Holiday rentals with a pool in Allegan

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!

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

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.

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.

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.

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.

Northern Lights 2 Bed 2 Bath With Pool

Welcome to Pure Michigan! Discover the charm of Saugatuck/Douglas, named one of America's best small towns. Dive into our shared pool (open Memorial Day to Labor Day) and unwind by the gas fire pits. Explore the finest Great Lakes beaches nearby. Indulge in the open-layout living space with a fully equipped kitchen, gas fireplace, and SmartTV. Grill and relax on your private patio or enjoy outdoor games in the green space. Experience the perfect blend of relaxation in Saugatuck and Douglas!

Modern Coastal Retreat w/ Pool – Walk to Downtown!

Relax and recharge at this stylish Douglas condo just minutes from Lake Michigan and downtown Saugatuck. Enjoy modern comfort, a fully equipped kitchen, and cozy living spaces perfect for couples. Spend sunny days by the shared pool, stroll to nearby shops and restaurants, or explore the scenic beaches and trails along the lakeshore. Whether you’re looking for a weekend getaway or a peaceful escape, this centrally located retreat offers the perfect balance of relaxation and convenience.

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.

Driftwood Shores-Enjoy a Winter Getaway!

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.

Heavenly 7 Retreat Luxury Cabin -Kingfisher Cove

Our cozy 3 bedroom, 2.5 bath luxury rustic cabin features all the comforts of home and more. Fully furnished for your comfort with towels, linens and other necessities. This cabin sleeps 8 comfortably. A heated pool and lake access are available from Memorial Day to mid September. Full-size washer & dryer in the cabin for your convenience. For larger groups, ask about availability to also rent one of our affiliated cabins nearby.

Dogwood Creek, cozy, in-town, luxury cottage.

New for 2026 - Pool, hot-tub, and outdoor sauna! Relax and unwind with friends and family at Dogwood Creek Cottage. Cozy yet spacious with a walk-to-town location and a five-minute drive to Oval or Douglas beach. Have fun with friends and the whole family in our fabulous space. Enjoy the amazing screened porch and large firepit, and flower gardens. In the fall and winter, cozy up by the fireplace after a long hike or day skiing.