
House holiday rentals in Riverhead
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Top-rated house rentals in Riverhead
Guests agree: these houses are highly rated for location, cleanliness and more.

Spacious Modern 5BR • Close to Town & Beach
⭐ Rated 4.95 with 145+ glowing reviews! Welcome to your modern Hampton Bays retreat, perfect for families and groups. Ideally located just minutes from beaches, town, dining, and shops. Enjoy bright, open living spaces with Smart TVs and fast WiFi throughout. Enjoy a finished basement with ping pong, gym, and tv lounge, plus a backyard with BBQ and outdoor seating. Whether you're here to explore, relax, or reconnect, this home offers the ideal Hamptons getaway with thoughtful touches throughout.

Amazing Home close to Everything -
Elegantly designed home featuring modern appliances, a seasonal heated pool, and situated just moments away from ocean beaches, Wolffer Vineyard, and the vibrant Bridgehampton/Sag Harbor villages. Set within meticulously curated landscaping, this property embodies perfection and meticulous attention to detail. Familiarize yourself with our disclosures, guidelines, and house rules. We maintain a strict no events, no parties, and no smoking policy — our home and property grounds are smoke-free.

Hamptons Oceanfront Oasis
Escape the hustle & bustle of city life and unwind at this stunning home in the Hamptons. The oceanfront oasis is the perfect way to wake up to ocean views, beaches and nearby restaurants. Relax on our spacious deck - perfect for morning coffees & sunset cocktails. It is just a short drive to the train station & only 15 minutes from the airport for quick getaways. For your safety, the home is equipped with Ring cameras and one-use key codes. Book now and experience the ultimate Hamptons escape!

Modern farmhouse w/ pool, beach, horses and winery
A new, modernized farmhouse with a heated saltwater pool in the heart of North Fork. Nestled on an acre of lush, fully fenced yard, the home can easily accommodate up to 8 guests and all pets! Minutes away from Love Lane (Mattituck's charming downtown), Breakwater Beach (one of best beaches in North Fork), Mattituck train station and surrounding the award winning Bridge Lane Vineyards and picturesque Seabrook Horse Farm, this bucolic home offers the perfect setting for a North Fork getaway.

Secluded Farmhouse - Studio Apartment Style Unit
Beautiful, quiet, studio apartment-style unit (private entrance w/full bath) tucked away in a modern farmhouse on a gorgeous, secluded North Fork farm. Guests have exclusive use of screen porch, fire pit, bbq and outdoor seating area. Jess is a private chef and yoga instructor, so be sure to inquire for services! Private hiking trails, fresh eggs, produce from garden, beach gear, Keurig, mini fridge, homemade granola, tea. Fresh eggs, seasonal veg from the garden, and meals (inquire!)

Joyful Beach House, viewing The Great South Bay
Amazing Great South Bay view with access to Shorefront and Rider Parks. This Ranch has an unobstructed view of the Shorefront Band Shell. Watch concerts and sunsets from the comfort of your patio. Walk down to the Patchogue Beach Club and enjoy the pool and beach. This open-concept home has 2 bedrooms, one bath, a remodeled bathroom, and a kitchen. The kitchen has stainless steel appliances, a farm sink, and a butcher block countertop with natural lighting that will brighten the home.

PICTURE PERFECT SOUTHAMPTON HOME-
Picture Perfect 3 bedroom 1.5 Bath Cottage located in the heart of Southampton. The home is conveniently located close to Southampton, Bridgehampton and Sag Harbor towns. Additionally, there is close access to both Bay and Ocean Beaches. The Newly renovated home gives you a peaceful and serene feeling everyday. Dogs are accepted on a case by case basis. Cats are not permitted. Please read the additional disclosures, guidelines, and rules. No events, no parties, no smoking –

Stunning Farmhouse in NoFo I Heated Pool, Wineries
Chic & Luxurious North Fork Farmhouse Retreat Set on a private 1-acre lot, this stylish farmhouse offers a pool, lounge areas, and refreshing ocean breezes. Just 1.5 hours from NYC, you’ll be minutes from beaches, wineries, farm stands, hiking, and golf. Inside, enjoy modern interiors, a full kitchen, and fast Wi-Fi. Perfect for families, couples, or friends, this retreat is ideal for a peaceful escape, remote work, or exploring wine country near the Hamptons and North Fork.

