Holiday rentals with a pool in Petoskey

4.87 out of 5 average rating, 161 reviews

A spacious home exterior is showcased, featuring a combination of wood and stucco materials. A set of stairs leads to a welcoming entrance, flanked by lush greenery and decorative lighting. Large windows provide a glimpse of the interior, surrounded by well-maintained landscaping.

Apartment in Boyne Falls

Luxury Rental on Boyne Mountain, 5 bedrooms/4 bath

THE PLACE TO BE on Boyne Mountain...walk to everything + enjoy 4 seasons of fun! We love Boyne Mountain and are excited to share our fabulous Boyne home with you. Our 5 bedroom/4 bathroom (sleeps 20!) condo/home is updated with new, luxury touches ... custom log beds, new mattresses, plush spa towels and bedding, new couches, new kitchen and in-house Starbucks with a Kuerig! Updates galore and custom! We are proud to be able to offer our sparkling home (smoke free/pet free) for your enjoyment!

4.98 out of 5 average rating, 169 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

Lakefront Cottage: Hot Tub, Pool, Fire Pit, Kayaks

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!

5 out of 5 average rating, 9 reviews

Apartment in Petoskey

Lakeside Club -1 Bedroom Cozy Condo w/Lake Access

Nestled in between Petoskey and Harbor Springs you will find this cozy 1 bedroom condo. Amazing location offering lake/beach access & use of many amenities including - indoor pool & spa, tennis & pickleball courts, basketball & much more. This condo offers a private forest feel with being a stone's throw from many shops, restaurants, & wineries. A short jaunt across the street is Petoskey State Park & Little Traverse Wheel way a 26 Mi bike & walking path connecting Harbor Springs to Charlevoix.

4.98 out of 5 average rating, 102 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

Nestled in the trees, private Chalet @ Schuss Mo. offers 4-bed/3-bath retreat all seasons. Sleeps 12. Close to chain of lakes, golf/ski resorts. 4 bedrooms, 3 full baths, cozy loft, & walk-out basement. Main floor boasts a 30’ cathedral ceiling, creating an inspiring & open atmosphere. Fully equipped kitchen has 8 person table, fridge, microwave, DW, & oven. Walk-out basement is a kid’s paradise with a 65” TV, air hockey, record player, darts, board games, & more! Pool access (indoor & out).

The exterior of the end unit is presented, featuring a neutral-colored façade and a pathway leading to the front door. An American flag is displayed on the building, surrounded by lush greenery and well-maintained landscaping. Windows offer glimpses of the interior, enhancing the inviting appearance.

4.91 out of 5 average rating, 144 reviews

Spacious End Unit ~ Near Skiing, Indoor Pool

Life is better at The Cove when staying at Cottage Cove! Brand new club house with Indoor pool and hot tub, outdoor pool - seasonal The best of what Harbor Cove offers. End unit, one of the largest with two masters, cul-de-sac w/private wooded views. Close to everything! Nubs, Boyne Highlands, Harbor Springs, Petoskey, Bay Harbor, Mackinac. Cottage Cove is our family vacation home, we welcome respectful families, couples & mature adults to enjoy as their own vacation home. NOT a party house.

4.86 out of 5 average rating, 186 reviews

A serene beach area is presented with several lounge chairs arranged along a sandy shore, facing a calm lake. A solitary tree provides shade, while gentle waves ripple in the distance under a clear sky.

Apartment in Petoskey

Rare Beachfront Condo on Pvt Round Lake Petoskey

Relax on the deck or sandy beach just footsteps from your door, at desirable Lakeside Condo's, on beautiful/private Round Lake. This comfortable studio condo location offers loads of nearby summer, (3.5 Miles to Nubs and Boyne Highlands Ski Resorts) and colorful autumn and snowy events, shopping and area attractions in Petoskey, Harbor Springs and Charlevoix. Just a 5 minute walk to the fabulous Toski Sands market for your food and beverage needs. Enjoy the indoor pool and hot tub year round.

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.

4.87 out of 5 average rating, 127 reviews

Coveside Retreat: Beach, Pools, Hiking, Skiing

This large, end-unit 5-bedroom, 3 bath condo is great for large families or gatherings of friends at Harbor Cove. Tucked into the woods with nature trails to hike, sandy lake Michigan shoreline and indoor/outdoor pools. Close to golf courses and wineries. 5 miles from Boyne Highlands and Nubs Nob, for winter enthusiasts who enjoy skiing and snowboarding. A short drive, or bike ride to downtown Harbor Springs and Petoskey for dining, movies and shopping. Note this is not a party house!

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, 129 reviews

Harbor Springs hilltop home.

NEW IN '25: EV charger! The space is 2 bdrms, total of 2 beds. 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. Winter guests: the hill up to the house is very steep. 4 W/all wheel drive is needed. Hot tubs and pools are part of my assoc.

A comfortable living area features a dark brown sectional sofa with decorative throw pillows. A wooden coffee table is centered in front of a cozy fireplace with a stone surround. Large windows provide a view of the outdoor space, complemented by light-colored curtains.

4.98 out of 5 average rating, 99 reviews

***NEW!*** Relaxing Retreat with Amenities Galore!

Immerse yourself in the rustic serenity of Northern Michigan while enjoying the modernized amenities that this newly listed location offers. Relish in the relaxing comforts of home, including an open floor plan, well-appointed full kitchen, master bedroom with a spacious attached bath, washer/dryer, outdoor patio, and a warm fireplace for those snowy nights. The many amenities include indoor/outdoor pools, hot tubs, pickleball, tennis, fitness center, fishing ponds, hiking trails and more!

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.

4.91 out of 5 average rating, 110 reviews

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)