Galena Vacation Homes

A historic downtown street with vintage buildings, a church steeple, and a prominent clock tower.

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Our top choices for Galena holiday homes

A large indoor swimming pool with a high ceiling and wooden beams, surrounded by large windows and a view of the outdoors.

1. Charming, Farmhouse Chic, Cozy|Fireplace|12 Min to Town|Beautiful View

The Galena Territory

Steve

HK$2,389 total

includes taxes & fees

4 Nov - 5 Nov

A deck with a fire feature, outdoor furniture, and a view of a golf course at sunset.

2. Boutique townhome w/ fire pit, KING bed, mezzanine loft & golf views!

The Galena Territory

CJ N.

HK$2,961 total

includes taxes & fees

18 Nov - 19 Nov

A kitchen with a large island, stainless steel appliances, and a dining area with a view of trees.

3. Fairway Escape, Fire Pit, Pool, Golf & King Suite

The Galena Territory

Carly R.

HK$2,537 total

includes taxes & fees

9 Nov - 10 Nov

A modern living room with a fireplace, two sofas, a coffee table, and large windows with shutters.

4. Luxury Meets Comfort Instagram-Worthy,12 Min 2 Town, Pools, Trails

The Galena Territory

Bradford M.

HK$2,603 total

includes taxes & fees

1 Nov - 2 Nov

An aerial view of a campus with a prominent red brick building featuring a clock tower, surrounded by lush green trees and a river.

5. The Bogey at Oak Glen | Walk to Eagle Ridge Golf | 2 King Ensuites | Fireplace

The Galena Territory

Faith N.

HK$2,499 total

includes taxes & fees

8 Nov - 9 Nov

A covered porch with two wooden chairs, a brick building with a clock tower in the background, and a street with cars.

6. 10 Min Walk to Main St., Updated 1840s Historic Home, Stocked Kitchen, W/D,

Galena

Lisa W.

HK$2,827 total

includes taxes & fees

2 Nov - 3 Nov

A living room with a stone fireplace, a television mounted above it, and a large window offering a view of the outdoors.

7. New - Country Chic, Corner Unit, Dog Friendly - Only 12 Min to Downtown Galena

The Galena Territory

Brooke

HK$2,520 total

includes taxes & fees

11 Nov - 12 Nov

A dining area with a wooden table, chairs, a wall clock, and a view through large windows.

8. Quiet Galena Territory Home near Lake with tons of Amenities-Great Summer Escape

The Galena Territory

Thomas P.

An outdoor seating area with Adirondack chairs and a fire pit, overlooking a field and a distant building.

9. Hot Tub 2-BDRM, 2 full bath all comforts of home in Galena countryside

Galena

Steve T.

HK$4,207 total

includes taxes & fees

11 Nov - 12 Nov

An indoor swimming pool with a view of the mountains, wooden beams on the ceiling, and lounge chairs.

10. Galena Territory Golf Villa | 3 King Beds | Fireplace | Sleeps 8

The Galena Territory

Jennifer

HK$2,971 total

includes taxes & fees

2 Nov - 3 Nov

A modern interior with a wooden floor, a dining area with chairs and a table, and a ceiling with wooden beams.

11. Galena Spring Escape - Hot Tub & Cozy Nights

The Galena Territory

Janet W.

HK$4,318 total

includes taxes & fees

11 Nov - 12 Nov

A hot tub with a duck float, surrounded by a deck with string lights.

12. The Nook: Downtown Galena Cottage, BRAND NEW LUX HOT TUB & fire pit!

Galena

Anonymous traveller

HK$4,003 total

includes taxes & fees

9 Nov - 10 Nov

An aerial view of a resort with a large swimming pool, multiple lounge areas, and a building with a sloped roof.

13. Perfect Getaway - Cozy Cottage in The Galena Territory

The Galena Territory

Melissa M.

HK$2,943 total

includes taxes & fees

2 Nov - 3 Nov

A spacious living room with a fireplace, a sofa, a coffee table, and a lamp.

14. Private 3BR/2BA Territory Home Nestled in the Trees - Stonecrest

The Galena Territory

Laura A.

HK$2,137 total

includes taxes & fees

12 Nov - 13 Nov

A cozy living room with a fireplace, large windows, and a view of the outdoors.

15. Creekwood Pines | 2 Kings + Private Baths | 12th Fairway · Fireplace · Deck

The Galena Territory

Richard B.

HK$2,561 total

includes taxes & fees

3 Nov - 4 Nov

A residential area with multiple houses, a well-maintained lawn, and a clear sky.

16. Serene 2-King Golf Villa ~ Fireplace + Spa Nearby

The Galena Territory

Tracy K.

HK$3,657 total

includes taxes & fees

13 Nov - 14 Nov

17. Near Golf, Spa & Trails | Lake Views, 3 Levels & Owners Club Access

The Galena Territory

"We had a wonderful week-long stay at Plum Cove. We’ve stayed in many vacation rentals throughout Galena, and this was, without question, the cleanest home we’ve experienced. It’s clear the owner takes great pride in maintaining the property. The three separate bathrooms were a fantastic perk and made the home especially comfortable for our group. We also loved having a second living area downstairs, which gave the kids their own space while the adults relaxed upstairs. We took advantage of the...

Holly C.

A spacious living room with a wooden dining table, comfortable seating, a fireplace, a television, and large windows offering a view of the outdoors.

18. Fall Retreat at Farmstead

The Galena Territory

Amy T.

HK$4,111 total

includes taxes & fees

8 Nov - 9 Nov

19. 3BR Ensuites | Access to Pool, Pickleball, Lake & more | Walk to Golf & Spa

The Galena Territory

"Place was darling. Well maintained, nicely decorated, peaceful and cozy, nestled in a little wooded area. It was a little out of town but a beautiful drive (country) to and from Galena (town). Beds were comfy, place was clean and very welcoming. Host was available and had great communication. Perfect for our Girls trip to Galena!! We would definitely stay again. We did not use any other amenities offered such as pickleball/pool. But pool passes were provided if we wanted too."

Melissa

HK$2,962 total

includes taxes & fees

3 Nov - 4 Nov

A modern living room with a sectional sofa, a fireplace, large windows, and a kitchen area.

20. Rock Cove Villa | 3 Kings + Private Baths | Walk to Golf · Fireplace · Foosball

The Galena Territory

Joni G.

HK$3,462 total

includes taxes & fees

11 Nov - 12 Nov

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Top Galena Hotel Reviews

Chestnut Mountain Resort

8/10 Good

"We came on the last day of the activities and ski swap. It was loud at first but by the end of the day it cleared out. The room was clean and big which was nice. It had a slight view of the fall colors. The staff tried to be helpful."

Secluded Wooded Retreat 6- BR, W/Pond, Hot Tub, Sleeps 12+!!

10/10 Excellent

"We celebrated our dear friends birthday and were looking for something remote in the autumn woods, yet close enough to dinning and downtown galena. This property did not disappoint. Spacious and excellent for a group gathering while getting privacy, luxury and scenery."

One Bedroom Apartment Overlooking Main Street with One Designated Parking Spot

10/10 Excellent

"The apartment was so clean and cozy. The view overlooking Main Street in Galena was fantastic. We could walk to every destination in downtown area. The bed and linens were comfortable. The host was kind enough to provide great coffee machines and coffee supplies and also some bottled water. We loved our time in this apartment and wish we could have stayed longer. We hope to return next fall! Amy was an amazing host and very quick to respond to a question about parking. Thank you!"

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