Cottage holiday rentals in Plainedge

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Top-rated cottage rentals in Plainedge

Guests agree: These cottages are highly rated for location, cleanliness and more.

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Top Guest favourite
A spacious lawn is surrounded by trees, creating a private outdoor area. Several seating arrangements are present, including wooden benches arranged around a fire pit. The cottage, featuring light-colored siding and decorative elements, is visible in the background under clear blue skies.
Cottage in The Hamptons
4.93 out of 5 average rating, 182 reviews

Chic Artist Loft Cottage

We loved all things SEA…my family built this special Artist Loft Tiny Cottage Retreat. Over the years, family & guests have created beautiful memories here. The Cottage has a large fenced yard, & deck. The inside is an open layout, light and airy. It is very clean and designed with care. The living rm area has a sleeping sofa with a staircase to the loft that has a platform bed and a tiny twin cot. The kitchen is fully equipped & there is a full bath & W/D. 1 mile to Main St/1.5 mi. to Beaches.

Guest favourite
A cozy studio space is presented, featuring a spacious bed with dark cushions, a small dining table and chairs, and a comfortable couch. Light walls are complemented by decorative artwork and accents. A kitchenette area is visible, along with shelving and a TV, creating a functional living space.
Cottage in Centerport
4.91 out of 5 average rating, 150 reviews

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.

Guest favourite
A two-story beach house showcases a charming exterior with light siding and a covered front porch. The structure is elevated on pillars, providing a shaded parking area below. Nearby houses feature similar architectural styles, contributing to the neighborhood's residential feel.
Cottage in Sea Bright
4.89 out of 5 average rating, 137 reviews

1 block to BEACH near Town Center

Feel at home this summer or all winter! Beautifully renovated house - 1 block to beach or river with 3 bedrooms, 2 full baths, 2 front decks with great views, a large rear deck with bbq & seating, driveway for 2 cars, & all the amenities of home. **please note that the bunk room is accessed from the 2nd bedroom, only. Great layout for families! The space is ideal for up to two couples and two children. ***Town rules restrict rentals to a min of 7 days. Ask if you need a shorter term. ***

Guest favourite
A charming cottage with a red exterior is surrounded by a lush garden filled with various plants and flowers. A spacious covered porch extends across the front, offering a welcoming entryway. The well-manicured lawn is complemented by vibrant greenery and colorful blooms, creating a pleasant outdoor space.
Cottage in Port Jefferson Station
4.8 out of 5 average rating, 520 reviews

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. You won’t beat this value! Has it All!!

Top Guest favourite
A light-filled living space is highlighted by a wall of glass, providing expansive views of the water and a natural landscape. The space includes a round coffee table on a light floor, with comfortable seating arranged to enjoy the serene outdoor scenery.
Cottage in North Fork
4.98 out of 5 average rating, 167 reviews

Savor Ocean Sunsets at a Soothing Beachfront Haven

Newly renovated and featured as a top Airbnb by New York Magazine, The Beach Cottage has been designed and decorated in a modern organic style, with a palette of whites and neutrals to create a serene and peaceful escape. Relax in the airy, light and open living room, which features a wall of glass for indoor/outdoor living with expansive, uninterrupted water views. Stay on the property for swimming, beach walks, sunsets and BBQs - or venture out to enjoy all the North Fork has to offer.

Top Guest favourite
A modern, two-story structure showcases large windows framed by climbing greenery. A stone pathway leads to a glass-paneled door, with potted flowers positioned along the entrance. The surrounding area is filled with trees, creating a serene atmosphere.
Cottage in Weston
4.97 out of 5 average rating, 207 reviews

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

Guest favourite
A welcoming living area features a comfortable couch and a textured ottoman, complemented by natural wood accents on the ceiling. Light fills the space from multiple windows, highlighting the hardwood floors and decorative stone wall that adds character to the room.
Cottage in Milford
4.94 out of 5 average rating, 383 reviews

Spring 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.

Top Guest favourite
A cozy living room is featured with a combination of a grey sofa and an orange couch. A decorative white coffee table rests on a patterned area rug, while a faux fireplace is accented by a round sunburst mirror and decorative items. Natural light enters through a nearby window.
Cottage in Milford
4.99 out of 5 average rating, 160 reviews

3BD Cottage | Walk 2 Beach and Tyde | Fire pit

Walking distance from Walnut Beach and Tyde Wedding Venue! Stay at this cozy 3-bedroom, 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!

Top Guest favourite
The charming exterior of the cottage features bright blue shutters and flower boxes under the windows. A well-kept lawn is complemented by decorative items and seating areas. Colorful balloons are tied near the entrance, enhancing the welcoming atmosphere of the outdoor space.
Cottage in Lake Como
4.98 out of 5 average rating, 255 reviews

Sea Glass & Lavender Cottage

Take it easy at this unique and tranquil getaway. Adorable, cozy, cottage. Our cottage has many updates such as new windows, floors and bathroom. Tastefully decorated to reflect the owners love of flowers and the beach! New smart TV with Alexa to watch your favorite shows on Wifi. 2 beach badges included. Walking distance to lake and beach. 1 bedroom with a Queen bed Free street parking. Beautiful gardens for you to enjoy and plenty of areas to sit and relax outside!

Guest favourite
A well-maintained garden surrounds a charming cottage entrance. Green shrubbery lines the path to a screened porch, where a small table and chairs are positioned. Bright sunlight highlights the white siding and green shutters, creating a welcoming outdoor area.
Cottage in Sea Girt
4.87 out of 5 average rating, 146 reviews

Beach cottage Sea Girt - Private, walk to beach

The Ridgewood House is a historic Jersey Shore Inn built in 1873, located in beautiful Sea Girt, NJ. The property is in a perfect location featuring a wrap-around porch with beautiful ocean views, a well-manicured and landscaped property, and a sprawling estate walking distance to the most beautiful beaches in NJ. This listing is for "Birdsong Cottage," a private 1BR, 1BA beach cottage featuring a queen bed, queen sofa bed, kitchen and a private porch.

Guest favourite
A charming cottage is presented with a welcoming front porch featuring white wicker chairs. Green grass and a stone pathway lead to the entrance. The exterior showcases light-colored siding with white trim and columns, complemented by small evergreen shrubs on either side.
Cottage in Belmar
4.9 out of 5 average rating, 188 reviews

Entire 2 bedroom Cottage,porch,deck, WiFi, Washer

Enjoy your time in beautiful Belmar at the perfect location. Less then a mile from the beach, walking distance from major Belmar night life and across the street from Belmar Marina. Cute front porch and large back deck with patio seating and gas grill. Everything is included for your perfect beach escape. Includes 2 beach badges, beach chairs and 2 bicycles. Ages 16 and under are free Belmar has a zero tolerance to loud noise and parties.

Guest favourite
A quaint cottage is nestled among vibrant trees, showcasing rich foliage in shades of green and burgundy. A well-kept lawn surrounds the cottage, with a white door framed by flower beds. The serene setting invites relaxation in a natural environment.
Cottage in South Salem
4.96 out of 5 average rating, 262 reviews

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 :)

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