Vacation rentals in Fairplay

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Top-rated vacation rentals in Fairplay

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite

Place to stay in Berkeley Springs

5 out of 5 average rating, 45 reviews

Unique A Frame - Hot Tub, Fire Pit, Cold Plunge

AlineRating, 5 stars1 week ago

This is a dream place. Everything was well designed with good taste on appliances, decor, furnitures, linens… You have the feeling of being in a magazine model house. You have everything you need and more! I stayed in contact with Danielle who didn’t measured efforts to quickly give any extra support that we needed. Thank you! The window view was stunning, the bathtub well cleaned, and all the kitchen utensils in great condition. We will definitely come back!

Guest favorite

Chalet in Mercersburg

4.94 out of 5 average rating, 112 reviews

Amazing Whitetail Ski Holiday and Mountain Retreat

AndreaRating, 5 stars1 month ago

This is an excellent home for staying near the slopes! The beds were super comfortable, the welcome basket, kid friendly amenities, and provided essentials were very much appreciated. We would love to stay here again.

Guest favorite

Cottage in Leesburg

4.92 out of 5 average rating, 402 reviews

Romantic Stone Cottage Circa 1869-75 acres to Hike

JulieRating, 5 stars1 week ago

This was a cozy, private place to stay - just as advertised. Convenient location to get to the wineries and hiking trails. Would definitely stay again. Also, this place allows pets but you'd never know upon check in. Not a single strand of dog hair to be found, which was impressive!

Superhost

Guesthouse in Middletown

4.9 out of 5 average rating, 39 reviews

Riverfront Oasis with Mountain Views, Near Town

KimberlyRating, 5 stars1 week ago

Loved our stay! We were here from DC mainly to hike and relax and the space was perfect for both! Location is close to the north entrance of Shenandoah National Park which was wonderful. We cooked most meals in the unit and it was well equipped for basic meals. Beds were comfy, AC/heaters worked great, and the views were spectacular. Host was lovely and quick to respond. Would definitely stay again!

Superhost

Cabin in Berkeley Springs

4.87 out of 5 average rating, 159 reviews

Magical quiet cabin nestled in the woods

HeatherRating, 5 stars1 month ago

We loved the home and thoroughly enjoyed our stay. Aram was very responsive. There are lovely bird feeders on the deck that can be filled with provided birdseed and we observed many beautiful birds attending the feeders! The kitchen has everything you'll need and was clean and spacious. The firepit was peaceful and there is a path to do a 5-8 minute hike that starts right out the back door and goes around their property to observe nature. We visited the Himalayan Salt Cave in town and found it very relaxing and unique! There are many unique and fun shops to visit for souvenirs and other gifts. The only drawback we noted about the entire stay was having to drive 12-15 minutes to get out to the main road if we needed to run out to grab something - but that was listed in the property description, so we tried to plan ahead and get everything we needed in advance to avoid side trips.

Top guest favorite

Guest suite in Harpers Ferry

4.98 out of 5 average rating, 109 reviews

Tequila Sunset, Harpers Ferry. Entire first floor!

Marissa MarieRating, 5 stars2 weeks ago

we stayed at Alisons place for a girl's weekend. It was beautiful! the pictures are exactly how the place looks, decorated nicely and very very clean. the host communicated very well and quickly, even had alot of recommendations for food and things to do. highly recommend staying here!

Top guest favorite

Cottage in Capon Bridge

5 out of 5 average rating, 26 reviews

*New* River Front Retreat *HotTub-FirePit-Kayak*

AllisonRating, 5 starstoday

We loved our stay at Hummingbird Hideaway. The easy river access from the backyard is the best part. The yard is awesome for playing with the dog (or kids) and the property has so many amenities not even mentioned in the listing. We loved the locking gate on the deck to keep our dog contained. The home itself is very clean and well organized. It also had so many details we rarely see at other homes we have rented, such as extra hooks in all the places you'd need them (front door, restrooms, hot tub area, shower, etc), toiletries, extra soft throw blankets and pillows, and a welcome pack of snacks/treats/toys for both humans and dogs! The kitchen is very well equipped as well. The (very friendly) neighbors are within shouting distance but the property is spacious. Although the house isn't secluded it still feels private & cozy. Stephanie was an excellent host. Very friendly, proactive and accommodating. We're already planning a (longer) future visit!

