Riverhead Vacation Homes

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

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Our top choices for Riverhead holiday homes

A beach with people sunbathing, a pier extending into the water, and a clear blue sky.

1. The SandPiper

Pipes Cove

Timothy

A beach with people relaxing under umbrellas, a dock extending into the water, and a forested hill in the background.

2. Aqua Vista

Pipes Cove

Kerri L.

HK$2,509 total

includes taxes & fees

7 Oct - 8 Oct

A beach with people relaxing, a pier extending into the water, and a clear sky.

3. Blue Bay Dream w/ Seasonal Outdoor Jacuzzi, Cabana + Office

Pipes Cove

Callie E.

HK$3,185 total

includes taxes & fees

15 Sept - 16 Sept

A kitchen with white cabinets, a central island with stools, a microwave, a stove, and a large window.

4. Work and Play Special! Extended Stay Discount

Shelter Island

Kathleen Andrews K.

HK$10,213 total

includes taxes & fees

23 Sept - 24 Sept

A spacious living room with a stone fireplace, wooden beams, a white sofa, and a cowhide rug.

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

Sag Harbor

Nadja B.

HK$11,261 total

includes taxes & fees

13 Sept - 14 Sept

A swimming pool with a white deck, surrounded by lush greenery and a swan inflatable float.

6. Elegant 5-Bedroom Hamptons Home with Private Pool

Hampton Bays

Sarah A.

HK$7,677 total

includes taxes & fees

4 Oct - 5 Oct

A room with a large window, a wooden bookshelf, a stone wall, and a white sofa.

7. Entire House in Southampton Village, Pool, 2 Fireplaces, Walk Everywhere, Pets!

Southampton

Justin

HK$8,085 total

includes taxes & fees

14 Sept - 15 Sept

A living room with a sofa, a coffee table, a TV mounted on the wall, and a window with a view of houses outside.

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

Rocky Point

ken g.

HK$4,260 total

includes taxes & fees

14 Sept - 15 Sept

A landscaped garden with a tree in a rectangular planter, surrounded by trimmed hedges and a wooden fence in the background.

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

Hampon Bays

Carola C.

HK$14,201 total

includes taxes & fees

21 Sept - 22 Sept

A spacious living area with a fireplace, a wooden staircase, and large windows.

10. Cozy beach hose minutes from Hamptons

Calverton

Monika

HK$6,267 total

includes taxes & fees

11 Sept - 12 Sept

An outdoor dining area with hanging lights, palm trees, and a bar.

11. American Beech in Greenport - Petite King Room 7

Greenport

Paul F.

HK$2,804 total

includes taxes & fees

21 Sept - 22 Sept

A modern kitchen with a black and white color scheme, a central island, and built-in appliances.

12. Spacious & Modern 5-bedroom in Sag Harbor, walk to bay

Sag Harbor

HK$14,468 total

includes taxes & fees

13 Sept - 14 Sept

A two-story house with a balcony, a covered patio with outdoor furniture, and a well-maintained lawn.

13. Waterfront house next to Bellport golf course

East Patchogue

Joseph C.

A dining area with a table set for four, large windows, and a ceiling fan.

14. 3 Story Beach Waterview, 3 KING bed, golf putting green!

Shirley

Robert L.

HK$5,573 total

includes taxes & fees

7 Oct - 8 Oct

A living room with a fireplace, a television mounted above it, a dining area with a table and chairs, and a staircase with wooden railings.

15. Renovated Townhouse walk to all

Greenport

Melissa A.

HK$5,366 total

includes taxes & fees

17 Sept - 18 Sept

A modern dining area with a wooden table, white chairs, and a chandelier.

16. Northfork Townhouse walk to all

Greenport

Beth R.

HK$6,164 total

includes taxes & fees

15 Sept - 16 Sept

A wooden pathway leading to a beach with scattered rocks and greenery.

17. Beach Block Hideaway

Pipes Cove

Teresa C.

HK$3,279 total

includes taxes & fees

14 Sept - 15 Sept

A modern living room with a grey sofa, round coffee table, and a white fireplace.

18. 5 Bedrooms! 4 Min to the Beach! HEATED POOL!

Westhampton Beach

Matthew M.

HK$22,930 total

includes taxes & fees

13 Sept - 14 Sept

A wooden gate partially covered by lush green ivy.

19. Contemporary Southampton Village Home Walking Distance to Town, Pool,...

Southampton

Deborah V.

HK$13,481 total

includes taxes & fees

1 Oct - 2 Oct

A modern kitchen with white cabinets, a dining area with a round table, and a living area with a sofa and decorative pillows.

20. Cozy Hamptons Escape 3BR Minutes From Beach!

Hampton Bays

Taylor H.

HK$12,282 total

includes taxes & fees

11 Sept - 12 Sept

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Top Riverhead Hotel Reviews

Hampton Inn Long Island-Brookhaven

10/10 Excellent

"They have a very welcoming attitude and the way rooms are clean with very comfy beds"

Aqua by American Beech - Adults Only

8/10 Good

"Firstly- really loved the hotel and will be back. Very peaceful and laid back, love that it’s dog friendly and adults only. Location is ace and just really aesthetically pleasing. Breakfast baskets are lovely, bit of variety and real milk would be nice. Now the not so great stuff, the rooms are in need of some serious maintenance- especially for the price! There were fruit fly infestations in our room and my MILs who was 2 doors down and I heard someone else complain at the front desk. They are not harmful but it still unpleasant. The bathrooms were really quite unpleasant as they smelled moldy and I think the culprit is the wooden trays in the shower- ours was dark and discolored and tbh kind of gross to stand on- we had to keep the fan on and the door closed all the time or the whole room smelled foul. They need to be changed out pronto. Finally- we were there for 5 days and they never changed the sheets, housekeeping was always a quick refresh- couple of nights, no issue- but for $800 a night… come on. Hot tub needs a clean- sand scum around the tub, easy to fix. Finally the cabana bar, the snack options were dire, with no other restaurant on site that should be a priority - have some decent food for hire not chicken nuggets and frozen spring rolls. So, lots of good stuff but lots of room for improvement!"

Shorewood Inn

10/10 Excellent

"While initially I was struck that it is not an Inn by looks like a motel. HOWEVER, the he owners are so lovely and sweet. It is in walking distance of a nic restaurant as well as coffee etc. The grounds ar nicely maintained with pretty flowers and plants. And there are chickens!!! Mad sitting area in th back with furniture and lots of grass."

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