Holiday rentals with a pool in Mackinaw City

Guest suite in Harbor Springs

A modern home is set on a forested hillside, surrounded by bare trees and a gentle slope. The structure is constructed from stone, with a multi-level appearance, and is positioned away from the road, providing a sense of seclusion.

4.98 out of 5 average rating, 124 reviews

Harbor Springs hilltop home.

NEW IN 2025: EV charger! The space is 2 bdrms, 2 full baths & living area of my upstairs. I live on the main floor. There is a divider in the front entry to keep the spaces separate. There is a separate entrance for guests. My home is across the valley from the Highlands and 1/2 mile North of Nubs Nob entrance. 10-15 min. to Harbor Springs/Petoskey. To winter guests, the hill up to the house is very steep. 4 wheel/all wheel drive is necessary. The hot tubs and pools are part of my association.

A stone patio features several wooden Adirondack chairs arranged around a fire pit, surrounded by tall trees. A calm lake can be seen in the background, dotted with boats, and sunlight filters through the branches, creating a serene atmosphere.

4.85 out of 5 average rating, 131 reviews

Updated Lakefront Cottage for Hot Tub Lovers

Come unwind at Channel Lodge! A cozy, newly updated 3 bedroom, 2 bath lakefront cabin, private hot tub tucked in the heart of Lake Arrowhead — a peaceful, private 640 acre community perfect for year round getaways. This beautiful all sports lake includes fishing, swimming, kayaking, etc. LA is always known for its adventurous trails for SxS & snowmobiles. We are conveniently located within 20-60 minute drive from various skiing resorts, including Boyne Mountain, Treetops, & Otsego Club Resort.

A two-story lodge style home is framed by lush greenery, featuring a wraparound deck with a warm wooden railing. A private balcony is visible on the upper floor. The exterior showcases a combination of natural stone and wooden siding, complemented by expansive windows.

4.92 out of 5 average rating, 100 reviews

Stunning Cabin - Arcade & Pickleball - sleeps 13

Welcome to Porcupine Lodge, relax with the family or enjoy some time away with your friends! Located 1 mile into Michaywé golf community and 12 minutes from Downtown Gaylord, our cottage provides ample privacy with empty lots on both sides, but easy access to 17 golf courses, 2 ski resorts, miles of snow mobile trails, along with dozens of bars and restaurants. Enjoy the multiple entertaining areas, brand new kitchen, natural gas grill and the Michaywé indoor/outdoor pools, hot tub and sauna.

4.98 out of 5 average rating, 164 reviews

The outdoor area features a private hot tub with illuminated water, surrounded by trees. A wooden deck leads to a fire pit area with seating and a propane grill nearby. The serene lake reflects the surrounding nature, creating a peaceful ambiance.

Cottage in Gaylord

Waterfront Cottage: Hot Tub, Wood Stove, Scenic

Welcome to Greenhouse Cottage! Relax in this lakefront home on all-sports Buhl Lake! This home is newly updated, professionally decorated & ready to host your favorite travel memories. Just under 20 min from Treetops & Otsego and under 30 min from Boyne & Schuss ski resorts for all your downhill thrills! Trail 4 Access. Mod furniture, hot tub, wood stove, fire pit, kayaks, paddle board, outdoor heated pool (Summer only), and ATV Trails await. Your ideal home away from home is waiting for you!

4.9 out of 5 average rating, 100 reviews

Cabin in Gaylord

The Beige House in Lake Arrowhead

Experience the tranquility of a charming 4-bedroom cottage nestled in the picturesque Lake Arrowhead, featuring a refreshing atmosphere and abundant natural light. Enjoy a heated outdoor pool and access to all-sports Buhl Lake! Gaylord, Michigan offers something for everyone, with activities like swimming, boating, golfing in summer, and skiing and snowmobiling in winter. Boyne Mountain is just 30 minutes away, while Traverse City, Mackinaw Island, and Petoskey are all within an hour's drive!

