Wayside Vacation Rentals

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In two weeks
Sep 26 - Sep 28
In two months
Nov 7 - Nov 9
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Dec 5 - Dec 7
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Jan 2 - Jan 4

Vacation Rentals in Wayside

Our top choices for Wayside vacation rentals

Historic Haven in Church Hill
Fridge, microwave, oven, stovetop

Historic Haven in Church Hill

10.0 out of 10, Exceptional, (28)
"Great place, great location!"
$135 nightly
The price is $173
Sep 14 - Sep 15
Total with taxes and fees
Historic Haven in Church Hill
Amazing Private House Rental w/ pool! Richmond, VA
Exterior

Amazing Private House Rental w/ pool! Richmond, VA

9.0 out of 10, Wonderful, (69)
"Enjoyed everything but couldn’t get in the pool.The people that came before us had a party. "
$248 nightly
The price is $317
Sep 10 - Sep 11
Total with taxes and fees
Amazing Private House Rental w/ pool! Richmond, VA
Charming 2-bedroom apartment in marvelous Richmond with AC, WiFi
Terrace/patio

Charming 2-bedroom apartment in marvelous Richmond with AC, WiFi

10.0 out of 10, Exceptional, (4)
"Excellent experience! Nice neighborhood, convenient to RVA attractions but also safe and charming. Great accommodations…we’d stay here again for sure."
Charming 2-bedroom apartment in marvelous Richmond with AC, WiFi
Charming Historic 1-bedroom apartment with WiFi, AC in pleasant Richmond
Smart TV

Charming Historic 1-bedroom apartment with WiFi, AC in pleasant Richmond

10.0 out of 10, Exceptional, (1)
"Lovely property in a great location! House was clean and well-kept, and the back yard/patio was lovely! Enjoyed our stay in Church Hill and will hopefully be back next time we're in RVA. "
Charming Historic 1-bedroom apartment with WiFi, AC in pleasant Richmond
The Studio@ Eanes Drug
Fridge, microwave, oven, stovetop

The Studio@ Eanes Drug

10.0 out of 10, Exceptional, (34)
"We had a great time staying at this studio with our dog. Very clean, any amenity you could want, and amazing location in a beautiful, historic neighborhood. We'd absolutely stay again!"
$130 nightly
The price is $166
Oct 1 - Oct 2
Total with taxes and fees
The Studio@ Eanes Drug
A Warm and Cozy 50' Houseboat in gated, quaint and peaceful marina near the city
Marina

A Warm and Cozy 50' Houseboat in gated, quaint and peaceful marina near the city

9.4 out of 10, Exceptional, (221)
"Very convenient location to Richmond but far enough away to be quiet and cozy. The boat is wonderfully decorated and the view of the river is wonderful. Captain Ron is a lovely and very helpful host!"
$185 nightly
The price is $222
Sep 10 - Sep 11
Total with taxes and fees
A Warm and Cozy 50' Houseboat in gated, quaint and peaceful marina near the city
Vibrant 1-Bedroom Loft with Free Parking and Wifi
Fridge, microwave, oven, stovetop

Vibrant 1-Bedroom Loft with Free Parking and Wifi

9.2 out of 10, Wonderful, (20)
"Clean and comfy. "
Vibrant 1-Bedroom Loft with Free Parking and Wifi
Luxe Modern Escape in Downtown Richmond - 2b2b
Microwave, oven, stovetop, dishwasher

Luxe Modern Escape in Downtown Richmond - 2b2b

$372 nightly
The price is $476
Sep 10 - Sep 11
Total with taxes and fees
Luxe Modern Escape in Downtown Richmond - 2b2b
The Tiny Red Barn on the Reservoir - A Private Oasis Near Williamsburg Virginia
Smart TV, fireplace, books

The Tiny Red Barn on the Reservoir - A Private Oasis Near Williamsburg Virginia

10.0 out of 10, Exceptional, (79)
"This is one of our favorite properties to visit! So beautiful and peaceful! "
The Tiny Red Barn on the Reservoir - A Private Oasis Near Williamsburg Virginia
A Cozy And Classic Hatteras 43' Yacht In One Of The Best James River Locations
Property grounds

A Cozy And Classic Hatteras 43' Yacht In One Of The Best James River Locations

9.6 out of 10, Exceptional, (110)
"Such a cool fun stay. Captain Ron is so friendly and accommodating. Really cool stay for kids!"
$186 nightly
The price is $223
Sep 25 - Sep 26
Total with taxes and fees
A Cozy And Classic Hatteras 43' Yacht In One Of The Best James River Locations
Downtown Living in Richmond's Amazing Shockoe Bottom
Fridge, microwave, oven, stovetop

Downtown Living in Richmond's Amazing Shockoe Bottom

8.6 out of 10, Excellent, (30)
"There where used bandaids on the nightstand when I checked in which left a bad taste in my mouth :/"
$221 nightly
The price is $239
Sep 10 - Sep 11
Total with taxes and fees
Downtown Living in Richmond's Amazing Shockoe Bottom
Stylish Getaway in Downtown Richmond - 1b1b
Microwave, oven, stovetop, dishwasher

