Photo by Jenna Stokes

The Galena Territory holiday rentals

We found 421 holiday rentals — enter your dates for availability
Select from 302 houses, 21 flats and other holiday rentals to find the perfect place for your stay in The Galena Territory. Whether you're staying in a holiday rental with a group or just with your pet, you'll find the amenities that you need and want, such as air conditioning and a TV. You'll be able to choose a property to rent to meet everyone's needs, including options that are accessible or non-smoking.

Holiday rentals with weekly discounts – The Galena Territory

Showing deals for:27 Nov - 4 Dec

Ample parking available with six spots to accommodate your group.
That's for the highlights! Let's now look at the individual spaces closely starting with outdoors.
Eagle Ridge Resort and Spa: Savor Culinary Bliss with a Scenic Sip
Beautiful ambience all around!
Exceptional
(66 reviews)

Upscale 5King Bed 5Bath w/ Panoramic Views Cinema Hot Tub Fire Pit Pets Games

Galena

8% off
S$9,584
for 7 nights, 1 cabin
S$1,369 per night
includes taxes & fees
Upscale 5King Bed 5Bath w/ Panoramic Views Cinema Hot Tub Fire Pit Pets Games
Dining room table seats up to 10 with 4 additional stools at breakfast bar
Relax in the covered hot tub after a day of exploring Galena.
Spacious main floor living room with a large sectional sofa and wood burning fireplace
Screened porch for morning coffee or afternoon happy hours
Exceptional
(235 reviews)

Spacious 5BR Retreat with Hot Tub, Fireplace & Game Room | Galena Territory

Galena

5% off
S$5,685
for 7 nights, 1 home
S$812 per night
includes taxes & fees
Spacious 5BR Retreat with Hot Tub, Fireplace & Game Room | Galena Territory
King bed on main floor, Smart TV
Inviting and cozy living room, mural from local photographer
Living room, comfy space, open floor plan
Enjoy the hot tub, surrounded by nature
Exceptional
(25 reviews)

Secret Room-Hot Tub-Billards-Firepit-Games-Pool access

Galena

8% off
S$6,029
for 7 nights, 1 cabin
S$861 per night
includes taxes & fees
Secret Room-Hot Tub-Billards-Firepit-Games-Pool access
Pool
Hot Tub
Great Room
Kitchen
Exceptional
(109 reviews)

Luxurious Galena Territory 5 Bedroom home, Hot Tub, Firepit

Galena

8% off
S$5,792
for 7 nights, 1 home
S$827 per night
includes taxes & fees
Luxurious Galena Territory 5 Bedroom home, Hot Tub, Firepit
Exterior
Exterior
Plenty of space to relax with friends and family!
Enjoy the 8-person hot tub!
Exceptional
(15 reviews)

Modern Hideaway Hot tub Great for large groups!

Galena

8% off
S$5,481
for 7 nights, 1 cabin
S$783 per night
includes taxes & fees
Modern Hideaway Hot tub Great for large groups!
Grab your cup of coffee or glass of wine and relax on the wrap-around porch
Warm up after a day of skiing, hiking, snowshoeing, or just relax in the 6-person hot tub
Shenandoah Riding Center
Outdoor Pool - Available seasonally at The Galena Territory Owners's Club
Exceptional
(97 reviews)

Secluded Galena Retreat | Hot Tub | Game Room | Fireplace | Dog-friendly

Galena

5% off
S$4,816
for 7 nights, 1 home
S$688 per night
includes taxes & fees
Secluded Galena Retreat | Hot Tub | Game Room | Fireplace | Dog-friendly
Located at The Galena Territory Owners Club - the indoor pool is available year-round for open swimming or lap swimming
The open-concept living area allows free flow between the living room, dining area, and kitchen.
Large dining area opening up to the screened porch
Plenty of space for all to gather and hang out during your stay at Partridge Place
Exceptional
(55 reviews)

Partridge Place | 4 Ensuite Bedrooms, Hot Tub, Fire Pit, Dog-Friendly

Galena

5% off
S$4,652
for 7 nights, 1 home
S$665 per night
includes taxes & fees
Partridge Place | 4 Ensuite Bedrooms, Hot Tub, Fire Pit, Dog-Friendly
Terrace/patio
Private kitchen
Master Bedroom
Games room
Exceptional
(33 reviews)

