Wayside Vacation Rentals

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Vacation Rentals in Wayside

Outdoor dining
Charming 2-bedroom home, with lake access, in the Richmond metro area.

Charming 2-bedroom home, with lake access, in the Richmond metro area.

Quinton
10.0 out of 10, Exceptional, (7)
$136 nightly
The price is $147
Nov 17 - Nov 18
Total with taxes and fees
Charming 2-bedroom home, with lake access, in the Richmond metro area.
Dock
Cookie B

Cookie B

3.0 star property
Richmond
9.6 out of 10, Exceptional, (7)
"Was fantastic. Watching the sunrise was so memorable, captain ron was so friendly and stayed in communication well. will visit again. "
United States
Reshelle
$174 nightly
The price is $198
Nov 19 - Nov 20
Total with taxes and fees
Cookie B
Property grounds
A Cozy And Classic Hatteras 43' Yacht In One Of The Best James River Locations

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

Richmond
9.6 out of 10, Exceptional, (112)
"Thank you for an amazing and peaceful experience "
United States
Jam 4.
$186 nightly
The price is $223
Nov 16 - Nov 17
Total with taxes and fees
A Cozy And Classic Hatteras 43' Yacht In One Of The Best James River Locations
1 bedroom, WiFi
Charming 1-bedroom apartment in Mechanicsville

Charming 1-bedroom apartment in Mechanicsville

Mechanicsville
10.0 out of 10, Exceptional, (3)
"Had a great stay while fishing the james river. "
United States
Travis D.
$129 nightly
The price is $155
Nov 16 - Nov 17
Total with taxes and fees
Charming 1-bedroom apartment in Mechanicsville
Exterior
Charming 2BR Cottage w/ Trail Access & Views

Charming 2BR Cottage w/ Trail Access & Views

Charles City
9.8 out of 10, Exceptional, (9)
"a very pleasant and peaceful surrounding to a house that displayed a colonial atmosphere as the guests open the front door. . Every room were spacious and well provided for the stay. The outside grounds were a delight for Mimi and Marco. Overall a sparkling memory ."
United States
john p.
$427 nightly
The price is $439
Nov 16 - Nov 17
Total with taxes and fees
Charming 2BR Cottage w/ Trail Access & Views
Exterior
Magnolias, a chill out place.

Magnolias, a chill out place.

Richmond
9.4 out of 10, Exceptional, (19)
"Enjoyed my stay a lot! The property definitely has charm, the experience was very laid back. "
United States
Grace
$102 nightly
The price is $123
Dec 7 - Dec 8
Total with taxes and fees
Magnolias, a chill out place.
View from property
MV GiaMaria

MV GiaMaria

3.5 star property
Richmond
9.2 out of 10, Wonderful, (16)
"We liked the coziness of the boat, the views of the river, the surrounding areas were beautiful. The only negative thing we could say was that due to the ran/wind the boat creaked and it made it hard to sleep for one of our nights."
United States
warren
$189 nightly
The price is $215
Nov 16 - Nov 17
Total with taxes and fees
MV GiaMaria
Private kitchen
Historic Modern Walkable to to VCU

Historic Modern Walkable to to VCU

2.0 star property
Downtown Richmond
7.8 out of 10, Good, (6)
"Big clean home with lots of room!"
United States
Judy S.
$372 nightly
The price is $476
Nov 16 - Nov 17
Total with taxes and fees
Historic Modern Walkable to to VCU
Marina
A Warm and Cozy 50' Houseboat in gated, quaint and peaceful marina near the city

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

Richmond
9.4 out of 10, Exceptional, (226)
"Very peaceful. Lovely views"
United States
george j.
$185 nightly
The price is $222
Nov 17 - Nov 18
Total with taxes and fees
A Warm and Cozy 50' Houseboat in gated, quaint and peaceful marina near the city
Fridge, microwave, oven, stovetop
The Studio@ Eanes Drug

The Studio@ Eanes Drug

Church Hill
10.0 out of 10, Exceptional, (49)
"Amazing, awesome and convenient place to stay in Richmond. "
United States
Richard W.
$140 nightly
The price is $179
Nov 17 - Nov 18
Total with taxes and fees
The Studio@ Eanes Drug
Interior
Close to Fort Gregg-Adams, VSU & Southside Medical – Comfort & Convenience

Close to Fort Gregg-Adams, VSU & Southside Medical – Comfort & Convenience

2.0 star property
Petersburg
9.4 out of 10, Exceptional, (3)
"The property was exactly as listed. Very responsive communication from the owner."
United States
Andrew W.
$297 nightly
The price is $357
Nov 26 - Nov 27
Total with taxes and fees
Close to Fort Gregg-Adams, VSU & Southside Medical – Comfort & Convenience
Fridge, microwave, oven, stovetop
Red Juniper Retreat

