Holiday Homes in Connecticut

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.)

Value · Family · Wi-Fi

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

Family · Location · Barbecue

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.

Value · Location · Quiet

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!

Family · Location · Check-in

Trumbull Fully Furnished Studio Central Location

Comfortable, Convenient Stay in Downtown Hartford Stay in a fully furnished private apartment located on Trumbull Street in central downtown Hartford. This newly built apartment offers a spacious layout with a queen-size bed, a separate home office, and modern amenities. The building includes access to shared spaces and is designed for a comfortable, no-fuss stay ideal for short or extended visits. Great location with easy access to downtown attractions.

Value · Location · Parking

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

Value · Location · Sleep quality

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.

Family · Location · Hospitality

AMAZING GUEST SUITE just STEPS from BEACH!!!

Bright and sunny happy place with ocean views! This is a spacious 1 BR apartment located in a Beach House. You will have a private entrance and are just steps away to a private beach. Recently renovated w/ open kitchen/dining/living area. Centrally located will place you just minutes from excellent dining, hiking trails, Premium Outlets and so much more. 5 restaurants are within 1 mile - -we often walk!

Location · Value · Hospitality

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.

Value · Location · Cleanliness

Tranquility awaits on Amston Lake!

Relax, Swim, Fish, Unwind and Repeat! This cozy two bedroom cottage is located just across the street from beautiful Amston Lake. It’s peaceful woodside setting with backyard fire pit will have you never wanting to leave. Enjoy access to 2 beaches at one of the cleanest lakes in Connecticut. Please note YOU MUST BE AT LEAST 25 years old to book this property.

Family · Location · Checkout

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.

Location · Value · Beach

High-end 3 bed vacation house across from beach

Stunning vacation house fully renovated from top to bottom. Everything in here is brand new and ready for you to enjoy. Amazing second story outdoor eating and living area. Just steps across the street from the beach in a highly desirable area. 1mile from town with tons of shopping and restaurants.

Location · Family · Beach