Drone panoramic view of a golf course in Riverhead Baiting Hallow New York

Riverhead Vacation Rentals

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Our top choices for Riverhead vacation rentals

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, (5 reviews)
"The host was very welcoming and the house was very clean"
United States
James W.
The price is CA $220
CA $467 total
includes taxes & fees
Aug 16 - Aug 17
Nicely Furnished apartment; Ideal for Travelling nurses, Resident doctors, etc,

2. Comfy, private one Bedroom Apartment with full kitchen, living room, full bath.

Comfy, private one Bedroom Apartment with full kitchen, living room, full bath.
Ridge
9.4 out of 10, Exceptional, (20 reviews)
"Very happy with the place!"
United States
constance d.
Comfy, private one Bedroom Apartment with full kitchen, living room, full bath.

3. South Shore Studio in Mastic

South Shore Studio in Mastic
Mastic
10.0 out of 10, Exceptional, (6 reviews)
"Great stay! The property is very cozy. The host has it well equipped. There are shops 5 minutes away. I would highly recommend this property."
United States
Jonathan
The price is CA $188
CA $314 total
includes taxes & fees
Aug 11 - Aug 12
South Shore Studio in Mastic

4. Cozy Country Cottage #4

Cozy Country Cottage #4
Miller Place
9.6 out of 10, Exceptional, (16 reviews)
"Great stay"
United States
Susan W.
Cozy Country Cottage #4

5. Seabreeze 4 Charming Cottage footsteps to beach

Seabreeze 4 Charming Cottage footsteps to beach
Hampton Bays
9.4 out of 10, Exceptional, (6 reviews)
"Great stay. Would stay again. "
United States
Weston B.
The price is CA $155
CA $691 total
includes taxes & fees
Aug 11 - Aug 12
Seabreeze 4 Charming Cottage footsteps to beach

6. Spacious one Bedroom Apt with private entrance

Spacious one Bedroom Apt with private entrance
Centereach
7.8 out of 10, Good, (10 reviews)
"The place was great. It was clean and spacious, and located on a quiet street. It was also accessible to all the major roads. The host was very accommodating. Very pleased with it all and would highly recommend! "
United Kingdom
Selective Travel M.
The price is CA $157
CA $479 total
includes taxes & fees
Aug 11 - Aug 12
Spacious one Bedroom Apt with private entrance

7. Cozy king suite with kitchen and dining area.

Cozy king suite with kitchen and dining area.
Coram
9.6 out of 10, Exceptional, (7 reviews)
"Very clean and well kept property. Easy communication with ow er/manager"
United States
Tasia P.
The price is CA $244
CA $374 total
includes taxes & fees
Aug 11 - Aug 12
Cozy king suite with kitchen and dining area.

8. Walk to Beach 2BR Near Dining & Shopping

Walk to Beach 2BR Near Dining & Shopping
Rocky Point
7.0 out of 10, Good, (33 reviews)
"Host was very welcoming and helpful! "
United States
Alissa I.
The price is CA $220
CA $467 total
includes taxes & fees
Aug 11 - Aug 12
Walk to Beach 2BR Near Dining & Shopping

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

Villa Luz Family Home w/ heated pool & jacuzzi
Hampon Bays
9.6 out of 10, Exceptional, (26 reviews)
"Everything was in order. When there were a couple of very minor glitches, the manager of the property was immediately responsive - and glitch gone, fast. This was one of the smoothest VRBO experiences we've had, and we've had many."
United States
Carola C.
The price is CA $595
CA $2,894 total
includes taxes & fees
Aug 11 - Aug 12
Villa Luz Family Home w/ heated pool & jacuzzi

10. 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, (26 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.
The price is CA $395
CA $786 total
includes taxes & fees
Aug 11 - Aug 12
Homelike, peaceful and centrally- home located in the hamlet of Rocky Point NY

11. 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.
The price is CA $1,248
CA $2,074 total
includes taxes & fees
Aug 12 - Aug 13
Near the Hamptons - Private Pool, Jacuzzi Retreat