Gorgeous Home- Hot Tub & Pool Table

Galena

13% off
S$8,357
for 7 nights, 1 home
S$1,194 per night
includes taxes & fees
Gorgeous Home- Hot Tub & Pool Table
Shenandoah Riding Center -- for the horse enthusiasts. Use of SRC has additional fees.
Gather round with family and friends in this cozy living room with a roaring fire in the fireplace
Outdoor pools - generally open from Memorial Day through Labor Day.
Exterior
Exceptional
(78 reviews)

Valleywood Villa | 5 Ensuite Bedrooms | Hot Tub | Fireplace | Galena Territory

Galena

5% off
S$5,865
for 7 nights, 1 home
S$838 per night
includes taxes & fees
Valleywood Villa | 5 Ensuite Bedrooms | Hot Tub | Fireplace | Galena Territory
A charming dining space offering a large table, warm lighting, and rustic accents — ideal for family dinners and entertaining.
A beautifully maintained home with a covered porch, landscaped gardens, and peaceful wooded surroundings — ideal for families and guests wanting a relaxing getaway.
Enjoy a cozy cabin-inspired interior with natural light, exposed beams, and a queen pull-out sofa bed that makes this space perfect for larger groups.
Large Fit pit to take on the entire milky way overhead.
Exceptional
(77 reviews)

Tranquil Home Away From Home

Galena

24% off
S$3,838
for 7 nights, 1 home
S$548 per night
includes taxes & fees
Tranquil Home Away From Home
Shenandoah Riding Center is an amenity of the Galena Territory, additional fees apply.
The Galena Territory Owners Club
Screened porch for al fresco dining
Play one of the four (4) golf courses at Eagle Ridge
Exceptional
(82 reviews)

Dog-Friendly Galena Retreat | Hot Tub · Firepit · Shuffleboard · Sleeps 8

Galena

5% off
S$3,273
for 7 nights, 1 home
S$468 per night
includes taxes & fees
Dog-Friendly Galena Retreat | Hot Tub · Firepit · Shuffleboard · Sleeps 8
Dining area - seats 6 with additional seating at the island
Indoor Pool at The Owners Club
Fitness center available at the Owners Club
You won't feel left out from the group with this open concept living room and dining room
Exceptional
(90 reviews)

Inviting & Bright Home | Hot Tub (New!) Fireplace, Sauna, Firepit, Pac-man!

Galena

5% off
S$3,474
for 7 nights, 1 home
S$496 per night
includes taxes & fees
Inviting & Bright Home | Hot Tub (New!) Fireplace, Sauna, Firepit, Pac-man!
Private kitchen
Terrace/patio
Living area
Exterior
Exceptional
(5 reviews)

Beautiful 3Bed 4.5Bath Cabin w/ Bonus Room - Near Trails and Lake

Galena

6% off
S$5,220
for 7 nights, 1 cabin
S$746 per night
includes taxes & fees
Beautiful 3Bed 4.5Bath Cabin w/ Bonus Room - Near Trails and Lake
Marina
Pool
Exterior
Fitness facility
Exceptional
(122 reviews)

Family Friendly Home in The Galena Territory "Access to Territory Amenities"

Galena

12% off
S$2,777
for 7 nights, 1 home
S$397 per night
includes taxes & fees
Family Friendly Home in The Galena Territory "Access to Territory Amenities"
Access to Owners Club, with 2 outdoor pools, full size indoor pool, gym, tennis courts and more.
Beautiful living space, fireplace, dining room
Primary bedroom, with king bed
Beautiful new table, nice for large families
Exceptional
(57 reviews)

Fall beauty! Hot tub, Family Friendly, Games Firepit, Pool/Marina Access

Galena

8% off
S$4,157
for 7 nights, 1 cabin
S$594 per night
includes taxes & fees
Fall beauty! Hot tub, Family Friendly, Games Firepit, Pool/Marina Access
Private kitchen
Exterior
Living area
Shenandoah Riding Center is an amenity of the Galena Territory, additional fees apply.
Exceptional
(67 reviews)

Spacious 3BR*Ensuites | Hot Tub*Fire Pit*Game Room*Coffee Bar*Stunning Sunsets!

