Vacation rentals in Tollgate, OR

51 available vacation rental offers

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Best vacation rentals and Airbnb offers in Tollgate, OR

Cozy Cottage 2 Blocks from Tasting Rooms & Best Restaurants - Tollgate, OR

Cozy Cottage 2 Blocks from Tasting Rooms & Best Restaurants

Cottage, Tollgate

Cozy Cottage 2 Blocks from Tasting Rooms & Best Restaurants is a cottage in Tollgate, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for…

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About Cozy Cottage 2 Blocks from Tasting Rooms & Best Restaurants

Cozy Cottage 2 Blocks from Tasting Rooms & Best Restaurants is a cottage in Tollgate, 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, Aug 29 - Sat, Sep 5 · 7 nights · total from $669.

From$96/night
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Wine Country Charmer: 4 Mi to Dtwn Walla Walla! - Tollgate, OR

Wine Country Charmer: 4 Mi to Dtwn Walla Walla!

Cottage, Tollgate

Wine Country Charmer: 4 Mi to Dtwn Walla Walla! is a cottage in Tollgate, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Wine Country Charmer: 4 Mi to Dtwn Walla Walla!

Wine Country Charmer: 4 Mi to Dtwn Walla Walla! is a cottage in Tollgate, 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, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,101.

From$115/night
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Wine Country Charmer: 4 Mi to Dtwn Walla Walla! - Tollgate, OR

Wine Country Charmer: 4 Mi to Dtwn Walla Walla!

Holiday Home, Tollgate

Wine Country Charmer: 4 Mi to Dtwn Walla Walla! is a holiday home in Tollgate, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Wine Country Charmer: 4 Mi to Dtwn Walla Walla!

Wine Country Charmer: 4 Mi to Dtwn Walla Walla! is a holiday home in Tollgate, 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, Aug 29 - Sat, Sep 5 · 7 nights · total from $931.

From$133/night
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Fabulous house with AC in charming Walla Walla - Tollgate, OR

Fabulous house with AC in charming Walla Walla

Holiday Home, Tollgate

Fabulous house with AC in charming Walla Walla is a holiday home in Tollgate, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Fabulous house with AC in charming Walla Walla

Fabulous house with AC in charming Walla Walla is a holiday home in Tollgate, 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, Aug 29 - Sat, Sep 5 · 7 nights · total from $983.

From$140/night
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Vacation rentals with parking in Tollgate, OR

Find vacation rentals that make arriving by car easier.

JOLLY GREEN giant 3Bedroom house, center of beautiful Walla Walla Valley - Tollgate, OR

JOLLY GREEN giant 3Bedroom house, center of beautiful Walla Walla Valley

Holiday Home, Tollgate

JOLLY GREEN giant 3Bedroom house, center of beautiful Walla Walla Valley is a holiday home in Tollgate, with parking, kitchen access, and room for a group. This stay gives travelers a…

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About JOLLY GREEN giant 3Bedroom house, center of beautiful Walla Walla Valley

JOLLY GREEN giant 3Bedroom house, center of beautiful Walla Walla Valley is a holiday home in Tollgate, 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, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,701.

From$243/night
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Modern Home near Southside w/ Blue Mountain Views - Tollgate, OR

Modern Home near Southside w/ Blue Mountain Views

Holiday Home, Tollgate

Modern Home near Southside w/ Blue Mountain Views is a holiday home in Tollgate, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Modern Home near Southside w/ Blue Mountain Views

Modern Home near Southside w/ Blue Mountain Views is a holiday home in Tollgate, 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 wifi, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,741.

From$249/night
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Luxury on the farm: private guesthouse overlooking year round creek. - Tollgate, OR

Luxury on the farm: private guesthouse overlooking year round creek.

Guest House, Tollgate

Luxury on the farm: private guesthouse overlooking year round creek. is a guest house in Tollgate, with parking and kitchen access. This stay gives travelers a comfortable base for…

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About Luxury on the farm: private guesthouse overlooking year round creek.

Luxury on the farm: private guesthouse overlooking year round creek. is a guest house in Tollgate, 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, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,751.

From$250/night
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Reser Ranch · Reser Ranch, Updated Rancher - Close to Everything - Tollgate, OR

Reser Ranch · Reser Ranch, Updated Rancher - Close to Everything

Holiday Home, Tollgate

Reser Ranch · Reser Ranch, Updated Rancher - Close to Everything is a holiday home in Tollgate, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable…

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About Reser Ranch · Reser Ranch, Updated Rancher - Close to Everything

Reser Ranch · Reser Ranch, Updated Rancher - Close to Everything is a holiday home in Tollgate, 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, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,841.

From$263/night
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Pet-friendly vacation rentals in Tollgate, OR

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

#StayinMyDistrict Walla Walla Cozy Wine Escape - Tollgate, OR

#StayinMyDistrict Walla Walla Cozy Wine Escape

Holiday Home, Tollgate

#StayinMyDistrict Walla Walla Cozy Wine Escape is a holiday home in Tollgate, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for…

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About #StayinMyDistrict Walla Walla Cozy Wine Escape

#StayinMyDistrict Walla Walla Cozy Wine Escape is a holiday home in Tollgate, 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, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,339.

From$191/night
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The Pearl House, for two to five people , and pet friendly special rates now - Tollgate, OR

The Pearl House, for two to five people , and pet friendly special rates now

Holiday Home, Tollgate

The Pearl House, for two to five people , and pet friendly special rates now is a holiday home in Tollgate, with pet-friendly space, parking, and kitchen access. This stay gives travelers a…

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About The Pearl House, for two to five people , and pet friendly special rates now

The Pearl House, for two to five people , and pet friendly special rates now is a holiday home in Tollgate, 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: pet friendly, pets friendly, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,570.

