Discover Your Perfect Riverside Vacation Homes

Best Vacation Homes in Riverside

House
Map-icon
like-icon10.0
Exceptional
(28 Reviews)
2 Bedrooms 1 Bath 4 Guests 1200 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
R4,341/Night 7 Nights - R30,389
star-icons-3
Apartment
Map-icon
like-icon9.2
Exceptional
(5 Reviews)
2 Bedrooms 2 Baths 4 Guests 1431.6 ft²
  • Pet Friendly
    Pet Friendly
  • Parking
    Parking
More amenities
R6,194/Night 7 Nights - R43,358
star-icons-3
Hotel
Map-icon
like-icon9.8
Exceptional
(390 Reviews)
1 Bath
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
R2,834/Night 7 Nights - R19,842
Boat Rental
Map-icon
like-icon10.0
Exceptional
(20 Reviews)
2 Bedrooms 1 Bath 5 Guests 1000 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Ocean View
    Ocean View
More amenities
R8,190/Night 7 Nights - R57,333
star-icons-3
Apartment
Map-icon
1 Bedroom 1 Bath 3 Guests 473.61 ft²
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
R4,417/Night 7 Nights - R30,916
Apartment
Map-icon
like-icon10.0
Exceptional
(1 Review)
2 Bedrooms 1 Bath 4 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
R3,641/Night 7 Nights - R25,494
House
Map-icon
like-icon9.6
Exceptional
(10 Reviews)
2 Bedrooms 1 Bath 6 Guests
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
R6,409/Night 7 Nights - R44,858
House
Map-icon
like-icon9.6
Exceptional
(5 Reviews)
2 Bedrooms 1 Bath 5 Guests
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
R5,754/Night 7 Nights - R40,277

Riverside Luxury Rentals

House
Map-icon
6 Bedrooms 2 Baths 12 Guests
  • Private Pool
    Private Pool
  • Hot Tub
    Hot Tub
More amenities
R20,877/Night 7 Nights - R146,143
House
Map-icon
3 Bedrooms 3 Baths 6 Guests 3800 ft²
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
R18,864/Night 7 Nights - R132,052
House
Map-icon
like-icon10.0
Exceptional
(2 Reviews)
3 Bedrooms 2 Baths 8 Guests 2000 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
R13,561/Night 7 Nights - R94,923
House
Map-icon
like-icon10.0
Exceptional
(1 Review)
5 Bedrooms 4 Baths 9 Guests 2400 ft²
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
R12,904/Night 7 Nights - R90,326
House
Map-icon
like-icon8.6
Fabulous
(8 Reviews)
5 Bedrooms 1 Bath 8 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
R10,148/Night 7 Nights - R71,044
star-icons-3
Hotel
Map-icon
like-icon9.0
Exceptional
(275 Reviews)
1 Bath 259.68 ft²
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
R9,586/Night 7 Nights - R67,106
star-icons-3
Hotel
Map-icon
like-icon9.0
Exceptional
(61 Reviews)
4 Baths 670.05 ft²
  • View
    View
  • Breakfast
    Breakfast
More amenities
R9,141/Night 7 Nights - R63,991
Hotel
Map-icon
like-icon8.0
Excellent
(192 Reviews)
5 Baths 189.44 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • View
    View
More amenities
R7,350/Night 7 Nights - R51,450

Riverside Pet Friendly Vacation Rentals

Apartment
Map-icon
like-icon9.2
Exceptional
(5 Reviews)
1 Bedroom 1 Bath 3 Guests 475 ft²
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
R3,074/Night 7 Nights - R21,523
star-icons-3
Hotel
Map-icon
like-icon9.0
Exceptional
(157 Reviews)
9 Baths 322.92 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
R4,307/Night 7 Nights - R30,141
Apartment
Map-icon
2 Bedrooms 2 Baths 5 Guests 1435 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Ocean View
    Ocean View
More amenities
R6,590/Night 7 Nights - R46,127
star-icons-3
Hotel
Map-icon
like-icon8.7
Fabulous
(354 Reviews)
6 Baths 380.33 ft²
  • Private Pool
    Private Pool
  • Fireplace/Heating
    Fireplace/Heating
More amenities
R6,433/Night 7 Nights - R45,023
House
Map-icon
like-icon4.9
Average
(26 Reviews)
4 Bedrooms 6 Baths 8 Guests 3000 ft²
  • Private Pool
    Private Pool
  • Pool
    Pool
More amenities
R11,849/Night 7 Nights - R82,943
House
Map-icon
2 Bedrooms 2 Baths 4 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
R9,488/Night 7 Nights - R66,413
House
Map-icon
like-icon10.0
Exceptional
(1 Review)
4 Bedrooms 2 Baths 10 Guests
  • Private Pool
    Private Pool
  • Fireplace/Heating
    Fireplace/Heating
More amenities
R12,360/Night 7 Nights - R86,519
House
Map-icon
5 Bedrooms 4 Baths 8 Guests 1400 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
R14,448/Night 7 Nights - R101,136

Riverside Large Vacation Homes

House
Map-icon
5 Bedrooms 3 Baths 8 Guests
  • Pool
    Pool
  • Kitchen
    Kitchen
More amenities
R14,457/Night 7 Nights - R101,202

Why Choose Rent By Owner for your Riverside Vacation Rental Homes?

