Holiday rentals in Cana Island

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Top-rated holiday rentals in Cana Island

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite

Tiny home in Frankfort

4.93 out of 5 average rating, 128 reviews

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.

Guest favourite

Flat in Fish Creek

4.99 out of 5 average rating, 200 reviews

Night Cap Studio Loft in Downtown Fish Creek

In the heart of Fish Creek, above our bustling Hat Head shop, enjoy your stay in our newly remodeled second story studio loft. Complete with studio bedroom, bath, kitchen with new appliances, sitting room, and private balcony deck. Enjoy walking distance to the beach, shops, restaurants, Peninsula State Park, and more. Close to the action, yet a great hideaway for privacy and relaxation. Bright and cheery, modern, simply stated, and clean. For adult single or couple. (Sorry no pets or kids).

Guest favourite

Apartment in Fish Creek

4.91 out of 5 average rating, 210 reviews

Evergreen Hill A Whirlpool Condo by Pen State Park

It’s all about location and this is the perfect central location for your Door County adventure! 7 A rental condos are set on a lovely, peaceful street in Fish Creek. On warm days, enjoy hiking, swimming, biking, boating, camping, picnicking, fishing, and golf. When snow is on the ground, spend time cross-country skiing, snow shoeing, snowmobiling, and sledding. Daily housekeeping is not included. You can add it for $24 per day if you would like, just let us know when you pick up your key.

Guest favourite

Home in Baileys Harbor

5.0 out of 5 average rating, 144 reviews

Winding Down - A Retreat on the "Quiet Side"

From quirky games and parades to chocolates, chili and icy sculptures, the Peninsula plays host to festivals and special events throughout the winter. Winding Down is the perfect place to enjoy the quiet side of DC. We are walking distance from the Nature Preserve & the shores of North Bay. Located in a beautiful cedar forest that provides a needed respite. Enjoy cross country skiing OR snowshoeing in the trails nearby. Come in from the cold to build a cozy fire & enjoy a glass of wine.

Superhost

Guest suite in Sturgeon Bay

4.85 out of 5 average rating, 374 reviews

Woodsy Retreat at Lake Michigan

Come enjoy a spacious, sunny lovely, 400 square foot studio surrounded by gardens and a deep, green forest with Lake Michigan just across the road. On Door County's eastern shore, the studio has cathedral ceilings and two walls of windows that open. Arty, comfy, quiet and secluded with views of the surrounding forest. Full kitchen. Restaurants and market nearby. Excellent hiking and biking. Easy access to all of Door County. For longer or shorter stay, please contact us for availability.

Guest favourite

Guest house in Fish Creek

4.97 out of 5 average rating, 162 reviews

Vintage Mod Cottage with fireplace & soaking tub!

Grandview Farm Cottage is a circa 1920s newly renovated, 420 sq. ft. private guesthouse on the grounds of a 2.5 acre Door County property built in the late 1800s. Modern, industrial and repurposed style meets vintage farmhouse charm. Central location allows for quick drive or even a bike ride to either coast of the peninsula. Enjoy nature, wildlife, your own organically grown gardens, and dark starry night skies, while being only 3 miles to nightlife and shopping and beaches and parks.

Guest favourite

Guest suite in Ephraim

4.92 out of 5 average rating, 105 reviews

Waterfront Studio in Ephraim #3

This "adults-only" waterfront beach studio located in the center of Ephraim. It has brand new flooring and paint, king size bed, air conditioning, flat screen cable TV, WIFI, wet bar, pool, outdoor gas grill & covered decks to enjoy the spectacular water view with your wine or coffee. This is the only accommodation in Ephraim located directly on the waterfront with the best sunset views in Door County. Enjoy our private pier, and don't hesitate to bring your paddle boards or kayaks!

Guest favourite

Apartment in Ephraim

4.93 out of 5 average rating, 205 reviews

Bright • Cozy • Clean • Condo Near Water • Ephraim

Our bright, clean, cozy, ground-floor condo is just a block from the water in Ephraim. There is 1 bedroom (queen) and a sleeper sofa in the living space (queen). There is a spacious bathroom with shower/tub and large vanity. Shower and toilet area are separate from sink/vanity area. Walk right out onto your own private patio which connects to our spacious yard. Full kitchen w/ stove (small oven/stove), fridge, microwave, toaster, Keurig, cookware, dishes, glassware & dishwasher.

Guest favourite

Cottage in Baileys Harbor

4.96 out of 5 average rating, 170 reviews

South Lane Cottage #1

This sweet 2 bedroom, 1 bath home, with a glimpse of Lake Michigan from the living room window. This location is in pristine condition, and has a newly remodeled kitchen. As well as a large Trex deck at the rear of the house. You can also take advantage of the short walk to Anclam park and waterfront fun, or the shops and restaurants in downtown Baileys Harbor. This is the second listing from the owners of Bearded Heart Coffee, which is located just down the road.

Guest favourite

Home in Baileys Harbor

4.93 out of 5 average rating, 206 reviews

Waterfront on Peaceful Moonlight Bay

Located on the shore of Moonlight Bay Lake Michigan overlooking Toft and Bues Points. Private waterfront access with beach and dock. Kayaking, canoeing, paddle boarding, biking (included) swimming, and fishing. Located on a bike route near Bues Point public boat ramp, Cana Island Light House, The Ridges Sanctuary, and Baileys Harbor. Conveniently located yet private a short trip to Fish Creek and Egg Harbor (15 min.), Ephraim and Sister Bay (10 min.)

Guest favourite

Home in Sturgeon Bay

4.98 out of 5 average rating, 210 reviews

Lily Pad Cottage, Door County: Waterfront Cottage

Lily Pad is perched, on the waters of Sturgeon Bay, with a historic shipbuilding waterfront and artistic culture. A perfect romantic getaway for a couple seeking quality time in one of the last cottages on the waterfront of Sturgeon Bay. Fantastic location, close to everything on the west side of the city. Lily Pad has a deck and a fire pit in the yard! Need more space?, Eagle View Suite is a two bedroom, next door to Lily Pad Cottage.

Guest favourite

Cottage in Sister Bay

5.0 out of 5 average rating, 142 reviews

A-Frame in Sister Bay, WI: Coffee Bar & Fire Pit!

Completely escape from your every day life at the cottage with only a short 5-minute drive to everything Sister Bay has to offer. Our cottage is located on a 1.6 acre private wooded lot surrounded by beechwood trees. The cottage has a large open deck in the front and a spacious screened in porch in the back. The interior is decorated with a warm mid-century modern charm and is equipped with everything needed for a relaxing stay.