Riverheads Vacation Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Riverheads vacation rentals

Beautiful 3-bedroom house with AC in charming Middlebrook

Beautiful 3-bedroom house with AC in charming Middlebrook
Middlebrook
The price is CA $253
CA $452 total
includes taxes & fees
May 25 - May 26
Beautiful 3-bedroom house with AC in charming Middlebrook

Affordable Suites of America Waynesboro

Affordable Suites of America Waynesboro
2.5 star property
Waynesboro
9.2 out of 10, Wonderful, (58 reviews)
"Very good value, would definitely stay again"
United States
Frank
The price is CA $109
CA $121 total
includes taxes & fees
May 27 - May 28
Affordable Suites of America Waynesboro

Brand new serene luxury cottage just off the Brew Ridge Trail

Brand new serene luxury cottage just off the Brew Ridge Trail
Afton
9.8 out of 10, Exceptional, (8 reviews)
"The property was very clean and awesome! It met the needs of our 2 day stay with our pets. We would stay again!"
United States
Joni K.
The price is CA $103
CA $247 total
includes taxes & fees
Jun 9 - Jun 10
Brand new serene luxury cottage just off the Brew Ridge Trail

Valley Extended Suites

Valley Extended Suites
3.0 star property
Fishersville
9.0 out of 10, Wonderful, (236 reviews)
"Stay here 2 times a year, and doesn’t disappoint."
United States
Kate
The price is CA $144
CA $161 total
includes taxes & fees
Jun 10 - Jun 11
Valley Extended Suites

Love Ridge Mountain Lodging

Love Ridge Mountain Lodging
3.0 star property
Lyndhurst
10.0 out of 10, Exceptional, (17 reviews)
"Very quiet and peaceful stay. "
United States
Timika
The price is CA $201
CA $308 total
includes taxes & fees
Jun 3 - Jun 4
Love Ridge Mountain Lodging

On farm cottage with mountain views.

On farm cottage with mountain views.
Bridgewater
10.0 out of 10, Exceptional, (63 reviews)
"An amazing gem in the countryside!"
United States
Rob C.
The price is CA $155
CA $249 total
includes taxes & fees
May 27 - May 28
On farm cottage with mountain views.

Where the Trail Ends

Where the Trail Ends
Wintergreen Resort
9.8 out of 10, Exceptional, (50 reviews)
"Very good host, good with communication! Nice clean place to stay and close to a lot of the places we were wanting to go!"
United States
Meredith T.
The price is CA $130
CA $325 total
includes taxes & fees
May 26 - May 27
Where the Trail Ends

Whimsical Creekside Cabin

Whimsical Creekside Cabin
Vesuvius
10.0 out of 10, Exceptional, (59 reviews)
"The place & everything was great!"
United States
Major G.
The price is CA $137
CA $307 total
includes taxes & fees
May 28 - May 29
Whimsical Creekside Cabin

New construction! 1 BD/2 BA Top of Wintergreen mountain. Sleeps 4, pet-friendly

New construction! 1 BD/2 BA Top of Wintergreen mountain. Sleeps 4, pet-friendly
Roseland
9.6 out of 10, Exceptional, (154 reviews)
"Very clean and pet-friendly "
United States
Heston
The price is CA $152
CA $339 total
includes taxes & fees
Jun 7 - Jun 8
New construction! 1 BD/2 BA Top of Wintergreen mountain. Sleeps 4, pet-friendly

New cabin 1 mile from Blue Ridge Parkway. Minutes from Appalachian Trail

New cabin 1 mile from Blue Ridge Parkway. Minutes from Appalachian Trail
Montebello
9.4 out of 10, Exceptional, (10 reviews)
"The property was very clean and located on scenic property. The owner provided many extra perks such as firewood, fire pit, grill, cooking materials, and several toiletries! Would definitely recommend this location to anyone!"
United States
Donna
The price is CA $200
CA $316 total
includes taxes & fees
May 31 - Jun 1
New cabin 1 mile from Blue Ridge Parkway. Minutes from Appalachian Trail

Stay in Crozet Train Suite in Downtown Crozet

Stay in Crozet Train Suite in Downtown Crozet
Crozet
10.0 out of 10, Exceptional, (70 reviews)
"The apartment was beautifully decorated and immaculately clean. It was close to everything we intended to get to and we appreciated how easy it was to check in and check out. It was so comfortable and homey. "
United States
Natalie
The price is CA $207
CA $340 total
includes taxes & fees
May 25 - May 26
Stay in Crozet Train Suite in Downtown Crozet

The Cottage @ Afton Mountain- Close to Wineries!

