Holiday rentals with lake access in Jo Daviess County

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Top-Rated Accommodation with Lake Access in Jo Daviess County

Guests agree: These options for accommodation with lake access are highly rated for location, cleanliness and more.

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Top Guest favourite

The exterior of the home is showcased, highlighting a multi-level structure surrounded by lush greenery. Large windows reflect warm indoor lighting, and a spacious deck is visible, featuring Adirondack chairs positioned near the lawn, offering ample space for relaxation and outdoor enjoyment.

Home in Galena

4.96 out of 5 average rating, 138 reviews

Treehouse! 3BR Ensuites• Secluded•Hot Tub•Fire Pit

🌲7 minutes to Owner's Club 🌲10% Weekly Discount 🌲3 BRDM+3.5 BTH (all ensuite) 🌲Secluded + Spacious on 2-acre lot 🌲Hot tub! 🌲Smokeless firepit (wood provided)🪵 🌲Year-round community indoor pool & seasonal outdoor pool 🏊‍♂️ + zero entry kiddie pool 🌞 🌲Open concept main level 🌲Games & puzzles for all ages 🧩 🌲Axe throwing game 🎯 🌲Large connect 4 game & jenga 🌲New & fully equipped kitchen 🍽️ 🌲Kid & Dog friendly 👧🏼🐶 🌲Seasonal valley views 🌲Gym access 🌲High-speed internet

NearbyOutdoor spacesPets

Guest favourite

An outdoor pool area is surrounded by a well-manicured landscape and shaded by large blue umbrellas. Loungewear chairs are arranged along the pool deck. Families and children can be seen enjoying the water and using the waterslide in the background.

Home in Galena

4.89 out of 5 average rating, 117 reviews

Tranquil Home Away From Home

This home has a relaxing atmosphere, surrounded by woods and wildlife. Though, still easily accessible in the Galena Territory. You'll be sure to have a relaxing and wonderful time, in it's superbly decorated interior. Featuring farmhouse and country styles all it's own. The rolling hills of the area are beautiful in every season and the Galena area has lots to offer it visitors, golf, historical buildings, antiquing, fishing and boating on Lake Galena, canoeing and biking along the Galena River

Outdoor spacesViewSleep quality

Guest favourite

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

4.93 out of 5 average rating, 103 reviews

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.

ViewOutdoor spacesPool

Superhost

An open living area showcases a bright red sofa with decorative pillows, positioned next to a glass-top coffee table. The wooden staircase leads to an upper level with a railing, while large windows invite natural light and offer views of the surrounding greenery.

Home in Galena

4.78 out of 5 average rating, 110 reviews

House 3bd/3bth- indoor pool -close to chestnut mnt

Less than 5 minutes from Golf Club and Guest Club. Less than 10 minutes from Marina and Shenandoah Riding Center!!! Relax with the whole family at this peaceful place to stay. Enjoy the backyard fire pit and the indoor fireplace. Make a meal in the well appointed kitchen. Enjoy a glass of wine in the spacious screened in porch, while others are playing pool in the basement. Go enjoy the indoor pool(year round) and outdoor pool(during summer). 25 minutes to Chestnut Mountain Ski Resort.

NearbyOutdoor spacesKitchen

Top Guest favourite

A modern living area features a stone accent wall with a wooden mantel above a sleek fireplace. A large smart TV is mounted above the mantel, displaying options for streaming. A cozy chair sits beside a bookshelf filled with decor items.

Home in Galena

4.97 out of 5 average rating, 190 reviews

Adorable Settlement home, views of lake/waterfall

Views of the waterfall and lake Galena in the fall, winter and spring. This home was just fully remodeled. All new furniture, flooring,cabinets and bathrooms. You will have access to 6 proxy cards to enter into the Owners Club. Parking is on site, WI-FI, all smart TV's to login into your NetFlix acct. Each of the bedrooms has their own private bathroom. The kitchen is stocked with mostly everything you need. Towels, linens, throw blankets, coffee, provided. Toilet paper, paper towels too.

NearbyViewWi-Fi

Top Guest favourite

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

4.99 out of 5 average rating, 241 reviews

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

Outdoor spacesNearbySkiing

Guest favourite

A spacious living room features a stone fireplace as a focal point, surrounded by large windows offering natural light. A comfortable sofa is complemented by two leather chairs. A dark coffee table sits in the center with decorative items, creating a cozy gathering space.

Cabin in Galena

4.82 out of 5 average rating, 122 reviews

Log Home/Firepit/Game Room/Hot tub

Relax with the whole family at this peaceful log home. Located in the Galena Territory. 3 bedroom (2 kings) (2Twins located in lower level family room), 3 baths w/futon and sofa sleeper in loft area, sleeps up to 10. Hot tub, pool table, ping pong/air hockey, arcade game, main level family room with wood fireplace and lower level family room. Very Spacious and quiet, wooded surrounding, firepit. Access to the resort amenities which is a short drive away as well as downtown Galena.

