
Stay Collections
curated. exceptional. stays.
Featured properties
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Good Harbor
Steps from Gloucester’s most beloved beach, Good Harbor is the perfect blend of relaxation and adventure. Wake up to ocean breezes, sip coffee on the deck, and spend your days sinking your toes into soft white sand or exploring nearby coastal trails. Whether you're catching the sunrise over Salt Island or unwinding after a day in town, this seaside retreat offers the ultimate New England escape.
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Rocky Neck
Set in the heart of America’s oldest art colony, Rocky Neck is a vibrant coastal retreat where creativity meets seaside charm. Wake up to harbor views, sip coffee on the deck, and spend your days wandering through galleries, waterfront cafés, and boutique shops. Whether you're soaking in the local culture or relaxing by the water, this artistic enclave offers the ultimate New England escape.
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Little River
Nestled along the peaceful banks of Little River, this waterfront retreat is a perfect balance of nature and relaxation. Wake up to the sound of the tide, sip coffee on the dock, and spend your days kayaking through winding waterways or lounging by the water’s edge. Whether you're exploring nearby trails or simply soaking in the river views, this secluded haven offers the ultimate New England escape.
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Lighthouse Beach
Steps from Gloucester’s rugged coastline, Lighthouse Beach is a secluded seaside retreat perfect for unwinding by the water. Wake up to ocean breezes, sip coffee on the deck, and spend your days exploring tide pools or strolling along the quiet shore. Whether you're watching the sunset behind Eastern Point Lighthouse or embracing the coastal tranquility, this hidden gem offers the ultimate New England escape.
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Tucked away along Gloucester’s scenic coastline, Niles Beach is a serene retreat with sweeping harbor views. Wake up to the gentle sound of waves, sip coffee on the deck, and spend your days strolling the quiet shoreline or paddleboarding on calm waters. Whether you're watching the sailboats drift by or exploring downtown’s vibrant scene, this hidden gem offers the ultimate New England escape.
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Seabright Beach
Steps from Seabright Beach, this bright and airy retreat is perfect for laid-back coastal living. Wake up to ocean breezes, sip coffee on the deck, and enjoy a chef’s kitchen ready for home-cooked meals. Spend your days on the sand, exploring local shops and restaurants, or relaxing in the private backyard. With thoughtful design and a prime location, Seabright Beach is the perfect place to settle in and soak up the coast.
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Black Rock Harbor
Set along the shores of Black Rock Harbor, this sun-filled Cape blends coastal charm with modern comfort. A short stroll from the beach, waterfront restaurants, and St. Mary’s, it offers the perfect balance of relaxation and convenience. Sip coffee in the sunroom, cook in the chef’s kitchen, and unwind in a tranquil backyard. Whether exploring historic streets or catching the commuter rail to NYC, this harbor retreat is the perfect escape.

“A memorable vacation isn’t just about where you stay—it’s about the care and hospitality that make you feel at home.”
-Allie O’Brien
Guest Experience Lead | Stay Collections
Hundreds of guest stays. Hundreds of 5-star reviews.
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"We had a wonderful stay. The house was very clean, comfortable and exactly as described in the listing. It had everything we needed!"
★★★★★
Swetha | Providence, RI
Stay at Niles Beach
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"...this booking hit all of the boxes. Warm, intimate, fun... beautiful location. It was just beyond what we could have expected."
★★★★★
Doug | Dublin, OH
Stay at Lighthouse Beach
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“The home is lovely and set-up for every need you have. Allie was a pleasure to work with. The location and views are beautiful."
★★★★★
Barbara | Durham, NC
Stay at Good Harbor
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"We spent a lovely extended weekend at Allie's place. The house was spotless, the furnishings are casual chic, and the neighborhood is full of fun restaurants."
★★★★★
Mary Ann | Potomac, MD
Stay at Black Rock Harbor
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"We had a wonderful time and enjoyed the spaciousness the house offers to a big group. I thought the house was one of the cleanest I've stayed in and had everything we needed."
★★★★★
Andrea | Wilmington, MA
Stay at Good Harbor
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"The house itself is beautifully designed, very clean and comfortable, and had everything we needed. Allie always responded quickly to the couple of questions we had, and was very friendly and helpful."
★★★★★
Dan | Los Angeles, CA
Stay at Lighthouse Beach