Riverhead Holiday Rentals
New
House
- Calverton
- ·
- Baiting Hollow
- 0.83 mi to center
5 Bedrooms
5 Baths
10 Guests
6000 ft²
Fireplace/Heating
Ocean View
Balcony/Terrace
View
£6,898/Night
7 Nights - £48,289
House
10.0Exceptional
(1 Review)
2 Bedrooms
1 Bath
5 Guests
602.78 ft²
- Fireplace/Heating
- Balcony/Terrace
- View
Pet Friendly
£498/Night
7 Nights - £3,484
House
- Calverton
- ·
- Baiting Hollow
- 1.47 mi to center
2 Bedrooms
2 Baths
5 Guests
- Fireplace/Heating
Kitchen
Air Conditioner
Child Friendly
£104/Night
7 Nights - £731
New
House
3 Bedrooms
2 Baths
6 Guests
- Fireplace/Heating
- Air Conditioner
- Child Friendly
Laundry
£493/Night
7 Nights - £3,454
House
10.0Exceptional
(1 Review)
2 Bedrooms
1 Bath
5 Guests
548.96 ft²
- Balcony/Terrace
- View
- Pet Friendly
Parking
£488/Night
7 Nights - £3,413
House
10.0Exceptional
(28 Reviews)
2 Bedrooms
1 Bath
4 Guests
1200 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
£293/Night
7 Nights - £2,050
Cottage
10.0Exceptional
(25 Reviews)
1 Bedroom
1 Bath
3 Guests
Oceanfront- Fireplace/Heating
- Ocean View
- Balcony/Terrace
£130/Night
7 Nights - £910
House
10.0Exceptional
(21 Reviews)
1 Bedroom
1 Bath
2 Guests
750 ft²
- Oceanfront
Hot Tub- Fireplace/Heating
- Ocean View
£431/Night
7 Nights - £3,016
Boat Rental
10.0Exceptional
(20 Reviews)
2 Bedrooms
1 Bath
5 Guests
1000 ft²
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
£371/Night
7 Nights - £2,596
Luxury Holiday Rentals in Riverhead
Over 255+ Luxury Holiday Rentals in or Near Riverhead
House
6 Bedrooms
4 Baths
12 Guests
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
£5,203/Night
7 Nights - £36,420
House
- New York
- ·
- Suffolk County
- 20.13 mi to center
3 Bedrooms
3 Baths
6 Guests
2000 ft²
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
£1,742/Night
7 Nights - £12,192
House
- New York
- ·
- Suffolk County
- 19.21 mi to center
10.0Exceptional
(11 Reviews)
4 Bedrooms
3 Baths
8 Guests
4000 ft²
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Ocean View
£1,703/Night
7 Nights - £11,919
House
- Riverhead
- ·
- South Jamesport
- 0.06 mi to center
10.0Exceptional
(4 Reviews)
4 Bedrooms
3 Baths
8 Guests
- Hot Tub
- Fireplace/Heating
Pool- Ocean View
£1,509/Night
7 Nights - £10,564
House
9.8Exceptional
(41 Reviews)
6 Bedrooms
4 Baths
12 Guests
- Hot Tub
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
£1,437/Night
7 Nights - £10,057
House
- Riverhead
- ·
- Northville
- 1.66 mi to center
10.0Exceptional
(14 Reviews)
3 Bedrooms
3 Baths
8 Guests
2150 ft²
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
£1,309/Night
7 Nights - £9,163
House
10.0Exceptional
(2 Reviews)
3 Bedrooms
2 Baths
6 Guests
Private Pool- Fireplace/Heating
- Pool
- Ocean View
£1,297/Night
7 Nights - £9,080
House
- New York
- ·
- Suffolk County
- 19.68 mi to center
10.0Exceptional
(1 Review)
3 Bedrooms
2 Baths
6 Guests
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Pet Friendly
£1,265/Night
7 Nights - £8,853
House
9.8Exceptional
(24 Reviews)
3 Bedrooms
3 Baths
6 Guests
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
£1,257/Night
7 Nights - £8,797
Top-Rated Holiday Rentals with a Pool in Riverhead
Over 63+ The Best Private Villas and Holiday Rentals in Riverhead with a Pool
House
- Riverhead
- ·
- Northville
- 1.51 mi to center
10.0Exceptional
(10 Reviews)
4 Bedrooms
3 Baths
8 Guests
2600 ft²
- Private Pool
- Fireplace/Heating
- Pool
