8 Airbnbs in New England with ‘Widow’s Bay’ Vibes (Minus the Curse)

• Bedrooms and Bathrooms: 3 bedrooms, 1.5 bathrooms
• Rate: from $411/night
• Why We Love It: situated on a working farm, patio, ocean views, laundry
• Pet-Friendly: no

There are currently only a few dates in October available for this cottage stay but given it’s on an actual New England island (specifically Block Island off the coast of Rhode Island), I had to include it for someone to snag them. The cottage is situated on a working farm, including a vineyard you’ll have a gorgeous view of—and did I mention there are ocean views, too? Just be sure to check the rules before booking, as there are some specific requirements like bringing your own linens and more.

• Bedrooms and Bathrooms: 1 bedroom, 1 bathroom
• Rate: from $267/night
• Why We Love It: nautical decor, fenced seashell patio, fire pit, built in the 1800s, within walking distance to the beach
• Pet-Friendly: yes

Decorated with nautical decor that feels straight out of the show, this cottage in Plymouth is within walking distance of the beach. It also has a secluded, fenced-in seashell patio perfect for you and your pets to enjoy, especially since there’s a fire pit for cooler nights. This one was built in the 1800s, so it has some history, but it’s outfitted with modern amenities like comfy bedding, a full kitchen and more. “Very cute, very clean, very quiet little cottage. Great location close to the beach and just outside of the hustle of town,” shared one recent guest.

• Bedrooms and Bathrooms: 1 bedroom, half bathroom
• Rate: from $331/night
• Why We Love It: private beach and deck, near Acadia National Park, private backyard, patio
• Pet-Friendly: yes

This cottage in Maine has its own private beach and deck, so while you won’t technically be on a secluded island, you’ll totally feel like you are. It’s also within a 20-minute drive of Acadia National Park, per the listing, so if you’re hoping to do some exploring on your trip, this is a great location—just take it from the more than 200 reviewers who have given the stay a perfect five-star rating. “The property felt incredibly private, like having our own little slice of Maine all to ourself,” wrote one guest.

• Bedrooms and Bathrooms: 1 bedroom, half bathroom
• Rate: from $170/night
• Why We Love It: solar-powered renovated barn, spacious screened-in porch, shared beach access, laundry
• Pet-Friendly: no

If you want the best of both worlds—Widow’s Bay vibes and Cape Cod—opt for this North Truro cottage. It features a large screened-in porch where you can sit and enjoy the fresh ocean air, plus you’ll have access to a shared beach if you want to be even closer to the sand and waves. The cottage is located on a large property that includes a farmhouse, too, where you’ll be able to purchase vegetables, eggs, and honey produced there if you choose. One recent guest said it feels “so comfortable and homey,” and another mentioned the location is great for “walking to the market and a couple of restaurants.”

• Bedrooms and Bathrooms: 1 bedroom, 1 bathroom
• Rate: from $130/night
• Why We Love It: 1840s Gothic Revival cottage, laundry access, private backyard, private porch
• Pet-Friendly: yes

If you’re looking for a Widow’s Bay feel a bit closer to NYC, this cottage in Catskill is perfect. It’s an 1840s Gothic Revival cottage that looks like it could have been plucked straight from the screen, and reviewers love its cozy feel and proximity to the town. “What a quaint and [whimsical] home! Located on a residential street but made to feel private by the beautiful garden! Easy walk to downtown, quick drive to beautiful hikes,” raved one guest who recently stayed with their pet.

• Bedrooms and Bathrooms: 1 bedroom, 1 bathroom
• Rate: from $260/night
• Why We Love It: riverside, stone wood-burning fireplace (indoor and outdoor), nearby trails, private yard, laundry
• Pet-Friendly: no

Also not too far from NYC is this riverside stay in Guilford. This one includes stunning stone fireplaces, both indoors and outdoors, that will be perfect for curling up beside with a good book or a nightcap. There are also trails nearby if you want to get a little exercise and exploring in during the day, and guests love how clean and peaceful the space is. The “cottage was perfect,” said one guest, who went on to share that “pictures do not do it justice…because no pictures could.” They also said “everything was comfortable” and they “would recommend staying here to anybody.”

• Bedrooms and Bathrooms: 2 bedrooms, 1 bathroom
• Rate: from $821/night
• Why We Love It: two patios, stunning design details, private backyard, fire pit, laundry
• Pet-Friendly: no

If you’re looking for something a little more luxe that still offers small, seaside town vibes, this gorgeous farmhouse in Kennebunkport is worth booking. From the wood-paneled living room to the tiled bathroom with glass doors and cozy fire pit, you’ll feel like you’re truly staying somewhere special. But be sure to make time to explore the picturesque town, too. One reviewer wrote that it’s a “peaceful indoor and outdoor space” in an “ideal location that is close to town and the beach.”

• Bedrooms and Bathrooms: 2 bedrooms, 1 bathroom
• Rate: from $438/night
• Why We Love It: walking distance to beach and shops, nautical decor, ocean views, balcony
• Pet-Friendly: no

At this Rockport stay, you’ll be within walking distance of both the beach and local shops, so it’s truly an ideal location—especially considering those harbor views. This one’s also decorated with a fun, nautical vibe and is “really full of character,” according to one reviewer who gave it a five-star rating. Another guest said they’d “highly recommend to anyone who loves the beach, local artisans and delicious seafood,” so if that sounds like just what you’re looking for, book this one before someone else does.