Riverhead Holiday Rentals
10.0
Exceptional
(13 Reviews)
2277 ft²
8 Guests
5 Bedrooms
3 Bathrooms
Ocean View
House
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
د.إ.2,797/Night
For 7 Nights د.إ.19,574
10.0
Exceptional
(2 Reviews)
1797.57 ft²
8 Guests
4 Bedrooms
3 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Parking
- Internet
د.إ.2,071/Night
For 7 Nights د.إ.14,499
New
- New York
- Suffolk County
- 11.24 mi to center
1 Bedroom
1 Bathroom
Ocean View
Cottage
- Fireplace/Heating
- Pool
- Ocean View
د.إ.12,595/Night
For 7 Nights د.إ.88,166
10.0
Exceptional
(1 Review)
2400 ft²
9 Guests
5 Bedrooms
4 Bathrooms
Ocean View
House
- Private Pool
- Oceanfront
- Hot Tub
د.إ.2,876/Night
For 7 Nights د.إ.20,129
10.0
Exceptional
(1 Review)
602.78 ft²
5 Guests
2 Bedrooms
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- View
د.إ.2,449/Night
For 7 Nights د.إ.17,147
9.6
Exceptional
(5 Reviews)
603 ft²
5 Guests
2 Bedrooms
1 Bathroom
Ocean View
Cottage
- Oceanfront
- Fireplace/Heating
- Ocean View
د.إ.2,439/Night
For 7 Nights د.إ.17,073
9.8
Exceptional
(9 Reviews)
1000 ft²
7 Guests
4 Bedrooms
1 Bathroom
Ocean View
House
- Oceanfront
- Fireplace/Heating
- Ocean View
د.إ.2,081/Night
For 7 Nights د.إ.14,565
10.0
Exceptional
(57 Reviews)
- Riverhead
- Northville
- 0.67 mi to center
6 Guests
3 Bedrooms
2 Bathrooms
Ocean View
House
- Hot Tub
- Ocean View
- Balcony/Terrace
د.إ.1,783/Night
For 7 Nights د.إ.12,483
10.0
Exceptional
(28 Reviews)
1200 ft²
4 Guests
2 Bedrooms
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
د.إ.1,370/Night
For 7 Nights د.إ.9,589
Luxury Holiday Rentals in Riverhead
Over 256+ Luxury Holiday Rentals in or Near Riverhead
New
12 Guests
6 Bedrooms
4 Bathrooms
Ocean View
House
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
د.إ.31,699/Night
For 7 Nights د.إ.221,896
New
- New York
- Suffolk County
- 20.13 mi to center
2000 ft²
6 Guests
3 Bedrooms
3 Bathrooms
Ocean View
House
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
د.إ.8,572/Night
For 7 Nights د.إ.60,001
10.0
Exceptional
(4 Reviews)
- Riverhead
- South Jamesport
- 0.06 mi to center
8 Guests
4 Bedrooms
3 Bathrooms
Ocean View
House
- Hot Tub
- Fireplace/Heating
- Pool
د.إ.6,645/Night
For 7 Nights د.إ.46,512
9.8
Exceptional
(41 Reviews)
12 Guests
6 Bedrooms
4 Bathrooms
Ocean View
House
- Hot Tub
- Fireplace/Heating
- Ocean View
د.إ.6,389/Night
For 7 Nights د.إ.44,727
New
- New York
- Suffolk County
- 19.99 mi to center
6 Guests
4 Bedrooms
4 Bathrooms
Pet Friendly
House
- Fireplace/Heating
- Pet Friendly
- Air Conditioner
د.إ.6,258/Night
For 7 Nights د.إ.43,809
New
- Riverhead
- Northville
- 0.69 mi to center
10 Guests
4 Bedrooms
4 Bathrooms
Group Friendly
Villa
- Fireplace/Heating
- Air Conditioner
- Internet
د.إ.5,964/Night
For 7 Nights د.إ.41,749
10.0
Exceptional
(9 Reviews)
2500 ft²
8 Guests
3 Bedrooms
6 Bathrooms
Ocean View
House
- Oceanfront
- Spa
- Fireplace/Heating
د.إ.5,814/Night
For 7 Nights د.إ.40,699
9.8
Exceptional
(13 Reviews)
- Calverton
- Baiting Hollow
- 0.83 mi to center
4500 ft²
10 Guests
5 Bedrooms
3 Bathrooms
Ocean View
House
- Private Pool
- Hot Tub
- Fireplace/Heating
د.إ.5,754/Night
For 7 Nights د.إ.40,276
10.0
Exceptional
(2 Reviews)
6 Guests
3 Bedrooms
2 Bathrooms
Ocean View
House
- Private Pool
- Fireplace/Heating
- Pool
د.إ.5,724/Night
For 7 Nights د.إ.40,071
Top-Rated Holiday Rentals with a Pool in Riverhead
Over 66+ The Best Private Villas and Holiday Rentals in Riverhead with a Pool
