Cottage holiday rentals in Shenandoah Valley

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Popular amenities for Shenandoah Valley cottage rentals

Cottage rentals with a hot tub

Top Guest favourite
Cottage in Afton
4.97 out of 5 average rating, 98 reviews

Cottage on 151 w/ Hot Tub, Firepit, Mountain Views

RobertRating, 5 stars1 day ago
Great little get away for two! Really enjoyed the hot tub. Place is pristine and very accessible to local attractions. Definitely stay again!!
Top Guest favourite
Cottage in Luray
4.97 out of 5 average rating, 361 reviews

Holly Tree Retreat Located In Beautiful Luray, VA.

TaraRating, 5 stars3 weeks ago
Wonderful place to stay. We really enjoyed how clean the place was and how accommodating Jennifer was. The place is very cozy and the attention to detail is impeccable. We loved staying here. After two really bad experiences with AirBnBs this place really changed our attitudes. Jennifer was very responsive and very helpful. Would recommend this place to anybody! Wonderful home away from home!
Guest favourite
Cottage in Hamilton
4.95 out of 5 average rating, 366 reviews

*Cottage @ Firefly Cellars* VA Wine Country escape

JasonRating, 5 stars2 weeks ago
I booked this Airbnb as a xmas gift for my fiance. We were very pleased with the cozy, clean, and private setting. The hottub was well maintained, and offered a great view of the adjacent horse farm during the day, and the stars at night. The tasting room for firefly winery is within a 150 yards from the cottage, but you wouldnt even know it was there unless you wanted to. Great location for a weekend getaway.
Guest favourite
Cottage in Stanley
4.87 out of 5 average rating, 134 reviews

Vibrant Cottage | Hot Tub | Pets | Shenandoah NP

GregoryRating, 5 stars4 days ago
Olivia was very helpful and extremely responsive on a last minute booking. We would stay there again!
Top Guest favourite
Cottage in Winchester
4.99 out of 5 average rating, 386 reviews

Uber SXY Private Country Escape! Hot Tub & Views~

ErinRating, 5 stars3 days ago
Beautiful view and the location was private but close to a lot of really great places. The house was super cute and the host was responsive to my questions. We really enjoyed our stay. Would definitely go back!
Top Guest favourite
Cottage in Madison
4.95 out of 5 average rating, 405 reviews

THE PERFECT HIKING & WINERY COUNTRY RETREAT

AmyRating, 5 stars3 days ago
We stayed 2 weeks and felt right at home. Exactly like pictured and described. Our host met us to welcome and made numerous suggestions to local sites, breweries, wineries and restaurants. Had no problem exploring all of them and then coming back for a relaxing hot tub over looking the mountains. Highly recommend and would like to return again during pool season. Check the guest book for some of our favorite experiences.
Guest favourite
Cottage in Gordonsville
4.84 out of 5 average rating, 153 reviews

Quaint Cottage - Wolftrap Farm (Horse neighbors)

MelindaRating, 5 stars1 week ago
This is a lovely farm with several cottages and homes available for stays. The grounds are spectacular with pastures filled with horses, gorgeous ponds, and amazing landscapes. The servants cottage met our needs perfectly. We stayed for only one night while traveling home to NY after snowbirds a couple months further south. I have family nearby and hope to stop here again in the future for a longer time. The cottage was well kept with a BBQ grill that my husband happily made our dinner on! There was also a portable fire pit that we enjoyed while having our after dinner cocktails. Super responsive and helpful! We highly recommend staying at this farm and can't wait to go back.
Top Guest favourite
Cottage in Boyce
4.98 out of 5 average rating, 103 reviews

Pets? YES! Hot Tub | Fast Wi-Fi | Fire Pit

LornaRating, 5 stars5 days ago
This house is very peaceful and serene and a great escape from DC! The amenities are great and the setup of the house is very cute and charming. It was the perfect place for a girls’ trip and we had a great time.

Pet-friendly cottage rentals

Guest favourite
Cottage in Orange
4.9 out of 5 average rating, 166 reviews

Willie's Place Country Cottage Pets Allowed

JustinRating, 5 stars2 months ago
We truly enjoyed our stay at Willie’s Place! Patti was a great host, she stayed in touch and made sure we knew she was close by if we needed anything. The location was perfect, very quiet and within close driving of all of our points of interest. Orange itself is a wonderful town, plenty to see and do. The house was great for a week stay, perhaps the most comfortable Airbnb bed we’ve ever used. Patti provided very easy instructions for accessing the house and everything was clean and ready for our stay. We highly recommended staying here and will definitely stay again if we come back to the area.
Guest favourite
Cottage in Waynesboro
4.9 out of 5 average rating, 262 reviews

The Copper Cottage - near the Appalachian Trail

RebekahRating, 5 stars3 weeks ago
Hands down one of the coziest Airbnbs I’ve ever stayed in. It was even cuter in person than the photos! The cottage is in what seems to be a rapidly developing part of Waynesboro that will soon have many walkable places to go. Even now, the location cannot be beat since it’s a super short drive to everything in the area. The Airbnb is exactly as described with all of the amenities, including a ton of dog stuff and a very comfortable couch. I would recommend this place to anyone!
Top Guest favourite
Cottage in Orange
4.96 out of 5 average rating, 424 reviews

Private Fenced Yard for Dogs/Horses - 2BR Cottage

SamRating, 5 stars1 month ago
Only stayed one night as we were passing through. Yard was great for our dogs! Hosts were friendly and responsive. Exactly as listed. I would stay here again and recommend to others!
Top Guest favourite
Cottage in Mathias
4.93 out of 5 average rating, 188 reviews

