A coastal landscape with a sandy beach, a forested area, and a golf course.

Riverhead Vacation Rentals

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    We are not like the others - we include taxes and fees

Check prices for these dates

In two weeks
Oct 2 - Oct 4
In two months
Nov 13 - Nov 15
In three months
Dec 11 - Dec 13
In four months
Jan 8 - Jan 10

Our top choices for Riverhead vacation rentals

Dining

1. Nicely Furnished apartment; Ideal for Travelling nurses, Resident doctors, etc,

Nicely Furnished apartment; Ideal for Travelling nurses, Resident doctors, etc,
Flanders
10.0 out of 10, Exceptional, (6 reviews)
"The host was very welcoming and the house was very clean"
United States
James W.
$270 nightly
The price is $308
Oct 6 - Oct 7
Total with taxes and fees
Nicely Furnished apartment; Ideal for Travelling nurses, Resident doctors, etc,
Condo | Terrace/patio

2. Cliffside Resort Condominiums

Cliffside Resort Condominiums
3.0 star property
Greenport
9.0 out of 10, Wonderful, (292 reviews)
"Great place!"
United States
Christine
$372 nightly
The price is $426
Oct 5 - Oct 6
Total with taxes and fees
Cliffside Resort Condominiums
Flat-screen TV

3. North Fork Resort

North Fork Resort
3.0 star property
Greenport
9.6 out of 10, Exceptional, (56 reviews)
"Friendly staff. Clean room had everything we needed. Enjoyed our stay!"
United States
Harold
$270 nightly
The price is $308
Oct 19 - Oct 20
Total with taxes and fees
North Fork Resort
Outdoor pool, a heated pool

4. Elegant 5-Bedroom Hamptons Home with Private Pool

Elegant 5-Bedroom Hamptons Home with Private Pool
Hampton Bays
9.4 out of 10, Exceptional, (43 reviews)
"My family and I really enjoyed this home. Everything you can think of is provided for you. We would definitely stay here again!"
United States
Sarah A.
$857 nightly
The price is $979
Sep 27 - Sep 28
Total with taxes and fees
Elegant 5-Bedroom Hamptons Home with Private Pool
Interior

5. Cozy Hamptons Escape 3BR Minutes From Beach!

Cozy Hamptons Escape 3BR Minutes From Beach!
Hampton Bays
9.2 out of 10, Wonderful, (7 reviews)
"Great place. It's exactly like the listing! Would stay again!"
United States
Taylor H.
$1,083 nightly
The price is $1,237
Sep 22 - Sep 23
Total with taxes and fees
Cozy Hamptons Escape 3BR Minutes From Beach!
Terrace/patio

6. Black Swan Beachfront Home with Jacuzzi year round

Black Swan Beachfront Home with Jacuzzi year round
Hampton Bays
9.4 out of 10, Exceptional, (19 reviews)
"Views are incredible. Lucky enough to have had great weather before Memorial Day weekend! Our family loved it! Hot tub was wonderful."
United States
Donald J.
$1,161 nightly
The price is $1,233
Sep 27 - Sep 28
Total with taxes and fees
Black Swan Beachfront Home with Jacuzzi year round
Interior

7. Cozy beach hose minutes from Hamptons

Cozy beach hose minutes from Hamptons
Calverton
8.0 out of 10, Very good, (9 reviews)
"Had such a nice weekend. Came for a friends wedding, on Labor Day weekend, the price was unmatched!! A few steps from the water. Down the street from the venue. Huge house. Beautiful kitchen. Very clean. Host was very communicative and accommodating. AC in every single room. Perfect weekend."
United States
Monika
$659 nightly
The price is $752
Oct 21 - Oct 22
Total with taxes and fees
Cozy beach hose minutes from Hamptons
Outdoor pool, a heated pool

