Holiday rentals with a pool in Casco Township

4.97 out of 5 average rating, 228 reviews

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

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, 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.

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.

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.

4.92 out of 5 average rating, 168 reviews

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

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.

4.88 out of 5 average rating, 135 reviews

A stone pathway leads through lush greenery and colorful flowerbeds toward a light-filled, glass-fronted structure. Towering trees create a natural canopy, enhancing the serene atmosphere of the garden setting.

Home in Three Oaks

Experience Fall Beauty & Harbor Country Charm!

Important notes: - Home is in HARBERT by the lakefront, NOT in Three Oaks - Hot tub open all year - Pool closes October 10, 2024 through Memorial Day 2025 After a day of exploring the waters of Lake Michigan, Warren Dunes, or nearby wineries, find your sanctuary at Mae's Place. Recharge by soaking in the inviting hot tub, sizzle up a delicious meal on the grill or in the kitchen and end the evening roasting marshmallows around the fire pit or watching an outdoor movie on the pool deck.

4.97 out of 5 average rating, 233 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.

4.96 out of 5 average rating, 225 reviews

A bright living room features high ceilings with a chandelier above a central wooden coffee table. Comfortable dark gray sofas are positioned around the table, complemented by decorative cushions. Large windows allow natural light to fill the space, and a stone fireplace adds a cozy focal point.

Cottage in Union Pier

Designer Cottage Relax Pool Beach & Spa—Windjammer

Escape to the Windjammer, Designer Cottage, Pool & Spa Relaxation in Lakeshore Cottages Union Pier. Enjoy 4 bedrooms, 3 bathrooms, community pool, private hot tub, fire pit, indoor fireplace, and loft for the kids! Take advantage of the beach and explore beautiful Harbor Country. Relax and unwind in this luxurious updated getaway with plenty of sun filled space for all to enjoy year-round. Professional Wolf stove for the chefs. Book your stay today! Create lasting memories!

Superhost

A secluded in-ground pool is surrounded by lush greenery and landscaped gardens. Several lounge chairs are arranged near the pool, which reflects the sky above. Flowering plants and shrubs frame the scene, creating a peaceful outdoor retreat.

4.83 out of 5 average rating, 185 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

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.

5 out of 5 average rating, 226 reviews

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.

4.95 out of 5 average rating, 288 reviews

The exterior of a blue and white two-story guest house is featured, showcasing large windows and a covered outdoor bar area. A paved patio area can be seen in the foreground, bordered by landscaping with rocks and plants, with a black fence enclosing the outdoor space.

Guesthouse in Zeeland

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.

4.98 out of 5 average rating, 173 reviews

A fenced-in pool area features a clear water pool surrounded by a concrete deck. Lounge chairs and a dining set are positioned nearby, while a red umbrella offers shade. A slide is visible in the pool, with cornfields extending in the background under a cloudy sky.

Guesthouse in Cassopolis

Couples cottage with hot tub!

Come for a relaxing getaway in the country. Cook in our small kitchenette or use our Blackstone or fire pit. Located in a small hobby farm setting with sheep roaming the pasture. We also have a couple cats 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 swim in the pool or a soak in the hot tub and let the worries of life melt away during your stay.

4.93 out of 5 average rating, 135 reviews

A rustic cabin is embraced by lush greenery, featuring warm wooden siding and a welcoming porch. Several large windows allow natural light to illuminate the interior. Landscaping with a variety of bushes and stones enhances the inviting outdoor setting.

Cabin in Saugatuck

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.

Popular amenities for Casco Township rentals with a pool

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

5 out of 5 average rating, 14 reviews

Home in Three Oaks

Just Updated in Lakeside | Pool + Hot Tub + Porch!

4.94 out of 5 average rating, 123 reviews

A cozy living room is featured, showcasing two sofas with complementary cushions and a coffee table at the center. Natural light filters through sheer curtains, illuminating the space. A wall-mounted television is positioned near a window with a decorative tree artwork nearby.

Home in Caledonia

GRPoolcation : Work + Play + Stay (GR-Caledonia)

4.95 out of 5 average rating, 105 reviews

An outdoor firepit area is surrounded by teal-colored Adirondack chairs, creating a cozy space for gathering. The house features multiple windows illuminated at dusk, highlighting its charming architecture, while trees provide a natural backdrop, enhancing the outdoor setting.

Home in New Buffalo

NB Getaway w/HotTub,Pool,BBQ & Priv Screening Room

4.91 out of 5 average rating, 11 reviews

The exterior of a charming two-story farmhouse is surrounded by vibrant autumn foliage. A gravel driveway leads to the entrance, flanked by colorful landscaping. The house features a mix of dark siding and white trim, complemented by a welcoming front porch adorned with seasonal decorations.

Home in Saugatuck

Allegan Gardens

The living area features a cozy gas fireplace with a modern white mantel. Two comfortable armchairs are positioned near a round wooden coffee table, enhancing the inviting atmosphere. A large window allows natural light to fill the space, complemented by a decorative plant.

