Pet Friendly Holiday Rentals

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Pet Friendly Holiday Rentals

Pet Friendly Holiday Rentals in Middlebrook, VA

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There are 2 pet friendly holiday rentals in Middlebrook, and 186 more nearby. Need help to decide where to stay with your dog? You can browse the results below and filter by amenities to find the perfect spot. All pet policy information is guaranteed and there are no booking fees!

Pet Friendly Cozy Wintergreen Cottage with Mountain Views

Big Dogs Allowed

2+ Pets Allowed

Cozy Wintergreen Cottage with Mountain Views

5.0 Nellysford, VA

Cozy Wintergreen Cottage with Mountain Views Pet Policy

This 3-bedroom cottage in Nellysford allows 2 dogs of any size for no additional fee. Cats may also be allowed by request.

Big Dogs Allowed

2+ Pets Allowed

Mountain Dacha

4.8 Nellysford, VA

Mountain Dacha Pet Policy

This 4-bedroom house in Nellysford allows 5 dogs of any size for no additional fee. Cats may also be allowed by request.

Big Dogs Allowed

2+ Pets Allowed

House With Hot Tub

House With Hot Tub Pet Policy

This vacation rental in Tyro allows 2 dogs of any size for no additional fee. Pets must be approved in advance and supervised at all times. Sorry, no cats. Wildlife may be present on the property.

Big Dogs Allowed

2-Bedroom Cabin on River at Bare Farm

5.0 Lexington, VA

2-Bedroom Cabin on River at Bare Farm Pet Policy

This 2-bedroom vacation rental in Lexington allows 1 dog of any size for no additional fee. Sorry, no cats.

Small Dogs Only

2+ Pets Allowed

Honeysuckle Ridge

5.0 Waynesboro, VA

Honeysuckle Ridge Pet Policy

This 3-bedroom vacation rental in Waynesboro allows 2 dogs under 50 lbs for no additional fee. Sorry, no cats.

Big Dogs Allowed

Romantic 1860s Log Cabin

4.8 Buena Vista, VA

Romantic 1860s Log Cabin Pet Policy

This 1-bedroom cabin in Buena Vista allows 1 dog of any size for no additional fee. Sorry, no cats. Pets must be approved in advance.

Big Dogs Allowed

Historic Log Cabin on 250 Acres

4.8 Buena Vista, VA

Historic Log Cabin on 250 Acres Pet Policy

This 1-bedroom cabin in Buena Vista allows 1 dog of any size for no additional fee. Sorry, no cats. Pets must be approved in advance.

Big Dogs Allowed

2+ Pets Allowed

Twin Maple Carriage House

5.0 Lexington, VA

Twin Maple Carriage House Pet Policy

This studio apartment in Lexington allows 2 dogs of any size for an additional fee of $15 per pet, per night. Cats are also welcome, but all pets must be approved in advance. There are chickens, dogs, cats, and a horse on the property.

Small Dogs Only

Condo with 180 Degree Breathtaking Views

5.0 Nellysford, VA

Condo with 180 Degree Breathtaking Views Pet Policy

This 3-bedroom condo in Nellysford allows 1 dog under 20 lbs for no additional fee. Sorry, no cats.

Big Dogs Allowed

2+ Pets Allowed

Slopeside Retreat with Fireplace

5.0 Wintergreen, VA

Slopeside Retreat with Fireplace Pet Policy

This 1-bedroom condo in Wintergreen allows 2 dogs of any size for an additional fee of $25 per pet, per stay. Cats and additional dogs may be allowed by request.

Big Dogs Allowed

2+ Pets Allowed

Alone Mill Schoolhouse

4.8 Lexington, VA

Alone Mill Schoolhouse Pet Policy

This 3-bedroom vacation rental in Lexington allows dogs of any size for an additional fee of $40 per pet, per stay. Cats may also be allowed by request.

Small Dogs Only

Wintergreen Resort

Wintergreen Resort Pet Policy

This 2-bedroom condo in Nellysford allows 1 dog under 50 lbs for an additional fee of $25 per stay. Sorry, no cats.

Big Dogs Allowed

2+ Pets Allowed

White Rock Cabin

4.8 Montebello, VA

White Rock Cabin Pet Policy

This 1-bedroom cabin in Montebello allows 2 dogs of any size for an additional fee of $25 per night. Sorry, no cats or excessive barking. Pets must be approved in advance, crated if left unattended in the cabin, and supervised outside at all times. Please leash and clean up after dogs on the property.

Big Dogs Allowed

2+ Pets Allowed

Sycamore Shade

4.9 Roseland, VA

Sycamore Shade Pet Policy

This 5-bedroom vacation rental in Roseland allows dogs of any size for an additional fee of $75 per pet, per stay. Sorry, no cats. Pets must be well-behaved and current on flea & tick medication. No wet dogs inside, please.

Big Dogs Allowed

2+ Pets Allowed

Perfect & Dreamy Getaway House

4.7 Nellysford, VA

Perfect & Dreamy Getaway House Pet Policy

Dogs of any size are allowed at this 5-bedroom vacation rental in Nellysford for an additional fee of $100 per pet, per stay. Cats may also be allowed by request.

Big Dogs Allowed

2+ Pets Allowed

Updated & Cheerful Home

4.7 Buena Vista, VA

Updated & Cheerful Home Pet Policy

This 2-bedroom house in Buena Vista allows 2 dogs of any size for an additional fee of $50 per pet, per stay. Cats may also be allowed by request.

Big Dogs Allowed

2+ Pets Allowed

Bear Necessities Cabin

5.0 Vesuvius, VA

Bear Necessities Cabin Pet Policy

This 1-bedroom vacation rental in Vesuvius allows 2 dogs of any size for an additional fee of $75 per pet, per stay. Cats may also be allowed by request.

Big Dogs Allowed

2+ Pets Allowed

Roudy’s Retreat

5.0 Montebello, VA

Roudy’s Retreat Pet Policy

This 1-bedroom cabin in Montebello allows 3 dogs of any size for an additional fee of $50 per pet, per stay. Sorry, no cats. Pets are not permitted on the furniture.

Big Dogs Allowed

2+ Pets Allowed

The Farm at Jump View

5.0 Rockbridge Baths, VA

The Farm at Jump View Pet Policy

This 4-bedroom house in Rockbridge Baths allows 3 dogs of any size for an additional fee of $75 per pet, per stay. Sorry, no cats.

Big Dogs Allowed

2+ Pets Allowed

Tanners Ridge

4.8 Nellysford, VA

Tanners Ridge Pet Policy

This 2-bedroom vacation rental in Nellysford allows 2 dogs under 50 lbs for an additional fee of $50 per pet, per stay. Sorry, no cats.

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Middlebrook, VA, US