What makes our Vacation Rentals special?

image
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
image
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
image
Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Best Times to Visit Riverside

When should you plan your Vacation Rentals stay?

Choosing the right time to visit here can greatly enhance your experience, whether you're seeking peaceful retreats or lively local events in Riverside and the surrounding region of Riverhead, New York.

Peak Season Highlights

summer
Summer (June to August)

During the peak summer months, you can enjoy warm weather and longer daylight hours, making it an ideal time to explore outdoor activities in this region.

Average Temperature Daytime: around 80°F to 85°F - Nighttime: about 65°F to 70°F
autumn
Fall (September to November)

The fall season offers pleasant temperatures and vibrant foliage, providing a scenic backdrop for your stay and outdoor adventures here.

Average Temperature Daytime: roughly 70°F to 75°F - Nighttime: around 55°F to 60°F

Off-Season Highlights

image
Winter (December to February)

In winter, the area experiences cooler temperatures, making it a peaceful time for cozy stays and off-season exploration.

Average Temperature Daytime: about 40°F to 45°F - Nighttime: near 30°F to 35°F
image
Spring (March to May)

Springtime signifies a slower period with moderate temperatures and blooming scenery, perfect for those seeking tranquility in the region.

Average Temperature Daytime: around 55°F to 65°F - Nighttime: approximately 40°F to 50°F

Weekly Weather Forecast for Riverside

Booking Steps

01

Search Properties

Use our filters to find the right property that fits your needs.
02

Select a Rental

Click on your preferred listing to view details, amenities, and pricing.
03

Book Online

Follow the link to finalize your reservation directly on the partner’s website.

Indoor Features

  • Fully-equipped kitchens with modern appliances
  • Comfortable living areas with flat-screen TVs
  • Free Wi-Fi for staying connected
  • Air conditioning and heating for year-round comfort
  • In-unit washers and dryers for convenience
  • Luxurious bedrooms with premium bedding
  • Spa-like bathrooms with soaking tubs or walk-in showers

Outdoor Amenities

  • Enjoy outdoor dining areas with picnic tables and grills for hosting gatherings in the region’s pleasant climate.
  • Relax by a private or shared swimming pool, perfect for unwinding after exploring the area's attractions.
  • Make the most of spacious grassy yards or gardens for outdoor activities and family games.
  • Take advantage of access to outdoor fire pits or fireplaces for cozy evenings under the stars.
  • Benefit from nearby walking trails or scenic pathways for outdoor exercise and nature viewing.
  • Utilize outdoor furniture such as loungers and umbrellas, ideal for relaxing outdoors.
  • Partake in recreational amenities like tennis courts, basketball hoops, or other sports facilities available here.
image
image

Family Activities

  • Long Island Aquarium & Exhibition Center: Discover a variety of marine life exhibits and interactive displays perfect for family exploration in this popular attraction nearby.
  • Wildwood State Park: Enjoy outdoor adventures with beach activities, picnicking, and scenic trails that make for memorable family outings along the coast.
  • The East End Seaport Museum & Marine Foundation: Learn about the region’s maritime heritage through engaging exhibits, offering educational fun for children and adults alike.
  • Suffolk County Farm & Education Center: Experience farm life firsthand with interactive animal encounters and hands-on activities suited for young visitors in this rural setting near here.
image

Adult Activities

  • Wine Tasting Tours: Explore the renowned vineyards and wineries in the region, where you can indulge in guided tastings and learn about local viticulture.
  • Fine Dining Experiences: Savor gourmet cuisine at elegant restaurants that showcase the area's culinary excellence and fresh, regional ingredients.
  • Golfing at Premier Courses: Enjoy a round of golf at world-class courses designed to provide both challenge and scenic views within this destination.
  • Art Gallery Visits: Discover contemporary and classic artworks at prominent galleries that highlight the region's vibrant arts scene.