4.9 out of 5 average rating, 104 reviews

The living area features a cozy sofa placed near a fireplace, with a large window allowing natural light to fill the space. A dining table with wooden chairs is positioned in the foreground, complemented by decorative artwork on the walls.

Condo in Harbor Springs

Relaxing Getaway in Harbor Springs!

Located in Harbor Springs, the perfect year-round getaway in Northern Michigan awaits. Tucked away in a peaceful location, Trout Creek condos are on 150 acres with many amenities for all to enjoy! Indoor & outdoor pools, tennis courts, gym, hiking trails and more! Enjoy area golf courses, ski hills, lakefront & restaurants. -Located next to Nubs Nob and The Highlands -Complimentary shuttle to Nubs Nob (weekends) -Close to Harbor Springs & Petoskey - Mackinac Island Bridge (30 miles)

4.98 out of 5 average rating, 107 reviews

An indoor pool area features clear blue water and decorative palm trees. A yellow water slide spirals down into the pool beside several lounge chairs. Gentle water fountains create a soothing ambiance, while large windows provide natural light to the spacious environment.

Home in Elmira

April Discounts! Pet friendly!

Whether you enjoy skiing, snowmobiling, golfing, orv'ing, sightseeing, or just lying on the beach, we have it all. So come hit the trails or enjoy our golf course then when done for the day, head back to a flaming fireplace or watch the stars by the firepit in summer. Resort amenities including the beach, when open, are available at ADDITIONAL COST and registration. We are pet friendly with a 2 dog maximum, no cats. Security cameras are facing front porch,driveway and back door.

4.97 out of 5 average rating, 235 reviews

A spacious living area features a rustic stone fireplace, with a warm glow emanating from a crackling fire. Soft brown sofas are arranged around a wooden coffee table, and large windows invite natural light from the surrounding forest, enhancing the comfortable ambiance.

Cabin in Bellaire

Secluded Cabin w/ Loft & Fireplace at Schuss Mtn.

This 2 bedroom updated cabin with bonus loft (3 bed total) for additional sleeping space is located on a quiet cul-de-sac at Schuss Mountain in Shanty Creek Resort. The resort includes year round excitement including 5 golf courses, restaurants, skiing, hiking trails, and multiple indoor/outdoor pools. The town itself has unique shops as well as great local food and beverage options. Bellaire is also near popular destinations including Traverse City, Petoskey, and Charlevoix.

4.96 out of 5 average rating, 244 reviews

Chalet in Gaylord

Bear’s Den ~ Hot Tub, 2 Pools,Kayaks,Skiing&Trails

Leave your worries behind at this spacious and charming 3-bedroom chalet, set on a peaceful lake with a private outdoor hot tub. Just 6 miles from downtown Gaylord, this Alpine retreat is perfect for year-round family fun. Spend your days kayaking, swimming, fishing, or barbecuing on the deck, then unwind on the dock or soak in the hot tub as the sun sets over the water. Whether summer adventures or snowy getaways, this lakefront chalet is the perfect Up North escape.

4.99 out of 5 average rating, 144 reviews

A bright living area features large panoramic windows showcasing soothing lake views. A comfortable gray sofa faces a small wooden table, while two woven chairs are positioned at the window. Elegant light fixtures hang from the ceiling, enhancing the open space with a touch of sophistication.

Condo in Traverse City

Beachfront Oasis | Pool+Hot Tub

Escape to paradise in our luxurious beachfront condo, where the sugary sand and lake are just steps away from your door. Perfect for couples and families, this condo promises a memorable and comfortable vacation. Wake up to the sound of waves, breathe in fresh air from your private balcony, take a dip in the pool and relax in the hot tub. Pamper yourself with a soak in the soaker bathroom tub. Come create unforgettable memories at your beachfront oasis!

A wooden deck is captured through a large glass door, surrounded by lush greenery. Several metal chairs and a small table are positioned on the deck, providing a serene view overlooking a lake and rolling hills in the background.