Red Juniper Retreat

New Kent
10.0 out of 10, Exceptional, (24)
"We had an amazing time in this house! It is beautiful and was very well provided with extra treats to make our stay special. I hope to say here every year with this small group of kids. "
United States
Samantha B.
$660 nightly
The price is $713
Nov 16 - Nov 17
Total with taxes and fees
Red Juniper Retreat
Microwave, oven, stovetop, dishwasher
Tourist Home of Richmond 1-bedroom Apartment - Church Hill North TH08

Tourist Home of Richmond 1-bedroom Apartment - Church Hill North TH08

Woodville
10.0 out of 10, Exceptional, (1)
"Nice place with a comfy home feel very clean great spot despite the area not being the best being in the home made you not notice definitely five star location "
United States
Alex G.
$201 nightly
The price is $257
Nov 17 - Nov 18
Total with taxes and fees
Tourist Home of Richmond 1-bedroom Apartment - Church Hill North TH08
Outdoor dining
Stay in Style -Sky Lounge Sunsets & Poolside Relaxation Near area Hospitals

Stay in Style -Sky Lounge Sunsets & Poolside Relaxation Near area Hospitals

2.0 star property
Old Town Manchester
$219 nightly
The price is $281
Dec 3 - Dec 4
Total with taxes and fees
Stay in Style -Sky Lounge Sunsets & Poolside Relaxation Near area Hospitals
Fridge, microwave, oven, stovetop
Historic Haven in Church Hill

Historic Haven in Church Hill

Church Hill
10.0 out of 10, Exceptional, (42)
"Amazing property within walking distance of incredible restaurants and bars"
United States
Carly J.
$150 nightly
The price is $192
Nov 16 - Nov 17
Total with taxes and fees
Historic Haven in Church Hill
Exterior detail
Cozy walkable downtown retreat, 3 minutes to VCU

Cozy walkable downtown retreat, 3 minutes to VCU

Downtown Richmond
9.4 out of 10, Exceptional, (15)
"We had a fabulous stay celebrating Christmas with family in Richmond. "
United States
Sue W.
$372 nightly
The price is $476
Nov 16 - Nov 17
Total with taxes and fees
Cozy walkable downtown retreat, 3 minutes to VCU
Fridge, microwave, oven, stovetop
Downtown Living in Richmond's Amazing Shockoe Bottom

Downtown Living in Richmond's Amazing Shockoe Bottom

Downtown Richmond
8.6 out of 10, Excellent, (30)
"Perfect size and amenities in an amazing locatioin for someone visiting home on an in and out trip!"
United States
Erin P.
$223 nightly
The price is $241
Nov 16 - Nov 17
Total with taxes and fees
Downtown Living in Richmond's Amazing Shockoe Bottom
Fridge, microwave, oven, stovetop
Downtown Living in Historic Richmond Loft

Downtown Living in Historic Richmond Loft

Downtown Richmond
8.2 out of 10, Very Good, (62)
"We were in Ohio for our granddaughters graduation. It was a quick trip up but we wished we could have stayed longer. The house was exactly what we needed! It is a beautiful property that is beautifully appointed. It was exactly what we needed!!"
United States
Wanda B.
$288 nightly
The price is $312
Dec 1 - Dec 2
Total with taxes and fees
Downtown Living in Historic Richmond Loft
Interior
Modern 1 BR Apartment in the Heart of Downtown Richmond with Off-street Parking

Modern 1 BR Apartment in the Heart of Downtown Richmond with Off-street Parking

2.0 star property
Downtown Richmond
$176 nightly
The price is $225
Nov 17 - Nov 18
Total with taxes and fees
Modern 1 BR Apartment in the Heart of Downtown Richmond with Off-street Parking
1 bedroom, free WiFi, bed sheets
Cozy Custom Offgrid RV in brilliant Chesterfield with AC, Heat and WiFi

Cozy Custom Offgrid RV in brilliant Chesterfield with AC, Heat and WiFi

2.0 star property
Chesterfield
$138 nightly
The price is $166
Nov 14 - Nov 15
Total with taxes and fees
Cozy Custom Offgrid RV in brilliant Chesterfield with AC, Heat and WiFi
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

Hyatt Place Richmond Airport

Hyatt Place Richmond Airport

10/10 Excellent
"The room was really clean and cozy. The breakfast was good, however I didn't like you had to pay for parking and it was in a shopping center so what is so exclusive about the parking lot that you are sharing it with a restaurant in front of the hotel. "
Ranell 1-night trip
Posted 2 days ago
Hyatt Place Richmond Airport

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 $147 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

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?

Stylish retreat in charming Richmond with Private Sauna and other modern touches: Visitors like this Wayside vacation home rental. It offers a fireplace, a barbecue grill, 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.