Naramata Wineries - Vacation Rentals in Wayside

Richmond Area Home w/Game Room & Patio! From US $372
         

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10.0 (3 Reviews)
House
  • Parking
  • Pet Friendly
  • Security/Safety
Kelbrook Cottage — Your Chic Woodline Getaway! From US $264
         

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10.0 (2 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Chickahominy Riverside Guest Home By Williamsburg From US $263
         

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10.0 (2 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Gnome Sweet Home! Hopewell Hideout! From US $198
         

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9.5 (2 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Kelly's Comfortable Quinton Home From US $198
         

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9.1 (15 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
The Bike Path House! VA Capital Trail Access Fun! From US $130
         

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9.0 (5 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Ma's Cozy Cape: Your Tranquil Home Away from Home! From US $302
         

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9.0 (3 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Inviting Retreat Spacious 2 BR 1 and a Half Bath Townhouse From US $211
         

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8.5 (4 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Balcony/Terrace

Luxury Places to Stay in Wayside

Over 47+ Luxury Places to Stay in or Near Wayside
9 Mi to Richmond: Sandston Home w/Office From US $553
         

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Roomy Getaway Elevate Your Stay, 6 Mins to RIC From US $466
         

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New
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  • Air Conditioner
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  • Child Friendly
Elegant Retreat Spacious with Outdoor Fireplace From US $434
         

New
House
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  • Security/Safety
  • Child Friendly
Candlewood Suites Chester - Richmond by IHG From US $402
         

9.0 (87 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
The Fairway Farmhouse From US $400
         

New
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  • Balcony/Terrace
Hopewell Vacation Rental ~ 3 Mi to James River From US $383
         

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Updated Retreat Near James River & Dtwn Hopewell! From US $308
         

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Top-Rated Vacation Rentals with a Pool in Wayside

Over 12+ Top-Rated Vacation Rentals with a Pool in or Near Wayside
Home2 Suites By Hilton Richmond Chester From US $168
         

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10.0 (4 Reviews)
Hotel
  • Pool
  • Designated Smoking Area
  • Wheelchair Accessible
Hampton Inn By Hilton Richmond Chester, VA From US $237
         

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9.7 (23 Reviews)
Hotel
  • Pet Friendly
  • Pool
  • Designated Smoking Area
Residence Inn by Marriott Richmond Chester From US $191
         

8.4 (104 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Hampton Inn Hopewell Fort Gregg-Adams From US $144
         

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8.3 (115 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Sheraton Richmond Airport Hotel From US $147
         

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8.2 (225 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Courtyard Richmond Chester From US $166
         

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8.2 (72 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
SpringHill Suites by Marriott Chester From US $153
         

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8.1 (286 Reviews)
Hotel
  • Air Conditioner
  • Pool
  • Private Pool
Hyatt Select Richmond Chester From US $127
         

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7.8 (204 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly

Pet-Friendly Vacation Rentals in Wayside

Over 12+ Pet-Friendly Vacation Rentals in or Near Wayside
Econo Lodge Hopewell Near Fort Lee I-295 From US $68
         

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6.2 (136 Reviews)
Cabin
  • Air Conditioner
  • Parking
  • Pet Friendly
Aviation Haven 5 Mins to RIC, Ready for Takeoff! From US $227
         

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New
House
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  • Pet Friendly
Candlewood Suites Hopewell - Fort Lee by IHG From US $151
         

9.1 (15 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Homewood Suites by Hilton Chester From US $152
         

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8.7 (72 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Fairfield Inn Richmond Chester From US $116
         

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7.8 (191 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Candlewood Suites Colonial Heights - Fort Lee by IHG From US $114
         

7.4 (117 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Suburban Studios Chester I-95 From US $78
         

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7.1 (232 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Rodeway Inn At Fort Lee From US $76
         

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6.2 (276 Reviews)
Hotel
  • Air Conditioner
  • Pet Friendly
  • Wheelchair Accessible
See More Pet-Friendly Vacation Rentals in Wayside on PetFriendly.io

Wheelchair Accessible Vacation Homes in Wayside

Over 11+ Wheelchair Accessible Vacation Homes in or Near Wayside
Holiday Inn Express Hopewell - Fort Lee by IHG From US $122
         

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8.8 (341 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • TV
Best Western Plus Hopewell Inn From US $105
         

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8.5 (30 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Designated Smoking Area
Stay-Over Suites - Fort Gregg-Adams Area From US $129
         

7.8 (117 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Designated Smoking Area
Holiday Inn Express - Chester by IHG From US $128
         

7.7 (76 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Wheelchair Accessible
Comfort Inn South Chesterfield - Colonial Heights From US $114
         

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7.6 (229 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Designated Smoking Area
Hampton Inn By Hilton Chester South From US $157
         

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6.4 (34 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Designated Smoking Area
Quality Inn Chester - South Richmond From US $82
         

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5.9 (223 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Designated Smoking Area
InTown Suites Extended Stay Richmond VA - Chester From US $61
         

5.9 (13 Reviews)
Hotel
  • Air Conditioner
  • Designated Smoking Area
  • Wheelchair Accessible

Wayside Vacation Rentals and Airbnb Places to Stay Under $200

Over 8+ Wayside Vacation Rentals and Airbnb Places to Stay Under $200
Charming, Private Abode: Serenity in Hopewell, VA! From US $137
         

Cozy 1BR 1BA Apartment Near Fort Gregg Adams From US $163
         

Comfort Inn & Suites Prince George - Fort Lee From US $116
         

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7.4 (48 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Security/Safety
Comfort Inn Chester - Richmond South From US $99
         

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6.4 (230 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Super 8 by Wyndham Chester/Richmond Area From US $78
         

5.6 (161 Reviews)
Hotel
  • Air Conditioner
  • Wheelchair Accessible
  • Accessibility
Rodeway Inn Colonial Heights I-95 From US $51
         

4.5 (215 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Riverside Inn and Suites From US $80
         

3.7 (9 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Accessibility
Budget inn, Chester VA From US $80
         

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New
Hotel
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  • Pet Friendly

About Wayside Vacation Rentals

With more than 56 Wayside vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Naramatawineries and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at a rental property in Wayside.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Naramatawineries Wayside, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in Wayside. Places to stay near Wayside are 986.13 ft² on average, with prices averaging US $191 a night.

Naramatawineries makes it easy and safe to find and compare vacation rentals in Wayside with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

Top Rental Accommodation Types in Wayside

Type Count
Hotels 32
Vacation Homes 20
Holiday Apartments 3
Cabin Rentals 1

Use these Quick Filters to Find a Vacation Rental in Wayside

Pro Tip: Naramatawineries makes it easy to compare the best listings on Naramatawineries homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Naramatawineries homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Wayside.

Weather in Wayside

View the weather forecast for Wayside before booking your Wayside Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Wayside Vacation Rental Frequently Asked Questions

What are the top vacation rentals in Wayside?
How many vacation rentals are available in Wayside?

Currently, the total number of properties listed in 2026 is over 56 in the Wayside area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Wayside.