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Holiday Rentals in Galena

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107 rentals in Galena.
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GORGEOUS HOME WITH A VIEW! DISCOUNTS FOR ONE WEEK!, holiday rental in Galena

GORGEOUS HOME WITH A VIEW! DISCOUNTS FOR ONE WEEK!

4 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
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NEW! 'The FiveTen Federal' - Downtown Galena Gem!, holiday rental in Galena

NEW! 'The FiveTen Federal' - Downtown Galena Gem!

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Escape! Hot Tub, Fire Pit, 3 Decks, WiFi, Pool Table, holiday rental in Galena

Escape! Hot Tub, Fire Pit, 3 Decks, WiFi, Pool Table

6 bedrooms
6 bathrooms
Sleeps 14
Match: Sleeps
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Plan for fall while we have dates! Modern-rustic beauty - 4B/3.5Bth and hot tub!, holiday rental in Galena

Plan for fall while we have dates! Modern-rustic beauty - 4B/3.5Bth and hot tub!

4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Escape! Views, Hot Tub, Huge Deck, Screen Porch, WiFi, Trails, holiday rental in Galena

Escape! Views, Hot Tub, Huge Deck, Screen Porch, WiFi, Trails

4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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2 BR, 2 BA Galena Townhome Near Golf, Skiing, Hiking Trails & Downtown Shopping!, holiday rental in Galena

2 BR, 2 BA Galena Townhome Near Golf, Skiing, Hiking Trails & Downtown Shopping!

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Welcome to your Galena Get Away!!!, holiday rental in Galena

Welcome to your Galena Get Away!!!

3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Charming 3BR/3BA with Hot Tub, Fireplace & Pool Table, holiday rental in Galena

Charming 3BR/3BA with Hot Tub, Fireplace & Pool Table

3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Beautiful 2 bedroom, 2 bath townhouse w/ access to Owner's Club pool/fitness rm, holiday rental in Galena

Beautiful 2 bedroom, 2 bath townhouse w/ access to Owner's Club pool/fitness rm

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Beautiful Upscale 6Br/4.5Ba Vacation Home And Private Carriage House On 2.5 Acre, holiday rental in Galena

Beautiful Upscale 6Br/4.5Ba Vacation Home And Private Carriage House On 2.5 Acre

6 bedrooms
5 bathrooms
Sleeps 14
Match: Sleeps
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6 Bedroom Luxury Home w/ Fireplace, Outdoor Hot Tub, And So Much More, holiday rental in Galena

6 Bedroom Luxury Home w/ Fireplace, Outdoor Hot Tub, And So Much More

6 bedrooms
7 bathrooms
Sleeps 14
Match: Sleeps
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Great Location/Great Reviews/Great Rates stay 2 nights 3rd night FREE, holiday rental in Galena

Great Location/Great Reviews/Great Rates stay 2 nights 3rd night FREE

3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Updated 2BR 2BA Townhome Near Shopping/Golfing/Hiking/Skiing & More!, holiday rental in Galena

Updated 2BR 2BA Townhome Near Shopping/Golfing/Hiking/Skiing & More!

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Private 3bedroom home, close to golf, historic Galena, skiing, lake, hiking..., holiday rental in Galena

Private 3bedroom home, close to golf, historic Galena, skiing, lake, hiking...

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Luxurious Galena Territory 5 Bedroom home, Hot Tub, Wi-Fi, holiday rental in Galena

Luxurious Galena Territory 5 Bedroom home, Hot Tub, Wi-Fi

5 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Beautiful, High-end, Luxury Home Nestled On 4 Acres Close To All Amenities, holiday rental in Galena

Beautiful, High-end, Luxury Home Nestled On 4 Acres Close To All Amenities

5 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
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Over look the valley, holiday rental in Galena

Over look the valley

3 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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One Block to Town! Park it and forget about it!, holiday rental in Galena

One Block to Town! Park it and forget about it!

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Newly remodeled, Located in Galena Territories. Small Pets OK under 25 LBS, holiday rental in Galena

Newly remodeled, Located in Galena Territories. Small Pets OK under 25 LBS

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Derinda House Bed and Breakfast, holiday rental in Galena

Derinda House Bed and Breakfast

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Boulder Creek, Galena IL, holiday rental in Galena

Boulder Creek, Galena IL

4 bedrooms
7 bathrooms
Sleeps 10
Match: Sleeps
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OFF SEASON SPECIAL: STAY 2 NIGHTS, GET A 3RD NIGHT FREE (excludes: 12/22-1/4), holiday rental in Galena

OFF SEASON SPECIAL: STAY 2 NIGHTS, GET A 3RD NIGHT FREE (excludes: 12/22-1/4)

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Private. Wooded. Outdoor Hot Tub., holiday rental in Galena

Private. Wooded. Outdoor Hot Tub.

