Compare Vacation Rentals with Pools in Galena, IL

Located in The Galena Territory, this apartment is a short drive from Thunder Bay Falls and multiple golf courses, offering convenient access to major attractions and wedding venues.
This dog-friendly apartment accommodates up to 6 guests and features a wood-burning fireplace, a deck with a gas grill, and access to the Owners Club amenities, including an indoor swimming pool and fitness center.

This modern townhome is located in The Galena Territory, 10 to 15 miles from historic downtown Galena and about 25 miles from Chestnut Mountain.
Enjoy exclusive access to The Galena Territory's Owner's Club amenities, including indoor and outdoor swimming pools, a fitness center, and sports courts, perfect for a getaway with a pool.

Enjoy a Galena Territory vacation home with a swimming pool, located a 14-minute walk from Eagle Ridge Resort amenities and 0.7 miles from The General at Eagle Ridge golf course.
This 1-bedroom vacation home accommodates up to 3 guests and features a full kitchen, seating area, complimentary WiFi, private parking, and a relaxing spa and wellness center.

Located in The Galena Territory, this golf villa is situated directly on the 10th hole of the South Course, offering easy access to the Owners Club, restaurant, and spa.
This 1030 square foot resort accommodates up to 4 guests with 2 bedrooms and 2 bathrooms, and features a swimming pool, air conditioning, and internet, perfect for a getaway with a pool.

Just 500 feet from Eagle Ridge's North Course, this apartment in The Galena Territory offers a golf retreat with convenient access to a semi-private association swimming pool.
This family-friendly apartment accommodates two guests and features a wood-burning fireplace, an oversized deck, and a fire pit table, perfect for enjoying the outdoors and the swimming pool.

Located within The Galena Territory, this townhouse offers exclusive access to the Owner's Club amenities, including an indoor/outdoor swimming pool, and is a short drive to the historic town of Galena, featuring boutiques and the Ulysses S. Grant Home.
This 2-bedroom, 2-bathroom townhouse sleeps 6 and features a fully-equipped kitchen, a private patio, and complimentary Wi-Fi, perfect for a getaway with a pool.

This house offers an exceptional location within The Galena Territory, directly overlooking the 9th green of the East Golf Course and conveniently situated near the Owners Club, tennis, pickleball courts, and the marina.
Enjoy a relaxing stay at this centrally located house with a pool, featuring 1 bedroom, 2 bathrooms, and accommodation for 2 guests, complete with a kitchen, air conditioning, garden, and fitness center.

Overlooking the 8th green of the East Golf Course in the Galena Territory, this townhome offers stunning panoramic views and is just a short distance from downtown Galena's dining and shopping.
Enjoy this 1-bedroom, 2-bathroom townhome with a full kitchen, cozy fireplace, and private deck, perfect for up to 4 guests, and experience a getaway with a pool.

This Galena Territory cabin offers a cozy, organic modern tiny home retreat, located 1.5 miles from the Owner's Club, 5 minutes from championship golf courses, 13 minutes from historic Galena, and 25 minutes from Chestnut Mountain Resort.
Enjoy this pet-friendly cabin with a swimming pool, featuring 2 bedrooms, a full kitchen, and a spacious deck with a propane fire table, perfect for a relaxing getaway with a guest capacity of 6.

Located in The Galena Territory, this North Woods style villa is 3.8 miles from Eagle Ridge Resort and 22 miles from Diamond Jo Casino in Galena.
This spacious 2800 square foot house accommodates up to 19 guests and features an indoor swimming pool, a heated pool, and a spa, perfect for a getaway with a pool.

This apartment offers a lodge-like design in Galena, Illinois, situated on a quiet, tree-lined road just 5 miles from historic downtown Galena, a top Illinois visitor destination.
Enjoy stylish and comfortable accommodations for up to 6 guests, featuring 2 bedrooms and 2 bathrooms, a full kitchen, air conditioning, and a swimming pool, perfect for a relaxing getaway.

This apartment in The Galena Territory offers exclusive access to amenities including indoor/outdoor swimming pools, golf, and Lake Galena, just 15 miles from Chestnut Mountain ski area.
Enjoy 1500 square feet of living space with an open-concept living, dining, and kitchen area, accommodating up to 6 guests with 3 bedrooms and 2 bathrooms, plus a screened porch and deck for outdoor relaxation.

This townhome is located in The Galena Territory, just 0.2 miles from Eagle Ridge Resort and its golf courses, and a 12-minute drive from Downtown Galena.
Enjoy this family-friendly house with 3 bedrooms, sleeping up to 8 guests, offering a swimming pool, spa, fitness center, and a prime location with access to The Galena Territory Owner's Club amenities.

Located in The Galena Territory, this apartment is just 4 minutes from the GTA Owners Club and 15 minutes from Downtown Galena.
This spacious 3600 sq ft apartment offers 6 bedrooms and 6 bathrooms, accommodating up to 14 guests with exclusive access to the GTA Owners Club amenities, including indoor and outdoor swimming pools, a fitness center, and a game room, making it an ideal getaway with a pool.

