Beach house holiday rentals in Old Saybrook

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Top-rated beach house rentals in Old Saybrook

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Guest favourite

Home in East Haven

4.88 out of 5 average rating, 201 reviews

Beach Cottage by the Sea

Beautiful 1920's beach cottage with beach access just across the street. Enjoy the sea breeze, ocean views, and sound of the waves lapping in this quaint home with unique architecture. Ten minutes to downtown New Haven and Yale for great places to eat, museums, and nightlife. Public beach and playground nearby. Warm and welcoming community. Master bedroom has vaulted ceilings and deck with views of the sea. Central Air, Cable TV, outdoor grill, plenty of parking. Enjoy this lovely home!

Guest favourite

Home in East Hampton

4.95 out of 5 average rating, 378 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 check-out are NOT available in season

Guest favourite

Home in East Lyme

4.97 out of 5 average rating, 173 reviews

Beachfront Paradise

Beautiful beachfront home available weekly in season (6/22/24-9/2/24) 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, movie theatre, 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

Home in Milford

4.98 out of 5 average rating, 165 reviews

Designer Beach Retreat on Exclusive Cedar Beach

Welcome to your own slice of heaven! Enjoy dinner in your Chef's kitchen while watching one of the most radiant sunsets you will ever see. Stunning views from the private rear deck or snuggled on the couch inside the living room. Wade into Long Island Sound with semi-private beach access 250 feet away. The property is 5 doors down from the CT Audubon Society, known for its epic views and wildlife watching. The sunrises & sunsets are beautiful! 15 minutes to Yale. We can't wait to host you!

Guest favourite

Home in Stonington

4.95 out of 5 average rating, 170 reviews

Romantic Seaside Cottage in Mystic

This cozy seaside cottage with sleep loft has the look and feel of an old classic yacht inside with modern amenities. Couples will love the water views, screened porch, gas-wood stove, heated stone floor in cedar bathroom, outdoor shower and patio. Another larger 2 bedroom cottage on property is for rent also for families with younger children. This rental is NOT suitable for toddlers or children under 12 due to the open balconies, railings and narrow spiral staircase to the loft.

Guest favourite

Home in Stonington

4.91 out of 5 average rating, 173 reviews

1863 Mystic Victorian, Private Guest Suite & Bath

Experience the charm of historic Mystic from our 1863 Victorian home. A keypad entry leads to your private Queen bedroom & bath. Our goal was to create a boutique hotel-like setting separate from the main house. At the back of the house, the guest suite is accessed via a private entrance. Enter the bedroom and find your private bath off a short hallway. This space is yours. We provide a minifridge and keurig but there is no kitchen and you do not have access to the rest of the house.

Guest favourite

Home in Waterford

4.93 out of 5 average rating, 118 reviews

Niantic Bay & Play House

Stay at the end of a quiet cul-de-sac located a half of a mile from downtown Niantic. 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 a completely newly remodeled house full of big open spaces to relax with friends and family. Our house is perfect for everyone including your furry family member.

Guest favourite

Home in North Fork

4.95 out of 5 average rating, 102 reviews

Quiet, Upscale Retreat by the Beach

We're on a quiet, tree-lined street, a lovely bike ride or walk from a pebble beach, with crystal clear water and stunning sunsets. Our house is the ideal base to explore the North Fork, where bucolic farmland abuts magnificent beaches. We're 5 minutes by car or 15 by bike to the charming seaside villages of Greenport and Orient. Our house is fully stocked, newly renovated and the spacious backyard borders 10 acres of lovely forest preserve. No large groups of unrelated adults.

Guest favourite

Home in North Fork

4.94 out of 5 average rating, 142 reviews

Harbor Heights

Newly renovated 2-Family Home! Located right in Greenport Village providing walking distance to all the restaurants, bars, shopping, coffee shops, and Shelter Island Ferry, Long Island Railroad (LIRR), and Hampton Jitney. My place is close to restaurants and dining, the beach, family-friendly activities, nightlife, and public transport. You’ll love my place because of Location!. My place is good for couples, solo adventurers, business travelers, families (with kids).

Guest favourite

Home in Rocky Point

4.91 out of 5 average rating, 188 reviews

The Katalpa House -by the beach

-Our beach is private, key and beach tag provided- (in brown shed) This 1000+ sf home, features a newly renovated kitchen, outdoor shower, and many quirks that come with a 90 year old home. The furnishings are eclectic and vintage. Most of the flooring is also new. The beach and bluffs are only about a 2 minute walk. The 1/4 acre lot is shared with a secondary unit as you can see in the photos which is occupied by my sister.

Guest favourite

Home in Groton

4.98 out of 5 average rating, 119 reviews

The Iconic Dutch Bell in Downtown Mystic

The iconic Dutch Bell is a historic home built in 1906 to be the waiting room and ticket sales for the Trolley riders when Randall's Wharf was the Trolley barn. Completely renovated and updated in 2021, this property offers the ultimate standard in downtown living with privacy and sophistication and the vibrant pulse of Mystic just steps away. PLEASE READ OUR ENTIRE LISTING BEFORE BOOKING!

Guest favourite

Home in East Lyme

4.94 out of 5 average rating, 105 reviews

PRIVATE BEACH: BEACHFRONTS & BALCONIES @ NIANTIC

Amazing Views - Waterfront Both Balcony (year round) & Boardwalk Seating (until Nov 6th) June 2024 - Dec/Jan New Years 2024 Available BOOK NOW - All Summer 2024 Available *discount applied to nightly rate only *we can not combine multiple discounts, yet highest % applies *if available, also apply 10% non-refundable booking option SEARCH: "Niantic Main Street" for info about our town!