Montauk Guest Houses

A lighthouse on a rocky outcrop with a grassy area and buildings nearby.

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Our top choices for Montauk guest houses

A grassy area with a hanging blue hammock, a dock with boats, and a building labeled "MYSTIC SHIPYARD" in the background.

1. Harbor View Landing

West Mystic

Roisin

includes taxes & fees

27 Sept - 28 Sept

A serene landscape with a calm body of water reflecting trees with autumn foliage.

2. House on Chase Creek

The Heights

Calvin

includes taxes & fees

12 Oct - 13 Oct

A bedroom with two beds, a piano, and a fan.

3. Dodge Cottage

Block Island

Sarah

includes taxes & fees

12 Oct - 13 Oct

A large, multi-story white building with a grey roof, featuring a balcony and a staircase leading to the upper floors.

4. Inn at Old Harbor

Block Island

"We had a wonderful stay and had everything we needed. Location was wonderful, everything was spotless, bed was very comfy, bathroom was great, and we didn't know it, but we got a surprise porch off our room facing the harbor. Kai, the owner, was in touch and made our stay even more comfortable offering us a car rental when the rest of town was sold out. I recommend the Inn at Old Harbor highly and will absolutely be staying again,"

Krist

includes taxes & fees

16 Sept - 17 Sept

A sliding glass door leading to an outdoor deck with two red Adirondack chairs and a view of a building with a blue sky.

5. The Hendrickson House

Block Island

Hayley

includes taxes & fees

16 Sept - 17 Sept

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Top Montauk Hotel Reviews

Montauk Manor

10/10 Excellent

"Staff was great. Pool and property clean. Location excellent too"

Ocean Surf Resort

10/10 Excellent

"Our room was poolside. Behind the pool were lounge chairs with a view of the ocean. Doesn't get any better than that! Pool doesn't close Labor Day. Stays open til mid October and is heated. Off the pool deck, is a pathway down to the beach. Slept with the door open so we could listen to the waves. Room had a stovetop, microwave, coffeemaker and mini fridge. Plates, glasses, pots, pans and utensils available for use. Bring your own food and drinks instead of paying for overpriced restaurant meals. Rooms were updated, clean, and comfy. Table for two right outside the sliding door. A few blocks away from Montauk village. Plenty of folks staying here but still quiet and peaceful."

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