Holiday rentals in Riverhead

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Top-rated holiday rentals in Riverhead

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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.

11–18 Jan

₹62,196 per night

Guest favourite

Cottage in Riverhead

4.85 out of 5 average rating, 130 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.

6–13 Mar

₹20,411 per night

Guest favourite

Flat in Patchogue

4.88 out of 5 average rating, 148 reviews

1 Bedroom Apartment on Long Island

Bright & clean 1br apartment with private entrance on a quiet street. Refrigerator, microwave, keurig incl 2 miles to downtown restaurants, bars, breweries, shopping 10 miles to winery & vineyards 3 miles to beaches 3 miles to Fire Island Ferry 30miles to NYC 3 miles to Baseball Heaven 10 miles to Stonybrook University & hospital 1 mile to public horse farm & stable 3 miles to St Joseph's College .5 mile to Long Island Community Hospital 1 mile to hiking 45min to JFK 10min to McArthur airport

29 Apr – 6 May

₹9,923 per night

Guest favourite

Flat in Port Jefferson Station

4.97 out of 5 average rating, 143 reviews

All Private Bright Spacious Close to All

DISINFECTED AND CLEANED BEFORE YOU ARRIVE! Spacious ground level PRIVATE apt with lots of natural light. Full kitchen/new stove/fridge/Keurig.Bedrm- queen sz bed, living rm -queen sz sofa sleeper. Also available is queen air mattress w/ topper. Washer/Dryer. Minutes away to the Port Jeff Village shops&restaurants/Ferry/LIRR, hospitals, & Stony Brook. Small beaches 10-15min drive, large beaches,Shop Outlets & Wineries 25 -60 minute. PLEASE NOTE: Extra $2 Daily Fee for charging electric car.

19–26 Sep

₹10,516 per night

Guest favourite

Flat in Mastic

5.0 out of 5 average rating, 13 reviews

The Cozy Cellar | Private Art Deco Apartment

Centrally located 1.5 hours from NYC! We'd love to host you in our Cozy Cellar. Our Art Deco influenced basement apartment is 5 minutes from local groceries, 20 minutes to The Hamptons, 10 minutes from to Center Moriches, 8 minutes to Waterdrinker Farm and 30 minutes to Jamesport and the North Fork. Weekend getaways or Long term stays! We are just 14 minutes from Brookhaven Lab for those looking for a Corporate stay. Furry friends welcome for an additional fee (small fenced in private yard).

9–16 Mar

₹5,754 per night

Guest favourite

Guest suite in Wading River

4.9 out of 5 average rating, 230 reviews

Beachy En Suite /Gateway to The North Fork

Adorable,quiet,clean, w private entrance, private bedroom and bathroom,breakfast nook and patio.We are located in a beach front town dubbed“Gateway to the North Fork”. Walking/driving directions to local beaches,15minute walk to our community beach(.6mi away).Niks deli nearby.Minutes by car to wineries breweries,farm stands,EastWind 2 mi,TangerOutlets15min away,35min to Hamptons,Greenport!Hosts live in adjoining house. Rarely need access to your hallway to get to our basement.Would arrange.

31 Jul – 7 Aug

₹9,642 per night

Guest favourite

Flat in Center Moriches

4.87 out of 5 average rating, 23 reviews

Modern Private Studio close to the hamptons

The perfect place for a well deserved rest over the holidays. A well equipped cozy studio only 20 minutes from the Hamptons and 10 minutes away from LIRR train station to go into NYC (free parking at the train station!) This studio has a small kitchenette to warm up meals, a full size fridge, we include some snacks for those late night cravings. A queen size bed, a separate desk and chair to study or work, a couch, smart TV, and a peaceful environment to relax and unwind.

3–10 Jan

₹10,843 per night

Guest favourite

Guest house in Jamesport

4.97 out of 5 average rating, 106 reviews

Walk to Beautiful Beach in Heart of Wine Country

Enjoy bright, comfortable and modern home in the heart of North Fork wine and farm country located just a quick walk from a gorgeous Peconic Bay beach with tennis/pickleball courts, volleyball and playground right on the beach. You'll have easy and quick access to the best of the east end: beautiful beaches, boating, fishing, fine and casual dining, vineyards, wineries, breweries, farms and farm stands offering fresh local produce, antique and local shops.

5–12 Mar

₹32,571 per night

Guest favourite

Home in Cutchogue

4.96 out of 5 average rating, 190 reviews

Stunning Vinyard Views - Spring Special $475/Nt!

