Wayside Holiday Rentals

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Holiday Rentals in Wayside

Historic Haven in Church Hill

10.0 out of 10, Exceptional, (30)
"Great place, great location!"
The price is AU$265
includes taxes & fees
29 Sept - 30 Sept
Historic Haven in Church Hill

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!"
The price is AU$255
includes taxes & fees
1 Oct - 2 Oct
The Studio@ Eanes Drug

Stylish retreat in charming Richmond with Private Sauna and other modern touches

9.8 out of 10, Exceptional, (14)
"Great property- exactly what we needed for 2 families of 4 (4 kids under 10)"
Stylish retreat in charming Richmond with Private Sauna and other modern touches

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

2.0 star property
10.0 out of 10, Exceptional, (6)
"Beautiful and comfortable home, amazing views and great location for local wineries."
NEW LISTING! Hidden Waterfront Luxury Oasis with 9-Acre Pond by RedAwning

Luxe Modern Escape in Downtown Richmond - 2b2b

The price is AU$738
includes taxes & fees
25 Sept - 26 Sept
Luxe Modern Escape in Downtown Richmond - 2b2b

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

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

9.4 out of 10, Exceptional, (221)
"Very peaceful. Lovely views"
The price is AU$343
includes taxes & fees
30 Sept - 1 Oct
A Warm and Cozy 50' Houseboat in gated, quaint and peaceful marina near the city

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

9.6 out of 10, Exceptional, (111)
"Such a cool fun stay. Captain Ron is so friendly and accommodating. Really cool stay for kids!"
The price is AU$343
includes taxes & fees
25 Sept - 26 Sept
A Cozy And Classic Hatteras 43' Yacht In One Of The Best James River Locations

Church Hill • Fenced • Pet Friendly • One Level • King Suite + 2 Queen Bedrooms

10.0 out of 10, Exceptional, (12)
"Beautiful house with a great location. "
Church Hill • Fenced • Pet Friendly • One Level • King Suite + 2 Queen Bedrooms

Vibrant 1-Bedroom Loft with Free Parking and Wifi

9.2 out of 10, Wonderful, (22)
"Clean and comfy. "
Vibrant 1-Bedroom Loft with Free Parking and Wifi

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

9.6 out of 10, Exceptional, (42)
"We enjoyed our stay at the Rivah House! Great view of the James. We especially enjoyed the games provided and played one almost every night. Appreciate that the house is also pet-friendly, so my girl could join the family vacation! "
Busch Gardens-Williamsburg-Fishing-Cornhole-Deck-River View- FIRE TABLE!

Downtown RVA Cozy 3BR Near VCU

2.0 star property
10.0 out of 10, Exceptional, (7)
"Place was perfect and so was our host, Toyin! It was so great we are staying here again very soon!"
The price is AU$911
includes taxes & fees
28 Sept - 29 Sept
Downtown RVA Cozy 3BR Near VCU

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

Modern 3-bedroom 3 bathroom Retreat

2.0 star property
10.0 out of 10, Exceptional, (5)
"We were in town for the Richmond Marathon and this was the perfect place to stay. Spotless. Comfortable. Luke was very responsive. "
The price is AU$1,012
includes taxes & fees
28 Sept - 29 Sept
Modern 3-bedroom 3 bathroom Retreat

Cedar Lane Plantation dated back to early 1809

10.0 out of 10, Exceptional, (34)
"An amazingly historical venue...great lication!!"
Cedar Lane Plantation dated back to early 1809

Downtown Living in Historic Richmond Loft

8.2 out of 10, Very good, (60)
"All went as expected and parking overnight in garage across the street was welcomed. "
The price is AU$444
includes taxes & fees
8 Oct - 9 Oct
Downtown Living in Historic Richmond Loft

Garden Penthouse in RVA! 3 Bedroom, 3 Bath!

9.8 out of 10, Exceptional, (23)
"Property was as described in a nice neighborhood for a weekend visit to the Richmond area."
Garden Penthouse in RVA! 3 Bedroom, 3 Bath!

Relax And Reconnect With Expansive Views Of The Historic James River

10.0 out of 10, Exceptional, (52)
"Lovely stay in a well-appointed home. Perfect for a group, family, or couple."
Relax And Reconnect With Expansive Views Of The Historic James River

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!"
The price is AU$964
includes taxes & fees
25 Sept - 26 Sept
City Life Richmond, Escape and Relax, Free Parking

Erin's Oasis in Richmond

9.8 out of 10, Exceptional, (57)
"wonderful property"
Erin's Oasis in Richmond
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

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, 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 favourite 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 depend 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 AU$255 per night. Entering your travel dates in the search wizard might find you 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?

Stylish retreat in charming Richmond with Private Sauna and other modern touches: This holiday home rental outside of Wayside offers a fireplace, a BBQ 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 that 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 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.