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Wayside Vacation Rentals

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Check prices for these dates

In two weeks
Aug 7 - Aug 9
In two months
Sep 18 - Sep 20
In three months
Oct 16 - Oct 18
In four months
Nov 13 - Nov 15

Our top choices for Wayside vacation rentals

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, (240 reviews)
"The houseboat was exactly as described and met as well as exceeding my expectations. Very peaceful, overlooking the river. The bed was comfortable and I love every minute of our stay, just wish it had been longer. We met Capt. Ron on our last night. He is a very nice man and loved talking with him. I hope to return in the future. Barbara and Ben"
United States
Barbara
$186 nightly
The price is $213
Jul 22 - Jul 23
Total with taxes and fees
A Warm and Cozy 50' Houseboat in gated, quaint and peaceful marina near the city
Lobby

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, (120 reviews)
"Quaint, quiet, and cozy. Clean. Just what was wanted for a few quiet days. "
United States
norma W.
$185 nightly
The price is $211
Jul 27 - Jul 28
Total with taxes and fees
A Cozy And Classic Hatteras 43' Yacht In One Of The Best James River Locations
Front of property

Cookie B

Cookie B
3.0 star property
Richmond
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
$256 nightly
The price is $292
Aug 1 - Aug 2
Total with taxes and fees
Cookie B
Coffee/tea maker, fridge, microwave, oven

Luxury Stay! 10 min away from Fort Lee.

Luxury Stay! 10 min away from Fort Lee.
Prince George
8.4 out of 10, Very Good, (17 reviews)
"The home was very clean and very comfortable. Communication was excellent. We would definitely stay here again!"
United States
CHRIS
$401 nightly
The price is $450
Jul 27 - Jul 28
Total with taxes and fees
Luxury Stay! 10 min away from Fort Lee.
1 bedroom, in-room safe, WiFi (free), bed sheets

Magnolias, a chill out place.

Magnolias, a chill out place.
Richmond
9.2 out of 10, Wonderful, (23 reviews)
"Enjoyed my stay a lot! The property definitely has charm, the experience was very laid back. "
United States
Grace
$120 nightly
The price is $137
Jul 28 - Jul 29
Total with taxes and fees
Magnolias, a chill out place.
Smart TV, fireplace

The Birdhouse - Cozy Cottage Retreat in Richmond

The Birdhouse - Cozy Cottage Retreat in Richmond
Swansboro West
10.0 out of 10, Exceptional, (4 reviews)
"The BirdHouse is such a comfortable place. We loved the uniqueness and the little touches that mean alot on the road. We hope to stay again sometime."
United States
paula S.
$205 nightly
The price is $209
Jul 29 - Jul 30
Total with taxes and fees
The Birdhouse - Cozy Cottage Retreat in Richmond
1 bedroom, WiFi (free), bed sheets

The Farmhouse Retreat

The Farmhouse Retreat
Mechanicsville
10.0 out of 10, Exceptional, (4 reviews)
"Had a great stay while fishing the james river. "
United States
Travis D.
$139 nightly
The price is $160
Jul 22 - Jul 23
Total with taxes and fees
The Farmhouse Retreat
Coffee/tea maker, fridge, microwave, oven

The Studio@ Eanes Drug-Heart of the Historic District

The Studio@ Eanes Drug-Heart of the Historic District
Church Hill
10.0 out of 10, Exceptional, (89 reviews)
"Great option and neighborhood- enjoyed the stay"
United States
Gary P.
$160 nightly
The price is $183
Jul 22 - Jul 23
Total with taxes and fees
The Studio@ Eanes Drug-Heart of the Historic District
Coffee/tea maker, fridge, microwave, oven

Historic Haven in Church Hill in The Heart of the Historic District

Historic Haven in Church Hill in The Heart of the Historic District
Church Hill
10.0 out of 10, Exceptional, (71 reviews)
"Nice stay"
United States
Danelle B.
$170 nightly
The price is $194
Jul 22 - Jul 23
Total with taxes and fees
Historic Haven in Church Hill in The Heart of the Historic District
Outdoor dining

Colorful private guesthouse in charming Richmond with Parking

Colorful private guesthouse in charming Richmond with Parking
Northern Barton Heights
10.0 out of 10, Exceptional, (6 reviews)
"I like this location. It is close to where I was hanging out in Richmond. The check-in was super easy, and the decorations are fun!"
United States
Jim H.
$192 nightly
The price is $219
Jul 22 - Jul 23
Total with taxes and fees
Colorful private guesthouse in charming Richmond with Parking
Interior

Downtown Living in Richmond's Amazing Shockoe Bottom

Downtown Living in Richmond's Amazing Shockoe Bottom
Downtown Richmond
8.6 out of 10, Excellent, (35 reviews)
"Was I great place to stay! Very responsive and gave all the info you need to make the trip and stay easy! "
United States
Dillon D.
$304 nightly
The price is $325
Jul 22 - Jul 23
Total with taxes and fees
Downtown Living in Richmond's Amazing Shockoe Bottom
Exterior detail

