Holiday Rentals in Sag Harbor
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Holiday Rentals in Sag Harbor

Sag Harbor Village Chic with water views

Sag Harbor Suite by the Beach

Montauk Manor

Cliffside Resort Condominiums

Montauk Oceanside Suites

Driftwood Resort

1-bedroom cottage with Grove Beach 🏖️ access.

Grab a Fun Fall Weekend by Wolffer Vineyard! Columbus Day Holiday Now Available

Delightful Southampton Retreat with Heated Pool & Jacuzzi, Near Beach & Shopping

Offshore Residences

WHB Village,4200sqft,Traffic Free,Private Dr,40ft Heated Pool OPEN,Beach,Fam Fr

Stunning Hampton Holiday Family Fantasy for your Team

Beautiful Waterfront, Sun, Sky, Hot Tub Open Year Round & Gameroom!

Southampton Estate, Newly Renovated , Excellent For Families! Sleeps 12-14

Mid-Century Modern Beach House: Private Beach Access, Pool, and Chef’s Kitchen

Entire House in Southampton Village, Pool, 2 Fireplaces, Walk Everywhere, Pets!
Other types of properties in Sag Harbor you may be interested in

Sag Harbor Inn
Holiday Accommodation Sag Harbor
You’re the type of person who wants to be right in the middle of it all, but still have your own space. You want to be able to take care of everything yourself, but also get plenty of R&R. Well, holiday rentals in Sag Harbor are ready to roll out the welcome mat. We mean that literally—they probably do have a welcome mat. It’s all those little things that will make you fall in love with this type of accommodation, and with Sag Harbor itself. Once you’ve stayed in a holiday rental, you’ll wonder why you ever stayed anywhere else.
Sag Harbor holiday houses have everything you could need in a place to stay, along with several things you probably never even thought you needed. Towels and linens? Check. Cooking utensils? Check. Dog treats for the pupper? Well, you might want to bring your own to your pet-friendly holiday house, just in case. (He’s a picky little prince anyway, right?) But otherwise you’re good to go. You might even find some games for the little ones, if you’re bringing the family along.
If you are bringing the kids, don’t let that dissuade you from looking for the finer things. Luxury is the name of the game in Sag Harbor, and house accommodation is no different. Sure, it should feel like a home away from home—but more like a really fancy home, where you don’t have to worry about cleaning or mowing the lawn. Yes, it’s as great as it sounds.
Make your next getaway truly your own. We’ve got plenty of holiday accommodation in Sag Harbor with your name on it, so pack up your favourite books, wine and that playlist of summer hits from 2003. It’s your time to shine.
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