Vacation rentals in Chehalem, OR

111 available vacation rental offers

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Best vacation rentals and Airbnb offers in Chehalem, OR

Forest & City Views - Near Portland, Nike & Intel - Chehalem, OR

Forest & City Views - Near Portland, Nike & Intel

Homestay, Chehalem

Forest & City Views - Near Portland, Nike & Intel is a homestay in Chehalem, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Forest & City Views - Near Portland, Nike & Intel

Forest & City Views - Near Portland, Nike & Intel is a homestay in Chehalem, 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 $540.

From$65/night
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Forest & City Views - Near Portland, Nike & Intel - Chehalem, OR

Forest & City Views - Near Portland, Nike & Intel

Homestay, Chehalem

Forest & City Views - Near Portland, Nike & Intel is a homestay in Chehalem, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Forest & City Views - Near Portland, Nike & Intel

Forest & City Views - Near Portland, Nike & Intel is a homestay in Chehalem, 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 $540.

From$65/night
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Sweet Bamboo Room with Half-Bath in delightful Sherwood with AC, WiFi, TV - Chehalem, OR

Sweet Bamboo Room with Half-Bath in delightful Sherwood with AC, WiFi, TV

Holiday Home, Chehalem

Sweet Bamboo Room with Half-Bath in delightful Sherwood with AC, WiFi, TV is a holiday home in Chehalem. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Sweet Bamboo Room with Half-Bath in delightful Sherwood with AC, WiFi, TV

Sweet Bamboo Room with Half-Bath in delightful Sherwood with AC, WiFi, TV is a holiday home in Chehalem. 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, ac, and air conditioning.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $722.

From$103/night
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Enjoy a weekend in Oregon's Amazing Wine Country - Chehalem, OR

Enjoy a weekend in Oregon's Amazing Wine Country

Apartment, Chehalem

Enjoy a weekend in Oregon's Amazing Wine Country is a apartment in Chehalem, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Enjoy a weekend in Oregon's Amazing Wine Country

Enjoy a weekend in Oregon's Amazing Wine Country is a apartment in Chehalem, 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 $915.

From$131/night
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Family-friendly vacation rentals in Chehalem, OR

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

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

Mossy Cobbles: Romantic Cottage in a Wooded Setting

Cottage, Chehalem

Mossy Cobbles: Romantic Cottage in a Wooded Setting is a cottage in Chehalem, 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 Chehalem, 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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Gaibler Country Cottage - Chehalem, OR

Gaibler Country Cottage

Holiday Home, Chehalem

Gaibler Country Cottage is a holiday home in Chehalem, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with…

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About Gaibler Country Cottage

Gaibler Country Cottage is a holiday home in Chehalem, 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, paid parking, parking::free, and free parking.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $2,698.

From$246/night
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Vine and View Cottage - Chehalem, OR

Vine and View Cottage

Holiday Home, Chehalem

Vine and View Cottage is a holiday home in Chehalem, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with…

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About Vine and View Cottage

Vine and View Cottage is a holiday home in Chehalem, 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, paid parking, parking::free, and free parking.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $2,670.

From$259/night
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Charming Renovated Cottage, Perfect Location, Walk to Everything, Across From Park & Cultural Center - Chehalem, OR

Charming Renovated Cottage, Perfect Location, Walk to Everything, Across From Park & Cultural Center

Holiday Home, Chehalem

Charming Renovated Cottage, Perfect Location, Walk to Everything, Across From Park & Cultural Center is a holiday home in Chehalem, with parking and kitchen access. This stay gives…

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About Charming Renovated Cottage, Perfect Location, Walk to Everything, Across From Park & Cultural Center

Charming Renovated Cottage, Perfect Location, Walk to Everything, Across From Park & Cultural Center is a holiday home in Chehalem, 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 $2,012.

From$287/night
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Pet-friendly vacation rentals in Chehalem, OR

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

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

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

Apartment, Chehalem

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

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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 Chehalem, 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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Chiquita Bonita | Brand New, Stylish & Spotless, Pet Friendly, Walk to Park, Minutes from Downtown - Chehalem, OR

Chiquita Bonita | Brand New, Stylish & Spotless, Pet Friendly, Walk to Park, Minutes from Downtown

Holiday Home, Chehalem

Chiquita Bonita · Brand New, Stylish & Spotless, Pet Friendly, Walk to Park, Minutes from Downtown is a holiday home in Chehalem, with pet-friendly space and kitchen access. This stay gives…

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About Chiquita Bonita | Brand New, Stylish & Spotless, Pet Friendly, Walk to Park, Minutes from Downtown

Chiquita Bonita · Brand New, Stylish & Spotless, Pet Friendly, Walk to Park, Minutes from Downtown is a holiday home in Chehalem, with pet-friendly 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 $1,346.

From$192/night
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Comfort Close To Portland, Wine Country, Beaches, Rivers, And Mt. Hood - Chehalem, OR

Comfort Close To Portland, Wine Country, Beaches, Rivers, And Mt. Hood

Apartment, Chehalem

Comfort Close To Portland, Wine Country, Beaches, Rivers, And Mt. Hood is a apartment in Chehalem, with pet-friendly space, easy beach access, and kitchen access. This stay gives travelers…

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About Comfort Close To Portland, Wine Country, Beaches, Rivers, And Mt. Hood

Comfort Close To Portland, Wine Country, Beaches, Rivers, And Mt. Hood is a apartment in Chehalem, with pet-friendly space, easy beach 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 $1,510.

From$216/night
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Charming Vineyard Retreat in Willamette Valley - Chehalem, OR

Charming Vineyard Retreat in Willamette Valley

Apartment, Chehalem

Charming Vineyard Retreat in Willamette Valley is a apartment in Chehalem, with pet-friendly space, kitchen access, and a quieter setting. This stay gives travelers a comfortable base for…

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About Charming Vineyard Retreat in Willamette Valley

Charming Vineyard Retreat in Willamette Valley is a apartment in Chehalem, 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 $1,824.

