Bed and breakfast holiday rentals in Oshkosh

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Top-rated bed and breakfasts in Oshkosh

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Top Guest favourite
A cozy guest room features a queen bed with a patterned duvet and two decorative pillows. An armchair with a geometric design sits beside a bedside table with a lamp. Natural light filters through the window, illuminating warm, peach-colored walls.
Private room in Appleton
5 out of 5 average rating, 281 reviews

Comfy Appleton home - Queen bed, private bath

Enjoy a comfortable queen bed in a quiet first-floor bedroom. Bathroom is next door three steps from your guest room. You'll have exclusive use of it during your stay. Bath has shower over tub. Spend time relaxing in the comfortable living room. Our home is split bedroom, so your private guest room is on the opposite end of the home from our master. Upon request enjoy light breakfast and hospitality from Super Hosts Doug and Kathy. As an option, we have another guest room with 2 full beds.

A cozy sleeping area features a wooden sleigh bed with blue and white striped bedding. Two bedside lamps are positioned on either side of a nightstand. A large window allows natural light and is complemented by a decorative rug, while a ceiling fan provides air circulation.
Private room in Oshkosh
5 out of 5 average rating, 6 reviews

Redbrick Inn Courtney Suite

The Red Brick Inn is a beautiful, ten-acre inn & retreat built in 2007. It is a licensed, registered B & B, but we do not serve breakfast. The property houses spacious suites with private entrance and bath, refrigerator, microwave, coffee maker and in-room bar eating area. Includes a separate common room. We offer great walking trails, a state biking trail a half mile away, with plenty of bird watching. Kayak and bike rentals are available as well. No fish cleaning on the premises please.

Private room in Menasha

Learn SelfHypnosis Retreat - Lake House 7mAppleton

The retreat cottage is on beautiful Lake Winnebago. South view. Are you sick and tired of being sick and tired of your bad habits, beliefs and patterns that get in your way of getting what you want physically, spiritually, emotionally, financially ...? Ready to get rid of Bad Habits that have you stuck? Want to learn SelfHypnosis for yourself or others? Are you a healing professional who wants to add to your practice? CHECK OUT THIS YOUTUBE VIDEO by Drone https://youtu.be/L0C7L-Lwnfg

A historic two-story building features light-colored wood siding and multiple large windows adorned with green shutters. Flower boxes are visible beneath the windows, and a white staircase leads to an upper entrance. Potted plants enhance the welcoming exterior.
Hotel room in Sheboygan Falls

The Rochester Inn - Garden Suite

Welcome to The Rochester Inn, a historic hotel built in 1848, located in downtown Sheboygan Falls, Wisconsin. Our two-room garden suite is located on the first floor of the inn. Linger over breakfast delivered to your room at the table for two located in the sitting room, overlooking the lovely courtyard garden. This suite features a queen-sized four-poster bed and attached bathroom with hand-held shower and standard bathtub. Enjoy the privacy of a separate entrance through our courtyard.

A spacious great room features a pool table at the center, surrounded by intricately carved wooden doors. Large windows illuminate the area, revealing views of the outdoors. A decorative fireplace and plush seating enhance the inviting atmosphere, complemented by unique decor including a giraffe sculpture.
Private room in West Bend
5 out of 5 average rating, 6 reviews

Birds Eye View Licensed & Inspected

Enjoy peaceful woodland and wildlife views from this room. Treat yourself to luxuries such as heated bathroom floor, flickering century-old fireplace and hidden LCD-LED TV screen. Take a relaxing shower or experience the artisan Kohler sink and toilet with detailed pheasant prints in the large ensuite bathroom. Feel like royalty and enjoy a restoring night’s sleep in the Armani designer queen-sized bed. Two chairs in the room offer a place to relax and read and soak in some “away time”.

