The 27 Quaintest Airbnbs in the Northeast

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You know all the magic and charm the Northeast has to offer come any season—cozy, snowy winters by the fire and hot summers splashing around in water holes, rivers and lakes. But where to start when planning your trip? We’re talking about eleven states to choose from— Connecticut, Maine, Massachusetts, New Hampshire, Rhode Island, Vermont, Delaware, Maryland, New Jersey, New York, and Pennsylvania. Here, we found the 27 quaintest Airbnbs in the Northeast to get your itinerary going.

Editor’s note: While most experts agree that renting an Airbnb is relatively safe, please remember to follow all social distancing guidelines and local travel recommendations. You may also want to reach out to your Airbnb host to ensure that they are using additional cleaning and sanitation practices.

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quaint airbnbs northeast ct waterfall

1. The Recycle House Artisan Waterfall Escape In Chester, Ct

Sleeps: 6 guests
Rate: $291/night

Tucked into the hillside of the Connecticut River, a getaway at this rural haven will make for some serious R&R. Constructed using more than 80 percent recycled building materials, this home was built with lots of love and care. And reading your new hardcover by the garden overlooking a waterfall or inside by the gas fireplace might just be the dictionary definition of quaint.

quaint airbnbs northeast ct cozy renovated barn

2. Cozy Renovated Barn In Essex, Ct

Sleeps: 4 guests
Rate: $312/night

Essex, Connecticut is a respite from city life, and this River Barn is the cherry on top of your escape. It has both the appeal of an old historic barn and the comfort of a new, modern living space with two full baths, a gorgeous fireplace, eat-in kitchen, first-floor laundry room and outdoor area with Adirondack chairs, cozy blankets and fire pit—what more could anyone ask for?


quaint airbnbs northeast maine timber frame

3. Upscale Timber-frame Cottage In Pownal, Me

Sleeps: 3 guests
Rate: $229/night

We’re already imagining our morning coffee on that front porch. Travel about 30 minutes north of Portland to head to this post-and-beam cottage in the woods. Don’t worry—there is internet. But we do have a feeling you’ll get some of your best night’s sleep ever in the lofted bedroom.

quaint airbnbs northeast maine sparrows nest

4. The Sparrow’s Nest Charming Country Cottage In Boothbay Harbor, Me

Sleeps: 3 guests
Rate: $234/night

Stargazing, lighthouses and local land trust trails, this popular summer hotspot attracts travelers who want to get out of Dodge and explore the natural beauty…and not to mention the many one-of-a-kind charms inside the house as well: grey-painted wooden stairs, intricate balcony, antique day bed and so much more.


quaint airbnbs northeast mass cabin

5. Mahican Cabin In North Adams, Ma

Sleeps: 2 guests
Rate: $266/night

When the hosts quotes Robert Frost in their listing, you know this is the nature retreat you’ve been craving. Located on the highest peak of the Hoosac Range, you’ll not only have privacy, but some of the most incredible Berkshire sunsets to feast your eyes on—all to yourself. With hundreds of acres of protected land, outdoor showers, a firepit, a rock garden, miles of trails, a river, swimming holes and lots of friendly neighbors (hummingbirds, owls, lightning bugs, butterflies), this getaway is like camping with the luxury of a tiny house.

quaint airbnbs northeast mass turo

6. Serene Beach House In Turo, Ma

Sleeps: 5 guests
Rate: $325/night

A beautifully decorated home on beautiful-landscaped grounds—we’ll take it. This art-filled house is, according to reviewers, ideal for cooking and feasting, birdwatching from the deck and exploring the many surrounding beaches in the area.

New Hampshire

quaint airbnbs northeast new hampshire overwater cottage

7. Lake Sunapee Overwater Cottage In Newbury, Nh

Sleeps: 6 guests
Rate: $196/night

This overwater bungalow is a water lover’s dream. A wrap-around dock right off of your living room means you can take the kayaks or paddle boards out as soon as that episode of SVU is over. In winter months, cuddle up in front of the wood stove and take in the 180-degree views of that blue water.

quaint airbnbs northeast new hampshire log cabin nest

8. Streamside Rustic Log Cabin In Lisbon, Nh

Sleeps: 3 guests
Rate: $210/night

A wood-burning fireplace, a brambling brook, an outdoor fire pit, 16 acres of natural beauty where you can, of many things, pan for gold—yeah, this place is quaint as hell. It’s also romantic; there’s a two-person Jacuzzi to heat things up too. And say you wanted to bring the whole extended family, there are a total of six cabins (spaced apart, don’t worry) on the property you can rent.

