
Holiday rentals in Plum Island
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Top-rated holiday rentals in Plum Island
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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.

Serene + private ~ 1 block to waterfront dining
Serene, chic, Hamptons oasis! During summer enjoy waterfront dining just 1 block from the house + your large pool Settle into your private home in East Hampton near all of the best attractions. Relax poolside, spark up the BBQ + firepit and enjoy the nature all throughout the property. Stream on your 80' TV + curl up to the wood burning fireplace. The home is perched back on a private piece of property! You'll be 8 mins. to Main St + 8 mins. to beaches. A truly perfect escape any time of year!

Silver House: 3BR Home with Private Beach Access
Located on a half-acre property surrounded by tall oak trees, this three-bedroom, two-bathroom home is the perfect getaway. The house is part of the Clearwater Beach community with private beach access. The recently renovated kitchen and bathrooms are modern and minimal. Natural light floods the space throughout the entire house. Here is your perfect getaway from the chaos of city life The fireplace is NOT available for guest use. Early check-in and late check-out are NOT available in season

Secluded Luxury: New Gunite Pool, Walk to Bay
Welcome to the beautiful 5-bed, 3-bath Harbor House, located just a short walk from Gardiners Bay beaches. Enjoy open-concept living, fully equipped kitchen, comfy beds, gunite pool, private patio with gas grill & outdoor dining, hot tub, & fully fenced backyard. Walk/bike to harbor, rent kayaks, use our paddleboards, or explore nearby restaurants and shops. Whether you’re looking for a romantic getaway for 2 or a family vacation, our home is the perfect retreat for your next Hamptons adventure!

Modern farmhouse w/ pool, beach, horses and winery
A new, modernized farmhouse with a heated saltwater pool in the heart of North Fork. Nestled on an acre of lush, fully fenced yard, the home can easily accommodate up to 8 guests and all pets! Minutes away from Love Lane (Mattituck's charming downtown), Breakwater Beach (one of best beaches in North Fork), Mattituck train station and surrounding the award winning Bridge Lane Vineyards and picturesque Seabrook Horse Farm, this bucolic home offers the perfect setting for a North Fork getaway.

A Beach House Gem
Beautiful beach cottage with a private beach. Sleeps up to 6 comfortably with two full beds and 1 queen in the master. with a beautiful balcony Full bath upstairs,1/2 off the kitchen entrance outside key on the key chain The main living area has a TV, air conditioning, and sliding doors to a deck. The updated kitchen has a dishwasher, microwave, cooktop, oven, and coffee maker. There are 2 parking spots in front of the garage The house is not winterized there are no bookings from Nov1

Charming North Fork escape by the beach
Enjoy a serene retreat on the North Fork, where your stay promises tranquility and convenience. Our home features a sparkling pool (5/15-9/12), an ample backyard, and is just a short stroll from a pristine beach on the LI Sound. Located just 10 minutes from Greenport, you'll have easy access to boutique shops, gourmet dining, and local arts. Whether you're seeking a peaceful getaway or a base to explore the area's rich offerings, this home is the ideal destination for your next escape.

Amazing Beach House
FREE BEACH PASSES 10 INCLUDED Welcome to the Beach! Vacation Rental just steps away from Ocean Beach Park! This beautiful 5 bedrooms 2 full baths home is located on a quiet one way street! Smart TV grants you easy access to thousands of streaming apps! Fully equipped kitchen with brand new stainless steel appliances. We can accommodate 10 guests, and is very convenient to Eugene O'Neill Theatre, Waterford Beach, Harkness, Mystic , the Naval Museum,, Mohegan Sun and Forwoods Casino!

Luxe|Pool|Games|Movie|HotTub|Firepit|MegaChess
SERENITY AT SHOREWOOD Pool is Open April 1 - November 1. Must be 25+ to book. Luxurious Newly Renovated Mid Century Modern Home in East Hampton with Beach Car! Peaceful and stylish with three bedrooms, 3 1/2 baths, spectacular great room, huge deck, heated pool and more, less than four miles to the heart of East Hampton Village, world renowned for its restaurants, shopping and ocean beaches. A designer-curated architectural gem! Kick back and relax in this calm, stylish space.

The Bow House - Escape to the Connecticut Seashore
The Bow House is a beautifully restored late-1700s seaside retreat in the heart of Niantic Village. Walk to beaches, restaurants, shops, the marina, and McCook Point Park, while enjoying easy access to Mystic, Old Saybrook, and Mohegan Sun. Rich in character and thoughtfully updated for modern comfort, The Bow House offers the perfect blend of historic charm, coastal relaxation, and convenience on Connecticut's shoreline. Ideal for families, couples, and weekend escapes.

PRIVATE BEACH: A SLICE OF HEAVEN @ NIANTIC
INSTANT BOOK: Sept '26 - End Sept '27 = AVAILABLE SUMMER 2026: Sept **2027 Summer Available: June - End Sept** Steps away from CT Shoreline - back of beach house Amazing Views - Waterfront Outdoor Seating (2nd week May - until Nov 6th) *certain holidays/summer excluded in booking minimums/packages *discounts applied to nightly rate only *we can not combine multiple discounts, yet highest % will apply *if available, also apply 10% non-refundable booking option

Beautiful home walking distance to Ocean Beach
Imagine stepping into a home that feels like a private retreat. Perfect for a family vacation, day-cation, or business trip, this stunning house has everything you need. If you're craving adventure, take a short stroll to Ocean Beach Park for waterslides, mini-golf, boardwalk, dining, or relaxing on the sandy beach. With easy access to the ferry, and train station, and fantastic local restaurants, everything you need is close by for an unforgettable stay.
Popular amenities for Plum Island holiday rentals
Other great holiday rentals in Plum Island

White Bird Beachfront. Dock available extra.

Beachfront Oasis

Beach Cottage!

The Lobster Shack- Waterfront + dock Beach house

Relax and Refresh at the Mill-on-Sill

Hamptons Waterfront Getaway – Stylish & Serene

Historic Home + Private Waterfront Access

North Fork Sound Front Home with Pool
Destinations to explore
- Yale University
- Mohegan Sun
- Foxwoods Resort Casino
- Cooper's Beach, Southampton
- East Matunuck State Beach
- Ocean Beach Park
- Bonnet Shores Beach
- Charlestown Beach
- Mystic Seaport Museum
- Mystic Aquarium
- Southampton Beach
- University of Connecticut
- University of Rhode Island
- Soundview Beach
- Hammonasset Beach State Park
- Powder Ridge Mountain Park & Resort
- Wölffer Estate Vineyard
- Ocean Beach
- Sleeping Giant State Park
- Orient Beach State Park
- Meschutt Beach
- Ditch Plains Beach
- Fort Adams State Park
- Wesleyan University





