
Bed and breakfast holiday rentals in Oshkosh
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Top-rated bed and breakfast rentals in Oshkosh
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Floyd & Dorothy - En Suite Bath - The Rectory Bed & Breakfast
The "Honeymoon" suite is dedicated to Jim's parents who were married for almost 60 years and were very supportive of our Bed & Breakfast dream. The grandest and most romantic suite (over 1/3 of the 2nd floor), boasts the largest bedroom, with adjoined sitting/reading room, walk-in closet, and a private balcony overlooking Beaver Dam Lake. The beautiful bathroom*, with his/hers rainfall showers and vessel sink, rivals those found in 5-star hotels. The relaxing blue hue of the bedroom changes color as the sun goes from East to West, and the luxurious bed boasts a comfortable queen-sized mattress on a wrought-iron sleigh bed. All this paired with a 5-star comforter will give you the most relaxing sleep you've had in ages. Let your feet sink into the thick Persian rugs that complete the room. Start your day with an early morning cup of coffee, or have your breakfast brought up to you on the private balcony. Finish your day with an intimate glass of wine as you watch the sunset, and later watch as thousands of fireflies adorn the landscape most summer nights. *If the Floyd & Dorothy Suite is the first room reserved for the night, the Miss Katie Suite and Miss Paris Suite are taken offline, giving you a private en suite bath and an exclusive stay with us. If one of the other rooms is already reserved, the bath becomes shared.

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

Cozy Bed & Breakfast
Enjoy easy access to shops and restaurants from this comfy place to stay, including homemade breakfast, close to Highway, many restaurants, downtown entertainment, not far from many big cities and events (EAA). Room has a full over full size bunk bed with new mattresses on both. 4 person Tent can be available in backyard upon request. Kitchen and laundry available for use as needed. Roku TV in the bedroom. Backyard with grill, fire pit, yard games, and hot tub also available upon request.

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”.

Ella'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

Option C The Parlor Office EAA
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.

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 - Turquoise 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.
Popular amenities for bed & breakfast rentals in Oshkosh
Family-friendly bed & breakfast rentals

Shane Acres Bed and Breakfast - Garden View King

Shane Acres B&B - Paradise Suite

Shane Acres Bed and Breakfast Tranquility Suite

Historic Bed and Breakfast in Manitowoc, WI

True Log Cabin Montello 1/2 hr to WI Dells on 10ac

Shane Acres Bed and Breakfast - Garden View Queen

Toll House Bed & Breakfast
Bed and breakfast rentals with breakfast

Kettle Moraine Suite

Quiet Oaks

Laura's room

Four Seasons with a couple's sunken Jacuzzi

Timber Trails

The House on Park/Upper East Side

Aunt T's B&B - Mountain Room

Doris's room
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 $65 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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