Vacation rentals in Middlebrook, VA

73 available vacation rental offers

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Best vacation rentals and Airbnb offers in Middlebrook, VA

Tranquility, Wonderful View From The Sun Room,In The Historic Shenandoah Valley - Middlebrook, VA

Tranquility, Wonderful View From The Sun Room,In The Historic Shenandoah Valley

Apartment, Middlebrook

Tranquility, Wonderful View From The Sun Room,In The Historic Shenandoah Valley is a apartment in Middlebrook, with parking and kitchen access. This stay gives travelers a comfortable base…

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About Tranquility, Wonderful View From The Sun Room,In The Historic Shenandoah Valley

Tranquility, Wonderful View From The Sun Room,In The Historic Shenandoah Valley is a apartment in Middlebrook, 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 $577.

From$82/night
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Mid-Century Downtown Staunton Loft - Middlebrook, VA

Mid-Century Downtown Staunton Loft

Apartment, Middlebrook

Mid-Century Downtown Staunton Loft is a apartment in Middlebrook, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Mid-Century Downtown Staunton Loft

Mid-Century Downtown Staunton Loft is a apartment in Middlebrook, 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 $711.

From$102/night
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The Urban Cowboy - Middlebrook, VA

The Urban Cowboy

Apartment, Middlebrook

The Urban Cowboy is a apartment in Middlebrook, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or…

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About The Urban Cowboy

The Urban Cowboy is a apartment in Middlebrook, 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 internet.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $952.

From$111/night
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The Serendipity Suite - Middlebrook, VA

The Serendipity Suite

Apartment, Middlebrook

The Serendipity Suite is a apartment in Middlebrook, 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 The Serendipity Suite

The Serendipity Suite is a apartment in Middlebrook, 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 internet.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $960.

From$112/night
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Family-friendly vacation rentals in Middlebrook, VA

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

The Pop Inn: Family Destination, Walk Dwntwn - Middlebrook, VA

The Pop Inn: Family Destination, Walk Dwntwn

Apartment, Middlebrook

The Pop Inn: Family Destination, Walk Dwntwn is a apartment in Middlebrook, with kitchen access and room for a group. This stay gives travelers a comfortable base for exploring the area,…

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About The Pop Inn: Family Destination, Walk Dwntwn

The Pop Inn: Family Destination, Walk Dwntwn is a apartment in Middlebrook, 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, free wifi, kitchen, with kitchen, and washer.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $1,005.

From$144/night
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40s Renovated Cape on College - Middlebrook, VA

40s Renovated Cape on College

Cottage, Middlebrook

40s Renovated Cape on College is a cottage in Middlebrook, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings,…

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About 40s Renovated Cape on College

40s Renovated Cape on College is a cottage in Middlebrook, 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 $1,123.

From$160/night
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The Historic Inn at Oakdene - Middlebrook, VA

The Historic Inn at Oakdene

Guest House, Middlebrook

The Historic Inn at Oakdene is a guest house in Middlebrook, with parking and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About The Historic Inn at Oakdene

The Historic Inn at Oakdene is a guest house in Middlebrook, with parking 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: parking, free parking, family friendly, game room, and arcade.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $1,560.

From$190/night
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Osceola Mill - Middlebrook, VA

Osceola Mill

B & B, Middlebrook

Osceola Mill is a b & b in Middlebrook, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

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About Osceola Mill

Osceola Mill is a b & b in Middlebrook, 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 breakfast, free wifi, kids friendly, kids friendly videos or books, and parking.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $1,579.

From$191/night
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Pet-friendly vacation rentals in Middlebrook, VA

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

5 minutes to Blue Ridge Parkway, Crabtree Falls, hiking, wineries, breweries - Middlebrook, VA

5 minutes to Blue Ridge Parkway, Crabtree Falls, hiking, wineries, breweries

Cabin, Middlebrook

5 minutes to Blue Ridge Parkway, Crabtree Falls, hiking, wineries, breweries is a cabin in Middlebrook, with pet-friendly space, parking, and kitchen access. This stay gives travelers a…

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About 5 minutes to Blue Ridge Parkway, Crabtree Falls, hiking, wineries, breweries

5 minutes to Blue Ridge Parkway, Crabtree Falls, hiking, wineries, breweries is a cabin in Middlebrook, 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 $1,048.

From$150/night
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Beautiful new cabins mile off Blue Ridge Parkway in Montebello, VA - Middlebrook, VA

Beautiful new cabins mile off Blue Ridge Parkway in Montebello, VA

Cabin, Middlebrook

Beautiful new cabins mile off Blue Ridge Parkway in Montebello, VA is a cabin in Middlebrook, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for…

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About Beautiful new cabins mile off Blue Ridge Parkway in Montebello, VA

Beautiful new cabins mile off Blue Ridge Parkway in Montebello, VA is a cabin in Middlebrook, 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 $1,048.

From$150/night
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Green on New - Central Location and Staunton Charm - Middlebrook, VA

Green on New - Central Location and Staunton Charm

Holiday Home, Middlebrook

Green on New - Central Location and Staunton Charm is a holiday home in Middlebrook, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Green on New - Central Location and Staunton Charm

Green on New - Central Location and Staunton Charm is a holiday home in Middlebrook, 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 $1,180.

From$169/night
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Explore Historic Dtwn Staunton! Walkable Apartment - Middlebrook, VA

Explore Historic Dtwn Staunton! Walkable Apartment

Apartment, Middlebrook

Explore Historic Dtwn Staunton! Walkable Apartment is a apartment in Middlebrook, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About Explore Historic Dtwn Staunton! Walkable Apartment

Explore Historic Dtwn Staunton! Walkable Apartment is a apartment in Middlebrook, 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 $1,563.

