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The Tailwind House | Sleeps 6

House in Oshkosh, WI

6 guests·3 bedrooms·1 bathroom
5.0 · 1 review

Why you'll love this stay

Value & Savings

Value & Savings

Guests save an average of 16% when booking this stay vs. Airbnb and Vrbo.

Outdoor Living

Outdoor Living

Relax on a welcoming front porch ideal for evening chats.

Location & Accessibility

Location & Accessibility

Central Oshkosh setting with easy drives to parks and museums.

Property details

Welcome to Oshkosh. This charming, fully updated home makes a comfortable, welcoming place to stay. It has a spacious layout, thoughtful updates throughout and great curb appeal, plus easy access to local dining, parks and attractions. Whether you're in town for work, family, a getaway or EAA AirVenture, this home gives you a relaxing and convenient base for exploring Oshkosh and Northeast Wisconsin. Pets: Not allowed. Smoking: Not allowed. Events: Not allowed. Suitable for: children and infants. Additional rules: - We want you to enjoy everything our house has to offer. All we ask is that you treat It with respect and leave it in the same good, working condition you found it in. - Please take off shoes when entering and make yourself at home. - Absolutely NO vaping or smoking of any kind.. - Absolutely NO parties. This updated three-bedroom home has plenty of room to relax, gather and spread out. -Bright, spacious living room for relaxing and spending time together -Updated kitchen with a snack bar -Dining area next to the kitchen for meals and conversation -Half bathroom on the main floor -Three large bedrooms upstairs -Full bathroom upstairs -Charming front porch for morning coffee or quiet evenings -Free parking The bedrooms and full bathroom are upstairs, so guests should be comfortable using stairs. The entire home is yours during your stay, including the living room, kitchen, dining area, all three bedrooms, both bathrooms and the front porch. You'll have your own private entrance with keypad entry. Your check-in instructions and personal entry code will come through Breezeway before you arrive. Please make yourself at home, and respect any locked doors, storage areas or spaces marked private. We want you to feel welcome and well taken care of during your stay. With self check-in and your own private entrance, you can come and go as you please and enjoy Oshkosh at your own pace. Guesty handles reservation communication, including booking details and important stay information. Breezeway is our main platform for guest communication before and during your visit. Your check-in instructions, keypad code and property updates will all come through Breezeway. If you have a question, need help or want a local recommendation, just message us through Breezeway. We're happy to help. The home sits in a quiet residential area of Oshkosh. It's a peaceful place to stay, and restaurants, shopping, parks and everyday conveniences are still close by. It's especially handy for visitors to the EAA Aviation Museum and the AirVenture grounds, which are about 2 to 5 miles away (a 5 to 10 minute drive). The home also makes a great central base for exploring Northeast Wisconsin: Appleton: about 20 to 25 miles (25 to 30 minutes) Green Bay: about 35 to 40 miles (40 to 50 minutes) The home is in a residential neighborhood, so please be considerate of the neighbors, especially when you're outside or on the front porch. The bedrooms and full bathroom are upstairs, and the main floor has a half bath. Smoking and vaping are not allowed inside the home. If we find signs of smoking or vaping, a $250 fine will be charged. Parties and events are also not allowed. Please keep noise down, especially after 10:00 PM. If you notice any damage or maintenance problems, please message us through Breezeway right away so we can fix them.

Sleeping arrangements

Bedroom 1

1 King Bed

Bedroom 2

1 Queen Bed

Bedroom 3

1 Double Bed

What’s included

  • Parking

    Parking

  • Washer

    Washer

  • Dryer

    Dryer

  • Air conditioning

    Air conditioning

  • Heating

    Heating

  • Kitchen

    Kitchen

  • Wi-Fi

    Wi-Fi

  • Balcony

    Balcony

Guest reviews

Star icon 5.0 | 1 review
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J

Jeremy

Star Icon 0 0Star Icon 0 1Star Icon 0 2Star Icon 0 3Star Icon 0 4

April 2026

Mark is always a great host , everytime I travel I look for one of his properties. Very quick to communicate and always responsive .This home was Extremely clean and made you feel at home , the beds are very comfortable the large porch was great in the evening to just sit and relax . Thank you again Mark

Know before you go

House rules

Check-in: 4:00pm

Checkout: 10:00am

No pets allowed

No smoking

No parties

Have a question about this property?

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