Galena

5% off
S$3,475
for 7 nights, 1 home
S$496 per night
includes taxes & fees
Spacious 3BR*Ensuites | Hot Tub*Fire Pit*Game Room*Coffee Bar*Stunning Sunsets!
Interior
Outdoor dining
Exterior
Indoor pool at the Owner's Club
Exceptional
(35 reviews)

Treehouse: Hot Tub! Firepit! Cozy, Secluded, + Spacious.

Galena

8% off
S$4,760
for 7 nights, 1 home
S$680 per night
includes taxes & fees
Treehouse: Hot Tub! Firepit! Cozy, Secluded, + Spacious.
Outdoor pool at The Galena Territory Owners Club -- available seasonally
Historic downtown Galena
Stunning sunsets year-round
Book a trail ride with a horse at Shenandoah Riding Center
Exceptional
(24 reviews)

Carol's Cottage | Galena Territory Vacation Rental | Fireplace | Dog-Friendly

Galena

5% off
S$1,956
for 7 nights, 1 cottage
S$279 per night
includes taxes & fees
Carol's Cottage | Galena Territory Vacation Rental | Fireplace | Dog-Friendly
Outdoor Pool - Available Seasonally at The Galena Territory Owners's Club
Historic Downtown Galena
Horse lover? Book a trail ride through The Territory
Living room and dining area
Exceptional
(53 reviews)

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

Galena

5% off
S$2,881
for 7 nights, 1 home
S$412 per night
includes taxes & fees
3BR Ensuites | Access to Pool, Pickleball, Lake & more | Walk to Golf & Spa
Exterior
Exterior
Front of house
Outdoor seating
Exceptional
(18 reviews)

"Liberty Living" - A charming home with wooded views for privacy and relaxation.

Galena

8% off
S$5,576
for 7 nights, 1 home
S$797 per night
includes taxes & fees
"Liberty Living" - A charming home with wooded views for privacy and relaxation.
1050 sq ft Galena farmhouse, 2 beds, 2 en-suite baths, sleeps 4 + couch
Galena Owners Club indoor pool, open to owners and guests, <10 min away.
Exterior
Main Floor kitchen is fully stocked with quality cookware, utensils, and spices
Exceptional
(54 reviews)

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

Galena

6% off
S$1,672
for 7 nights, 1 home
S$239 per night
includes taxes & fees
Charming, Farmhouse Chic, Cozy|Fireplace|12 Min to Town|Beautiful View
Book a trail ride with a horse at Shenandoah Riding Center
Bright living room overlooking the South course with wood burning fireplace
Rear patio at Creekwood Pines that overlooks Eagle Ridge's South Course
Historic downtown Galena
Exceptional
(33 reviews)

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

Galena

5% off
S$1,923
for 7 nights, 1 home
S$275 per night
includes taxes & fees
Creekwood Pines | 2 Kings + Private Baths | 12th Fairway · Fireplace · Deck
Living area
Pool
Private kitchen
Quiet/cozy neighborhood with wooded views
Exceptional
(88 reviews)

Golf Villa - Pool Access + Private Deck

Galena

8% off
S$1,919
for 7 nights, 1 home
S$274 per night
includes taxes & fees
Golf Villa - Pool Access + Private Deck
Living Room
Outdoor dining
Living area
4 World class golf courses are located in Eagle Ridge Galena Territory
Exceptional
(113 reviews)

Private 3BR/2BA near golf, historic Galena, lake, owner's club, hiking, skiing

Galena

8% off
S$2,498
for 7 nights, 1 home
S$357 per night
includes taxes & fees
Private 3BR/2BA near golf, historic Galena, lake, owner's club, hiking, skiing

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    Enjoy full kitchens, laundry, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Frequently asked questions

