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Search Vacation Homes in Baileys Harbor

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Compare 319 Vacation Homes in Baileys Harbor with updated reviews, rates, and availability.

Sister Bay Vintage Log Cabin - Recent Remodel
Lovely 1938 Log Cabin - Historic, Fresh & Charming. Fabulous Location!

Sister Bay Vintage Log Cabin - Recent Remodel

10.0 out of 10, Exceptional, (162)
"Perfect location, abt 1/2 mile from sister bay restaurants and shops. View of water. Clean, cozy and super cute!! "
The price is AED 735
AED 1,914 total
includes taxes & fees
25 Nov - 26 Nov
Sister Bay Vintage Log Cabin - Recent Remodel
Lake-House With The Best View Of Cana Island And It's Lighthouse You Can Find!
Beach

Lake-House With The Best View Of Cana Island And It's Lighthouse You Can Find!

10.0 out of 10, Exceptional, (227)
"My husband and I have done a number of VRBO rentals over the years. This one ranks in the Top 5. It is a comfortable home and one of the better stocked homes. The view of Lake Michigan, even from inside the home, is gorgeous. Everything about our stay was easy. We highly recommend this home."
Lake-House With The Best View Of Cana Island And It's Lighthouse You Can Find!
New! Hot Tub, 2 Blocks to SB, Fire Pit Patio, Dogs
Soak up the serenity! Our hot tub is the perfect spot to unwind after a day of adventure.

New! Hot Tub, 2 Blocks to SB, Fire Pit Patio, Dogs

2.0 star property
8.8 out of 10, Excellent, (5)
"Perfect stay from start to finish. Hands down one of the nicest rental homes we’ve ever stayed in, and truly a one of a kind in Door County. The location is unbeatable, to have a private home in the woods walking distance to downtown Sister Bay. Very thoughtful amenities in the home made for an effortless stay, like the Bluetooth speakers, chargers, games, and the pack n play and kids toys. We will definitely be back!"
New! Hot Tub, 2 Blocks to SB, Fire Pit Patio, Dogs
Perfect For Family Reunions/Weekend Getaways/Large Groups. A hidden oasis!
Exterior

Perfect For Family Reunions/Weekend Getaways/Large Groups. A hidden oasis!

9.4 out of 10, Exceptional, (129)
"Our family stayed for family wedding. We were busy and sorry we couldn’t spend more time enjoying the beautiful setting."
Perfect For Family Reunions/Weekend Getaways/Large Groups. A hidden oasis!
Beautiful Door County Waterfront Property - Fall Dates Available
Living area

Beautiful Door County Waterfront Property - Fall Dates Available

9.8 out of 10, Exceptional, (20)
"The house was clean and comforable. We enjoyed the lovely view of the lake and the open space for making meals and playing games. Will rent this house again for our next trip to Door County. "
Beautiful Door County Waterfront Property - Fall Dates Available
Enjoy fantastic sunsets at this beautiful Door County Waterfront home!
You have arrived at your vacation destination. 3 br/ 2 bath waterfront.

Enjoy fantastic sunsets at this beautiful Door County Waterfront home!

9.8 out of 10, Exceptional, (49)
"My husband, sister and brother-in-law thoroughly enjoyed our stay at the Villa. The view was spectacular because of all the windows and the living/kitchen area was perfectly designed, beautifully decorated and well equipped. The location was very private and quiet which made for an especially nice time. We look forward to another weekend at the Villa!"
Enjoy fantastic sunsets at this beautiful Door County Waterfront home!
Harbor House located in the heart of Ephraim
Exterior

Harbor House located in the heart of Ephraim

10.0 out of 10, Exceptional, (177)
"Love this house! Cozy, clean, and lots of Door County charm with the large, enclosed front porch. (The porch would be ideal for a family game night in the summer with its tables and porch swing.) We had a nice time at the fire pit surrounded by plenty of Adirondack chairs for our group. (Bring your own firewood.) Even saw beautiful northern lights from the beach a couple of blocks away, and heard coyotes yipping and howling in the wooded area to the west. Very responsive host. Highly recommend!"
Harbor House located in the heart of Ephraim
Cozy cottage tucked in the woods. 5 minutes from Cave Point and Whitefish Dunes.
Cozy sitting area

Cozy cottage tucked in the woods. 5 minutes from Cave Point and Whitefish Dunes.

