Vacation rentals in Gladstone, OR

100 available vacation rental offers

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Best vacation rentals and Airbnb offers in Gladstone, OR

Milwaukie Guest Apartment – Quiet Retreat Near Portland w/ Infrared Sauna - Gladstone, OR

Milwaukie Guest Apartment – Quiet Retreat Near Portland w/ Infrared Sauna

Apartment, Gladstone

Milwaukie Guest Apartment – Quiet Retreat Near Portland w/ Infrared Sauna is a apartment in Gladstone, with parking, kitchen access, and a quieter setting. This stay gives travelers a…

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About Milwaukie Guest Apartment – Quiet Retreat Near Portland w/ Infrared Sauna

Milwaukie Guest Apartment – Quiet Retreat Near Portland w/ Infrared Sauna is a apartment in Gladstone, 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, kitchen, with kitchen, gym, and parking.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $664.

From$95/night
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Stunning '60-'70s Retro Appartment - Gladstone, OR

Stunning '60-'70s Retro Appartment

Apartment, Gladstone

Stunning '60-'70s Retro Appartment is a apartment in Gladstone. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family…

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About Stunning '60-'70s Retro Appartment

Stunning '60-'70s Retro Appartment is a apartment in Gladstone. 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, washer, dryer, and heating.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $720.

From$103/night
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Scott Creek Farm: 2 Acre Sustainable Farm With Forest, Creek, And Nature Park. - Gladstone, OR

Scott Creek Farm: 2 Acre Sustainable Farm With Forest, Creek, And Nature Park.

Apartment, Gladstone

Scott Creek Farm: 2 Acre Sustainable Farm With Forest, Creek, And Nature Park. is a apartment in Gladstone, with parking. This stay gives travelers a comfortable base for exploring the…

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About Scott Creek Farm: 2 Acre Sustainable Farm With Forest, Creek, And Nature Park.

Scott Creek Farm: 2 Acre Sustainable Farm With Forest, Creek, And Nature Park. is a apartment in Gladstone, with parking. 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, parking, free parking, and tv.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $825.

From$118/night
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Charming 1-bedroom cottage in Oregon City - Gladstone, OR

Charming 1-bedroom cottage in Oregon City

Cottage, Gladstone

Charming 1-bedroom cottage in Oregon City is a cottage in Gladstone, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About Charming 1-bedroom cottage in Oregon City

Charming 1-bedroom cottage in Oregon City is a cottage in Gladstone, with pet-friendly space, parking, 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, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $992.

From$142/night
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Family-friendly vacation rentals in Gladstone, OR

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

Mossy Cobbles: Romantic Cottage in a Wooded Setting - Gladstone, OR

Mossy Cobbles: Romantic Cottage in a Wooded Setting

Cottage, Gladstone

Mossy Cobbles: Romantic Cottage in a Wooded Setting is a cottage in Gladstone, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Mossy Cobbles: Romantic Cottage in a Wooded Setting

Mossy Cobbles: Romantic Cottage in a Wooded Setting is a cottage in Gladstone, with parking 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 parking.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $974.

From$139/night
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Cozy Cottage at Dragonfly Horse Ranch - Gladstone, OR

Cozy Cottage at Dragonfly Horse Ranch

Holiday Home, Gladstone

Cozy Cottage at Dragonfly Horse Ranch is a holiday home in Gladstone, with pet-friendly space. This stay gives travelers a comfortable base for exploring the area, relaxing between outings,…

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About Cozy Cottage at Dragonfly Horse Ranch

Cozy Cottage at Dragonfly Horse Ranch is a holiday home in Gladstone, with pet-friendly 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, pet friendly, pets friendly, washer, and dryer.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $1,157.

From$165/night
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NEW 2 bedroom in West Linn! - Gladstone, OR

NEW 2 bedroom in West Linn!

Apartment, Gladstone

NEW 2 bedroom in West Linn! is a apartment in Gladstone, with kitchen access and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About NEW 2 bedroom in West Linn!

NEW 2 bedroom in West Linn! is a apartment in Gladstone, with 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, kitchen, with kitchen, kids friendly, and kids friendly videos or books.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $1,431.

From$204/night
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Charming Suite in West Linn - AC, Free Parking Washer&Dryer, Workspace! - Gladstone, OR

Charming Suite in West Linn - AC, Free Parking Washer&Dryer, Workspace!

Cottage, Gladstone

Charming Suite in West Linn - AC, Free Parking Washer&Dryer, Workspace! is a cottage in Gladstone, with parking. This stay gives travelers a comfortable base for exploring the area,…

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About Charming Suite in West Linn - AC, Free Parking Washer&Dryer, Workspace!

Charming Suite in West Linn - AC, Free Parking Washer&Dryer, Workspace! is a cottage in Gladstone, with parking. 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, parking, free parking, and washer.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $1,652.