8. Near the Hamptons - Private Pool, Jacuzzi Retreat

Near the Hamptons - Private Pool, Jacuzzi Retreat
Calverton
6.0 out of 10, (1 review)
"Upon arrival, there was a notice of non payment of almost 4000 from the electric company on the door so I was concerned I would lose electric. The grounds seemedover grown and unkept. There was no TV, no hot water in the kitchen with a brokenhot water knob which would have needed a wrench. Although it had in room air conditioners vented outside, they were taped in place with open air coming inside. One of the open areas actually had live tree vines coming inside which I pulled out. There was...
United States
Theresa M.
$1,300 nightly
The price is $1,485
Oct 1 - Oct 2
Total with taxes and fees
Near the Hamptons - Private Pool, Jacuzzi Retreat
1 bedroom, WiFi (free), bed sheets

9. South Shore Studio in Mastic

South Shore Studio in Mastic
Mastic
10.0 out of 10, Exceptional, (6 reviews)
"Really nice and great price! Would stay again. "
United States
Philip P.
$190 nightly
The price is $217
Oct 1 - Oct 2
Total with taxes and fees
South Shore Studio in Mastic
Smart TV, fireplace, computer monitors, printers

10. 5 Bedrooms! 4 Min to the Beach! HEATED POOL!

5 Bedrooms! 4 Min to the Beach! HEATED POOL!
Westhampton Beach
10.0 out of 10, Exceptional, (6 reviews)
"awesome house and awesome host"
United States
Matthew M.
$2,365 nightly
The price is $2,702
Sep 22 - Sep 23
Total with taxes and fees
5 Bedrooms! 4 Min to the Beach! HEATED POOL!
Beach nearby, sun loungers, beach towels

11. Prime location, walk to all, cozy cottage WHB

Prime location, walk to all, cozy cottage WHB
Westhampton Beach
10.0 out of 10, Exceptional, (2 reviews)
"Adorable cottage in a perfect location to walk into West Hampton town and the beaches. Easy check-in with great communication. Plenty of amenities, including bikes, beach chairs, towels, and all you need to have a BBQ. Peaceful backyard - perfect to relax and read or enjoy an outside BBQ with family. I was with 2 girls friends and it was great for our needs."
United States
Cindy M.
$532 nightly
The price is $608
Oct 2 - Oct 3
Total with taxes and fees
Prime location, walk to all, cozy cottage WHB
Property grounds

12. Villa Luz Family Home w/ heated pool & jacuzzi

Villa Luz Family Home w/ heated pool & jacuzzi
Hampon Bays
9.6 out of 10, Exceptional, (27 reviews)
"Overall really great stay! Would definitely stay here again was so peaceful. Had a great weekend!"
United States
Annie B.
$1,556 nightly
The price is $1,648
Sep 24 - Sep 25
Total with taxes and fees
Villa Luz Family Home w/ heated pool & jacuzzi
Dining

13. Immaculate Waterfront 2 bedroom!

Immaculate Waterfront 2 bedroom!
Hampton Bays
10.0 out of 10, Exceptional, (5 reviews)
"Clean and fully updated home situated on a canal with a partial view of the bay . A perfect location ."
United States
Michael L.
$780 nightly
The price is $891
Sep 22 - Sep 23
Total with taxes and fees
Immaculate Waterfront 2 bedroom!
Smart TV, foosball, books, stereo

14. Homelike, peaceful and centrally- home located in the hamlet of Rocky Point NY

Homelike, peaceful and centrally- home located in the hamlet of Rocky Point NY
Rocky Point
10.0 out of 10, Exceptional, (28 reviews)
"It was perfect for what we needed and the hostess made it very simple and easy to check in and check out and answer any questions thank you"
United States
ken g.
$478 nightly
The price is $546
Sep 22 - Sep 23
Total with taxes and fees
Homelike, peaceful and centrally- home located in the hamlet of Rocky Point NY
Coffee/tea maker, fridge, microwave, oven

15. Modern Vacation home. Close to The Hamptons

Modern Vacation home. Close to The Hamptons
Shirley
9.6 out of 10, Exceptional, (5 reviews)
"5/5 I enjoyed my stay , very clean and spacious. "
United States
Quywana F.
$530 nightly
The price is $606
Sep 22 - Sep 23
Total with taxes and fees
Modern Vacation home. Close to The Hamptons
Interior

