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Bed and breakfast vacation rentals in Oshkosh

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Quick stats about bed and breakfast rentals in Oshkosh

  • Total vacation rentals

    Explore 10 vacation rentals in Oshkosh

  • Nightly prices starting at

    Oshkosh vacation rentals start at $84 CAD per night before taxes and fees

  • Verified guest reviews

    Over 50 verified reviews to help you choose

  • Wifi availability

    10 of Oshkosh vacation 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

Top-rated bed and breakfasts in Oshkosh

Guests agree: these bed and breakfast rentals are highly rated for location, cleanliness, and more.

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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

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. Our home is a split bedroom, so your private guest room is on the opposite end of the home from our master. We live in the home and are available to assist you. 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.

FamilyValueComfort

5.0 out of 5 average rating, 289 reviewsA large stone sign prominently displays the engraving 'redbrick Inn and Retreat' with 'Est. 2015' beneath it. Surrounding greenery includes trees and shrubs, creating a natural setting for the inviting entrance.
Private room in Oshkosh

Redbrick Inn Behringer 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.

LocationQuietAmenities

5.0 out of 5 average rating, 5 reviewsA spacious living area is framed by large glass doors, offering a clear view of Lake Winnebago. The serene outdoor space features a grassy area and wooden deck, seamlessly connecting the interior to the scenic waterfront.
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

Superhost
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.

LocationHospitalityIndoor spaces

5.0 out of 5 average rating, 3 reviewsThe exterior of the two-story B&B is illuminated at night, featuring a welcoming entrance with double doors and a sign reading 'Hidden Serenity.' Surrounded by landscaped gardens, the porch showcases seating options and large windows that reflect the warm glow of interior lighting.
Private room in West Bend

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”.

LocationHospitalityView

5.0 out of 5 average rating, 6 reviewsA spacious room features a wooden queen bed with a decorative quilt and matching bedside tables. A whirlpool tub is positioned nearby, surrounded by tiled walls. Natural light filters in through multiple windows, and the warm wood flooring adds to the calming ambiance.
Private room in Sheboygan

Laura'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

FamilyValueComfort

5.0 out of 5 average rating, 21 reviewsA 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's Room - Cana Resort Retreat

EAA available! A unique and tranquil getaway! Cana Resort Retreat is a beautiful Queen Anne 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.

BathroomHospitalityBreakfast

Guest favourite
A cozy bedroom features a wooden four-poster bed dressed in soft bedding. An ornate mirror adorns the wall above the bed, complemented by framed artwork. A bedside lamp and a warm throw blanket add to the inviting atmosphere, while closet doors provide storage space.
Private room in Pulaski

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!

LocationBreakfastIndoor spaces

5.0 out of 5 average rating, 9 reviews
Top guest favourite
The historic Toll House Bed & Breakfast features an inviting three-story façade, highlighted by large windows and vibrant hanging planters. A covered porch extends to the entrance, adorned with red, white, and blue bunting, reflecting a charming and welcoming atmosphere.
Private room in Manitowoc

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.

LocationValueComfort

5.0 out of 5 average rating, 72 reviews
Superhost
The kitchen features warm wooden cabinetry with a spacious countertop accommodating kitchenware and decorations. A tall window allows natural light to brighten the room, while a breakfast bar with four wooden stools offers additional seating. Potted plants adorn the windowsill, enhancing the inviting atmosphere.
Private room in Ripon

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 fee. Breakfast can be ordered for $14/person. Monthly stay option with scheduled kitchen and laundry room privileges, and 1 parking space in the winter.

LocationValueSleep quality

4.78 out of 5 average rating, 107 reviews
Guest favourite
A spacious sleeping area features a large bed dressed in neutral bedding, complemented by wooden beams that enhance the rustic charm. A cozy armchair and a round table are positioned nearby. Large windows provide natural light and views of the outdoor space, with winter scenery visible.
Private room in Green Bay

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

ValueLocationBathroom

5.0 out of 5 average rating, 20 reviewsA family-run bed and breakfast is depicted, showcasing a charming blue exterior with white trim. The wrap-around porch features hanging plants and a welcoming sign. Lush green grass and colorful flowers surround the home, creating a pleasant outdoor setting.
Private room in Neenah

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.

