Baileys Harbor Vacation Rentals from SAR 464: Search Short-Term Rentals

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Our top choices for Baileys Harbor vacation rentals

A spacious kitchen with a large island, a dining area with a sofa, and a fireplace.

1. Red Cherry Woods Cottage 🍒 ~ Stylish Baileys Harbor Escape

Baileys Harbor

Crystal G.

SAR 1,872 total

includes taxes & fees

18 Nov - 19 Nov

A large hotel with multiple balconies, a swimming pool, and a well-maintained lawn.

2. Scandinavian Lodge

Sister Bay

Shannon

SAR 505 total

includes taxes & fees

7 Dec - 8 Dec

A multi-story building with a central staircase, surrounded by trees and a well-maintained lawn.

3. Evergreen Hill Condominiums

Fish Creek

shane

SAR 584 total

includes taxes & fees

18 Nov - 19 Nov

A poolside area with chairs and tables, a lamp post, and a view of the sunset over the water.

4. Westwood Shores Waterfront Resort

Sturgeon Bay

Cindy

SAR 464 total

includes taxes & fees

15 Nov - 16 Nov

A resort with a swimming pool, outdoor seating, and multiple buildings surrounded by trees.

5. Landmark Resort

Egg Harbor

Romaine

SAR 740 total

includes taxes & fees

8 Nov - 9 Nov

A white two-story house with a wooden deck and a small porch.

6. Charming 2-bedroom cottage in Fish Creek with AC, heat, WiFi

Fish Creek

Lynn M.

SAR 588 total

includes taxes & fees

8 Nov - 9 Nov

An indoor swimming pool with a 3ft depth marker, surrounded by lounge chairs and a wooden ceiling.

7. Waterbury Inn

Ephraim

Megan

SAR 881 total

includes taxes & fees

10 Nov - 11 Nov

A waterfront property with a paved walkway, a stone retaining wall, and a large building with multiple balconies.

8. Bridgeport Waterfront Resort

Sturgeon Bay

Brenda

SAR 608 total

includes taxes & fees

10 Nov - 11 Nov

A white arched entrance with a dark green door, surrounded by greenery and a pathway leading to a porch.

9. THE CHARM of DOOR COUNTY - Cuteness and elegance combined!

Ephraim

Kayla V.

SAR 1,095 total

includes taxes & fees

19 Nov - 20 Nov

A modern living room with a fireplace, a ceiling fan, and a large window with a view of trees.

10. CONDO 5-Sister Bay Gem-Steps to the Beach

Sister Bay

Colleen K.

SAR 1,394 total

includes taxes & fees

19 Nov - 20 Nov

A two-story house with a wrap-around porch, a turret, and a front door with an American flag.

11. Private 3BR Gem on 2.5 Wooded Acres- Close to All

Sister Bay

Andrew L.

SAR 1,945 total

includes taxes & fees

19 Nov - 20 Nov

A wooden deck with a table and bench, large windows with a forest view, and a sliding glass door leading to an interior with a sofa and ceiling fan.

12. Spacious Jacksonport Woodland Cabin: Screened Porch, Near Cave Point & Lake Park

Sturgeon Bay

Anne W.

SAR 1,619 total

includes taxes & fees

19 Nov - 20 Nov

A dining area with a round glass table and two chairs, a potted plant, and a view of a street through a window with blinds.

13. Cozy Door County home with detached yoga room- short walk from Potawatomi Park

Sturgeon Bay

MARK w

A rustic cabin with a stone exterior and a red balcony, surrounded by trees.

14. Updated Vintage 1938 Log Cabin – Walk to Sister Bay

Sister Bay

Cole M.

SAR 2,064 total

includes taxes & fees

17 Nov - 18 Nov

A living room with a sofa, a coffee table, and a window with a view of trees.

15. [Cozy] loft - steps to downtown!

Sturgeon Bay

Autumn M.

SAR 1,008 total

includes taxes & fees

15 Nov - 16 Nov

A backyard with two blue Adirondack chairs, a fire pit, and a house in the background.