9.6 out of 10, Exceptional, (15)
"The home is in a quiet neighborhood. It was clean and comfortable. Everything you need!"
Cozy cottage tucked in the woods. 5 minutes from Cave Point and Whitefish Dunes.
Large Home with Ideal Central Sister Bay Location!
Welcome to Teal Door!

Large Home with Ideal Central Sister Bay Location!

9.8 out of 10, Exceptional, (27)
"The property was amazing and met all of our needs. The only thing that was wrong. Was the Keurig was not working. We would highly recommend this place and would love to stay there again."
Large Home with Ideal Central Sister Bay Location!
Cyber Week 15% of weekly stays! Great Kitchen, Magical Views, Free Firewood
View of from the patio with gas grill

Cyber Week 15% of weekly stays! Great Kitchen, Magical Views, Free Firewood

10.0 out of 10, Exceptional, (90)
"The weather was perfect! The house was so very clean and nice. Scott was great to work with. Great location, the other towns were nice but to busy. would come again."
The price is AED 915
AED 2,376 total
includes taxes & fees
25 Nov - 26 Nov
Cyber Week 15% of weekly stays! Great Kitchen, Magical Views, Free Firewood
Private Estate - Romantic - Peaceful Escape
Living area

Private Estate - Romantic - Peaceful Escape

10.0 out of 10, Exceptional, (111)
"This property deserves 6 stars! The hosts could not have been more welcoming. The large studio was much more than expected. Everything you need for a couple or a family of 4. And then…. The animals…..it was wonderful! Thank you Tammy & Steve for hosting us and all your wonderful recommendations!"
Private Estate - Romantic - Peaceful Escape
Hot Tub! Firepit, 0.3 miles to DT SB, Pet-friendly
The basement entertainment room features a large TV for movie nights, a foosball table for friendly competition, and an arcade machine for nostalgic gaming.

Hot Tub! Firepit, 0.3 miles to DT SB, Pet-friendly

9.8 out of 10, Exceptional, (50)
"Beautiful time of the year to visit. Tom was incredibly responsive and gave us all the info needed to make things easy upon arrival and check out. House is well kept and very clean. Hot tub wasa perfect way to watch the northern lights."
The price is AED 405
AED 2,030 total
includes taxes & fees
1 Dec - 2 Dec
Hot Tub! Firepit, 0.3 miles to DT SB, Pet-friendly
Spacious Family-Friendly Cottage in peaceful woods
Exterior

Spacious Family-Friendly Cottage in peaceful woods

10.0 out of 10, Exceptional, (56)
"Spacious property, enjoyed the fire pit in the back of the property."
Spacious Family-Friendly Cottage in peaceful woods
Boutique Home in Door County w/ Eagle Harbor Views
Ephraim Vacation Rental | 3BR | 2BA | 1,900 Sq Ft | 3 Steps for Entry

Boutique Home in Door County w/ Eagle Harbor Views

10.0 out of 10, Exceptional, (59)
"The home is clean, comfortable and has a beautiful view of the water. We enjoyed staying here and wouldn’t change a thing. "
Boutique Home in Door County w/ Eagle Harbor Views
Harbor School House - Private home, great outdoor space, 5 minute walk downtown
Living room with smart TV and gas fireplace

Harbor School House - Private home, great outdoor space, 5 minute walk downtown

10.0 out of 10, Exceptional, (11)
"We were celebrating my daughter and my birthday. We love Door County during the fall! Had a great stay in your beautiful home! LOVED the fireplace. Will definitely return and hope to rent your home again❤️"
Harbor School House - Private home, great outdoor space, 5 minute walk downtown
Enjoy 110' of Waterfront w/ Water Toys at Sandy Bottom Bay Beach House For 8!!
Your private pier/dock. Kayak launch roller off the end of the dock, now added

Enjoy 110' of Waterfront w/ Water Toys at Sandy Bottom Bay Beach House For 8!!