FamilyValueHospitality

4.86 out of 5 average rating, 71 reviews

Popular amenities for Oshkosh bed and breakfasts

KitchenWifiPoolFree parking on premisesAir conditioning

Family-friendly bed and breakfasts

A cozy bedroom features a wrought-iron sleigh bed adorned with patterned bedding. Natural light filters through the window, which is framed by sheer curtains. A wooden chair and a bench with neatly arranged towels add functional touches to the inviting space.
Private room in Beaver Dam

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

FamilyCleanlinessSleep quality

5.0 out of 5 average rating, 8 reviews
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

Comfy Appleton home - Queen bed, private bath

ValueLocationAmenities

5.0 out of 5 average rating, 289 reviews
Superhost
The kitchen features warm wooden cabinetry with a spacious countertop accommodating kitchenware and decorations. A tall window allows natural light to brighten the room, while a breakfast bar with four wooden stools offers additional seating. Potted plants adorn the windowsill, enhancing the inviting atmosphere.
Private room in Ripon

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

LocationFamilyCondition

4.78 out of 5 average rating, 107 reviews
Guest favourite
Private room in Ripon

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

FamilyLocationCleanliness

4.91 out of 5 average rating, 76 reviews
Top guest favourite
The kitchen features warm wood cabinetry and bright countertops. A central island is surrounded by several stools. Sunlight streams through windows, illuminating various cooking utensils and a vase of flowers on the counter. The space offers a comfortable and inviting atmosphere.
Private room in Ripon

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

ValueFamilyComfort

4.93 out of 5 average rating, 44 reviews
Top guest favourite
Private room in Berlin

House on Park/Central Park Suite

LocationFamilyParks

4.94 out of 5 average rating, 70 reviews
Guest favourite
A light-filled kitchen features wooden cabinetry and a spacious countertop with bar stools. Colorful plants and utensils are arranged on the counter, while the sun streams in through large windows, highlighting the warm wood floors.
Private room in Ripon

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

FamilyLocationAir conditioning

4.87 out of 5 average rating, 15 reviews
Guest favourite
A cozy bedroom features a wooden four-poster bed dressed in soft bedding. An ornate mirror adorns the wall above the bed, complemented by framed artwork. A bedside lamp and a warm throw blanket add to the inviting atmosphere, while closet doors provide storage space.
Private room in Pulaski

Sha-Bock Farm B & B

LocationAccuracyIndoor spaces

5.0 out of 5 average rating, 9 reviews

Bed and breakfast rentals with breakfast

A spacious bedroom is furnished with a king size four poster bed, flanked by two lamps on nightstands. A comfortable armchair and a bench are present. Natural light filters through two windows draped with soft curtains, highlighting the deep, rich wall color.
Hotel room in Oshkosh

Braywood Inn - Casa Suite (2 Bedroom)

LocationHospitalityDecor

5.0 out of 5 average rating, 3 reviewsThe exterior of a charming blue Victorian-style home is displayed, characterized by intricate architectural details. A welcoming porch with white railings and rocking chairs is visible, while blooming flowers and green grass enhance the inviting atmosphere. The property sign identifies it as a BnB.
Private room in Neenah

Aunt T's B&B - Mountain Room

FamilyValueComfort

4.69 out of 5 average rating, 99 reviewsA spacious bedroom is equipped with a queen-size bed dressed in a patterned quilt. Adjacent nightstands with lamps are placed on either side. A comfortable seating area is present near a private bath, with natural light streaming through two windows.
Private room in Sheboygan

