Leland Holiday Rentals

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Holiday Rentals in Leland

Walk to everything from this 1 Bedroom Beach House
10.0 out of 10, Exceptional, (19)
"This little rental in Leland is in the perfect spot to walk to everything in town, and also drive throughout the peninsula to experience other areas. We would love to stay here again soon!"
Walk to everything from this 1 Bedroom Beach House
Historical Home near Leland, Huge porch, firepit, pool table, Pet ok
8.8 out of 10, Excellent, (3)
"This house & property was absolutely amazing! The front porch & lake view across the street was our favorite aspect of this property. The house had enough bedrooms to accommodate our ever growing family & it felt like it took us back in time. I tried researching about it & the original family but came up short. The character of the house & layout were amazing. It didn’t get dark until after 10pm which was crazy especially when trying to convince 3 little girls it was bedtime! You definitely need...
Historical Home near Leland, Huge porch, firepit, pool table, Pet ok
Riverfront condo with beach access to lake, fireplace, furnished deck & cable
9.8 out of 10, Exceptional, (19)
"Came to Glen Arbor for my Birthday from Cleveland, OH and it was well worth it! This beautiful house was well worth it as well. It was clean, roomy, and had all the amenities we needed. Situated right off Crystal River and just a bridge walk over to the Bay - it was beyond perfect! Every night it housed a beautiful sunset for us. Book this before it gets booked!"
Riverfront condo with beach access to lake, fireplace, furnished deck & cable
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Bay View, Downtown Condo, New Listing (see our reviews at VRBO #484395)
10.0 out of 10, Exceptional, (124)
"Lots of construction going on so it was good to be able to walk downtown. Condo is cute and well-equipped. I would definitely stay there again. The hosts were easy to deal with and quickly answered all my questions."
The price is NZ$534
includes taxes & fees
20 June - 21 June
20 Jun - 21 Jun
Bay View, Downtown Condo, New Listing (see our reviews at VRBO #484395)
Lake Michigan Sunsets | 3 Bedroom | 15 Minutes to Torch Lake
9.6 out of 10, Exceptional, (35)
"5 stars"
Lake Michigan Sunsets | 3 Bedroom | 15 Minutes to Torch Lake
Private Elk Lake Cottage minutes from Elk Rapids
9.6 out of 10, Exceptional, (16)
"We were thrilled with the indoor and outdoor spaces with this property. As reviews stated there is some road noise being near a busier road, but the amenities and the view make it barely noticeable. We enjoyed sipping wine on the outdoor deck, overlooking the lake, as well as roasting s’mores around the large and tidy fire pit. We had one full day of rain but had plenty to entertain both the adults and kiddos. Excellent host communication. Will stay here again!"
Private Elk Lake Cottage minutes from Elk Rapids
NEW! A Short's Walk - Sandy Lakefront with Spa / Hot Tub and Kayaks!
10.0 out of 10, Exceptional, (11)
"The house was absolutely perfect for my friends and I (4 of us total) to spend a weekend on the lake. The beds are all amazingly comfortable, and the hot tub became a nightly ritual of winding down before going to bed! Would absolutely love to be a guest again sometime!!! :)"
NEW! A Short's Walk - Sandy Lakefront with Spa / Hot Tub and Kayaks!
Great for Families - Northern Mitten Suites #3
10.0 out of 10, Exceptional, (82)
"We wanted to stay somewhere close to the wineries for our girls trip. This location was the perfect spot for us! It was everything the write up lists and more! It’s the little things they provided that made our stay that much better. Thank you for making our vacation even better!"
The price is NZ$577
includes taxes & fees
27 June - 28 June
27 Jun - 28 Jun
Great for Families - Northern Mitten Suites #3
Completely remodeled cottage!! Walking distance to Torch Lake and Lake Michigan!
9.4 out of 10, Exceptional, (24)
"We were stying for an event nearby, this rental was perfect!"
Completely remodeled cottage!! Walking distance to Torch Lake and Lake Michigan!
A private ranch home on Lake Michigan with stunning sunrise views.
8.2 out of 10, Very good, (14)
"House was great, clean and comfy. Nice location to see sights. Host was awesome. When we lost the key they were out with another in about 1 hour."
A private ranch home on Lake Michigan with stunning sunrise views.
After Dune Delight 5BR Home River Kayaks Beaches
9.8 out of 10, Exceptional, (16)
"This property was home to our group of 8 golfers this past weekend. All of the guys really enjoyed the setting. Fishing from the dock. Paddling the kayaks on the Crystal River. Sitting around the campfire. Watching the big TV in the family room. Eating meals in the screened-in porch while overlooking the river. This is an expansive house with plenty of room for everyone to enjoy. Book it now. You will love it. Communication with the property manager (Dylan) was excellent. Very speedy...
After Dune Delight 5BR Home River Kayaks Beaches
Elegance in Downtown Traverse City
10.0 out of 10, Exceptional, (138)
"My wife and I enjoyed staying in the condo. The directions, location, and access made all things possible and wonderful."
Elegance in Downtown Traverse City
Downtown TVC Condo, Walk Everywhere, Comfortable, Great Launching Pad To See TC
9.8 out of 10, Exceptional, (360)
"Stayed for a quick weekend trip to TC - great walkable downtown location. Queen air bed was most comfortable for our 5th adult - overall the VRBO was great size for us and would be just fine for a party of ) adults. The washer/dryer is also a great perk! Will book again!"
The price is NZ$1,003
includes taxes & fees
2 July - 3 July
2 Jul - 3 Jul
Downtown TVC Condo, Walk Everywhere, Comfortable, Great Launching Pad To See TC
Spacious lakefront home with a fireplace, central AC, washer/dryer, grill
10.0 out of 10, Exceptional, (24)
"Great house, lots space and great views. Highly recommend."
Spacious lakefront home with a fireplace, central AC, washer/dryer, grill
Cranberry Ridge - Ridge Point
10.0 out of 10, Exceptional, (29)
"My friend and I wanted to get away for the weekend to catch up, so we decided to go with this cabin. It was perfect for what we needed - super cozy, the beds were comfortable and clean. The only complaint I have as far as cleanliness was the amount of dog hair that was on the couch/living area. Otherwise it’s a great location right next to downtown! I would recommend."
Cranberry Ridge - Ridge Point
Love North Shore Cherry Cove Beachfront On West Grand Traverse Bay In Leelanau!
10.0 out of 10, Exceptional, (230)
"We absolutely loved this house. The location and private beach can’t be beat. We also enjoyed the paddle boards and fire pit. Wonderful for a family getaway!"
Love North Shore Cherry Cove Beachfront On West Grand Traverse Bay In Leelanau!
The Canary Suite | Walk Everywhere | AC
9.4 out of 10, Exceptional, (41)
"Amazing little place. Would stay with them again!"
The price is NZ$397
includes taxes & fees
20 June - 21 June
20 Jun - 21 Jun
The Canary Suite | Walk Everywhere | AC
Time to rest and enjoy nature
9.8 out of 10, Exceptional, (11)
"Two nights in Suttons Bay on a trip around Lake Michigan. We enjoyed Leland and Suttons Bay very much."
Time to rest and enjoy nature
Dog Friendly, West Side Country living with hot tub, pool table, fire pit
9.2 out of 10, Wonderful, (14)
"The property was just as described and convenient to all of the activities we wanted to do"
Dog Friendly, West Side Country living with hot tub, pool table, fire pit
Downtown Traverse City Condo. Great Location. New King Bed
10.0 out of 10, Exceptional, (146)
"This is a great place to stay, close to downtown and Boardman lake trail. The owners were great to work with and provided us bikes during our stay. The unit is nicely furnished, clean, and amply supplied. Note: there are several steps to climb as you enter. We liked being on the second floor. Highly recommend!"
Downtown Traverse City Condo. Great Location. New King Bed
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See all available properties in Leland
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Other types of properties in Leland you may be interested in

