
House holiday rentals in Crooked Lake
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Top-rated house rentals in Crooked Lake
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The Nature Retreat - NEW hot tub & piano
YES WE HAVE A LOT OF SNOW for skiers!!(March 19) A unique experience for people who appreciate the simple things of life - like nature, a good book and music. Located in a peaceful neighborhood near the Tunnel of Trees, Pond Hill Farm, downtown Harbor Springs, 8 minutes to Boyne Highlands and other top northern Michigan attractions. LUXARY HOT TUB INSTALLED JULY 2025. Upright piano and ukulele. House = approx. 2,800 sq. ft. You must let us know if you are bringing a dog or an 8th person.

Waterfront Cottage with Covered Boat Slip
We offer a covered boat slip. Peaceful & secluded, yet walking distance from town. Full kitchen w/dishwasher, Keurig, W& D. Please note that this is a place for those that love outdoors & has no air conditioning, wi-fi or cable. Verizon & AT&T in area. Fire pit outside. We are pet friendly but we've had a few instances that have resulted in us having to adopt a pet policy & pet fee. We charge $25/night, per pet, max of $250. Upon booking, call us & we will send policy form & collect payment.

Cozy Cottage • Winter Retreat w/ Sauna + Fireplace
Updated home located on the shores of Lake Huron. With 1,500 sqft of space, the chic decor provides a comfortable place to rest after enjoying beautiful Northern MI. Swim in the cool blue waters of the lake on our private beach, or rock hunt on the traditional Huron beach shores. Grab a coffee and experience the beauty of the water from the 50' deck or down on the beach next to a warm fire. End the day decompressing in the private sauna. -20 min to Mackinaw City, 10 min to downtown Cheboygan.

Beachfront, Spectacular views & Close to town.
Mackinaw City's finest! On the Beach (Beachfront). Spectacular view of Mackinaw Bridge and Mackinac Island. Three (3) King bedrooms, Two Full Bathroom. Lots to do including biking on trail into town & Zip lining. Bring toys for Kayaking, Canoeing, & Paddle boarding. Create BonFires, watch St. Ignace's & Mackinaw City's fireworks every weekend from the beach (4th of July see all 3)! Watch cargoes and ferries go by. Stroll the beach. Create happy family memories. Five minutes from downtown.

Charming four bedroom house on the hill
This house on a hill is located in a beautiful country setting with views all around . You will be centrally located to all the fun northern Michigan has to offer. The Sturgeon River and the North Central State Trail system are a short 10 minute walk away.Down town Indian River is less than 5 miles away. This home is spacious and airy, with enough room inside and out for everyone to be comfortable. Enjoy your day filled with activities and relax in the evening on one of the 3 outdoor decks.

Trendy Home 1 Mile From Downtown Petoskey
Enjoy this trendy and newly remodeled home only one mile from downtown Petoskey! With a large fenced in backyard overlooking a field and wooded area, you can feel like you are out in the countryside of Northern Michigan but conveniently located near downtown shops, restaurants and bars. Also very close to many of the local wineries in the Petoskey area. This home is only a few minute drive to Lake Michigan and other surrounding inland lakes. This is a perfect place to experience Up North!

The House Next Door: In-Town Harbor Springs
The House Next Door is a vintage-chic modern cottage in the heart of Harbor Springs. Nicely designed throughout, perfect for staying in or to be your home base for endless local activities, many without getting in your car. 8 minute walk to waterfront, restaurants and shopping. Minutes from hiking, biking, beaches. 10 minute drive to ski/golf resorts. A block back from the bluff, close to the hustle of our busy resort town but separated enough for peace and quiet and sounds of nature.

Adorable Getaway by the Bay! 3 Queens/2 Twins
This is a spacious, beautiful home with all the amenities that is located off of US 31 right in-between Petoskey and Charlevoix. We are one mile south of the bay with access across US 31. We are 8 miles from Petoskey State Park which has a huge, beautiful beach. This home has a large deck perfect for gathering/barbequing. This home is in the quiet community of Bay Shore Estates which is a manufactured home community. Dogs are welcome but see below for breed restrictions ($25 flat fee).

