
Cottage vacation rentals in Plainedge
Find and book unique cottages on Airbnb
Top-rated cottage rentals in Plainedge
Guests agree: these cottages are highly rated for location, cleanliness, and more.

The Red Cottage Circa 1936
This cottage is a gem to be found! From the primary room to the charming loft, this cottage can sleep 6! There is a full working kitchen. For those who wish to do exploring, you will be centrally located on LI giving you great ease in using LI rail road (.5 mile) from cottage and Port Jeff Ferry (1mile)from cottage. There is a large fenced in yard with BBQ and outdoor seating if you wish to dine in. Dogs are allowed w/prior notice and a $65 pet fee per dog. You won’t beat this value reserve now.

Ranch in the Woods | A Peaceful Designer Retreat
Welcome to @ranch_inthewoods No cleaning fee STR permit #34035 This newly built ranch-style home with thoughtfully designed wabi-sabi interiors sits in the woods of the Warwick Valley. It's located a short drive away from several lakes, hiking trails, breweries, and dining experiences. It features forest/creek views, designer furniture, modern appliances (dishwasher, washer/dryer, gas cooktop), smart 4k TV, gym & yoga studio, gas firepit, and ample deck with an outdoor kitchen & dining area.

3BR Modern Beach Cottage | Walk to Beach & Tyde
Walking distance from Walnut Beach and Tyde Wedding Venue! Stay at this cozy 3-bedroom ( King, Queen+ Twin), 1-bath beach cottage in the heart of Walnut Beach. Perfect for family vacations, wedding guests, or Yale visitors, our modern farmhouse-style home features a full kitchen, a private backyard with a fire pit, and peaceful coastal vibes. Walk to the sand, celebrate at Tyde, enjoy coffee on the porch, and end the day by the fire. Comfort, style, and location — all in one unforgettable stay!

NYC/Long Island - cozy garden cottage!
Sweet garden cottage - enjoy beautiful fall colors or spring blossoms away from the City! Sunny, bright, quiet, nicely decorated, completely private. Quiet, green neighborhood, a short walk or drive from several Long Island Sound beaches*. Private entrance and parking, private bathroom with shower; kitchenette, fridge, microwave, A/C, heat. Minutes from the train station to New York City; 30 minutes drive to Robert Moses State Park/Fire Island Nat'l Seashore. *Some beaches charge a fee.

Waterfall Cottage | Romantic Luxury Escape
<b>Escape to your private waterfall cottage!</b> The Cottage at Millpond Falls is perfect for couples seeking a romantic, five-star retreat just one hour from NYC. ✅ Comfy queen bed & super-clean luxury linens ✅Crackling fire pit by the falls ✅ Minutes to wineries, breweries & trails ✅ Nearby adventures: skiing, lake fun, orchards ❤️ SUPERHOST • Our most frequent review: "The best AirBnb experience we’ve ever had, can't wait to come back!" Book your dates while they’re open.

Secluded Lakeview Escape with Hot Tub
Escape the city to Chateau Renee, a designer hilltop retreat offering panoramic Greenwood Lake views, total serenity, and luxury amenities just 50 minutes from NYC. Whether you are seeking a peaceful lakefront getaway, a romantic weekend, or a premium basecamp for regional events, this top-rated, chic cottage delivers an unforgettable Upstate experience. Unwind in your private hot tub overlooking the water, or enjoy exclusive access to the local Waterfront Park beach. No pets; allergen-free

Cheerful 3 Bedroom Cottage with Fire Place
The first and Third week of August are stiil available! Enjoy the solitude of the beach as the tide ebbs & flows. Reconnect with loved ones in this family-friendly place. Enjoy strolls on the beach located just out the back door or a sunset meal on the back porch. This wonderful cottage offers everything you will need during your stay. Including, comfortable beds, beach strolls and a bright upgraded kitchen with many amenities. The 3 bedrooms will fit up to 8 people comfortably.

