Holiday rentals in German Valley

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Top-rated holiday rentals in German Valley

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
A cozy living room features a beige couch paired with dark cushions, complemented by a rustic wooden chest at the center. Nearby, a black armchair adds a contrasting element. An arched doorway leads to the kitchen, while artwork adorns the light-colored walls.
Home in Oregon
4.9 out of 5 average rating, 50 reviews

Cozy 2-bedroom home in convenient Oregon location

Sitting in the Rock River Valley, Oregon, Illinois is a charming town with much to offer visitors. Three state parks full of hiking trails are nearby. Rent canoes or kayaks to float down the scenic Rock River. Walking distance from our home is Park West with a trail, tennis courts, play area, splash pad and a sledding hill. Downtown Oregon's restaurants, bars and stores are a short drive or a pleasant walk. For business travelers, the Byron plant, Woods, Etnyre and KSB Hospital are short drives.

Top guest favourite
The living room features a gas fireplace set into a neutral wall, complemented by two armchairs and a green couch. Natural light streams through large windows, showcasing a reading nook with a bench. Shelves display decorative items and a smart TV is mounted above the fireplace.
Loft in Monroe
4.99 out of 5 average rating, 209 reviews

Loft 3 - On The Historic Monroe Square

Loft 3 is 40 steps (2 flights of stairs) above the Monroe Square. It's a climb, but the view is totally worth it! Newly remodeled in 2021, and reminiscent of the 1859 character of the building, this space is cute, cozy, and truly one of a kind. Literally a couple steps away from your entryway is Sunrise Donut Cafe, featuring customized donuts and a full menu of excellent coffee items. From there, explore the rest of the Square for food, drinks, and shopping in a quaint Main Street atmosphere.

Top guest favourite
The exterior of a historic one-room schoolhouse is shown, featuring a red front door and a fenced yard. Surrounding trees provide a natural backdrop, and a shed is visible nearby. Soft sunlight enhances the inviting outdoor space, contributing to a peaceful setting.
Place to stay in Brodhead
4.98 out of 5 average rating, 196 reviews

Historic Randall Schoolhouse

You'll love this beautifully redone Historic One-room Schoolhouse. Situated on the edge of the Driftless area 5 miles from the Sugar River Trailhead. An easy 30 minutes to Monroe, Beloit & Janesville and just an hour outside Madison. Relax in comfort with all new appliances including a full kitchen, washer/dryer, dishwasher and fireplace. Fenced yard. Just a mile down the road from a working homestead where you can milk a cow, pet a goat, harvest fresh produce and eggs and so much more.

Top guest favourite
A comfortable seating area features two black reclining sofas positioned around a glass coffee table. A lamp beside the sofa provides soft lighting, while a world map artwork adds a touch of decor to the neutral-toned walls.
Flat in Byron
4.98 out of 5 average rating, 99 reviews

Location-dining, golf, brewery, parks. We have it

The Loft is an upstairs apartment just a few blocks from downtown Byron, IL and near many local attractions and recreational places/activities. Completely renovated and updated. Clean, bright, and well appointed. This unit has two bedrooms - 1 with a king bed and 1 with a queen bed. There is 1 bathroom with a shower only. There is a washer and dryer in the unit. Please note this unit is on the second floor - with an inside and outside staircase. This property has central heat and air.

Top guest favourite
A welcoming living area features a blue sofa adorned with a white throw, paired with a glass coffee table. A patterned rug adds warmth to the hardwood floor. Natural light filters in through window blinds, illuminating the decorative artwork on the wall.
Flat in Rockford
4.96 out of 5 average rating, 55 reviews

Fresh-N-Colorful Prospect Smoke Free

Centrally Located. Just debuting this fun and colorful lower apartment for your stay near downtown Rockford. 1000 sq feet. This is my second BnB in this vintage 4 unit apartment building I have owned since 1987. New queen beds in both bedrooms with a shared bathroom between them. Absolutely no parties. I live directly above. You may hear some muffled sounds as there was no great soundproofing in 1928 Washer and dryer in basement for guests staying a week or more or by request.

Top guest favourite
A charming exterior view of the house is shown, featuring a welcoming porch with wooden seating. The deck extends from the entrance, surrounded by greenery and trees, providing a connection to nature and a peaceful retreat.
Cabin in Savanna
4.97 out of 5 average rating, 351 reviews

Cozy, Secluded Cabin -A Peaceful Getaway Location!

Located just a half mile from town, but secluded enough to be a private hilltop house retreat. The deck overlooks downtown with a backdrop of the Mississippi River! Enjoy the outdoors hiking at the Palisades State Park with miles of trails just a short drive away, kayak or fish one of the many rivers or lakes, stroll through downtown for antique and gift shopping, or visit a nearby winery. After a day of adventures, relax in the spa tub or enjoy a glass of wine on the private deck.

