Vacation rentals in Galena, IL

Best Vacation rentals and Airbnb offers in Galena, IL

2 bedrooms - clean - relaxing

Holiday Home, Galena

2 bedrooms - clean - relaxing is a holiday home in Galena, with pool access, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring the area,…

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About 2 bedrooms - clean - relaxing

2 bedrooms - clean - relaxing is a holiday home in Galena, with pool access, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, free wifi, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,147.

From$115/night

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Come stay in this Circa1845 Historical Building located in Downtown Galena.

Apartment, Galena

Come stay in this Circa1845 Historical Building located in Downtown Galena. is a apartment in Galena, with kitchen access. This stay gives travelers a comfortable base for exploring the…

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About Come stay in this Circa1845 Historical Building located in Downtown Galena.

Come stay in this Circa1845 Historical Building located in Downtown Galena. is a apartment in Galena, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, kitchen, with kitchen, and ac.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,078.

From$116/night

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Near Resort, Owners' Club, Golf, Association Pool and We're Dog Friendly!

Holiday Home, Galena

Near Resort, Owners' Club, Golf, Association Pool and We're Dog Friendly! is a holiday home in Galena, with pet-friendly space and pool access. This stay gives travelers a comfortable base…

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About Near Resort, Owners' Club, Golf, Association Pool and We're Dog Friendly!

Near Resort, Owners' Club, Golf, Association Pool and We're Dog Friendly! is a holiday home in Galena, with pet-friendly space and pool access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, free wifi, pet friendly, and pets friendly.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,238.

From$124/night

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Galena Territory Retreat | 2BR/2BA Townhome w/ Fireplace & Scenic Views

Holiday Home, Galena

Galena Territory Retreat · 2BR/2BA Townhome w/ Fireplace & Scenic Views is a holiday home in Galena, with pool access, kitchen access, and room for a group. This stay gives travelers a…

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About Galena Territory Retreat | 2BR/2BA Townhome w/ Fireplace & Scenic Views

Galena Territory Retreat · 2BR/2BA Townhome w/ Fireplace & Scenic Views is a holiday home in Galena, with pool access, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, free wifi, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,243.

From$126/night

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Browse Vacation Rentals with a Pool in Galena, IL

Add a pool to the search when you want an easy place to cool off between outings.

Tranquil Retreat: Cozy Studio @ Wyndham Galena

Condo, Galena

Tranquil Retreat: Cozy Studio @ Wyndham Galena is a condo in Galena, with pool access, kitchen access, and a quieter setting. This stay gives travelers a comfortable base for exploring the…

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About Tranquil Retreat: Cozy Studio @ Wyndham Galena

Tranquil Retreat: Cozy Studio @ Wyndham Galena is a condo in Galena, with pool access, kitchen access, and a quieter setting. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: pool, hot tub, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $737.

From$83/night

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Pool, Golf, Marina! Galena Territory Resort Home

Holiday Home, Galena

Pool, Golf, Marina! Galena Territory Resort Home is a holiday home in Galena, with pool access and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Pool, Golf, Marina! Galena Territory Resort Home

Pool, Golf, Marina! Galena Territory Resort Home is a holiday home in Galena, with pool access and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, kitchen, with kitchen, and gym.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,564.

From$141/night

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King Bed w Pull Out Sofa + Murphy Bed

Villa, Galena

King Bed w Pull Out Sofa + Murphy Bed is a villa in Galena, with pool access and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About King Bed w Pull Out Sofa + Murphy Bed

King Bed w Pull Out Sofa + Murphy Bed is a villa in Galena, with pool access and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, kitchen, with kitchen, and gym.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,466.

From$152/night

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1 Bedroom, 1 bath townhouse in The Galena Territory.

Condo, Galena

1 Bedroom, 1 bath townhouse in The Galena Territory. is a condo in Galena, with pet-friendly space, pool access, and room for a group. This stay gives travelers a comfortable base for…

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About 1 Bedroom, 1 bath townhouse in The Galena Territory.