Heart of RVA Arts District Walk to VCU, MCV, The National, Quirk Prime Downtown

Heart of RVA Arts District Walk to VCU, MCV, The National, Quirk Prime Downtown
Downtown Richmond
9.6 out of 10, Exceptional, (26 reviews)
"The place was clean and tidy, check-in was well organized and friendly, location super convenient."
United States
Maya S.
Heart of RVA Arts District Walk to VCU, MCV, The National, Quirk Prime Downtown
TV, fireplace

Experience the New Amsterdam Nook, a modern 2-bed, 1-bath retreat in Mechanicsville. This European-inspired home features a full kitchen, private pool, hot tub, and playground. Comfortably accommodates up to 4 people.

Experience the New Amsterdam Nook, a modern 2-bed, 1-bath retreat in Mechanicsville. This European-inspired home features a full kitchen, private pool, hot tub, and playground. Comfortably accommodates up to 4 people.
Mechanicsville
Experience the New Amsterdam Nook, a modern 2-bed, 1-bath retreat in Mechanicsville. This European-inspired home features a full kitchen, private pool, hot tub, and playground. Comfortably accommodates up to 4 people.
Terrace/patio

Private Garden Home w/ Large Fenced Yard + Gazebo

Private Garden Home w/ Large Fenced Yard + Gazebo
Broad Rock
10.0 out of 10, Exceptional, (2 reviews)
"We had a great stay here for two nights! The beds were extremely comfortable and it was quiet and peaceful sleeping there both nights. We enjoyed the backyard very much - both our pets and kids. My son thought the gazebo with twinkle lights out back was so magical. :) We appreciate the cleanliness of the place and would only have appreciated a little space with maybe kids’ books, puzzles, or blocks or something. My young kiddos go crazy for those things when we stay at vacation rentals and it...
United States
Stacie C.
$331 nightly
The price is $378
Aug 17 - Aug 18
Total with taxes and fees
Private Garden Home w/ Large Fenced Yard + Gazebo
Terrace/patio

Backyard Fire-Pit, Modern, Roomy, 7 Min Downtown

Backyard Fire-Pit, Modern, Roomy, 7 Min Downtown
Northern Barton Heights
9.6 out of 10, Exceptional, (16 reviews)
"Great kitchen and comfy beds."
United States
Christina O.
$353 nightly
The price is $403
Aug 2 - Aug 3
Total with taxes and fees
Backyard Fire-Pit, Modern, Roomy, 7 Min Downtown
TV

Modern Apartment- Walk to Convention Center- Deck- Off-Street Parking

Modern Apartment- Walk to Convention Center- Deck- Off-Street Parking
Downtown Richmond
8.4 out of 10, Very Good, (5 reviews)
"We loved the location - walking distance to the national! We also loved having a small balcony to enjoy morning coffee and people watch a little. Cute Ethiopian cafe on the same block with the best golden milk lattes and banana bread!! Off street parking is across the street, super close."
United States
Jaden C.
$320 nightly
The price is $366
Jul 26 - Jul 27
Total with taxes and fees
Modern Apartment- Walk to Convention Center- Deck- Off-Street Parking
Exterior

Red Juniper Retreat

Red Juniper Retreat
New Kent
10.0 out of 10, Exceptional, (26 reviews)
"The house is wonderful, and the owners are amazing! Absolutely love staying here. "
United States
Samantha B.
$508 nightly
The price is $545
Jul 29 - Jul 30
Total with taxes and fees
Red Juniper Retreat
Exterior detail

Cozy walkable downtown retreat, 3 minutes to VCU

Cozy walkable downtown retreat, 3 minutes to VCU
Downtown Richmond
8.6 out of 10, Excellent, (26 reviews)
"Super cute and charming home for a quick stay. The home is spacious, located close to downtown, and was clean."
United States
Sarah B.
$349 nightly
The price is $398
Jul 27 - Jul 28
Total with taxes and fees
Cozy walkable downtown retreat, 3 minutes to VCU
TV

Smokehouse 409

Smokehouse 409
Downtown Richmond
10.0 out of 10, Exceptional, (2 reviews)
"Really great location, new for us ,so we got to explore around the Bottom and walk to the Allianz theater"
United States
Jennifer H.
$217 nightly
The price is $221
Jul 26 - Jul 27
Total with taxes and fees
Smokehouse 409
Private kitchen

RVA Retreat Sauna Relaxing Home Fenced Yard

RVA Retreat Sauna Relaxing Home Fenced Yard
Church Hill North
RVA Retreat Sauna Relaxing Home Fenced Yard
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

Linden Row Inn

Linden Row Inn

10/10 Excellent
"No"
Ahad 3-night trip
Posted 11 hours ago
Linden Row Inn

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 $177 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?

Heart of the Arts District Penthouse - West Broad VCU MCV Prime Downtown!: Visitors like this Wayside vacation home rental. It has air-conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop.

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.