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House holiday rentals in Crooked Lake

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Top-rated house rentals in Crooked Lake

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Top guest favourite
Home in Harbor Springs
4.91 out of 5 average rating, 124 reviews

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.

Guest favourite
A covered seating area is situated on a wooden deck overlooking a tranquil body of water. Comfortable chairs with striped cushions frame a central table, while lush green grass surrounds the space. The canopy provides shade for relaxation by the water.
Home in Alanson
4.89 out of 5 average rating, 155 reviews

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.

Guest favourite
A modern cabin is surrounded by snow-covered trees, with light falling softly in the scene. A large deck features white Adirondack chairs, inviting relaxation. The brick chimney rises from the cabin, surrounded by flurries and evergreen foliage for a tranquil winter setting.
Home in Cheboygan
4.93 out of 5 average rating, 212 reviews

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.

Top guest favourite
Lush greenery and vibrant red flowers surround a seating area with dark wicker furniture. The serene blue lake is visible in the background, with a small boat anchored nearby. Tall pine trees frame the scene, enhancing the natural beauty of the waterfront.
Home in Mackinaw City
4.93 out of 5 average rating, 204 reviews

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.

Top guest favourite
A charming house sits amidst a snowy landscape, surrounded by trees covered in white snow. The structure features a large deck, with a gentle slope leading to an open area blanketed in fresh snow, creating a peaceful winter scene.
Home in Indian River
4.98 out of 5 average rating, 108 reviews

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.

Guest favourite
A stylish living area features a large flatscreen television displaying a serene landscape of a lake and trees. Decorative wall elements include a wooden map of the USA and framed artwork. A well-groomed dog sits on the floor beside potted plants and wall-mounted shelves.
Home in Petoskey
4.98 out of 5 average rating, 128 reviews

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!

Guest favourite
A cozy living room features a plush sofa adorned with decorative pillows. A patterned area rug adds warmth to the space, while a low coffee table is centered beneath an inviting lamp. A flat-screen TV is positioned across from the seating area, and stairs lead to the upper level.
Home in Harbor Springs
4.98 out of 5 average rating, 114 reviews

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.

Guest favourite
The living area features two comfortable sofas with decorative pillows, situated around a coffee table. Light filters through large windows adorned with sheer curtains, and beach-themed artwork adds a relaxed vibe to the space. A lamp and decorative items enhance the cozy atmosphere.
Home in Petoskey
4.98 out of 5 average rating, 150 reviews

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).

Top guest favourite
A serene stretch of sandy beach lines the edge of Lake Michigan's Grand Traverse Bay, with gentle waves lapping at the shore. The contemporary home stands in the background, surrounded by a mix of trees and open space under a cloudy sky.
Home in Northport
5 out of 5 average rating, 104 reviews

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.

Top guest favourite
A modern two-story house is nestled among tall trees, featuring a covered porch with black seating. A stone pathway leads to the entrance, and natural landscaping surrounds the property. Large windows provide views of the forest, enhancing the sense of seclusion.
Home in Bellaire
4.93 out of 5 average rating, 105 reviews

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.

Top guest favourite
An outdoor deck features a spacious hot tub beside a cushioned sectional and a dining area with multiple chairs. The surrounding yard is lush and green, with a firepit area visible in the background, creating a welcoming space for relaxation and gatherings.
Home in Petoskey
5 out of 5 average rating, 131 reviews

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!

Top guest favourite
The open-concept living area showcases a comfortable gray sofa positioned in front of a dark accent wall. A modern dining table with chairs is visible, along with an updated kitchen featuring stainless steel appliances and overhead lighting.
Home in Harbor Springs
4.98 out of 5 average rating, 124 reviews

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

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