1 Bedroom, 1 bath townhouse in The Galena Territory. is a condo in Galena, with pet-friendly space, pool access, and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, hot tub, pet friendly, and pets friendly.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,495.

From$159/night

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Best Galena, IL vacation rentals with parking

Find vacation rentals that make arriving by car easier.

An Artistic retreat in the heart of downtown Galena

Apartment, Galena

An Artistic retreat in the heart of downtown Galena is a apartment in Galena, with parking, kitchen access, and a quieter setting. This stay gives travelers a comfortable base for exploring…

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About An Artistic retreat in the heart of downtown Galena

An Artistic retreat in the heart of downtown Galena is a apartment in Galena, with parking, kitchen access, and a quieter setting. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,914.

From$224/night

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An Artistic retreat in the heart of downtown Galena

Apartment, Galena

An Artistic retreat in the heart of downtown Galena is a apartment in Galena, with parking, kitchen access, and a quieter setting. This stay gives travelers a comfortable base for exploring…

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About An Artistic retreat in the heart of downtown Galena

An Artistic retreat in the heart of downtown Galena is a apartment in Galena, with parking, kitchen access, and a quieter setting. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: kitchen, with kitchen, parking, free parking, and ac.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,914.

From$224/night

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An Artistic retreat in the heart of downtown Galena

Apartment, Galena

An Artistic retreat in the heart of downtown Galena is a apartment in Galena, with parking, kitchen access, and a quieter setting. This stay gives travelers a comfortable base for exploring…

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About An Artistic retreat in the heart of downtown Galena

An Artistic retreat in the heart of downtown Galena is a apartment in Galena, with parking, kitchen access, and a quieter setting. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free wifi, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,939.

From$224/night

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Lovely King Studio walking distance to downtown

Apartment, Galena

Lovely King Studio walking distance to downtown is a apartment in Galena, with outdoor space and parking. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Lovely King Studio walking distance to downtown

Lovely King Studio walking distance to downtown is a apartment in Galena, with outdoor space and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: parking, free parking, ac, air conditioning, and balcony.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,914.

From$224/night

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Best Pet-Friendly Vacation Rentals in Galena, IL

Bring your pet along with stays that welcome four-legged travelers.

Golf View, Walking Trails, Dog Friendly & Access to Indoor Pool

Condo, Galena

Golf View, Walking Trails, Dog Friendly & Access to Indoor Pool is a condo in Galena, with pet-friendly space and pool access. This stay gives travelers a comfortable base for exploring the…

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About Golf View, Walking Trails, Dog Friendly & Access to Indoor Pool

Golf View, Walking Trails, Dog Friendly & Access to Indoor Pool is a condo in Galena, with pet-friendly space and pool access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, hot tub, and free wifi.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,387.

From$146/night

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Woodland Vista Retreat on Creekwood - Patio, Grill, Fireplace & Dog Friendly

Villa, Galena

Woodland Vista Retreat on Creekwood - Patio, Grill, Fireplace & Dog Friendly is a villa in Galena, with pet-friendly space, pool access, and outdoor space. This stay gives travelers a…

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About Woodland Vista Retreat on Creekwood - Patio, Grill, Fireplace & Dog Friendly

Woodland Vista Retreat on Creekwood - Patio, Grill, Fireplace & Dog Friendly is a villa in Galena, with pet-friendly space, pool access, and outdoor space. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, free wifi, pet friendly, and pets friendly.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,405.

From$146/night

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Nicely updated 1 bed-2 bath townhouse in a great location and a beautiful view!

Holiday Home, Galena

Nicely updated 1 bed-2 bath townhouse in a great location and a beautiful view! is a holiday home in Galena, with pool access. This stay gives travelers a comfortable base for exploring the…

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About Nicely updated 1 bed-2 bath townhouse in a great location and a beautiful view!

Nicely updated 1 bed-2 bath townhouse in a great location and a beautiful view! is a holiday home in Galena, with pool access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, hot tub, and free wifi.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,458.