Offering access to the Galena Territory Owner's Club amenities, including an indoor/outdoor swimming pool, this apartment is located a short drive from Eagle Ridge Resort & golf courses and 10 miles from downtown Galena.
This 1050 square foot apartment features 2 bedrooms and 2 bathrooms, comfortably accommodating up to 6 guests, and is dog-friendly for two small dogs.

Enjoy exclusive access to the GTA Owners Club amenities, including indoor and outdoor swimming pools, just .2 miles away, offering year-round enjoyment with a heated indoor pool and a seasonal outdoor pool with slides.
This 2850 square foot apartment in The Galena Territory comfortably sleeps 8 guests and features 3 bedrooms, each with a king bed and an attached bathroom, plus a bonus room with a full-size bed, a fully equipped kitchen, and a game room with a massage chair.

Enjoy a peaceful getaway in The Galena Territory, Illinois, just a 9-mile drive from downtown Galena and 25 miles from Dubuque, IA, offering access to golf, lake, and recreational facilities.
This spacious townhome sleeps eight guests and features a well-equipped kitchen, multiple TVs, a pool table, and access to the Owner's Club with indoor and outdoor swimming pools, a fitness center, and more.

This apartment in The Galena Territory is located 6-10 miles from downtown Galena, offering a rural escape close to resort amenities.
Enjoy this family-friendly apartment with a pool, featuring 4 bedrooms, 4 bathrooms, ample living space with a kitchenette, a hot tub, and a firepit, all within easy reach of golf courses and the Riding Center.

Located within The Galena Territory, this apartment is adjacent to a golf course and just a short distance from historic landmarks like the Grant Home.
This 2200 sq ft apartment with a pool comfortably sleeps 10 guests and features 4 bedrooms, 3 bathrooms, a sunroom with a firepit, and access to the Owners Club amenities.

Located in The Galena Territory, this 3-story townhome is just a short walk or drive to the Owners Club amenities and the marina, offering Lake Galena views from October to May.
This family-friendly house, perfect for up to 6 guests, boasts 1300 square feet of living space, including a 3rd bedroom loft, a lower-level entertainment area with a 65” smart TV, and a well-appointed kitchen, all complemented by access to a swimming pool and other Owners Club facilities within 1 mile.

Enjoy a relaxing stay at this 2-bedroom, 2-bathroom apartment in The Galena Territory, offering convenient access to the South Golf Course and a wooded view.
This apartment provides full access to the Owners Club amenities, including indoor and outdoor pools, a fitness center, and basketball and tennis courts, making it an ideal getaway with a pool.

Located in The Galena Territory, this cottage is adjacent to a golf course and in the mountains, just 12 miles from Galena town and 5 miles from Eagle Ridge Resort amenities.
This modern cottage offers 2100 square feet of living space, sleeping up to 12 guests with 4 bedrooms and 4 bathrooms, and features a swimming pool for your enjoyment.

Located in The Galena Territory, this resort townhome is adjacent to the South Golf Course, just a short distance from the Mississippi River and Horseshoe Mound.
This 1030 sq ft, 2-bedroom, 2-bathroom resort accommodates up to 4 guests and features a deck overlooking the golf green, a wood-burning fireplace, and access to an indoor swimming pool and other amenities at the Owners' Club.

This recently renovated apartment offers a secluded wooded retreat in The Galena Territory, just 5 miles from historic downtown Galena's shops and dining.
Enjoy a family-friendly stay with excellent ratings and access to community amenities including an indoor swimming pool, fitness center, and private lake access, all within a 10-minute drive of local wineries.

Enjoy a Galena Territory getaway at this 1800 sq ft house, conveniently located 4 miles from Lake Galena and a 13-minute walk from Eagle Ridge Resort.
This accommodation features an indoor and outdoor swimming pool, a fitness center, and tennis courts, offering plenty of activities with a pool for a perfect vacation.

Stunning waterfall and Lake Galena views highlight this 1080 sq ft apartment, located within The Galena Territory, a scenic 15-minute drive from historic downtown Galena.
Enjoy modern living with a full remodel, private bathrooms for each bedroom, and complimentary access to the Owner's Club facilities, including an indoor swimming pool, fitness center, and game room, perfect for travelers seeking a getaway with a pool.

This spacious vacation home in The Galena Territory offers sweeping valley views and convenient access to Grant Home, West Street Sculpture Park, Washburne House Historic Site, and Belvedere Mansion, all within a short drive.
Enjoy over 5,500 square feet of living space with 6 ensuite bedrooms accommodating up to 14 guests, plus a private entertainment complex featuring a theater room and arcade, and exclusive access to the GTA Owner’s Club amenities with an indoor pool, all available with a pool.

Enjoy community access to indoor and outdoor swimming pools, including a kiddie pool with a slide, a game room, and a fitness center, all within The Galena Territory, just a short drive from Chestnut Mountain Resort for winter skiing.
This pet-friendly 3-bedroom, 2-bathroom townhome accommodates up to 8 guests and features a furnished deck with golf course views, multiple living spaces including a media room, and on-site laundry for a comfortable stay with a pool getaway.