Vacation rentals in Galena

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Top-rated vacation rentals in Galena

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

Guest favourite
Cabin in Durango
Cozy Cabin by the Pond
Quiet, private country location to relax and unwind. 9 miles west of Dubuque, close to Wineries, Heritage Trail, Sundown Mountain Resort. Cozy cabin and quarter acre pond. Sun yourself on the patio, or nap in the shade of the covered porch. We're sure you will love this space as much as we do. Not suitable for children under 12, we strictly enforce no children and no pets. Outdoor relaxing space, gas grill. Fully stocked cabin, with the essentials such as coffee, tea, spices and condiments.
May 23 – 30
$208 CAD per night
5.0 out of 5 average rating, 231 reviews
Guest favourite
Apartment in Galena
Farmhouse Style Apt, Steps from Main St, Parking!
Nestled in the heart of historical downtown Galena, our quiet and private apartment suite is only steps away from shopping, dining, entertainment and everything Galena has to offer. Wake up to a full tea and coffee bar and make yourself at home as you wind down at the end of the day. As you walk out and down the stone stairway, you will find yourself in the middle of Main Street! A reserved, off street, parking space is included with your stay! We fully clean and disinfect between stays.
Jun. 9 – 16
$145 CAD per night
4.83 out of 5 average rating, 453 reviews
Guest favourite
Apartment in Galena
Downtown Gem for Two
Newly remodeled downtown apartment right in the middle of town. New furnishings, office nook with desk, full size kitchen and appliances, smart tv, free wifi, large open living space with private bedroom and bath. Very clean. Adjacent shared deck with table and chairs is available for use. This is a second floor apartment in the back of Simply Elegant Boutique so there are 17 steps to get to it from the outside. *Rest easy, every surface and door knob is disinfected after each stay.
Aug. 26 – Sep. 2
$218 CAD per night
4.94 out of 5 average rating, 294 reviews

Popular amenities for Galena vacation rentals

Stay near Galena's top sights

Blaum Bros. Distilling Co.28 locals recommend
Grant Park11 locals recommend
Vinny Vanucchi's20 locals recommend
Durty Gurt's13 locals recommend
Fried Green Tomatoes49 locals recommend
DeSoto House Hotel7 locals recommend

Other great vacation rentals in Galena

Guest favourite
Apartment in Galena
Ulysses Suites, Suite 202
Dec. 2 – 9
$319 CAD per night
4.98 out of 5 average rating, 229 reviews
Guest favourite
Home in East Dubuque
Lakefront Home w/ 2 Bedrooms Deck, Dock & Boats
Feb. 8 – 15
$189 CAD per night
4.86 out of 5 average rating, 152 reviews
Guest favourite
Apartment in Galena
Gameroom in Galena
Jul. 16 – 23
$270 CAD per night
4.94 out of 5 average rating, 373 reviews
Guest favourite
Condo in Galena
Elle & Becks Second Floor Suite
Jan. 1 – 8
$740 CAD per night
4.99 out of 5 average rating, 190 reviews
Guest favourite
Treehouse in Galena
Octagon house in woods- Hot tub, fireplace, pool
Oct. 30 – Nov. 6
$463 CAD per night
4.98 out of 5 average rating, 50 reviews
Guest favourite
Home in Shullsburg
The Car Wash Inn A Unique Stay
Sep. 11 – 18
$172 CAD per night
5.0 out of 5 average rating, 80 reviews
Guest favourite
Home in Dubuque
Home by the River
May 17 – 24
$192 CAD per night
5.0 out of 5 average rating, 48 reviews
Guest favourite
Home in Galena
Serene | King bed | Fireplace | Indoor pool | Golf
Nov. 5 – 12
$272 CAD per night
4.99 out of 5 average rating, 79 reviews
Guest favourite
Home in Galena
Newly remodeled cottage! Pet Friendly!
Feb. 27 – Mar. 6
$233 CAD per night
5.0 out of 5 average rating, 17 reviews
Guest favourite
Home in Galena
The Golf View; Boutique Galena townhome
Feb. 1 – 8
$279 CAD per night
5.0 out of 5 average rating, 17 reviews
Guest favourite
Cabin in Galena
Hot tub! In/Outdoor fires-Game Room-3 King beds!
Dec. 12 – 19
$888 CAD per night
5.0 out of 5 average rating, 26 reviews
Guest favourite
Townhouse in Galena
Charming golf villa perfect for long or short term
Oct. 22 – 29
$273 CAD per night
4.93 out of 5 average rating, 81 reviews

Quick stats about vacation rentals in Galena

Total rentals

130 properties

Rentals with dedicated workspaces

50 properties have a dedicated workspace

Pet-friendly rentals

20 properties allow pets

Family-friendly rentals

50 properties are a good fit for families

Total number of reviews

17K reviews

Nightly prices starting at

$68 CAD before taxes and fees

Destinations to explore

  1. Airbnb
  2. United States
  3. Illinois
  4. Jo Daviess County
  5. Galena