Vacation rentals with a pool in Allegan County

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Top-rated rentals with a pool in Allegan County

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

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Guest favorite

A comfortable living area features a grey sofa and loveseat, accentuated by decorative pillows. A dark wooden coffee table centers the space, complemented by a light area rug. Two side tables with lamps are positioned beside the sofa, and windows provide natural light.

Condo in Saugatuck

4.93 out of 5 average rating, 121 reviews

Robyn's Nest Riverside-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!

Guest favorite

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

4.96 out of 5 average rating, 129 reviews

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

Guest favorite

A modern ranch-style home is surrounded by lush greenery and manicured landscaping. The exterior features a combination of grey siding and a welcoming front porch. A paved driveway leads to the entrance, framed by trees and shrubs, creating a serene wooded environment.

Home in Fennville

4.97 out of 5 average rating, 226 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.

Superhost

A charming cabin features a wooden exterior with a steeply pitched roof and multiple gabled sections. Lush greenery surrounds the structure, and a welcoming porch is adorned with a wooden railing. Large windows allow for ample natural light, contributing to the inviting atmosphere.

Cabin in Saugatuck

4.94 out of 5 average rating, 115 reviews

Luxury Cabin Retreat for Families or a Get Away

This cabin is perfect in every way. Whether a romantic hideaway for a weekend getaway, a family vacation with the kids, or with a group of friends; you will be delighted with this fantastic cabin. You'll find a clean, cozy, warm and down to earth place - with the little luxuries and amenities that make your vacation complete, memorable and fun! From the pool to the fire pit to the cozy back porch, the cabin has everything you will need to feel comfortable and pampered during your stay with us.

Top guest favorite

An enclosed indoor pool area features a large, clear swimming pool surrounded by spacious tile flooring. Illuminated by natural light from the ceiling, several lounge chairs are positioned at the poolside, providing a relaxing atmosphere for guests.

Home in South Haven

4.97 out of 5 average rating, 104 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.

Top guest favorite

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

4.92 out of 5 average rating, 168 reviews

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.

Top guest favorite

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.

Home in Saugatuck

5 out of 5 average rating, 38 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!

Top guest favorite

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.

Home in South Haven

5 out of 5 average rating, 224 reviews

Driftwood Shores-Beautiful Fall Days are Here!

It's time to start thinking about the fall! Great September weekday rates! How about a golf trip? 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. The Resorts Indoor/Outdoor Pool with retractable roof and outdoor hot tub is open year around from 7 AM to 10 PM. It is included with your stay.

Top guest favorite

A spacious living area features a brown leather sofa adorned with colorful pillows. A wooden coffee table is placed in front. A mounted television is positioned above a cozy gas fireplace, complemented by blue walls and natural light filtering through white shutters. A small dining area is visible in the background.

Condo in Douglas

4.97 out of 5 average rating, 228 reviews

Cute condo with pool open through September

Beautifully updated vacation condo with association pool perfect for 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. 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.

Guest favorite

Condo in Saugatuck

5 out of 5 average rating, 14 reviews

Waterfront condo -pool-beach-bike-hike-shop-chill

Morning coffee on the deck watching the boats, afternoon shopping, amazing food, rent a pontoon, kayak or chill. You get all of the amenities of the Beachway resort, just steps away. Hop on the chain ferry or a water taxi to town right across the River! Your beautiful, clean, cozy, well appointed condo on the water is in one of the best locations sunset walks on Oval beach, walk to Mount Baldhead, book a dune ride, dine at the best restaurants, snuggle next to the fireplace

Top guest favorite

A spacious bedroom features a queen-sized bed with a striped duvet and matching pillows. Light blue walls complement the natural light from the window. A comfortable armchair and a decorative tree enhance the inviting space, while framed landscapes adorn the walls.

Apartment in Douglas

5 out of 5 average rating, 30 reviews

Summerset Cottage & Suites Queen Suite

Welcome to Summerset Cottage & Suites Kick back and relax in this calm, stylish, newly built properties Queen guest suite with its own private entrance. Located on the edge of the city limits of Douglas overlooking a large meadow with a beautiful saltwater pool and only a very short walk to Lake Michigan and downtown Douglas, it's a perfect spot for your vacation. The nicely decorated main floor Queen Suite has a small kitchenette, fireplace and a beautiful sitting area.

Guest favorite

Cabin in Fennville

5 out of 5 average rating, 7 reviews

Lux Cabin Twin Peaks East • Private Pool & Hot Tub

Escape to a peaceful, woodland retreat with this high-end A-frame cabin in Fennville, Michigan. This 5-bedroom, 2-bath cabin features three floors, two living rooms, an inground pool and fire pit offering the perfect balance of modern luxury and nature. Located just minutes from the vibrant Saugatuck-Douglas area and its welcoming, inclusive community. This is the ultimate destination for groups, families, and friends seeking quality time, adventure and tranquility.