Holiday home rentals in Connecticut

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Top-rated holiday home rentals in Connecticut

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Holiday home in East Lyme

Welcome to our River Resort on the Niantic River

One queen bedroom located on the lower level of our home with AC. The upper level will be vacant. Waterfront views from every space. Full kitchen and bathroom to accommodate your every need. Walk out your bedroom door to the covered patio with comfortable seating and dining table or relax on the huge patio with dock and watch the boats go by while you sunbathe in the lounge chairs on our beautiful stretch of the Niantic River. Wi-Fi, towels, linens & paper supplies are provided. Relax and enjoy

Guest favourite
Holiday home in Milford
4.92 out of 5 average rating, 13 reviews

Sweet Silver Sands Beach Studio

Take a break at this peaceful oasis just steps to Silver Sands Beach. Escape to a cozy little studio connected to the back of our house with it's own private entrance. 5 houses to beach. Your own parking spot. The Long Island Sound is the perfect escape to relaxation. 5 minutes away is downtown Milford, a charming New England town, with Metro North train station that runs between New Haven and Grand Central/Manhattan. Be in NYC in about 90 minutes. Shopping 10 minutes away on Boston Post Road.

A modern dining area is presented, featuring a glass-top table surrounded by four sleek white chairs. Two bar-height chairs are positioned at the counter behind. Mirrors on the wall reflect the light, creating an open feel, while a refrigerator and kitchen area are visible in the background.
Holiday home in New London
4.56 out of 5 average rating, 141 reviews

Cozy 2-Bedroom Vacation Home 》Free Wi-Fi & Parking

SETUP instant OFFICE or experience the cozy and cheerful 2-bedroom BUSINESS SUITE vacation GETAWAY with free Gigabit, Fiber WiFi and parking. 》One of the hidden secrets of New London, Connecticut. 》Choiced destinations of travelers with 》One-of-a-Kind neighborhood that is close to Ocean Beach, New England largest casinos - conference centers and arenas, the best medical services in the North East, ferry services, the submarine capital of the world, Mystic Aquarium, and home to exquisite dining.

Top guest favourite
A spacious deck features multiple blue Adirondack chairs, all facing the tranquil waters of Long Island Sound. The horizon showcases a gentle gradient of pastel colors, signaling the transition from day to evening, while the calm water reflects the serene atmosphere.
Holiday home in Guilford
4.99 out of 5 average rating, 126 reviews

Spacious Oceanfront Getaway with Spectacular Views

Perfect vacation getaway! Awaken to the sun rising over Long Island Sound! Panoramic waterfront views from 70 ft of windows spanning NY to RI. Quiet, private, updated home, NOT a cottage: >2200 sq ft, single level 3B/3B, + bonus lower-level walk-out/office. Master bed double shower/jacuzzi overlooking the water! Multiple oceanfront decks. 100 ft granite shoreline, short stroll to nearby sand beaches. Swim, fish, read a book, or watch the sailboats go by! (Not suitable for children/pets/events.)

Top guest favourite
Holiday home in Warren
4.98 out of 5 average rating, 205 reviews

Private new house on 10 acres of pristine nature

Brand new home! Bring friends and family to this private and stylish place. House provides everything you need for a comfortable and peaceful stay. Fully equipped kitchen, inviting living spaces, large front and back yards with many exploring trails and a pond a few steps away from the house. Close to many 5 star restaurants, wineries, galleries and shops. Hiking, swimming, boating, skiing just to mention a few outdoor activities Close by: Kent School Mohawk Ski Area Lake Waramug High Watch

Guest favourite
A spacious living area features a large sectional sofa, complemented by a decorative rug and a modern coffee table. Natural light streams through multiple windows, illuminating the open layout that connects to the kitchen. Nearby seating areas offer additional space for relaxation.
Holiday home in Stonington
4.94 out of 5 average rating, 48 reviews

Secluded Farmhouse Retreat - Minutes from Mystic

NEWLY LISTED! Enjoy a true Stonington retreat! Breathtaking views from every window abounds in this bright and spacious 3,600 sq ft home nestled on 3.3 acres surrounded by woods and nature. This contemporary home has been tastefully updated with an open layout ideal for family get-togethers. Amenities include 2 outdoor decks, pool table, game room with poker and shuffleboard. This secluded retreat is ideally located and is a 7 min drive to downtown Stonington or a 12 min drive to Mystic.