Lost River Dog/Bike friendly 3BR/2BA-large deck

BarryRating, 5 stars5 months ago
This house, which I have stayed at 5 different times, is my-go-to for when I am planning to do hikes at Lost River State Park as it is a 10m drive to the park and only about 5 minute drives to places where I can get food. The home is nice and clean and has a nice deck where I can sit out and drink my noon coffee. And the host is great- accommodated my requests and responded to my questions in a very speedy fashion.
Guest favourite
Cottage in Free Union
4.89 out of 5 average rating, 188 reviews

Charming Country Cottage

RichelleRating, 5 stars4 months ago
The place is cute with the perfect mix of being out in the country yet not too far from everything. The hosts are super responsive and kind.
Top Guest favourite
Cottage in Charlottesville
4.96 out of 5 average rating, 160 reviews

pink cottage @ locust grange

RyanRating, 5 stars2 weeks ago
We just had a quick little 3 night stay. Great location with everything we could ask for. Eli was a fantastic host!
Top Guest favourite
Cottage in Etlan
4.98 out of 5 average rating, 180 reviews

Amy's Place

CherylRating, 5 stars1 month ago
This is our second stay at Amy’s place. Accommodations are very nice and comfortable. Love the privacy and being able to get away from the hustle and bustle of everyday life. Very close to many hiking areas. Looking forward to staying at Amy’s place again.
Guest favourite
Cottage in Crozet
4.98 out of 5 average rating, 146 reviews

The Cottage at Peavine Hollow Farm-No cleaning fee

Thomas SphereRating, 5 stars2 months ago
This was a perfect place for a peaceful getaway. The fireplace was a treat, and we had a very cozy stay. It's hard to add to what other reviewers have already said, but here is one detail: on a winter's night, when the moon is down and the sky is clear, the stars are fantastic! Because there is no nearby light pollution, the view from the deck of the night sky is deep and brilliant.

Private cottage rentals

Guest favourite
Cottage in Afton
4.96 out of 5 average rating, 199 reviews

Private Forest Cottage near Pippin Hill/Wineries

LillianRating, 5 stars3 months ago
It was a lovely, peaceful stay at Wineberry Cottage. My favorite parts of the cottage were the loft where the bed was, along with the nook downstairs in the living area. It is located in a very pretty woods outside the surrounding cities. Perfect for quiet time and relaxation. The host left us pumpkin bread, cider, granola and other treats from the local shops/market. I recommend this property, there is lots of activities to do in the surrounding towns and it’s nice to come back to after a long day. The property was perfect for what we were envisioning out of this trip! Our host was wonderful and responsive!
Top Guest favourite
Cottage in Charlottesville
5 out of 5 average rating, 57 reviews

Exceptional 1 BR Home Close To Cville & Wineries

Pamela WhiteRating, 5 stars4 weeks ago
My husband and I had a wonderful stay at Cynthia's home. The recent remodel made the entire house feel brand new, and everything was spotless. The kitchen had all the essentials we needed for cooking, and we even liked one of the pans so much that we bought the same one! The bed was incredibly comfortable, allowing us to sleep in longer than usual. The living room was the perfect spot to relax after our days of exploring Charlottesville and Richmond. The location was also very convenient, with everything we wanted to do just a short drive away. We're already looking forward to returning in the spring to enjoy the lovely yard!
Guest favourite
Cottage in Stanardsville
4.87 out of 5 average rating, 183 reviews

Shenandoah Skyline Dr/Massanutten/Park/Trails/Wine

AndyRating, 5 stars2 weeks ago
Had a great time. The location was so beautiful. It truly was like a vacation away from the world's busyness to just enjoy nature and a more peaceful cozy version of life. Everywhere we went around the location was super friendly and connected to nature, and the food in the vicinity was amazing. 100% recommend!
Guest favourite
Cottage in Winchester
4.92 out of 5 average rating, 145 reviews

Lockley Cottage at Historic Perry Farm

BarbaraRating, 5 stars2 weeks ago
A great stay. Our dogs loved the property. There were plenty of stores and restaurants within a close driving distance.
Guest favourite
Cottage in Luray
4.93 out of 5 average rating, 103 reviews

Sweet Scenes Cottage

HolliRating, 5 stars2 weeks ago
This was our second year staying and it was just as peaceful and beautiful! The views are wonderful. The house is so cozy. Valerie and Alan are the nicest people and super responsive. Strongly recommend!
Guest favourite
Cottage in Waterford
4.97 out of 5 average rating, 124 reviews

Wheatland Spring Farm + Brewery Cottage House

AmandaRating, 5 stars1 month ago
I recently had the pleasure of staying at an Airbnb located at Wheatland Farm and Brewery, and it was an unforgettable experience! The setting was absolutely picturesque, with sprawling fields and a charming rustic ambiance that made us feel right at home. The accommodations were comfortable and well-appointed, featuring all the amenities we could ask for. The cozy farmhouse vibe made it the perfect retreat from city life.
Superhost
Cottage in Front Royal
4.91 out of 5 average rating, 361 reviews

Mountain View with pond/cottage in front royal VA

KristenRating, 5 stars1 month ago
My husband and I had a great overnight stay! The home was just as described. Very clean and comfortable bed. The muffins were a sweet touch. We would absolutely return!
Superhost
Cottage in Delaplane
4.82 out of 5 average rating, 61 reviews

Wine Country Getaway on 21 Acres

AnnMarieRating, 5 stars3 months ago
Lovely stay! My family met for the Thanksgiving weekend. House was the perfect balance of getaway and close enough to everything we needed. Right next to a winery and even had a herd of sheep come visit! Easy to find, good communication with the host, highly recommend.

Destinations to explore