Holiday Homes in Connecticut

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Top-rated Holiday Homes in Connecticut

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A vibrant rainbow arcs over the calm waters of the Niantic River, contrasting against a backdrop of green hills and distant homes. A private dock and seating area are visible along the riverbank, inviting relaxation and enjoyment of the scenic view.
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
A heart-shaped sand structure is formed on the beach, surrounded by small shells arranged along its edges. The sandy area is lightly textured, with scattered footprints and natural beach elements visible in the background.
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, 139 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, 120 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
An elegantly set dining table displays black plates, clear glassware, and cloth napkins. A lit candle adds a soft glow, while a modern kitchen is visible in the background, featuring stainless steel appliances and a cozy living area with seating.
Holiday home in Warren
4.98 out of 5 average rating, 193 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

A modern kitchenette is featured, with sleek black cabinetry and a white countertop. Essential appliances, including a microwave and sink, are integrated into the design. A small dining area is visible, along with a wall-mounted TV and an accent chair nearby, creating a functional living space.
Holiday home in Hartford
4.63 out of 5 average rating, 30 reviews

Private Apartment Loft Style on Pratt and Hartford

Forget your worries in this spacious and serene space. Suite Direct Guests enjoy brand new historical charm with the best-in-class modern conveniences. The private suites are all fully furnished: enjoy a spacious bedroom, kitchenette, private bathroom, workspace, and living area. access to on-site luxe amenity spaces - including shared workspace, game room, media lounge, commercial kitchen, and laundry room - all of which are professionally maintained for ultimate comfort and cleanliness

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!

A well-lit bedroom features a spacious bed with a light-colored duvet, flanked by two bedside tables. Wall-mounted sconces provide gentle lighting. Large windows, adorned with sheer coverings, allow natural light to fill the room, complementing the minimalist design.
Holiday home in Hartford
4.5 out of 5 average rating, 24 reviews

Private Furnished Loft Style Queen Bed Trumbull

Amazing Large Private fully furnished apartment on central downtown Hartford Trumbull Street, brand newly constructed building with luxury amenities, Keep it simple at this peaceful and centrally-located place. IT'S ALL ABOUT LOCATION. This is a unique one of a kind space with large luxury lofts and state-of-the-art amenities, every traveler's dream, It Huge loft style Private apartment suites with queen size beds and a separate Living area / Home Office your home away from home.

An aerial view captures the sprawling estate surrounded by lush greenery, with a clear view of nearby waters in the distance. The two-story home is emphasized within a circular outline, highlighting its serene setting amidst the natural landscape.
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
A scenic view captures a shoreline with sandy beaches and a calm sea. Lighthouse structures are visible in the distance against a backdrop of fluffy clouds. A person walks along the water's edge, while boats can be seen dotting the water.
Holiday home in New London
4.99 out of 5 average rating, 209 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.

Popular amenities for Connecticut holiday homes

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