The image captures a serene beach scene at sunset, featuring calm water reflecting the sky's hues of orange and purple. In the background, a row of houses lines the shore, creating a peaceful coastal atmosphere.
Holiday home in Milford
4.91 out of 5 average rating, 22 reviews

Beautiful new private beach house paradise

Experience a private beach in Milford and enjoy a beautiful and spacious new construction fully furnished luxury home! Scandinavian design. Only 4 houses from the best beach in Connecticut. Large outdoor deck with barbecue and tables and chairs for meals and cocktails. Color changing electric fireplace. 4 car automatic garage. Walking distance to ice cream parlors and nature preserve. Rent kayaks and paddle boards down the road. Enjoy your private beach with tide pools at low tide!

Holiday home in Waterford
5 out of 5 average rating, 6 reviews

5* Elegant 4 Bedroom by Beach; Minutes to Mystic

Bask in the serenity of this sprawling estate. A spacious 4 bedroom retreat to clear your head in luxury. Tasteful amenities of comfort abound at this beautiful home in Waterford. It’s not like the rest. Minutes walking distance from the beach, this pearl beckons guests with a head clearing viewpoint of CT’s shoreline. Nestled between New York and Boston, feel the energy of the coastline while you unwind in an uncompromised setting. Nature's opulence is calling.

Top guest favourite
Holiday home in New London
4.99 out of 5 average rating, 218 reviews

Modern & Cozy Beach House - Walk to Ocean Beach

Welcome to our modern and cozy vacation apartment in a quiet community just a 5 minute walk to Ocean Beach! ~Special features~ • Dog-friendly! Fully fenced backyard • Central Air Conditioning • New in-unit washer/dryer • 2 BR w/Queen Tuft&Needle mattresses • Futon and couch both fold into add’l beds • Gourmet kitchen; fully equipped & open concept island seating • Coffee bar w/complimentary K-cups • Patio seating area w/firepit & charcoal grill

Guest favourite
An aerial view showcases the family-friendly neighborhood, with the beach in proximity. The house is surrounded by well-maintained yards and nearby streets, with a clear view of surrounding homes and the beachfront, enhancing the community atmosphere.
Holiday home in Old Lyme
5 out of 5 average rating, 5 reviews

Comfort of Home at Old Colony Beach

4 bedrooms/2 full Bath home (Sleeps 8) in family friendly neighborhood yet close to town, shopping, restaurants and other tourist locations. The 4 Bedrooms are all provided with bed linens (Mattress protectors, sheets (fitted/ flat, pillows, pillowcases/protectors, blankets and quilts.) The Main Floor Bedrooms offer Queen size beds. The 3rd Bedroom upstairs offers a double bed and Bedroom 4 upstairs offers 1 double bed + 1 twin.

Top guest favourite
The spacious living area features a large gray sectional sofa and a flat-screen television. An expansive window offers a view of greenery outside, while natural light brightens the room. A wooden dining table is positioned nearby, enhancing the room's functionality.
Holiday home in Woodbury
4.91 out of 5 average rating, 46 reviews

UNIQUE and GORGEOUS historic loft style rental

Beautifully bright third floor loft style space with private entry available for your enjoyment. Basic kitchen, laundry, and bath are located on the second floor. Due to the stairs in this unique space, it would be ideal for a single traveler or couple looking for a getaway. Walkable to historic Woodbury, minutes to amazing land trust hiking trails in Roxbury, and only 1.5 hours from NY City.

A light blue exterior of the studio apartment is visible, featuring a white door with a small window. A short set of concrete steps leads to the entrance, which is flanked by an iron railing. Lush greenery surrounds the entrance, adding a natural element to the setting.
Holiday home in Groton
4.6 out of 5 average rating, 98 reviews

Studio-Hideaway in Historic Groton CT

Beautiful studio apartment in walking distance to the River Thames, and Griswold Battlefield. Your family will be close to many sight seeing locations when staying at this centrally-located place. Big parking area in the front of the house, as well as a cozy backyard with seating area. All pets welcome. Fully air conditioned.

Popular amenities for holiday home rentals in Connecticut

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