The Cottage @ Afton Mountain- Close to Wineries!
Afton
10.0 out of 10, Exceptional, (26 reviews)
"Clean property, spacious kitchen, accurate description, the laundry in the property added to the convenience. It was pleasant to stay in the property. Just make sure to get in touch with the host the night before check in or few hours before, because they might not respond back right away and the key to the property is a bit tricky."
United States
Caroline
The price is CA $200
CA $444 total
includes taxes & fees
Jun 3 - Jun 4
The Cottage @ Afton Mountain- Close to Wineries!

Cozy Mountain Cabin Nelson 151 near Bold Rock Cidery and DB Brewery

Cozy Mountain Cabin Nelson 151 near Bold Rock Cidery and DB Brewery
Roseland
10.0 out of 10, Exceptional, (103 reviews)
"This place is such a gem. Stunning property, clean, and comfortable. You can tell the hosts take a lot of pride in this place. Loved it. "
United States
Warren
The price is CA $179
CA $271 total
includes taxes & fees
Jun 10 - Jun 11
Cozy Mountain Cabin Nelson 151 near Bold Rock Cidery and DB Brewery

New Blue RIdge Mountains Montebello, Virginia with stary stary skies

New Blue RIdge Mountains Montebello, Virginia with stary stary skies
Montebello
10.0 out of 10, Exceptional, (20 reviews)
"Beautiful cabin in a lovely setting. Already planning another visit during warmer weather so we can take advantage of all the nearby outdoor activities."
United States
Michael C.
The price is CA $200
CA $316 total
includes taxes & fees
May 31 - Jun 1
New Blue RIdge Mountains Montebello, Virginia with stary stary skies

Laurelwood Hollow: Walk to Ski & Swim

Laurelwood Hollow: Walk to Ski & Swim
Wintergreen Resort
10.0 out of 10, Exceptional, (8 reviews)
"Great location, everything we needed. Great hosts"
United States
Natalie A.
The price is CA $131
CA $386 total
includes taxes & fees
Jun 4 - Jun 5
Laurelwood Hollow: Walk to Ski & Swim

Historic Bungalow 30 minutes from Wintergreen

Historic Bungalow 30 minutes from Wintergreen
Roseland
10.0 out of 10, Exceptional, (16 reviews)
"Great stay! Thank you!"
United States
Lauren
The price is CA $186
CA $415 total
includes taxes & fees
May 24 - May 25
Historic Bungalow 30 minutes from Wintergreen

The Serendipity Suite

The Serendipity Suite
2.0 star property
Staunton
10.0 out of 10, Exceptional, (7 reviews)
"We loved staying at the Serendipity Suite in beautiful Staunton! It's a lovely apartment and our hosts made us feel so comfortable with all of the little thoughtful extras."
United States
Patricia
The price is CA $123
CA $245 total
includes taxes & fees
Jun 8 - Jun 9
The Serendipity Suite

5 minutes to Blue Ridge Parkway, Crabtree Falls, hiking, wineries, breweries

5 minutes to Blue Ridge Parkway, Crabtree Falls, hiking, wineries, breweries
Montebello
9.8 out of 10, Exceptional, (19 reviews)
"Heat works great. Very pet friendly. "
United States
Barbara L.
The price is CA $200
CA $319 total
includes taxes & fees
May 25 - May 26
5 minutes to Blue Ridge Parkway, Crabtree Falls, hiking, wineries, breweries

NEW! Cheerful 2 bd bungalow with hot tub. Must see!

NEW! Cheerful 2 bd bungalow with hot tub. Must see!
Waynesboro
9.8 out of 10, Exceptional, (56 reviews)
"Our host did a great job!! She thought of everything to make your stay enjoyable. We will definitely be returning."
United States
Cora S.
NEW! Cheerful 2 bd bungalow with hot tub. Must see!

2br/2ba: Million Dollar View from Luxury Condo on the Ridge.

2br/2ba: Million Dollar View from Luxury Condo on the Ridge.
Roseland
9.0 out of 10, Wonderful, (323 reviews)
"We enjoyed our time at the stay. "
United States
michael b.
The price is CA $143
CA $347 total
includes taxes & fees
Jun 10 - Jun 11
2br/2ba: Million Dollar View from Luxury Condo on the Ridge.
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Riverheads Hotel Reviews

Find out more about Riverheads

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Riverheads. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.