From$155/night

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

Holiday Home, Galena

Boutique townhome w/ fire pit, KING bed, mezzanine loft & golf views! is a holiday home in Galena, with pet-friendly space and pool access. This stay gives travelers a comfortable base for…

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

Boutique townhome w/ fire pit, KING bed, mezzanine loft & golf views! is a holiday home in Galena, with pet-friendly space and pool access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, free wifi, pet friendly, and pets friendly.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,513.

From$155/night

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Best Galena, IL vacation rentals with a kitchen

Compare stays with kitchen access for longer trips and easier meals.

Tranquil Retreat: Cozy Studio @ Wyndham Galena

Condo, Galena

Tranquil Retreat: Cozy Studio @ Wyndham Galena is a condo in Galena, with pool access, kitchen access, and a quieter setting. This stay gives travelers a comfortable base for exploring the…

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About Tranquil Retreat: Cozy Studio @ Wyndham Galena

Tranquil Retreat: Cozy Studio @ Wyndham Galena is a condo in Galena, with pool access, kitchen access, and a quieter setting. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: pool, hot tub, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $737.

From$83/night

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Tranquil Retreat: Cozy Studio @ Wyndham Galena

Condo, Galena

Tranquil Retreat: Cozy Studio @ Wyndham Galena is a condo in Galena, with pool access, kitchen access, and a quieter setting. This stay gives travelers a comfortable base for exploring the…

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About Tranquil Retreat: Cozy Studio @ Wyndham Galena

Tranquil Retreat: Cozy Studio @ Wyndham Galena is a condo in Galena, with pool access, kitchen access, and a quieter setting. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: pool, hot tub, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $737.

From$83/night

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Tranquil Retreat: Cozy 1BR Suite @ Wyndham Galena

Condo, Galena

Tranquil Retreat: Cozy 1BR Suite @ Wyndham Galena is a condo in Galena, with pool access, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring…

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About Tranquil Retreat: Cozy 1BR Suite @ Wyndham Galena

Tranquil Retreat: Cozy 1BR Suite @ Wyndham Galena is a condo in Galena, with pool access, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: pool, hot tub, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $848.

From$109/night

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Overlooking Historic Downtown Galena Suite #5

Apartment, Galena

Overlooking Historic Downtown Galena Suite #5 is a apartment in Galena, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings,…

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About Overlooking Historic Downtown Galena Suite #5

Overlooking Historic Downtown Galena Suite #5 is a apartment in Galena, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, kitchen, with kitchen, and ac.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,960.

From$221/night

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Our Favorite Family-Friendly Vacation Rentals in Galena, IL

Plan a trip with stays that give families more room to spread out.

Tiny Home, Spa Next Door, Deck, Walk to Farmers Market

Apartment, Galena

Tiny Home, Spa Next Door, Deck, Walk to Farmers Market is a apartment in Galena, with outdoor space and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Tiny Home, Spa Next Door, Deck, Walk to Farmers Market

Tiny Home, Spa Next Door, Deck, Walk to Farmers Market is a apartment in Galena, with outdoor space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, kitchen, with kitchen, and kids friendly.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,038.

From$113/night

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Welcome to Serenity Cottage!

Cottage, Galena

Welcome to Serenity Cottage! is a cottage in Galena, with pool access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with…

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About Welcome to Serenity Cottage!

Welcome to Serenity Cottage! is a cottage in Galena, with pool access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, hot tub, and free wifi.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,647.

From$180/night

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

Holiday Home, Galena

Luxury Meets Comfort Instagram-Worthy,12 Min 2 Town, Pools, Trails is a holiday home in Galena, with pool access. This stay gives travelers a comfortable base for exploring the area,…

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

Luxury Meets Comfort Instagram-Worthy,12 Min 2 Town, Pools, Trails is a holiday home in Galena, with pool access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, gym, kids friendly, and kids friendly videos or books.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,729.

From$189/night

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

Holiday Home, Galena

Family Friendly Home in The Galena Territory \"Access to Territory Amenities\" is a holiday home in Galena, with pool access, kitchen access, and room for a group. This stay gives travelers…

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

Family Friendly Home in The Galena Territory \"Access to Territory Amenities\" is a holiday home in Galena, with pool access, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, free wifi, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,194.

From$240/night

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