9.8 out of 10, Exceptional, (13)
"My wife and I stayed to celebrate our 33rd wedding anniversary. We wanted a place close to both Green Bay and Door County. The house was perfect for us. Clean and bright with the sun streaming in each morning. The leaves were stunning on the two mile loop for quiet walks at any time of day. We would love to stay again and would bring our family next time to enjoy the activities on and off the water."
Enjoy 110' of Waterfront w/ Water Toys at Sandy Bottom Bay Beach House For 8!!
Unique Setting - Built on Quarry Bed
Rental area is above the garage, 1100 sq ft

Unique Setting - Built on Quarry Bed

10.0 out of 10, Exceptional, (125)
"The owners Mitch and Mary were great! The property was beautiful, and it was centrally located making it easy to get to egg harbor, fish creek, and Baileys harbor. We enjoyed the collection of VHS tapes, and even watched a movie one evening. Great property for a weekend away with your spouse!"
Unique Setting - Built on Quarry Bed
Idlewild Hideaway by the Bay (with Large Deck)
Front of the house

Idlewild Hideaway by the Bay (with Large Deck)

10.0 out of 10, Exceptional, (108)
"We had a nice relaxing time in Idlewild. The house was clean, in a quiet area, and near a light house and water access that we enjoyed walks to. Would visit again."
The price is AED 841
AED 1,680 total
includes taxes & fees
2 Dec - 3 Dec
Idlewild Hideaway by the Bay (with Large Deck)
Pinecone Haven - Where Northwoods meets the Southwest
Warm and cozy living space with streaming TV and electric fireplace

Pinecone Haven - Where Northwoods meets the Southwest

9.4 out of 10, Exceptional, (6)
"This place is so nice! Exactly as advertised and very clean. Will stay there again"
Pinecone Haven - Where Northwoods meets the Southwest
Guest bedroom in Quarry House
Exterior

Guest bedroom in Quarry House

10.0 out of 10, Exceptional, (172)
"Great hosts. Beautiful property. Close to amenities, but secluded location. "
Guest bedroom in Quarry House
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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Other property types in Baileys Harbor

Serene Lakefront Baileys Harbor Home w/ Deck!
Baileys Harbor Vacation Rental | 1BR | 1BA | Stairs Required | 720 Sq Ft

Serene Lakefront Baileys Harbor Home w/ Deck!

9.6 out of 10, Exceptional, (71)
" Beautiful view, quiet, peaceful! Would love to visit again! Affordable. "
Serene Lakefront Baileys Harbor Home w/ Deck!
Lake-House With The Best View Of Cana Island And It's Lighthouse You Can Find!
Beach

Lake-House With The Best View Of Cana Island And It's Lighthouse You Can Find!

10.0 out of 10, Exceptional, (227)
"My husband and I have done a number of VRBO rentals over the years. This one ranks in the Top 5. It is a comfortable home and one of the better stocked homes. The view of Lake Michigan, even from inside the home, is gorgeous. Everything about our stay was easy. We highly recommend this home."
Lake-House With The Best View Of Cana Island And It's Lighthouse You Can Find!
Stunning Studio just steps from the Bjorklunden Trail System in Baileys Harbor
King size bed and pull out sleeper sofa

Stunning Studio just steps from the Bjorklunden Trail System in Baileys Harbor

9.8 out of 10, Exceptional, (30)
"Quiet neighborhood hust outside of down town Baileys Harbor. It was everything my girlfriend and I needed for the weekend. It's a perfect spot for a couples trip."
Stunning Studio just steps from the Bjorklunden Trail System in Baileys Harbor
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.