Holiday rentals with a pool in Holland

4.92 out of 5 average rating, 126 reviews

Apartment in Saugatuck

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 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, 231 reviews

Driftwood Shores-Enjoy a Winter Getaway!

Spring is coming! We are an excellent base for the Holland Tulip Festival and are open from May 1 - 8. 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.

4.96 out of 5 average rating, 132 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

4.94 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.

4.92 out of 5 average rating, 177 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.

An inviting outdoor area is featured, showcasing a heated pool beside a vibrant garden filled with blooming flowers. Stylish lounge chairs are positioned near the pool, while a shaded bar area is adorned with ferns and colorful blossoms, creating a relaxing retreat.

4.91 out of 5 average rating, 100 reviews

The Oasis Retreat

The Oasis Retreat, located right outside downtown South Haven, is perfect for year round adventures & only 4 block walk from downtown. It boasts a heated pool, hot tub, outdoor bar, backyard, 2nd unit, & fire pit. Ideal for families it includes Wi-Fi, kitchen, laundry, patio, outdoor bar, outhouse, & more. Hot tub: Open Year Round Pool: Mid-May to Mid-October If unavailable, consider our nearby properties: 1) https://www.airbnb.com/slink/PSGEaadD 2) https://www.airbnb.com/slink/R5t9UwVUk

4.92 out of 5 average rating, 132 reviews

An outdoor heated pool is situated adjacent to a modern building, featuring a gently sloping entrance with stainless steel handrails. Lounge chairs are positioned nearby, offering a space for relaxation. The castle-like structure looms in the background, showcasing its distinct architectural design.

Flat in Grandville

2 bed 2 bath apartment in Castle

Come stay in this unique 2 bed 2 bath apartment within the worlds second largest castle. Our amenities include an outdoor heated pool (Closed September 15th), library, game room, & fitness room. Want to spend the day at the lakeshore? It's only 30mins away. Or go downtown for events, concerts, restaurants, breweries and more. We are just 8 minutes from downtown Grand Rapids. This unit has designated parking close by, keyless entry, short walk to the apartment from parking for easy access.

4.97 out of 5 average rating, 238 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 Spring Break! Mini Resort Indoor Pool&Sauna

Current availability March 13-28, April 1-3 Summer is booking up! Don’t wait! *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!

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

4.96 out of 5 average rating, 152 reviews

The exterior of the Garden House Cottage is framed by lush greenery and landscaped gardens. A charming red barn-style structure features multiple large windows and a metal roof, inviting natural light into the interior spaces.

Barn in Hamilton

The Garden House Cottage at Redbud Farm

It's summer at Redbud Farm! The Garden House Cottage is a beautifully remodeled old farm barn. Modern boho farmhouse style. This place has charm galore. You'll love the peace and quiet of the country and the gardens are professionally landscaped and maintained. Enjoy the views of the English potager style garden right out the window while relaxing on the queen bed. Traveling with friends/family? Check out my other listing The Granary at Redbud Farm.

4.95 out of 5 average rating, 287 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 Holland rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.88 out of 5 average rating, 147 reviews

A private pool area is framed by a white fence, featuring a clear blue pool surrounded by lounge chairs. Lush greenery and a large tree provide shade, while the serene view of Lake Chapin and distant trees is visible in the background.

Home in Berrien Springs

Lake House Retreat on the water

4.94 out of 5 average rating, 133 reviews

An outdoor area features a shaped pool surrounded by a grassy yard, enclosed by a white fence. Several lounge chairs are arranged on the concrete deck. Two colorful floats are placed in the pool, and residential homes are visible in the background.

Home in Caledonia

Poolcation : Work + Play + Stay (Grand Rapids)

4.92 out of 5 average rating, 12 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

4.88 out of 5 average rating, 104 reviews

Home in Watervliet

Private Pool-150 Acres of Nature, Red House

4.98 out of 5 average rating, 43 reviews

An inviting exterior view of the home showcases a spacious deck leading to a beautifully lit dining area. The in-ground pool displays clear water, reflecting the soft glow from the outdoor lights. Surrounding greenery enhances the tranquil setting.

