Holiday rentals with a pool in Charlevoix

Cozy retreat- Fall and Winter- Ski Nubs/Highlands

Cozy year round retreat-Relax on your deck or sandy beach just footsteps from your door on beautiful/private Round Lake. This comfortable studio condo offers lots of nearby summer, fall and winter events, 3.5 miles to Nubs and Boyne Highlands with colorful autumn and snowy events. Year round indoor pool & Hot Tub. Shop/Dine/Bike or Hike Trails & area attractions in Petoskey, Harbor Springs and Charlevoix. 5 min walk to the fabulous Toski Sands market for your food and beverages. Pickle B courts.

Value · Location · Condition

Lakefront Cottage: Hot Tub, Fireplace, Fire Pit

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!

Location · Value · Hot tub

Modern Cabin-Mtn Views-Hot Tub-Pool-Game Room-Pets

You’re invited to our modern cabin retreat with stunning Fall mountain views and a private hot tub, nestled near Walloon Lake, Boyne Mtn & Petoskey. Enjoy s’mores over the fire pit and a game room featuring ping pong, arcade & foosball. Comfortably sleeping 6, this Up North haven offers adventure and relaxation amidst Northern Michigan's beauty & is jam packed with amenities. Ideal for outdoor lovers, fall colors, ski trips and summer fun. Family and pet-friendly. The only thing missing is you!

Value · Family · Indoor spaces

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).

Value · Family · Indoor spaces

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!

Value · Location · Air conditioning

***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!

Location · Family · Biking

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)

Family · Value · View

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.

Family · Location · Getting around

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!

Location · Family · Access

Shanty Creek Condo w/ Stunning Lake Bellaire Views

This spacious 2 bedroom, 2 bed, 680 sq. ft. condo sleeps 4 and is located in Summit Village at Shanty Creek Resort. Features a full kitchen, electric fireplace, in unit laundry, and private deck with stunning Lake Bellaire sunset views. You'll be in the heart of Shanty Creek! It's only a short walk to the Summit Golf Course & Shanty Town. You will have access to the beach club on Lake Bellaire and the Snowshoe outdoor pool. As of March 2026, resort pool access is no longer included.

Location · Family · Layout

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

Location · Value · Long stay

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.

Value · Location · Parks