couples waterfront getaway close to beach & trails

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A bright living space features a striped couch adorned with decorative pillows. A light wooden coffee table displays a book, and two wooden stools are positioned near a bright kitchen area equipped with white cabinetry and modern appliances.

4.97 out of 5 average rating, 30 reviews

Holiday Hill Apartment 701

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4.98 out of 5 average rating, 55 reviews

A spacious deck is shown, featuring a wooden table with an umbrella and string lights illuminating the area. The view of the ocean is visible in the background, with a sunset casting soft colors in the sky. The side of the building is also visible, with multiple windows.

Apartment in Coloma

Amazing Beach Condo with pool and great sunsets!

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5.0 out of 5 average rating, 27 reviews

A studio condo features a queen-size Murphy bed with a light-patterned blanket and a cozy futon nearby. A small dining area with a table is positioned adjacent to the fully equipped kitchenette. Soft blue walls and natural light create a relaxed ambiance.

Apartment in South Haven

Private Beach/Pool on Lake MI Condo

ValueFamilyIndoor spaces

Other holiday rentals with a pool

4.99 out of 5 average rating, 67 reviews

Cottage in South Haven

Cheerful Cottage, Walk to beach, Private Pool

FamilyLocationAccuracy

5.0 out of 5 average rating, 22 reviews

Cabin in Fennville

Lux Cabin Twin Peaks East • Private Pool & Hot Tub

LocationFamilyIndoor spaces

5.0 out of 5 average rating, 47 reviews

Flat in Douglas

Summerset Cottage & Suites, King Suite

LocationFamilyHiking

5.0 out of 5 average rating, 42 reviews

Harbor View-New 6-person LSV/Golf Cart included

FamilyLocationGrill

Superhost

The exterior of a charming two-story farmhouse is surrounded by vibrant autumn foliage. A gravel driveway leads to the entrance, flanked by colorful landscaping. The house features a mix of dark siding and white trim, complemented by a welcoming front porch adorned with seasonal decorations.

4.81 out of 5 average rating, 21 reviews

Allegan Gardens

ValueLocationPool

The outdoor area features a sparkling pool surrounded by lounge chairs and umbrellas. A spacious patio is equipped with a large dining table and additional seating, offering a perfect setting for relaxation in a beautifully landscaped backyard.

4.97 out of 5 average rating, 32 reviews

Resort Pool Home | Walk to Beach | 7 BR | Dogs

LocationFamilyGrill

4.96 out of 5 average rating, 25 reviews

A serene view of a heated association pool surrounded by lush landscaping. The pool area includes lounge chairs and umbrellas, with a scenic backdrop of Lake Kalamazoo. The American flag is visible, fluttering near the water's edge, enhancing the tranquil setting.

Townhouse in Saugatuck

Water views and pool! Walk to downtown!

LocationFamilyDecor