12. Prime location, walk to all, cozy cottage WHB, 30 minutes from Shinnecock Hills

Prime location, walk to all, cozy cottage WHB, 30 minutes from Shinnecock Hills
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.
The price is CA $418
CA $807 total
includes taxes & fees
Sep 7 - Sep 8
Prime location, walk to all, cozy cottage WHB, 30 minutes from Shinnecock Hills

13. Cliffside Resort Condominiums

Cliffside Resort Condominiums
3.0 star property
Greenport
9.0 out of 10, Wonderful, (281 reviews)
"Great place!"
United States
Christine
The price is CA $427
CA $612 total
includes taxes & fees
Sep 9 - Sep 10
Cliffside Resort Condominiums

14. Cozy beach hose minutes from Hamptons

Cozy beach hose minutes from Hamptons
Calverton
7.4 out of 10, Good, (6 reviews)
"Beautiful home and location. Owner was very helpful. Would love to rent again!"
United States
Evelyn D.
The price is CA $748
CA $1,225 total
includes taxes & fees
Sep 8 - Sep 9
Cozy beach hose minutes from Hamptons

15. 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.
The price is CA $788
CA $1,338 total
includes taxes & fees
Aug 11 - Aug 12
Immaculate Waterfront 2 bedroom!

16. Safari Tent Glamping,S10-CedarPt, East Hampton, NY

Safari Tent Glamping,S10-CedarPt, East Hampton, NY
East Hampton
10.0 out of 10, Exceptional, (1 review)
"⭐⭐⭐⭐⭐ 100/10 – An unforgettable romantic getaway! We had an amazing stay at this glamping site and spent two wonderful, romantic days here. The atmosphere was peaceful, cozy, and incredibly relaxing. Surrounded by nature, we enjoyed the fresh air, breathtaking sunsets, and quiet evenings that created memories we’ll always cherish. Everything was clean, comfortable, and thoughtfully prepared. The staff was exceptionally kind, welcoming, and always ready to help, which made our stay even more...
United States
Malika
The price is CA $300
CA $454 total
includes taxes & fees
Aug 16 - Aug 17
Safari Tent Glamping,S10-CedarPt, East Hampton, NY

17. Hamptons Tiana Bay Oasis

Hamptons Tiana Bay Oasis
Hampton Bays
10.0 out of 10, Exceptional, (4 reviews)
The price is CA $1,065
CA $1,901 total
includes taxes & fees
Sep 2 - Sep 3
Hamptons Tiana Bay Oasis

18. Aqua Vista

Aqua Vista
Pipes Cove
9.8 out of 10, Exceptional, (40 reviews)
"Nice clean space, well appointed and easy walking access to downtown area."
United States
Molly G.
The price is CA $272
CA $537 total
includes taxes & fees
Sep 1 - Sep 2
Aqua Vista

19. 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, (8 reviews)
"great experience"
United States
Jordan
The price is CA $488
CA $819 total
includes taxes & fees
Aug 31 - Sep 1
Light, Airy, Wood-floors, 1 mile from Southampton Village, Pet Friendly, sleep 6

20. Safari Tent Glamping,S7-CedarPt, East Hampton, NY

Safari Tent Glamping,S7-CedarPt, East Hampton, NY
East Hampton
10.0 out of 10, Exceptional, (1 review)
"Thank you Cedar Point for the great accommodations. We were fortunate to have a Tent right on the Bay, great views and good times."
United States
Vasilios
The price is CA $300
CA $454 total
includes taxes & fees
Aug 13 - Aug 14
Safari Tent Glamping,S7-CedarPt, East Hampton, NY
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

Find out more about Riverhead

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Riverhead. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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?

Perfect Waterfront Family Vacation Home next to the best vineyards in NY!: This vacation home rental outside of Riverhead is located on the beach and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 3 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 59 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 Paumanok 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.