Vacation rentals with a pool in Leelanau County

Sugarloaf Condo B3

This is a beautifully furnished 4 bedroom condo in the heart of Leelanau County. It is certainly a one of a kind, tailored condo with personal touches labeling each room. Upstairs is the "Riesling" room with a king bed, tv and full bath. The "Merlot" room, also upstairs, has a king bed, full bath and extra sofa bed. Downstairs features 2 more bedrooms, the "Cabernet" room with another king bed and the "Chardonnay" room with twin bunk beds as well as a twin bed. Each room also has private baths.

Sugarloaf Condo E7

Sugarloaf Condo E7 has new owners and is new to the rental program. The owners have added many comforts that will not go unnoticed. This 2 bedroom condo features 3 full bathrooms. The main bedroom highlights a queen adjustable bed, full bath and lovely deck overlooking the outside heated pool. The second bedroom has 2 queen beds and another full bathroom. The kitchen is very well stocked and ready for your family meals. The open living area leads to the lower deck and pool. Lk MI beach 2 miles

Cedar townhouse w/ pool, patio & beach access

Welcome to your Leelanau retreat in Cedar, MI - perfect for families & group getaways in Northern Michigan. - Sleeps 8 | 4 bedrooms | 5 beds | 4 baths - Seasonal shared pool, resort access & private gas BBQ patio - Beach access nearby w/ towels, umbrella, blanket & snorkeling gear - Fully equipped kitchen w/ drip & Keurig coffee, dining table & wine glasses - Family-ready w/ crib, Pack 'n play, high chair & kids' toys - Free washer/dryer in unit, Wifi, Fire TV & self check-in via lockbox

Up-North Suite Retreat

Our Maple City "Suite" Apartment offers guests all the amenities they desire, and easy access to anything they wish to do and see! Situated between Maple City and Cedar, you will be able to explore Lake Ann, Leland, Glen Arbor, Sleeping Bear Dunes National Lakeshore Park, Traverse City, and more, with relative ease as you take in the breath taking views of Leelanau county. The accommodations are clean, comfortable, spacious, secluded and will exceed your expectations - that is our goal!

Sugarloaf Condo G4

Stylish condo that stands out with it's class. Open floor plan that draws your attention to detail. Decorated with comfort in mind, this two bedroom, 2 1/2 bath condo is sure to please. Upstairs has master king suite, as well as a second bedroom with 2 queen beds. Each bedroom has its own private full bath. The lower level has a patio that leads to outside heated pool and common grounds. Between Leland and Glen Arbor, G4 is perfectly located for easy access to Leelanau's beauty.

Comfy Townhouse in Lovely Leelanau~

Great location in central Leelanau county, about 20-30 minute drive from major sites of interest: Sleeping Bear Dunes, Traverse City (Cherry Festival and Film Festival), Leland Fishtown, Sutton's Bay, Interlochen, wineries/cideries/breweries/distilleries, beaches, etc. Renovated and redecorated first floor makes the condo a wonderful place to relax and kick back. Come and explore all the area has to offer: summer vacations, fall color and wine tours, winter sports, spring blossoms!

Charming Sugarloaf 2BR/2.5BA Townhome

Welcome to your perfect Up North getaway! This two-bedroom, 2.5-bath townhouse is centrally located in beautiful Leelanau County—just a short drive to Glen Arbor, Leland, and Suttons Bay. Whether you're here for the beaches, water sports, wine tasting, golf, local festivals, or scenic hiking trails, you'll be in the ideal spot to explore it all. Please note: A rental agreement is required before check-in. If you'd like to review a sample before booking, we're happy to provide one.

Sugarloaf Cabin 4BD/4BR - pool/golf course

Enjoy an escape to the Leelanau Peninsula. Centrally-located between Sleeping Bear Dunes, Suttons Bay, Glen Arbor, Leland, and Traverse City, with both Lime Lake access and Good Harbor Bay beach just a few miles away. Our 4 bedroom townhouse is surrounded by nature. Whether you want to explore all that Northern Michigan has to offer or lounge by our pool, this is perfect for family vacations or weekend getaways with friends!

Elegant 2King Broom Apt Traverse City, MI -2 night

Nestled on 11 acres of mature trees in the Nottingham Forest on Leelanau Peninsula, this 2 king bedroom walkout apartment in the lower level of residence has a private entrance and features comfortable seclusion only 4 miles from beautiful downtown Traverse City. A beautiful second bathroom was just completed. A year-round enclosed heated in-ground pool. Hottub on outside upper deck open year round. No pets allowed.

Leelanau Townhouse Retreat at Sugarloaf

Excellent site for couples or families, enjoy access to hiking, swimming, golf, scenic views and access to shopping and other amenities in nearby Leland or Glen Arbor. Several wineries are also nearby. The pool is open from Memorial Day through Labor Day weekend. Two golf courses are immediately adjacent to the association property--Sugarloaf the Old Course and Manitou Passage.

Little Oasis - Up North Glamping

Reconnect with nature at this unforgettable escape. Our Little Oasis Retreat - is a new listing and we are still improving the landscaping and making other improvements, but we are confident that your stay will be exceptional. We look forward to welcoming guests in this new space and hearing what they love and what we can improve on! So stay with us, come Glamp IN-Style!

Welcome to Leelanau Lodging

Welcome to Your Leelanau County Getaway! Nestled in the heart of Leelanau County, we are thrilled to present a truly exceptional opportunity – the 4 bedroom, 4 bathroom Sugar Loaf Townhouse. Immaculately maintained and thoughtfully designed. This spacious retreat promises an unforgettable stay in one of Michigan's most picturesque regions.