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Book Online or call HomeAway Booking Assistance 888-640-7927
Book Online or call HomeAway Booking Assistance 888-640-7927

Centrally located in the Village of Lake Leelanau

Bedrooms 2
Property type house
Minimum Stay 3 nights
Popular Features
  • Internet
  • Washing Machine
  • Parking
  • Outdoor Grill
  • non smoking only
  • Air Conditioning
  • children welcome


About the property

All the comforts of home and close proximity to all the fun in Leelanau County.

Our cozy, air conditioned home offers you 2 bedrooms (full size bed in one, queen size bed in the other) and an air pillow sofa bed for up to 6 guests at a time. You will love the tiled bathroom, open kitchen area with garbage disposal and dishwasher, and having laundry facilities. The main living area offers a 50" plasma HDTV using DirecTV, Charter internet, and floor to ceiling bookcases filled with books, DVDs and CDs. The back yard patio is the perfect place for you to roast marshmallows in the free-standing fire pit, grill a yummy barbecue or enjoy a morning coffee while you relax and plan your next adventure in Leelanau County.

Jim Ashmore
Member since: 2013
Speaks: english
Response time:
Within a day
Response rate:
Calendar last updated:
March 24, 2017

About Jim Ashmore

We, Carol and Jim Ashmore, are excited to be opening our home to you. Carol was born and raised in Traverse City while Jim came from Stockbridge. For over 30 years we lived and worked down state. Returning to Leelanau County and being able to live here have been a dream come true for us.

Against the Wind is our personal residence from November 1st to May 1st of the year. In May we vacate the house for our summer guests.

ATW also has a year round rental, with a separate entrance and separate driveway on the lower level of the house. Our tenants are a young couple expecting twins in October. They work hard, are not "party animals." In two reviews a guest said they heard faint noises from the lower level, but nothing that would prevent them from renting from us again. Personally, lower level noise has never been a problem. When we renovated ATW we made special efforts to sound proof the house as much as possible.

Jim Ashmore purchased this house in 2012

Why Jim Ashmore chose Northern Michigan

Family roots and a deep appreciation for the beautiful natural landscape of the area have always been a magnet for us. Carol's family has been in Leelanau County since the mid-1800's. Her mother was born and raised in Northport. Many of her cousins still live in the area. We enjoy walking the many beaches, swimming and looking for Petoskey stones, riding our bikes and sometimes just going for a ride. There is no other place we want to call home!

What makes this house unique

We're sure you will enjoy the morning sun streaming in the living room window and the evening sun warming the back yard patio. Within walking distance you will find the friendly community of Lake Leelanau with three very different places to eat, a distillery, a winery, a coffee shop and a pastry shop. Nearby Suttons Bay offers a lovely cinema and unique shopping. Historic Fishtown on Lake Michigan is a five mile drive to Leland. Traverse City, with all it offers the vacationer, is only 20 miles away. Perhaps you would like a day trip to the Sleeping Bear Dunes National Lakeshore in Glen Arbor or an evening outing in Peshawbestown at the Leelanau Sands Casino. Our central location gives you a multitude of options, all close to home. And when you return home from your day's adventures, you will feel the comfort and relaxation that only home can give you.


Lake Leelanau House Accommodation and Amenities

Property Type:
  • house
  • Guests provide their own meals
Floor Area:
  • 1100 sq. ft.
House Rules:
  • Max. occupancy 6
  • non smoking only
  • pets considered ...
  • children welcome
Location Type:
  • Village ...
  • Family
  • Air Conditioning ...
  • Clothes Dryer
  • Hair Dryer
  • Heating
  • Internet ...
  • Iron & Board
  • Linens Provided
  • Living Room
  • Parking
  • Telephone ...
  • Towels Provided ...
  • Washing Machine
  • Coffee Maker
  • Dishes & Utensils ...
  • Dishwasher
  • Kitchen ...
  • Microwave
  • Oven ...
  • Pantry Items ...
  • Refrigerator ...
  • Stove ...
  • Toaster ...
  • Dining ...
  • Dining Area
  • seating for 6 people
  • 1 Bathroom
  • Bathroom 1 - toilet , combination tub/shower
  • 2 Bedrooms, Sleeps 6
  • Bedroom 1 - 1 queen
    Bedroom 2 - 1 double
  • Books ...
  • DVD Player
  • Games ...
  • Music Library
  • Satellite / Cable ...
  • Stereo
  • Television ...
  • Video Library
  • Deck / Patio
  • Lawn / Garden
  • Outdoor Grill
  • wheelchair inaccessible ...
Onsite Services:
  • Concierge
  • churches
  • cinemas
  • marina
  • playground
  • restaurants
  • winery tours
Leisure Activities:
  • antiquing
  • beachcombing
  • bird watching
  • boating
  • gambling casinos
  • paddle boating
  • scenic drives
  • shopping
  • sight seeing
  • walking
  • wildlife viewing
Local Services & Businesses:
  • ATM/bank
  • fitness center
  • groceries
  • massage therapist
  • medical services
Sports & Adventure Activities:
  • cycling
  • fishing
  • freshwater fishing
  • golf
  • golf privileges optional
  • hiking
  • hunting
  • jet skiing
  • kayaking
  • rafting
  • sailing
  • skiing
  • snorkeling/diving
  • sound/bay fishing
  • swimming
  • water skiing
  • water tubing
  • wind-surfing


Wonderful! 4.8/5 -
(21 traveler reviews)

Centrally located in the Village of Lake Leelanau
average rating of 4.7619047 based on 21 reviews

Clean, privacy, great location and comfortable bed!