Private room in Sheboygan
4.98 out of 5 average rating, 45 reviews

Doris's room

Our 4-room B&B is the perfect couple's retreat, located on a working aquaponics farm on the shores of Lake Michigan. Fresh farm breakfasts are included daily. Enjoy our complimentary 9 hole golf course and foot golf course. Free wi-fi and satellite TV. Common area game room includes pool table, bar area, and satellite TV. Family friendly cottage is ideal for family reunions & parties. Event barn is available for weddings & other events from May - October. Call us for more information

A cozy sitting area features a white striped couch adorned with decorative pillows. A small wooden coffee table sits nearby, complemented by an elegant lamp. A plush green mat covers part of the floor, creating a relaxed atmosphere. Decorative glass windows add character to the room.
Private room in Oshkosh

EAA Marital Couple Room

EAA available! A unique and tranquil getaway! Cana Resort is a beautiful Queen Anne B & B on Historic Washington Av. located in walking distance to Menominee Park (1 block north). It is located on Lake Winnebago, Wisconsin's largest lake. The park includes many amenities such as a FREE zoo, a beautiful walking trail that goes along the lake and much more. Saturdays enjoy the amazing farmers market for a taste of Oshkosh on Main. EAA is another highlight of summers in Oshkosh.

Private room in Downtown Neenah
4.69 out of 5 average rating, 97 reviews

Aunt T's B&B - Mountain Room

The Mountain room has one queen bed, a twin and a loft twin. There is a private bath (not shared with other guests) for this room but it is NOT attached to the room and is on lower floor. Wake to the wonderful delight of home cooked meals coming from the kitchen below. We are a family run BnB, additionally our very large dog and small cat occupy the property. We are walking distance to restaurants, parks and a quaint downtown. We have other listings for this same property.

Guest favourite
Private room in Pulaski
5 out of 5 average rating, 5 reviews

Sha-Bock Farm B & B

Sha-Bock Farm just has a way of making you feel at home. We pride ourselves in making your stay as comfortable as possible and the next best thing to home!! We love to meet new people and have fantastic conversations in front of our large stone fireplace. We are located in northeastern Wisconsin, equidistance to Greenbay, Appleton and Shawano. Many critters to entertain you from dogs, cats, goats, sheep, Alpacas, llamas chickens, ducks guinea, and peacocks!

Guest favourite
Private room in Kewaskum
4.83 out of 5 average rating, 18 reviews

Farm Stay - White Room @ Palomino Pines

Palomino Pines is on 20 acres bordering the Kettle Moraine Forest with a horse trail head just outside the driveway. Our ranch is home to many horses, chickens, cats, and our two dogs. We purchased the property in 2024 following a passion for horse training and riding and hope to share that with you during your stay! Our lower level is newly remodeled that retains the character of the 1875 homestead with modern amenities, private rooms, and wrap around porch.

Superhost
A living room is presented with two red sofas adorned with patterned cushions. A colorful trunk serves as a coffee table, placed on a patterned area rug. Natural light enters through the window, highlighting a nearby plant and a television on a stand.
Private room in Ripon
4.77 out of 5 average rating, 100 reviews

J&G's Place 2B: Family Room, A/C, dog friendly

Enjoy your stay in Ripon's first licensed Airbnb on the 2nd floor of our 1903 Queen Anne Victorian home. Sleeps 5 in 3 beds: full-size bed plus a bunkbed with a full bottom and twin top bunk. Shared bath. Air-conditioned. A pre-approved canine companion can stay for an extra $20/night. Breakfast can be ordered for $14/person. Monthly stay option with scheduled kitchen and laundry room privileges, and 1 parking space in the winter.

Private room in Green Bay
5 out of 5 average rating, 17 reviews

Ledgeview Grotto

This is a walkout basement space with kitchenette. It has full windows, a private bath, kitchenette and a private entrance. There is a beautiful view overlooking the Bay Sunsets are wonderful! Add an additional fee of $40.00 per person in this space for guests over 2 people. I have one cot and one blow up mattress which can be set up. Stays of 28 days or more require a signed lease and security deposit

Popular amenities for Oshkosh bed and breakfasts

Quick stats about bed and breakfast rentals in Oshkosh

  • Total holiday rentals

    Explore 10 holiday rentals in Oshkosh

  • Nightly prices starting at

    Oshkosh holiday rentals start at $71 AUD per night before taxes and fees

  • Verified guest reviews

    Over 50 verified reviews to help you choose

  • Wi-Fi availability

    10 of Oshkosh holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Oshkosh rentals

  • 4.7 Average rating

    Oshkosh stays receive an average rating of 4.7 out of 5 from guests

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