Vacation rentals in The Sleeping Bear

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Top-rated vacation rentals in The Sleeping Bear

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Top guest favorite

A modern tiny house nestled in a forest, surrounded by tall trees and lush greenery. The dark exterior contrasts with natural woodland elements. A spacious deck is visible, equipped with seating, inviting relaxation amidst nature.

Tiny home in Lake Ann

5 out of 5 average rating, 234 reviews

The Underwood Tiny House - with private hotub

Fall into the rabbit hole to experience our unique twist on a Wonderland inspired tiny house. Boasting a Queen size bed, a full kitchen and bathroom, and everything in between, you are bound to have a relaxing getaway... with a little bit of adventure! The spacious deck (with hot tub) overlooks the forest, and it is the perfect place to enjoy a cup of coffee or a glass of wine. The Underwood Tiny House has been created to give each person who walks through its door an experience like none other!

Top guest favorite

A bright, modern building is shown, featuring a vibrant green exterior. Large glass doors lead to the entrance below, while a spacious covered balcony with seating is visible above. Well-maintained landscaping and a sign indicating 'OPEN' are also part of the inviting setting.

Condo in Empire

4.98 out of 5 average rating, 129 reviews

1 Bdrm Private Apartment (Dark Chocolate) at GDC

Our Dark Chocolate apartment is a private, spacious 1 bedroom unit located above our new Grocer's Daughter Chocolate gelato shop in the village of Empire, Michigan. We're nestled in the Sleeping Bear Dunes National Lake Shore, just 3 blocks from Empire beach. This is the perfect base camp for adventures in the park and a great location to explore the area, from Fishtown in Leelanau to Frankfort in Benzie. This apartment has a private, locked entrance, new Thuma king size bed and large patio!

Top guest favorite

The exterior of a quaint cabin is showcased, featuring wood shingles on the walls and a sloped roof. A seasonal porch is visible, with a comfortable chair positioned nearby. Steps lead up to the entrance, emphasizing the cabin's rustic charm and serene surroundings.

Tiny home in Frankfort

4.94 out of 5 average rating, 182 reviews

Cabin Unwind, tucked into the woods

This quiet TINY (144sq ft) gem, privately tucked away and yet very accessible, Cabin Unwind, has a seasonal porch, queen sized bed, a few 'kitchen appliances' and GREAT wifi. The HOUSE SHARED bathroom has it's own side entrance, across from the Cabin. There is a SUMMER SHARED porta-potty and proper shower, right close by, as well. WINTER GUESTS, please note...DON'T come down the driveway without PROPER WINTER tires! Leave your car at the turnaround and I'll gladly shuttle you and your gear.

Guest favorite

A cozy living area features a blue sofa adorned with patterned cushions, positioned beside a round coffee table. Soft light is provided by a lamp and a small side table, enhancing the rustic charm of the log walls and inviting atmosphere.

Cabin in Maple City

4.88 out of 5 average rating, 265 reviews

Grandpa's Little Cabin-Across Big Glen

Stay at our classic, tiny log cabin from the 1940s. Originally the front office for the log cabin retreats on Glen Lake, more recently this was 'Grandpa's Little Cabin', providing decades of family memories. Located across from Old Settler's Park, it is situated in a beautiful, woodsy surrounding, with the benefits of the park's dock access and sunset views. Located just a short drive from Glen Arbor, The Dunes and all that Leelanau offers. Come see Up North as it was originally intended.

Top guest favorite

A cozy bedroom features a spacious bed with layered bedding, complemented by a decorative blanket with colorful stripes. A bedside table with a lamp sits next to the bed, while natural light filters through a nearby window. The aesthetic is completed by a patterned rug and a wooden door.

Guesthouse in Cedar

4.96 out of 5 average rating, 195 reviews

The Guest House at Blossom Gardens

Private, separate-from-main-house bedroom suite with full bath in the heart of Leelanau County and surrounded by hundreds of acres of tranquility. We are located on a secondary road, favored by cyclists for its winding beauty and open pastureland. Right out your door, you have a deck and Pergola. It’s perfect for one or two people looking for a centrally located, comfortable, affordable, clean and quiet spot from which to explore Traverse City, Leelanau, Old Mission Peninsula and beyond.

Superhost

The cottage features a bright yellow exterior surrounded by lush greenery. A small wooden deck holds a table with two chairs, inviting relaxation in nature. A charcoal grill is positioned nearby, with a window revealing the cozy interior. Fall leaves blanket the ground.

Cottage in Honor

4.89 out of 5 average rating, 259 reviews

Lemon Drop Cottage

This place is a winter and summer wonderland. Our cottage is a small 50's style with much character tucked away in the woods. We’re surrounded by the 70,000 acre Sleeping Bear Dunes. There’s plenty of skiing, canoeing, hiking and fishing, peace and quiet. We're on the boarder of Benzie and Leelanau Counties, the best of wine regions this side of the Mississippi and a true artisanal food destination It's a short drive to Honor, Empire or Glen Arbor. Traverse City is 25 miles east.

