
Pet-friendly holiday rentals in Clarke County
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Top-rated pet-friendly home rentals in Clarke County
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Pet-friendly house rentals

Country Cottage on Kimble
Highly recommend for someone familiar with the area as it is a great location being close to wineries, breweries, hiking and downtown Winchester

Reynard's Retreat in Upperville
Lovely home within 10 minutes of the horse show grounds. Two kids and two adults were very comfortable One of the upstairs ACs wasn’t as strong but it still worked. Might want to consider fixing. Overall an outstanding stay.

Shenandoah River House Retreat
The River house was a great stay! We had our six kids with us and the house had all the things we needed for water fun and toys inside. We kayaked and went birding - saw an Eagle and Osprey show down over a fish which was super cool, the kids saw wild turkeys one morning! The house had everything we needed and the shed was a big help for the outdoor fun. The screened in porch had a ceiling fan which made it so nice to relax out there this June. The privacy is really wonderful around the house. We definitely want to come back!

The House at Ruby Summit Point
Stayed in Pat’s place for a long weekend and it was absolutely perfect. I don’t think we’ve stayed in any other place as well-prepared for guests—it had everything we could have possibly needed during our stay. The property was just as beautiful as the pictures and was like a home away from home. Pat was also a great host from the time booked until checkout, providing plenty of local recommendations and checking in to make sure our stay was perfect. Highly recommended!

Winchester farm
So many great things to say about this place and Brian was very communicative about this property. Perfect for families with furbabies!

Purple Iris 3b 2b private oasis nr river/mountain
My sister was visiting from Canada so we decided to head to Virginia to hit some wineries and breweries. We had a lovely stay at Elizabeth’s place! It looked just like the photos, was clean and cozy, and a perfect place to unwind at the end of the night with a glass of wine. The hosts texted us recommendations of stuff to do in the area and we had an amazing time. Great couch and TV set up, very comfortable beds, and beautiful wooded surroundings. Highly recommend for any trip to the area!

A Peace of Paris
Michele was a very courteous and responsive host. The house is charming with a great yard and nice street for a dog to walk. The house has an attached bedroom up 5 stairs with a queen bed that is best for anyone with trouble climbing the very old, narrow steep staircase but does require a short walk outside to get into main house for the bathroom. The master bedroom upstairs is very comfortable but does have a bedroom you walk thru with a trundle and twin bed. We used the outside stairs to bypass walking thru the adjoining bedroom when we got up. There are many doorways that are just barely 6 ft (lots of ducking), both bathroom showers are also only 6 ft tall which means the shower head is lower. One enters the dining room where we spent most of our time with a puzzle, then you walk through the kitchen which is also about 6 ft tall to enter the 3 living rooms and staircase for bedrooms. House has all amenities with puzzles, cards, books, first aid. Great local recommendations!

Sophisticated 4BR: Chef's Kitchen, Grill, Patio
We really enjoyed our stay in this house and Suranny was very responsive and helpful. The house was clean as can be and very spacious. Lots of natural sunlight and a wonderful covered porch to sit out on. The beds were very comfortable and the bathrooms were clean. We would certainly stay here again in the future.
Pet-friendly home rentals with a pool

Hidden in the Valley | Pool | Pets | Fire Pit
Fantastic, private cabin that is secluded while still being an easy drive to town. Our dog loved the trails on property. Jaclyn is a great host and was very responsive when a thunderstorm knocked out power for a few hours during our stay. We definitely hope to come back in the future!

Lovely One bedroom apartment with pool
I thought the place was perfect! Judy stocked the mini-fridge with awesome breakfast items to include bagels and cream cheese! From sitting outside to relaxing inside was just a great time. Their pup was the best! She would greet me every morning while having coffee…sweet girl! Would I stay there again…absolutely! Judy is an awesome host!

Back Creek Cabin - Pool w/ lake and Mountain View
We loved our stay! The pool was great. The views are beautiful. Everything we needed was there. We enjoyed the new Ganotown Ice Cream shop and did trail ride on horseback at Good Luck Stables.

Harpers Ferry Farmhouse, Heated Year Round Pool
This was such a wonderful home! As other reviewers said, lots of room for a big group to spread out. We had 8 guests. (6 adults and two kids) We explored Harpers Ferry and enjoyed hiking the Maryland Heights Trail. We felt absolutely comfortable hanging at this serene house for our mornings and evenings. Cooked most of our meals, played billiards, sang karaoke, and enjoyed the plunge pool. We had an epic round of hide and go seek. Great interior design and lots of space to spread out for quiet time, and many perfect reading nooks. Thanks Leigh, for being so responsive and friendly!

Cozy Apartment located on our 5-acre property
Excellent host. Very clean place, beautiful property. Laura was amazing. It was like staying with a good friend. We bought some of her eggs and delicious honey. We would definitely stay there again. My wife and I and our fur babies will miss Laura, Jerald, and Dasher.

