Jo Daviess County Hotels with Pools

Visit the Town That Time Forgot to experience a unique tourist destination with a rich history and scenic surroundings. A mining boomtown that has been virtually untouched since the mid-1800s Galena is a meticulously preserved period town that is home to over 1000 historic buildings. Much of Galena today is listed in the National Register of Historic Places. The former residence of U.S. President Ulysses S. Grant this historic destination also offers a wide selection of outdoor activities nearby including challenging golf courses exciting ski resorts family fun at Lake Galena and horseback riding through rolling hills and flower-filled valleys. Tourism is now the citys main attraction with specialty shops boutiques galleries and restaurants appealing to more than a million visitors annually. Club Wyndham Galena features spacious studio and one-bedroom resort suites that comfortably sleep two to four guests and range from 420 to 850 square feet. The studio suite features a queen Murphy bed while the one-bedroom suite features a private bedroom with a king bed and a queen Murphy bed in the living area. Whether youre traveling with extended family or a smaller party you will appreciate the economy of a full kitchen or kitchenette whirlpool tub fireplace and washerdryer one-bedroom. Plus seperate dining area and living area with private balcony in some suites and TVs throughout are comforts that would be hard to find in an average hotel.

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 spaceWelcome 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 informationWe do have property maintenance and security personnel. You may see them around the property during your stayOur 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!About pets:Pets allowed: dogs (limit 1 total).Must communicate with host before bringing pet.About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 21.About events:No events allowed.

Cedar Cove Cabin, nestled amongst the woods and a newly structured pond you’ll wake up feeling like you’re in the north woods! A luxury cabin amongst a wooded retreat on 50 acres, pond to swim and fish, beautiful surroundings , trails, and so much more! Welcome to your perfect vacation home! As you drive down the lane to our Cedar Cove Cabin you will instantly feel that you are leaving your busy, hectic daily life and you have entered a place of serene getaway.The spaceConveniently located just off Highway 20 and 25 minutes from historic downtown Galena that offers museums, boutiques and restaurants located on Main Street. The perfect weekend getaway or week-long vacation destination 25 minutes from downtown Galena. As you enter this 3 bedroom cabin the high ceilings will lead you into a waterfront view, with water views from every room you enter. Each space is uniquely curated to give everyone a sense of their own individual getaway while providing multiple gathering areas to hang out as a group. This cabin sits on the edge of the pond nestled amongst the forest on a private 50 acres estate. Open floor plan with fully equipped gourmet kitchen that includes an over-sized island for entertaining.Indoor – The main floor features high vaulted ceilings, waterfront views, a walkout basement leading to your own private beach, and screened in porch for those indoor outdoor vibes. A master king bedroom with a full bath and soaking tub, and two lower level king bedrooms with a large full bath with laundry. Upper level living room is an open floor plan leading into the kitchen space, and the lower level living space is equipped with a bar including a sink and beverage cooler for all of your entertaining needs. The lower level is also equipped with a foosball table which is enjoyable for all ages. Outside you can take advantage of the beautiful scenery and sounds of nature on our large screened-in deck, or grill out on the patio. Enjoy a fire at night with our solo stove. There is plenty of yard and parking space. The cabin 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.In addition to feeling like you are staying at a luxury home in the woods, our cabin is located in a prime spot to all the amenities Jo Daviess County has to offer. Nearby attractions include downtown Galena (20 minutes) Eagle Ridge golf courses (15 minutes), Woodbine bend golf course (5 minutes), Massbach Ridge winery (10 minutes), Galena cellars winery(20 minutes), Highway 20 brewery (5 minutes),Shenandoah Esquire Center(20 minutes), Chestnut Mountain ski resort (20 minutes)Pool*** - We have a beautiful, new pond on site. Clean, Clear and ready for swimming, kayaking, relaxing at the sand beach.We do have property maintenance and security personnel. You may see them around the property during your stayOur 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!Other things to noteDo you need more space? Check out our sister rental on the same property, Cliffside Cottage.https://www.vrbo.com/3131696 About pets:Pets allowed: dogs (limit 1 total).We allow pets but must be communicated with host.About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 25.About events:No events allowed.

Beautiful, spacious home nestled in the tree tops. Impressive long views of Elizabeth.Custom kitchen with commercial grade appliances. Two fireplaces, fantastic sound system. Foosball table, poker table and lots of games! Plenty of room to dine and enjoy time with family and friends! Master suite with king bed and sitting area. Beautiful master bath with whirlpool tub. 4 Bedrooms with private baths! 8 person guest limit. Early check in $50 per hour when available. Late check out $50 per hour when availableWith each booking there is 6 amenity passes to the Club house which has indoor heated pool, large game room with foosball & pool tables as well as basketball courts and much more! This is all located less 10 mins from the house. About pets:No pets allowed.About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About customRules:Maximum occupancy at any time per reservation is not to exceed 8 guests on premises. Failure to follow results in eviction with no refund..To finalize your booking you will need to provide a picture ID in the name of the reservation holder.,Please make sure all garbage is pulled and taken to the Dump location on Brodrecht Road. Directions provided in House Rules.About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 25.About events:No events allowed.

