Vacation rentals with a pool in Allegan County

4.96 out of 5 average rating, 130 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

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.

4.97 out of 5 average rating, 228 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 comfortable living area is displayed with a light-colored sofa, two matching armchairs, and a round coffee table, all set on polished hardwood flooring. Natural light enters through the windows, illuminating decorative elements such as cushions and a wall mirror.

Condo in Saugatuck

4.9 out of 5 average rating, 134 reviews

Robyn's Nest Riverside-Chain Ferry Nest #2

Enjoy nesting in the heart of downtown Saugatuck with a view of the water, park & Chain Ferry, a designated parking spot, hardwood floors throughout, bedroom w KING bed adjoining full bathroom, 40”smart tv, w/ privacy door to living area, w/ sofa bed, 50” smart tv w/YOUTUBETV streaming access w/600MBPS WiFi service, equipped kitchen w/ cooktop, oven, microwave, full refrigerator, dishwasher, washer, dryer, coffee maker, wifi & SEASONAL access to the Ship n Shore Hotel Pool &hot tub (May-Sept)

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, 116 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.

4.97 out of 5 average rating, 104 reviews

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

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.

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.

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.

4.97 out of 5 average rating, 232 reviews

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

Cozy condo with fireplace perfect for fall fun.

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.

5 out of 5 average rating, 31 reviews

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

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.

4.8 out of 5 average rating, 40 reviews

A sparkling outdoor pool is framed by lush greenery, featuring a surrounding deck with various lounge chairs. The inviting water reflects the clear sky, while a fence provides privacy around the area.

Condo in Saugatuck

Charming Bayview - Downtown Condo with pool!

Feel free to inquire and ask about modified check in/out dates, we are happy to accommodate if it aligns with the HOA policy. A posh, modern condo in a prime location walkable to downtown Saugatuck. This 2 bedroom, 1.5 bathroom condo is steps from everything. You feel welcomed the moment you walk in the door. Enjoy the fully equipped kitchen, charming living room with brand new comfortable furniture. Upstairs you find 2 spacious bedrooms with plush, inviting beds.

5 out of 5 average rating, 9 reviews

Heated Pool |Sleeps 24| Gm Room | Across frm Beach

🌊 Escape to your dream getaway across from Lake Michigan! Just minutes to Saugatuck & South Haven, this spacious 6BR retreat (4BR main + 2BR apartment) sits on 4 private acres with a public beach trail steps away. 🏊‍♂️ pool can be to 85° for $100/day (5/1 thru 10/30), 🛁 hot tub, 🎮 game room, 🎬 theater, 🏓 ping pong & foosball. 🍽️ 2 kitchens, 🛋️ screened porch & room to unwind. Designed for families & groups looking to relax, reconnect, and recharge!

5 out of 5 average rating, 226 reviews

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

Driftwood Shores-Thanksgiving in South Haven!

South Haven is a great place for a Fall or Winter getaway! 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.

The modern home is seen from the pool area, showcasing its dark exterior and large windows. A spacious deck is accessed from the rear, surrounded by landscaped greenery, while the inviting blue pool reflects the clear sky above.