
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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Other great holiday rentals in Plum Island
Guest favourite

Guest house in Waterford
5 out of 5 average rating, 7 reviewsA Little House by the sea
HannahRating, 5 stars1 day ago
We had a great stay in the Little House! Check-in process was smooth, and the hosts were friendly and responsive. The space is cozy and light, and well-located to a number of parks, the beach, and town. Definitely recommend!
Guest favourite

Home in East Lyme
4.93 out of 5 average rating, 29 reviewsStylish Retreat Waterviews
HillaryRating, 5 stars1 week ago
From the kayaks to the coffee, our stay was glorious! I loved waking up every morning to the gorgeous view of the Niantic River. The indoor and outdoor spaces were comfortable and there are so many amenities. Location is perfect- a short walk to the boat dock and back entrance to the Oswegatchie Hill Trail. I’d love to go back!! Thank you Cindy!
Top guest favourite

Home in East Hampton
5 out of 5 average rating, 8 reviewsNew Designer Cottage: Steps To Beach On 1.5 Acres
SarahRating, 5 stars9 months ago
I had the absolute joy of staying at Katie and Robs magical home for a long weekend celebrating my mothers 75th birthday with my sister. What they have created is a true sanctuary! We all felt like we were on retreat. Every detail of their home is thoughtfully done and is just stunning! The bedding was luxurious, and it felt like you were in a home out of a design magazine. It was also in the the most beautiful setting, with an easy walk to a stunning bay, and a short drive to shopping and restaurants. It was truly dreamy!
Guest favourite

Guest suite in Groton
5 out of 5 average rating, 14 reviewsRiverside Retreat: Guest House
AngieRating, 5 stars1 day ago
I recently stayed at the Riverside Retreat Guest House and had a truly relaxing experience. The space was quiet, peaceful, and cozy—perfect for unwinding after a day exploring Mystic. It’s a wonderful spot to disconnect and enjoy the natural surroundings. While the guest house was well-appointed and comfortable, a small closet or hanging space for clothes would make it even better for longer stays. Overall, I’d definitely recommend this place to anyone looking for a quiet and peaceful getaway near Mystic. Ideal for solo travelers or couples who appreciate tranquility and charm.
Top guest favourite

Guest house in Clinton
4.95 out of 5 average rating, 37 reviewsStudio Cottage
MaryRating, 5 stars2 weeks ago
I felt very comfortable at the charming cottage. Good bed, nice furnishings. Casey was very friendly and welcoming. Really ideal location near my son’s home. Next visit I hope to be able to stay here again. (BTW. Hairdryer did not work )
Superhost

Flat in Montauk
4.85 out of 5 average rating, 41 reviewsMontauk Ocean View One Bedroom
DawnRating, 5 stars6 days ago
The view was 10/10, perfect stay
Top guest favourite

Cottage in Greenport
5 out of 5 average rating, 11 reviews3 Min Walk to Beach| 1 mi to Town |Baby&Beach Gear
AaronRating, 5 stars3 days ago
The most memorable experience of my 2025! Firstly, the cottage is absolutely stunning! The furniture is super comfortable and clean and the interior design is super cute and welcoming. This was a birthday trip for my gf and it couldn’t have gone any better. We followed Alias guidebook from restaurants to sunset sailing to cruising the nearby beach on the e-bikes Alia has to offer in the garage. I love how close everything is to the cottage but also how private we were located for a peaceful stay. The nearby town has flower shops, amazing restaurants, boutiques, cafes and bakeries. We decided to enjoy it all the way through and now we want to book again. Alia even recommended activities outside of Greenport like in Sag Harbor and Shelter island which we ofc followed. After all the shopping and exploring we came home to a beautiful cottage with an outside fire pit and hammock with deers resting nearby. A magical experience, 100% recommend! Will book again soon!
Top guest favourite

Home in East Lyme
5 out of 5 average rating, 16 reviewsBeachfront Bliss-Spectacular Views-7/19 Fireworks
AnneRating, 5 stars2 weeks ago
Everything about this stay was perfect. Alex is a terrific host and his property is wonderful. The decor is tasteful and comfortable and the soft pastel blues and greens throughout the house are soothing. The wall of glass windows in the living room and master bedroom provide a fantastic view of Niantic Bay. (Looking out the bedroom windows, it feels like you're on a cruise ship!) The kitchen is well stocked and I really enjoyed cooking in it. Discreetly displayed "tags" inform you where things are throughout the house - like where the light switch is in the master bedroom closet. Alex thought of everything and I didn't have to think about anything except enjoying his lovely, peaceful home!
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- Beach
- Charlestown Beach
- Southampton Beach
- Yale University
- Foxwoods Resort Casino
- Napeague Beach
- Cooper's Beach, Southampton
- Walnut Public Beach
- Shinnecock Hills Golf Club
- TPC River Highlands
- Woodmont Beach
- Amagansett Beach
- Ocean Beach Park
- Quotonset Beach
- Giants Neck Beach
- Point Judith Country Club
- Silver Sands Beach
- Blue Shutters Beach
- Bushnell Park
- Long Island Aquarium
- Bayview Beach
- Outer Beach at Smith Point County Park
- South Jamesport Beach
- Attawan Beach