Top guest favorite

A two-story blue house features a welcoming porch with two chairs. Lush green trees surround the property, providing natural shade. A gravel path leads to the house, enhancing the inviting exterior with a strong connection to the outdoor environment.

Home in Empire

5 out of 5 average rating, 176 reviews

Empire Blue House w/ Hot Tub

Clean, new home (in 2020) with 6-person hot tub is less than a 4-minute walk to Lake Michigan, and 3-minutes to downtown Empire. In the heart of Sleeping Bear Dunes National Lakeshore and its amazing trails, there is over 1400 square feet of indoor living space, plus 1000 sq feet of covered decks. The location offers easy access to a variety of outdoor recreation, Leelanau Wineries, and is 25 miles to Traverse City shopping and nightlife or 25 miles to Crystal Mountain Skiing!

Top guest favorite

The exterior of a round, recently renovated home is surrounded by lush greenery and colorful flowers. Large windows offer views into the living space, while an inviting patio features seating and a grill. The unique architecture blends harmoniously with the natural landscape.

Dome in Glen Arbor

5 out of 5 average rating, 235 reviews

The Round Haven with Big Glen Lake Access

Experience living in the round. This recently renovated home is a super energy efficient 30 ft diameter circle. We are situated in the heart of Sleeping Bear National Lakeshore and a 300 ft walk to a secluded public access on Big Glen Lake. A place to adventure, relax and restore: this home is designed for sustainability and comfort. The perfect home base to explore the wonder of Sleeping Bear and surrounding quaint towns. We hope you find inspiration and rejuvenation.

Top guest favorite

The cabin is nestled among tall grasses and wildflowers, with a large tree providing shade. Its dark exterior contrasts with the vibrant colors of the surrounding nature. The roof is metallic, and multiple windows reflect the greenery of the wooded area in the background.

Cottage in Northport

5 out of 5 average rating, 296 reviews

The Granary Northport . Rustic Modern Seclusion

Voted one of the top 85 Airbnbs by Conde Nast Traveler. The Granary is a lovingly restored two bed + one bath cabin located on 12 wooded acres with a secluded Lake Michigan beach nearby. A short drive to town will give you access to restaurants, groceries, breweries and wineries. Dogs are welcome! Please message us to discuss bringing more than 1. Absolutely no cats or other pets are allowed. We do not have a TV, but we do have fiber optic high speed internet.

Top guest favorite

A cozy living area showcases wooden walls and large windows, inviting natural light. A comfortable sofa and two armchairs, with a wooden coffee table between them, create a welcoming seating arrangement. A small lamp and a decorative plant accentuate the warm atmosphere.

Guest suite in Glen Arbor

4.97 out of 5 average rating, 137 reviews

The Little Perch near Big Glen private 2 bedroom

Encircled within beautiful hardwoods & located less than 7 miles from both Glen Arbor and Empire, The Little Perch is only a rock skip away from the Sleeping Bear National Lakeshore & the Crystal River. We hope you'll enjoy the streamlined kitchen, full bathroom, comfortable 2 bedrooms (3 beds), private laundry tower, personal entrance & spacious parking. The Little Perch is a charming and exclusive upper level guest house, conveniently holding up to 4 guests!

Guest favorite

A modern cottage exterior is surrounded by tall trees, showcasing a combination of natural brown and green colors. A covered entryway leads to a large window, while the gravel driveway offers access to the space. The peaceful setting is indicative of a private retreat.

Cottage in Glen Arbor

4.97 out of 5 average rating, 133 reviews

West Harbor Hideaway

This cozy, one bedroom cottage with modern farmhouse design sits on a nicely wooded and private lot just 1/4 mile west of Glen Arbor. Convenient walking or biking access to all of town's shops and restaurants as well as the beach and Heritage Bike Trail. In the heart of the Sleeping Bear Dunes National Lakeshore, this is the perfect starting off spot for you to enjoy all the beauty Leelanau County has to offer.

Top guest favorite

A vibrant garden displays a variety of colorful flowers, including zinnias and snapdragons, flourishing in well-maintained beds. The rustic building with a metal roof is visible in the background, surrounded by lush greenery, creating a serene setting in the countryside.

Farm stay in Cedar

4.97 out of 5 average rating, 361 reviews

J2 Farm Guest House

Find us on Insta @cedarnorthtc. Peaceful romantic get away in beautiful Leelanau countryside. Gentleman/lady farm with dairy goats and cow. Private, airy guest house with separate entrance, but within our home. Galley kitchen and loft for extra sleeping room are cozy additions. There are five additional places to stay through Airbnb on our property at Cedar North, check them out as well.