16. Walk to Downtown! Wooded 4BR Sister Bay Home

Sister Bay

Nicole H.

SAR 1,923 total

includes taxes & fees

19 Nov - 20 Nov

A modern living room with a fireplace, a dining area, and a kitchen with a bar.

17. CONDO 3-Sister Bay Serenity-Luxurious downtown condo!

Sister Bay

John H.

SAR 1,394 total

includes taxes & fees

19 Nov - 20 Nov

A marina with boats docked, a wooden walkway leading to the water, and a grassy area with a tree providing shade.

18. Snug Harbor Inn - Cottage 1A

Sturgeon Bay

Maria M.

SAR 603 total

includes taxes & fees

19 Nov - 20 Nov

19. Private Wooded Retreat w/ Hot Tub & Fireplace - Near Sister Bay

Ellison Bay

Molly C.

SAR 2,449 total

includes taxes & fees

8 Nov - 9 Nov

A modern room with a large window, a dining table, and a bench.

20. CONDO 4-Luxury Loft Retreat in Downtown Sister Bay.

Sister Bay

Jason L.

SAR 1,394 total

includes taxes & fees

30 Nov - 1 Dec

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Top Baileys Harbor Hotel Reviews

Beach Harbor Resort

10/10 Excellent

"Clean room. Had dinner at the bar and the menu was good and the food was excellent. Would definitely stay on next trip."

The Landing Resort

10/10 Excellent

"We stayed in the Spinnaker Loft and it was perfect for my family of four. The small bedroom and loft gave everyone room to spread out, and the kitchen let us save money by cooking several meals instead of going out all the time. The pool and hot tub were great (with lots of towels!) and my younger son enjoyed the playground. There is free coffee in the lobby and a nice selection of board games that can be borrowed. Everything was clean and well-maintained and the staff were friendly and helpful. I would definitely stay here again the next time I'm in Door county. Oh, and don't miss the Swedish coffee place across the street - amazing cinnamon rolls!"

Super 8 by Wyndham Sturgeon Bay

8/10 Good

"The property was sufficient for our needs as was the breakfast. There were no "do not disturb" signs for the door and housekeeping went into our room while we were gone and took our towels and did not replace them. I had to find some in a housekeeping closet. A a short drive into town but close to the highway."

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 6 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.

How many vacation rentals will I find in Baileys Harbor?

Expedia has 70 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.

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Check prices for these dates

Our top choices for Baileys Harbor vacation rentals

1. Red Cherry Woods Cottage 🍒 ~ Stylish Baileys Harbor Escape

2. Scandinavian Lodge

3. Evergreen Hill Condominiums

4. Westwood Shores Waterfront Resort

5. Landmark Resort

6. Charming 2-bedroom cottage in Fish Creek with AC, heat, WiFi

7. Waterbury Inn

8. Bridgeport Waterfront Resort

9. THE CHARM of DOOR COUNTY - Cuteness and elegance combined!

10. CONDO 5-Sister Bay Gem-Steps to the Beach

11. Private 3BR Gem on 2.5 Wooded Acres- Close to All

12. Spacious Jacksonport Woodland Cabin: Screened Porch, Near Cave Point & Lake Park

13. Cozy Door County home with detached yoga room- short walk from Potawatomi Park

14. Updated Vintage 1938 Log Cabin – Walk to Sister Bay

15. [Cozy] loft - steps to downtown!

16. Walk to Downtown! Wooded 4BR Sister Bay Home

17. CONDO 3-Sister Bay Serenity-Luxurious downtown condo!

18. Snug Harbor Inn - Cottage 1A

19. Private Wooded Retreat w/ Hot Tub & Fireplace - Near Sister Bay

20. CONDO 4-Luxury Loft Retreat in Downtown Sister Bay.

Find vacation rentals that suit your style

Top Baileys Harbor Hotel Reviews

Beach Harbor Resort

Waterbury Inn

The Landing Resort

Super 8 by Wyndham Sturgeon Bay

Open Hearth Lodge

Newport Resort

Homestead Suites

Motel 57

Beachfront Inn

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