Vacation rentals in Stockton

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Top-rated vacation rentals in Stockton

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Guest favorite
The lake house is situated on a sloping hillside, surrounded by trees. A stone pathway leads down to the water's edge, where a private dock can be seen. The calm lake reflects the blue sky and scattered clouds, creating a serene setting.
Home in Apple River

The Ho Hum East on Apple Canyon Lake

The Ho Hum East is a beautiful lake house with private dock on pristine Apple Canyon Lake! The house is named in honor of my grandparents who ran the Ho Hum Motel in Denison, Iowa :) A place to unwind, de-stress, and have some family fun! The house features all brand new mattresses in 3 bedrooms plus flex space; master bedroom with queen bed, guest bedroom with 1 queen and 1 twin, loft bedroom with 2 queens, pull out couch in living room, and 2 couches in the loft that pull out into twin beds.

4.93 out of 5 average rating, 104 reviews
Guest favorite
The exterior of a two-story house features a peaked roof, white wood siding, and a covered front porch. A dark front door is flanked by two windows. A pathway leads up to the porch, accompanied by a potted plant and lush greenery.
Home in Stockton

Hudson Hotel

Located in picturesque Stockton, Illinois, this 4-bedroom home boasts numerous updated features including a new kitchen and bathrooms. Ideal for family getaways, group trips, or business stays. Situated conveniently within walking distance of essential amenities such as a grocery store, gas station, local restaurants, bars, and a town pool, it ensures convenience and accessibility. Nearby attractions include the charming towns of Galena, Dubuque, and Freeport, enhancing the appeal of your stay.

4.93 out of 5 average rating, 41 reviews
Top guest favorite
Home in Elizabeth

Family Friendly Modern Farmhouse 42 Private Acres

PRIVATE FARM FOR YOU! 42 acres of woods, prairie and pastures surround a renovated 1880s farmhouse nestled in a private valley outside Elizabeth, IL. Breathtaking views, fishing pond, canoe, hiking trails, fire pits, screened in porch and acres of rolling prairie make for the perfect getaway. Pets welcome (add. fee applies). 20 min. from Galena & 2 hrs from Chicago. Family friendly, we provide everything for kids of all ages including pack-n-play, height chair, games, activities and more.

5.0 out of 5 average rating, 49 reviews
Top guest favorite
A wooden swing hangs from a tree in a lush green field, gently swaying in the breeze. In the background, the log home is set atop a hill, showcasing its wrap-around deck and panoramic views of the surrounding landscape under a clear blue sky.
Guesthouse in Stockton

HighviewCountry Escape-log home-family farm w/view

Whether you want a staycation or just a weekend away, we have the place for you! Quiet secluded setting, with spectacular view, on one of the highest hilltops in Illinois! Morning sunrises are exceptional. Evening sunsets are breathtaking. Starry nights are amazing. Something in every season! Not far from Galena and other small towns that offer charm, restaurants and shopping. Our rental is fully independent and has everything that you need for your getaway. Please see all photos.

4.99 out of 5 average rating, 409 reviews
Top guest favorite
Cabin in Elizabeth

Hot Tub+ Firepit+ "Tiny"house+ Views+ Near Galena

Tucked away in the countryside of Galena, our charming A-frame cabin is the perfect escape for those seeking peace, nature, and a touch of nostalgia. This intimate retreat blends mid-century modern charm with cozy modern comforts, creating an unforgettable getaway. Whether you’re sipping coffee on the deck at sunrise, soaking in the brand-new hot tub under a canopy of stars, or unwinding by the fire with a vinyl record spinning in the background, every moment here is designed for relaxation.