10.0
Exceptional
(16 Reviews)
- Riverhead
- Northville
- 0.82 mi to center
2200 ft²
8 Guests
4 Bedrooms
2 Bathrooms
Ocean View
House
- Private Pool
- Oceanfront
- Hot Tub
د.إ.3,722/Night
For 7 Nights د.إ.26,053
10.0
Exceptional
(13 Reviews)
1950 ft²
8 Guests
4 Bedrooms
1 Bathroom
Ocean View
House
- Private Pool
- Oceanfront
- Fireplace/Heating
د.إ.4,544/Night
For 7 Nights د.إ.31,808
10.0
Exceptional
(10 Reviews)
- Riverhead
- Northville
- 1.51 mi to center
2600 ft²
8 Guests
4 Bedrooms
3 Bathrooms
Ocean View
House
- Private Pool
- Fireplace/Heating
- Pool
د.إ.2,803/Night
For 7 Nights د.إ.19,618
10.0
Exceptional
(5 Reviews)
- Riverhead
- Northville
- 1.82 mi to center
3200 ft²
12 Guests
6 Bedrooms
3 Bathrooms
Family Friendly
Other
- Private Pool
- Fireplace/Heating
- Pool
د.إ.4,032/Night
For 7 Nights د.إ.28,223
10.0
Exceptional
(1 Review)
8 Guests
4 Bedrooms
2 Bathrooms
Family Friendly
House
- Private Pool
- Fireplace/Heating
- Pool
د.إ.3,192/Night
For 7 Nights د.إ.22,340
9.8
Exceptional
(390 Reviews)
1 Bathroom
Family Friendly
Hotel
- Fireplace/Heating
- Pool
- Balcony/Terrace
د.إ.631/Night
For 7 Nights د.إ.4,422
9.6
Exceptional
(5 Reviews)
2621 ft²
8 Guests
4 Bedrooms
3 Bathrooms
Ocean View
House
- Private Pool
- Oceanfront
- Fireplace/Heating
د.إ.1,170/Night
For 7 Nights د.إ.8,190
9.2
Exceptional
(1004 Reviews)
1 Bathroom
Family Friendly
Hotel
- Pool
- Balcony/Terrace
- Breakfast
د.إ.449/Night
For 7 Nights د.إ.3,147
9.2
Exceptional
(5 Reviews)
475 ft²
3 Guests
1 Bedroom
1 Bathroom
Ocean View
Apartment
- Private Pool
- Oceanfront
- Hot Tub
د.إ.685/Night
For 7 Nights د.إ.4,796
Pet-Friendly Holiday Rentals in Riverhead
Over 85+ Pet-Friendly Holiday Rentals in or Near Riverhead
10.0
Exceptional
(20 Reviews)
1000 ft²
5 Guests
2 Bedrooms
1 Bathroom
Ocean View
Boat Rental
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
د.إ.1,825/Night
For 7 Nights د.إ.12,777
10.0
Exceptional
(1 Review)
548.96 ft²
5 Guests
2 Bedrooms
1 Bathroom
Family Friendly
House
- Balcony/Terrace
- View
- Pet Friendly
د.إ.2,399/Night
For 7 Nights د.إ.16,794
10.0
Exceptional
(16 Reviews)
- Calverton
- Baiting Hollow
- 0.85 mi to center
2500 ft²
10 Guests
4 Bedrooms
2 Bathrooms
Ocean View
House
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
د.إ.2,052/Night
For 7 Nights د.إ.14,363
9.3
Exceptional
(3 Reviews)
602.78 ft²
5 Guests
2 Bedrooms
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- View
د.إ.2,449/Night
For 7 Nights د.إ.17,147
10.0
Exceptional
(14 Reviews)
- Riverhead
- Northville
- 1.66 mi to center
2150 ft²
8 Guests
3 Bedrooms
3 Bathrooms
Family Friendly
House
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
د.إ.4,541/Night
For 7 Nights د.إ.31,789
10.0
Exceptional
(12 Reviews)
431 ft²
4 Guests
1 Bedroom
1 Bathroom
Ocean View
Cottage
- Oceanfront
- Fireplace/Heating
- Ocean View
د.إ.2,534/Night
For 7 Nights د.إ.17,735
10.0
Exceptional
(11 Reviews)
- New York
- Suffolk County
- 19.21 mi to center
4000 ft²
8 Guests
4 Bedrooms
3 Bathrooms
Ocean View
House
- Oceanfront
- Hot Tub
- Fireplace/Heating
د.إ.5,608/Night
For 7 Nights د.إ.39,255
10.0
Exceptional
(3 Reviews)
549 ft²
5 Guests
2 Bedrooms
1 Bathroom
Ocean View
Cottage
- Oceanfront
- Fireplace/Heating
- Ocean View
د.إ.1,910/Night
For 7 Nights د.إ.13,368
10.0
Exceptional
(2 Reviews)
- Riverhead
- South Jamesport
- 0.15 mi to center
6 Guests
3 Bedrooms
1 Bathroom
Ocean View
Cottage