Moondance Shores
Stunning modern home with 150 feet of pristine private beach at the edge of Lake Michigan's Grand Traverse Bay. Come restore your body and spirit at our new house nestled on 2 acres of sandy woodland with access to great cycling and hiking trails. With toasty radiant floor heating and high speed wifi, this home can be your sanctuary for work or creative reflection. Enjoy the modern wood-burning fireplace and outdoor sauna, Peloton bike, yoga supplies and extraordinary lake views.

Secluded Hot Tub Hide-A-Way Retreat
Kick back and relax in this calm, stylish space. Very secluded on 6 private Acres. Relax around a camp fire in the evening or listen to the birds in the morning (you can often hear the loons early in the morning). This was built new in spring of 2025 and ready for your up north experience. Just 3 miles from Bellaire, 6 miles from Schuss Mountain for golf and skiing. 45 minutes from Traverse City and Petoskey. The perfect launching point for all NW Michigan has to offer.

Hot tub+Firepit+Game Room+Sleeps 11
Welcome to Sun and Ski Retreat! Visit our spacious 3+bedroom 2.5-bathroom vacation home near Walloon Lake in Petoskey, Michigan. Nestled in a tranquil setting surrounded by tall trees. The home boasts a custom designed kitchen, plenty of room for groups, featuring a large patio and yard, a hot tub, fire-pit and game room for kids and adults alike! We look forward to welcoming our guests and strive to create an unforgettable Up North experience!

Skiing/Pool/Hot Tub/Sauna/Resort/Pet-friend
*Nubs Nob/Boyne 1.5mile *Free shuttle Nubs Nob *Secluded Setting *Smart TVs in bedrooms *55"Smart TV Liv Room *Jacuzzi Master Bath *Gas Fireplace *High Speed Wifi *1 car garage *Additional Park onsite *Ski rack in garage *Hiking Trails *Beaches-10 min drive * 3 pools indoor/outdoor 4749 S Pleasantview Rd Harbor Springs MI 4940
Popular amenities for house rentals in Crooked Lake
House rentals with a pool

Family ski-in & ski- out 4B/4B Disciples Ridge

Tamarack Haus| HotTub~Sauna ~Gameroom~Playset~Pool

Newly-Renovated Dog-Friendly Getaway!

Charming condo for sun or snow. 3 King Beds!

Harbor Cove #45 – Modern Comfort Near the Shore

All Season Escape | Lakefront | Fire Pit | Hot Tub

Mini Michigan Paradise

Glamping Galore
Weekly house rentals

Woody’s Place on the Bike Path

Intown home short walk to shopping/food/waterfront

Bayshore Waves | On Lake Michigan | Pet Friendly

Lakefront Cottage in Charlevoix

2BR+Large Loft on All-Sports Lake Near Lewiston

Crooked Tree Cove

Modern Rustic Retreat in the Trees | Boyne & Nubs

Waterfront Retreat Near Petoskey – Dock and Patio
Private house rentals

New! Award-Winning Chameleon House & Hot Tub

Thyme Out Barn

4k sqft Log Chalet, Chef’s Kitchen, no fees, pets!

Riverfront House with Private Dock, Kayaks

Snowy Owl's Nest-Vacation Home in Harbor Springs

*Hot Tub, Pet Friendly, Fenced, Home in the Woods.

The Bluffs Beach House- Secluded Lake Front

The Crooked River Cottage with hot tub!
Destinations to explore
- Greater Toronto and Hamilton Area Holiday rentals
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- Rentals with a fireplace Crooked Lake
- Rentals with a firepit Crooked Lake
- Rentals with a patio Crooked Lake
- Pet-friendly rentals Crooked Lake
- Rentals with lake access Crooked Lake
- Lakehouse rentals Crooked Lake
- House rentals Emmet County
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- House rentals United States
- Boyne Mountain Resort
- Nubs Nob Ski Resort
- The Highlands at Harbor Springs
- Hartwick Pines State Park
- Petoskey State Park
- Avalanche Bay Indoor Waterpark
- Chateau Chantal Winery and Inn
- Headlands International Dark Sky Park
- Mackinac Island State Park
- Bowers Harbor Vineyards
- Castle Farms
- Call Of The Wild Museum
- Brys Estate Vineyard & Winery
- Grand Traverse Lighthouse
- Old Mission State Park