- Ocean View
£619/Night
7 Nights - £4,333
House
- Riverhead
- ·
- Northville
- 1.82 mi to center
10.0Exceptional
(8 Reviews)
5 Bedrooms
3 Baths
12 Guests
3200 ft²
- Private Pool
- Fireplace/Heating
- Pool
- Balcony/Terrace
£754/Night
7 Nights - £5,280
House
10.0Exceptional
(1 Review)
4 Bedrooms
2 Baths
8 Guests
- Private Pool
- Fireplace/Heating
- Pool
- Balcony/Terrace
£889/Night
7 Nights - £6,220
House
10.0Exceptional
(1 Review)
5 Bedrooms
4 Baths
9 Guests
2400 ft²
- Private Pool
- Oceanfront
- Hot Tub
- Fireplace/Heating
£622/Night
7 Nights - £4,352
House
9.2Exceptional
(19 Reviews)
4 Bedrooms
3 Baths
8 Guests
- Private Pool
- Oceanfront
- Hot Tub
- Fireplace/Heating
£734/Night
7 Nights - £5,135
Apartment
9.2Exceptional
(5 Reviews)
1 Bedroom
1 Bath
3 Guests
475 ft²
- Private Pool
- Oceanfront
- Hot Tub
- Fireplace/Heating
£199/Night
7 Nights - £1,390
Hotel
9.1Exceptional
(153 Reviews)
9 Baths
322.92 ft²
- Fireplace/Heating
- Pool
- Balcony/Terrace
- View
£195/Night
7 Nights - £1,365
Hotel
9.0Exceptional
(275 Reviews)
1 Bath
259.68 ft²
- Private Pool
- Oceanfront
- Hot Tub
- Fireplace/Heating
£434/Night
7 Nights - £3,039
House
9.0Exceptional
(2 Reviews)
5 Bedrooms
3 Baths
8 Guests
3300 ft²
- Private Pool
- Hot Tub
- Fireplace/Heating
- Pool
£915/Night
7 Nights - £6,402
Pet-Friendly Holiday Rentals in Riverhead
Over 82+ Pet-Friendly Holiday Rentals in or Near Riverhead
Cottage
10.0Exceptional
(12 Reviews)
1 Bedroom
1 Bath
4 Guests
431 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- View
£417/Night
7 Nights - £2,919
Apartment
9.2Exceptional
(5 Reviews)
2 Bedrooms
2 Baths
4 Guests
1431.6 ft²
- Pet Friendly
- Parking
- Air Conditioner
Internet
£280/Night
7 Nights - £1,963
Cottage
- New York
- ·
- Suffolk County
- 11.24 mi to center
1 Bedroom
1 Bath
- Fireplace/Heating
- Pool
- Ocean View
- Balcony/Terrace
£2,559/Night
7 Nights - £17,915
Cottage
- Calverton
- ·
- Baiting Hollow
- 0.56 mi to center
10.0Exceptional
(5 Reviews)
2 Bedrooms
1 Bath
4 Guests
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
£221/Night
7 Nights - £1,545
House
2 Bedrooms
1 Bath
5 Guests
602.78 ft²
- Fireplace/Heating
- Balcony/Terrace
- View
- Pet Friendly
£498/Night
7 Nights - £3,484
House
10.0Exceptional
(4 Reviews)
2 Bedrooms
1 Bath
4 Guests
900 ft²
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Ocean View
£239/Night
7 Nights - £1,673
Cottage
10.0Exceptional
(3 Reviews)
2 Bedrooms
1 Bath
5 Guests
549 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- View
£445/Night
7 Nights - £3,113
Cottage
9.8Exceptional
(19 Reviews)
2 Bedrooms
1 Bath
5 Guests
549 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- View
£486/Night
7 Nights - £3,401
House
9.6Exceptional
(10 Reviews)
2 Bedrooms
1 Bath
6 Guests
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
£290/Night
7 Nights - £2,031
Large Holiday Rentals and Private Villas in Riverhead
Over 41+ Large Holiday Rentals and Private Villas in or Near Riverhead
House
10.0Exceptional
(99 Reviews)
5 Bedrooms
3 Baths
12 Guests
3400 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
£888/Night
7 Nights - £6,217
Villa
- Calverton
- ·
- Baiting Hollow
- 0.50 mi to center
9.1Exceptional
(16 Reviews)
1 Bedroom
1 Bath
4 Guests
398.26 ft²
- Oceanfront
- Ocean View
- View
- Parking
£293/Night
7 Nights - £2,051
House
- Calverton
- ·
- Baiting Hollow
- 0.85 mi to center
10.0Exceptional
(16 Reviews)
4 Bedrooms