- Oceanfront
- Fireplace/Heating
- Ocean View
د.إ.1,393/Night
For 7 Nights د.إ.9,750
Large Holiday Rentals and Private Villas in Riverhead
Over 41+ Large Holiday Rentals and Private Villas in or Near Riverhead
10.0
Exceptional
(6 Reviews)
8 Guests
5 Bedrooms
3 Bathrooms
Ocean View
House
- Fireplace/Heating
- Ocean View
- View
د.إ.2,692/Night
For 7 Nights د.إ.18,844
9.1
Exceptional
(16 Reviews)
- Calverton
- Baiting Hollow
- 0.50 mi to center
398.26 ft²
4 Guests
1 Bedroom
1 Bathroom
Ocean View
Villa
- Oceanfront
- Ocean View
- View
د.إ.1,441/Night
For 7 Nights د.إ.10,092
10.0
Exceptional
(3 Reviews)
10 Guests
4 Bedrooms
3 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
د.إ.3,046/Night
For 7 Nights د.إ.21,323
New
2497.23 ft²
12 Guests
4 Bedrooms
2 Bathrooms
House
- Oceanfront
- Fireplace/Heating
- Ocean View
د.إ.1,378/Night
For 7 Nights د.إ.9,648
10.0
Exceptional
(1 Review)
10 Guests
1 Bedroom
3 Bathrooms
Ocean View
House
- Oceanfront
- Fireplace/Heating
- Ocean View
د.إ.3,229/Night
For 7 Nights د.إ.22,604
9.6
Exceptional
(24 Reviews)
10 Guests
5 Bedrooms
3 Bathrooms
Ocean View
House
- Hot Tub
- Fireplace/Heating
- Ocean View
د.إ.2,609/Night
For 7 Nights د.إ.18,263
9.0
Exceptional
(18 Reviews)
10 Guests
4 Bedrooms
3 Bathrooms
Ocean View
House
- Private Pool
- Oceanfront
- Hot Tub
د.إ.2,769/Night
For 7 Nights د.إ.19,383
8.6
Fabulous
(8 Reviews)
8 Guests
5 Bedrooms
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
د.إ.3,076/Night
For 7 Nights د.إ.21,532
New
12 Guests
6 Bedrooms
2 Bathrooms
Family Friendly
House
- Private Pool
- Hot Tub
- Fireplace/Heating
د.إ.4,652/Night
For 7 Nights د.إ.32,568
Wheelchair Accessible Holiday Homes in Riverhead
Over 18+ Wheelchair Accessible Holiday Homes in or Near Riverhead
4.0
Average
(3 Reviews)
2 Guests
1 Bedroom
2 Bathrooms
Family Friendly
House
- Balcony/Terrace
- Kitchen
- Air Conditioner
د.إ.459/Night
For 7 Nights د.إ.3,213
9.0
Exceptional
(157 Reviews)
322.92 ft²
9 Bathrooms
Family Friendly
Hotel
- Fireplace/Heating
- Pool
- Balcony/Terrace
د.إ.960/Night
For 7 Nights د.إ.6,717
9.0
Exceptional
(1007 Reviews)
1 Bathroom
Family Friendly
Hotel
- Hot Tub
- Pool
- Balcony/Terrace
د.إ.496/Night
For 7 Nights د.إ.3,471
New
- New York
- Suffolk County
- 18.62 mi to center
215 ft²
2 Guests
1 Bedroom
1 Bathroom
Ocean View
House
- Oceanfront
- Fireplace/Heating
- Pool
د.إ.2,531/Night
For 7 Nights د.إ.17,720
9.0
Exceptional
(61 Reviews)
670.05 ft²
4 Bathrooms
Family Friendly
Hotel
- View
- Breakfast
- Pet Friendly
د.إ.2,037/Night
For 7 Nights د.إ.14,260
New
- Calverton
- Baiting Hollow
- 1.53 mi to center
3203 ft²
10 Guests
4 Bedrooms
4 Bathrooms
Ocean View
House
- Private Pool
- Oceanfront
- Hot Tub
د.إ.1,319/Night
For 7 Nights د.إ.9,233
5.0
Average
(36 Reviews)
2400 ft²
16 Guests
4 Bedrooms
2 Bathrooms
Ocean View
House
- Oceanfront
- Ocean View
- Balcony/Terrace
د.إ.3,147/Night
For 7 Nights د.إ.22,031
10.0
Exceptional
(39 Reviews)
- Riverhead
- South Jamesport
- 0.18 mi to center
1400 ft²
6 Guests
3 Bedrooms
2 Bathrooms
Ocean View
Cottage
- Fireplace/Heating
- Pool
- Ocean View
د.إ.1,770/Night
For 7 Nights د.إ.12,391
5.0
Average
(1 Review)
2300 ft²
8 Guests
3 Bedrooms
4 Bathrooms
Family Friendly
House
- Balcony/Terrace
- Kitchen
- Air Conditioner
د.إ.3,489/Night
For 7 Nights د.إ.24,422
Riverhead Private Villas and Holiday Homes Under $200
Over 21+ Riverhead Private Villas and Holiday Homes Under $200
10.0
Exceptional
(1 Review)