Top guest favourite
A charming brick building, enveloped by lush greenery, features a welcoming entrance with a secure door. Large windows framed by ivy provide warmth to the facade. Flower beds with colorful plants offer a touch of vibrancy along the pathway leading to the front door.
Flat in Edgewater
4.96 out of 5 average rating, 165 reviews

Upscale Urban Retreat 1 Bedroom Apt. 2nd floor

Charm Art Style. Hardwood floors, original woodwork. Secure keypad entry. Spacious cozy apartment with full kitchen and dining room. Owner on adjoining premises. Street parking. Minutes to Sports Factory, downtown nightlife, Japanese Gardens, Rockford Art Museum, Nicholas Conservatory & Sinnissippi Gardens. 5 blocks to river and rec path. Quiet Edgewater Neighborhood District. Ideal for business travelers, couples, solo adventurers and more. Not suitable for children under 6.

Top guest favourite
The exterior of a single-family home is showcased, featuring a two-car garage with turquoise doors. Lush green grass surrounds the driveway, and colorful flowering plants are positioned near the entryway. A clear blue sky serves as the backdrop.
Guest suite in Freeport
5 out of 5 average rating, 109 reviews

Lower Level Suite in Home-Private Entrance!

⭐️ Large lower level walk out apartment for up to 7 people, ⭐️separate entrance in single family home in a quiet upscale neighborhood. 💡Lighted sidewalk. ⭐️Gas in wall heater supplements heating needs in winter. Sleeps up to 7 guest with 🛌1 king bed (heated mattress pad) in master, common area has 🛌 4 Twin XL beds w/memory foam mattresses and 🛌 1 additional Twin XL bed in bonus room. ⭐️ Free Washer/Dryer in apt. w/3 courtesy soap pods. 👶🏻 Pack n Play 🍼 high chair.

Guest favourite
A spacious bed is adorned with a textured yellow bedspread, complemented by two decorative pillows featuring floral patterns in rich colors. The backdrop includes soft, sheer fabric draping above, adding an element of elegance and comfort.
Flat in Freeport
4.93 out of 5 average rating, 42 reviews

Walk everywhere in downtown Freeport.

Downtown Freeport, walking distance to movies, bars, restaurants. Some of the summer activities include concert on the square once a month, market every Saturday. The largest car show with 1000 old cars, the air show. If you like to walk or ride a bike there’s Jane Adam’s trail. Krape park is beautiful with many trails on the river where you can rent kayaks. The kitchen is apartment sized but boasts a counter top induction cook top, oven, microwave, Keurig,and refrigerator.

Top guest favourite
The welcoming front porch features a cozy table and two chairs set on a wooden deck. A hanging flower basket adds a touch of color. The surrounding area is landscaped with green plants and flowers, creating a pleasant entryway to the home.
Cottage in Winnebago
4.95 out of 5 average rating, 56 reviews

Renovated 3BR Home | Work-Friendly & Comfortable

The Gilded Cottage is a beautifully updated three bedroom mid century home in Winnebago Illinois, designed for comfort, quiet stays, and longer visits. With refined finishes, premium linens, cozy gathering spaces, and a dedicated kids play area, it works equally well for families, couples, and working guests. Located near Rockford attractions, wedding venues, and scenic nature preserves, it offers a clean, calm home base for relaxing getaways or local work assignments.

Top guest favourite
The front of a cape cod style home is shown, featuring a welcoming porch with white railings and hanging flower baskets. The house is surrounded by well-maintained green grass and lush shrubs, with two gabled dormers on the roof adding character.
Home in Rockford
4.98 out of 5 average rating, 216 reviews

Business access in residential comfort

Clean, convenient, cozy cape cod style home in quiet neighborhood with fenced back yard. Just minutes drive to highways 20, 39, I90, downtown Rockford, & SportsCore. I'm willing to adjust check-in/out times if I can, just ask. Message me if you have any questions, or would like to request a long term stay. It is a really pleasant home! Per Airbnb rules, please do not book for someone else. Garage space is available for a fee, please inquire at booking.

Top guest favourite
The rustic retreat features a charming exterior with a red wood-paneled facade and a green metal roof. A welcoming porch is adorned with outdoor seating and surrounded by vibrant greenery, including flowering bushes and hostas, creating a serene entrance.
Barn in Freeport
4.97 out of 5 average rating, 583 reviews

Cute Little Country Guest House

An old barn/machine shed transformed into a great little rustic retreat (which we affectionately call "Westhaven")! A great secluded place to get away from the day-to-day grind. Hiking trails on the premises. About 5 miles from civilization (town). Come unwind! FRIENDLY DOGS WELCOME (we speak fluent WOOF! :-) ) (Please NO cats!) This is not just a place to stay, but an experience to remember.

Popular amenities for German Valley holiday rentals