Enjoy spectacular wine country sunset views from the living room that extend to the gorgeous saltwater gunite pool and spa. (Please note THE POOL AND SPA (attached hot tub) are OPEN FROM MAY 1 - OCTOBER 15 only). Beautifully decorated, comfortable home with an updated chef's kitchen and fireplace. Fabulous restaurants, wineries, farms, beaches and exquisite small towns all nearby. Simply put, a magical, peaceful paradise for you and your group.

23–30 Mar

₹69,320 per night

Guest favourite

Home in Rocky Point

4.91 out of 5 average rating, 177 reviews

The Katalpa House -by the beach

-Our beach is private, key and beach tag provided- (in brown shed) This 1000+ sf home, features a newly renovated kitchen, outdoor shower, and many quirks that come with a 90 year old home. The furnishings are eclectic and vintage. Most of the flooring is also new. The beach and bluffs are only about a 2 minute walk. The 1/4 acre lot is shared with a secondary unit as you can see in the photos which is occupied by my sister.

9–16 Feb

₹13,223 per night

Guest favourite

Cottage in Patchogue

4.95 out of 5 average rating, 202 reviews

Quaint Cottage on Long Island's South Shore.

The Cottage is a lovely space enclosed in hedges for privacy on a one acre property. I do have 3 dogs, they are kept in a separate gated area on the property. The cottage is located 3 miles from downtown Patchogue which is enjoying a renaissance. There are many restaurants and cultural activities as well as ferry access to Fire Island (Davis Park) in the warmer weather. We are also the "Gateway" to The Hamptons.

24 Sep – 1 Oct

₹12,265 per night

Guest favourite

Guest suite in Sound Beach

4.92 out of 5 average rating, 100 reviews

Charming fully equipped apt near Farms & Beaches!

Hello and welcome! We offer a wonderful AirBnB experience for everyone from the weekend traveler to the long-term guest. Close to Stony Brook, Port Jefferson, Long Island Railroad, multiple beaches (5-45 min drives), several youth sports venues, and countless farm stands. We hope that you enjoy your stay! Please read on for more information, including the house rules.

23–30 Aug

₹8,781 per night

Holiday rentals for every style

Get the amount of space that is right for you

Popular amenities for Riverhead holiday rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

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

4.8 out of 5 average rating, 30 reviews

JD Cozynest

3–10 Oct

₹9,008 per night

Guest favourite

Home in Riverhead

4.96 out of 5 average rating, 49 reviews

Stunning Farmhouse W/Heated pool in NoFo by winery

15–22 Dec

₹43,389 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

10–17 Aug

₹12,474 per night

Superhost

Cottage in Calverton

4.81 out of 5 average rating, 103 reviews

Renovated Cottage, steps to the Beach & Wine Trail

3–10 Oct

₹34,304 per night

Guest favourite

Home in Mattituck

4.92 out of 5 average rating, 92 reviews

Modern Farmhouse Steps to Beach & Love Lane

26 Dec – 2 Jan

₹26,791 per night

Guest favourite

Guest house in Shirley

4.97 out of 5 average rating, 34 reviews

La little house J place

16–23 Oct

₹13,539 per night

Guest favourite

Cottage in Riverhead

4.88 out of 5 average rating, 17 reviews

Lovely House with completely private back yard

1–8 May

₹37,217 per night

Guest favourite

Home in East Quogue

4.97 out of 5 average rating, 30 reviews

Hampton’s Apartment! (East Quogue)

17–24 Nov

₹14,329 per night

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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	1.3T reviews
Nightly prices starting at	₹4,175 before taxes and fees

Holiday rentals in Riverhead

Top-rated holiday rentals in Riverhead

Cottage in Riverhead

Cottage in Riverhead

Flat in Patchogue

Flat in Port Jefferson Station

Flat in Mastic

Guest suite in Wading River

Flat in Center Moriches

Guest house in Jamesport

Home in Cutchogue

Home in Rocky Point

Cottage in Patchogue

Guest suite in Sound Beach

Holiday rentals for every style

Houses

Hotels

Unique stays

Popular amenities for Riverhead holiday rentals

Stay near Riverhead's top sights

Other great holiday rentals in Riverhead

Guest suite in Shirley

Home in Riverhead

Campervan/Motorhome in Riverhead

Cottage in Calverton

Home in Mattituck

Guest house in Shirley

Cottage in Riverhead

Home in East Quogue

Quick stats about holiday rentals in Riverhead

Total rentals

Rentals with a pool

Pet-friendly rentals

Family-friendly rentals

Total number of reviews

Nightly prices starting at

Destinations to explore