4.98 out of 5 average rating, 143 reviews
Top guest favorite
The living area features mid-century modern furniture with vibrant green and orange chairs surrounding a coffee table. A gas fireplace is centered under a unique light fixture, and large windows allow views of the surrounding woods. A dining area is visible in the background.
Treehouse in Galena

Octagon treehouse Hottub-pool-fireplace-firepit

Unique "tree house" - an octagon tiny house, surrounded by the woods! 2 bedroom, 2 bathroom home you can enjoy the views of nature all around, with floor to ceiling windows. One king bed, one queen bed. Modern comforts with fun flash blacks. Private hot tub and firepit look into serene woods! Sit by the indoor gas fireplace and enjoy our record collection. Soak in a Japanese soaking tub. Enjoy fall colors or watch snow fall! Community indoor poor, seasonal outdoor pool, gym access

4.99 out of 5 average rating, 245 reviews
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

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.

4.97 out of 5 average rating, 402 reviews
Top guest favorite
A blue A-frame house is showcased, surrounded by greenery. The brick walkway leads to a cedar deck, framed by landscaping. Windows are visible on the sides, allowing natural light to fill the interior.
Chalet in Elizabeth

Galena Country Getaway

Brick walkway leads to the cedar deck with Adirondack chairs overlooking the large backyard. Enjoy dinner out on the deck and roast marshmallows over a bonfire at the firepit. The dark sky provides excellent stargazing. Kitchen features full-sized refrigerator, cooking utensils and a variety of spices. Spacious bathroom with a waterfall-style shower. Carpeted loft includes a sleep number queen sized bed and two twin beds. Close to Historic Galena & Apple Canyon State Park

4.93 out of 5 average rating, 397 reviews
Guest favorite
Tiny home in Stockton

A-Frame Cabin Retreat

Escape to tranquility in this stylish A-frame cabin nestled in the woods just 20 minutes from historic downtown Galena, IL. Whether you're sipping coffee on the deck, cozying up by the fire pit, or exploring historic Galena, this unique cabin is your perfect year-round getaway. Thoughtfully designed with a blend of rustic charm and modern comfort, the cabin is ideal for couples, small families, girl’s weekends, or solo travelers seeking peace, privacy, and a touch of adventure.

4.96 out of 5 average rating, 23 reviews
Guest favorite
Home in Apple Canyon Lake

Near Golf & Marina | Firepit | Big Yard | ACL

Escape to this comfortable 3-bedroom, 2-bath retreat in the Apple Canyon Lake community—perfect for relaxing, reconnecting, and enjoying a peaceful getaway surrounded by nature. ✨ HIGHLIGHTS • Firepit + outdoor space for relaxing 🔥 • Spacious deck + open yard • Cozy rustic-modern interior • Large Smart TVs + fast WiFi • Board games + yard games • 12pm check-in & check-out • Minutes to golf course, marina + dining • ~30 minutes to downtown Galena

4.86 out of 5 average rating, 7 reviews
Guest favorite
Farm stay in Stockton

The Farmhouse

Relax by yourself, with friends or the whole family at this peaceful country spot -limited cellular. Explore Jo Daviess county in the northwest corner of Illinois and surrounding areas staying in a recently renovated country ranch style house located on a 150 year old working farm. Perfect get away from the fast pace busy life for those who want to take a quiet break, history buffs, explorers, and making lasting memories with family or friends.

4.93 out of 5 average rating, 27 reviews
Top guest favorite
The farmhouse is shown from the exterior, showcasing a two-story structure with white siding and a covered front porch. Flower planters hang from the porch railing, and a stone pathway leads to the entrance. Green grass surrounds the house, bordered by a paved area.
Home in Gratiot

The Old Farmhouse

The old farmhouse is located on a quiet, dead-end road. It sits on top of a picturesque hill surrounded by rolling farmland. The Pecatonica river surrounds the farm on three sides. The farmhouse is the perfect place for quiet time and relaxation. The Farmhouse was built in 1914. It still has the original woodwork, and beautiful hardwood floors. Sit on the porch or sit around the fire pit and enjoy the beautiful fall foliage.

4.99 out of 5 average rating, 274 reviews

Popular amenities for Stockton vacation rentals