Holiday Rentals in Wayside

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Holiday Rentals in Wayside

Houseboat in Richmond

3.0 star property
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
The price is €160
includes taxes & fees
1 Jan - 2 Jan 2026
Cookie B

Cottage in Quinton

10.0 out of 10, Exceptional, (9)
"House was amazing and host was very kind and helpful"
United States
Aaron R.
The price is €148
includes taxes & fees
8 Dec - 9 Dec
Charming 2-bedroom home, with lake access, in the Richmond metro area.

Apartment in Mechanicsville

10.0 out of 10, Exceptional, (3)
"Had a great stay while fishing the james river. "
United States
Travis D.
Charming 1-bedroom apartment in Mechanicsville

Houseboat in Richmond

3.5 star property
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
The price is €161
includes taxes & fees
6 Jan - 7 Jan 2026
MV GiaMaria

Houseboat in Richmond

10.0 out of 10, Exceptional, (17)
"Simply a beautiful spot on the James River with a great restaurant and live music. This is an older boat and boats are different than a house so keep that in mind if you havent been around boats. Ron is a wonderful host who is extremely responsive. He looks out for his guests and is full of wonderful stories. We'll be back!"
United States
Eric B.
The price is €211
includes taxes & fees
31 Dec - 1 Jan 2026
A VERY NICE 43' YACHT WITH LONG RIVER VIEWS AND ONSITE RIVERSIDE DINING

Houseboat in Richmond

9.6 out of 10, Exceptional, (113)
"Such a cool fun stay. Captain Ron is so friendly and accommodating. Really cool stay for kids!"
United States
Melissa
The price is €195
includes taxes & fees
6 Jan - 7 Jan 2026
A Cozy And Classic Hatteras 43' Yacht In One Of The Best James River Locations

Holiday Home in Carver

2.0 star property
10.0 out of 10, Exceptional, (1)
"Our large family group enjoyed our stay here. The house is well-appointed and large. Everyone loved having their own bathrooms. Everything was clean and new condition. Just some minor things that were not deal-breakers for us. When I polled my family we pretty much all wished we had brought our own pillows. Parking is tight and awkward when neighbors are also parked, but at least there are reserved spots in a busy neighborhood. There are noise machines for each bed which is nice, but perhaps...
United States
Meg T.
Modern 5 Bedroom City Retreat + Walkable + Private Baths + Large Groups

Houseboat in Richmond

9.4 out of 10, Exceptional, (228)
"Beautiful setting and comfortable accommodations. "
United States
deirdre b.
The price is €196
includes taxes & fees
7 Dec - 8 Dec
A Warm and Cozy 50' Houseboat in gated, quaint and peaceful marina near the city

Apartment in Church Hill

10.0 out of 10, Exceptional, (52)
"It was a very nice place, very welcoming."
United States
Brenda C.
The price is €152
includes taxes & fees
5 Jan - 6 Jan 2026
The Studio@ Eanes Drug

Apartment in Church Hill

10.0 out of 10, Exceptional, (44)
"Great place, great location!"
United States
Janet F.
The price is €163
includes taxes & fees
4 Jan - 5 Jan 2026
Historic Haven in Church Hill

Apartment in Northern Barton Heights

10.0 out of 10, Exceptional, (4)
"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.
The price is €202
includes taxes & fees
8 Dec - 9 Dec
Colorful private guesthouse in charming Richmond with Parking

Holiday Home in Northern Barton Heights

9.2 out of 10, Wonderful, (9)
"Booked for a family wedding in Richmond. Everything was great and as promised at this rental. The host was responsive to any questions. Highly recommend "
United States
Edward K.
The price is €412
includes taxes & fees
7 Dec - 8 Dec
Backyard Fire-Pit, Modern, Roomy, 7 Min Downtown

Apartment in Richmond

9.4 out of 10, Exceptional, (20)
"Enjoyed my stay a lot! The property definitely has charm, the experience was very laid back. "
United States
Grace
The price is €109
includes taxes & fees
7 Dec - 8 Dec
Magnolias, a chill out place.

Holiday Home in Fan District

2.0 star property
The price is €320
includes taxes & fees
7 Dec - 8 Dec
Cupid's Hideout

Holiday Home in Prince George

8.0 out of 10, Very good, (11)
"So from the pictures it looks like a beautiful luxury rental. However looks can be deceiving. Check in was easy, but immediately I noticed the spiderwebs covering the door and the porches. When I opened the front door it appeared clean the living room was "
United States
HEATHER W.
Luxury Stay! 15 min away from Fort Gregg-Adams.

Holiday Home in South chesterfield

9.2 out of 10, Wonderful, (47)
"The house is great with a huge master bedroom well furnished and screened in porch "
United States
Tom H.
The price is €242
includes taxes & fees
9 Dec - 10 Dec
Recline at Timberline! Family friendly!

Holiday Home in New Kent

10.0 out of 10, Exceptional, (24)
"The house was absolutely beautiful and very clean. There was plenty of room for the family that came and visited with us. The yard was also perfect for our two dogs to run around in. We will definitely stay again if we are back in the area. "
United States
Amy J.
Red Juniper Retreat

Apartment in Downtown Richmond

8.2 out of 10, Very good, (63)
"Perfect property. It was exactly what the pictures represented and our host was extremely helpful and responsive. Would highly recommend! "
United States
Mike L.
The price is €241
includes taxes & fees
7 Dec - 8 Dec
Downtown Living in Historic Richmond Loft

Holiday Home in Downtown Richmond

9.0 out of 10, Wonderful, (16)
"Great stay."
United States
Conner J.
The price is €410
includes taxes & fees
7 Dec - 8 Dec
Cozy walkable downtown retreat, 3 minutes to VCU
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

Find out more about Wayside

Everything you need to know about Wayside holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Wayside holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Wayside holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Wayside holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Wayside holiday rentals we have selected for you start as low as €152 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Wayside rentals

At Expedia, we put the best Wayside holiday 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 holiday.

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 holiday rentals in Wayside?

Yes, there are holiday rentals close to the most popular sights in Wayside, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Wayside has to offer?

VCU • Fenced • Pet Friendly • Keyless • King Suite + 2 Queen Bedrooms: This holiday home rental outside of Wayside offers a patio, a garden and air conditioning to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Make the most of games in this rental home to help you unwind.

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 Hopewell City Marina are a couple of places you'll find in the wider area.

What are holiday rentals like in Wayside?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Wayside. Holiday rentals offer amenities like laundry facilities and kitchens so you'll feel right at home. If you're concerned about cleanliness, a holiday rental can offer a sense of security away from public hotel lifts and lobbies packed with people while still allowing you a great travel experience. You'll also find more space in a holiday rental than in a hotel, which is another reason why a holiday rental is an attractive option for a small group gathering.