Best Vacation Homes in Riverhead
New
House
3 Bedrooms
2 Baths
6 Guests
Fireplace/Heating
Pool
Balcony/Terrace
Pet Friendly
US $1,052/Night
7 Nights - US $7,363
House
10.0(1 Review)
2 Bedrooms
1 Bath
5 Guests
602.78 ft²
- Fireplace/Heating
- Balcony/Terrace
View- Pet Friendly
US $667/Night
7 Nights - US $4,669
Cottage
1 Bedroom
1 Bath
- Fireplace/Heating
- Pool
Ocean View- Balcony/Terrace
US $3,430/Night
7 Nights - US $24,007
New
House
3 Bedrooms
3 Baths
6 Guests
Private Pool
Hot Tub- Fireplace/Heating
- Pool
US $657/Night
7 Nights - US $4,598
House
10.0(1 Review)
2 Bedrooms
1 Bath
5 Guests
548.96 ft²
- Balcony/Terrace
- View
- Pet Friendly
Parking
US $653/Night
7 Nights - US $4,573
Cottage
10.0(32 Reviews)
2 Bedrooms
1 Bath
5 Guests
1200 ft²
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
US $845/Night
7 Nights - US $5,918
House
10.0(28 Reviews)
2 Bedrooms
1 Bath
4 Guests
1200 ft²
- Fireplace/Heating
- Balcony/Terrace
Kitchen- Parking
US $263/Night
7 Nights - US $1,844
Cottage
10.0(25 Reviews)
1 Bedroom
1 Bath
3 Guests
Oceanfront- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $223/Night
7 Nights - US $1,561
Riverhead Luxury Rentals
New
House
5 Bedrooms
5 Baths
10 Guests
6000 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
Unlock the Best Price
House
6 Bedrooms
4 Baths
12 Guests
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
US $8,632/Night
7 Nights - US $60,421
House
3 Bedrooms
3 Baths
6 Guests
2000 ft²
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
US $2,334/Night
7 Nights - US $16,338
House
10.0(4 Reviews)
4 Bedrooms
3 Baths
8 Guests
- Hot Tub
- Fireplace/Heating
- Pool
- Ocean View
US $1,914/Night
7 Nights - US $13,396
House
10.0(2 Reviews)
3 Bedrooms
2 Baths
6 Guests
- Private Pool
- Fireplace/Heating
- Pool
- Ocean View
US $1,804/Night
7 Nights - US $12,631
House
4 Bedrooms
4 Baths
6 Guests
- Fireplace/Heating
- Pet Friendly
Air Conditioner
Internet
US $1,704/Night
7 Nights - US $11,929
House
9.8(41 Reviews)
6 Bedrooms
4 Baths
12 Guests
- Hot Tub
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $1,667/Night
7 Nights - US $11,667
House
10.0(11 Reviews)
4 Bedrooms
3 Baths
8 Guests
4000 ft²
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Ocean View
US $1,627/Night
7 Nights - US $11,389
Riverhead Pet Friendly Vacation Rentals
Boat Rental
10.0(20 Reviews)
2 Bedrooms
1 Bath
5 Guests
1000 ft²
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
US $497/Night
7 Nights - US $3,479
Apartment
9.2(5 Reviews)
2 Bedrooms
2 Baths
4 Guests
1431.6 ft²
- Pet Friendly
- Parking
- Air Conditioner
- Internet
US $376/Night
7 Nights - US $2,631
Cottage
10.0(12 Reviews)
1 Bedroom
1 Bath
4 Guests
431 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- View
US $480/Night
7 Nights - US $3,362
House
2 Bedrooms
1 Bath
5 Guests
602.78 ft²
- Fireplace/Heating
- Balcony/Terrace
- View
- Pet Friendly
US $667/Night
7 Nights - US $4,669
Cottage
10.0(5 Reviews)
2 Bedrooms
1 Bath
4 Guests
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $281/Night
7 Nights - US $1,969
House
10.0(4 Reviews)
2 Bedrooms
1 Bath
4 Guests
900 ft²
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Ocean View
US $259/Night
7 Nights - US $1,814
Cottage
10.0(3 Reviews)
2 Bedrooms
1 Bath
5 Guests
549 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- View
US $521/Night
7 Nights - US $3,647
Cottage
9.8(19 Reviews)
2 Bedrooms
1 Bath
5 Guests
549 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- View
US $561/Night
7 Nights - US $3,930
Riverhead Large Vacation Homes
House
10.0(99 Reviews)
