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Baileys Harbor Vacation Rentals

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Vacation Rentals in Baileys Harbor

Waterfront Home In Baileys Harbor ~ Fantastic Views Of The Harbor And Islands!

Baileys Harbor
8.6 out of 10, Excellent, (125)
"Great location on the water."
United States
Linda M.
Waterfront Home In Baileys Harbor ~ Fantastic Views Of The Harbor And Islands!

Red Cherry Woods Cottage 🍒 New Construction!

Baileys Harbor
10.0 out of 10, Exceptional, (85)
"Lovely new cottage in the woods with easy access to nearby Baileys Harbor & Fish Creek. Well-appointed kitchen, nice amenities, welcoming and responsive owners. Would stay here again."
United States
David F.
Red Cherry Woods Cottage 🍒 New Construction!

250' RELAXING WATERFRONT SPACIOUS REMODEL & WALKING TO SAND BEACH NEW FIREPLACE

Baileys Harbor
9.8 out of 10, Exceptional, (208)
"Our family loved our stay here. It was a peaceful location with gorgeous views. We especially loved having the kayaks available for our afternoon paddles!"
United States
L B.
250' RELAXING WATERFRONT SPACIOUS REMODEL & WALKING TO SAND BEACH NEW FIREPLACE

Tiger Lily Cabin on Kangaroo Lake- Dog Friendly, playground, fire pit

Baileys Harbor
8.0 out of 10, Very Good, (3)
"Great dog friendly place"
United States
Addie
Tiger Lily Cabin on Kangaroo Lake- Dog Friendly, playground, fire pit

Luxury lakefront home - 6 BRs, kids, pets, EVs, elevator - family celebrations

Baileys Harbor
10.0 out of 10, Exceptional, (86)
"We had a great stay with 15 family members. The house was perfect for us. Many bedrooms, bathrooms, and we could all fit around the dining table! Check-in was easy and the Wi-Fi worked well. The house was so well equipped! Had absolutely everything we needed! So much fun and family time! Bill was a great communicator and made the process easy."
United States
Phyllis E.
Luxury lakefront home - 6 BRs, kids, pets, EVs, elevator - family celebrations

Scandinavian Lodge

3.5 star property
Sister Bay
9.4 out of 10, Exceptional, (1540)
"The suite was very nice and in a great location. Off the main road but within a short walk of Sister Bay. "
United States
Erwin
Scandinavian Lodge

Bridgeport Waterfront Resort

3.0 star property
Sturgeon Bay
9.0 out of 10, Wonderful, (558)
"Very walkable area Nice accommodations."
United States
Mary
The price is ¥18,410
¥22,637 total
includes taxes & fees
Nov 10 - Nov 11
Bridgeport Waterfront Resort

Landmark Resort

3.5 star property
Egg Harbor
9.0 out of 10, Wonderful, (602)
"Beautiful time of year to stay - gorgeous colors! Quiet, cozy and liked easy checkout."
United States
Darcy
The price is ¥23,059
¥26,172 total
includes taxes & fees
Nov 10 - Nov 11
Landmark Resort

Waterbury Inn

2.5 star property
Ephraim
9.0 out of 10, Wonderful, (491)
"Lovely stay."
United States
Susan
Waterbury Inn

Westwood Shores Waterfront Resort

3.0 star property
Sturgeon Bay
9.6 out of 10, Exceptional, (907)
"We love staying here! The staff is so friendly and the pool and hottub is always clean."
United States
Stephanie
The price is ¥15,189
¥17,240 total
includes taxes & fees
Nov 12 - Nov 13
Westwood Shores Waterfront Resort

Sister Bay Log Cabin - Recent Remodel!

Sister Bay
10.0 out of 10, Exceptional, (186)
"Cabin is sweet and cozy. Stayed with my 21 and 16 year old. Great location close to center of town. Michelle was very friendly. Cabin was very clean! Highly recommend!"
United States
Megan A.
The price is ¥42,037
¥94,795 total
includes taxes & fees
Nov 29 - Nov 30
Sister Bay Log Cabin - Recent Remodel!

Evergreen Hill Condominiums

3.5 star property
Fish Creek
9.4 out of 10, Exceptional, (69)
"Everything was great Noce and clean, great location and super friendly staff. We will be back with more family!!"
United States
Karen
The price is ¥20,251
¥22,985 total
includes taxes & fees
Dec 1 - Dec 2
Evergreen Hill Condominiums

Indoor Pool, Game RM, Movie RM! Sleep 24! Private!

Sturgeon Bay
9.8 out of 10, Exceptional, (79)
"Great place, great location, great amenities an overall A GREAT PLACE to relax with friends and family"
United States
Anonymous traveler
Indoor Pool, Game RM, Movie RM! Sleep 24! Private!