From$224/night
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#27 Eagan · Bryant Creek Retreat - Walk to Town - Tollgate, OR

#27 Eagan · Bryant Creek Retreat - Walk to Town

Condo, Tollgate

#27 Eagan · Bryant Creek Retreat - Walk to Town is a condo in Tollgate, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About #27 Eagan · Bryant Creek Retreat - Walk to Town

#27 Eagan · Bryant Creek Retreat - Walk to Town is a condo in Tollgate, 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, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,602.

From$229/night
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NEW Luxury Condo 2 blocks from Historic Main Street in Downtown Walla Walla - Tollgate, OR

NEW Luxury Condo 2 blocks from Historic Main Street in Downtown Walla Walla

Condo, Tollgate

NEW Luxury Condo 2 blocks from Historic Main Street in Downtown Walla Walla is a condo in Tollgate, with pet-friendly space. This stay gives travelers a comfortable base for exploring the…

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About NEW Luxury Condo 2 blocks from Historic Main Street in Downtown Walla Walla

NEW Luxury Condo 2 blocks from Historic Main Street in Downtown Walla Walla is a condo in Tollgate, 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, hot tub, free wifi, pet friendly, and pets friendly.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,798.

From$257/night
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Vacation rentals with a kitchen in Tollgate, OR

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

Pendleton House - Complimentary Wine Tasting - Tollgate, OR

Pendleton House - Complimentary Wine Tasting

Holiday Home, Tollgate

Pendleton House - Complimentary Wine Tasting is a holiday home in Tollgate, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Pendleton House - Complimentary Wine Tasting

Pendleton House - Complimentary Wine Tasting is a holiday home in Tollgate, 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: kitchen, with kitchen, parking, free parking, and fireplace.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,894.

From$271/night
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University Pub Craftsman - Tollgate, OR

University Pub Craftsman

Holiday Home, Tollgate

University Pub Craftsman is a holiday home in Tollgate, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About University Pub Craftsman

University Pub Craftsman is a holiday home in Tollgate, 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, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,916.

From$274/night
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One — King Bed, Historic Downtown Apartment in Nicely Appointed Building on Main Street - Tollgate, OR

One — King Bed, Historic Downtown Apartment in Nicely Appointed Building on Main Street

Apartment, Tollgate

One — King Bed, Historic Downtown Apartment in Nicely Appointed Building on Main Street is a apartment in Tollgate, with parking and kitchen access. This stay gives travelers a comfortable…

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About One — King Bed, Historic Downtown Apartment in Nicely Appointed Building on Main Street

One — King Bed, Historic Downtown Apartment in Nicely Appointed Building on Main Street is a apartment in Tollgate, 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: hot tub, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,918.

From$274/night
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Two — King Bed, Historic Downtown Apartment in Nicely Appointed Building on Main Street - Tollgate, OR

Two — King Bed, Historic Downtown Apartment in Nicely Appointed Building on Main Street

Apartment, Tollgate

Two — King Bed, Historic Downtown Apartment in Nicely Appointed Building on Main Street is a apartment in Tollgate, with parking and kitchen access. This stay gives travelers a comfortable…

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About Two — King Bed, Historic Downtown Apartment in Nicely Appointed Building on Main Street

Two — King Bed, Historic Downtown Apartment in Nicely Appointed Building on Main Street is a apartment in Tollgate, 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: kitchen, with kitchen, parking, free parking, and fireplace.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,918.

From$274/night
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Family-friendly vacation rentals in Tollgate, OR

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

Syvila`s Cottage · Syvila`s - Charming Updated Cottage - Tollgate, OR

Syvila`s Cottage · Syvila`s - Charming Updated Cottage

Holiday Home, Tollgate

Syvila`s Cottage · Syvila`s - Charming Updated Cottage is a holiday home in Tollgate, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Syvila`s Cottage · Syvila`s - Charming Updated Cottage

Syvila`s Cottage · Syvila`s - Charming Updated Cottage is a holiday home in Tollgate, 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, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,678.

From$240/night
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Lazy B Cottage · Lazy B Cottage-Wine Country Getaway, Great for Two - Tollgate, OR

Lazy B Cottage · Lazy B Cottage-Wine Country Getaway, Great for Two

Holiday Home, Tollgate

Lazy B Cottage · Lazy B Cottage-Wine Country Getaway, Great for Two is a holiday home in Tollgate, with parking and kitchen access. This stay gives travelers a comfortable base for…

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About Lazy B Cottage · Lazy B Cottage-Wine Country Getaway, Great for Two

Lazy B Cottage · Lazy B Cottage-Wine Country Getaway, Great for Two is a holiday home in Tollgate, 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, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,738.

From$248/night
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Rocks District Wine Country Cottage, Fire Pit, Orchard Views, Southside Wineries - Tollgate, OR

Rocks District Wine Country Cottage, Fire Pit, Orchard Views, Southside Wineries

Holiday Home, Tollgate

Rocks District Wine Country Cottage, Fire Pit, Orchard Views, Southside Wineries is a holiday home in Tollgate, with parking and kitchen access. This stay gives travelers a comfortable base…

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About Rocks District Wine Country Cottage, Fire Pit, Orchard Views, Southside Wineries

Rocks District Wine Country Cottage, Fire Pit, Orchard Views, Southside Wineries is a holiday home in Tollgate, 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, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,025.

From$289/night
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