Vacation rentals with a pool in South Haven

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in South Haven

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Guest favorite

Guesthouse in Valparaiso

4.96 out of 5 average rating, 161 reviews

Private Cottage in Gated Nudist Community

We offer a private cottage on the grounds of Lake O the Woods Club. Cottage has Queen size bed, air conditioning, heater, refrigerator, microwave, TV, coffee maker, work/dining area, private deck and porta-potty. Payment of club daily grounds fee ($30-$60) is mandatory. Pricing on club website. Bathrooms, showers, hot tub, sauna and swimming pool are available at the clubhouse and pool area . The cottage is sanitized after every rental. Fresh baked muffins are available in the morning.

Mar 20 – 27

G$13,191 GYD per night

Guest favorite

Home in Fennville

4.9 out of 5 average rating, 122 reviews

ALLEGAN ORCHARDS: SLEEPS 25, WEDDINGS, POOL,HotTub

ALLEGAN ORCHARDS: Luxe private retreat 5min. to Saugatuck/Douglas/Fennville Lake MI beaches/sand dunes. - Weddings/events - Open kitchen - Heated pool (fees apply - see house rules) - 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.

Feb 24 – Mar 3

G$112,209 GYD per night

Superhost

Home in Holland

4.86 out of 5 average rating, 137 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.

Jan 29 – Feb 5

G$36,148 GYD per night

Guest favorite

Home in Fennville

4.97 out of 5 average rating, 181 reviews

FennWoods - A Modern, Wooded Retreat

Serene, nature-filled escape in Fennville. Vacation or just feel like you’re on vacay while you remote school/work from the woods. Modern 3 bd ranch on 10 tree-covered acres. Minutes from downtown Fennville & easy access to Saugatuck/Douglas & beaches. Above ground heated pool in season, hot tub, fire pit, playset. Two living rooms & open kitchen/dining. When you’re not taking in all the outdoors have to offer, unwind in front of the fireplace. Wifi, TVs with complimentary streaming, & laundry.

Aug 23 – 30

G$118,529 GYD per night

Guest favorite

Home in South Haven

5.0 out of 5 average rating, 13 reviews

Luxury cottage, near beach & town, pool & hot tub

Bring the whole family to our modern cottage just minutes from Lake Michigan and world class beaches. The house sleeps 12 across 4 bedrooms and a bonus den. South Haven is a gem of Michigan’s westside! Guests have access to the neighborhood Pool and Clubhouse. A second pool with all-season enclosure will open winter 2023 and is located just behind our house! One mile from downtown South Haven, 1/4 mile from Lake Michigan, easy commute to Saugatuck, Holland, Benton Harbor or Kalamazoo areas.

Nov 6 – 13

G$37,055 GYD per night

Guest favorite

Condo in Douglas

4.97 out of 5 average rating, 149 reviews

Fun bright condo with pool only steps away

Beautifully updated vacation Condo with association pool only steps away. Pool is open early May! 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. Relax on your own front porch or walk a few steps to Isabel’s, a wonderful eatery right on site. 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.

May 13 – 20

G$30,115 GYD per night

Guest favorite

Condo in Spring Lake

4.93 out of 5 average rating, 72 reviews

Marina View Condo - Minutes from Grand Haven

This spacious, walk-out condo is the perfect location for a beach getaway! Your private ground floor patio provides a relaxing view overlooking the Grand River…watch yachts as they sail toward Lake Michigan and enjoy breathtaking sunsets. The condo is within walking distance to bars, restaurants, and the enjoyable Tiki Bar at the adjacent Holiday Inn with lawn games and live music. Our condo’s unique amenities also offer access to an off sight marina pool reserved for members only.

Nov 4 – 11

G$29,670 GYD per night

Guest favorite

Home in South Haven

4.99 out of 5 average rating, 149 reviews

Driftwood Shores: Book a May weekday, great rates!

Come May 5-9 for Holland Tulip Festival! Enjoy a trip to beautiful South Haven along the shores of Lake Michigan. Driftwood Shores is a charming 1680 square foot home in the Harbor Club Resort. It has everything you need to enjoy a peaceful family vacation, friends getaway, or girls weekend out. The Resort's Indoor Pool with retractable roof & outdoor hot tub, (see photos), is open from 7 AM to 10 PM. It is included with your stay. Driftwood Shores, a year round destination!

Jan 1 – 8

G$60,578 GYD per night

Guest favorite

Home in New Buffalo

4.91 out of 5 average rating, 265 reviews

Farmesque with a splash of modern

Turn back time with trough sinks and claw foot tub and cedar beams ,distressed floors and walls with a mix of modern. Galien river marsh across street full of nature and several bikes on property for your riding pleasure . Newly built 2019 , 3 blocks from Main Street downtown New Buffalo.6 blocks from beach , enjoy all local spots and coffee shop and grocery steps away . Dead end street in very quaint neighborhood, covered front porch enclosed rear porch .

Jan 24 – 31

G$40,504 GYD per night

Superhost

Home in South Haven

4.85 out of 5 average rating, 157 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

Feb 6 – 13

G$71,110 GYD per night

Guest favorite

Apartment in Saugatuck

4.94 out of 5 average rating, 158 reviews

1 BR Apt Sleeps 2+ Heated Pool Seasonal

2023-Celebrating our 20th year as a 5-Star overnight destination in Saugatuck, Michigan. Lake Street Commons Lodging is only a short 4-6 minute walk to Saugatuck's downtown. Centrally located, everything is accessible from Lake Street including the SCA - Saugatuck Center for the Arts with downtown Douglas only a 10 minute walk across the bridge. Bring your camera because the early morning and evening shimmers on the waters of Lake Kalamazoo harbor.

Oct 12 – 19

G$43,724 GYD per night

Guest favorite

Guesthouse in Zeeland

4.95 out of 5 average rating, 241 reviews

Honey Bee Ridge Guest House

Our Guest House is located on a quiet country road 15 minutes from beautiful downtown Holland and 20 minutes from beaches, downtown Grand Rapids and Saugatuck. The property sits on 5 acres with the owners home next to the Private Guesthouse. You'll have access to the pool, your own patio with comfortable seating, and a wood fire pit. A 600 acre park with paved running/biking/cross country ski and mountain biking trails is located across the street.

Jul 16 – 21

G$37,935 GYD per night