
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!

Minnow: Fab Eco Guesthouse
Stylish, one room living in gorgeous, central Leelanau- bustling village of Lake Leelanau, close to Leland. Our guesthouse is light & bright , overlooking the beauty of the gardens from a warm & cozy space. We welcome visitors & hope you find comfort in our eco-friendly, solar powered tiny home. A big comfy sofa, snug loft bed, soft sheets, walk-in shower, mini fridge. Great main rd location in village center, easy walk to wineries, restaurants, & grocery. Perfect base for relaxing & exploring!

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

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.

Boardman Bungalow hot tub, kayaking, fishing
This lovely Bungalow on 5 acres is nestled along 1000ft of the Boardman River. We have kayaks, hammock, outside dining/living area with fireplace, and hot tub. The property is surrounded by state land and trails, perfect for hiking, kayaking, side by sides, and snowmobiling. The kitchen is fully stocked with basic condiments. The bathroom has towels, a hair dryer, small toiletries and soaps. WiFi will help you stay connected. Perfect for a honeymoon stay or couples getaway! 25 minutes to TC.

Lime Lake Therapy-HotTub/PingPong/Private Dock/Ski
Quintessential up north cabin beautifully situated on a private hilltop setting with stunning lake views. Immaculate with soaring ceilings, open floor plan, & solid surface counters. Main floor master bedroom suite overlooking the sparkling blue waters of Lime Lake. Front porch and covered lakeside deck for enjoying nature and gorgeous water views. Private frontage across the street with a NEW dock, fire pit and picnic area. Pure, beautiful Leelanau at its best! 39 min. to ski Crystal Mt.!

Luxe Barn Suttons Bay *Game Room*Hot Tub*Fire Pit
This renovated luxury barn is located on a wooded bluff overlooking a peaceful creek. Featuring 3 floors of living space, including 4 bedrooms (4 queen beds and 2 king beds) & 4 full bathrooms, an open-concept main floor ideal for meals with family & friends, & a fab basement lounge/game room. We are across the street from Starry Night Barn Wedding Venue & 5 minutes from downtown Suttons Bay. We are truly in the heart of Leelanau Wine Country-the perfect place to explore the peninsula from.

The Bear Cub Aframe
We have a beautiful built 1000 sq ft Aframe! Recently installed a 100 inch theater system in the livingroom! Cabin is in Lakes of the North, which offers a perfect getaway for the outdoorsman. Side by Side trails! We offer 2 kayaks to use (must transport) cornhole boards & bags, trail riding your UTV/ORV, hiking, rafting at Jordan Valley Outfitter, snowmobiling. & many fine dining restaurants, several ski resorts and short day trips! Additionally, a 90 jet hottub for ultimate relaxation!

Hobby farm with epic views!
Bright and cozy one bedroom space with epic views - plus full kitchen and laundry Enjoy your morning coffee while taking in the Platte River Valley. Centrally located between Honor and Beulah. Be at the beach in Sleeping Bear Dunes National Lakeshore in 10 minutes. Close to spots for kayaking, biking, hiking, and skiing. No additional cleaning fee. Flycatcher Farm is a hobby farm with seasonal produce and a farm stand. Planning a special occasion, ask the hosts how they can help.

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.

Red Twig Studio
Beautiful apartment, new construction with great amenities. Kureg , small fridge and a microwave...NO stove. Wooded area, in the middle of Wine Country; near beaches for kayaking; canoeing; paddle boarding; swimming; hiking and biking; casino. Central Leelanau Peninsula, hardly 2 minutes from the nearest beach.Just minutes away from Leland and Fishtown, charter fishing and shopping; several golf courses. Sleeping Bear Dunes nearby.
Popular amenities for Leland holiday rentals
Other great holiday rentals in Leland

Little Skip Cottage, on the Bay

5-bdrm home overlooking Lake Mich. South of Leland

Lake Michigan Beachfront Retreat

COZY A-Frame on 5 acres near Torch Lake & Traverse

In Town Leland! Walk to Beach. Good for Groups

M22 Farmhouse - 3 Blocks to Downtown Northport

Forest Cabin at Parcel

Exodus: Luxury Tower With Hotub Near Sleeping Bear
When is the best time to visit Leland?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $336 AUD | $277 AUD | $345 AUD | $380 AUD | $504 AUD | $581 AUD | $665 AUD | $753 AUD | $561 AUD | $481 AUD | $383 AUD | $354 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 20 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 $90 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 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.
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.
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 40 holiday rentals in Leland

Nightly prices starting at
Leland holiday rentals start at $138 AUD per night before taxes and fees

Verified guest reviews
Over 1,080 verified reviews to help you choose

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

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
40 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
- Shanty Creek Resort - Schuss Village
- Arcadia Bluffs Golf Club
- Petoskey State Park
- Crystal Downs Country Club
- Avalanche Bay Indoor Waterpark
- Kingsley Club
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