Cliffside Cottage, Private Pond, 50 acres w/ Breathtaking views near Galena, IL
Cliffside Cottage, a secluded wooded retreat located on 50 acres with breathtaking views, a pond to swim, fish, wooded trails, and so much more! A perfect destination to get away from it all while being in close vicinity to so many amenities. The cottage, conveniently located just off Highway 20. Only a 15 minute drive from Eagle Ridge/Galena Territory, and only 20 minutes from Chestnut mountain and historic downtown Galena that offers museums, boutiques & restaurants!
The space Welcome to your perfect vacation home! 20 minutes from Chestnut Ski Resort, 20 minutes from downtown Galena, and 15 minutes from Eagle Ridge/Galena Territory. Enjoy the privacy this home will offer you as it sits in the middle of 50 beautiful acres.
As you drive down the lane to our cliffside cottage you will instantly feel that you are leaving your busy, hectic daily life and you have entered a place of serene, calming essence and stunning scenery.
The perfect weekend getaway or week-long vacation destination 20 minutes from downtown Galena. As you enter this 6 bedroom cliffside cottage you will instantly feel the privacy with views from every room you enter of endless tree lines, fields, and wildlife. This cottage sits in the middle of the trees on a private 50 acres overlooking one of the most idyllic valleys of Jo Daviess County. Bright and open floor plan with a fully equipped gourmet kitchen that includes an over-sized island providing the perfect area to gather with your group. A screened in porch immediately off of the dining area offers an ideal location to enjoy the outdoors, without leaving the home.
Indoor – The main floor features high vaulted ceilings, fireplace, a breathtaking view from kitchen and living room. A master king bedroom with a full bath. A half bath, and a queen bedroom. Laundry is located right outside the master bedroom for guest use.
Top level bedrooms share a jack/jill style bathroom with a tub/shower. One queen bedroom and one king bedroom. The king room has a balcony to enjoy a glass of wine and watch the sunset, offering plenty of seating for others in your group to join you.
The lower level offers a large living area with a large sectional sofa perfect for movies in the evening or on rainy days. The lower level also offers easy access to the lower level patio. The lower level also includes two bedrooms. There is also a queen bedroom and bedroom with two twin beds and a full bathroom.
Outside you can take advantage of the beautiful scenery on our large screened-in deck, or grill out on the back patio. Enjoy a fire at night with our solo stove. There is plenty of yard and parking space. The cottage is situated on 50 acres with trails and a newly built 2 acre pond to swim and fish in the summer and ice fish and ice skate in the winter. (still filling but will be ready to swim by summer of 2023)
Pool*** - There is no option for pond as an amenity but at our newly rebuilt clear and clean pond you will find yourself kayaking, swimming at the sandy beach, relaxing and making memories with family and friends!! See photos or inquire for more information
We do have property maintenance and security personnel. You may see them around the property during your stay
Our pond is semi-private and shared between our two rental homes, Cliffside Cottage and Cedar Cove Cabin. Guests of Cliffside Cottage have access to the beach area with the dock, while Cedar Cove Cabin has its own private beach area. The pond is enjoyed by all guests for swimming, kayaking, and fishing. We kindly ask all guests to respect each other's space and enjoy their time on the property responsibly. Thank you!
Our prices include all fees. No hidden fees.
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Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
Onsite parties or group events are strictly prohibited
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a deadbolt lock
This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room
About the neighborhood
Elizabeth
Located in Elizabeth, this vacation home is in a rural area and near the beach. Rocky Waters Vineyard and Winery and Massbach Ridge Winery are worth checking out if an activity is on the agenda, while those wishing to experience the area's natural beauty can explore Mississippi River and Mississippi Palisades State Park. Take in the nearby slopes with cross-country skiing and snowboarding, or check out other outdoor activities such as ice skating and sledding.
Does Cliffside Cottage, Private Pond, 50 acres w/ Breathtaking views near Galena, IL have a pool?
Yes, this property has an outdoor pool.
How much does it cost to stay at Cliffside Cottage, Private Pond, 50 acres w/ Breathtaking views near Galena, IL?
As of Sep 19, 2026, prices found for a 1-night stay for 2 adults at Cliffside Cottage, Private Pond, 50 acres w/ Breathtaking views near Galena, IL on Sep 20, 2026 start from $1,085, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.
Is Cliffside Cottage, Private Pond, 50 acres w/ Breathtaking views near Galena, IL pet-friendly?
Yes, this property allows dogs (limit 1 total).
How much is parking?
Onsite parking is available at the property.
What time is check-in at Cliffside Cottage, Private Pond, 50 acres w/ Breathtaking views near Galena, IL?
Check-in begins at 4:00 PM.
What time is check-out at Cliffside Cottage, Private Pond, 50 acres w/ Breathtaking views near Galena, IL?
Check-out is at 11:00 AM.
Where is Cliffside Cottage, Private Pond, 50 acres w/ Breathtaking views near Galena, IL located?
Situated near the beach, this vacation home is 3 mi (4.8 km) from Apple River Fort and within 9 mi (15 km) of Rocky Waters Vineyard and Winery and Massbach Ridge Winery. Eagle Ridge Resort Golf and Fergedaboudit Vineyard & Winery are also within 12 mi (20 km).