New Jersey

quaint airbnbs northeast nj

9. Bayblock Home In Cape May, Nj

Sleeps: 6 guests
Rate: $246/night

Dolphins in New Jersey? Yep, and you can spot them in the Delaware Bay just steps from your own patio. Located in a quiet beach-front neighborhood, you can sip your coffee with the ocean breeze in your hair or lounge inside with the rustic décor and big stone-lined fireplace.

Rhode Island

quaint airbnbs northeast ri beach cottage

10. Beach Cottage In North Kingstown, Ri

Sleeps: 6 guests
Rate: $85/night

Did someone say shiplap? This bright and airy beach cottage is right on the water, which makes it ideal for biking, kayaking, paddle boarding, birding, running, hiking, and of course, swimming. It’s also only a 15-minute drive from Newport if you ever decide to leave your slice of beachy heaven.

quaint airbnbs northeast apple valley tiny house

11. “tiny Home” Style Lake Cottage In Smithfield, Ri

Sleeps: 2 guests
Rate: $79/night

It may be tiny, but this cottage somehow has room for an indoor fireplace, fully stocked kitchen, breakfast nook and more (yes, including “blazing fast WiFi”). Its proximity to both Providence (a 15-minute drive) and Newport (40-minutes) makes it an ideal location for anyone who wants the best of both worlds, er, uh, cities.

quaint airbnbs northeast newport house

12. Gorgeous 1875 Home In Newport, Ri

Sleeps: 8 guests
Rate: $857/night

The light-filled rooms. The vaulted ceilings. This historic house is a blend of its traditional architecture and modern renovations that make it so delightful you might just cancel your dinner plans so you can stay home—like one Airbnb reviewer actually did. But of course, it’s the beautiful outdoor gardens and hammock that really had us at hello.


quaint airbnbs northeast vermont the canopy house

13. The Canopy A-frame House In Stowe, Vt

Sleeps: 8 guests
Rate: $525/night

Five words: Six-person outdoor hot tub. Who needs to après ski when you can après in your own rental as the snowflakes gently fall and the stars shine brighter than you’ve seen in, well, forever? Grab five of your besties and get booking on the quaintest retreat you ever did have.

quaint airbnbs northeast vermont guesthouse

14. Light-filled Guesthouse With Mountain Views In Addison, Vt

Sleeps: 2 guests
Rate: $299/night

Yes, the abode itself offers a serene mix of modern furnishings, reclaimed barn-wood doors, a leaf-green color palette and knotty-wood floors with views of the mountains all around the home. But who are we kidding? It’s the complimentary breakfast featuring Vermont-made produce and fruit grown on property that really won us over.

quaint airbnbs northeast vermont stowe cabin

15. Classic Vermont Cabin With Hot Tub And Wood Stove In Stowe, Vt

Sleeps: 4 guests
Rate: $450/night

Wide pine floors, cathedral ceilings, heirloom antiques, wood stove—this 1850s home looks like it’s out of fairy tale. But if you stay, it will definitely feel more like a five-star vacay with a fully stocked modern kitchen, sound system and new hot tub. Outside this idyllic home, there’s so much to do: Explore trails, fish or swing in the hammock by the brook or head out to do some famous Stowe skiing.


quaint airbnbs northeast delaware tiny house

16. Tiny House At Good Earth Farm In Ocean View, De

Sleeps: 3 guests
Rate: $105/night

It feels like someone just plopped this adorable little house right-smack in this organic garden and farm. And, well, they kinda did. The owners were so inspired by the show Tiny House that they converted their potting shed into this listing. With brand-new interiors, custom woodwork and even a private deck, you’ll be very happy the Good Earth Farm hosts binge-watch TV.


charming waterfront cottage maryland

17. Charming Waterfront Cottage In Severna Park, Md

Sleeps: 2 guests
Rate: $175/night

What’s not cozy and quaint about this waterfront cottage? In warm months you can gather around the glowing fire pit, swim or kayak and eat your meals at the adorable outdoor breakfast table. When it gets chilly, what else can you do but get your hygge on, cozying up inside and writing your novel.

quaint airbnbs northeast maryland modern tiny house

18. Modern Tiny House By The River In Monkton, Md

Sleeps: 2 guests
Rate: $146/night

A modern—tiny—getaway on 28 acres of wooded property might be exactly what that doctor ordered to recharge. Just a short drive from Baltimore, this quiet stay offers a seasonal outdoor eating space and fire pit and all the comforts of a “regular-sized” home in one very small, very cool package—just look at those super cool stairs!

quaint airbnbs northeast maryland vintage historic district house

19. Vintage Historic District House In Annapolis, Md

Sleeps: 4 guests
Rate: $349/night

Reviewers who’ve stayed here can’t help but describe it as “peaceful.” With vintage charm, a private master suite balcony, eclectic furniture, a wood burning fireplace and an outdoor garden, we can definitely envision ourselves indulging in some peace and quiet in this home.

