From the Hamptons to Hudson Valley: 8 Nancy Meyers-Style Airbnbs I’d Book Tomorrow

• Sleeps: 5
• Rate: from $782/ night
• Why We Love It: Short bike ride to Lobsterville Beach, cook’s kitchen (Nespresso + drip), media/theatre room, outdoor shower and BBQ area, bikes, beach chairs and towels provided

If Something’s Gotta Give had a coastal sequel, it might look like this Martha’s Vineyard retreat. The kitchen checks every box—white shaker cabinets, beadboard paneling, rattan stools lined at a generous island—while sunlight washes through oversized windows, spotlighting the water just beyond. The living room leans effortless, with a slipcovered sectional, striped rugs and built-ins that turn the backdrop into artwork. Upstairs, bedrooms stay cool and crisp—white linens, jute textures, nothing fussy—while bathrooms whisper spa with pebble tile and beadboard walls. And outside is all Erica Barry: Adirondacks flanking a fire pit, hydrangeas in bloom, and decks made for golden-hour rosé.

• Sleeps: 6
• Rate: from $499/night
• Why We Love It: Two minutes from Warren Street’s shops and restaurants, vintage-meets-modern kitchen, soaking-tub bath, backyard patio with BBQ, free parking and a dedicated workspace

A farmhouse that blends The Parent Trap’s Napa estate with the lived-in romance of It’s Complicated? Say less. Wide-plank floors and exposed beams set the stage, while the kitchen hits that vintage-meets-modern sweet spot with farmhouse cabinetry and just enough patina to feel bespoke. The living areas are layered without being fussy—plush sofas, soft throws, antique side tables balanced by clean-lined accents. Bedrooms stay serene in whites and natural textures, inviting you to stay barefoot and unhurried. And while the setting feels secluded, Warren Street’s shops and restaurants are just a stroll away, giving you the rare mix of countryside calm and Hudson buzz.

• Sleeps: 6
• Rate: from $1,721/night
• Why We Love It: Overlooks 100 acres of land with manicured gardens and orchards, three fireplaces, on-site gym, two alfresco dining areas, potting shed for gardening

Think of this as the East Coast version of Father of the Bride. A white clapboard exterior and manicured gardens set the tone—timeless, inviting, made for hosting. Inside, the kitchen blends classic charm with stainless steel appliances, exposed beams and wide-plank floors. While the living areas lean polished, they’re still welcoming with three stone fireplaces, equestrian artwork and slipcovered armchairs. Bedrooms carry the charm with iron frames, floral drapery and the occasional brick hearth. And outside, the hydrangea-lined lawns and vineyard views feel ready-made for a rehearsal dinner à la Annie Banks—Champagne toasts not included.

• Sleeps: 10
• Rate: from $641/night
• Why We Love It: Nestled on 53 acres with lily pond, creek swimming hole, hot tub and private nature trails, Steinway piano, wood-burning fireplaces, classic country kitchen

If Baby Boom taught us anything, it’s that leaving the city for a rambling old house can be the best plot twist of all—and this 1840 farmhouse fits the bill. Paneled walls, exposed beams and vintage rugs give the living rooms that cozy, lived-in warmth, anchored by a hearth you can actually imagine Diane Keaton stoking after a long day. The kitchen has a farmhouse soul with checked curtains, butcher block counters and open shelving stocked with crockery, while bedrooms stay pared back with iron bed frames, linen bedding and the occasional brick fireplace. And outside, you get the kicker: 53 acres of meadows, woodland trails and a pond rimmed with wildflowers. 

• Sleeps: 3
• Rate: from $487/night 
• Why We Love It: 5 miles from downtown Boothbay Harbor, beadboard-lined coziness, outdoor shower and day bed, Weber grill, Adirondack-ringed fire pit, flower-filled garden

The Holiday meets Something’s Gotta Give at The Sparrow’s Nest. Outside, storybook charm: white clapboard siding, a porch swing and a garden spilling over with hydrangeas. Inside, it’s soft nostalgia—beadboard walls, wide-plank floors, antique hutches, braided rugs and slipcovered everything. Bedrooms are layered with linen and cotton, while sunlight filters through windows like a daydream. And of course, the patio wouldn’t be complete without a fire pit ringed with Adirondack chairs. It’s pure Meyers—half quaint country, half Hamptons chic.

• Sleeps: 2 
• Rate: from $205/night
• Why We Love It: Set on a 60-acre farm with fields, ponds and trails, farmhouse sink and checkered curtains, lofted bedroom, clawfoot tub, porch with sprawling greenery views

Straight out of The Holiday, this antique guesthouse is as close as it gets to Iris’s Surrey cottage. Inside, pumpkin-hued walls and wood beams wrap around a hearth framed by vintage armchairs. The kitchen brims with unapologetic charm—a yellow hutch stacked with china, a farmhouse sink and checkered curtains. Meals are made at a long wooden table under the gaze of a grandfather clock. Upstairs, a lofted bedroom nestles beneath sloped ceilings, with a clawfoot tub nearby for soaking like it’s 1899. Step outside and you’ve got a pond, meadows and streams—basically the Massachusetts answer to a UK escape.

• Sleeps: 4
• Rate: from $957/night
• Why We Love It: Direct bay access with a private path to Clam Island, sleek interiors with Viking range and Sub-Zero fridge, spa-style baths, Adirondack fire pit seating

Speaking of The Holiday, this Sag Harbor escape could’ve been Amanda Woods’s: sharp, black-trimmed windows, interiors dressed in warm woods and crisp whites. The kitchen is minimal but made for real life—Sub-Zero fridge, Viking range, open shelving that looks breezy but holds weight. A slipcovered sofa anchors the living space, which opens directly to the outdoors. Bedrooms are sun-washed and unbothered, with spa-like bathrooms of glass and stone. And out back? A private path to Clam Island. Though good luck pulling yourself from the Adirondacks come happy hour.

• Sleeps: 2
• Rate: from $385/night 
• Why We Love It: Private ferry access on Prudence Island with Narragansett Bay shoreline, remodeled 1930s interiors, butcher-block kitchen, bikes, beach gear, fire pit and kayaking steps away

Finally, this remodeled 1930s cottage is basically It’s Complicated on island time. The kitchen has that same unfussy-but-chic energy—open shelving with copper pots, linen-skirted storage, sunlight streaming over beadboard and butcher block. A round dining nook with a porthole window makes breakfast feel like a set piece, while the living room leans cozy with slipcovered chairs and woven rugs. The bedroom layers crisp white bedding with warm terracotta walls, and the bathroom brings it all together with sea-glass tiles that nod coastal without going kitsch. It’s Meryl Streep’s Santa Barbara kitchen translated into Rhode Island charm.