2 Baths
10 Guests
2500 ft²
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
£500/Night
7 Nights - £3,503
House
- Calverton
- ·
- Baiting Hollow
- 0.89 mi to center
4 Bedrooms
2 Baths
12 Guests
2497.23 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
£280/Night
7 Nights - £1,960
House
10.0Exceptional
(13 Reviews)
5 Bedrooms
3 Baths
8 Guests
2277 ft²
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
£568/Night
7 Nights - £3,978
House
10.0Exceptional
(6 Reviews)
4 Bedrooms
2 Baths
12 Guests
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
£1,255/Night
7 Nights - £8,781
House
10.0Exceptional
(5 Reviews)
4 Bedrooms
3 Baths
10 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
£611/Night
7 Nights - £4,275
House
10.0Exceptional
(2 Reviews)
1 Bedroom
3 Baths
10 Guests
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
£1,045/Night
7 Nights - £7,314
House
10.0Exceptional
(1 Review)
6 Bedrooms
2 Baths
12 Guests
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Internet
£739/Night
7 Nights - £5,177
Wheelchair Accessible Holiday Homes in Riverhead
Over 16+ Wheelchair Accessible Holiday Homes in or Near Riverhead
Cottage
- Riverhead
- ·
- South Jamesport
- 0.18 mi to center
10.0Exceptional
(39 Reviews)
3 Bedrooms
2 Baths
6 Guests
1400 ft²
- Fireplace/Heating
- Pool
- Ocean View
- Balcony/Terrace
£360/Night
7 Nights - £2,518
Hotel
9.0Exceptional
(61 Reviews)
4 Baths
670.05 ft²
- View
Breakfast- Pet Friendly
- Parking
£414/Night
7 Nights - £2,898
Hotel
9.8Exceptional
(423 Reviews)
1 Bath
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Breakfast
£213/Night
7 Nights - £1,488
House
5.0Average
(36 Reviews)
4 Bedrooms
2 Baths
16 Guests
2400 ft²
- Oceanfront
- Ocean View
- Balcony/Terrace
- View
£640/Night
7 Nights - £4,477
Hotel
8.7Fabulous
(354 Reviews)
6 Baths
380.33 ft²
- Private Pool
- Fireplace/Heating
- Pool
- Balcony/Terrace
£291/Night
7 Nights - £2,039
House
- Calverton
- ·
- Baiting Hollow
- 1.53 mi to center
4 Bedrooms
4 Baths
10 Guests
3203 ft²
- Private Pool
- Oceanfront
- Hot Tub
Spa
£268/Night
7 Nights - £1,876
House
4.0Average
(3 Reviews)
1 Bedroom
2 Baths
2 Guests
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Internet
£93/Night
7 Nights - £653
House
5.0Average
(1 Review)
3 Bedrooms
4 Baths
8 Guests
2300 ft²
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Child Friendly
£709/Night
7 Nights - £4,963
House
- New York
- ·
- Suffolk County
- 18.62 mi to center
1 Bedroom
1 Bath
2 Guests
215 ft²
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
£514/Night
7 Nights - £3,601
Riverhead Private Villas and Holiday Homes Under $200
Over 13+ Riverhead Private Villas and Holiday Homes Under $200
Apartment
- New York
- ·
- Suffolk County
- 8.93 mi to center
10.0Exceptional
(8 Reviews)
1 Bedroom
1 Bath
2 Guests
143 ft²
- Oceanfront
- Spa
- Fireplace/Heating
- Pool
£101/Night
7 Nights - £710
Hotel
7.2Very Good
(319 Reviews)
2 Baths
204.51 ft²
- Fireplace/Heating
- Pool
- Parking
- Air Conditioner
£121/Night
7 Nights - £845
Hotel
7.4Very Good
(804 Reviews)
1 Bath
- Balcony/Terrace
- Kitchen
- Parking
- Air Conditioner
£127/Night
7 Nights - £887
House
10.0Exceptional
(2 Reviews)
1 Bedroom
1 Bath
2 Guests
- Internet
- Child Friendly
£112/Night
7 Nights - £784
House
- Riverhead
- ·
- Northville
- 1.14 mi to center
9.8Exceptional
(7 Reviews)
2 Bedrooms
1 Bath
4 Guests
- Pet Friendly
- Air Conditioner
- Internet