Ella's room

LocationHot tubIndoor spaces

4.94 out of 5 average rating, 16 reviewsA chic bedroom features a wrought iron bed dressed in an ornate black and cream spread. Natural light fills the space through two large windows, framed by elegant drapes. A comfortable chair and a small side table are positioned nearby, with a flat-screen TV mounted on the wall.
Private room in Oshkosh

Braywood Inn - Braywood Suite

LocationBreakfastSleep quality

5.0 out of 5 average rating, 3 reviewsA historic bed and breakfast is surrounded by lush greenery and colorful flowerbeds. A central fountain adds charm to the front yard. Several parked vehicles can be seen in the spacious driveway, providing convenient access for guests.
Private room in Manitowoc

Historic Bed and Breakfast in Manitowoc, WI

LocationNearbyBreakfast

5.0 out of 5 average rating, 6 reviewsThe spacious room features a queen bed with a wooden frame, complemented by nightstands and an armoire. A double whirlpool tub is centrally located, adorned with a stone base. Natural light enters through the doors that lead to a private balcony. A cozy seating area is visible.
Private room in Sheboygan

Doris's room

LocationFamilyGetting around

4.98 out of 5 average rating, 45 reviewsA spacious bedroom features a large bed with a floral bedspread and decorative pillows. The headboard is crafted from natural wood, complemented by warm-toned curtains. Soft lighting emanates from a bedside lamp, while the bed's base is illuminated with a subtle red glow. Two windows provide natural light.
Private room in West Bend

Quiet Oaks

LocationHospitalityCleanliness

A spacious room features an ornate king bed framed by rich wall tones. An inviting white bathtub is positioned beside a stylish vanity with warm lighting. A cozy seating area with a dark leather couch complements the elegant decor. Natural light enters through a nearby window.
Hotel room in Oshkosh

Braywood Inn - Belle Suite

HospitalityParksCleanliness

Other bed and breakfast vacation rentals

Superhost
A bright kitchen features light wood cabinetry and smooth countertops. An island with seating for four is adorned with colorful dishes and a flower arrangement. Natural light enters through large windows, illuminating the space, where a glimpse of greenery is visible outside.
Private room in Ripon

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

FamilyValueDecor

4.87 out of 5 average rating, 97 reviews
Top guest favourite
The kitchen features warm wood cabinetry and bright countertops. A central island is surrounded by several stools. Sunlight streams through windows, illuminating various cooking utensils and a vase of flowers on the counter. The space offers a comfortable and inviting atmosphere.
Private room in Ripon

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

FamilyValueBathroom

4.93 out of 5 average rating, 44 reviews
Guest favourite
A light-filled kitchen features wooden cabinetry and a spacious countertop with bar stools. Colorful plants and utensils are arranged on the counter, while the sun streams in through large windows, highlighting the warm wood floors.
Private room in Ripon

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

FamilyLocationAmenities

4.87 out of 5 average rating, 15 reviews
Guest favourite
Private room in Ripon

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

FamilyValueCheckout

4.91 out of 5 average rating, 76 reviews
Guest favourite
A treehouse is nestled high among the branches of a spruce tree, supported by a wooden structure. A small balcony extends outward, with railings and a ladder leading up. The surroundings feature a grassy area and a glimpse of a nearby house in soft sunlight.
Private room in Ripon

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

FamilyLocationWifi

4.88 out of 5 average rating, 17 reviewsA large stone marker displays the name 'redbrick Inn and Retreat' alongside 'Est. 2015.' The sign is set on a concrete base within a grassy area, surrounded by trees and plants, creating a welcoming entrance to the property.
Private room in Oshkosh

Redbrick Inn Courtney Suite

ValueFamilyHospitality

5.0 out of 5 average rating, 6 reviewsA cozy sitting area features a patterned carpet and two bookshelves filled with books. A plush armchair and a sofa provide comfortable seating, while a wooden desk with a computer and lamp offers a workspace. Framed certificates and a globe adorn the walls.
Private room in Oshkosh

Oshkosh EAA Room Lodging Still Available!

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