  • 5 of 5

Cant say enough great things about our stay! Wonderful communication with host prior to arrival. Gave excellent restaurant recommendations. Host gave us ultimate privacy which we loved. House was super clean. Bed was so comfortable, great sleep every night. Towels are soft and luxurious. Entertainment center is extremely up to date and high tech with great directions on how to use it. All information about the property is to be found in the book they provide. Nothing ambiguous. They have binders full of activity pamphlets. Great location if you want to experince everything the Leelanau peninsula has to offer! 5 stars!

  • Submitted: Oct 16, 2016
  • Stayed: Oct 2016
  • Source: VRBO, from HomeAway
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A very warm and inviting place to be while on vacation.

  • 5 of 5

Staying here while visiting the Leelanau area worked out perfectly for us. We were centrally located and took full advantage with a lot of day trips. Jim and Carol Ashmore were more than accommodating and made our stay very pleasant. Their home is actually better in person than the pictures show. Very clean, very stocked, and the décor is perfect for the area. I guess, because of the time of year (end of September) there was a little problem with fruit flies, but not enough to affect my overall rating. If you want a comfortable place to stay with very affordable rates, definitely pick this property.

  • Submitted: Oct 4, 2016
  • Stayed: Sep 2016
  • Source: VRBO, from HomeAway
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Perfectly situated!

  • 5 of 5

This home is perfectly situated to explore the area & that"s exactly what we did! Swimming, kayaking, dune climb, bicycling on the Heritage Trail are just some of the activities we were able to enjoy. Glen Arbor, Leland/Fishtown, Northport & Suttons Bay are all so close we were able to see them all leisurely while poking through the shops. In the evening it was relaxing to read the amazing collection of books in the house--we especially liked learning about the history of the surrounding area.

The Ashmore's are so welcoming, the house is very clean and stocked full of everything we needed or forgot :). Being able to bring our dog on vacation, and not having to take time to clean before we left were extra perks that made us want to be return customers!! Thank you for a wonderful vacation spot.

  • Submitted: Aug 17, 2016
  • Stayed: Aug 2016
  • Source: VRBO, from HomeAway
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Well maintained. Quaintly located. Well organized. Clean.

  • 4 of 5

This was the perfect location for us, as our daughter's wedding was just down the road at the Crooked Creek Ranch. Located within walking distance to town. We appreciated the cleanliness, organized and well stocked home! Will stay there again to vacation the Leelanau area....

  • Submitted: Aug 12, 2016
  • Stayed: Aug 2016
  • Source: VRBO, from HomeAway
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Cute, Cozy Cottage Feel like Home

  • 5 of 5

Our family stayed at "Against the Wind" vacation rental for a week this past July (2016). This cute, cozy cottage feels more like a home with all the amenities and perks provided! The kitchen was fully stocked with every spice, condiment, and appliance or gadget you might need for cooking away from home. The beds were surprisingly very comfortable and the place was extremely neat and clean. The milkshake machine was a fun "extra" that our kids enjoyed. Although not located right on Lake Leelanau, it is centrally-located with many shops and little restaurants within walking distance. The owners were very hospitable and kind, making sure we had everything we needed. This place exceeded our expectations. We truly enjoyed our stay and hope to return next summer!

  • Submitted: Jul 31, 2016
  • Stayed: Jul 2016
  • Source: VRBO, from HomeAway
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Clean and Comfortable

  • 4 of 5

Nice 2-bedroom ranch with plenty of room. Large living room. Enjoyed morning coffee and evening drinks and dinner on the patio. Walking distance to a local pub/restaurant, neighborhood market, marina at The Narrows, and to a local distillery. Two boat launches within 5 minutes of the house.

Would recommend to cyclists seeking to ride the rolling tree-lined roads and paths in the area, or to enjoy the waters of South lake Leelanau and/or North Lake Leelanau.

Nice little community!

  • Submitted: Jun 27, 2016
  • Stayed: Jun 2016
  • Source: VRBO, from HomeAway
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Dick's Pour House
"Great bar and resturant. Large range of food from a delicious Greek pizza to a scrumpcious ..."
Northern Latitudes Distillery
"Enjoy a range of spirits in a relaxing atmosphere."
Pedaling Beans Coffeehouse
"Coffee drinks, treats, WI-FI and good company."
The Redheads Cafe & Tasting Room
"Delicious sandwiches from organic ingredients."
Bella Fortuna
"Fine Italian dining. No, seriously, FINE Italian dining.,"
Leelanau Pie & Pastry
"Tasty pies, quiche and unique pastries. "
Trish's Dishes -- CLOSED
"Need a sandwich for the beach, boat, or just eat there. Wonderful sandwiches."
Boathouse Vineyards LLC
"Great wine in walking distance from Against the Wind."
N J's Grocery
"Local produce and Indian(India) take out highlight this local grocery store."
Jaffe's Resale & Consignment
"Fun at every turn!"
Bunek True Value Hardware
"You never know when you need a good hardware."
Nearest Airport
25 Miles
Traverse City Airport
Nearest Barpub
0.25 Miles
Dick's Pour House
Nearest Golf
10 Miles
Nearest Restaurant
0.25 Miles
Dick's Pour Housee
Nearest Beach
6 Miles
Several in Leland & Sutton's Bay
Car: recommended

Leelanau Sands casino


Rates & Availability

Lake Leelanau House Rental Rates

Rental Basis:
per property
Owner accepts payment in:
Convert Currency
Rate Period Nightly Weekend Night Weekly Monthly Event
My Standard Rate
3 night minimum stay
Notes: Rates are based on 4 guests; add $10 per night, per additional guest

Additional information about rental rates

Property Damage Protection $59
Pet Fee $50
Tax Rate 6.0%

Rates are subject to change until the reservation is final.

Owner's Cancellation Policy

  • 50% refund if canceled at least 14 days before arrival date.
  • 100% refund if canceled at least 30 days before arrival date.
Enter dates for accurate pricing
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