4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Territory View - A Dog Friendly Townhouse in the Resort Core - 3BR/2Bath, holiday rental in Galena

Territory View - A Dog Friendly Townhouse in the Resort Core - 3BR/2Bath

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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OFF SEASON SPECIAL: STAY 2 NIGHTS, GET A 3RD NIGHT FREE (excludes: 12/22-1/4), holiday rental in Galena

OFF SEASON SPECIAL: STAY 2 NIGHTS, GET A 3RD NIGHT FREE (excludes: 12/22-1/4)

5 bedrooms
5 bathrooms
Sleeps 12
Match: Sleeps
More info
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2 Bedroom, 2 bath townhouse in The Galena Territory., holiday rental in Galena

2 Bedroom, 2 bath townhouse in The Galena Territory.

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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3 Bedroom, 3 1/2 bath house in The Galena Territory., holiday rental in Galena

3 Bedroom, 3 1/2 bath house in The Galena Territory.

3 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Bird Cottage * Sorriso Vineyard Galena Illinois, holiday rental in Galena

Bird Cottage * Sorriso Vineyard Galena Illinois

2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Comfortable, Relaxing Vacation Getaway - 5 BR/5 BA, holiday rental in Galena

Comfortable, Relaxing Vacation Getaway - 5 BR/5 BA

5 bedrooms
5 bathrooms
Sleeps 12
Match: Sleeps
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Farmstead Galena Getaway-your most affordable stay!, holiday rental in Galena

Farmstead Galena Getaway-your most affordable stay!

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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2 Bedroom, 2 bath townhouse in The Galena Territory, holiday rental in Galena

2 Bedroom, 2 bath townhouse in The Galena Territory

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Newly Renovated. Gorgeous Retreat w/seasonal waterfall view! Pets under 25 LBS, holiday rental in Galena

Newly Renovated. Gorgeous Retreat w/seasonal waterfall view! Pets under 25 LBS

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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A Super 5 bedroom, newly remodeled, updated and ready to host your gathering, holiday rental in Galena

A Super 5 bedroom, newly remodeled, updated and ready to host your gathering

5 bedrooms
5 bathrooms
Sleeps 12
Match: Sleeps
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Enjoy the wooded privacy of  ~FOXTROT RETREAT~ Stylish updated interior, holiday rental in Galena

Enjoy the wooded privacy of ~FOXTROT RETREAT~ Stylish updated interior

3 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Unique Rustic, Luxurious 3 br/2 ba Cabin w/Fireplace, Firepit, Pool Table & Wifi, holiday rental in Galena

Unique Rustic, Luxurious 3 br/2 ba Cabin w/Fireplace, Firepit, Pool Table & Wifi

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
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The Downtown House - 1830's home steps from Main Street in downtown Galena, holiday rental in Galena

The Downtown House - 1830's home steps from Main Street in downtown Galena

3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
More info
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4 + 5 Bdr Nxt Dr - Lrg Group Gathering -With Hot Tubs, holiday rental in Galena

4 + 5 Bdr Nxt Dr - Lrg Group Gathering -With Hot Tubs

9 bedrooms
11 bathrooms
Sleeps 22
Match: Sleeps
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Seclusion on 120 acres and yet one mile to town., holiday rental in Galena

Seclusion on 120 acres and yet one mile to town.

3 bedrooms
4 bathrooms
Sleeps 6
Match: Sleeps
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Dressed for the Holidays!, holiday rental in Galena

Dressed for the Holidays!

4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
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Lakeside is a spacious, flowing home located on the north shores of Lake Galena, holiday rental in Galena

Lakeside is a spacious, flowing home located on the north shores of Lake Galena

5 bedrooms
6 bathrooms
Sleeps 12
Match: Sleeps
More info
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Beautifully Furnished One Bedroom In The Heart Of Historical Downtown Galena, holiday rental in Galena

Beautifully Furnished One Bedroom In The Heart Of Historical Downtown Galena

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Bluffwood Belle, Galena IL, holiday rental in Galena

Bluffwood Belle, Galena IL

3 bedrooms
7 bathrooms
Sleeps 8
Match: Sleeps
More info
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Splendid Home Away From Home  5 Bdr - With Hot Tub!, holiday rental in Galena

Splendid Home Away From Home 5 Bdr - With Hot Tub!

5 bedrooms
6 bathrooms
Sleeps 12
Match: Sleeps
More info
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Villa Cedar Bluff, Galena IL, holiday rental in Galena

Villa Cedar Bluff, Galena IL

3 bedrooms
6 bathrooms
Sleeps 8
Match: Sleeps
More info
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A Piece of Our World, Galena IL, holiday rental in Galena

A Piece of Our World, Galena IL

4 bedrooms
8 bathrooms
Sleeps 10
Match: Sleeps
More info
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Beautiful townhome in Galena Territories Sleeps 9, 4 BR, close to Owners Club., holiday rental in Galena

Beautiful townhome in Galena Territories Sleeps 9, 4 BR, close to Owners Club.

4 bedrooms
3 bathrooms
Sleeps 9
Match: Sleeps
More info
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Perfect Relaxing Getaway, holiday rental in Galena

Perfect Relaxing Getaway

1 bedroom
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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1842 Bavarian Brew House, holiday rental in Galena

1842 Bavarian Brew House

3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
More info
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Family Friendly; Pet friendly Settlement Home, holiday rental in Galena

Family Friendly; Pet friendly Settlement Home

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Fabulous Home Away From Home - 4 Bdr - With Hot Tub!, holiday rental in Galena

Fabulous Home Away From Home - 4 Bdr - With Hot Tub!

4 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
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