Stylish Getaway in Downtown Richmond - 1b1b

4.0 out of 10, (1)
"Was provided parking pass and parked in correct lot. Recd 2 50 parking tickets. Requested assistance from host and was advised they had ceased relationship with parking vendor, albeit was provided parking pass. Was refunded for 1 of 2 ticket. Asked about WiFi PW and advised it was on back of router but may not work due to recent change. Correct - no WiFi. Location was 3 blocks away from what is posted on site. Actual location in a more unsafe area. "
Stylish Getaway in Downtown Richmond - 1b1b
Busch Gardens-Williamsburg-Fishing-Cornhole-Deck-River View- FIRE TABLE!
Sun loungers, beach towels

Busch Gardens-Williamsburg-Fishing-Cornhole-Deck-River View- FIRE TABLE!

9.6 out of 10, Exceptional, (42)
"Older but comfortable. Love the view and the amenities."
Busch Gardens-Williamsburg-Fishing-Cornhole-Deck-River View- FIRE TABLE!
Downtown Living in Historic Richmond Loft
Fridge, microwave, oven, stovetop

Downtown Living in Historic Richmond Loft

8.2 out of 10, Very Good, (58)
"All went as expected and parking overnight in garage across the street was welcomed. "
$264 nightly
The price is $286
Sep 10 - Sep 11
Total with taxes and fees
Downtown Living in Historic Richmond Loft
Contemporary 3-Bedroom Home with Balcony in RVA
Dining

Contemporary 3-Bedroom Home with Balcony in RVA

10.0 out of 10, Exceptional, (18)
"A perfect place for a quiet friend reunion. "
Contemporary 3-Bedroom Home with Balcony in RVA
Charming Manchester Gem with Fenced Backyard & Off-Street Parking
Dining

Charming Manchester Gem with Fenced Backyard & Off-Street Parking

9.8 out of 10, Exceptional, (48)
"We loved Richmond. This VRBO was perfect for the four of us! Easy And no clean up required.open/entering. Comfy beds. Netflix movies at night on the great TV. "
Charming Manchester Gem with Fenced Backyard & Off-Street Parking
The Cozy Rancher | Petersburg | King Bed
4 bedrooms, iron/ironing board, free WiFi, bed sheets

The Cozy Rancher | Petersburg | King Bed

10.0 out of 10, Exceptional, (35)
"House was very clean and beautifully decorated, neighborhood was also quiet. Everything that we needed was in the home and convenient area with food and grocery store close by. Will definitely reserve home again."
$303 nightly
The price is $349
Sep 16 - Sep 17
Total with taxes and fees
The Cozy Rancher | Petersburg | King Bed
Perfect Holiday Retreat Steps from Downtown RVA
Fridge, microwave, oven, stovetop

Perfect Holiday Retreat Steps from Downtown RVA

9.2 out of 10, Wonderful, (10)
"My husband, daughter and I were in Richmond for our son’s graduation.The apartment was perfect for us. It had everything we needed, was very clean and comfortable. Really nice near by restaurants and a vintage market on the weekend. Definitely recommend!"
Perfect Holiday Retreat Steps from Downtown RVA
City Life Richmond, Escape and Relax, Free Parking
Fridge, microwave, oven, stovetop

City Life Richmond, Escape and Relax, Free Parking

9.8 out of 10, Exceptional, (33)
"We had a great time at Luke’s place this weekend. Beautifully decorated and so convenient to everything downtown. Will definitely stay again when we return!"
$485 nightly
The price is $621
Sep 10 - Sep 11
Total with taxes and fees
City Life Richmond, Escape and Relax, Free Parking
NEW LISTING! Hidden Waterfront Luxury Oasis with 9-Acre Pond by RedAwning
TV, fireplace, table tennis, stereo

NEW LISTING! Hidden Waterfront Luxury Oasis with 9-Acre Pond by RedAwning

2.0 star property
10.0 out of 10, Exceptional, (5)
"Beautiful and comfortable home, amazing views and great location for local wineries."
NEW LISTING! Hidden Waterfront Luxury Oasis with 9-Acre Pond by RedAwning
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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Top Wayside Hotel Reviews

Graduate by Hilton Richmond

Graduate by Hilton Richmond

10/10 Excellent
"Loved the attention to detail. Design is functional and entertaining at the same time Staff is amazing. Loved having a coffee bar on site. Valet parking was well structured but expensive. "
Darla 2-night trip
Posted 5 days ago
Graduate by Hilton Richmond

Find out more about Wayside

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 $166 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.

Explore a world of travel with Expedia

Explore a world of travel with Expedia

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?

4-bedroom waterfront homestead near Williamsburg with WiFi, AC. Book now: Visitors like this Wayside vacation home rental. It offers a barbecue grill, a selection of books, and air-conditioning to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

What can I see and do in Wayside?

While exploring the area, visit family-friendly sights like Old Forge Sporting Clays, 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.