Holiday rentals in Plum Island

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Top-rated holiday rentals in Plum Island

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
A balcony view captures a serene beachfront scene at sunset, with gentle waves lapping at the sandy shore. A detailed metal chair is positioned on the deck, providing a quiet spot to enjoy the tranquil waters and cloudy sky.
Home in East Lyme
4.97 out of 5 average rating, 221 reviews

Beachfront Paradise

Beautiful beachfront home available weekly in season third week of June through Labor Day) and nightly (2 night min.) off season. Step out the door and into the sand. Sit on the porch and watch sailboat races from Niantic Bay Yacht Club just steps away. Close to downtown Niantic with restaurants, shops, etc. 18 miles from Mohegan Sun Casino. Attractions within 1/2 hour: Beautiful Mystic, CT, several vineyards, Harkness State Park, Eugene O'Neill Theatre, U.S. Coast Guard Academy, golf courses.

Top guest favourite
A cozy houseboat is seen floating on the water, featuring a welcoming porch with two light blue chairs. The reflection of the boat and surrounding trees is visible in the calm river, highlighting the serene atmosphere of the setting.
Boat in Old Lyme
5 out of 5 average rating, 100 reviews

Sunny Daze

This dreamy houseboat rests gently at a family-owned marina, where time seems to slow and nature leans in close. Surrounded by peaceful river views, tall grasses, and birdsong, it’s a floating haven for those seeking calm and creativity. Whether you’re sipping coffee on the deck at sunrise or watching the moon ripple across the water, this riverside retreat invites you to drift, dream, and just be. Enjoy a fire or jump on a paddle board or kayak f or an adventure down the river it has it all!

Guest favourite
Home in Sag Harbor
4.96 out of 5 average rating, 47 reviews

Luxe NEW Beach Cottage-Steps to Water-Firepit

Kick back and relax in this calm, stylish beach cottage with NEW Kitchen and NEW bathroom (completed April 2026) in Sag Harbor. It is the perfect spot for a single or couple to enjoy the Hamptons beachy lifestyle. Fully appointed for your stay, just bring your bathing suit. Outside is your own patio with sitting area, dining table with umbrella, BBQ and my own tiny cottage “Bouy Cottage” is across the lawn so I (or other guests may be there in May-Sept. Beach chairs, umbrella and smiles!

Top guest favourite
The sunken living room showcases expansive windows offering unobstructed views of the water, allowing natural light to fill the space. A spacious gray couch faces a low black table, while a comfortable reading chair with an ottoman is positioned nearby, creating an inviting gathering area.
Home in Guilford
5 out of 5 average rating, 38 reviews

3BR Waterfront Oasis on Joshua Cove, Private Beach

Kick back & relax in this modern, stylish waterfront home with a private beach. Newly renovated, this house offers beautiful, unobstructed views of the Long Island Sound and a backyard equipped with an outdoor patio & dining area, hammock, firepit, adirondack chairs, chaise lounges, and cushioned outdoor furniture (in season). You can enjoy swimming at the home's private beach in summer, leaf-peeping in fall, and bird watching in spring. The house is located 5 minutes from downtown Guilford.

Top guest favourite
The exterior view features a small wooden cabin surrounded by vibrant green trees. A stone path leads to a seating area, comprising four metal chairs and a table. Inside, the cozy octagonal space is lit by natural light filtering through several windows, showcasing a full-sized bed adorned with a colorful patterned quilt.
Tiny home in Norwich
4.99 out of 5 average rating, 945 reviews

Water Forest Retreat -Octagon

Water Forest retreat is a very private 122ft.² electrified and heated cedar octagon next to a brook on 56 acres of forest with a pond, waterfall, marsh and hiking trails. Cozy up in this quiet comfortable space while listening to Goldmine brook while you sleep. Fire pit, heated outhouse with composting toilet, outdoor dining area, brook, pond and trail head are just steps away. We also have a TREE HOUSE and HIKER’S HAVEN house by the brook. Please click on our profile picture to read more.

Top guest favourite
Guest suite in Stonington
4.98 out of 5 average rating, 374 reviews

Morgan Suite - spacious | hot tub | water views!