Riverside Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Local Attractions: Take advantage of the area's renowned natural beauty and cultural sites to create memorable experiences during your stay.
  • Utilize Seasonal Activities: Depending on the time of year, engage in seasonal outdoor pursuits that showcase the region's unique climate and landscape.
  • Plan Ahead for Dining and Shopping: Discover local eateries and shops to enjoy authentic regional flavors and crafts, enhancing your visit here.
  • Connect with Community Events: Check out community calendars for festivals or gatherings that offer a deeper insight into the local culture and traditions.

Transportation Options

  • Long Island Rail Road (LIRR): This commuter train service offers convenient connections to New York City and other parts of Long Island, making it easy to explore the region from your vacation rental.
  • Local Bus Services: The area is served by local bus routes providing affordable and reliable transportation options for getting around within Riverside and nearby communities.
  • Taxi and Ride-Sharing Services: Taxis and ride-sharing apps like Uber and Lyft are readily available, offering flexible transportation directly from your vacation rental here in Riverhead.
  • Car Rentals: Renting a car provides the freedom to explore the region at your own pace, with numerous rental agencies conveniently located near the destination.

Local Customs Options

  • Local Seafood Traditions: Embrace the area's rich maritime heritage by participating in local seafood festivals and savoring fresh catches at nearby eateries during your stay.
  • Community Celebrations: Join in seasonal parades and cultural events that celebrate the unique history and community spirit of this destination.
  • Artisan Craftsmanship: Support local artisans by exploring markets and workshops showcasing handmade crafts, a cherished custom here.
  • Respect for Nature: Observe the region’s environmental customs by practicing responsible outdoor activities and preserving the natural beauty during your visit.

Frequently Asked Questions About Riverside?

2. How many vacation rentals have private pools in Riverside?

3. Which vacation homes in Riverside are best for families?

If you are looking for a family-friendly vacation home in Riverside, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Riverside:

4. How many Rentbyowner vacation rentals are available in Riverside?

Currently, the total number of properties listed by Rent By Owner in 2026 is over 54 in the Riverside area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Riverside. 

5. What is the cancellation policy for vacation rentals in Riverside, Riverhead, New York?

Cancellation policies vary depending on the property owner. It’s recommended to review the specific listing details or contact the host directly for information regarding cancellations and possible fees.

6. How do I ensure the rental I choose in Riverhead meets my needs?

Carefully read the property description, amenities list, and guest reviews on the listing. If you have additional questions or special requirements, reaching out to the host can help confirm that the rental suits your preferences.

7. Are there any additional fees or charges when booking a vacation rental in this region?

Additional fees such as cleaning, service charges, or security deposits are typically detailed in the listing. Be sure to review these details before completing your booking or contact the owner for clarification.

8. What is the process for checking in and out of vacation rentals in this destination?

Check-in and check-out procedures are specified by each host within the listing. Some may use keyless entry systems, while others require in-person handovers. Contact the host directly to confirm your arrival times and any access instructions.

9. Is it safe to book vacation rentals here, and what measures are in place for guest safety?

Trustworthy hosts and secure booking processes are standard in this area. For added confidence, review the host’s profile, guest reviews, and listing safety features. You can also reach out directly to the host with any safety-related questions before booking.

Riverside Top Rated Vacation Rentals

star-icons-3
Hotel
Map-icon
like-icon9.2
Exceptional
(1003 Reviews)
1 Bath
  • Pool
    Pool
  • Balcony/Terrace
    Balcony/Terrace
More amenities
R2,769/Night 7 Nights - R19,380
star-icons-3
Hotel
Map-icon
like-icon9.0
Exceptional
(1007 Reviews)
1 Bath
  • Hot Tub
    Hot Tub
  • Pool
    Pool
More amenities
R2,225/Night 7 Nights - R15,573
star-icons-3
Hotel
Map-icon
like-icon8.8
Fabulous
(1000 Reviews)
1 Bath
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
R3,559/Night 7 Nights - R24,917
Hotel
Map-icon
like-icon8.7
Fabulous
(246 Reviews)
5 Baths 279.86 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
R5,512/Night 7 Nights - R38,596
Hotel
Map-icon
like-icon8.6
Fabulous
(1001 Reviews)
1 Bath
  • Pool
    Pool
  • Breakfast
    Breakfast
More amenities
R3,276/Night 7 Nights - R22,940
star-icons-3
Hotel
Map-icon
like-icon8.6
Fabulous
(1001 Reviews)
1 Bath
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
R3,182/Night 7 Nights - R22,281
star-icons-3
Hotel
Map-icon
like-icon8.6
Fabulous
(205 Reviews)
6 Baths 525.28 ft²
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
R6,685/Night 7 Nights - R46,803
Hotel
Map-icon
like-icon7.2
Very Good
(319 Reviews)
2 Baths 204.51 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
R2,665/Night 7 Nights - R18,655