From$261/night
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Vacation rentals with a pool in Chehalem, OR

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

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

Delightful apartment with AC in charming Lake Oswego

Apartment, Chehalem

Delightful apartment with AC in charming Lake Oswego is a apartment in Chehalem, 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 Chehalem, 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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Modern Townhome With Open Floor Plan and Pool Table Near Washington Square, 8.5 miles to Downtown - Chehalem, OR

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

Holiday Home, Chehalem

Modern Townhome With Open Floor Plan and Pool Table Near Washington Square, 8.5 miles to Downtown is a holiday home in Chehalem, 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 Chehalem, 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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Large Open Home - Gourmet Kitchen - Pool Table - Chehalem, OR

Large Open Home - Gourmet Kitchen - Pool Table

Holiday Home, Chehalem

Large Open Home - Gourmet Kitchen - Pool Table is a holiday home in Chehalem, with pool access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About Large Open Home - Gourmet Kitchen - Pool Table

Large Open Home - Gourmet Kitchen - Pool Table is a holiday home in Chehalem, with pool access, 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: kitchen, with kitchen, parking, free parking, and fireplace.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $4,653.

From$665/night
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Roosters Coop - Wine Country at a Rustic, Lodge Style Retreat with Hot Tub & Pool - Chehalem, OR

Roosters Coop - Wine Country at a Rustic, Lodge Style Retreat with Hot Tub & Pool

Cabin, Chehalem

Roosters Coop - Wine Country at a Rustic, Lodge Style Retreat with Hot Tub & Pool is a cabin in Chehalem, with pet-friendly space, pool access, and a quieter setting. This stay gives…

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About Roosters Coop - Wine Country at a Rustic, Lodge Style Retreat with Hot Tub & Pool

Roosters Coop - Wine Country at a Rustic, Lodge Style Retreat with Hot Tub & Pool is a cabin in Chehalem, with pet-friendly space, pool 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, pool, hot tub, pet friendly, and pets friendly.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $7,279.

From$1,040/night
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Vacation rentals with parking in Chehalem, OR

Find vacation rentals that make arriving by car easier.

Summercrest Cottage - Chehalem, OR

Summercrest Cottage

Holiday Home, Chehalem

Summercrest Cottage is a holiday home in Chehalem, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family…

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About Summercrest Cottage

Summercrest Cottage is a holiday home in Chehalem, 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, paid parking, parking::free, and free parking.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $1,777.

From$170/night
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Spacious Single Party B&B – walking distance to downtown! - Chehalem, OR

Spacious Single Party B&B – walking distance to downtown!

Holiday Home, Chehalem

Spacious Single Party B&B – walking distance to downtown! is a holiday home in Chehalem, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Spacious Single Party B&B – walking distance to downtown!

Spacious Single Party B&B – walking distance to downtown! is a holiday home in Chehalem, 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 fireplace.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $1,412.

From$202/night
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Dundee Hills Haven | King Suite, Sauna & Views - Chehalem, OR

Dundee Hills Haven | King Suite, Sauna & Views

Guest House, Chehalem

Dundee Hills Haven · King Suite, Sauna & Views is a guest house in Chehalem, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Dundee Hills Haven | King Suite, Sauna & Views

Dundee Hills Haven · King Suite, Sauna & Views is a guest house in Chehalem, 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 $1,558.

From$223/night
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Dundee Park Place - Chehalem, OR

Dundee Park Place

Holiday Home, Chehalem

Dundee Park Place is a holiday home in Chehalem, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family…

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About Dundee Park Place

Dundee Park Place is a holiday home in Chehalem, 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, paid parking, parking::free, and free parking.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $2,301.

From$234/night
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Vacation rentals with a kitchen in Chehalem, OR

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

Granny Flat in leafy SW Portland - Chehalem, OR

Granny Flat in leafy SW Portland

Holiday Home, Chehalem

Granny Flat in leafy SW Portland is a holiday home in Chehalem, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Granny Flat in leafy SW Portland

Granny Flat in leafy SW Portland is a holiday home in Chehalem, 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 $970.

From$139/night
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Lake Oswego Quiet Ground Level Condo Private Entrance - Pet Friendly! - Chehalem, OR

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

Apartment, Chehalem

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

Read more

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 Chehalem, 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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Lake Oswego Inn - Chehalem, OR

Lake Oswego Inn

Apartment, Chehalem

Lake Oswego Inn is a apartment in Chehalem, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and…

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About Lake Oswego Inn

Lake Oswego Inn is a apartment in Chehalem, with pet-friendly 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, hot tub, pet friendly, pets friendly, and kitchen.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $1,537.

From$182/night
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Dundee Gem, Bright Open Layout, Fenced Backyrd, Walk to Wineries, Food, Park w/ Tennis & Playground - Chehalem, OR

Dundee Gem, Bright Open Layout, Fenced Backyrd, Walk to Wineries, Food, Park w/ Tennis & Playground

Holiday Home, Chehalem

Dundee Gem, Bright Open Layout, Fenced Backyrd, Walk to Wineries, Food, Park w/ Tennis & Playground is a holiday home in Chehalem, with parking and kitchen access. This stay gives travelers…

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About Dundee Gem, Bright Open Layout, Fenced Backyrd, Walk to Wineries, Food, Park w/ Tennis & Playground

Dundee Gem, Bright Open Layout, Fenced Backyrd, Walk to Wineries, Food, Park w/ Tennis & Playground is a holiday home in Chehalem, 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 $2,002.

From$286/night
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