Vacation rentals in Lake Galena

4.98 out of 5 average rating, 54 reviews

Fall Getaway! Hot Tub Massage Chair Game Room EV

Escape to The Blissful Stay, a new construction 5 bedroom, 4.5 bath retreat in the heart of The Galena Territory. Located just minutes from Lake Galena, Owners Club and Eagle Ridge Resort, this home offers the best of both worlds: stylish interiors, endless entertainment options, and serene outdoor living. Whether you’re planning a wedding, family reunion, golf weekend, wine getaway, or ski trip, this luxe retreat is designed for making memories. ✔️Owners club open regular hours during holidays

FamilyLocationComfort

5.0 out of 5 average rating, 11 reviews

Stargazing Retreat - Theater-Spa-Speakeasy-GameRM

✨Chill & Thrill Stargazing Retreat✨ A 5BR|4.5BA, 4,100 sq ft immersive designer escape perfect for families and large group getaways. Located in The Galena Territory, it blends spa-style relaxation with great entertainment. CHILL in the hot tub or sauna, stargaze from the limestone patio beneath Galena’s night sky, or enjoy movie night in the 180” Cinema. THRILL in the stacked Game Room, find the hidden Speakeasy, a d gather around the fire pit under the stars. This is where memories are made!

FamilyLocationHospitality

4.91 out of 5 average rating, 94 reviews

A welcoming cabin exterior is framed by lush greenery, featuring a central entrance with a covered porch. The gentle slope of the pathway guides visitors toward the door. Large windows allow for natural light, while surrounding landscaping adds a touch of nature.

Cabin in Galena

The MacRae Cabin

Welcome to the MacRae Cabin, your tranquil retreat. Enjoy the peace and quiet of this cozy 3 bedroom, three and a half bath home in the Galena Territory. Kitchen is fully equipped to meet your needs. Enjoy an additional family room in the basement so everyone can have space. Deck with room for dining outside and enjoy your coffee or wine. Home includes six access passes to the GTA Owner's Club and pools. Read or enjoy the sounds of nature in the relaxing screened in porch. Strong Wi-Fi.

FamilyLocationGrill

4.96 out of 5 average rating, 142 reviews

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.

LocationValueAir conditioning

4.98 out of 5 average rating, 143 reviews

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.

ValueFamilyCondition

An outdoor deck features a spacious hot tub surrounded by a wooden railing. Nearby, two wooden benches and a table provide additional seating. Sunlight filters through the surrounding greenery, casting a natural warmth on the deck.

4.97 out of 5 average rating, 126 reviews

Lake Views | Hot Tub | Nature Retreat | Movie Room

Looking for nature? Come immerse yourself in nature at this private oasis. • 3 bed/3.5 bath (7 adults comfortably w/max 8 guests) • 12 mins to downtown Galena • Outdoor hot tub • Grill & dining space on upper deck • Seasonal views of Lake Galena • Lounge/Movie room with pool table, electric fireplace & smart TV • Full Kitchen w/fridge, oven, microwave, dishwasher, keurig coffee machine, air fryer, instant pot, & crockpot • Upstairs family room with smart TV, fireplace, & board games

LocationFamilyIndoor spaces

4.99 out of 5 average rating, 246 reviews

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

LocationFamilyCheckout

4.91 out of 5 average rating, 100 reviews

Cabin in Galena

Best View. Huge Hot Tub. King Beds. Amenities.

Frogmore Cabin is more than a stay—it’s a true Galena Countryside experience. A log lodge, where a million-dollar view meets rustic chic interiors that balance luxury with creature comforts. Guests call it unforgettable. We call it home. - 2 King Master Suites, and 3 other sleeping rooms all with views -Large Hot Tub- professionally cleaned between each guest - Pool table, corn hole, arcade - Fire pit - Prime Location: close to Downtown Galena - FULL Guest Access to owner club.

LocationFamilyKitchen

4.95 out of 5 average rating, 148 reviews

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

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. Whole home Golf Near Lake Galena 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

FamilyLocationTV

4.92 out of 5 average rating, 123 reviews

The villa is a three-level structure, featuring a wood siding exterior and multiple windows allowing natural light. A spacious deck extends from the upper level, surrounded by green grass and mature trees, contributing to a peaceful outdoor setting.

Townhouse in Galena

Sunny Farmstead: Owners' Club access, golf nearby!

Welcome to Farmstead: a quiet and comfortable villa nestled within the heart of the Galena Territory. This home features 3 KING beds, a wood burning fireplace, bumper pool table, child bunk beds, dart board, and a closet full of games. Property is 10min from downtown Galena. Booking Sunny Farmstead also gives you access to the Owners' Club (4 minute drive) which features indoor and outdoor heated pools, basketball courts, game room, tennis courts and more.

FamilyLocationAmenities

4.98 out of 5 average rating, 131 reviews

Wooded 2 King BR~Fireplace~Near Spa, Trails, Golf

🔹2 King bedrooms & 2 full baths on separate levels 🔹Modern, fully equipped kitchen 🔹Peaceful wooded end-unit 🔹Private deck with grill & seating for 4 🔹Wood-burning fireplace with supply of firewood 🔹Full club amenities, including fitness center 🔹3 Smart TVs 🔹Computer workspace 🔹Lake access 🔹Paved walking trails nearby 🔹2 min to golf, driving range & spa 🔹12 min to downtown Galena 🔹15 miles to Chestnut Mountain, zipline & ski

LocationValueView