Vacation rentals in Apple River

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Top-rated vacation rentals in Apple River

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

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Top guest favorite

A cozy living area is highlighted by a sectional sofa adorned with yellow accent pillows. A wall-mounted television is positioned above a dark furniture unit that features decorative items. Soft carpet covers the flooring, contributing to a welcoming atmosphere.

Apartment in Scales Mound

Updated Unit w/Panoramic Views

Escape to this fully updated 2-bedroom, 1-bath garden level apartment with private entrance. Embrace breathtaking panoramic countryside views just 15-20 minutes from downtown Galena, just 15 minutes from wedding venue Oak Hill Farm, and 35 minutes to downtown Dubuque, IA! The galley kitchen is stocked with all you need. Step outside to a stamped concrete patio, hammock, patio furniture, and fire pit, creating an idyllic outdoor space. Book now and experience the serenity of Galena's countryside.

FamilyLocationAccuracy

4.94 out of 5 average rating, 71 reviews

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.

ValueLocationLaundry

4.93 out of 5 average rating, 105 reviews

Superhost

A stone fire pit is depicted in the foreground, with flames brightly rising as the sun sets in the background. The calm water reflects the evening light, and several leafless trees are visible, adding a serene ambiance to the scene.

Home in Thompson Township

Lakefront cabin in the woods.

This stylish place has Wifi /Wood Fireplaces, Fully Stocked Kitchen, Coffee Maker, Washer/Dryer, Rear deck w/charcoal grill. 204 feet of lakefront property. Safe swimming off the pier & hunting for crawfish along the shoreline. Acres of woods to explore on property as well as 13 mile trail system around the Lake. Outdoor fire pit & With your stay is access to the swimming pool/tennis court, work out room, golf course (fees not included), Marina/Nixon beach. Don't forget to visit the waterfall!

LocationFamilyCondition

4.92 out of 5 average rating, 13 reviews

Top guest favorite

A custom log cabin is framed by lush greenery and manicured landscaping. The warm wooden exterior features multiple gabled roofs and large windows. A stone pathway leads through the vibrant garden, creating an inviting approach to the entrance.

Cabin in Galena

Private, Galena Log Cabin

This custom log cabin is the perfect getaway for friends & family seeking the solitude of the Galena Territory and fine dining and shops just 10 minutes away on Galena's Main Street. Each of the 3-levels offers an owner's suite with bath. Cozy up to 2 fireplaces, grill on the deck, or make 'smores at the firepit. The cabin has high speed, fiber internet and the lower-level walkout features a 55” flat screen TV. Guests can access swimming pools & pool tables at the Owner's Club 7 minutes away.

LocationValueCondition

4.97 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

LocationValueSkiing

4.98 out of 5 average rating, 249 reviews

Guest favorite

Home in Galena

Peaceful, Cozy Home w/ Club Amenities in Galena.

Welcome to the Toasted Marshmallow; your cozy escape from reality. Enjoy the peace and quiet of this charming three bedroom, two bath home in The Galena Territories. Kitchen is fully equipped to meet your needs. Enjoy the additional lower level family room w/ 2nd fireplace so your group may spread out. Deck with ample room for dining outside and enjoying your coffee or wine. Home includes six access passes to the GTA Owner's Club and pools. Strong Wi-Fi for remote work, if needed.

FamilyLocationLaundry

4.93 out of 5 average rating, 287 reviews

Guest favorite

An indoor recreational space is visible, featuring a ping pong table set between two high-top tables with stools. Exposed wood paneling lines the walls, and various amenities, including a television and a grill area, can be seen in the background.

Home in Thompson Township

Apple Canyon - Galena Getaway

Enjoy this spacious home near the peaceful lake in Apple River IL. Apple Canyon Lake, Galena country/Jo Daviess County. Enjoy the large living areas indoor & out. Features 2 kitchen areas, 2 decks, rec. room & peaceful views. There are several options for local entertainment perfect for families & friends. Just some of the local options - beach, swimming pool, fishing, hunting, boating or just a simple relaxation while taking in all nature has to offer. There's something for all!

LocationFamilyCleanliness

4.93 out of 5 average rating, 41 reviews

Guest favorite

A historic two-story house constructed with light-colored stone is showcased under a bright blue sky. The entryway features a wooden porch with seating, complemented by a neatly maintained grassy yard and surrounding trees.

Home in Darlington

Hamilton Goebel House

This house is a historic home that was built in 1833 on land owned by Jamison Hamilton, the founder of Darlington. It is not known if he actually lived in the house,but could be assumed. During your stay you will find bits of history and pictures that have been gathered along the way.It has all the comforts of home. A beautiful four bedroom home that has been completely renovated to reflect the old and new times. This home was on the list to be torn down by the city.

LocationValueCheckout

4.95 out of 5 average rating, 113 reviews

Guest favorite

Farm stay in Shullsburg

Farm Stay | ATV Trails | Large Yard | Near Galena

Escape to this cozy 4-bedroom, 1-bath farmhouse on the Wisconsin–Illinois state line—perfect for relaxing, reconnecting, and enjoying a peaceful countryside getaway. ✨ HIGHLIGHTS • Located on ATV/UTV + near snowmobile trails 🏍️ • Spacious yard + country views • Classic farmhouse charm + natural light • Large dining space for groups • Smart TVs in every bedroom • 12pm check-in & check-out • ~30 minutes to downtown Galena • Ample parking for trailers + gear

LocationQuietNearby

5.0 out of 5 average rating, 9 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.

FamilyValueParks

4.99 out of 5 average rating, 276 reviews

Top guest favorite

The exterior of the revitalized car wash features a striking white facade with bold red accents. A vintage black truck is parked on the grass, while two bright red chairs sit invitingly near the entrance, adorned with a retro-style sign pointing towards the inn.

Home in Shullsburg

The Car Wash Inn A Unique Stay

Enjoy a unique stay inside a beautifully revitalized single bay 1950s car wash. Only minutes away from historic downtown Shullsburg. This space has been thoughtfully designed to retain it's industrial charm with a nostalgic ambiance, while offering modern amenities for a comfortable stay. ~20 miles to Galena, IL ~25 miles to Mineral Point, WI ~25 miles to Dubuque, IA ~ATV Trail Access with large parking area

LocationFamilyCheckout

4.99 out of 5 average rating, 243 reviews

Top guest favorite

An outdoor deck features comfortable seating arrangements, including wicker chairs and a coffee table. Large windows in the background allow natural light to fill the adjacent indoor area while showcasing the surrounding greenery.

Home in Galena

*Covered Hot Tub * 2 Fire Tables * Massive Deck*

Relax at Rolling Hills Retreat, featuring a covered private hot tub, two fire tables, a huge upper deck, and a screened-in porch—perfect for outdoor living year-round. Enjoy Owner’s Club access with indoor/outdoor pools, pickleball, fitness center, marina, hiking & more. Every bedroom has a private bath for comfort and privacy. Dog-friendly, peaceful wooded setting just minutes from Galena.

LocationValueAir conditioning

4.98 out of 5 average rating, 220 reviews