Christmas Vacation Rentals in the Hamptons

Christmas 2026 in the Hamptons is the quiet version of the place everyone knows from summer: village trees lit up on Main Street, empty ocean beaches for a cold morning walk and a full house with a fire going when you get back. Our Hamptons homes sit in and around Southampton and Shinnecock Hills, roughly two to three hours from Midtown Manhattan.

Hamptons Homes Available for Christmas 2026

Showing homes open from December 23 to 27, 2026. Change the dates to check other nights.

Available for New Year’s Eve in the Hamptons

Showing homes open from December 30, 2026 to January 2, 2027.

What Guests Are Saying About Their Hamptons Stay

Southampton Pool Home Near Village & Shinnecock

My family came from California and had a wonderful experience staying here. Our hostess Linda was wonderful, providing us with beach chairs, a beautiful location to go to the beach and was very efficient in any questions that we had. The place was beautiful, clean and very peaceful. We loved the location too!

Southampton 4BR with Pool & Game Room

This house is exactly as described! The house is in prime location, clean and private from neighbors. The layout and room sizes were perfect for myself and 11 other guests. Management was very easy to work with an answered all questions extremely promptly! Cannot say enough good things about this house, would definitely stay again!

Southampton 5BR · 4 Kings, Pool & Private Yard

A beautiful House in South Hampton. The Beach is a short drive as well as the restaurants and stop and shops. We throughly enjoyed our stay and would go back again. Thank you for hosting us as a family.

Poppy’s Hampton House | 3BR + Bonus | Near Beach

Had a fantastic stay at the house with my family and our dog. Perfect setup throughout – great living spaces, kitchen, bedrooms, and outdoor deck (grill + fire pit)! Really easy access to town and driving further down the island. Would be very happy to stay here again.

Shinnecock Retreat | Heated Pool & Hot Tub

Had a great weekend the pool was amazing!! The house was clean and comfortable Totally recommend staying there.

Southampton Pool Home Near Village & Shinnecock

We had a wonderful week at this rental. The location is very convenient to get around the Hampton (Sage Harbor, South Hampton, Water Mill and Cooper Beach). Though it is located in the residential area, the backyard is very private with a wonderful set up for the hot tub and the pool. Linda, our property manager) was very responsive and was very attentive to our requests. Overall, we had a great time.

Holiday Events Near Our Hamptons Homes 2026

The villages keep their own holiday traditions, and most of them are free. Here is what to expect between Thanksgiving 2026 and New Year’s 2027, with each event’s expected 2026 date. For the full calendar, Christmas lights and things to do, see our Christmas in the Hamptons 2026 guide.

Christmas tree lit up beside the water in a village park at night

Southampton’s Parade of Lights

Southampton Village opens the season on the Saturday after Thanksgiving, expected November 28, 2026, with Shop Local Saturday, the Parade of Lights around 4:30 p.m., a tree lighting in Agawam Park around 5:30 p.m. and fireworks after. Confirm on the village’s website. Most of our Southampton homes are a short drive from the village, so you can stay for the fireworks and still be home by the fire early.

Shop window filled with Christmas villages and holiday decorations

Sag Harbor’s Windmill Lighting

Sag Harbor lights up the windmill on Long Wharf to open its holiday season, expected Friday, December 4, 2026, at about 5 p.m., in a free event run by the Sag Harbor Chamber of Commerce. Main Street’s shops and restaurants are right there, which makes it easy to turn the lighting into an evening out.

Santa and Mrs. Claus waving from a sleigh during a small-town Christmas parade

East Hampton’s Santa Parade

East Hampton’s Santa Fest is expected on Saturday, December 5, 2026: Santa arrives by helicopter at 11 a.m., the parade rolls down Main Street at noon and the village tree at Herrick Park is lit at 5 p.m. It is free and about as classic as a small-town Christmas gets on the South Fork.

Couple walking on a quiet beach on a cold winter day

Empty Beaches and Winter Walks

Cooper’s Beach in Southampton and the ocean beaches along Dune Road are almost empty in December, which is exactly why a cold, bright morning walk there is one of the best parts of a Hamptons Christmas. Bring layers, because the wind off the Atlantic means business, and plan on hot coffee back at the house afterward.

Friends toasting with champagne next to a Christmas tree on New Year's Eve

New Year’s Eve, Hamptons Style

New Year’s Eve out here is about a long dinner, not a crowd. Village restaurants fill up early for December 31, so reserve as soon as your stay is set, or keep it simple and cook in: a big kitchen and a fireplace make the house the best table in town. If you want to start the year outside, New York State Parks hosts First Day Hikes on Friday, January 1, 2027.

Christmas & New Year’s in the Hamptons 2026: What to Expect

Event	When	Where	Good to Know
Parade of Lights and tree lighting	Expected Sat., Nov. 28, 2026	Agawam Park, Southampton	Parade around 4:30 p.m., tree lighting around 5:30 p.m., fireworks
Windmill lighting	Expected Fri., Dec. 4, 2026, about 5 p.m.	Long Wharf, Sag Harbor	Free, run by the Sag Harbor Chamber of Commerce
Santa Fest, parade and tree lighting	Expected Sat., Dec. 5, 2026	Main Street and Herrick Park, East Hampton	Parade at noon, tree lighting at 5 p.m.
New Year’s Eve dinners	Thursday, December 31, 2026	Village restaurants	Book early, tables go fast
First Day Hikes	Friday, January 1, 2027	New York State Parks	Check the parks schedule for locations
December weather	All month	South Fork	Cool, usually 30–45°F, very low crowds and the lowest rates of the year

Frequently Asked Questions About Hamptons Christmas Rentals

What can you do in the Hamptons in the winter?

Winter is the quiet season, which is the point. You can catch the village holiday traditions (Southampton’s Parade of Lights on November 28, Sag Harbor’s windmill lighting on December 4 and East Hampton’s Santa Fest on December 5, all expected for 2026), walk empty ocean beaches, browse Main Street shops and galleries, and book long dinners at restaurants that stay open year-round. Then come back to a fireplace and a full kitchen.

What is the Hamptons like in December?

Cool and calm, and December 2026 should be no different. Temperatures usually run between 30 and 45°F, the summer crowds are gone and nightly rates are the lowest of the year. The villages are decorated for the holidays, and many restaurants and shops stay open, though some cut their winter hours, so check before you go.

Are restaurants open in the Hamptons in the winter?

Many are, especially in the larger villages like Southampton, Sag Harbor and East Hampton, while some seasonal spots close or shorten their hours. For Christmas Eve and New Year’s Eve, reserve well ahead. Cooking in is a great option too, since our homes come with full kitchens and plenty of room around the table.

How far is the Hamptons from New York City?

Plan on roughly 2 to 3 hours by car from Midtown Manhattan, depending on traffic, which is usually lighter in winter than in summer. The Long Island Rail Road also runs direct service to several Hamptons villages if you would rather skip the drive.

Can I bring my dog to the Hamptons for the holidays?

Yes, in some of our homes. Several of our Hamptons rentals are pet friendly, so the dog can come home for the holidays too. Filter by pets in the search above or check the pet policy on each property page before you book.

Do you have Hamptons rentals for big family Christmas gatherings?

Yes. Several of our Hamptons homes have four or five bedrooms, so the whole family can stay under one roof. Browse all our Hamptons vacation rentals to compare sizes, or see our vacation rentals across Long Island’s East End.