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Compare 38 Cottages in Orlean with updated reviews, rates, and availability.

18th Century Stone Cottage minutes from historic Middleburg

10.0 out of 10, Exceptional, (38)
"Very clean, Beautiful Property. Super peaceful. Will come back in the summer to enjoy town summer time activities. "
The price is SAR 1,032
SAR 1,477 total
includes taxes & fees
8 Apr - 9 Apr
18th Century Stone Cottage minutes from historic Middleburg

Historical cottage in the town of Paris

9.8 out of 10, Exceptional, (39)
"We loved our stay at the cottage! Will is a wonderful host!"
Historical cottage in the town of Paris

Riverfront! Shenandoah River! Sleeps 4! New Hot Tub

9.6 out of 10, Exceptional, (10)
"Excellent place to stay. Shelly is an excellent host. Nice location "
The price is SAR 1,341
SAR 1,919 total
includes taxes & fees
5 Apr - 6 Apr
Riverfront! Shenandoah River! Sleeps 4! New Hot Tub

Cozy Rixeyville Cottage w/ Deck, Grill, & Stabling

9.2 out of 10, Wonderful, (45)
"We enjoyed our visit with family in the area. The farm was a quiet place away from town. House worked well for us :)"
Cozy Rixeyville Cottage w/ Deck, Grill, & Stabling

Chic Front Royal Retreat Near Shenandoah River!

3.0 star property
10.0 out of 10, Exceptional, (5)
"Nice place near skyline drive"
Chic Front Royal Retreat Near Shenandoah River!

Cozy Virginia Vacation Rental w/ Seasonal Pool!

10.0 out of 10, Exceptional, (16)
"I have never felt more welcomed at a VRBO. Our host, Linny, goes out of her way to make you feel at home. From the excellent communication starting from the reservation and continuing throughout the stay to farm fresh eggs, orange juice, muffins, and wine awaiting our arrival. I highly recommend this VRBO and will definitely making another reservation here soon."
Cozy Virginia Vacation Rental w/ Seasonal Pool!

Country Elegance overlooking the Shenandoah River

10.0 out of 10, Exceptional, (104)
"It is truly a four-season view! The home has plenty of space and is nestled over the river perfectly. The owners/property managers were responsive, kind and accommodating. Highly recommend for anyone and everyone!"
Country Elegance overlooking the Shenandoah River

Hunt Country cottage in Upperville!

10.0 out of 10, Exceptional, (14)
"My partner and I stayed over christmas in what was the perfect cottage. If you want to believe that you're in some tiny small town america during christmas, this is the perfect place to be. It was by far the most peaceful and relaxing christmas.I've had in a long time. The stove is wonderful and makes me want to upgrade mine at my own house and the rest of the appliances are also amazing. Ten out of ten, we'll be staying again."
Hunt Country cottage in Upperville!

Alpacas & The Stars at night. Private Retreat. Fun & Peace

10.0 out of 10, Exceptional, (44)
"Incredibly comfortable and peaceful. Surrounded by animals of all kinds and great hiking on the property."
Alpacas & The Stars at night. Private Retreat. Fun & Peace

Romantic Cottage with Private Hot Tub

9.8 out of 10, Exceptional, (66)
"My husband and I loved our stay at the cottage. First, we arrived after dark entrance into the cottage was easy. When entered the cottage it was truly magical. There was a beautiful Christmas tree. The large beautiful king size bed was decorated for Christmas and the bed was very comfortable. The cottage was warm and comfortable. The scenery was both pristine and fun. We felt as if we were alone on this beautiful piece of land. There were animals in pens that we enjoyed watching goats, a pig and...
Romantic Cottage with Private Hot Tub

Cottage Getaway for Two with Private Hot Tub

9.8 out of 10, Exceptional, (49)
"We booked this cabin as a last minute trip to hike old rag and also bring our pup along and it was more than I could've imagined!! Have stayed in this area before and this place knocked all others out of the park we will definitely be back!"
Cottage Getaway for Two with Private Hot Tub

Spectacular Cottage with Shenandoah River Views

10.0 out of 10, Exceptional, (206)
"Overall this was a great place for a getaway with my husband! The cottage is very well done. It's incredibly clean, well stocked, and the furnishings and supplies are quite nice. The view is absolutely gorgeous and very peaceful. The "downsides" were that a bridge is under construction until late 2025 in the area so it takes longer to get to any stores. The last 5 minutes to the property are complete gravel roads and the very last part is a little steep. It's secluded but there is a house next...
Spectacular Cottage with Shenandoah River Views

Weekend getaway short distance from DC/Northern Virginia

10.0 out of 10, Exceptional, (84)
"The stars at night at stunning. And the sunrise was breath taking as well. The dogs, my husband, and I enjoyed every moment! It was so nice to let them run off lead. I think they’ll be sleeping soundly well into the new year. "
Weekend getaway short distance from DC/Northern Virginia

Beautiful Cottage on a Lavender Farm in the Blue Ridge Mountains

10.0 out of 10, Exceptional, (30)
"The listing is exactly as pictured. It is such a whimsical and comfy place to stay! The mountains are visible from the back porch, so I would sit outside with some tea in the morning and enjoy the sunrise! The little details around the property make it so enchanting! The host was also amazing! I had a couple questions during my stay, and the host was quick to reply and very kind. Everything I could have needed was available from bug spray and cleaning supplies to board games and coffee. The...
Beautiful Cottage on a Lavender Farm in the Blue Ridge Mountains

Cozy Virginia Vacation Rental w/ Seasonal Pool!

3.0 star property
10.0 out of 10, Exceptional, (1)
"Was looking for last minute property and found a gem. Private and secluded. Wonderful owners. Will definitely be back. "
Cozy Virginia Vacation Rental w/ Seasonal Pool!

Front Royal Retreat ~ 1 Mi to National Park!

3.0 star property
Front Royal Retreat ~ 1 Mi to National Park!

Home w/ Hot Tub Near Shenandoah Nat'l Park!

3.0 star property
Home w/ Hot Tub Near Shenandoah Nat'l Park!

Cozy Rixeyville Cottage w/ Deck, Grill, & Stabling

3.0 star property
Cozy Rixeyville Cottage w/ Deck, Grill, & Stabling

Front Royal Hilltop Cabin w/ Panoramic Views!

3.0 star property
Front Royal Hilltop Cabin w/ Panoramic Views!

Modern Mountain Retreat w/ Deck + Hot Tub!

3.0 star property
Modern Mountain Retreat w/ Deck + Hot Tub!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other property types in Orlean

Whiskey Hill Cabin a Mountain escape in Virginia Wine country.

10.0 out of 10, Exceptional, (83)
"Loved it "
Whiskey Hill Cabin a Mountain escape in Virginia Wine country.

Log Cabin with a spectacular view of the Shenandoah River and the Massanutten Mo

9.6 out of 10, Exceptional, (305)
"Beautiful view from a very clean and cozy cabin. The only negative point - the website description is not fully accurate - the VRBO website states it sleeps 6 but it only sleeps 4 unless you are a couch sleeper. Loved the leads left for the dogs which made for a secure and relaxing night by the fire. Property owner was very responsive! Great stay :)"
Log Cabin with a spectacular view of the Shenandoah River and the Massanutten Mo

Authentic Mountain Log Cabin Perched On A Cliff Side Above The Shenandoah River

9.6 out of 10, Exceptional, (346)
"We enjoyed every moment. Communication with the owner was fantastic. We will recommend the cabin to friends and family"
Authentic Mountain Log Cabin Perched On A Cliff Side Above The Shenandoah River
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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