Holiday rentals with a pool in Grand Haven

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.

4.92 out of 5 average rating, 125 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!

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

4.97 out of 5 average rating, 229 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.

4.93 out of 5 average rating, 136 reviews

A well-maintained street scene displays a colorful peace flag hanging from a porch adorned with flowers. Sidewalks are visible, leading along a tree-lined road. Nearby buildings reflect a mix of local businesses, creating a vibrant community atmosphere. Clear blue skies complement the setting.

Home in Lakeside

Downtown Lakeside Muskegon-main road to Lake MI

DOWNTOWN LAKESIDE Muskegon, main road to the beach. One of many 5 star homes in Muskegon You will be right downtown Lakeside with city noises, Muskegon Lake, and the marina behind you. Walk to the Milwaukee ferry . Paved bike trails here. 2.5 miles to Lake MI. Use our free bikes, or kayaks for use on Muskegon Lake near by . Walk to candy store, bars, donut shop, restaurants, distillery, pizza, & shops.HOT TUB could be closed due to weather. Check with us. We require a credit card hold here

4.94 out of 5 average rating, 116 reviews

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

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, 105 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, 170 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.

4.97 out of 5 average rating, 235 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.

Apartment 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.

4.97 out of 5 average rating, 154 reviews

Home in West Olive

Book New Years!- Mini Resort Indoor Pool&Sauna

Stay for New Year’s or Spring break Current availability 12/15-19 12/31-1/5 New Years! March 13-April 13 *NO PARTIES&no persons outside of your originally contracted group may visit the property during your stay.* This property is a perfect getaway situated between Holland, Grand Haven & Grand Rapids right on Lakeshore Dr. Our home sits up on a hill overlooking a beautiful 6 acre pond. You will feel as though you are at your own personal resort w/private heated indoor pool & sauna!

4.87 out of 5 average rating, 132 reviews

A circular patio area features multiple red Adirondack chairs arranged around a firepit. A gazebo is visible in the background, surrounded by lush greenery, with the sun setting over the calm waters of Lake Michigan, creating a serene atmosphere.

Home in Norton Shores

Luxury on Lake Michigan

This luxurious 5500 square foot Lake Michigan beach homes sits on a beautiful 2 acre "estate like" setting directly on Lake Michigan. The home has 6 bedrooms, 4 bathrooms, central air, pool table, heated inground pool, hot tub, gas grill, firepit patio, gazebo, basketball hoop, and large deck with two patios sets. The family chef will love the large kitchen complete with double oven and 6 burner gas stove and well stocked kitchen. This is a true gem and offers everything.

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-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.

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.

Guest house 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.

Popular amenities for Grand Haven rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

A private heated pool glistens under soft lighting, surrounded by lush trees. Nearby, a shaded gazebo with seating for eight offers a relaxing outdoor dining experience. Lounge chairs are positioned for comfort, and a basketball hoop adds a playful touch to the serene landscape.

5 out of 5 average rating, 40 reviews

Luxury Escape • Hot Tub, Game Room, Heated Pool

4.94 out of 5 average rating, 124 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)

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

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

4.97 out of 5 average rating, 35 reviews

Home in Douglas

Riverdance - Spa Always Open Heated Pool 5/7-10/13

4.73 out of 5 average rating, 11 reviews

A welcoming living area features a light grey sectional sofa and a dark coffee table. A television is mounted on the wall above a wooden shelf, while subtle nautical-themed pillows add decor. Natural light is diffused through floor-length grey curtains.

Home in Whitehall

Lake house retreat Heated Pool!

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

5 out of 5 average rating, 60 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

Apartment rentals with a pool

The exterior of the spacious condo is shown, surrounded by lush greenery and mature trees. A patio area with outdoor seating is visible, and the structure's multiple levels reveal balconies overlooking the green lawn, inviting relaxation and enjoyment of nature.

4.56 out of 5 average rating, 25 reviews

Amazing Bayview: Pool, Views, Downtown, Balcony

A bright living space features a striped couch adorned with decorative pillows. A light wooden coffee table displays a book, and two wooden stools are positioned near a bright kitchen area equipped with white cabinetry and modern appliances.

5 out of 5 average rating, 23 reviews

Holiday Hill Apartment 701

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.

Apartment in South Haven

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

5 out of 5 average rating, 17 reviews

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

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.

Apartment in Douglas

Northern Lights 2 Bed 2 Bath With Pool

5 out of 5 average rating, 24 reviews

Apartment in South Haven

South Haven North Shore condo

5 out of 5 average rating, 12 reviews

An indoor heated pool is enclosed by large glass windows that allow natural light to fill the space. Comfortable lounge chairs are arranged nearby, alongside a pool ladder leading into the clear blue water. The brick walls contribute to a modern and inviting ambiance.

Apartment in South Haven

Schoolhouse Suite: Indoor assoc. pool, hot tub!

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.

4.91 out of 5 average rating, 33 reviews

Birds Nest | 2BR | Downtown Saugatuck

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.

Flat in South Haven

North Shore Hideaway

4.67 out of 5 average rating, 3 reviews

Townhouse in Holland

The Bridgeport Luxury Townhome, Pool, Hot Tub, Gol

Holiday home in South Haven

A spacious outdoor patio area is furnished with comfortable seating and a table. An umbrella provides shade, while the surrounding greenery enhances the tranquil ambiance. A view of the marina is visible through the glass railing, inviting relaxation and social gatherings.

5 out of 5 average rating, 80 reviews

Blue Shore @MarinaResort Waterview/Pool/SunRoom

Campervan/Motorhome 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*

4.95 out of 5 average rating, 20 reviews

A seasonal above-ground pool is surrounded by a wooden deck, reflecting clear blue skies and greenery. Sunlight enhances the inviting appearance of the pool, which is situated in a spacious backyard, bordered by trees and a nearby house.

Home in Holland

1 Happy Acre

4.98 out of 5 average rating, 59 reviews

The modern farmhouse is showcased with crisp white siding against a backdrop of green trees. Features include a metal roof, large windows, and a porch with outdoor seating. A shaded area with a screened porch is visible, enhancing the inviting exterior space.

Cottage in South Haven

Cheerful Cottage, Walk to beach, Pool coming 2026

4.81 out of 5 average rating, 27 reviews

A serene riverside view showcases a well-maintained lawn leading up to a cozy retreat surrounded by trees. Stairs can be seen ascending from the water to the deck area. A breeze-capturing sail adds a touch of charm to the outdoor space.

Guest suite in Rockford

Eagles Nest on the Rogue Lower Level Private Suite