Top guest favorite

Home in Sabillasville

4.93 out of 5 average rating, 114 reviews

Stoney Spring Overlook

DanielleRating, 5 stars3 weeks ago

We stayed at this property the weekend of our wedding and it was perfect! The house and surrounding area were absolutely BEAUTIFUL!!! It was clean and stocked well with supplies. All the amenities listed were present and functioned well. Jeanne was a wonderful host! She was very responsive and made us feel right at home! We couldn't recommend this Airbnb more and can’t wait to visit again!

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What guests are saying

Cozy Retreat - Walk to Hunters Head Tavern

4.98 out of 5 average rating, 43 reviews4 months ago

Excellent stay at a super reasonable price for the area over the Thanksgiving holiday. Very cozy, super comfortable and clean, and walkable to shops and restaurants in Upperville. Only a short drive to Middleburg. Highly recommend and would stay again!

Cottage in Upperville

What guests are saying

Shenandoah Escape, Hot Tub, Kid-Friendly, Hiking

5 out of 5 average rating, 34 reviews6 days ago

Our family of four had a wonderful time at Ana's home in Front Royal. We were looking for a place with above-average amenities, close proximity to Shenandoah National Park, and a bit of privacy — this home delivered all of that and more. From the comfy beds and well-appointed kitchen to the lovely porch we enjoyed throughout the day, the home met all of our needs. We even took a day trip to visit Monticello and the UVA campus, which were both easily accessible from the house. If we return to the area, this is definitely where we’d stay again.

Cottage in Front Royal

What guests are saying

Lake Front 5 Bedrm Home, by Liberty Mt Ski Resort

4.98 out of 5 average rating, 65 reviews2 months ago

This was the second time we stayed at this house for a family gathering. As it was 2 years ago, this was a great place to enjoy a winter weekend. The house is easy to get to, very clean, with comfortable beds and linens. The kitchen was easy to get around, and the fire pit outside near the lake was great for us. All in all, a 5 out of 5 for all of us, and we'll definitely come back.

Home in Fairfield

What guests are saying

Ventura Cottage: 360-views/HotTub/4 acres/Gym

5 out of 5 average rating, 17 reviews3 weeks ago

Everything was top notch, pictures don't do the location justice. The ambiance is peaceful quiet fresh air beautiful views, the house is as listed and more, You get what you paid for. Leena is an amazing person very responsive and very hospitable. Don't think twice just book you will not be disappointed.

Guesthouse in Stephens City

What guests are saying

Romantic Cabin Retreat | King Bed, Pet-Friendly

5 out of 5 average rating, 36 reviews2 weeks ago

This cabin is the perfect spot for a retreat in the woods while still within a 15 minute drive to a lovely, vibrant main street with shops and restaurants. Richard and Rebecca are excellent hosts who are as warm as they are proactive and responsive! Can’t recommend this place enough.

Cabin in Berkeley Springs

What guests are saying

Veda Vista-Closed Patio-EV Charger-Fireplace

4.93 out of 5 average rating, 14 reviews3 months ago

This home was in a beautiful location. we enjoyed the home and felt very comfortable there. Krina did allow us to check in a couple of hours early which made the logistics of our stay much easier for us. we definitely would stay there again on our next visit. Robert Spencer

Home in Harpers Ferry

What guests are saying

Lux Family Xcape with HotTub, Fireplace, Deck, BBQ

4.95 out of 5 average rating, 86 reviews2 weeks ago

This place was just perfect for my friends and I to relax and getaway for my birthday! The furnishings and decor made us feel at home. The neighborhood was tranquil and a couple minutes to the supermarket which was convenient. We can’t wait to book Melissa’s place again in the future. She was a wonderful host!

Home in Silver Spring

What guests are saying

Enlightenment, Mountain View

4.98 out of 5 average rating, 44 reviews6 months ago

Another peaceful stay for a solo meditation retreat! Su, Sy, and Philip are always responsive and make sure visitors have a great stay. The cabin was very clean and spacious, and I enjoyed spending time on the front porch watching all the local wildlife. I'll be back again!

