Vacation rentals in East Haddam

4.78 out of 5 average rating, 290 reviews

A cozy living area features a gray sofa and ottoman, complemented by an artistic wall decoration. A spiral staircase leads to a lofted space above. Natural light streams in from the window, highlighting the exposed beams and the elegant architecture of the room.

Apartment in East Haddam

The Federal Suite at the Wisteria Rest

The apartment is beautiful and fully furnished in the historic District of East Haddam close to Rt 9 or 2, the Goodspeed Opera House, River House and CT Shoreline. Gillettes Castle, Fox Hopyard, Devils Hopyard, & more. Just 20 minutes to Middletown and wonderful dining. This apartment is in the 1800 section and has some quirky things to be aware of, floor that have uneven heights, stairs to the bedroom and , a claw foot tub/shower that you have to step into and a full flight of stairs to get in.

4.82 out of 5 average rating, 163 reviews

A charming living area features a cozy sleeping space and two green accent chairs on a patterned rug. A small black wood stove adds warmth, while large windows dressed with floral curtains allow natural light to fill the room.

Cottage in Old Lyme

New! “LaBoDee”

“LaBoDee”, a fun play on the word abode, house, is a tiny cottage located central to CT’s unique shoreline communities, just off I95. “LaBoDee” is one room with a fully equipped kitchenette, ready for those who would like to stay awhile. “LaBoDee” is on a property contiguous to a state forest (a trail is right outside the door) yet within walking distance is a delicious deli, market, gas station, pizza, a lake, and close by is the beach. A local restaurant has day passes for their beach- $20!!

4.93 out of 5 average rating, 240 reviews

A tranquil lake scene is captured at sunrise, featuring a wooden dock extending into the water. Soft pink and orange hues reflect on the lake's surface, complementing the surrounding greenery. Two Adirondack chairs sit near a fire pit, inviting relaxation by the scenic view.

Home in East Haddam

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.

4.93 out of 5 average rating, 391 reviews

The exterior of Lori Warner Studio/Gallery showcases a vibrant red door framed by large glass windows. A deep blue awning offers shade, while decorative planters with greenery are positioned beside the entrance. Outdoor seating is visible in the background, complementing the inviting atmosphere.

Apartment in Chester

Chester Village 'Pied-à-terre' above art gallery

ONE night stays are available for last minute bookings, please message us. Our lovely, well designed place is in an ideal location. A sunshine filled living room w/high ceilings, a private bedroom in back, and large private deck overlooking Pattaconk Brook. A true gem, set up solely for the comfort of our guests. Located in the heart of Chester Village, above our art gallery & boutique. We're neighbor to some of the BEST restaurants, art and shopping in CT! We know you'll enjoy your stay!

4.89 out of 5 average rating, 150 reviews

A stone fireplace serves as a focal point in the living area, featuring a mounted television above. A cozy armchair with a cushion is paired with a small side table, while light from the windows enhances the warm wood flooring.

Cottage in Hebron

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.

4.98 out of 5 average rating, 179 reviews

Apartment in Chester

Charming Chester Retreat - Cottage

Book your Autumn Oasis now ❤️ This 2 bed, 1 bath unit has been redesigned to feature a modern kitchen, soaking tub and wood-burning fireplace. The unit also features a roof deck that overlooks our mature maple trees and a sprawling front porch, complete with rockers. Beach Access 10 min away at Cedar Lake. Great for 1-2 couples, small families or group of friends—Ask about our single roll away bed or pack' n' play(s). Kid friendly! New England getaway / Hidden Gem / Retreat/ Beach Access

5 out of 5 average rating, 239 reviews

A charming cottage features wood shingle siding and a neatly arranged entrance. The front yard showcases a manicured area with green grass, accompanied by a duck and a chicken. Nearby, expansive fields and a rustic barn complete the serene rural landscape.

Guesthouse in Portland

Guesthouse Farm Stay

Come stay with us on our working farm. Relax and take in our beautiful 12-acre property while sitting on the back deck, overlooking pastures. Or for a more interactive experience, join us on a farm tour during our morning and evening farm chores. Our farm was established in 1739 with a rich history in agriculture and livestock. Our cottage is studio-style with an open bedroom, living room, and dining area. There is a kitchette and bathroom with a shower for your convenience.

5 out of 5 average rating, 135 reviews

An open-concept living space features light-colored wood flooring and a cozy seating area with a white couch and wooden coffee table. A small dining table is positioned nearby, while a stylish staircase leads to an upper level. A television is mounted on the wall, adding to the modern atmosphere.

Home in Haddam

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!

4.94 out of 5 average rating, 155 reviews

A comfortable living area is presented with a gray sectional sofa and a wooden coffee table resting on a colorful area rug. Natural light enters through large windows, illuminating the hardwood floors and revealing a small antique chest and a decorative lamp.