From$173/night
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Vacation rentals with a pool in Middlebrook, VA

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

Millhouse: Dog Friendly with Fully Fenced Yard - Middlebrook, VA

Millhouse: Dog Friendly with Fully Fenced Yard

Holiday Home, Middlebrook

Millhouse: Dog Friendly with Fully Fenced Yard is a holiday home in Middlebrook, with pet-friendly space, pool access, and kitchen access. This stay gives travelers a comfortable base for…

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About Millhouse: Dog Friendly with Fully Fenced Yard

Millhouse: Dog Friendly with Fully Fenced Yard is a holiday home in Middlebrook, 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, free wifi, kitchen, and with kitchen.

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

From$199/night
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Steeles Tavern Manor - Middlebrook, VA

Steeles Tavern Manor

B & B, Middlebrook

Steeles Tavern Manor is a b & b in Middlebrook, with pool access and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending…

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About Steeles Tavern Manor

Steeles Tavern Manor is a b & b in Middlebrook, with pool access 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: free breakfast, pool, free wifi, parking, and free parking.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $2,128.

From$264/night
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Steeles Tavern Manor Bed and Breakfast - Middlebrook, VA

Steeles Tavern Manor Bed and Breakfast

B & B, Middlebrook

Steeles Tavern Manor Bed and Breakfast is a b & b in Middlebrook, with pool access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and…

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About Steeles Tavern Manor Bed and Breakfast

Steeles Tavern Manor Bed and Breakfast is a b & b in Middlebrook, 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 breakfast, pool, hot tub, and free wifi.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $2,720.

From$345/night
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Vacation rentals with parking in Middlebrook, VA

Find vacation rentals that make arriving by car easier.

Staunton Underground: Center of Downtown - Middlebrook, VA

Staunton Underground: Center of Downtown

Apartment, Middlebrook

Staunton Underground: Center of Downtown is a apartment in Middlebrook, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Staunton Underground: Center of Downtown

Staunton Underground: Center of Downtown is a apartment in Middlebrook, 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 $999.

From$143/night
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Frederick House - Middlebrook, VA

Frederick House

B & B, Middlebrook

Frederick House is a b & b in Middlebrook, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or…

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About Frederick House

Frederick House is a b & b in Middlebrook, 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 breakfast, free wifi, parking, and free parking.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $1,192.

From$152/night
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Bed&Breakfast in a 1795 Log Cabin on working farm, Margaret Baylor-Swoope suite - Middlebrook, VA

Bed&Breakfast in a 1795 Log Cabin on working farm, Margaret Baylor-Swoope suite

B & B, Middlebrook

Bed&Breakfast in a 1795 Log Cabin on working farm, Margaret Baylor-Swoope suite is a b & b in Middlebrook, with easy beach access and parking. This stay gives travelers a comfortable base…

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About Bed&Breakfast in a 1795 Log Cabin on working farm, Margaret Baylor-Swoope suite

Bed&Breakfast in a 1795 Log Cabin on working farm, Margaret Baylor-Swoope suite is a b & b in Middlebrook, with easy beach access 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: free cancellation, parking, free parking, ac, and air conditioning.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $1,388.

From$198/night
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Ubon Thai Victorian Inn & Restaurant - Middlebrook, VA

Ubon Thai Victorian Inn & Restaurant

B & B, Middlebrook

Ubon Thai Victorian Inn & Restaurant is a b & b in Middlebrook, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending…

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About Ubon Thai Victorian Inn & Restaurant

Ubon Thai Victorian Inn & Restaurant is a b & b in Middlebrook, 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 breakfast, free wifi, for couples, and wine or champagne.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $1,372.

From$175/night
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Vacation rentals with a kitchen in Middlebrook, VA

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

Jungalu: Lush Jungle Retreat Downtown - Middlebrook, VA

Jungalu: Lush Jungle Retreat Downtown

Apartment, Middlebrook

Jungalu: Lush Jungle Retreat Downtown is a apartment in Middlebrook, with kitchen access and a quieter setting. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Jungalu: Lush Jungle Retreat Downtown

Jungalu: Lush Jungle Retreat Downtown is a apartment in Middlebrook, with 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 washer.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $1,016.

From$145/night
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Red Bud Suite: Luxury Private Room Downtown - Middlebrook, VA

Red Bud Suite: Luxury Private Room Downtown

Apartment, Middlebrook

Red Bud Suite: Luxury Private Room Downtown is a apartment in Middlebrook, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Red Bud Suite: Luxury Private Room Downtown

Red Bud Suite: Luxury Private Room Downtown is a apartment in Middlebrook, 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, Oct 10 - Sat, Oct 17 · 7 nights · total from $1,054.

From$151/night
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Magnolia Suite: Luxury Private Room Downtown - Middlebrook, VA

Magnolia Suite: Luxury Private Room Downtown

Apartment, Middlebrook

Magnolia Suite: Luxury Private Room Downtown is a apartment in Middlebrook, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Magnolia Suite: Luxury Private Room Downtown

Magnolia Suite: Luxury Private Room Downtown is a apartment in Middlebrook, 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, Oct 10 - Sat, Oct 17 · 7 nights · total from $1,083.

From$155/night
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Downtown Funk: Walkable, Modern Loft - Middlebrook, VA

Downtown Funk: Walkable, Modern Loft

Apartment, Middlebrook

Downtown Funk: Walkable, Modern Loft is a apartment in Middlebrook, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and…

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About Downtown Funk: Walkable, Modern Loft

Downtown Funk: Walkable, Modern Loft is a apartment in Middlebrook, 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 washer.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $1,101.

From$157/night
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