Vacation rentals in Leaf River

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Top-rated vacation rentals in Leaf River

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

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Top guest favorite
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 favorite
Home in Oregon
5 out of 5 average rating, 57 reviews

Cozy Cottage Near Town & Nature

Our 1875 Victorian cottage offers a blend of history and comfort. My husband and I lovingly decorated to make a peaceful escape with vintage charm. It was even used as a filming location for a Hulu show! Relax on the porch, explore nearby nature, or unwind with movies, books, and games. Downtown restaurants, brewery, shops, and scenic views are a short walk away. Ideal for couples, solo travelers, small groups, and business travelers. Nearby: Woods, Etnyre, the Byron plant, and KSB Hospital.

Top guest favorite
The cabin features a charming front porch with decorative railings, flanked by two sets of French doors. A sloping roof provides shelter, while a landscaped yard filled with greenery and flowers surrounds the entrance. Trees offer shade, enhancing the outdoor setting.
Cabin in Oregon
4.98 out of 5 average rating, 160 reviews

The Corner Cabin

The cabin has a view of the peaceful Rock River. Very relaxing & cozy. Minutes from Castle Rock State Park. Enjoy canoeing, fishing, & hiking trails. Reconnect with nature, play a board game, barbecue, watch the birds & engage in outdoor activities. Enjoy exploring the quaint small towns, antiquing, & local restaurants. Go from city life to country life, just “90” minutes from Chicago. This is a great place to relax & unwind. Due to location & your carrier you must be patient with our WiFi.

Guest favorite
The living area features a spacious sofa with decorative cushions, accompanied by two dark wooden side tables. Natural light filters through large windows, while a ceiling fan provides airflow. A neutral carpet enhances the comfort of the space, contributing to an inviting atmosphere.
Apartment in Sterling
4.87 out of 5 average rating, 129 reviews

Downtown Red Door Secret

A true secret awaits behind the Red Door nestled in between downtown businesses. come on up and enjoy 1100 square feet of recent updated space. The front living room shares an office workspace nook both enjoying large windows flowing in light from the north. A center bedroom with queen size bed is accessible from both living room and front hall, next to the all in one washer/dryer. The back half houses a kitchen with new appliances, dining room, bath and 2nd bedroom with full size bed!

Guest favorite
A spacious green lawn surrounds a rustic country house, framed by tall trees. The home features a light-colored exterior with a red roof and large windows, allowing for natural light. The expansive outdoor space invites relaxation and gatherings in a serene setting.
Home in Dixon
4.74 out of 5 average rating, 160 reviews

Cozy Cottage Oasis in Charming Grand Detour

This rustic 3 bedroom country house hosts a relaxing getaway & friendly gatherings. Settled on 2 acres in a quaint, historic village, there are no street lights and unfiltered views of the stars. Get away from the crowds, relax & enjoy ample outdoor space, including a fire-pit and charcoal grill. Hike, canoe, and explore the nearby rolling hills, forests & river valleys. Close to John Deere, Lowden and Castle Rock State Park, and Nachusa Grasslands. 10 min drive to Dixon and Oregon IL.

Top guest favorite
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.
Apartment 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 favorite
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.
Apartment 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 favorite
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, 353 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 favorite
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.
Apartment in Edgewater
4.96 out of 5 average rating, 166 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.

Guest favorite
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.
Apartment in Freeport
4.93 out of 5 average rating, 44 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 favorite
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.

Guest favorite
A sunlit room features large windows that offer views of the surrounding landscape, including the river. A sectional couch and an ottoman provide comfortable seating, while a television is positioned nearby. The space is adorned with wooden walls and a ceiling that adds warmth to the atmosphere.
Cabin in Oregon
4.95 out of 5 average rating, 238 reviews

Hidden Gem - Rock River

The Eagle’s Nest: A Cozy Family Escape! Unplug and unwind at The Eagle’s Nest, a renovated cabin on stilts nestled on 5 private wooded acres with stunning views of the Rock River and Kyte Creek—just 5 minutes from Oregon, IL! Hike, fish, kayak, or relax by the firepit under the stars. Perfect for families and outdoor lovers, this peaceful retreat offers adventure and tranquility. Book now and escape the city hustle!

Popular amenities for Leaf River vacation rentals

  1. Airbnb
  2. United States
  3. Illinois
  4. Ogle County
  5. Leaf River