Vacation rentals with a pool in South Haven Charter Township

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Top-rated rentals with a pool in South Haven Charter Township

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

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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

ﺩ.ﺇ2,015 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

ﺩ.ﺇ2,125 per night

Superhost

Cabin in Benton Harbor

4.91 out of 5 average rating, 288 reviews

Cozy Cabin by Nature

We deep clean and sanitize after every guest. Enjoy social distancing in this completely renovated cabin in a picturesque setting with 2 ponds. Dog friendly. A full kitchen to cook your own meals. Xbox one is provided to watch movies and relax. Enjoy outdoors with the fire pit. We are dog friendly. We do ask 3 things if you bring your furry family with you. Please keep them off the furniture, clean up after their business and keep them leashed when around other guests as the property is shared

Jun 12 – 19

ﺩ.ﺇ1,225 per night

Guest favorite

Home in South Haven

5.0 out of 5 average rating, 12 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

ﺩ.ﺇ667 per night

Guest favorite

Townhouse in South Haven

5.0 out of 5 average rating, 11 reviews

Condo with a pool near Beaches, Bars, & Downtown

New Deck & Siding for 2024! Enjoy everything South Haven has to offer at the centrally-located Harborside Condos. With sandy Lake Michigan beaches, riverfront restaurants, and the South Haven Downtown District all being within a scenic half-mile stroll, this location is truly tough to beat! We've done our best to provide nearly everything you may need during your stay: Beach chairs & towels, a wagon, a full kitchen w/ new appliances, a grill, 4K TVs, YouTube TV, high-speed internet, and more!

Oct 3 – 10

ﺩ.ﺇ896 per night

Guest favorite

Home in South Haven

4.94 out of 5 average rating, 51 reviews

The Northern Anchor: Your Perfect Getaway!

The new enclosed subdivision pool & hot tub are now open! Enjoy our beautiful vacation house. 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.

Mar 26 – Apr 2

ﺩ.ﺇ815 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

ﺩ.ﺇ540 per night

Guest favorite

Home in South Haven

4.99 out of 5 average rating, 149 reviews

Driftwood Shores: Spring Flowers are Blooming!

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

ﺩ.ﺇ1,088 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

ﺩ.ﺇ1,273 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

ﺩ.ﺇ784 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

ﺩ.ﺇ680 per night

Guest favorite

Guesthouse in Cassopolis

4.97 out of 5 average rating, 100 reviews

2 person cottage with pool and hottub

Come for a relaxing getaway in the country. Cook in our small kitchenette or use our pellet grill or fire pit. Located in a small hobby farm setting with cows, sheep, & chickens roaming the pasture. We also have 3 kittens that claim the pool area as their own. The long driveway and gravel road are perfect for a leisurely stroll to enjoy the great outdoors. Take a soak in the hot tub and let the worries of life melt away during your stay.

Aug 27 – Sep 3

ﺩ.ﺇ701 per night