- Calverton
- Baiting Hollow
- 1.80 mi to center
5 Guests
3 Bedrooms
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
د.إ.645/Night
For 7 Nights د.إ.4,517
7.3
Very Good
(303 Reviews)
204.51 ft²
2 Bathrooms
Family Friendly
Hotel
- Fireplace/Heating
- Pool
- Parking
د.إ.594/Night
For 7 Nights د.إ.4,157
9.4
Exceptional
(321 Reviews)
1 Bathroom
Ocean View
Hotel
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
د.إ.728/Night
For 7 Nights د.إ.5,094
New
- Calverton
- Baiting Hollow
- 0.29 mi to center
4 Guests
2 Bedrooms
2 Bathrooms
Ocean View
Condo
- Fireplace/Heating
- Pool
- Ocean View
د.إ.595/Night
For 7 Nights د.إ.4,165
8.8
Fabulous
(1000 Reviews)
1 Bathroom
Family Friendly
Hotel
- Fireplace/Heating
- Pool
- Balcony/Terrace
د.إ.608/Night
For 7 Nights د.إ.4,260
10.0
Exceptional
(5 Reviews)
399 ft²
1 Bathroom
Family Friendly
Hotel
- Fireplace/Heating
- Balcony/Terrace
- Breakfast
د.إ.730/Night
For 7 Nights د.إ.5,112
10.0
Exceptional
(2 Reviews)
2 Guests
1 Bedroom
1 Bathroom
Family Friendly
House
- Internet
- Child Friendly
د.إ.551/Night
For 7 Nights د.إ.3,856
New
2 Guests
1 Bedroom
1 Bathroom
Family Friendly
House
- Child Friendly
د.إ.735/Night
For 7 Nights د.إ.5,142
New
2 Guests
1 Bedroom
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Air Conditioner
- Internet
د.إ.661/Night
For 7 Nights د.إ.4,627
Instantly Bookable Holiday Homes in Riverhead
Over 86+ Instantly Bookable Holiday Homes in or Near Riverhead
10.0
Exceptional
(21 Reviews)
750 ft²
2 Guests
1 Bedroom
1 Bathroom
Ocean View
House
- Oceanfront
- Hot Tub
- Fireplace/Heating
د.إ.1,720/Night
For 7 Nights د.إ.12,042
New
- Calverton
- Baiting Hollow
- 1.94 mi to center
8 Guests
4 Bedrooms
2 Bathrooms
Ocean View
House
- Oceanfront
- Hot Tub
- Fireplace/Heating
د.إ.6,856/Night
For 7 Nights د.إ.47,992
10.0
Exceptional
(13 Reviews)
- Riverhead
- Northville
- 0.60 mi to center
8 Guests
4 Bedrooms
4 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
د.إ.2,836/Night
For 7 Nights د.إ.19,850
10.0
Exceptional
(11 Reviews)
8 Guests
3 Bedrooms
2 Bathrooms
Ocean View
House
- Hot Tub
- Fireplace/Heating
- Ocean View
د.إ.2,216/Night
For 7 Nights د.إ.15,513
10.0
Exceptional
(6 Reviews)
6 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
د.إ.1,050/Night
For 7 Nights د.إ.7,352
10.0
Exceptional
(1 Review)
- Calverton
- Baiting Hollow
- 1.82 mi to center
8 Guests
4 Bedrooms
2 Bathrooms
Ocean View
House
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
د.إ.2,904/Night
For 7 Nights د.إ.20,327
10.0
Exceptional
(1 Review)
4 Guests
2 Bedrooms
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
د.إ.752/Night
For 7 Nights د.إ.5,263
9.8
Exceptional
(46 Reviews)
- Calverton
- Baiting Hollow
- 0.50 mi to center
400 ft²
4 Guests
1 Bedroom
1 Bathroom
Ocean View
Cottage
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
د.إ.1,668/Night
For 7 Nights د.إ.11,675
9.8
Exceptional
(19 Reviews)
549 ft²
5 Guests
2 Bedrooms
1 Bathroom
Ocean View
Cottage
- Oceanfront
- Fireplace/Heating
- Ocean View
د.إ.2,062/Night
For 7 Nights د.إ.14,433
Book a Last Minute Place to Stay in Riverhead
About Casai's Private Villas and Holiday Rentals in Riverhead
Discover more than 265 vacation rentals available in Riverhead. These rentals, ranging from vacation rentals to Casai Homes and other short-term private accommodations, offer top-notch amenities with unbeatable value, ensuring both comfort and luxury. Enjoy more space and value when you stay at a Casai property in Riverhead.
Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Riverhead, you can effortlessly compare various deals with just a click. Whether you're looking for a Casai with exceptional swimming pools, hot tubs, pet-friendly options, or large master suite bedrooms equipped with large screen televisions, you'll find a variety of options near Riverhead. On average, places to stay near Riverhead offer 779.12 ft², with nightly prices averaging د.إ.2,465.
With Casai, finding and comparing holiday rentals in Riverhead is easy and secure, often at a 30-40% discount compared to hotel prices. Simply search for your destination and secure your reservation today.
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Top Accommodation Types in Riverhead
| Type | Count |
|---|---|
| Vacation Homes | 181 |
| Cottages | 37 |
| Holiday Apartments | 10 |
| Villas | 3 |
Use these Quick Filters to Find a Holiday Rental in Riverhead
★ Pro Tip: Casai simplifies the process of comparing the finest listings across various online vacation rental platforms, including Booking.com and more. Utilize the Advanced Filter feature located at the top to effortlessly switch between Casai homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals, eco-friendly properties, and different property types. Explore various cancellation policies, prices, and numerous options to find the ideal accommodation for your next vacation in Riverhead.
Weather in Riverhead, NY
View the weather forecast for Riverhead before booking your Riverhead 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
Top Attractions Around Riverhead, NY
Casai offers a large selection of top attractions around Riverhead . Research things to do on your vacation before you visit Riverhead.
Other Places to Stay in Riverhead, NY
Frequently Asked Questions About Riverhead?
What are the top holiday rentals in Riverhead?
With numerous options available in Riverhead, planning to stay in the area? Consider booking a few nights at one of these properties, rated as the Top Holiday 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
- Sunny Breezy Beach House With Huge Pool Overlooking Fields
- Newly Renovated Waterfront House w/Private Beach
How many holiday rentals have private pools in Riverhead?
Discover a selection of holiday rentals with private pools near Riverhead with Casai. Experience the epitome of luxury and relaxation in our top-rated villas and holiday homes, where you can enjoy exclusive access to refreshing swimming pools.
- Private 3BR Hamptons Escape: Pool & Tennis, Modern Interior. 10 mins to Dune Rd.
- Hilton Garden Inn Riverhead
- North Fork Oasis w/Saltwater Pool & Steps 2 Beach
- Hyatt Place Long Island East End
Which holiday homes in Riverhead are best for families?
If you're searching for a family-friendly holiday home in Riverhead, consider one of the following properties. Each comes highly recommended, with excellent reviews for families or groups staying in Riverhead:
- The Good Times House
- Coastal Haven: Private Pool, Bay Access, Water Sports
- Hilton Garden Inn Riverhead
How many Casai.ae holiday rentals are available in Riverhead?
As of 2026, Casai boasts over 265 properties listed in the Riverhead area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in Riverhead.
People Also Ask
Finding the best prices in Riverhead
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