- Child Friendly
£99/Night
7 Nights - £696
RV Rental
- Riverhead
- ·
- Northville
- 0.76 mi to center
8.4Excellent
(9 Reviews)
1 Bedroom
1 Bath
5 Guests
- Air Conditioner
- Child Friendly
Security/Safety
£146/Night
7 Nights - £1,019
Cottage
- Calverton
- ·
- Baiting Hollow
- 1.41 mi to center
4.2Average
(10 Reviews)
2 Bedrooms
1 Bath
4 Guests
- Kitchen
- Child Friendly
- Laundry
Bedding/Linens
£90/Night
7 Nights - £627
House
1 Bedroom
1 Bath
2 Guests
- Child Friendly
£149/Night
7 Nights - £1,045
House
1 Bedroom
1 Bath
2 Guests
- Fireplace/Heating
- Air Conditioner
- Internet
- Child Friendly
£134/Night
7 Nights - £940
Instantly Bookable Holiday Homes in Riverhead
Over 84+ Instantly Bookable Holiday Homes in or Near Riverhead
Apartment
10.0Exceptional
(1 Review)
2 Bedrooms
1 Bath
4 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
£163/Night
7 Nights - £1,140
House
- Calverton
- ·
- Baiting Hollow
- 1.94 mi to center
4 Bedrooms
2 Baths
8 Guests
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Ocean View
£1,393/Night
7 Nights - £9,752
Cottage
- Calverton
- ·
- Baiting Hollow
- 0.50 mi to center
9.8Exceptional
(46 Reviews)
1 Bedroom
1 Bath
4 Guests
400 ft²
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
£349/Night
7 Nights - £2,443
Cottage
9.6Exceptional
(5 Reviews)
2 Bedrooms
1 Bath
5 Guests
603 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- View
£539/Night
7 Nights - £3,772
Cottage
- Calverton
- ·
- Baiting Hollow
- 1.66 mi to center
9.6Exceptional
(4 Reviews)
1 Bedroom
1 Bath
5 Guests
750 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
£273/Night
7 Nights - £1,910
Cottage
- Calverton
- ·
- Baiting Hollow
- 0.61 mi to center
9.2Exceptional
(11 Reviews)
2 Bedrooms
1 Bath
2 Guests
400 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
£277/Night
7 Nights - £1,940
Cottage
9.0Exceptional
(7 Reviews)
2 Bedrooms
1 Bath
5 Guests
603 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- View
£579/Night
7 Nights - £4,053
Cottage
8.6Fabulous
(7 Reviews)
2 Bedrooms
1 Bath
5 Guests
603 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- View
£506/Night
7 Nights - £3,542
Apartment
2 Bedrooms
2 Baths
5 Guests
1435 ft²
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
£378/Night
7 Nights - £2,648
Book a Last Minute Place to Stay in Riverhead
About Casai's Private Villas and Holiday Rentals in Riverhead
Discover more than 264 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 815.72 ft², with nightly prices averaging £554.
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 | 184 |
| Cottages | 36 |
| Holiday Apartments | 11 |
| 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
- 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
- Modern Farmhouse Retreat North Fork Wine Country
- Recently Renovated and Re-Designed Vineyard Cottage Located on the 205 acre.
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.
- Near the Hamptons - Private Pool, Jacuzzi Retreat
- Residence Inn by Marriott New York Long Island East End
- Private 3BR Hamptons Escape: Pool & Tennis, Modern Interior. 10 mins to Dune Rd.
- North Fork Oasis w/Saltwater Pool & Steps 2 Beach
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:
How many Casai.uk holiday rentals are available in Riverhead?
As of 2026, Casai boasts over 264 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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