The Sandpiper
Newly renovated 2-Family Home! Located right in Greenport Village providing walking distance to all the restaurants, bars, shopping, coffee shops, and Shelter Island Ferry, Long Island Railroad (LIRR), and Hampton Jitney. My place is close to restaurants and dining, the beach, family-friendly activities, nightlife, and public transport. You’ll love my place because of Location!. My place is good for couples, solo adventurers, business travelers, families (with kids).

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.

Modern Farmhouse Retreat North Fork Wine Country
Escape to this modern farmhouse retreat in North Fork Wine Country. Enjoy a luxurious stay with a fully stocked kitchen, cozy fireplace, Spacious bedrooms, and spa-inspired bathrooms. Relax in peaceful surroundings close to farms, beaches, pumpkin & apple picking, Tanger Outlets, Splish Splash Water Park, and top wineries. Outdoor dining, private fire pit, scenic views, and nearby hiking trails make it perfect for families, couples, or friends.

Luxury Hamptons Home with Heated Saltwater Pool
Get away from it all in this meticulously renovated Westhampton Beach home. Pull up to the cottage in the heart of Westhampton Beach, a place that delivers all the Hamptons have to offer, all while being within a two hour drive of NYC. No detail was overlooked in the renovation of this cottage… the beauty is only matched by the comfort and function. With the open floor plan, sunny kitchen, furnished open air patio, you won’t want to leave.
Popular amenities for house rentals in Riverhead
House rentals with a pool

Splendid private cottage

Private Oasis W/Stunning Vinyard and Pool Views

The Perfect North Fork Escape

Brand new house with an all year round hot tub.

Renovated Ranch Home wPool & Beach Acces

1800 Historical EH Home, 1 Mile to Town!

Cozy Home with Pool - Near Beach and Restaurants

Port Jefferson Convenient, Cozy and Chic!
Weekly house rentals

Waterfront NoFo Cottage w/ public beach access

Home Sweet Home by the Beach

The Hamptons Surf Cottage!

Cottage with Seashells

Cozy Modern Getaway

RP modern cozy cabin

Cozy Guest Suite 10 min to Ocean

Cozy Beach Cottage
Private house rentals

Port Jeff Home near Stony Brook University SBU

Adorable Beach House on LI Sound

Hampton Bays Hideaway! Hot Tub, Sauna, Beach, Pool

Classic Coastal Retreat: Larsson House

Beautiful Home & Near the Hamptons

Hamptons Home, 3bed/2bath Near Beach & Restaurants

5BR Beachfront Retreat | Water Views & Relaxation

Hang by the (Chel)SEA
Quick stats about house rentals in Riverhead

Total holiday rentals
Explore 30 holiday rentals in Riverhead

Nightly prices starting at
Riverhead holiday rentals start at $64 SGD per night before taxes and fees

Verified guest reviews
Over 560 verified reviews to help you choose

Family-friendly holiday rentals
20 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
30 of Riverhead holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Riverhead rentals

4.9 Average rating
Riverhead stays are highly rated by guests – averaging 4.9 out of 5!
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- Rentals with beach access Riverhead
- Family-friendly rentals Riverhead
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- Rentals with a fireplace Riverhead
- Rentals with a patio Riverhead
- Pet-friendly rentals Riverhead
- Rentals with a firepit Riverhead
- Rentals with a washing machine and dryer Riverhead
- Rentals with outdoor seating Riverhead
- House rentals Suffolk County
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- Yale University
- Jones Beach
- Fairfield Beach
- Cooper's Beach, Southampton
- Southampton Beach
- Robert Moses State Park Beach
- Ocean Beach Park
- Sunken Meadow State Park
- Mohegan Sun
- Jones Beach State Park
- Hammonasset Beach State Park
- Long Island Aquarium
- Powder Ridge Mountain Park & Resort
- Mystic Seaport Museum
- Mount Southington Ski Area
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- Compo Beach
- Dunewood
- Orient Beach State Park
- East Hampton Main Beach
- Wölffer Estate Vineyard
- Meschutt Beach




