Holiday rentals with a pool in Little Traverse Bay

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Top-rated rentals with a pool in Little Traverse Bay

Guests agree: These homes with a pool are highly rated for location, cleanliness and more.

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Top Guest favourite
A modern kitchen is equipped with commercial-grade appliances and a large island surrounded by high-backed chairs. Natural light illuminates the space, highlighting the cabinetry and decorative accents. The layout promotes an inviting atmosphere for cooking and gathering.
Condo in Harbor Springs
5.0 out of 5 average rating, 87 reviews

Harbor Cove-Northern MI Bliss-Pool-Private Beach

Beautiful condo located at the end of a quiet cul de sac in Harbor Cove. Enjoy the outdoor pool and tennis courts (seasonal) and new Clubhouse with indoor pool & hot tub. Nearly one mile of private Lake Michigan shoreline offers opportunities for beach fun and front row seats for breathtaking sunsets. Located in the heart of all things Northern Michigan, you’ll be just a short bike ride from downtown Harbor Springs, golf, and ski resorts with Boyne Highlands and Nub’s Nob just minutes away.

LocationValueBiking

Top Guest favourite
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
4.98 out of 5 average rating, 169 reviews

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!

FamilyValueGetting around

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.
Condo in Harbor Springs
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, ...

LocationValueQuiet

Top Guest favourite
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.
Condo in Harbor Springs
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.

ValueLocationAir conditioning

Guest favourite
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
4.86 out of 5 average rating, 185 reviews

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.

FamilyValueAmenities

Guest favourite
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
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!

LocationFamilyBarbecue

Top Guest favourite
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.
Guest suite in Harbor Springs
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.

LocationFamilyBackyard

Top Guest favourite
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.
Condo in Harbor Springs
4.98 out of 5 average rating, 98 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!

LocationFamilyParking

Guest favourite
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
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)

FamilyValueHiking

Superhost
Condo in Bellaire
4.87 out of 5 average rating, 102 reviews

Cozy Shanty Creek Studio Condo - Summit Village

Recently renovated studio condo that sleeps 4. Located within Summit Village & walking distance to restaurants, bars, golf, pool/hot tub, tubing hill. Within 5 miles to skiing, hiking, lakes, downtown Bellaire (Free shuttle service available during peak seasons). Condo includes dishes/kitchen utensils, microwave, electric skillet, mini fridge & Keurig. Access to private beach club on Lake Bellaire & pools/hot tubs at The Lakeview Hotel & Schuss. Gorgeous view from the private balcony.

FamilyValueCheck-in

Top Guest favourite
Loft in Charlevoix
4.98 out of 5 average rating, 41 reviews

Kroger Lofts | Unit A | Heated Rooftop Pool

Welcome to your upscale getaway in the heart of Charlevoix. Indulge in luxury with our 2-bedroom/2-bath apartment, featuring a private balcony that offers breathtaking views of Bridge Street & Round Lake. Enjoy access to our unique common area rooftop deck that has breathtaking views. Nestled in a prime location, these apartments offer the perfect blend of modern luxury and charming downtown ambiance, ensuring a serene and picturesque stay - Our seasonal Plunge Pool is for summer 2026!

LocationFamilyDecor

Guest favourite
Chalet in Gaylord
4.96 out of 5 average rating, 253 reviews

Bear’s Den ~ Hot Tub, Kayaks, Skiing, Pet & 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.

LocationValueHot tub

Popular amenities for Little Traverse Bay rentals with a pool