Holiday rentals in East Haddam

Guesthouse Farm Stay

Come stay with us on our historic working farm! Relax on the back deck and enjoy views of our 12-acre property and peaceful pastures. For a more hands-on experience, join us for a tour to get a closer look at life on the farm. Established in 1739, our farm has a rich history in agriculture and livestock. The cozy studio-style cottage features an open living space with combined bedroom, living, and dining area, along with a kitchenette and bathroom with a shower for your comfort and convenience.

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.

Welcome to The Holly at Amston Lake

Welcome to The Holly at Amston Lake! Great two-bedroom cottage situated in a peaceful lake community. Great place to enjoy time with family and friends. Take a stroll down to the main beach or enjoy the great views of the lake from the deck! Don't forget about the gas fire pit for those chilly evenings. We are located near numerous vineyards, a brewery, the Connecticut Airline Trail, and great local restaurants! Guests have access to the grill, fire pit, kayaks, and two main beaches.

Charming garden cottage

This newly built cottage is a garden lover's dream. We invite you to experience the joy of waking in a garden, surrounded by the intoxicating sights and scents of beautiful flowers, picturesque fruit trees and healthy organic vegetables as you listen to the sweet sounds of our friendly birds. The two french windows and dutch door allow the warm sun and heavenly breezes to waft through the indoor spaces. Antique garden tools, original art and a vintage style kitchen complete the picture.

Cozy Comforts!

Keep it simple at this peaceful and centrally-located place. Completely open concept and fully renovated. Country living yet just minutes to downtown Middletown and Wesleyan University. Come stay at our home away from home! We are about 20-25 min from the shoreline or travel in the other direction and you’ll be in our state’s capital, Hartford. We are only about 10-15 min from Wesleyan and downtown Middletown for shopping and great restaurants! You don’t want to miss this one!

Historic Hearthstone Cottage

Built in 1800 and thoughtfully renovated in 2024, this two-story guest cottage can be the retreat of your dreams. Surrounded by thousands of acres of nature preserve, short walks to scenic vistas, a raging waterfall and countless hiking trails, few places are as peaceful as Hearthstone. Whether you’re looking for a private oasis or romantic getaway, are a parent sharing the beauty of nature, or an artist looking for inspiration, this historic cottage is for you.

Penny Corner Airbnb

My place is located up the hill from Good Speed Opera House. The Opera House is on the same side of the river as my place. The folklore is that vacationers used to pay a penny to have their belongings transported by ox and wagon from the port at the river to this corner. A two family home built in 1884. The space is a ground level 1 bedroom apartment with private entrance. There is no TV in the unit, WIFI is available for your devices.

Pet-Friendly Getaway in Historic East Haddam Home

Welcome to Creamery Road Karczma! "Karczma" means "Inn" in Polish. Escape to a cozy historic home in the heart of East Haddam — perfect for couples, families, and pet lovers who want a peaceful countryside getaway with easy access to trails, the Connecticut River, and the famous Goodspeed Opera House. Minutes from Smith Farms, The River House. 20 Minutes from Middletown, Old Saybrook & Colchester.

Walk To Goodspeed Opera House!

Stay In The Heart Of East Haddam!--Home Of The Historic Goodspeed Opera House and The Gelston House. Step out the door of this private 2 bdrm/1 bath apartment and you are on the main street of East Haddam right on the Connecticut River and a stone's-throw from Goodspeed Opera House. Walk to everything. Step back in time as you soak in the colonial vibe. Truly breath-taking!