Apartment in Deep River

Lovely Garden-Level Apartment in Heart of Town

This garden-level apartment is centrally located within walking distance to Main Street's retail shops, restaurants, and grocery/pharmacy, and just minutes from The Lace Factory and Deep River Landing, Essex Steam Train & Riverboat, Connecticut River Museum, the CT shoreline and beaches, and so much more. A charming historic home over 200 years old with a classic New England feel, the apartment has two bedrooms, one full bath, and an eat-in kitchen complete with amenities.

4.99 out of 5 average rating, 153 reviews

A charming exterior view showcases the entryway to The Village Loft, featuring a decorative sign that identifies the loft. Soft lighting from a hanging lamp creates an inviting atmosphere along the quaint facade above The Village Bistro.

Loft in Chester

The Village Loft: UNIQUE 1 BDRM W/ PRIVATE DECK

Located in charming downtown Chester, our loft rests above the newly established Village Bistro; with the loft being situated above our restaurant and on Main Street please keep in mind that you may hear some background noise during normal business hours. Additionally, you will be staying in a 200-year-old structure so there is some quirkiness that goes along with an aged building such as ours but rest assured you will feel right at home in this cozy, warm, historic space.

4.98 out of 5 average rating, 285 reviews

A serene riverfront retreat is displayed with a spacious outdoor deck and patio area. The home features large windows allowing natural light, greenery surrounding the property, and a floating dock accessible from the water, creating a peaceful and inviting outdoor atmosphere.

Home in Lyme

“The Answer” Your Unique, Tidal, Riverfront Escape

“The Answer” is listed in “Only In Your State” 2024 - titled “This Riverfront Retreat Will Be Your New Favorite Destination” and Travellers Worldwide 2022 and 2023 Kayaks included This unique glass-front, tidal river retreat, is privately nestled on historic Hamburg Cove. It offers gorgeous year-round, tranquil tidal water and valley views. Extraordinarily and serene. The interior is open/spacious and bathed in light. Wake up to the many sounds of nature.

4.9 out of 5 average rating, 181 reviews

The exterior of a single-story apartment features a beige facade with brown trim. A welcoming front door is flanked by potted plants, and a covered porch is visible. Natural light illuminates the surroundings from a clear blue sky.

Apartment in East Haddam

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.

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Popular amenities for East Haddam vacation rentals

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Other great vacation rentals in East Haddam

Apartment in Killingworth

An aerial view of the farm showcases expansive green grounds interspersed with tree cover and pathways. Several fenced areas and horse barns are visible, along with well-maintained fields. The surrounding nature creates a serene environment, inviting a sense of peace and relaxation.

4.91 out of 5 average rating, 67 reviews

Life on the Farm

5 out of 5 average rating, 27 reviews

The cottage is situated along the calm waters of the upper Moodus Reservoir, featuring a large deck surrounded by green trees. A selection of docks are visible, accommodating boats, while a pathway leads to the neatly landscaped yard and additional structures.

Cottage in East Haddam

New & Beautiful Lake cottage

4.94 out of 5 average rating, 17 reviews

An open concept kitchen and living area is shown, featuring modern wood cabinetry and stainless steel appliances. A large island with multiple stools is centered, adorned with a vase of sunflowers. The cozy living space includes a fireplace and a green seating area in the background.

Home in East Haddam

Lake House Retreat

5 out of 5 average rating, 35 reviews

A charming historic house is presented, featuring rustic wooden shingles and a distinct gabled roof. The front yard is enclosed by a white picket fence, with neatly trimmed shrubbery and seasonal flowers. An American flag waves gently in front, adding a touch of character.

Apartment in Chester

The Little Chestnut.

5 out of 5 average rating, 7 reviews

A lush lawn is framed by blooming flowers, with two lounge chairs positioned for relaxing. A serene lake view is visible in the background, complemented by greenery and a dock area. The cottage is nestled among trees, adding to the tranquil setting.

Home in Colchester

Cozy cottage, dynamic lake views

4.88 out of 5 average rating, 52 reviews

A compact kitchenette is seen, featuring wooden cabinets and a stainless steel refrigerator. A microwave is mounted above a sink with dark countertops. A light-filled sleeping area is visible in the background, furnished with a blue bedspread and a wooden dresser.

Apartment in Clinton

Bright & Cozy Loft Near Beach

5 out of 5 average rating, 32 reviews

The house features a modern black exterior with large windows that welcome natural light. A set of wooden steps lead to the main entrance, flanked by a deck that extends toward the surrounding landscape. A detached garage is visible in the background.

Home in East Hampton

CT River Retreat - Modern Home with CT River Views