Cabin in Augusta

What guests are saying

The Pond Cottage- Fantasy Getaway with a Waterfall

4.94 out of 5 average rating, 79 reviews1 month ago

Karma is real, so I must share this true GEM with the world. This was a bday getaway for my wife and I with our pup. I WIN BEST Husband of the Year because of Frank's Pond Cottage. I gave her the gift of her very own waterfall.. Beautiful luxury in hidden away by the Shenandoah. We were able to UberEats while also having an Uber take us to Element. Great food. Frank and team recommended horseback riding, did that too, MUST DO SO! We will be back and already have plans for next trip. Run DON'T WALK to spend time at this wonderful retreat.

Bungalow in Front Royal

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Popular amenities for Fairplay vacation rentals

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Other great vacation rentals in Fairplay

Guest favorite

Apartment in Georgetown

4.88 out of 5 average rating, 116 reviews

Cozy Modern Apt. In G-Town

EdwardRating, 5 stars1 week ago

Everything was great. Place looked as advertised. Only downside was the on your own parking combined with arriving late in the evening was not ideal.

Top guest favorite

Home in Gettysburg

4.96 out of 5 average rating, 113 reviews

East Cavalry Red House

ChrisRating, 5 stars1 month ago

Jeff was an amazing host, very responsive to any questions we had during our trip. House was in beautiful condition, and was conveniently located to anything in Gettysburg. We will definitely look to stay here again for our next trip to the area!!

Guest favorite

Cabin in Berkeley Springs

5 out of 5 average rating, 24 reviews

Gorgeous Log Chalet/Cabin with Hot Tub

ScottRating, 5 stars6 months ago

Great stay at a wonderful cabin nestled back into the woods. Well furnished and maintained with a phenomenal deck and screened patio.

Superhost

Home in Germantown

4.8 out of 5 average rating, 54 reviews

Sophia’s victorian

Simrnjit KaurRating, 5 stars1 week ago

Perfect place for our stay in Germantown. Very cozy and the kitchen was fully stocked with cookware. Plenty of rooms for everyone to have their own space and also the family room was big enough for everyone to hang out together.

Top guest favorite

Home in Gardners

5 out of 5 average rating, 48 reviews

Mountainside Hideaway - Hot Tub - Secluded

WeeliRating, 5 stars1 week ago

it was even better than the pictures and the outdoor was updated compared to the pictures. Our families enjoyed this beautiful private home just to ourselves and it was very peaceful.

Top guest favorite

Tiny home in Springfield

5 out of 5 average rating, 9 reviews

Mt. View Escape (Dreammore) (Sping Savings)

Burdiuss JoshuaRating, 5 stars1 month ago

beautiful location with extremely clean accommodations. highly recommend staying here. we will be back.

Guest favorite

Home in Smithsburg

4.95 out of 5 average rating, 140 reviews

The Great Escape Lodge ~ Exquisite Mountain Views

JenniferRating, 5 stars4 days ago

Heather’s place was beautiful and welcoming. The location is stellar! It was clean and welcoming and we felt right at home! I highly recommend this place if you are visiting the area.

Top guest favorite

Apartment in Silver Spring

4.95 out of 5 average rating, 101 reviews

La Casa Maya

AnitaRating, 5 stars4 weeks ago

I would give Jose 10 stars if possible. This is probably the nicest and cleanest Airbnb we have ever had in the DC area. Jose is a superb communicator. The water is hot, beds are super comfy, internet fast, apartment quiet and immaculately clean. Couldn't ask for more. Recommend most highly.

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Vacation rentals in Fairplay

Top-rated vacation rentals in Fairplay

Cozy Retreat - Walk to Hunters Head Tavern

Shenandoah Escape, Hot Tub, Kid-Friendly, Hiking

Lake Front 5 Bedrm Home, by Liberty Mt Ski Resort

Ventura Cottage: 360-views/HotTub/4 acres/Gym

Cozy Mountain Cottage Perfect for Friends & Family

Romantic Cabin Retreat | King Bed, Pet-Friendly

Veda Vista-Closed Patio-EV Charger-Fireplace

Lux Family Xcape with HotTub, Fireplace, Deck, BBQ

Enlightenment, Mountain View

The Pond Cottage- Fantasy Getaway with a Waterfall

Cozy, renovated Ski & Hiking Getaway - Whitetail

Forbes Rental House

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