5 Bedrooms
3 Baths
12 Guests
3400 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $1,125/Night
7 Nights - US $7,878
Villa
9.1(16 Reviews)
1 Bedroom
1 Bath
4 Guests
398.26 ft²
- Oceanfront
- Ocean View
- View
- Parking
US $393/Night
7 Nights - US $2,748
House
10.0(16 Reviews)
4 Bedrooms
2 Baths
10 Guests
2500 ft²
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
US $599/Night
7 Nights - US $4,191
House
4 Bedrooms
2 Baths
12 Guests
2497.23 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $375/Night
7 Nights - US $2,627
House
10.0(13 Reviews)
5 Bedrooms
3 Baths
8 Guests
2277 ft²
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
US $761/Night
7 Nights - US $5,330
House
10.0(6 Reviews)
4 Bedrooms
2 Baths
12 Guests
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $1,580/Night
7 Nights - US $11,063
House
10.0(6 Reviews)
5 Bedrooms
3 Baths
8 Guests
- Fireplace/Heating
- Ocean View
- View
- Kitchen
US $786/Night
7 Nights - US $5,505
House
10.0(4 Reviews)
4 Bedrooms
3 Baths
10 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $829/Night
7 Nights - US $5,806
Why Choose Rent By Owner for your Riverhead Vacation Rental Homes?
What makes our Vacation Rentals special?
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.
Best Times to Visit Riverhead
When should you plan your Vacation Rentals stay?
Choosing the right time to visit helps you enjoy the best weather and local events in this destination, making your stay in Riverhead more memorable and aligning perfectly with your ideal vacation experience.
Peak Season Highlights
Summer (June to August)
During the summer months, this destination sees an influx of visitors seeking warm weather and outdoor activities. Booking your vacation rental early ensures you secure the best accommodations for a lively and enjoyable stay.
Average Temperature Daytime: around 75°F to 85°F - Nighttime: about 60°F to 70°F
Fall (September to November)
Fall offers stunning foliage and pleasant temperatures, making it a popular time to visit. Secure your vacation rentals in advance to experience the region's scenic beauty at its best without hassle.
Average Temperature Daytime: roughly 65°F to 75°F - Nighttime: around 50°F to 60°F
Off-Season Highlights
Winter (December to February)
In winter, fewer travelers visit the area, providing a quieter and more relaxed atmosphere. This is an ideal time to find lower rates on vacation rentals and enjoy more secluded experiences.
Average Temperature Daytime: approximately 30°F to 40°F - Nighttime: near freezing, around 20°F to 30°F
Spring (March to May)
Spring brings milder weather and blooming landscapes, though it’s less busy than summer or fall. Take advantage of off-peak rates and book your vacation rentals early for a serene escape.
Average Temperature Daytime: around 50°F to 65°F - Nighttime: about 40°F to 50°F
Weekly Weather Forecast for Riverhead
How to Book Your Riverhead Vacation Rental Home
What's our booking process?
Our platform allows you to browse a curated selection of vacation rentals. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.
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.
Explore and book the perfect rental in Riverhead
Common Vacation Rentals Amenities
What amenities can you expect?
Our Vacation Rentals are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:
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 with a private patio or picnic area to savor meals amidst scenic surroundings.
- Relax by a sparkling private pool, perfect for cooling off during warm summer days.