The Morgan Suite is a private Airbnb located in a quiet neighborhood along the Pawcatuck River. Just minutes to downtown Westerly, downtown Mystic, beaches, breweries, wineries, shops, restaurants and much more. This Airbnb a perfect for a romantic getaway or a relaxing memorable vacation with a friend. If you are looking to explore a new area and relax, the Morgan Suite is for you! The home is spacious, newly renovated with excellent amenities. Newly added - hot tub and massage chair!

Guest favourite
A two-story waterfront home is set against a serene evening sky, featuring a spacious front lawn. Large windows invite natural light, while a balcony provides an upper-level retreat. A stone patio with seating is visible, enhancing outdoor relaxation options.
Home in Old Saybrook
4.94 out of 5 average rating, 34 reviews

Red Bird Waterfront Home. Dock available extra!

Looking for a stylish and spacious place to stay for your next group trip? Look no further than this waterfront home, perfect for families looking to relax and create lasting memories by the ocean. Interested in hosting an event? Ask us! This beautiful home offers stunning views of the water and plenty of space for your family to enjoy. Whether you're looking to spend your days lounging on the beach, exploring the nearby attractions, or simply relaxing with your loved ones.

Guest favourite
Home in East Lyme
4.9 out of 5 average rating, 77 reviews

Lakeside bliss

Secluded lakeside cottage home overlooking a stunning lake with NO MOTORS is a peaceful spot, yet conveniently located 1/2 mile from the shoreline town, beaches, and boardwalk. Come and stay for a weekend, a week, or a month. brand new kitchen, full bathroom, living/dining room, sliders to large wrap deck, BBQ, and gardens. Plenty of parking, Wifi, SmartTV. Experienced, gracious, accommodating host.

Guest favourite
Tiny home in East Lyme
4.99 out of 5 average rating, 152 reviews

Waterfront Bliss Tiny Home

Lakeside Bliss in a Tiny Package Step into a world of relaxation at this cozy tiny house on Pattagansett Lake. In addition to the huge picture window overlooking the beautiful natural lake setting, the tiny house is equipped with a queen bed, full kitchen, high speed Wi-Fi, and unmatched ambiance. Perfect for nature lovers or couples looking for a unique stay by the lake!

Guest favourite
An open living space reveals light wood flooring and white shiplap walls. A large TV is mounted on one wall, while sliding glass doors provide access to outdoor seating. A comfortable beige rug lies on the floor, complemented by a wooden coffee table stacked with books.
Flat in Montauk
5 out of 5 average rating, 30 reviews

Dockside 2BR - Prime Location on the Marina Unit B

Morning coffee with boats bobbing out front, dinner next door at Fish House, and lazy walks up to Gosman’s for fudge and harbor views — this is the best of dockside living, Montauk style. Tucked in Westlake Marina, at this fresh, sun-filled 2-bedroom, enjoy comfy beds, a fully equipped kitchen, and easy access to boat charters, seafood, and sunsets.

Guest favourite
The floating unit, Harbor View Landing, is showcased against a colorful sunset, reflecting on calm water. Warming hues of orange and purple fill the sky, while the contemporary structure features large glass windows and a spacious deck, inviting views of the serene surroundings.
Boat in Mystic
5 out of 5 average rating, 55 reviews

Harbor View Landing - Mystic, CT - The Patriot

Harbor View Landing in Mystic, CT is pleased to offer limited availability on our new, sleek, European floating unit. This one-of-a-kind accommodation features a king-sized bed, living area, galley kitchen, full bathroom, and an incredible upper deck providing stunning 360 waterfront views.

Top guest favourite
A charming exterior showcases a bright yellow facade with white accents. The entrance features a blue door framed by two lamps, along with a welcoming front porch. Lush greenery surrounds the property, enhancing its attractive curb appeal.
Home in Groton
4.97 out of 5 average rating, 196 reviews

Mystic Manor-Walk to Mystic Pizza

Newly styled 1930's Tudor in Historic Mystic. Walking distance to Mystic Pizza and Downtown. 4 minutes to Amtrak Station, 5 minutes to Seaport Museum, 10 minutes to Aquarium, 20 minutes to Foxwoods Casino/ Outlet Mall and Mohegan Sun & 40 minutes to Providence Airport.

Popular amenities for Plum Island holiday rentals

  1. Airbnb
  2. United States
  3. New York
  4. Suffolk County
  5. Southold
  6. Plum Island