House vacation rentals in Deep River

4 Bedrooms Modern Home with Water View & Access

Welcome to FALLS RIVER, Essex CT! The house is located in a well established, quiet & charming New England neighborhood on a scenic road, few min from Essex Village. This mid-century house offers 4 bedrooms, 2.5 bathrooms, 1 outdoor shower, a movie room, meditation loft and an outdoor deck to enjoy the view and access of Mill Pond. The outdoor deck includes a dry bar with a grill. Nature and animal lovers will appreciate the views, birds symphony and the quick access to multiple nature trails.

Luxe Bolton Lake

Stay at Luxe Bolton Lake and feel like you are a million miles from home! The Luxe features a BEAUTIFUL WATERFRONT, 3 bedrooms/3 full bathrooms and a year-round outdoor JACUZZI Also included: gorgeous primary bedroom suite, artistic furnishings, cozy FIREPLACE, coffee bar, complimentary snacks, speedy WiFi, large deck, fire pit, kayaks, board games, and much more. The Luxe is perfectly suited for families and guests of all ages, so come stay at Luxe and make memories that will last a lifetime!

Ideal Historic Home in Essex Village

Welcome to your opportunity to live the village life and stay in the heart of Essex Village. This is the first time a vacation rental home on Main St in Essex, CT has been listed on Airbnb. Chosen as the best small town in America by Norman Crampton in his book, The 100 Best Small Towns in America. Essex also appears in 1000 Places to Visit Before You Die. Located on the Connecticut River, this friendly New England community has been welcoming travelers since before the American Revolution.

Romantic Getaway at The Lake!

Beautiful year round getaway! Relax and have a glass of wine by the lake. Wake early to enjoy the sun rising directly over the lake with a fresh cup of coffee. Enjoy direct lake access on a trophy bass lake including a beautiful dock. Hot tub overlooking the water open year round. Enjoy dinner in front of beautiful gas fireplace. Amazing sunrises and colorful sunsets. The location and amenities make for a fantastic romantic getaway for two! Centrally located 30 minutes from the Mohegan Casino.

The Dragon Fly Garden

The phrase "nestled in nature” is the best way to describe the dragonfly's den. Sitting on the trail head to over 1,000 acres of the Cocaponsette State Forest across from Messerschmidt pond and just three miles from the winding salt water marsh water way you won't find a better mix of activities. Golf & boating are just moments away. Mountain biking & Trail running off the property. This country cottage boasts lake views, wildlife and wandering trails to loose yourself within. 1GB internet

Stunning Artisan Waterfall Escape, Walk Downtown

Rated one of the top 70 airbnb's near NYC on the online mag "Curbed". Featured on EarthxTV "House of What" series. Over 10 years of craftsmanship went into creating a work of art using more than 80% recycled materials. Known locally as "The Recycle House," this is the perfect place to stay to explore shops and galleries in downtown Chester - just steps away. When you are done shopping, come back and relax in the zen-like garden overlooking a waterfall or curl up inside by the fire place.

Chester Gingerbread House: Stroll to Village

Escape the city to this whimsical retreat, just a short stroll from downtown Chester. With three stylish bedrooms, plush beds, and spa-inspired bathrooms, it’s the perfect getaway for friends, couples, or families with older kids. Unwind in the private garden, wander into the village for shopping or dining, or work peacefully in the dedicated office/study. Just 10 minutes from I-95, this serene hideaway blends historic charm, modern luxury, and everyday convenience for an unforgettable stay.

Waterside Beach Retreat

Beautiful New England period home steps from the beach on the Long Island Sound. Recently renovated from top to bottom with new kitchen and bathrooms, hardwood floors throughout. Idyllic location on quaint & quiet street. Hide away and relax or discover the many local attractions - water sports, fishing, winery, antique stores, scenic walks, premium outlet shopping are all on your doorstep. Ideally located off the I-95 halfway between NYC & Boston, both of which are a train ride away.

Amazing 2BR Riverfront Gem

Unwind at this happy getaway on the river. Extremely comfortable house with amazing views in a peaceful neighborhood. The well-equipped kitchen overlooking the river is a pleasure for any cook. You will love to see our fairy-lit lawn, wishing well, chimenea, and charming décor. Only minutes to beaches, groceries, coffee shops, hiking trails and amazing CT scenery at every turn! Other favorites include Chamard Vineyard, Shopping Outlets, fantastic Restaurants, music, and lots more.

Casino Stay & Play House w/Hot Tub, Game Room

Come have an unforgettable vacation at our fun-packed home! The house is loaded with of games and conveniently located close to Mohegan Sun, Foxwoods, Mystic, Vineyards, Navel Submarine Base, Ct College and several beaches. Enjoy our game room where you can sing karaoke, play over 3,000 classic games and draw on our giant chalk board wall. Outside enjoy swimming in your own private pool, take dip in the hot tub, play a game of corn hole and watch tv by the fire pit on the deck

Best of both worlds!

Great location- 1 mile to the beach, 1/2 mile to shops and restaurants, and less than a 1/4 mile to a park! The house is set back from the road with a good size driveway. The inside is newly renovated and we are working to finish the yard area for the summer! The house has WiFi, large yard, and a great front porch that gets a ton of sun. We’ve made great memories there over the years and are now looking to share it with others!

Private Barn Retreat Nestled In Nature

Welcome to the Deep River Studio Barn! Check us out @thedeepriverbarn ✨ This newly renovated barn offers modern amenities and quiet comfort. It’s a peaceful retreat nestled in the scenic Lower Connecticut River Valley. Surrounded by lush landscaping, the space invites relaxation. Whether you're exploring the area, taking a break from the city, or working remotely, this tranquil escape is the perfect spot.