Bed and breakfast holiday rentals in Oshkosh

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Top-rated bed and breakfasts in Oshkosh

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Private room in Beaver Dam

5 out of 5 average rating, 7 reviews

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.

Top Guest favourite

Private room in Appleton

5 out of 5 average rating, 268 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.

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.

Guest favourite

Cabin in Montello

4.95 out of 5 average rating, 137 reviews

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

Lazy Fawn Cabin Escape reality and surround yourself with nature at this quiet peaceful log cabin sitting on 10 acres. Camp fires, grilling or lay in the hammock. 2 bedrooms with queen beds and a large loft with 1 queen and 2 full beds. 1/2 hour from Wisconsin Dells and 7 minutes off I-39. Rustic cabin with all the modern amenities. Area lakes for fishing or recreation, or take a ride to an amazing Amish bakery and shops. 10 minutes to downtown Montello for groceries and restaurants.

Superhost

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

Private room in Fond du Lac

5 out of 5 average rating, 3 reviews

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.

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 Downtown Neenah

4.69 out of 5 average rating, 94 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 Kewaskum

4.82 out of 5 average rating, 17 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.

Guest favourite

Private room in Ripon

5 out of 5 average rating, 7 reviews

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

J&G's Treehouse: Off-grid/unheated retreat nestled in the branches of an ancient spruce. Your private nest is 8'x8' with screened windows, a Dutch door, full-size futon, table, chairs, shelves, and an attached secluded 6'x8' balcony set up to enjoy taking your meals outside. Bring your own bedding/sleeping bag/pillows. Expect a rustic, natural experience. Breakfast can be ordered for $14/pp. Main house bathroom access included.

Hotel room in Sheboygan Falls

4.95 out of 5 average rating, 42 reviews

The Rochester Inn - Signature Two-Story Suite

Welcome to The Rochester Inn, a historic hotel built in 1848, located in downtown Sheboygan Falls, WI. Our elegant two-story suites are located upstairs. The first-floor sitting room is appointed with fine wood furnishings, flat-screen TV & a wet bar. Climb your private staircase leading to the bedroom with a queen-sized four-poster bed & attached bathroom, including two-person whirlpool tub...truly a luxurious experience!

Private room in Green Bay

5 out of 5 average rating, 16 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