16. Cozy king suite with kitchen and dining area.

Cozy king suite with kitchen and dining area.
Coram
9.4 out of 10, Exceptional, (8 reviews)
"Very clean and well kept property. Easy communication with ow er/manager"
United States
Tasia P.
$235 nightly
The price is $268
Sep 24 - Sep 25
Total with taxes and fees
Cozy king suite with kitchen and dining area.
Outdoor dining

17. Light, Airy, Wood-floors, 1 mile from Southampton Village, Pet Friendly, sleep 6

Light, Airy, Wood-floors, 1 mile from Southampton Village, Pet Friendly, sleep 6
Southampton
9.6 out of 10, Exceptional, (10 reviews)
"Very nice place and super responsive host. "
United States
Angelo D.
$514 nightly
The price is $587
Sep 27 - Sep 28
Total with taxes and fees
Light, Airy, Wood-floors, 1 mile from Southampton Village, Pet Friendly, sleep 6
Coffee/tea maker, fridge, microwave, oven

18. Tranquil Stay

Tranquil Stay
Shirley
8.2 out of 10, Very good, (12 reviews)
"Great stay! "
United States
Emily S.
$643 nightly
The price is $734
Sep 22 - Sep 23
Total with taxes and fees
Tranquil Stay
Interior

19. Perfection in Sag Harbor : 5 Bedrooms with saltwater pool - walk to Beach

Perfection in Sag Harbor : 5 Bedrooms with saltwater pool - walk to Beach
Sag Harbor
10.0 out of 10, Exceptional, (6 reviews)
"Beautiful home !"
United States
Nadja B.
$1,257 nightly
The price is $1,436
Sep 22 - Sep 23
Total with taxes and fees
Perfection in Sag Harbor : 5 Bedrooms with saltwater pool - walk to Beach
Beach nearby

20. Seabreeze 4 Charming Cottage footsteps to beach

Seabreeze 4 Charming Cottage footsteps to beach
Hampton Bays
8.6 out of 10, Excellent, (8 reviews)
"Great stay. Would stay again. "
United States
Weston B.
$453 nightly
The price is $483
Sep 27 - Sep 28
Total with taxes and fees
Seabreeze 4 Charming Cottage footsteps to beach
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Riverhead Hotel Reviews

Holiday Inn Long Island-Islip Arpt East by IHG

Holiday Inn Long Island-Islip Arpt East by IHG

10/10 Excellent
"My experience was great Alexa did a great with customer service, I’m sure I will be back again ."
Georges 1-night trip
Posted 8 hours ago
Holiday Inn Long Island-Islip Arpt East by IHG

Find out more about Riverhead

Everything you need to know about Riverhead vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Riverhead vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Riverhead vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Riverhead vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Riverhead. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Riverhead in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $308 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Riverhead rentals

At Expedia, we put the best Riverhead vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Riverhead rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Riverhead vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Riverhead. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

Frequently asked questions

Can I find vacation rentals in Riverhead?

Yes, you can find vacation rentals in Riverhead close to Suffolk Theater, or you can choose a secluded option if you're looking for a relaxing stay. Visitors like the top-notch restaurants and aquarium in Riverhead. Give yourself some extra time to check out the shops and wineries during your trip.

What's the top vacation rental in Riverhead?

WHB Village,4200sqft,Traffic Free,Private Dr,40ft Heated Pool,Beach,Fam/Pet Frly: This vacation home rental outside of Riverhead offers an outdoor pool, a patio, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 6 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a garden and a selection of games.

How many vacation rentals are there in Riverhead?

Expedia has 57 vacation rentals for your stay in Riverhead.

What’s there to see and do in Riverhead?

Safari Adventure and All Star Bowling are a couple of family-friendly sights, whereas cultural attractions include Suffolk Theater and The Suffolk. While here, Tanger Outlet Center and Jamesport Vineyards are other places worth a visit.

What’s a vacation rental in Riverhead like?

Vacation rentals are privately owned properties you can book for a few weeks or just a few days in Riverhead. Vacation rentals feature extras like kitchens and laundry facilities so you'll feel just like you're at home. If you're concerned about a clean environment, vacation rentals can provide a sense of safety away from shared hotel elevators and lobbies bustling with people while still allowing you to travel. You'll also find more space in a vacation rental than in a standard hotel, which makes a vacation rental a popular option for families.