Discover our whimsical treehouse-themed retreat in Galena, IL, accommodating 8 guests. Immerse yourself in nature on 2+ secluded acres. Enjoy the warmth of a smokeless fire pit, relax on the screened-in porch, and play games for all ages. The modern design, cozy furniture, brand new kitchen, and walls of windows offer a unique blend of comfort and nature. Each of the 3 en-suite bathrooms ensures privacy and convenience. Escape to this enchanting oasis where the beauty of abundant nature meets thoughtful design for an unforgettable stay!About pets:Pets allowed: dogs (limit 2 total).About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 21.About events:No events allowed.

Almost Heaven Rentals Galena has been in the business of managing vacation rental’s since 2002, we are happy to offer you this wonderful vacation rental. This warm and unique three-bedroom, three bathroom home is located in the southeast corner of The Galena Territory near the riding stables. Trails end is a great home for couples to get away as well as for families, girlfriends and guys golf getaways. There are two full levels to enjoy with the main floor having an open floor plan. The upstairs living room has beautiful leather furniture, a large television as well as a gas fireplace. The dining space and the kitchen are open to the living area to allow for visiting while making dinner. The dining table has chairs for 6 people and the kitchen bar has three stools for extra room. Just off the dining area is the lovely 3-seasons room complete with a heater, comfortable leather chairs and multiple windows to enjoy the view or take a power nap. Walk out the door of the three-seasons room and the upper deck has brand new patio furniture and an outside dinging table along with a gas grill for cooking and enjoying your meals with a view. The bedroom located on the main floor has a King size bed and a walk-in shower in its attached bathroom. The powder room on the main floor is just off the living room.Moving downstairs, the lower level family room has a sleeper sofa, television and a coffee table to play games on. There is a laundry closet located just off the family room. The lower level also has 2 bedrooms both offering a queen bed with an attached bathroom. Walk out the patio door in the family room and you are on the lower-level patio featuring the hot tub as well as more patio furniture for another location to relax, enjoy the view or read a book.Across the lawn a short walk is the beautiful brick paved fire pit, with wood supplied for your bonfire needs just bring the marshmallows. This home promises to be one you will return to again and again to enjoy catching up with loved ones and exchange your stories for the trail. Guests of this home enjoy all of the homeowners amenities in The Galena Territory including the two pools, fitness center, indoor and outdoor basketball courts, pickle ball and tennis. Lake Galena is about ten minutes away and can be accessed by calling the marina to reserve a pontoon boat or kayak. Whether this is your first time to the Galena Territory or your fiftieth this home and area have plenty to explore. Almost Heaven Rentals Galena management team lives in the area and are personally hands on, should an issue arise.About pets:No pets allowed.About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About events:No events allowed.

Newly Renovated Beautiful Modern style home, living room w/fireplace and a sitting area for some reading time. The dining room features a large table with big picture windows for enjoying the view while you dine. There is a nice size deck off the main featuring a gas grill and seating for those outside meals. Nice size kitchen to enjoy! Main level also features a King bedroom and a full bath. Upper Level has 2 bedrooms and a full bath. The lower level is a great space for gathering. It has a bar area, foosball table, air hockey, bedroom and bath, walkout to lower level deck and HOT TUB for more relaxing! Outside features a firepit and play area for the kids. Great place for families to enjoy!!About pets:No pets allowed.About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 21.About events:No events allowed.

Only 6 miles to popular shops and restaurants from this charming place to stay. Access to pool/Hot tub/fitness room/game room/lounge area. WIFI and streaming tv. Whirlpool with double sided gas fireplace in room.Air conditioningDishes and silverwareBowls, plates, cups, etc.DryerHair dryerHeatingHot tub Public • Available all yearKitchenettePoolTVWasherWifiBathroomBathtubBody soapConditionerHair dryerHot waterShampooClothing storageExtra pillows and blanketsHangersIronRoom-darkening shadesEntertainmentArcade gamesExercise equipmentPool tableIndoor fireplaceCarbon monoxide alarmFire extinguisherSmoke alarmBlenderCoffeeCoffee makerDrip coffee maker, Keurig coffee machineDining tableDishes and silverwareFreezerMicrowaveMini fridgeToasterWine glassesBBQ grillOutdoor dining areaOutdoor furniturePatio or balconyParking and facilitiesElevatorFree parking on premisesPool – Shared with other guestsSauna – Shared with other guestsAbout pets:No pets allowed.About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 18.About events:No events allowed.

Family Friendly! 3BR, 2 Bath in the heart of The Galena Territory.!Close to Shenandoah Riding Center!Within minutes to Owners Club, Pool, Galena Lake and many trails!Beautiful deck around all house!About pets:Pets allowed: dogs (limit 1 total).Pet owner will be responsible to clean anypet hair.About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About customRules:No Loud music after dusk allowed in the Territories All sheets need to be removed. No under age will be allowed to book under an adults name.About checkIn:Check in after 12:30 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 21.About events:No events allowed.

King size bed, small deck, double whirlpool in bath, double sided fireplace, access to indoor pool, fitness room, game room, lounge area, internet access, sauna, hot tub, outdoor patio with gas grills, approx. 6 miles from downtown Galena, antique shopping, golfing, spa, restaurants, wine tours, trolley tours, and near riverboat casino in Dubuque, IA.. In winter time there is skiing/snowboarding @ Chestnut Mountain Resort.About pets:No pets allowed.About checkOut:Check out before 11:00 AM.About children:Adults only.About checkIn:Check in after 3:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 21.About events:No events allowed.