What is the most popular type of holiday rental accommodation in The Galena Territory?
The most desirable types of holiday rentals in The Galena Territory are houses. Prefer something different? Vrbo offers a variety of options to match our guests' unique needs, so you'll see holiday properties in lots of shapes and sizes. The ideal fit is waiting for you — grab yours today.
How much does it cost to rent a holiday rental in The Galena Territory?
The average price for a holiday home in The Galena Territory depends on a number of factors, including time of year, length of stay and property type. Whether you're dreaming about a sprawling house with room for friends and family or a cosy cabin ideal for just you and the kids, just add your travel dates to discover stays with great value.
How much does it cost to rent a beach house in The Galena Territory?
When you travel and the size and style of the property will influence how much you'll pay for your beachside stay. Type in your The Galena Territory travel dates to see all your options on Vrbo. Can't live without a private pool? Use our filters to choose the amenities and features you need.
Are there pet-friendly holiday rentals in The Galena Territory?
Yes. You can choose from 237 holiday rentals that cater to pets in The Galena Territory. Plenty of our pet-friendly holiday rentals even come with a garden for your furry friend to run around in, special dog beds, complimentary treats and proximity to parks or green space. Apply the "Pets allowed" filter to find your pawfect holiday home on Vrbo.
Can I rent a house with a pool in The Galena Territory?
Grab your swimsuit and inflatable swan, because there are 227 houses with a private pool in The Galena Territory. Book one of these popular holiday homes and every day will be a pool day. Simply enter your travel dates into Vrbo, then use the "pool" filter to find the perfect place for a splashing good time!
What are popular rental amenities in The Galena Territory?
The most popular rental amenities people look for in The Galena Territory are a swimming pool, a sauna and a nearby river. Whether you're holidaying with family, your besties or even pets, Vrbo holiday properties have the best amenities for beginning new traditions with the people who matter most.
Are there large group holiday rentals in The Galena Territory?
With 86 holiday rentals that can sleep 10 guests or more in The Galena Territory, you don't have to leave anyone off your invite list. From family get-togethers to special events like Christmas and birthday parties, Vrbo can help you find a large group rental to match the occasion.
Are there holiday rentals in The Galena Territory that welcome kids?
Gather your whole crew for a memorable adventure in The Galena Territory at one of our 236 family-friendly holiday rentals. Lots of these stays provide conveniences that are ideal for trips with the kids, such as laundries, bunk beds and outdoor spaces. Simply click on the "Properties good for families" filter box and pick your favourite option.
What are the top attractions for families in The Galena Territory?
Keeping the kids happy during your The Galena Territory holiday is simple with these exciting family-friendly attractions:
  • Dowling House
  • Galena-Jo Daviess County History Museum
  • Belvedere Mansion
Are there one-bedroom holiday rentals in The Galena Territory?
Yes, The Galena Territory has 18 one-bedroom rentals on offer. Often positioned in prime spots because of their compact size, a one-bedroom property is great if you're travelling with a buddy or your partner. And with home comforts like full kitchens and more privacy than a standard hotel, you'll be able to chill out while sightseeing around this exciting destination.
Can I find two-bedroom holiday rentals in The Galena Territory?
Take off with your besties and enjoy a relaxing escape in one of the 55 two-bedroom holiday homes The Galena Territory has to offer.
Are there holiday rentals with WiFi in The Galena Territory?
The Galena Territory has 92 holiday rentals with WiFi, so you can stay connected during your holiday. Simply check the "WiFi" box in our handy search filter for a list of properties with this feature. From streaming movie blockbusters to writing and sending emails, these Vrbo homes make it a cinch to get online.
How can I find holiday rentals with air conditioning in The Galena Territory?
Work out your travel dates and then use the filter tool to search for holiday rentals with ac in The Galena Territory on Vrbo. With 230 air-conditioned properties to choose from here, you can enjoy a cool and comfy break.
How old do you have to be to rent a holiday rental in The Galena Territory?
The minimum age is usually 16, 18 or 21. It can differ across properties on Vrbo, so check the rules of your chosen The Galena Territory stay before booking your trip.
How long can I rent a holiday rental in The Galena Territory for?
It's really down to the Galena Territory property. To view a list of options offering extended stays, simply type your travel dates and number of guests into Vrbo's search page. You can look forward to having the property to yourself, as well as amenities such as a fully-equipped kitchen and a yard to play in. Keep your eyes open for any long-term stays that offer weekly or monthly discounts.

More holiday ideas