From$236/night
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Pet-friendly vacation rentals in Gladstone, OR

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

Delightful apartment with AC in charming Lake Oswego - Gladstone, OR

Delightful apartment with AC in charming Lake Oswego

Apartment, Gladstone

Delightful apartment with AC in charming Lake Oswego is a apartment in Gladstone, with pet-friendly space, pool access, and kitchen access. This stay gives travelers a comfortable base for…

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About Delightful apartment with AC in charming Lake Oswego

Delightful apartment with AC in charming Lake Oswego is a apartment in Gladstone, with pet-friendly space, 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, pet friendly, pets friendly, and kitchen.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $1,028.

From$147/night
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Charming 1-bedroom apartment in superb Lake Oswego with AC - Gladstone, OR

Charming 1-bedroom apartment in superb Lake Oswego with AC

Apartment, Gladstone

Charming 1-bedroom apartment in superb Lake Oswego with AC is a apartment in Gladstone, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base…

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About Charming 1-bedroom apartment in superb Lake Oswego with AC

Charming 1-bedroom apartment in superb Lake Oswego with AC is a apartment in Gladstone, with pet-friendly space, parking, 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, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $1,075.

From$154/night
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Private Daylight Basement | Near Downtown & Lake - Gladstone, OR

Private Daylight Basement | Near Downtown & Lake

Condo, Gladstone

Private Daylight Basement · Near Downtown & Lake is a condo in Gladstone, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring…

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About Private Daylight Basement | Near Downtown & Lake

Private Daylight Basement · Near Downtown & Lake is a condo in Gladstone, with pet-friendly space, parking, 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, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $1,150.

From$164/night
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The Loft · Modern ADU · Private Deck · Dual Showers · 2BR · Oregon City - Gladstone, OR

The Loft · Modern ADU · Private Deck · Dual Showers · 2BR · Oregon City

Apartment, Gladstone

The Loft · Modern ADU · Private Deck · Dual Showers · 2BR · Oregon City is a apartment in Gladstone, with pet-friendly space, outdoor space, and kitchen access. This stay gives travelers a…

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About The Loft · Modern ADU · Private Deck · Dual Showers · 2BR · Oregon City

The Loft · Modern ADU · Private Deck · Dual Showers · 2BR · Oregon City is a apartment in Gladstone, with pet-friendly space, 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, pet friendly, pets friendly, and kitchen.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $1,343.

From$192/night
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Vacation rentals with a pool in Gladstone, OR

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

Modern Townhome With Open Floor Plan and Pool Table Near Washington Square, 8.5 miles to Downtown - Gladstone, OR

Modern Townhome With Open Floor Plan and Pool Table Near Washington Square, 8.5 miles to Downtown

Holiday Home, Gladstone

Modern Townhome With Open Floor Plan and Pool Table Near Washington Square, 8.5 miles to Downtown is a holiday home in Gladstone, with pet-friendly space, pool access, and kitchen access.…

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About Modern Townhome With Open Floor Plan and Pool Table Near Washington Square, 8.5 miles to Downtown

Modern Townhome With Open Floor Plan and Pool Table Near Washington Square, 8.5 miles to Downtown is a holiday home in Gladstone, with pet-friendly space, 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, free wifi, pet friendly, pets friendly, and kitchen.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $2,102.

From$300/night
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Single level,4 bedrooms 6 beds, Mt Hood swimming pool Edgefield, Columbia George - Gladstone, OR

Single level,4 bedrooms 6 beds, Mt Hood swimming pool Edgefield, Columbia George

Holiday Home, Gladstone

Single level,4 bedrooms 6 beds, Mt Hood swimming pool Edgefield, Columbia George is a holiday home in Gladstone, with pool access, kitchen access, and room for a group. This stay gives…

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About Single level,4 bedrooms 6 beds, Mt Hood swimming pool Edgefield, Columbia George

Single level,4 bedrooms 6 beds, Mt Hood swimming pool Edgefield, Columbia George is a holiday home in Gladstone, 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, hot tub, free wifi, kitchen, and with kitchen.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $2,496.

From$357/night
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Captivating and Charming Retreat, Game Rooms, Pool Table, Foosball, 20 Min to Portland - Gladstone, OR

Captivating and Charming Retreat, Game Rooms, Pool Table, Foosball, 20 Min to Portland

Holiday Home, Gladstone

Captivating and Charming Retreat, Game Rooms, Pool Table, Foosball, 20 Min to Portland is a holiday home in Gladstone, with pet-friendly space, pool access, and kitchen access. This stay…

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About Captivating and Charming Retreat, Game Rooms, Pool Table, Foosball, 20 Min to Portland

Captivating and Charming Retreat, Game Rooms, Pool Table, Foosball, 20 Min to Portland is a holiday home in Gladstone, with pet-friendly space, 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, free wifi, pet friendly, pets friendly, and kitchen.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $4,139.

From$591/night
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Vacation rentals with parking in Gladstone, OR

Find vacation rentals that make arriving by car easier.