Cedar Creek Wayside Castle
I needed a place that my family, from out of state, could stay while attending a graduation. The house was perfect! I told Bob what I wanted to do and he was encouraging and helpful. He made sure we had propane for grilling and answered all my questions. He was very prompt when I reached out to him. We had an amazing time. I would stay there again.

Herb Cottage-Elegant Cabin plus Optional Farm Tour
The Herb Cottage is beautifully situated on the Hidden Creek Farm. We enjoyed sitting on the porch and watching the animals move through the fields. I reserved the cabin because it was conveniently located near a dinner we were attending, abut we will return for the peaceful beauty of the farm. We slept soundly in the comfortable bed and woke to the sound of birds softly singing. If it rains while you are there, do not miss the opportunity to rock in the porch chairs and relax to the tune of raindrops drops on the metal roof.

The Hunt Box @ Tally Yo Farm
If you read the reviews from others who stayed here...they were SPOT ON! Lynn's carriage house is like stepping into an immaculate barndominium. You feel like you are prepping for your fox hunt or what my wife and I did, enjoy a tea or glass of wine in the evenings watching the deer come through the fields or the horses in the far fields graze. PEACEFUL. The house has everything you need from coffee, tea, sweeteners, to spices and pots and pans. Come here to relax. Last, the pool on the listing is at the main house. Never did we feel like it wasn't our own private oasis. So cool to enjoy the pool surrounded by horse properties. Lynn is an excellent host. This is an incredible property.
Private, pet-friendly home rentals

Modern House Barn on 66 acre Horse Farm
This place is tucked into a little peace of heaven. Very peaceful and easy to get to. The interior is nicely designed, furnishings are comfortable. The kitchen has a little eat in area with plenty of space to sit and chat, eat, play board games, or cook. I loved that the bedrooms were upstairs so if someone wanted to sleep, it’s quiet enough to do that. The upstairs is quite sound proof. There’s also a nice little tv area upstairs between the two rooms. The rooms have plenty of space to store clothes if you are staying longer. The outside area also has a picnic table and grill which would be nice when staying in the warmer months. The hosts were very kind and responsive. They answered any questions we had quickly. I highly recommend this place and hope to stay again when we come back.

High Meadows Estate Mannor House
We had the most wonderful weekend at the Manor House! Everything about the home and the property was beautiful, peaceful, and charming. It was a perfect fit for a group of eight with VERY comfortable beds, large dining tables inside and outside, and a kitchen with everything we needed. We loved eating breakfast on the porch and sitting around the fire pit at night. The perfect location for exploring by Virginia’s wine country. I’d love to stay here again.

Pet-Friendly Berryville Home: Walk to Main Street!
Great location, walkable to downtown Berryville. Close to great wineries and breweries! House was clean and comfortable, with a great outdoor space! Def a 10 out of 10 in Berryville.

Pure Luxury:Chef’s Kitchen Movie Theater:Game Room
We had a large group and the amenities like screening room with a sectional and large kitchen island for serving food was perfect.

Family Retreat w/ Deck Near Appalachian Trail!
This is a five star place through and through. It is spacious and wonderful for families with kids and multigenerational groups. Amazing views and deck for playing and relaxing. Great yard for kids to run around. Grill, fire pit, ping pong, pool, darts, exercise room and Berryville is a great little town with parks, farmer’s market, shops. The price is a great value. The space was so clean. This is hands down the best Airbnb I’ve stayed in a long time. Everyone loved it in my family.

Cozy Country Getaway in the Heart of Upperville
Our family has a great stay here. It was setup well for a family with small children. The cottage was clean, the kitchen was well stocked. Historic charming village is very walkable. We enjoyed dinner at the tavern down the street. Hosts were responsive and friendly.

The Honeymoon Cabin | Private Retreat w/ hot tub
This cabin is a fantastic get away for some peace and quiet. Matt was a fantastic host and very accommodating. I highly recommend staying at any of Matt's properties. The cabin was very clean, very comfortable and had everything we needed!

The Country French Cottage at High Meadows Estate
Cute cottage! Had everything we needed and it was very peaceful. The only thing to note is that showering is pretty difficult. The tub is nice and there is a shower hose, but you have to hold it up yourself. This might be an obstacle for some people. The host was very nice easy to communicate with. Didnt see any animals on the property unfortunately!
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- Luray Caverns
- Great Falls Park
- Cunningham Falls State Park
- Stone Tower Winery
- Cacapon Resort State Park
- Robert Trent Jones Golf Club
- Congressional Country Club
- Bryce Resort
- Whiskey Creek Golf Club
- Gambrill State Park
- Whitetail Resort
- South Mountain State Park
- Field of Screams Maryland
- Sly Fox Golf Club
- Creighton Farms
- Shenandoah Valley Golf Club
- Washington Golf & Country Club
- Chevy Chase Club
- Bowling Green Country Club
- Notaviva Vineyards
- Columbia Country Club
- Twin Lakes Golf Course
- Berkeley Springs State Park
- River Creek Club