Reviews
10
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labeled.
Gorgeous views for miles! The sunsets were just incredible from anywhere in the house. The house is beautiful with so many fantastic sitting areas. We even had the opportunity to enjoy the pond which was really relaxing. Loved it!
My stay was very nice. There were a few glitches but the host took care of it right away. She very pleasant and very welcoming. I was over 100 miles away and I would definitely come back.
We were looking for a central spot to celebrate my parent's 50th wedding anniversary...this was a perfect spot with the house and the surrounding land!
Absolutely beautfiul property! The home was immaculate, well-decorated and cozy. The screened in porch was a favorite of our guests. We loved the big kitchen and all the incredible views.
We absolutely loved our time at Cliffside Cottage! The amount of bedrooms was perfect for us, kitchen was huge and gorgeous. We also enjoyed the outdoor amenities! Would highly recommend!
Beautiful house with awesome views and perfect for our girls weekend away. The drive from Galena to the cottage was so pretty. Would definitely stay again!
Had a wonderful stay and this cliff side cottage. Beautiful views, outstanding house with modern amenities. The host was communicative and quick to respond. Absolutely love this property.
This place has it all. Great views, lots of space, amazing swimming pond to kick back and relax. The host was super friendly and willing to provide as much information as we needed. Perfect getaway spot for families and larger groups looking to get away.
argergroups
This place is beautiful. The views are incredible and everything in the house is well done. Although the pond wasn’t ready, the host was nice enough to let us use their private pond, which was a lot of fun for our young kids.
I found so much peace here. The view and the sunsets were phenomenal. This home is well appointed and the host accommodated an early checkin for my daughter’s family who traveled here. There was a lot of thought put into the design and construction as it accommodated 3 families comfortably. We skied at Chestnut and shopped in historic Galena, both equidistant from Cliffside Cottage. I highly recommend a stay.
Cliffside cottage is a beautiful home with stunning views. The amenities are fantastic - from the smokeless fire pit to the marvelous pond! The kitchen is well stocked with every utensil you’ll need for cooking, the beds are comfortable, and the house is has a great layout for guest to spread out.
Danesa was an attentive host who checked in with us just enough and was quick to respond when needed.
We’ll be back for sure!
Property is beautiful. Location feels really remote. All the amenities functioned properly. I stayed with my mother and my 2 brothers and our 5 total kids. Kids loved the pond! I was able to prepare all the meals with everything on-site. We will definitely look to book again.
We stayed here for a weekend for our son's wedding at Oak Hill Farm. We had 9 adults who all had their own bedroom with one bedroom to spare. The views were amazing from both top and bottom patio with plenty of outdoor seating and a fire pit. We did not get to use the pond but it was very cute with a dock and small beach. Owners will easy to work with and communicated promptly.
The views from this home are beautiful! Sunsets were gorgeous. House is secluded and we only left once. Hunkered down for thanksgiving weekend with lots of food, cards and football. Well equipped, comfortable home. I’m sure the summer is even better with a private pond. Perfect home for a family get away, or couples getaway with lots of bedroom options. Would definitely stay again.
We generally rent homes when traveling as an exec team. We chose this property for its proximity to our plant in Stockton,Il. Where we were able to host a small group for dinner. The location was perfect and the house is very nice. We all were amazed by the view and beautiful sunset. Three of us stay d overnight with great no issues. The amenities are nice and the cottage is well equipped. My only thought is that unless your family the bed/bath setup is not adequate for 6 bedrooms. Simply due to sharing bathrooms.
Stayed 2 nights in Mar 2025
About the host
Hosted by Danesa Boehm
Three sisters of Boeco Cliffside Cottage! Daisha still lives in the Galena area with her husband, dog and has a baby on the way. She wears many hats in our trio but in her spare time manages her photography business and works full time for our parent’s business. Danica lives in Florida in the winter and Galena in the summer, her husband and two kids travel throughout the summer supporting her husband during his ATVMX racing season. Danesa lives in the Chicago suburbs with her husband and two children, working as an Air Traffic Controller.
Why they chose this property
Welcome to our first property rental. We’ve dreamed about this property space for a long time, years in fact. Many ideas and locations for us to join forces and start a rental business were thrown around and we are so happy that our first has such a deep connection to our home roots. The three of us grew up right next to this property and we still dub it our happy place and hope you find the same enjoyment and create your own happy memories while you’re staying here. Our grandparents initially owned this property and we are so grateful to be able to create our own dream space where so many wonderful memories have been made. We also still enjoy the property as much as we can with our own families even though we are all living our separate lives in different areas.
What makes this property unique
Each of us have provided our own special touch to the property. Daisha is the oldest, she provided the muscle for the property. It started out with her being the one to push the button to ignite the dynamite for the foundation to be built for the cottage on the hill, and she was working on the construction project daily for the duration of the build. Danica is the middle sister, she’s the one with the design and vision for the cottage and managed all of the different vendors that were used to build the property. And, I’m Danesa. I’m the youngest and have managed the budget for the property build and will be the one managing the rental inquiries and correspondence. We’re all so happy you’ve decided to rent our little slice of paradise here at The Cottage!
Languages:
English
Premier Host
They consistently provide great experiences for their guests