Cozy, quiet & private loft studio - Gladstone, OR

Cozy, quiet & private loft studio

Apartment, Gladstone

Cozy, quiet & private loft studio is a apartment in Gladstone, with parking, kitchen access, and a quieter setting. This stay gives travelers a comfortable base for exploring the area,…

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About Cozy, quiet & private loft studio

Cozy, quiet & private loft studio is a apartment in Gladstone, 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, kitchen, with kitchen, parking, and free parking.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $875.

From$125/night
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All the Views: A Private BnB with VIEWS - Gladstone, OR

All the Views: A Private BnB with VIEWS

Apartment, Gladstone

All the Views: A Private BnB with VIEWS is a apartment in Gladstone, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About All the Views: A Private BnB with VIEWS

All the Views: A Private BnB with VIEWS is a apartment in Gladstone, with parking 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 parking.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $1,076.

From$154/night
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Adorable Cozy OC Bungalow, Oregon City - Gladstone, OR

Adorable Cozy OC Bungalow, Oregon City

Holiday Home, Gladstone

Adorable Cozy OC Bungalow, Oregon City is a holiday home in Gladstone, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Adorable Cozy OC Bungalow, Oregon City

Adorable Cozy OC Bungalow, Oregon City is a holiday home in Gladstone, with parking 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, kitchen, with kitchen, parking, and free parking.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $1,266.

From$181/night
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West Linn modern 2 rooms, EV charger, patio, fire pit, forest view, deer glazing - Gladstone, OR

West Linn modern 2 rooms, EV charger, patio, fire pit, forest view, deer glazing

Holiday Home, Gladstone

West Linn modern 2 rooms, EV charger, patio, fire pit, forest view, deer glazing is a holiday home in Gladstone, with outdoor space, parking, and kitchen access. This stay gives travelers a…

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About West Linn modern 2 rooms, EV charger, patio, fire pit, forest view, deer glazing

West Linn modern 2 rooms, EV charger, patio, fire pit, forest view, deer glazing is a holiday home in Gladstone, with outdoor space, parking, 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 parking.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $1,392.

From$199/night
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Vacation rentals with a kitchen in Gladstone, OR

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

Lake Oswego Quiet Ground Level Condo Private Entrance - Pet Friendly! - Gladstone, OR

Lake Oswego Quiet Ground Level Condo Private Entrance - Pet Friendly!

Apartment, Gladstone

Lake Oswego Quiet Ground Level Condo Private Entrance - Pet Friendly! is a apartment in Gladstone, with pet-friendly space, kitchen access, and a quieter setting. This stay gives travelers…

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About Lake Oswego Quiet Ground Level Condo Private Entrance - Pet Friendly!

Lake Oswego Quiet Ground Level Condo Private Entrance - Pet Friendly! is a apartment in Gladstone, with pet-friendly space, 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, pet friendly, pets friendly, and kitchen.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $1,253.

From$179/night
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Gem in Milwaukie 2 bedroom - 2 Bathroom - Huge yard - Gladstone, OR

Gem in Milwaukie 2 bedroom - 2 Bathroom - Huge yard

Holiday Home, Gladstone

Gem in Milwaukie 2 bedroom - 2 Bathroom - Huge yard is a holiday home in Gladstone, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable base for…

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About Gem in Milwaukie 2 bedroom - 2 Bathroom - Huge yard

Gem in Milwaukie 2 bedroom - 2 Bathroom - Huge yard is a holiday home in Gladstone, with parking, 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, free wifi, kitchen, with kitchen, and parking.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $1,324.

From$189/night
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Elegant Dutch Colonial Guesthouse w/ EV Charging - Gladstone, OR

Elegant Dutch Colonial Guesthouse w/ EV Charging

Holiday Home, Gladstone

Elegant Dutch Colonial Guesthouse w/ EV Charging is a holiday home in Gladstone, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Elegant Dutch Colonial Guesthouse w/ EV Charging

Elegant Dutch Colonial Guesthouse w/ EV Charging is a holiday home in Gladstone, 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, hot tub, kitchen, with kitchen, and washer.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $1,379.

From$197/night
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Haven Guesthouse in Milwaukie - 2 Bedroom & 2 Bathroom with Fenced Backyard - Gladstone, OR

Haven Guesthouse in Milwaukie - 2 Bedroom & 2 Bathroom with Fenced Backyard

Holiday Home, Gladstone

Haven Guesthouse in Milwaukie - 2 Bedroom & 2 Bathroom with Fenced Backyard is a holiday home in Gladstone, with parking, kitchen access, and room for a group. This stay gives travelers a…

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About Haven Guesthouse in Milwaukie - 2 Bedroom & 2 Bathroom with Fenced Backyard

Haven Guesthouse in Milwaukie - 2 Bedroom & 2 Bathroom with Fenced Backyard is a holiday home in Gladstone, with parking, 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 wifi, kitchen, with kitchen, parking, and free parking.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $1,699.

From$243/night
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Other places to stay in Gladstone, OR

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