Vacation 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, 259 reviews

Driftwood Shores/SH Fall colors & a beautiful lake

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.

4.91 out of 5 average rating, 137 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!

4.82 out of 5 average rating, 177 reviews

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

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.

4.95 out of 5 average rating, 153 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

5.0 out of 5 average rating, 117 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.

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

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.

4.98 out of 5 average rating, 126 reviews

Halloween & Christmas Fun- Pool - South Haven, MI

Celebrate the holidays here - Decorated for Halloween in October and Christmas in December! Year round community pool! The ultimate family getaway! Perfect for families with kids or for groups/individuals looking for a fun 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.

4.97 out of 5 average rating, 102 reviews

Apartment in South Haven

Downtown Loft: Indoor Pool, Hot Tub, Gym, Theater

Central Lofts condos used to be the old Central High School. We are located in downtown South Haven. Stay 2 blocks from the Farmer’s Market, also an ice skating rink in winter. The building has a shared indoor pool and hot tub, 2 old fashioned private movie theaters (seats 12), fire pit, and an exercise room. This cute condo has a king bed and twin sized trundle bed in master bedroom, and two pullout couches in living room. Walk to town & the beach, .7 miles to S. Beach and 2 blocks to town.

4.99 out of 5 average rating, 102 reviews

Apartment in Coloma

Awesome Family Escape with pool and private beach

Fun summer getaway with the family or a group of friends at this hidden gem in Southwest Michigan! This peaceful condo features 2 bedrooms with 3 brand-new beds(1 king and 2 queen) comfortably sleeping 6, and 2 full bathrooms. Equipped with two work-from-home desks and high-speed internet, it’s perfect for balancing work and relaxation. Enjoy the full kitchen, washer and dryer, cable TV, and all you need for fun!! Relax on the private beach, just a short walk or hang at the private pool.

4.97 out of 5 average rating, 120 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.

Apartment in South Haven

Indoor pool & hot tub: Walk everywhere: Gym

✨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

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

4.97 out of 5 average rating, 175 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.

Popular amenities for Saugatuck rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.87 out of 5 average rating, 164 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

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

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

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

4.97 out of 5 average rating, 38 reviews

A securely fenced outdoor pool area features a large, heated swimming pool surrounded by multiple lounge chairs. Sun umbrellas provide shade, while lush greenery and blooming flowers enhance the natural setting. Light filters through the trees, creating dappled patterns on the pool deck.

Home in Fennville

Walk to the beach! Pool/Hot Tub/5 Bedrooms/AC/WiFi

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, 50 reviews

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

4.95 out of 5 average rating, 79 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

A charming exterior view of a two-story cottage is framed by greenery. The entrance features a covered porch with a bench, welcoming guests. Bright sunlight highlights the warm tones of the house, and a landscaped path of stones leads up to the front door.

5.0 out of 5 average rating, 3 reviews

The Cottage at Forest Inn

Condo rentals with a pool

4.98 out of 5 average rating, 123 reviews

Condo in South Haven

SunKissed Sanctuary + Pool + Hot Tub +CentralLofts

4.98 out of 5 average rating, 65 reviews

Couples waterfront getaway close to beach & trails

4.9 out of 5 average rating, 42 reviews

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

4.93 out of 5 average rating, 73 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.

Condo in Douglas

Northern Lights 2 Bed 2 Bath With Pool

4.94 out of 5 average rating, 16 reviews

Condo in Douglas

Love the Sun, in MI Condo in Douglas, MI

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

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.

Condo in South Haven

Private Beach/Pool on Lake MI Condo

4.56 out of 5 average rating, 25 reviews

Amazing Bayview: Downtown Saugatuck, Swimming Pool

Other vacation rentals with a pool

5.0 out of 5 average rating, 24 reviews

Cabin in Fennville

Lux Cabin Twin Peaks East • Private Pool & Hot Tub

4.99 out of 5 average rating, 68 reviews

Cottage in South Haven

Cheerful Cottage, Walk to beach, Private Pool

5.0 out of 5 average rating, 49 reviews

Apartment in Douglas

Summerset Cottage & Suites, King Suite

4.83 out of 5 average rating, 12 reviews

Apartment in Saugatuck

Simply Saugy - A Relaxing Saugatuck Getaway!

4.91 out of 5 average rating, 11 reviews

The House Secret of Saugatuck Sts 4B/3B Sleeps 14

4.95 out of 5 average rating, 56 reviews

Home in Grand Rapids

Lake Michigan Drive Colonial - Pool & Fenced Yard

4.87 out of 5 average rating, 55 reviews

An outdoor deck offers a dining area with a round table and four metal chairs, providing views of Kalamazoo Lake. Large glass doors lead into the interior space, while a welcome mat complements the light-colored wooden floor.

Villa in Saugatuck

Mermaid townhouse shared pool walk to Saugatuck!

A large dining area features a wooden table surrounded by black chairs and a matching bench. Natural light fills the space through multiple windows, and a modern light fixture hangs overhead. A woven rug adds warmth to the hardwood floor.