- Take advantage of spacious lawns and gardens for outdoor activities or simply unwinding in nature.
- Make the most of a barbecue grill setup for cookouts with family and friends.
- Benefit from access to nearby beaches or waterfronts ideal for swimming, boating, or fishing.
- Utilize outdoor fire pits or fireplaces for cozy evenings under the stars.
- Explore well-maintained walking trails or scenic pathways directly from your rental property to immerse yourself in the region's natural beauty.
Top Attractions Around Riverhead
What attractions are nearby?
In this vibrant area, you can enjoy a variety of outdoor activities, explore local attractions, and experience the region's unique charm during your stay in Riverhead, New York.
Family Activities
- Long Island Aquarium & Exhibition Center: Explore marine life through interactive exhibits and awe-inspiring aquariums that make learning fun for the whole family.
- Suffolk County Farm and Education Center: Experience farm-life firsthand with activities like animal encounters and seasonal events, offering a rural escape just outside the city.
- The Long Island Science Center: Engage with hands-on science exhibits that spark curiosity and inspire young minds during your visit to this educational destination.
- Eco-Discovery Center at Hallock State Park Preserve: Discover the region’s natural beauty with guided nature walks and eco-friendly programs suitable for all ages.
Adult Activities
- Visit the Long Island Aquarium: Explore this renowned attraction where you can enjoy engaging marine exhibits and immersive aquatic experiences right here in the region.
- Discover the Safari Adventure: Embark on a guided tour through the safari park, offering close encounters with exotic animals in a naturalistic setting nearby.
- Explore local wineries and vineyards: Taste the region’s finest wines while soaking in scenic vineyard views, making it an ideal adult activity in this area.
- Enjoy waterfront dining or cruises: Savor exquisite meals with ocean vistas or unwind on a relaxing boat cruise along the coast, both popular pursuits here.
Other Places to Stay in Riverhead, NY
Suffolk County
Northampton
Clovis Point
South Jamesport
South Jamesport Park
Flanders
North Fork
Northville
Riverside
Aquebogue
Baiting Hollow
Jamesport
Riverhead Travel Tips
How Can You Make the Most of Your Stay?
- Explore local attractions and natural scenery: Take time to discover the region’s outdoor beauty and attractions that enhance your stay in this destination.
- Plan your visit during the shoulder seasons: Visiting outside peak times can offer a more relaxed experience while enjoying favorable weather and fewer crowds.
- Utilize nearby dining and shopping options: Maximize your trip by exploring culinary delights and boutique stores within easy reach of your vacation rentals.
- Engage with community events and activities: Check out seasonal events or local happenings to immerse yourself in the area's vibrant culture during your stay.
Transportation Options
- Long Island Rail Road (LIRR): You can conveniently access this region via the Long Island Rail Road, providing a reliable rail connection to nearby cities and attractions.
- New York State Thruway (Interstate 87): Driving here is straightforward with the New York State Thruway offering direct highway access from major metropolitan areas.
- East End Bus Service: Public bus routes serve the area, making it easy for you to explore without needing a car during your stay.
- Regional Taxi and Ride-Sharing Services: Taxis and ride-sharing options like Uber and Lyft are available for flexible, on-demand transportation around this destination.
Local Customs Options
- Local Seafood Dining Etiquette: When enjoying the region’s renowned seafood, it’s customary to share dishes family-style and appreciate locally caught catches.
- Harbor Festival Traditions: Participating in community events like harbor festivals often involves engaging in maritime activities and honoring local seafaring customs.
- Historic Preservation Respect: Respect for the area's historic sites and architecture is highly valued, reflecting a deep appreciation for its cultural heritage.
- Agricultural Fair Practices: Engaging in regional agricultural fairs includes supporting local farmers and embracing country fair traditions with enthusiasm.
Riverhead Vacation Rental Frequently Asked Questions
1. What are the top vacation rentals in Riverhead?
There are a lot of options in Riverhead. If you plan on staying in the Riverhead area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Riverhead:
- Elegant and spacious North Fork home; near beaches, vineyards, farms and dining.
