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 Niantic
4.97 out of 5 average rating, 226 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.

Guest favourite
A bright living area features a light grey sofa paired with two black chairs, positioned around a glass coffee table. Large windows allow natural light to fill the space, while a minimalist fireplace offers visual interest. A small desk is visible against the wall.
Home in Springs
4.95 out of 5 average rating, 521 reviews

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

Top guest favourite
An open living area showcases a modern sectional sofa in shades of gray, complemented by a circular wooden table. A brick fireplace adds a warm touch to the space, while a kitchen area is visible in the background, featuring wood cabinetry and a dining table.
Home in Springs
5.0 out of 5 average rating, 69 reviews

Bay Access Cottage + Pilates Gym

Just a short walk to a quiet bay beach with the most unbelievable sunsets! This charming two bedroom house also boasts a quaint basement gym with a treadmill, Climber, Peloton and Pilates reformer to feel great during your stay. The private fenced in backyard is wonderful for social gatherings with a picnic table and grill to host friends. The outdoor shower on bluestone is a delightful (seasonal) experience. Your private beach access is a 3 minute walk. You will NEVER see a sunset like this one

Superhost
Home in Old Saybrook
4.88 out of 5 average rating, 40 reviews

White Bird Beachfront. Dock available extra.

Enjoy quality time with your loved ones at White Bird, a tranquil beachfront home perfect for family getaways. Fall asleep to the soothing sound of the ocean waves .. The loft has a king bed, providing extra sleeping space for guests. The house is fully stocked with everything you need for a comfortable stay. Create lasting memories with your family at White Bird, where you can enjoy beach activities, and cozy bonfires. Please store stand up boards/kayak. If missing, they will be $150 each.

Guest favourite
A sandy beach along the waterfront is lined with lounge chairs facing the calm water. Nearby structures provide a backdrop, showcasing a coastal residential area. The clear sky and gentle waves create a peaceful outdoor setting.
Home in Niantic
4.93 out of 5 average rating, 180 reviews

PRIVATE BEACH: BEACHFRONTS & BALCONIES @ NIANTIC

INSTANT BOOK: Sept 2026 - New Years Jan 2027 = AVAILABLE SUMMER 2026: Sept **2027 Summer Available: June - End Sept** Steps away from CT Shoreline in back of beach house Amazing Views - Waterfront Both Balcony (year round) & Boardwalk Seating (2nd week May - until Nov 6th) *certain holidays/summer excluded in booking minimums/packages *discount applied to nightly rate only *we can not combine multiple discounts, yet highest % applies *if available, apply 10% non-refundable booking option

Guest favourite
A two-story beach cottage is presented with a light exterior and a spacious balcony. Large sliding glass doors are visible at the lower level, providing easy access to the outdoor space. Nearby, a driveway is seen leading towards the garage.
Cottage in Westbrook
4.91 out of 5 average rating, 112 reviews

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

Top guest favourite
A serene landscape features a heated saltwater pool bordered by lush greenery. Sun loungers are positioned around the pool under umbrellas, while a wooden fence with trees creates a peaceful backdrop, enhancing the outdoor relaxation space.
Home in Mattituck
4.93 out of 5 average rating, 134 reviews

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.

Guest favourite
A bright living area features large windows offering views of the ocean. A comfortable sofa draped with a soft blanket faces the water. Decorative accents include a small woven table, colorful rugs, and light-colored furniture, creating an inviting space filled with natural light.
Home in Old Lyme
5.0 out of 5 average rating, 54 reviews

Beachfront Oasis

Named in "thrillist.com" (7/6/22) "Best Beach Houses to Escape to Near NYC". This beachfront oasis is just steps from the beach with SUPs, kayaks, grill and more. Every comfort of home plus many luxury details including a Sub Zero chef kitchen and jet massage shower. Located in family friendly Hawks Nest Beach, Old Lyme, close to restaurants, shopping, casinos and the historic sights along the CT shoreline. Convenient, by car or train, to NYC and by ferry to Long Island and Block Island.

Top guest favourite
An inviting outdoor space with a spacious patio features a barbecue grill, seating area, and a dining table shaded by umbrellas. Lush greenery surrounds the area, and a glistening pool is visible in the background, enhancing the relaxing atmosphere.
Home in North Fork
5.0 out of 5 average rating, 13 reviews

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.

Top guest favourite
A spacious home is visible against a twilight sky, featuring an outdoor fire pit surrounded by Adirondack chairs. Soft illumination from the deck outlines the structure, while trees provide a natural backdrop. Path lights create a welcoming atmosphere in the extensive yard.
Home in Waterford
4.94 out of 5 average rating, 161 reviews

Niantic Bay & Play House-Game room, mins to beach

Stay at the end of a quiet cul-de-sac located half a mile from downtown Niantic with several beaches located minutes from the house. The Niantic Bay & Play House is packed full of indoor and outdoor games while conveniently located close to several attractions. Sit by the fire pit, play Corn Hole or Frisbee Golf in our large open private backyard. Inside you will find big open spaces to relax with friends and family. Our house is perfect for everyone including your furry family member.

Guest favourite
Home in Niantic
5.0 out of 5 average rating, 6 reviews

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.

Guest favourite
Home in Springs
4.85 out of 5 average rating, 53 reviews

Historic Home + Private Waterfront Access

A rare piece of East Hampton architectural history. Designed in 1958 by Kaneji Domoto, a student of Frank Lloyd Wright, this mid-century home celebrates indoor-outdoor living with walls of glass, abundant natural light, and panoramic views of Three Mile Harbor. Set among mature trees with a private staircase down to the water, the home offers a truly unique Hamptons experience - from sunrise coffees to unforgettable sunsets.

Popular amenities for Plum Island holiday rentals