Bed and breakfast vacation rentals in Oshkosh

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Top-rated bed and breakfast rentals in Oshkosh

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A modern bathroom is equipped with a glass shower enclosure featuring rainfall showerheads. A vessel sink rests on a sleek stand, complemented by soft lighting. Natural stone tiles create an elegant backdrop, while a window allows for natural light.

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 favorite

The inviting front porch features a mix of potted plants and decorative items. Two light blue chairs are positioned near the entrance, alongside a small table adorned with a green decorative piece. A welcome mat lies in front of the door, providing a warm welcome.

Private room in Appleton

5 out of 5 average rating, 265 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.

The image showcases a winding concrete driveway leading towards a residence with a lawn featuring trees and shrubs. An American flag is displayed prominently. The property exudes a sense of tranquility, bordered by green grass and shaded by trees.

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 favorite

A writer's nook features wood-paneled walls and a warm wooden floor. A small desk with a mirror is placed next to a door, with a cozy lamp standing nearby. A collection of books can be seen on the shelves, completing the creative atmosphere.

Private room in Ripon

4.92 out of 5 average rating, 26 reviews

J&G's Place 2B: Geek Retreat. Add TTRPG GM($40/hr)

Goblin mode through a library featuring 142 graphic novels and 102 board games. Roll up a character and embark on a personalized Dungeons & Dragons or other TTRPG adventure ($40/hour) led by your host, an OG GM. Start writing your novel in the writer's nook. Pine and brick heighten the vibe of this eclectic retreat on the 3rd floor of our 1903 Queen Anne Victorian. Sleeps 3. Air-conditioned. Bathroom shared with one other guestroom. Breakfast can be ordered for $14/person. Monthly stay option.

Top guest favorite

A spacious kitchen area features natural wood accents and modern appliances. A large wooden countertop serves as a dining space, surrounded by four colorful high-backed chairs. Soft, warm lighting is provided by recessed fixtures, creating an inviting atmosphere.

Private room in Kewaskum

4.93 out of 5 average rating, 29 reviews

Farm Stay - Brick Room @ Palomino Pines

Palomino Pines sits 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 riding and hope to share that with you during your stay! This room sits on our second level. You will have a private room with a shared bathroom and access to all amenities. For more information on our other luxury rooms Google “Palomino Pines”.

Guest favorite

The log cabin features a natural wood exterior, complemented by a metal roof. A stone path leads to an inviting entryway. Outdoor seating is arranged with four chairs around a small table, surrounded by landscaped gardens with flowering plants and greenery, set against a backdrop of gently rolling terrain.

Cabin in Montello

4.95 out of 5 average rating, 130 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.

Private room in Sheboygan

5 out of 5 average rating, 15 reviews

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.

Guest favorite

A comfortable gliding rocker, upholstered in a striped fabric, is positioned next to a small, wooden antique pub table. A lamp with a decorative shade provides soft lighting, and a book rests on the table. The background features a textured brick wall.

Hotel room in Juneau

4.95 out of 5 average rating, 37 reviews

Shane Acres Bed and Breakfast - Garden View King

Cozy, quiet room overlooking the gardens. You’ll climb up to sink down into your king-size bed with extra-thick pillow-top mattress. You’ll feel right at home with a gliding rocker with footstool, antique pub table, chest of drawers, night stands, clock radio, ice bucket and glasses with your choice of chilled beverage, air conditioned, electric heat, with flat-screen TV with more than 100 channels of DirecTV, in a private corner upstairs, next to the library.

Top guest favorite

An elegant staircase ascends to the upper levels, framed by intricate wooden banisters. Stained glass windows allow natural light to filter in, casting colorful patterns onto the walls. A decorative lamp and floral arrangement add a touch of warmth to the inviting space.

Private room in Manitowoc

5 out of 5 average rating, 54 reviews

Toll House Bed & Breakfast

Welcome to the Toll House Bed & Breakfast! Experience Old-World charm at this 1900 Victorian home. Each room is unique and comfortable, all with its own private bath and walk in shower. Wake up each morning to the aroma of freshly brewed coffee. Warm hospitality and lively conversation are promised over a delectable breakfast. Located in Manitowoc, Wisconsin close to Lake Michigan, the Badger Ferry, restaurants, shopping, golf, state parks, biking, etc.

The historic building features a classic white facade with green shutters and flower boxes beneath the windows. A private staircase is visible on one side, leading to the upper level. Soft lighting highlights the welcoming entrance and the surrounding floral landscaping.

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!

Guest favorite

A charming, two-story blue house is presented, featuring a welcoming wrap-around porch adorned with potted plants. Decorative trim and stately windows enhance the exterior, while colorful flowers bloom in the front yard, contributing to a pleasant outdoor ambiance.

Private room in Downtown Neenah

4.84 out of 5 average rating, 57 reviews

Aunt T's - Meadow Room

Enjoy the comfort of waking from a nice sleep to the smells of a home cooked breakfast rising from the kitchen below. This room features a Queen size bed, TV with Cable, an attached bath with tub and shower. There is a mini frig in the closet. We are a family run BnB, additionally our very large dog and small cat occupy the house. We are walking distance to parks, water and restaurants and a museum.

Guest favorite

Private room in Appleton

5 out of 5 average rating, 14 reviews

Cozy & Stylish Airbnb, Fireplace & Outdoor Space

Casa Della Bella on Appleton’s West side is a fully licensed Bed & Breakfast located only 3.4 miles from the Appleton International Airport and only a short distance from downtown. It features free parking, two bedrooms, (Tranquility & Serenity) both with a queen bed, plenty of outdoor space to enjoy, basic tv in room and fireplace in the family room, complimentary coffee , tea and bottle water.