4.82 out of 5 average rating, 126 reviews

Shanty Creek/Bellaire/Golf Northern Sunset Retreat

Perfect Couples Getaway! Enjoy all four of Michigans spectacular seasons from this peaceful /spacious studio condo located within the beautiful Shanty Creek/ Schuss Mountain resort. You can either enjoy the day from the back deck with soaring views overlooking Lake Bellaire as well as the 2nd hole of the Legend Golf Course or exploring the many sites only Northern Michigan can provide. We can't wait to Host you and your family in our special retreat

4.94 out of 5 average rating, 119 reviews

An open living area features high cathedral ceilings with large triangular windows allowing natural light to fill the space. A spacious sectional sofa is positioned on a patterned area rug. A staircase leads to the upper level, and a dining area is visible in the background.

Chalet in Gaylord

New Secluded 3 Br Luxury Chalet!

A beautiful 3 Bedroom 2 Bath Chalet sits in a peaceful secluded neighborhood in the highly regarded Michaywe community. The house is newly decorated and ready to welcome you and your family. The property sits on a double lot with a lot of nice views from the large windows and deck. The high cathedral ceilings are also a site to take in. The location is also just 15 minutes out of downtown Gaylord and close to many attractions all year round.

Popular amenities for Mackinaw City rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.97 out of 5 average rating, 34 reviews

The living room features a warm, inviting fireplace flanked by two comfortable chairs and a spacious sofa. A coffee table centers the space, and large windows allow natural light to fill the area. Wall-mounted television above the fireplace provides entertainment options.

Home in Harbor Springs

Charming condo for sun or snow. 3 King Beds!

5 out of 5 average rating, 17 reviews

CedarPeakHideout~Hot Tub~Sauna~Lake

4.88 out of 5 average rating, 43 reviews

Northern Michigan Summer-Gaylord's Alpine Village

4.8 out of 5 average rating, 60 reviews

A spacious two-story house is set amidst a snowy landscape, with a front porch and balconies visible. The building features a combination of dark gray and white siding, flanked by tall trees. Soft lighting is emanating from the windows, creating a welcoming appearance.

Home in Grayling

Pine Acres Getaway North

4.99 out of 5 average rating, 85 reviews

A charming mobile home is surrounded by lush greenery and features multiple large windows. A shaded porch with steps provides access to the entrance. The well-maintained exterior is complemented by landscaping that includes stone borders and grass, offering a welcoming atmosphere.

Home in Alanson

Glamping Galore

4.97 out of 5 average rating, 29 reviews

A spacious living area features high ceilings and a stone fireplace as the focal point. A large gray sectional sofa is arranged around a decorative rug, with a coffee table at its center. Large windows provide natural light, enhancing the open atmosphere.

Home in Mancelona

New! On the golf course home “The Crabby Shack”

4.85 out of 5 average rating, 13 reviews

Home in Bellaire

4BR A-Frame | Schuss Mtn |Torch Lake | Pool Access

A contemporary chalet is surrounded by vibrant autumn foliage, showcasing a large deck with wooden railing. Steps lead from the deck to the forest floor, while large windows offer views of the tranquil woodland. The structure exudes a welcoming charm within its natural setting.

4.98 out of 5 average rating, 121 reviews

Timber Valley Chalet Ask about seasonal discounts

Condo rentals with a pool

A lush landscape is presented, showcasing a wide expanse of vibrant green grass. Surrounding trees exhibit a variety of shades of green, creating a natural and serene environment. The open space extends towards the horizon under a bright sky, enhancing the peaceful setting.

4.93 out of 5 average rating, 134 reviews

Breathtaking Sunsets

4.9 out of 5 average rating, 147 reviews

A modern kitchen island features a gray countertop and a decorative tray at its center. Four black bar stools with gold legs provide seating. Light wood flooring complements the bright, airy atmosphere created by nearby windows.

Condo in Cedar

Leelanau Townhouse Retreat at Sugarloaf

4.8 out of 5 average rating, 223 reviews

The bedroom features a spacious bed adorned with soft cushions and a light blanket. Two bedside tables with lamps flank the bed, and a glass table sits in front. Large windows allow natural light to illuminate the space, offering a view of the surrounding trees.