Home in Norton Shores

Pineapple Shores Pool Retreat

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, 61 reviews

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

4.84 out of 5 average rating, 51 reviews

The image showcases a crystal-clear inground pool, framed by a spacious deck and surrounded by a fenced backyard. A two-story home with blue shutters is visible in the background, complemented by outdoor seating arrangements and a large umbrella providing shade.

Home in Grand Rapids

Huge pool home close to Downtown GR & airport

A warm living area features a stone fireplace beneath a large television displaying a scenic image. Comfortable leather and accent chairs are arranged around a coffee table. Natural light enters through the windows, highlighting the wood flooring and inviting decor.

4.97 out of 5 average rating, 76 reviews

Marina Resort/2 Spacious Living Room/game RM Bar/

Apartment rentals with a pool

4.95 out of 5 average rating, 22 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, 5 reviews

A bright living area is highlighted by a circular coffee table and comfortable seating arrangements. Large windows allow natural light to fill the space, and a colorful area rug adds warmth. Decorative elements include a ceiling fan and wall art, enhancing the inviting atmosphere.

Apartment in South Haven

Blue Haven on the River

4.93 out of 5 average rating, 55 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, 25 reviews

Apartment in South Haven

South Haven North Shore condo

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.

Apartment in Coloma

Amazing Beach Condo with pool and great sunsets!

4.91 out of 5 average rating, 35 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.

Apartment 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.

Apartment in Spring Lake

Luxury Two-Bedroom Condo on the Marina

4.9 out of 5 average rating, 10 reviews

An open living area showcases modern furnishings, including a spacious dark sofa and two black armchairs. A coffee table sits on a blue area rug, with a dining area featuring white barstools at a light-colored island. Natural light is provided by recessed ceiling lights and windows.

Apartment in Spring Lake

Gorgeous Waterfront Condo on Spring Lake w/ pool

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

4.85 out of 5 average rating, 52 reviews

The outdoor space features a large swimming pool surrounded by vibrant greenery and colorful flowers. Lounge chairs, including green and white Adirondack chairs, are positioned on a well-kept lawn. A patio umbrella provides shade near the pool, enhancing the inviting atmosphere.

Guest suite in Hastings

Silo Gardens - Garden Suite

4.96 out of 5 average rating, 48 reviews

A spacious heated pool is surrounded by neatly arranged lounge chairs and green shrubs. The sun shines brightly in a clear blue sky, and nearby trees provide a sense of privacy. A light blue canopy is positioned over one section of the pool area.

Flat in Douglas

Douglas/Saugatuck Tulip time!

4.96 out of 5 average rating, 76 reviews

An open-concept living space features large windows with natural light illuminating the room. A spacious kitchen with dark wood cabinetry is visible in the background, complemented by a long dining table. A comfortable sofa with decorative pillows faces the seating area, promoting relaxation.

Flat in South Haven

Old School Condo/Loft in South Haven

Guest house in Norton Shores

A serene pool area features a sparkling blue pool surrounded by colorful lounge chairs. An umbrella provides shade over a seating area with comfortable furniture, where two guests are seated. Lush greenery and decorative planter boxes enhance the inviting outdoor space.

5 out of 5 average rating, 22 reviews

The Pool House on Nassau~King bed

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, Private Pool 2026

4.93 out of 5 average rating, 58 reviews

A well-maintained private pool is surrounded by a spacious patio, featuring lounge chairs and tropical greenery. The pool’s clear blue water invites relaxation, while the backdrop of trees adds a sense of tranquility. A basketball hoop stands nearby, enhancing outdoor recreational options.

Villa in Saugatuck

#Saugatuck Lodge w Private, Heated Pool, hot tub 🛶