Holiday rentals with a pool in Little Traverse Bay

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.

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!

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!

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.

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, ...

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.

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.

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!

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)

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!

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

Newly-Renovated Dog-Friendly Getaway!

Experience Harbor Springs the way locals do! Wake up on the historic Bluff, sip coffee on the patio, take a walk with your dog through the quiet tree-lined streets enjoying the breathtaking views of Little Traverse Bay and the town’s iconic harbor, then spend your day exploring one of northern Michigan's most beloved lake towns. Whether you're here for the beach, shopping, boating, golf, or simply relaxing, Shady Pines makes the perfect home base for your Up North getaway.