
Holiday houses in Leland
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Top-rated holiday rentals in Leland
Guests agree: these stays are highly rated for location, cleanliness and more.

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!

Creekside Hideaway
Adorable two bedroom above-garage apartment in beautiful Leelanau County, right in the heart of Sleeping Bear Dunes. Set back on 10 wooded acres and right on Shetland Creek, this location is perfect for an up north getaway! Close to wineries, golf courses with Lake Michigan, Lime Lake and Little Traverse Lake all right nearby. Just a short drive to Glen Arbor and Leland. The Heritage Trail is also down the road. Spend the day exploring then relax by the creek in the evening with a glass of wine!

Suttons Bay Therapy - HotTub/GameRoom/FirePlace/AC
Stunning, secluded, custom built craftsman home with over 2 acres just north of the charming Village of Suttons Bay. Open concept living, Grande Hot Springs hot tub, outdoor fire pit, & main level master suite. Very close to wineries such as 45 North, Aurora Cellars, and Tandem Ciders. A short drive from the beach, TART trail, shops, and restaurants of downtown Suttons Bay. Feel the tranquility of Leelanau County while still being close to Traverse City, Sleeping Bear dunes, Northport, & Leland.

Dome in Suttons Bay with amazing views!
Amazing Views -- Unique Architecture -- Great Location One of the best views on Leelanau Peninsula. Mini-Dome (guest house) sharing 5+ acre property with Big Dome (main house). Conveniently located near the M-22 scenic route, 1 mile from the bike Trail, and within 4 miles of 6 wineries. The interior was newly renovated in 2019. The Mezzanine has 2 queen beds (shared space). You'll love this unique and romantic escape. 2022 Stats: 3 engagements, 6 Anniversaries, 5 birthdays, 4 pre-weddings

Suttons Bay, Stoney Point Retreat
Enjoy beautiful Stoney Point! Bike and walk quiet country roads through woods, fields, and orchards with surprising views of Grand Traverse Bay. A small local park is 1/2 block away with great vistas, swimming and an easy kayak launch. Suttons Bay with its beaches, marinas, restaurants and unique shops is a 3 mile ride along the shore. Enjoy a quick bike ride into town to access the Leelanau trail. Visit nearby orchards, wineries, Fishtown and Sleeping Bear Dunes/National Lakeshore.

The Sweetbriar
This beautifully remodeled 100-year-old home was taken down to the studs and is now essentially brand new. The stunning new kitchen features gas cooking and new appliances, perfect for cooking and entertaining. The spacious, brand-new bathroom boasts a luxurious walk-in shower and soaking tub for ultimate relaxation. Smart TVs, high-speed Wi-Fi, and a cozy gas fireplace ensure your comfort. Don’t miss the screened-in porch—it’s the perfect spot to unwind and enjoy the surroundings!

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.

Cheerful Six Mile Lake Log Cabin.
Enjoy the coziness of a bygone era while staying in this 1940s quaint, storybook log cabin. The Hawks Nest has been lovingly restored to its original glory while having all the modern-day amenities woven through its clean 380 sq. ft. space. Retreat to the spacious covered porch to relax and view the acre-and-half property leading down to 100ft of 6Mile Lake frontage. Star gaze while relaxing in the comfortable, Amish-built gilding chairs around the spacious, paver fire pit area .

Exodus: Luxury Tower- Hot tub Near Sleeping Bear
Welcome to the Exodus Watch Tower, our newest addition offering stunning views and a luxurious space perfect for a getaway in the heart of Empire This home presents a unique and unforgettable experience from the panoramic window view and convenient wet bar, to the wrap-around balcony and relaxing hot tub Despite being the perfect hideaway, you are only: 5 min from Empire Beach 5 min from Sleeping Bear 10 min from Glen Arbor 20 min from Traverse City 30 min from Crystal Mountain

Provemont Cottage | Downtown Lake Leelanau
The Provemont Cottage is a charming 3-bedroom home in the beautiful village of Lake Leelanau. This property is perfect for a getaway in the heart of Leelanau County, with prime access to area attractions like wineries, beaches, Fishtown, and the Sleeping Bear Dunes. Local amenities such as restaurants, a cafe, wineries, and distillery are within walking distance. Located near Lake Leelanau, boaters will appreciate ample parking and the close proximity to two boat launches.

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.

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.
Popular amenities for Leland holiday rentals
Other great holiday rentals in Leland

Leland Home + Pickleball Ct. + 2200ft +Backyard

Little Skip Cottage, on the Bay

Secluded Dome House w/view of Glen Lake. Sauna

Boona Vista |Lake Michigan Beach Front Cottage

Hillside Bungalow - hot tub, coffee bar, firepit!

Private Waterfront Home with Lake Michigan Beach

William & Main - Family Home in Downtown Leland!

Modern Cottage in the Village of Leland
When is the best time to visit Leland?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $318 AUD | $263 AUD | $326 AUD | $360 AUD | $477 AUD | $550 AUD | $630 AUD | $712 AUD | $531 AUD | $573 AUD | $541 AUD | $580 AUD |
| Avg. temp | -8°C | -7°C | -2°C | 5°C | 12°C | 17°C | 19°C | 18°C | 15°C | 8°C | 1°C | -4°C |
Frequently Asked Questions
Are there vacation rentals with a dedicated workspace in Leland?
Yes! Work meets play with ease at over 30 vacation rentals in Leland featuring dedicated workspaces. Stay connected and productive in your home away from home.
How much does it cost to stay in house rentals in Leland?
Experience the best of Leland with our house rentals, starting at about $40 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do house rentals in Leland have wifi?
Absolutely! We offer over 30 house rentals with wifi in Leland. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Leland have a bbq area?
Absolutely! We offer over 10 house rentals with a bbq area in Leland. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly house rentals in Leland?
Leland has more than 30 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
What are the most popular amenities for House Rentals in Leland?
Enhance your stay in our House Rentals with the most popular amenities: over 10 homes with a bbq area, over 30 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.
Quick stats about holiday rentals in Leland

Total holiday rentals
Explore 50 holiday rentals in Leland

Nightly prices starting at
Leland holiday rentals start at $58 AUD per night before taxes and fees

Verified guest reviews
Over 1,120 verified reviews to help you choose

Family-friendly holiday rentals
40 properties offer extra space and kid-friendly amenities

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wi-Fi availability
50 of Leland holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Self check-in, Gym and BBQ grill across Leland rentals

4.9 Average rating
Leland stays are highly rated by guests—averaging 4.9 out of 5!
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- Crystal Mountain (Michigan)
- Boyne Mountain Resort
- Arcadia Bluffs Golf Club
- Petoskey State Park
- Sleeping Bear Dunes
- Avalanche Bay Indoor Waterpark
- Chateau Chantal Winery and Inn
- Sleeping Bear Dunes Nat'l Lakeshore
- Mari Vineyards
- Bonobo Winery
- Black Star Farms Suttons Bay
- Turtle Creek Casino And Hotel
- Castle Farms
- Bowers Harbor Vineyards
- Village At Grand Traverse Commons
- Brys Estate Vineyard & Winery
- Historic Fishtown
- Grand Traverse Lighthouse
- Clinch Park
- Old Mission State Park
- Traverse City State Park




