Wayside Vacation Rentals

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals
  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings
  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

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

Our top choices for Wayside vacation rentals

10.0 out of 10, Exceptional, (13 reviews)
"We only stayed one night, but we will look to stay again."
United States
Jim J.
$161 nightly
The price is $173
Apr 1 - Apr 2
Total with taxes and fees
Charming 2-bedroom home, with lake access, in the Richmond metro area.

Vacation Home in New Kent

Red Juniper Retreat
10.0 out of 10, Exceptional, (25 reviews)
"Excellent!"
United States
H
$518 nightly
The price is $559
Mar 15 - Mar 16
Total with taxes and fees
Red Juniper Retreat
3.0 star property
$358 nightly
The price is $408
Mar 31 - Apr 1
Total with taxes and fees
8 Mi to Vcu: City Explorer's Base in Richmond

Houseboat in Richmond

Cookie B
3.0 star property
9.6 out of 10, Exceptional, (8 reviews)
"Was fantastic. Watching the sunrise was so memorable, captain ron was so friendly and stayed in communication well. will visit again. "
United States
Reshelle
$263 nightly
The price is $299
Mar 13 - Mar 14
Total with taxes and fees
Cookie B

Apartment in Church Hill

The Studio@ Eanes Drug
10.0 out of 10, Exceptional, (63 reviews)
"Room was wonderful, very clean & cozy. Great location!"
United States
Kirk
$150 nightly
The price is $171
Mar 15 - Mar 16
Total with taxes and fees
The Studio@ Eanes Drug

Vacation Home in Downtown Richmond

Spacious Duplex, Near VCU, 5 Free Parking, Fenced
10.0 out of 10, Exceptional, (5 reviews)
"Great place and a great host! Would stay there again!"
United States
Paul M.
$997 nightly
The price is $1,137
Mar 17 - Mar 18
Total with taxes and fees
Spacious Duplex, Near VCU, 5 Free Parking, Fenced

Vacation Home in Southern Barton Heights

Charming Getaway in the Heart of RVA-No Cleaning Fee
10.0 out of 10, Exceptional, (2 reviews)
"House was perfect. "
United States
Sovi T.
$539 nightly
The price is $616
Mar 15 - Mar 16
Total with taxes and fees
Charming Getaway in the Heart of RVA-No Cleaning Fee
9.4 out of 10, Exceptional, (229 reviews)
"Beautiful setting and comfortable accommodations. "
United States
deirdre b.
$185 nightly
The price is $211
Mar 16 - Mar 17
Total with taxes and fees
A Warm and Cozy 50' Houseboat in gated, quaint and peaceful marina near the city
9.6 out of 10, Exceptional, (114 reviews)
"Ron was a generous and gracious host in greeting us and showing us around."
United States
Roger C.
$188 nightly
The price is $215
Mar 15 - Mar 16
Total with taxes and fees
A Cozy And Classic Hatteras 43' Yacht In One Of The Best James River Locations
10.0 out of 10, Exceptional, (6 reviews)
"Great property. Great host. "
United States
Noah H.
$513 nightly
The price is $586
Mar 15 - Mar 16
Total with taxes and fees
Modern 3-bedroom 3 bathroom Retreat

Vacation Home in Northern Barton Heights

Backyard Fire-Pit, Modern, Roomy, 7 Min Downtown
9.6 out of 10, Exceptional, (15 reviews)
"I loved 100 recommended "
United States
Milton O.
$343 nightly
The price is $392
Mar 26 - Mar 27
Total with taxes and fees
Backyard Fire-Pit, Modern, Roomy, 7 Min Downtown
10.0 out of 10, Exceptional, (4 reviews)
"Such a fun place to stay! Room is nicely decorated. Easy check in/check out. Never stayed in this part of RVA before. We will definitely stay here again!"
United States
Teresa M.
$180 nightly
The price is $206
Mar 16 - Mar 17
Total with taxes and fees
Colorful private guesthouse in charming Richmond with Parking

