Wayside Vacation Rentals

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Our top choices for Wayside vacation rentals

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, (16 reviews)
"Great place. Peaceful. But close enough to the city to enjoy that too"
United States
Jeffery J.
$162 nightly
The price is $175
May 30 - May 31
Total with taxes and fees
Charming 2-bedroom home, with lake access, in the Richmond metro area.

The SageBrush Cottage

The SageBrush Cottage
North Highland Park
$280 nightly
The price is $320
May 17 - May 18
Total with taxes and fees
The SageBrush Cottage

Hidden Heaven lake house. Quiet private cottage on 1 acre

Hidden Heaven lake house. Quiet private cottage on 1 acre
Lanexa
10.0 out of 10, Exceptional, (48 reviews)
"Joyce and Eric are fantastic hosts. We had a nice relaxing time. It was close to all the historical sites we wanted to see."
United States
Steve R.
$433 nightly
The price is $468
Jun 1 - Jun 2
Total with taxes and fees
Hidden Heaven lake house. Quiet private cottage on 1 acre

Red Juniper Retreat

Red Juniper Retreat
New Kent
10.0 out of 10, Exceptional, (26 reviews)
"Excellent!"
United States
H
$550 nightly
The price is $594
May 17 - May 18
Total with taxes and fees
Red Juniper Retreat

4-bedroom waterfront homestead near Williamsburg with WiFi, AC. Book now

4-bedroom waterfront homestead near Williamsburg with WiFi, AC. Book now
Lanexa
10.0 out of 10, Exceptional, (4 reviews)
"First and foremost, the property was excellent! The host, Michael was extremely welcoming and kind. The property is in top condition with new everything! The seclusion and lakefront location was to die for. Highly recommend this property as we will be back! "
United States
Kelly B.
$714 nightly
The price is $771
May 19 - May 20
Total with taxes and fees
4-bedroom waterfront homestead near Williamsburg with WiFi, AC. Book now

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)
"Very nice home. "
United States
Shannon C.
$370 nightly
The price is $415
May 26 - May 27
Total with taxes and fees
Luxury Stay! 10 min away from Fort Lee.

The Studio@ Eanes Drug

The Studio@ Eanes Drug
Church Hill
10.0 out of 10, Exceptional, (75 reviews)
"Room was wonderful, very clean & cozy. Great location!"
United States
Kirk
$160 nightly
The price is $183
Jun 1 - Jun 2
Total with taxes and fees
The Studio@ Eanes Drug

Cookie B

Cookie B
3.0 star property
Richmond
9.6 out of 10, Exceptional, (8 reviews)
"Capt. Ron has a charming, welcoming, and delightful alternative to a standard hotel room on offer here. Super fun!"
United States
Robert
$253 nightly
The price is $289
Jun 15 - Jun 16
Total with taxes and fees
Cookie B

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, (117 reviews)
"Very nice stay! Awesome host and quiet neighborhood! Thank you!"
United States
Wes E.
$185 nightly
The price is $211
May 17 - May 18
Total with taxes and fees
A Cozy And Classic Hatteras 43' Yacht In One Of The Best James River Locations

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
$119 nightly
The price is $136
Jun 1 - Jun 2
Total with taxes and fees
Magnolias, a chill out place.

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
May 17 - May 18
Total with taxes and fees
The Farmhouse Retreat

Historic Haven in Church Hill

Historic Haven in Church Hill
Church Hill
10.0 out of 10, Exceptional, (65 reviews)
"Easily a better value than many local hotels. Parking was a dream, always available and immediately next to the apt. Easy access check in leads to a private and nicely kept garden. Poshly carpeted stairs framed by an antique wooden bannister and over a dozen arranged mirrors. Bed was posh, comfy and clean. Neighborhood was safe and quiet, walkable, and close to everything you could want. Will stay again and refer our friends!"
United States
Richard
$165 nightly
The price is $189
May 31 - Jun 1
Total with taxes and fees
Historic Haven in Church Hill

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, (235 reviews)
"Truly unique, perfectly appointed, cozy and warm with stunning views. A very special experience."
United States
Kristin K.
$188 nightly
The price is $215
May 18 - May 19
Total with taxes and fees
A Warm and Cozy 50' Houseboat in gated, quaint and peaceful marina near the city

Charming Getaway in the Heart of RVA-No Cleaning Fee

Charming Getaway in the Heart of RVA-No Cleaning Fee
Southern Barton Heights
10.0 out of 10, Exceptional, (5 reviews)
"House was perfect. "
United States
Sovi T.
$515 nightly
The price is $589
May 17 - May 18
Total with taxes and fees
Charming Getaway in the Heart of RVA-No Cleaning Fee

Casa Terra: Pet-Friendly Eco Oasis with Gazebo

Casa Terra: Pet-Friendly Eco Oasis with Gazebo
Broad Rock
10.0 out of 10, Exceptional, (1 review)
"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.
$285 nightly
The price is $326
May 18 - May 19
Total with taxes and fees
Casa Terra: Pet-Friendly Eco Oasis with Gazebo

Relax in beautiful second floor apartment with balcony & private fenced yard.

Relax in beautiful second floor apartment with balcony & private fenced yard.
Northern Barton Heights
$336 nightly
The price is $384
May 18 - May 19
Total with taxes and fees
Relax in beautiful second floor apartment with balcony & private fenced yard.

Modern 3-bedroom 3 bathroom Retreat

Modern 3-bedroom 3 bathroom Retreat
Carver
10.0 out of 10, Exceptional, (7 reviews)
"Great property. Great host. "
United States
Noah H.
$527 nightly
The price is $603
May 18 - May 19
Total with taxes and fees
Modern 3-bedroom 3 bathroom Retreat

Downtown, 2 Parking spaces, Historic Beauty

Downtown, 2 Parking spaces, Historic Beauty
Downtown Richmond
10.0 out of 10, Exceptional, (8 reviews)
"Lovely place with plenty of food options and things to do in walking distance. Andrew and Stella were very communicative and made check in and check out a breeze. Would definitely stay again!"
United States
Samuel V.
$424 nightly
The price is $485
May 18 - May 19
Total with taxes and fees
Downtown, 2 Parking spaces, Historic Beauty

Richmond Gem, Free Parking, Quiet, Fenced,Walkable

Richmond Gem, Free Parking, Quiet, Fenced,Walkable
Downtown Richmond
10.0 out of 10, Exceptional, (16 reviews)
"Great space, easy and seamless check in and stay!"
United States
Tim R.
$438 nightly
The price is $499
May 18 - May 19
Total with taxes and fees
Richmond Gem, Free Parking, Quiet, Fenced,Walkable

Spacious Duplex, Near VCU, 5 Free Parking, Fenced

Spacious Duplex, Near VCU, 5 Free Parking, Fenced
Downtown Richmond
10.0 out of 10, Exceptional, (6 reviews)
"Great place and a great host! Would stay there again!"
United States
Paul M.
$1,008 nightly
The price is $1,149
Jun 1 - Jun 2
Total with taxes and fees
Spacious Duplex, Near VCU, 5 Free Parking, Fenced
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 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 $175 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 MastRpieces Unlimited, 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.