New York

quaint airbnbs northeast new york aframe

20. Artist A-frame At Gatherwild Ranch In Germantown, Ny

Sleeps: 3 guests
Rate: $189/night

We want to go to there. But before you pack, just know that this dreamy A-Frame ranch is lit up with solar lighting and battery lanterns, which means it comes sans electricity or running water inside—there are composting toilets nearby in addition to a full bathroom with a hot shower available inside the main farmhouse. That feels like the pinnacle of quaint, no? But you didn’t come here for the same modern comforts you’re used to. You came for the 15-acre of natural beauty and fresh air. Ahhhh.

quaint airbnbs northeast new york treehouse

21. Adirondack Tree House Retreat In Middle Grove, Ny

Sleeps: 3 guests
Rate: $275/night

When the going gets tough, the tough head to this secluded treehouse in the foothills of the Adirondack Mountains. Yes, you’ll feel a million miles from civilization (which is exactly what you need), but you’re actually only a ten-minute drive from Saratoga Springs (phew). Eat your meals on the scenic, private porch, and roast marshmallows in the open fire pit at night.

quaint airbnbs northeast new york windrift hall

22. Windrift Hall In Coxsackie, Ny

Sleeps: 14 guests
Rate: $1,400/night

Quaint might not be the first word you would use to describe a home that sleeps 14 guests, but there’s something about this 1790s federal manor house in the Hudson Valley that is at once grand and charming—maybe it’s the sprawling upstate countryside or the fact that there’s a wood-burning fireplace in every room? We’ll take it.

quaint airbnbs northeast new york chez tree

23. Chez' tree Rest Treehouse In Lafayette, Ny

Sleeps: 2 guests
Rate: $267/night

This is not your mama’s treehouse (or even close to the one you hobbled together as a kid). Cross what feels like an enchanted 60-foot cable bridge to get to this two-story treehouse, which somehow manages to house a queen-sized bed, a small bathroom, a composting toilet and yes, a TV (but no WiFi). So yeah, pack light.

quaint airbnbs northeast new york red hook aframe

24. Mid-century Modern A-frame Home In Red Hook, Ny

Sleeps: 6 guests
Rate: $379/night

This 1968 A-frame cabin is set on six acres of untouched land, and the floor-to-ceiling windows provide views for days of the lush outdoors. Indoors, however, is a meticulously decorated mid-century modern interior filled with vintage Danish furniture and one-off pieces from the hosts’ travels around the world.


quaint airbnbs northeast lackawaxen

25. Woodland-nestled Secret Getaway In Lackawaxen, Pa

Sleeps: 6 guests
Rate: $246/night

Anyone else getting Hansel and Gretel vibes? Fear not, there’s no wicked witch boarding with you, but this Pennsylvania chalet does offer a storybook setting—a flagstone pathway, wood stove, cozy fireplace and leaded glass windows. We highly recommend an evening of hot toddies and board games (of which there are many the host provides!).

quaint airbnbs northeast penn firetower chalet

26. Modern Firetower Chalet In Bloomberg, Pa

Sleeps: 4 guests
Rate: $208/night

It’s good to be in the vicinity of a fire station, but what about living in one? The firetowers of the Old West were the inspiration behind this unique two-story design set on a 60-acre private farm. A wrap-around second floor deck offers endless views of the surroundings, and the outside stone patio with white birch trees creates fine al-fresco dining right at your fingertips.

quaint airbnbs northeast pa the perch

27. The Perch At Persimmon Hill In Wellsville, Pa

Sleeps: 2 guests
Rate: $153/night

The aptly named Perch is perched right on an outcrop overlooking the Conewago Mountains. In the summer you can spend your days at the lake and watch the fireflies. And in colder months you can cozy up by the fireplace with a big glass of wine as you gaze up at the stars.

Dara Katz

Executive Editor, Frazzled Mom, Bravo-Holic

Dara Katz is PureWow's Executive Editor, focusing on relationships, sex, horoscopes, travel and pets. Dara joined PureWow in 2016 and now dresses so much better. A lifestyle...
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