Luxury Cottage with Spectacular Lake Views
Ultra Chic Cottage set high above Greenwood Lake with Private beach and lake front community access. Minutes away from Mountain Creek Ski Resort, Spa & Water park, Mt. Peter Ski & Tubing, Warwick creameries, breweries & vineyards & apple picking. 1 BR, 1 Bath, play/office/common room. Huge wrap around fenced in deck with Mid century modern fireplace allows for scenic dining, lounging and around the fire gatherings. #LakeViewCottage_GWL Town of Warwick Short Term Rental Permit #P25-0245

Enchanted Cottage on the Marsh, walk to beach
Enjoy an idyllic stay at Enchanted Cottage on the Marsh! Private, quiet one bedroom cottage on Farm River with breathtaking views from deck. Take in the herons, ospreys and other birds among the natural surroundings while relaxing on your very private deck. Or take a stroll to the neighborhood beach, trails or a restaurant. Enjoy daily retreat from everyday life. We want you to have a relaxing stay with us, free from worry. 10 min walk to beach, trails, 10 min drive to Yale University.

The River Loft
Escape to The River Loft, a private riverfront retreat in Weston, CT. Built in 2015 by a visionary local architect, The River Loft open-air design seamlessly integrates the outdoors with the interior space. As you step inside this 750 sf small home, you'll be instantly captivated by the layout that makes it feel spacious. Sitting on over 2 acres of forested land with private river access. Book now for an unforgettable experience. For more images & videos visit insta @the.riverloft

Summer Sale! CozyCottage/Pet-friendly/ WalktoBeach
Inspired by my Dad's wanderlust and love of sea & sand. Relax and unwind in this completely remodeled, stylish Cottage a block and a half from Long Island Sound and .9 mile to Walnut Beach - walk to coffee, pizza, lobster shack! We offer a modern kitchen, breakfast nook, dining area, natural stone wall, parking and W/D. Located in a charming coastal town - enjoy quiet neighborhood walks, coastal trails, boardwalk, breweries and restaurants. 15 min to Yale/New Haven, 65 mi to NYC.

Private cottage in horse country &1 hour from NYC!
Private cozy cottage located in horse country on the the NY/CT borders ( New Canaan, Ridgfield, Wilton ) It is a perfect quiet getaway for couples or a friends night out , a great pit stop for travelers /skiers , fine dining , shopping /antiquing , Ridgefield Playhouse , hiking ,and a short ride to Grace Farms . 1 hour train ride to NYC . We provide organic fruit,breakfast snacks, coffee and tea . It is your home away from home and more :)
Popular amenities for Plainedge cottage rentals
Cottage rentals with a hot tub

Luxury cottage by the sea with hot tub and pool

Fire Island Pines Designer Home

Mid-Century Cottage in the Pines - Entire house

Bellport Inn, Charming Cottage in the Village!

The Lil Nauti Cottage, Steps To Fairfield Beach

Sun-kissed Lake Como Cottage Under a Mile to Beach

Fire Island Pines Waterfront Oasis - Pool & HotTub

Renovated Historic Cottage w/ Pool Bellport Vllage
Pet-friendly cottage rentals

Cozy home in the Village of Greenwood Lake

Toes in the Sand Beach Cottage

Seaside Serenity: 2B 1B, Patio,Near Beach

Direct Shoreline Long Island Sound Waterfront

Beach cottage Sea Girt - Private, walk to beach

SILVER SANDS BEACH COTTAGE MILFORD NEAR YALE/TRAIN

Cozy Sound-side Cottage steps from beach

Charm + location. Walk to beach, town, & harbor.
Private cottage rentals

Sea Glass & Lavender Cottage

Chic Artist Loft Cottage

The Comfy Cottage

Riverhead Farmhouse

Beautiful Waterfront Cottage

Waterfront Joshua Cove Cottage with private beach.

Wild Rose Cottage (Westport, CT)

Cozy Riverside Cottage
Destinations to explore
- New York Vacation rentals
- Philadelphia Vacation rentals
- Washington Vacation rentals
- Boston Vacation rentals
- Ocean City Vacation rentals
- Virginia Beach Vacation rentals
- Jersey City Vacation rentals
- Newark Vacation rentals
- Baltimore Vacation rentals
- Portland Vacation rentals
- Providence Vacation rentals
- Atlantic City Vacation rentals
- Times Square
- MetLife Stadium
- Madison Square Garden
- Central Park Zoo
- New York City Center
- Yankee Stadium
- Columbia University
- Asbury Park Beach
- Jones Beach
- American Dream
- Belmar Beach
- United Nations Headquarters
- Rockefeller Center
- Empire State Building
- Bryant Park
- Long Branch Beach
- Citi Field
- Statue of Liberty
- Barclays Center
- Grand Central Terminal
- Bear Mountain State Park
- Radio City Music Hall
- Astoria Park
- Fairfield Beach





