
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.

Little, cozy place near beach for a couple.
It's quiet and cozy here. The yard is completely fenced with tall living shrubs, flowers, and trees. There's a gas grill, a fire pit, and a place to dine under an umbrella in the garden. I rent out a separate half of the house to guests: one bedroom, a small kitchen combined with a hallway. Peace and quiet reign here. You won't be disturbed. Sometimes I go into my half of the house, but very rarely. There are no other guests on the property, just you. I don't charge extra for pets. Parking 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!

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,Wildwood StPk(.6mi away).Niks deli nearby.Minutes by car to wineries,breweries,farm stands,EastWind,TangerOutlets15min away,35min to Hamptons,Greenport!Hosts live in adjoining house.NoTV but Wifi is good so bring your device for entertainment.

Savor Ocean Sunsets at a Soothing Beachfront Haven
Newly renovated and featured as a top Airbnb by New York Magazine, 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. Stay on the property for swimming, beach walks, sunsets and BBQs - or venture out to enjoy all the North Fork has to offer.

“Golden Acorn”Private Studio Apartment - Retreat
Welcome to the hamlet of Ridge. The gateway to Long Islands many treasures. Whether you are adventuring out to the North Fork wineries or a scenic drive on the south shore on your way to the Hamptons. A peaceful cozy private (not shared space) full studio apartment on the main level portion of house. Full size bed, with additional small futon couch in sitting area, kitchenette with dining area, full bathroom and private yard with outdoor seating. Everything you need to enjoy your stay.

North Country Cottage
Located near Long Island's beautiful beaches, vineyards, and wedding venues, this cozy cottage in the woods provides a quiet and comfortable place to stay while visiting! A spacious patio extends the living area, adding space to enjoy the outdoors in front of the fire pit or outdoor dining table. This property is located behind the owners' home and uses a shared driveway. While the owner is close by to address any issues during your stay, your space allows for total privacy.

J&J's BnB Lovely, BR/Bath w/ Private Entrance!
Welcome to Jeanette and Jims Airbnb! We are avid travelers and look forward to hosting you on your trip to beautiful Long Island! Lovely, clean updated private room with private separate entrance and bathroom. Great location on a quiet wooded acre. 2 miles from Splish Splash. 3.6 miles from the Long Island Aquarium. 8.7 miles from Cupsogue Beach. 4.8 miles from Baiting Hollow Farm Vineyard. So much to do near by. Head easily to the north or south fork!

Peconic River Boatel
Perfectly updated nautical houseboat situated on the scenic Peconic River. Featuring two picturesque bedrooms, a full service eat-in kitchen and a living room with panoramic river view. Enjoy your morning coffee on the outside deck while taking in the sunrise. This historic waterfront town was named to Forbes Advisor’s “Best Places to Travel in 2023” — one of just 11 U.S. destinations on this year’s list. A must see for adventurers and families alike!

Modern Farmhouse Steps to Beach & Love Lane
Our home is professionally designed and set on a spacious, manicured green parcel enclosed by a Cul-de-sac with complete privacy inside and out. The home is designed with all modern conveniences and is located less than a 5 minute walk to Love Lane (Mattituck's charming downtown), Veteran's Beach (one of the best beaches on the Northfork) and the Mattituck train station. It is a place to relax, unwind and enjoy all that North Fork has to offer.

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.

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.

Walk to Vineyards, Beaches, Farms & Town
Private bungalow with a separate entrance in a historical tudor home. Spacious bedroom with king-sized bed, kitchenette and bathroom. Two bikes, cable TV, internet, AC, beach towels, parking, snacks, coffee and water all provided. Walking distance to the beach, restaurants, shops, vineyards, grocery, farms and fish market. Jitney stop is one block away!
Popular amenities for Riverhead holiday rentals
Stay near Riverhead's top sights
Other great holiday rentals in Riverhead

NY Waterfront Home with Private Beach Access

East End Escape

East End Oasis

Beach cottage bungalow

Boho Beach Vibez Retreat! Private entrance

Beachside Bliss

Pet-Friendly Apt w/ Hot Tub Near the Hamptons!

Cozy rustic and romantic getaway. Walk to beach
When is the best time to visit Riverhead?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £163 | £186 | £151 | £209 | £186 | £208 | £241 | £247 | £194 | £222 | £164 | £151 |
| Avg. temp | 0°C | 1°C | 4°C | 10°C | 15°C | 21°C | 24°C | 23°C | 19°C | 13°C | 8°C | 3°C |
Frequently Asked Questions
Are there pet-friendly vacation rentals in Riverhead?
Four-legged friends are welcome in Riverhead. Choose from more than 10 vacation rentals for guests traveling with pets.
Are there vacation rentals with a dedicated workspace in Riverhead?
Yes! Work meets play with ease at over 30 vacation rentals in Riverhead featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there Riverhead vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 10 vacation homes with pools in Riverhead, available on Airbnb. Make a splash and soak up the sun in style!
Are there family-friendly vacation rentals in Riverhead?
Riverhead has more than 30 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
How much does it cost to stay in house rentals in Riverhead?
Experience the best of Riverhead with our house rentals, starting at about $110 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do house rentals in Riverhead have air conditioning?
Absolutely! We offer over 30 house rentals with air conditioning in Riverhead. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Riverhead have wifi?
Absolutely! We offer over 30 house rentals with wifi in Riverhead. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Riverhead have a bbq area?
Absolutely! We offer over 10 house rentals with a bbq area in Riverhead. Enjoy a tailored experience with all the comforts you desire.
What are the most popular amenities for House Rentals in Riverhead?
Enhance your stay in our House Rentals with the most popular amenities: over 30 homes with air conditioning, over 10 homes with a bbq area, over 30 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.
Where should I stay in Riverhead?
Make yourself at home in Riverhead by choosing from our most frequently booked neighborhoods. We have over 370 vacation rentals in Riverhead, over 180 vacation rentals in Aquebogue, and over 280 vacation rentals in Northville.
Quick stats about holiday rentals in Riverhead

Total holiday rentals
Explore 50 holiday rentals in Riverhead

Nightly prices starting at
Riverhead holiday rentals start at £75 per night before taxes and fees

Verified guest reviews
Over 1,770 verified reviews to help you choose

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

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Holiday rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wifi availability
50 of Riverhead holiday rentals include wifi access

Popular amenities for guests
Guests love Gym, BBQ grill and Laptop-friendly workspace 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 outdoor seating Riverhead
- House rentals Riverhead
- Rentals with a firepit Riverhead
- Rentals with a fireplace Riverhead
- Family-friendly rentals Riverhead
- Pet-friendly rentals Riverhead
- Rentals with a patio Riverhead
- Rentals with a washing machine and dryer Riverhead
- Rentals with beach access Riverhead
- Flat rentals Riverhead
- Beach
- Yale University
- Jones Beach
- Cooper's Beach, Southampton
- Fairfield Beach
- Mohegan Sun
- Southampton Beach
- Ocean Beach Park
- Robert Moses State Park Beach
- Mystic Seaport Museum
- Sunken Meadow State Park
- Jones Beach State Park
- Hammonasset Beach State Park
- Sleeping Giant State Park
- Powder Ridge Mountain Park & Resort
- Yale University Art Gallery
- Sherwood Island State Park
- Long Island Aquarium
- Compo Beach
- Wölffer Estate Vineyard
- Mount Southington Ski Area
- Orient Beach State Park
- Ocean Beach
- Meschutt Beach