- Drifted Inn. North Fork Escape Paradise!
- Jamesport Cottage | Walk to Peconic Bay, Fire Pit
- Ultimate beach getaway: secluded beach, spectacular views, stylishly renovated
- Riverhead Farm House
- Wine Country Cozy Home Away in the Woods
- Hamptons Waterfront Suite | Private Hot Tub | Winter Escape | Adults Only
- Peconic River Boatel
- Newly Renovated Waterfront House w/Private Beach
- Sunny Breezy Beach House With Huge Pool Overlooking Fields
2. How many vacation rentals have private pools in Riverhead?
There are 32 vacation rentals with private pools near Riverhead. Top-rated RBO homes that have access to a swimming pool include:
3. Which vacation homes in Riverhead are best for families?
If you are looking for a family-friendly vacation home in Riverhead, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Riverhead:
4. How many Rentbyowner vacation rentals are available in Riverhead?
Currently, the total number of properties listed by Rent By Owner in 2026 is over 271 in the Riverhead 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 Riverhead.
5. What is the cancellation policy for vacation rentals in the area?
Each property has its own cancellation policy, which can vary from flexible to strict. It’s best to review the cancellation details on the listing or contact the owner directly to understand the specific terms applicable before confirming your booking.
6. Are there any requirements or restrictions for booking a vacation rental here?
Restrictions such as minimum stay requirements, age limits, or additional fees may apply depending on the property. To ensure your plans align with the host's policies, review the listing details or reach out to the owner directly.
7. How do I inquire about amenities and property features before booking?
Property descriptions typically include key amenities, but if you have specific questions, use the messaging platform to contact the owner. This allows you to clarify any details to ensure the rental meets your needs.
8. What is the process for checking in and checking out of the rental?
Check-in and check-out procedures are specified in each listing, often including details about key collection or lockbox codes. Contact the owner beforehand if you need additional instructions or assistance during your arrival or departure.
9. Is it possible to modify my reservation after booking?
Reservation modifications, such as date changes or guest adjustments, depend on the property's policies. To make any changes, communicate directly with the property owner through the platform to confirm availability and approval.
Riverhead Top Rated Vacation Rentals
House
10.0(16 Reviews)
4 Bedrooms
2 Baths
8 Guests
2200 ft²
- Private Pool
- Oceanfront
- Hot Tub
- Fireplace/Heating
US $929/Night
7 Nights - US $6,502
House
10.0(10 Reviews)
4 Bedrooms
3 Baths
8 Guests
2600 ft²
- Private Pool
- Fireplace/Heating
- Pool
- Ocean View
US $797/Night
7 Nights - US $5,582
Other
10.0(7 Reviews)
5 Bedrooms
3 Baths
12 Guests
3200 ft²
- Private Pool
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $1,275/Night
7 Nights - US $8,923
House
10.0(1 Review)
4 Bedrooms
2 Baths
8 Guests
- Private Pool
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $1,092/Night
7 Nights - US $7,644
House
10.0(1 Review)
5 Bedrooms
4 Baths
9 Guests
2400 ft²
- Private Pool
- Oceanfront
- Hot Tub
- Fireplace/Heating
US $783/Night
7 Nights - US $5,481
Hotel
9.8(390 Reviews)
1 Bath
- Fireplace/Heating
- Pool
- Balcony/Terrace
Breakfast
US $172/Night
7 Nights - US $1,204
House
9.8(13 Reviews)
5 Bedrooms
3 Baths
10 Guests
4500 ft²
- Private Pool
- Hot Tub
- Fireplace/Heating
- Pool
US $1,567/Night
7 Nights - US $10,967
Hotel
9.2(1003 Reviews)
1 Bath
- Pool
- Balcony/Terrace
- Breakfast
- Kitchen
US $168/Night
7 Nights - US $1,176