5 out of 5 average rating, 5 reviews

Haven House: Year-Round Swimming Pool & Hot Tub

The exterior of a modern cottage is showcased, featuring a two-story design with white siding, black shutters, and a charcoal-colored stone accent. A well-maintained front yard with shrubs and decorative gravel complements the entrance, which includes a covered porch and a single-car garage.

4.97 out of 5 average rating, 60 reviews

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

The exterior of a two-story house is shown, featuring light grey siding and a welcoming entrance with lavender double doors. A spacious deck with white railings provides access, surrounded by a green landscape and blue sky.

5 out of 5 average rating, 24 reviews

The Peacock

5 out of 5 average rating, 26 reviews

Manor on Meadow - Indoor Pool open year-round!

Condo rentals with a pool

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

5 out of 5 average rating, 15 reviews

Condo in Saugatuck

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

5 out of 5 average rating, 20 reviews

An indoor swimming pool is framed by large windows allowing natural light to fill the space. Comfortable chairs are positioned around the pool area. A shallow section with stairs is visible, alongside a section designated for lounging. The ambiance is relaxed and welcoming.

Condo in South Haven

Lake Effect Loft +Beach+Downtown+Pool+Hot tub

4.93 out of 5 average rating, 54 reviews

The open-layout living area features a cozy sofa facing a gas fireplace, with two green armchairs positioned nearby. Large windows allow natural light to fill the space. A colorful wall art piece adds a touch of design, complemented by a coffee table with magazines.

Condo in Douglas

Northern Lights 2 Bed 2 Bath With Pool

4.97 out of 5 average rating, 35 reviews

A spacious deck is shown, featuring a wooden table with an umbrella and string lights illuminating the area. The view of the ocean is visible in the background, with a sunset casting soft colors in the sky. The side of the building is also visible, with multiple windows.

Condo in Coloma

Amazing Beach Condo with pool and great sunsets!

5 out of 5 average rating, 24 reviews

Condo in South Haven

South Haven North Shore condo

4.91 out of 5 average rating, 33 reviews

A spacious kitchen features warm wooden cabinetry and an expansive granite countertop. A round breakfast bar with stools provides seating, and modern appliances, including a refrigerator, are visible. Natural light floods the area through multiple windows, enhancing the inviting atmosphere of the space.

Condo in Saugatuck

Birds Nest | 2BR | Downtown Saugatuck

5 out of 5 average rating, 47 reviews

An aerial view captures a marina lined with boats, surrounded by lush greenery and residential buildings. The water reflects the sky, with scattered clouds and distant hills visible. The scene showcases a vibrant community atmosphere alongside the waterfront.

Condo in Spring Lake

Luxury Two-Bedroom Condo on the Marina

Other holiday rentals with a pool

4.92 out of 5 average rating, 24 reviews

Steps lead down through lush greenery to a sandy beach beside Lake Michigan. The calm blue water stretches into the horizon, while the clear sky creates a bright and open atmosphere. The wooden steps provide easy access to the beach area.

Apartment in South Haven

North Shore Hideaway

Townhouse in Saint Joseph

A spacious balcony features a small table and chairs, overlooking a serene marina. The sun shines brightly on the water, reflecting off the surface, while the surrounding docks and distant buildings create a tranquil atmosphere.

5 out of 5 average rating, 8 reviews

Marina Sunset: Savor Fall Flavors in Saint Joseph

4.99 out of 5 average rating, 70 reviews

Apartment in South Haven

Indoor pool & hot tub•Great location•upscale•bikes

Campervan/RV in South Haven

The spacious fifth wheel RV is parked on a paved lot, with an extended awning providing shade. Several outdoor seating chairs and a picnic table are positioned nearby. A black and white patterned rug enhances the outdoor space, while green grass surrounds the unit under a clear blue sky.

4.97 out of 5 average rating, 29 reviews

Luxury Camping/Group or Family/*no site fees*

4.87 out of 5 average rating, 63 reviews

A charming yellow home is surrounded by a well-maintained garden, featuring lush greenery and colorful flowers. The entrance is enhanced by a white railing, and pathways lead through the landscaped yard, which is neatly bordered by black wrought iron fencing.

Home in Saugatuck

Only deluxe home walk to town , water, pool,FP

Holiday home in Stevensville

An aerial view captures a lakeside community featuring numerous chalet-style homes. Lush greenery surrounds the area, with the shimmering expanse of Lake Michigan visible in the background. A swimming pool and recreational facilities can be seen, along with parking areas and sandy volleyball courts.

4.93 out of 5 average rating, 69 reviews

A-Frame On Lake Michigan - beach, sports, + pool

5 out of 5 average rating, 59 reviews

The historic Gove Schoolhouse is displayed, featuring a white exterior with a steep roof and a small bell tower. An American flag is mounted on a pole in front of the building, which is surrounded by a grassy area and trees.

Home in Ada

The Gove Schoolhouse