Holiday rentals in Ogle County

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Top-rated holiday rentals in Ogle County

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Guest favourite

Home in Oregon

4.89 out of 5 average rating, 35 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.

Guest favourite

Home in Oregon

4.93 out of 5 average rating, 40 reviews

Beautiful Home on the Rock River!

Come relax & explore the best of Illinois at our family-friendly RIVERFRONT RETREAT! Stunning 4 bed, 2 bath river escape on acre lot & river frontage/access. Main floor is spacious & cozy updated eat in kitchen, full bathroom, living room & dining room. Enjoy large deck with BBQ, river views, and backyard fire pit. 4 beautiful bedrooms and 2nd full bath upstairs. Location is perfect minutes from everything! Whether you are here to hike, canoe, fish or escape the city life, we have what you need.

Guest favourite

Cabin in Oregon

4.95 out of 5 average rating, 151 reviews

GOOSE ISLAND CABIN -Secluded Riverside Eco-Retreat

Nestled along the banks of the Rock River under tall oaks, ye ol cabin was built by early settlers in 1907. Legit rustic charm. Secluded yet only 10 mins from the fun town of Oregon. 100 acres of private property, bordering Lowden-Miller State Forest. Includes use of canoes/kayaks, large riverfront yard, grills, hammocks, deck, porch and firewood. Pets allowed by adding them to total guest count. $35/night/person/pet after first 2 people. Message Tim about accomodating big groups and events.

Guest favourite

Cabin in Oregon

4.97 out of 5 average rating, 135 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.

Superhost

Home in Dixon

4.75 out of 5 average rating, 105 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.

Guest favourite

Guest suite in Oregon

4.97 out of 5 average rating, 33 reviews

Cozy 2-BR home-apartment in a park-like setting.

This charming home-apartment provides all of the comforts of a modern home in a cozy setting. It includes refinished oak floors, new appliances, and other stylish finishes. Your private entrance opens to a kitchen with all of the amenities, including a new stainless gas range. Bedrooms are tastefully decorated and quite comfortable. Includes wifi with television and movie subscription services. Dine outdoors with your private picnic table, firepit, & grill in a beautiful, wooded setting.

Superhost

Cabin in Byron

4.86 out of 5 average rating, 43 reviews

2 BR Spacious Comfy Happy Home on the Rock River

Spacious Happy Cozy Comfy Home right on the Rock River… room for the whole family. 2 BR with queen beds, 2 pull out beds double & queen Nearby: Byron .6 mi, Rockford 18 mi, Oregon 8 mi Byron Forest Preserve District/Jarrett Prairie Center- hike the natural prairie Nachusa Grasslands- buffalo PrairieView Golf Club-SilverRidge Golf Club Byron Dragway-Motosports Park- motocross track Hairy Cow Brewery featuring woodfire pizza and signature and seasonal hand crafted beers, hard seltzers

Guest favourite

Cottage in Byron

4.94 out of 5 average rating, 49 reviews

2 bedroom cottage with loft. River Frontage...

1950's cottage with river frontage. Private dock for fishing or mooring your boat. Located just across the river from the famous Byron Sand Bar and Forest Preserve which has sand volleyball and BBQ pits. Drag Racers and Motorcrosser's welcome too. You can park your vehicle and trailer with no problem. Public boat launches are minutes away in Byron and Oregon, Il. Whether you want to kayak, wakeboard, fish or just enjoy the views, the Rock River is the perfect place to do it!

Guest favourite

Home in Oregon

5.0 out of 5 average rating, 36 reviews

Charming Victorian Cottage Near the Rock River

Welcome to Cariad Cottage! Built in 1875 and decorated with treasured antiques, the cottage has all the old-world charm of small-town rural life but with modern amenities and a fully equipped kitchen. Located on a quiet tree-lined street, it’s a short walk into town with multiple restaurants, shops, and a grocery store. A perfect stay includes firing up the grill, having drinks in the screened-in porch, and enjoying the countless recreational opportunities in the area.

Guest favourite

Guest house in Byron

5.0 out of 5 average rating, 29 reviews

Duplex Overlooking Rock River

This home has been remodeled with new flooring, appliances and fresh paint. It overlooks the Rock River with gorgeous views and a walking/bike trail. It has a central location to Prairieview Golf Course, Motosports Park, Harry Cow Brewery, Uptown Lanes, Cave Inn, and various other bars and restaurants - many within walking distance. There is WiFi with streaming capabilities. Each bedroom has black out curtains and a tv. There is also a new washer and dryer.

Guest favourite

Cabin in Oregon

4.97 out of 5 average rating, 173 reviews

Hidden Gem - Rock River

Escape it all at the Eagles Nest, a cozy, newly renovated cabin on stilts. Located 5 minutes outside of Oregon, Il, the cabin is nestled on 5 acres of of woods with panoramic views of the Rock River and Kyte Creek. Whether you are here to fish, hike, kayak or just escape the city life, you will find the Eagles Nest is the perfect spot for your getaway.

Guest favourite

Home in Oregon

5.0 out of 5 average rating, 24 reviews

Rock River Relaxation Home

Our family friendly, spacious home near the Rock River is the perfect place for you to relax and recharge. Whether you're enjoying time in the pool, a fire around our firepit, or enjoying games with your family; our home is the perfect place to relax and explore Northwest Illinois