ViewOutdoor spacesCheck-in

Top Guest favourite

Home in Galena

4.98 out of 5 average rating, 186 reviews

Cute & Cozy King Suite Villa ~ Steps to Pool

⭐ Bright, open villa with king suite ⭐ Fully equipped kitchen & wooded views ⭐ Private deck with gas grill overlooking woods ⭐ Dedicated loft workspace perfect for remote work ⭐ Full bath on each level for maximum convenience ⭐ Steps to semi-private neighborhood outdoor pool ⭐ Indoor pool & fitness center access ⭐ Lake access & paved walking trails ⭐ 2 min to golf, driving range & spa ⭐ 12 min to Downtown Galena ⭐ 15 miles to Chestnut Mountain Resort (skiing, zipline & river views)

Outdoor spacesViewAmenities

Top Guest favourite

The open-concept living area showcases a cozy couch accented by a decorative rug. A mounted television is positioned on a wooden feature wall. A dining table is visible in the background, accompanied by modern kitchen amenities and large windows that allow natural light to illuminate the space.

Townhouse in Galena

4.96 out of 5 average rating, 144 reviews

Hook Wine And Sinker - Golf, Shop, Pools, & Relax

Relax with the whole family at this peaceful getaway. A beautifully renovated, 3 bedroom / 3 bathroom townhome located within The Galena Territory in Galena, Illinois. This home is a perfect, peaceful getaway that sleeps up to eight (8) people comfortably. Whole home Golf Lake Self Check in WiFi Coffee Oven Dishwasher Grill BBQ accessories Washer/Dryer Free parking Board games Exercise equipment Pool table Deck Outdoor dining Child friendly Pack 'n play Pickleball set

NearbyViewHospitality

Top Guest favourite

A spacious home is situated on a gently sloping landscape, framed by mature trees. The exterior features a combination of stone and wood elements, with a welcoming front porch and large windows that enhance natural light. A paved driveway leads up to the property.

Home in Galena

5.0 out of 5 average rating, 104 reviews

Stunning 5 bdm home on The General in Galena Terr!

No MGMT Fees! Enjoy all that Galena Territory and Jo Daviess County has to offer! Nearly 5k sq ft with 5 bdrm/5.5 baths and located on the number one handicap hole on The General golf course with views of holes 12, 13, 14, 15 and 16! A one-of-a-kind location on over 2 acres of land. About 20 min from Downtown and Chestnut Mtn! Minutes from golf, hiking, horseback riding, boat rentals, fishing, indoor/outdoor pool, fitness center and game room at the Owner's Club!

NearbyOutdoor spacesHiking

Top Guest favourite

A spacious dining area features a large wooden table surrounded by black chairs. A living space is visible in the background with comfortable seating, large windows, and a sleek gas fireplace. Natural light fills the room, highlighting the open and airy layout.

Holiday home in Galena

4.96 out of 5 average rating, 168 reviews

Summer in Galena | Hot Tub, Fire Pit & Views

Welcome to Shenandoah Ridge—our thoughtfully designed 4-bedroom, 4.5-bath vacation rental tucked into the woods of The Galena Territory. Spacious, peaceful, and full of cozy touches to help you unwind. Whether you’re here for a family getaway, group trip, remote work retreat, or just time in nature, you’ll find everything you need to feel at home. Just 7 minutes to the Owners Club and 15 minutes to downtown Galena—close to the action, but still calm and quiet.

Outdoor spacesViewHiking

Top Guest favourite

A spacious living area is highlighted by a large sectional sofa in warm tones. Natural light pours in through skylights, illuminating wooden floors. A dining table with multiple chairs is visible, alongside a well-equipped kitchen in the background, creating an inviting and open atmosphere.

Home in Galena

4.91 out of 5 average rating, 160 reviews

Dog-Friendly Retreat · Hot Tub · Shuffleboard

Dog-Friendly Wooded Retreat with Hot Tub & Shuffleboard The Nest is a dog-friendly 3BR wooded retreat in The Galena Territory — private hot tub, fire pit, shuffleboard, sleeps 8, 12 minutes to downtown Galena ✔ Sleeps 8 (2 kings, 1 queen, twin bunks for kids) ✔ Private hot tub, fire pit, two wood-burning fireplaces ✔ Shuffleboard in the lower-level game room ✔ 6 Owner's Club passes included — indoor + outdoor pool, fitness center, pickleball, Lake Galena

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