Holiday rentals with a pool in Little Traverse Bay

4.85 out of 5 average rating, 135 reviews

Home in Gaylord

Lakefront Cottage for SidexSide & Golf Enthusiasts

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.

Superhost

A spacious three-story condo is set against a backdrop of lush greenery. The exterior features large windows, multiple patios, and a gently sloping lawn leading up to the home, offering a serene setting in nature.

4.75 out of 5 average rating, 20 reviews

Stunning Windward Condo

This luxurious 4-bed, 4-bath condo is the perfect retreat for your next getaway. Located in a picturesque setting with stunning views, this rental property offers a comfortable and stylish living space that will make you feel right at home. Located in one of Harbor Springs' most desirable communities, this beautiful 4-bedroom, 3.5-bathroom condo offers the ultimate retreat. Spread across three spacious levels, this luxurious home combines stunning views of Lake Michigan, upscale amenities, ...

4.98 out of 5 average rating, 167 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!

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, 183 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.

Condo 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, 125 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, 126 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.

4.99 out of 5 average rating, 95 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, 109 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)

4.83 out of 5 average rating, 100 reviews

Condo in Boyne Falls

DownHill- Studio: Pool: Lake: Golf

Downhill is a studio condo outfitted with a Queen bed and a twin pull out sofa. The white hotel linens are provided during your stay as well as bath towels, wash clothes, and hand towels. You will also find the kithenette stocked with items to prep a quick meal. There are dishes for 4, cups, plates, bowls and silverware and a compact refigerator. This is the smaller lock off condo which is part of Hilltop (sleeps 10). Ask about our other rentals should you need more space

4.93 out of 5 average rating, 136 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

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.