Vacation Home in Downtown Richmond

Richmond Gem, Free Parking, Quiet, Fenced,Walkable
10.0 out of 10, Exceptional, (16 reviews)
"Great space, easy and seamless check in and stay!"
United States
Tim R.
$438 nightly
The price is $499
Mar 15 - Mar 16
Total with taxes and fees
Richmond Gem, Free Parking, Quiet, Fenced,Walkable
$178 nightly
The price is $204
Mar 15 - Mar 16
Total with taxes and fees
Spacious Private 2BR Retreat – Kitchen, Living Room & Private Bath”

Apartment in Church Hill

Historic Haven in Church Hill
10.0 out of 10, Exceptional, (58 reviews)
"Excellent accommodations!Great walkable location near local cafes & restaurants with a friendly neighborhood vibe."
United States
Patricia N.
$150 nightly
The price is $171
Apr 1 - Apr 2
Total with taxes and fees
Historic Haven in Church Hill

Vacation Home in Prince George

Luxury Stay! 10 min away from Fort Lee.
8.2 out of 10, Very Good, (13 reviews)
"The location was excellent as it was central to a lot of places. Raymond was very quick to respond whenever I reached out. Accessing the house was easy. Very quiet neighborhood, besides the fact that everyone speeds on the street that runs along side of the house in case you have children with you. "
United States
Cindy M.
$260 nightly
The price is $291
Mar 22 - Mar 23
Total with taxes and fees
Luxury Stay! 10 min away from Fort Lee.

Vacation Home in Fan District

Cupid's Hideout
$289 nightly
The price is $330
Mar 15 - Mar 16
Total with taxes and fees
Cupid's Hideout
9.8 out of 10, Exceptional, (39 reviews)
"Lovely place, super comfortable beds, roomy, very clean and classy. Luke was very responsive and helpful and even showed up in person to make sure everything was okay. The back space was so nice with the fire pit! Although the fire did run out of fuel after about 20 minutes. Also we love the neighborhood, it's very close to where we went to high school, the beautiful and historic Maggie Walker building. We would definitely come here again."
United States
Elizabeth S.
$488 nightly
The price is $558
Mar 15 - Mar 16
Total with taxes and fees
City Life Richmond, Escape and Relax, Free Parking
10.0 out of 10, Exceptional, (4 reviews)
"Had a great stay while fishing the james river. "
United States
Travis D.
$120 nightly
The price is $138
Mar 15 - Mar 16
Total with taxes and fees
Charming 1-bedroom apartment in Mechanicsville
9.8 out of 10, Exceptional, (74 reviews)
"Loved the apartment, great setup in a historic building in RVA with great restaurants in walking distance. "
United States
David Y.
Heart of the Arts District Penthouse - West Broad VCU MCV Prime Downtown!
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.

The Annual Vacation Sale

Members save up to 40% on hotels and homes. Plan this year’s big trip and save.
Save an average of 15% on thousands of hotels when you're signed in

Top Wayside Hotel Reviews

Find out more about Wayside

Everything you need to know about Wayside vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Wayside vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Wayside vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Wayside vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Wayside. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Wayside in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $171 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Wayside rentals

At Expedia, we put the best Wayside vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Wayside rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Wayside vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Wayside. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently asked questions

Are there vacation rentals in Wayside?

Yes, we give you a choice of vacation rentals near top local attractions in Wayside, or you can select a more secluded option if you're looking for relaxation.

What are some of the best vacation rentals in Wayside?

Backyard Fire-Pit, Modern, Roomy, 7 Min Downtown: Visitors like this Wayside vacation home rental. It is equipped with a patio, air-conditioning, and laundry facilities to help you feel comfortable during your stay.

What can I see and do in Wayside?

While exploring the area, visit family-friendly sights like Swaders Sports Park, or get outside and enjoy nature at Dorey Park. Beacon Theatre and The Barns of Kanak are a couple of places you'll find in the larger area.

What are vacation rentals like in Wayside?

Vacation rentals are private accommodations you can stay in for several days or longer in Wayside. Vacation rentals offer amenities such as patios, hot tubs, and fire pits so you'll be comfy for your stay. If you're concerned about a sanitized environment, a vacation rental can provide a sense of security away from public hotel elevators and bustling concierge desks while still allowing you the excitement and enjoyment of travel. You'll also get more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a great choice for family gatherings.