Condo in Boyne Falls

BunnyHill: Outdoor Heated Pool- Summer

4.87 out of 5 average rating, 121 reviews

A spacious multi-level condo is nestled among the trees, featuring large windows that provide ample natural light. A wooden deck extends from the main structure, furnished with chairs for outdoor relaxation. The design reflects a modern aesthetic, blending harmoniously with the surrounding nature.

Condo in Harbor Springs

Coveside Retreat: Beach, Pools, Hiking, Skiing

A scenic view is framed by lush green trees, revealing a sweeping landscape of rolling hills and fields. The tranquil setting showcases a blend of sunlight and shadow, highlighting the natural beauty of the surroundings.

4.84 out of 5 average rating, 108 reviews

Golf/Lakes Retreat Shanty Creek Mi 1 Bedroom Loft

4.84 out of 5 average rating, 101 reviews

A white vehicle is parked on a paved driveway beside a landscaped area featuring colorful flowerbeds. The entrance to the unit is visible, with large windows allowing natural light to enter.

Condo in Petoskey

LakeSide Club #59 across from heated indoor pool

4.94 out of 5 average rating, 192 reviews

Condo in Traverse City

Sauna Beach Haven 106: Beach Access|Tart Trail

The living area is visible from above, featuring two green armchairs with decorative pillows, a coffee table, and a spacious brown couch. The kitchen area is equipped with wooden stools, a sink, and cooking appliances, while large windows allow natural light to enter the space.

4.74 out of 5 average rating, 110 reviews

Shanty Creek Lake View Condo

Other holiday rentals with a pool

4.98 out of 5 average rating, 57 reviews

An open-concept living area displays a spacious sectional sofa adorned with neutral throws, complemented by a central coffee table. Natural light filters through large windows, illuminating the wood floor and enhancing the modern decor featuring a stylish area rug. A staircase leads to an upper level with a view of the kitchen.

Cottage in Bellaire

Latitude 44

4.97 out of 5 average rating, 36 reviews

A bright and spacious living area is displayed, featuring large bay view windows that allow natural light to enter. Comfortable seating is arranged around a coffee table, while a dining table with chairs overlooks the water. A smart TV is mounted on the wall, offering entertainment options.

Condo in Traverse City

Beachfront Balcony Condo with Jetted Tub

4.99 out of 5 average rating, 93 reviews

The chalet stands among lush trees, featuring a wooden deck that wraps around the structure. Large windows create an open feel, allowing natural light to flood the interior. Outdoor seating is arranged on the deck, enhancing the connection with nature.

Chalet in Bellaire

Chalet | Shanty Creek | Golf | Torch Lake | Pool

4.88 out of 5 average rating, 25 reviews

The main cabin features a warm wooden exterior with multiple windows and a sloped roof. A well-maintained lawn surrounds the structure, complemented by lush greenery and colorful flower beds. The tranquil setting is enhanced by a soft sunset glow in the background.

Cabin in East Jordan

Spacious Cabin • Pool • Game Room • No Bunkbeds

5 out of 5 average rating, 51 reviews

A spacious exterior view of a multi-level home featuring a warm stone fireplace and a wrap-around deck. Comfortable outdoor furniture is set on the deck, surrounded by well-maintained greenery and landscaped areas.

Holiday home in Gaylord

Largest 6-Bdrm Townhouse at the Otsego Resort

4.95 out of 5 average rating, 41 reviews

The rustic cabin features a warm red exterior, surrounded by tall trees and lush greenery. A spacious deck is visible on the upper level, providing a serene view of the well-maintained lawn and dense woods that frame the property.

Cabin in Gaylord

Ski & Tee Cabin at Otsego

A spacious kitchen area features a large granite countertop, designed for both cooking and casual dining. In the background, a comfortable living space is visible with large windows allowing natural light, and cozy seating arrangements complement the warm wooden accents.

4.96 out of 5 average rating, 27 reviews

Shanty Creek Retreat