Holiday rentals in Riverhead

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Top-rated holiday rentals in Riverhead

Guests agree: these stays are highly rated for location, cleanliness and more.

Guest favourite

Cottage in Riverhead

4.98 out of 5 average rating, 126 reviews

Savor Blazing Ocean Sunsets at a Soothing Beachfront Haven

Newly renovated, The Beach Cottage has been designed and decorated in a modern organic style, with a palette of whites and neutrals to create a serene and peaceful escape. Relax in the airy, light and open living room, which features a wall of glass for indoor/outdoor living with expansive, uninterrupted water views. Enjoy the designer kitchen with all new appliances, as well as a brand new bathroom, updated bedrooms and outdoor shower. This chic 2-bedroom, 1-bathroom home, which can sleep up to 5, has been designed with an eye for detail, style and relaxation. The master bedroom enjoys a queen sized bed that's perfect for 2 adults. The second bedroom can accommodate up to 3 people with a double bed for two people, and a single bed for one person. Only 80-miles from Manhattan, a 90-minute drive and close to the towns of Jamesport, Southold and Greenport, The Beach Cottage is the perfect summer escape. Stay on the property for swimming, paddle boarding, beach walks and BBQs or venture out to enjoy all the North Fork has to offer. Wine tasting at the French run winery Croteaux, lunch at the world class North Fork Table and Inn, shop at the many Organic Farms or explore the charming historic seaport village of Greenport, all short drives from the cottage. Upon request, Pets are allowed, for an extra fee of $200 per stay. Guests have access the entire property, including a private path to the beach. This stylish retreat is nestled on a private Soundfront beach at the end of a 7-acre property. Wine tasting at Croteaux, lunch at world-class North Fork Table and Inn, and the historic seaport village of Greenport are all within a short drive. The closest Jitney stop is Aquebogue or Riverhead. I am an Australian born designer that lives in NYC and has been renovating homes for the past several years. Our Flatiron loft in NYC was featured in Dwell Magazine, I designed the Upper West Side apartment for the founder & CEO of Soul Cycle, and my husband and I recently renovated our family's weekend beach house on the North Fork. I have a passion for turning houses into homes by bringing the clean, breezy and natural aesthetic, inspired by my homeland in Australia.

26 Mar – 2 Apr

₹62,076 per night
Guest favourite

Guest suite in Hampton Bays

4.98 out of 5 average rating, 311 reviews

CHARMING OCEAN BUNGALOW

My ocean Bungalow is super well located in Hampton Bays. You will be 10 minutes away from the center of town where the Hampton Bays train station is. You also have Starbucks, Ride Aid, king Kullen, and great eateries at your fingertips. You will also have another two great supermarkets; Stop&Shop and Wild by Nature natural food store. You will be staying in a room with a feeling of a Junior Suite with approximately 400sq feet, a much larger area than a standard room. It has an attached small full bathroom, a living space that I call “home theater” with a 75” smart TV, a wet Bar with Coffee, Expresso and Tea, your own refrigerator. No heavy cooking is allowed indoors but I will offer a grill outside, for the most gastronomically inclined guests ... there’s no dining area but you are more welcome to use the dining table at the outdoor stone patio. One of the nicest thing about our location is that we are 5 minutes from Ponquogue Beach with excellent near by restaurants such as Oklands, Sundays on the Bay, on Beach Road and Dockers waterside on Dune Road. Meschutt beach is also a great location with live music throughout the summer, not a beach for surfers or adventure swimmers, since it’s on Peconic Bay, but on a plus side, there’s a full outdoor bar for adults, I love their Rum punch, and a full service snack bar, and a gift shop that sells beach gear... etc.

12–19 Oct

₹23,871 per night
Guest favourite

Cottage in Riverhead

4.85 out of 5 average rating, 127 reviews

Affordable Wine Country Cozy Cottage

Cozy cottage for relaxation in the beautiful, wooded, secluded historic community in Jamesport, on the North Fork just minutes from the Hamptons, wineries, bay beaches, antique shops, farms, bicycling and shopping. A walkable vacation with 6 wineries, 6 outstanding restaurants and bay beaches. Hampton Jitney bus from Jamesport to Manhattan. The 1 BR cottage includes complete kitchen, laundry, free parking, free swimming, tennis and basketball privileges at the Town Beach and one free wine tour.

8–15 Mar

₹20,371 per night

Popular amenities for Riverhead holiday rentals

Stay near Riverhead's top sights

Long Island Aquarium142 locals recommend
Tanger Outlets Riverhead242 locals recommend
Walmart5 locals recommend
Briermere Farms59 locals recommend
Costco Wholesale8 locals recommend
The Big Duck32 locals recommend

Other great holiday rentals in Riverhead

Guest favourite

Guest suite in Shirley

4.83 out of 5 average rating, 29 reviews

JD Cozynest

18–25 Jan

₹8,991 per night
Guest favourite

Cottage in Calverton

5.0 out of 5 average rating, 88 reviews

Riverhead Farmhouse

11–18 Nov

₹28,706 per night
Guest favourite

Home in Mattituck

4.92 out of 5 average rating, 88 reviews

Modern Farmhouse Steps to Beach & Love Lane

27 Oct – 3 Nov

₹24,293 per night
Guest favourite

Home in Cutchogue

4.96 out of 5 average rating, 72 reviews

Secluded Farmhouse - Studio Apartment Style Unit

23–30 Dec

₹26,640 per night
Guest favourite

Flat in Medford

4.89 out of 5 average rating, 87 reviews

Cozy Apartment with King Bed - Separate Entrance

14–21 Aug

₹8,807 per night
Guest favourite

Cottage in Riverhead

4.88 out of 5 average rating, 17 reviews

Lovely House with completely private back yard

22–29 Apr

₹37,145 per night
Guest favourite

Home in Riverhead

4.96 out of 5 average rating, 48 reviews

Stunning Farmhouse W/Heated pool in NoFo by winery

13–20 Jan

₹70,386 per night
Guest favourite

Cottage in Yaphank

4.84 out of 5 average rating, 45 reviews

Beautiful Waterfront Cottage

25 Dec – 1 Jan

₹12,504 per night
Guest favourite

Cabin in Wading River

4.92 out of 5 average rating, 60 reviews

Muwu in Wading River

6–13 Aug

₹38,842 per night
Guest favourite

Home in Aquebogue

4.92 out of 5 average rating, 13 reviews

Vineyard Views from the Backyard

19–26 Jul

₹49,846 per night
Guest favourite

Holiday home in Flanders

4.99 out of 5 average rating, 67 reviews

Amazing Waterfront Bungalow

3–10 Apr

₹37,748 per night
Guest favourite

Campervan/Motorhome in Riverhead

4.91 out of 5 average rating, 69 reviews

Slide out camper on century old working farm

6–13 Aug

₹12,450 per night

Quick stats about holiday rentals in Riverhead

Total rentals

40 properties

Rentals with a pool

10 properties have a pool

Pet-friendly rentals

10 properties allow pets

Family-friendly rentals

30 properties are a good fit for families

Total number of reviews

1.4T reviews

Nightly prices starting at

₹4,167 before taxes and fees

Destinations to explore

  1. Airbnb
  2. United States
  3. New York
  4. Suffolk County
  5. Riverhead