Lakefront! Rustic Cabin w/ Game RM/Kayaks/Bikes!

Sturgeon Bay
9.6 out of 10, Exceptional, (64)
"It was really nice, very clean, if you like to fish that’s the place to have would go there again"
United States
Paul V.
Lakefront! Rustic Cabin w/ Game RM/Kayaks/Bikes!

Clean Cozy Cottage On Waterfront Property Privacy Yet Close To Town

Sturgeon Bay
10.0 out of 10, Exceptional, (100)
"Great relaxing weekend. Host is friendly & helpful. Enjoyed the local farmer’s market and meals in town. Great time! "
United States
Ame K.
Clean Cozy Cottage On Waterfront Property Privacy Yet Close To Town

BRAND NEW! Newly Constructed home, walking distance to downtown Fish Creek!

Fish Creek
9.2 out of 10, Wonderful, (28)
"Fit us perfectly….eight adults and five children all ten and under. Plenty of refrigerator space and area for food. We spent a week enjoying the area and were happy to have a perfect central Door County location "
United States
Mark B.
BRAND NEW! Newly Constructed home, walking distance to downtown Fish Creek!

Lakefront Cabin | Game RM, Pier, Insane Fishing!

Sturgeon Bay
9.6 out of 10, Exceptional, (80)
"This property was perfect for my very large family! The home is beautiful and in a perfect setting. There's plenty to do and we had such a wonderful time. I would highly recommend staying here!"
United States
Mike P.
Lakefront Cabin | Game RM, Pier, Insane Fishing!

Romantic Waterfront Suite With Amazing Water Views, Hedgehog unit

Ellison Bay
10.0 out of 10, Exceptional, (135)
"My son and I love this property! We really enjoy hanging out with Dan and Gretel! It's a wonderful place to take a break!"
United States
Micah H.
Romantic Waterfront Suite With Amazing Water Views, Hedgehog unit

Waterfront Dream Cottage With A Million Dollar View, HARBOR Unit

Ellison Bay
10.0 out of 10, Exceptional, (172)
"I loved the view from the property, the open space of the yard, and the coziness of the interior. Loved the fire pit and relaxing sauna as well."
United States
Lauren K.
Waterfront Dream Cottage With A Million Dollar View, HARBOR Unit

Waterfront gem, sandy beach, modern kitchen, large great room, free firewood

Sturgeon Bay
9.8 out of 10, Exceptional, (106)
" Perfect girls weekend away! Very responsive host and dog friendly property. "
United States
Sydney L.
The price is ¥36,698
¥97,376 total
includes taxes & fees
Nov 13 - Nov 14
Waterfront gem, sandy beach, modern kitchen, large great room, free firewood
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.
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Top Baileys Harbor Hotel Reviews

Find out more about Baileys Harbor

Search for holiday rentals in Baileys Harbor on Expedia! You can easily find your home rentals, villas, holiday apartments in Baileys Harbor using one of the methods below:

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Frequently asked questions

Can I find vacation rentals in Baileys Harbor?

Yes, we offer vacation rentals close to top attractions in Baileys Harbor, or you can select a secluded option if you'd like a relaxing place to stay. Visitors to Baileys Harbor speak positively about the scenic lakeside and top-notch restaurants in this destination. Allow some time to check out the shops during your trip.

What are some of the best vacation home rentals that Baileys Harbor has to offer?

Waterfront Home In Baileys Harbor ~ Fantastic Views Of The Harbor And Islands!: This highly rated vacation home rental in Baileys Harbor is located on the beach and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 7 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games. Other favorite homes for rent in Baileys Harbor are Lake-House With The Best View Of Cana Island And It's Lighthouse You Can Find! and 250' RELAXING WATERFRONT SPACIOUS REMODEL & WALKING TO SAND BEACH NEW FIREPLACE.

How many vacation rentals will I find in Baileys Harbor?

Expedia has 67 vacation rentals for your stay in Baileys Harbor.

What can I see and do in Baileys Harbor?

Lake Michigan and Kangaroo Lake are a couple of scenic spots to enjoy the outdoors, whereas Door Shakespeare is one of the cultural attractions. Door County Brewing Company and Cana Island Lighthouse are other places to visit while you're in town.

What are vacation rentals like in Baileys Harbor?

Vacation rentals are privately owned properties you can stay in for several days or longer in Baileys Harbor. Vacation rentals feature amenities such as hot tubs, fire pits, and patios so you'll have everything you want. If you're concerned about a sanitized environment, vacation rentals can provide a sense of privacy away from shared hotel elevators and lobbies packed with people while still allowing you the excitement and enjoyment of travel. You'll also find more space in a vacation rental than in a traditional hotel, which makes a vacation rental a popular choice for family gatherings.