Whaleback Inn
2.5 star property
9.6 out of 10, Exceptional, (130)
"We spent to delightful nights at the Whaleback Inn. The facility is clean and tidy. The host greet you and help out with any questions you have about the area. Starting our day on the porch eating a relaxing breakfast looking out in the lake was pure bliss. We loved the peacefulness of the Whaleback Inn. "
The price is NZ$573
includes taxes & fees
23 June - 24 June
23 Jun - 24 Jun
Whaleback Inn
Walk to everything from this 1 Bedroom Beach House
10.0 out of 10, Exceptional, (19)
"This little rental in Leland is in the perfect spot to walk to everything in town, and also drive throughout the peninsula to experience other areas. We would love to stay here again soon!"
Walk to everything from this 1 Bedroom Beach House
Delamar Traverse City
3.0 star property
9.0 out of 10, Wonderful, (1002)
"Everything was right around the corner from the hotel and all the waterspouts and jet ski and biat rentals was on the property. An excellent place to stay overall. "
The price is NZ$706
includes taxes & fees
23 June - 24 June
23 Jun - 24 Jun
Delamar Traverse City
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Leland holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Leland. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Leland. Seeing all the best attractions is bound to make you fall in love with Leland. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Leland short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find holiday rentals in Leland?

Yes, there are holiday rentals close to the most popular sights in Leland, or you can select a more secluded option if you're looking for a relaxing stay. Leland is known for its restaurants and lake views. Make sure you have time to check out the shopping while you're in the area.

What are some of the best holiday rentals that Leland has to offer?

Walk to everything from this 1 Bedroom Beach House: This highly rated holiday home rental in Leland is located on a lake, and has a patio, a garden and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop.

How many holiday rentals are there in Leland?

Expedia has 52 holiday rentals for your stay in Leland.

What’s there to see and do in Leland?

Lake Michigan and Lake Leelanau are a couple of lovely local spots to get outside and enjoy nature. Other places in town to visit include Historic Fishtown and Manitou Island Transit.

What’s a holiday rental in Leland like?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Leland. Holiday rentals offer amenities like WiFi and washers and dryers so you'll feel right at home. If you're concerned about a clean environment, a holiday rental can provide a sense of security away from public hotel lifts and busy lobbies while still allowing you a great travel experience. You'll also get more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a popular option for family trips or small group gatherings.

Recent reviews of Leland properties
Expedia verified reviews