
Bed and breakfast holiday rentals in Oshkosh
Find and book unique bed & breakfast rentals on Airbnb
Top-rated bed and breakfast rentals in Oshkosh
Guests agree: these bed and breakfast rentals are highly rated for location, cleanliness and more.

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.

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.

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

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.

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”.

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

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.

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.

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!

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.

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.

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 bed & breakfast rentals in Oshkosh
Family-friendly bed & breakfast rentals

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

Farm Stay - Turquoise Room @ Palomino Pines

J&G's Treehouse: tiny off-grid nest; ladder access

Historic Bed and Breakfast in Manitowoc, WI

Floyd & Dorothy - En Suite Bath - The Rectory Bed & Breakfast

Toll House Bed & Breakfast

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

J&G's Place 2B: Private 2-bedroom Aerie. A/C
Bed and breakfast rentals with breakfast

Kettle Moraine Suite

Quiet Oaks

Laura's room

Ella's room

Aunt T's - Meadow Room

Four Seasons with a couple's sunken Jacuzzi

Timber Trails
Other bed and breakfast holiday rentals

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

Farm Stay - Turquoise Room @ Palomino Pines

J&G's Treehouse: tiny off-grid nest; ladder access

J&G's Place 2B: Bunk Room, A/C

Farm Stay - White Room @ Palomino Pines

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

J&G's Place 2B: Private 2-bedroom Aerie. A/C

J&G's Place 2B: Geek Retreat. Add TTRPG GM($40/hr)
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 $63 SGD per night before taxes and fees

Verified guest reviews
Over 50 verified reviews to help you choose

Wifi availability
10 of Oshkosh holiday rentals include wifi 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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- Lambeau Field
- Kohler-Andrae State Park
- Whistling Straits Golf Course
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- Little Switzerland Ski Area
- Paine Art Center And Gardens
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