Waterfront holiday rentals in Old Lyme

4.95 out of 5 average rating, 190 reviews

A spacious pool area is framed by well-maintained greenery and flowering plants. Two large umbrellas provide shade over lounge chairs beside a sparkling pool, with expansive coastal views and a serene landscape of grasses and trees beyond.

Cottage in Guilford

Luxury cottage by the sea with hot tub and pool

We built this guest cottage to provide an ultimate luxury experience for people wanting to escape from hectic life!With incredible coastal views, this home is a haven of tranquility. It sits on a special stretch of the Connecticut coast, with spectacular bird and wild life-watching year-round. Enjoy great shopping in Guilford's boutiques around the historic town green. Watch the sun set over the water and relax in the hottub for some night time star gazing year round (pool open June-beg/mid Oct)

4.93 out of 5 average rating, 263 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.

4.87 out of 5 average rating, 184 reviews

A riverfront deck is furnished with two lounge chairs and a glass table, surrounded by lush greenery and trees. The view overlooks a calm stretch of the Patchogue River, creating a serene environment for relaxation and enjoyment of nature.

Cottage in Westbrook

Peaceful Riverfront Cottage w/Dock, Walk to Beach

This lovely Cottage sits directly on the Patchogue River with scenic views of the river and marshlands from every room and just a 1/4 mile walk or bike to the Beach. Private, but close to so much, it’s Perfect for a Romantic Getaway, or a long Vacation. Outside, you can enjoy the breeze from the Riverfront Deck, Sun Bathe, Crab or Fish on the Lower Dock, watch the Eagles fly by, or wander about the wooded property. Bring or rent a Kayak and paddle down the river right to the Long Island Sound.

4.99 out of 5 average rating, 106 reviews

A cozy outdoor fire pit area features four Adirondack chairs gathered around a warm fire. Soft lighting from string lights above enhances the tranquil setting, with natural greenery surrounding the space. Guests are seen enjoying conversation, adding to the inviting atmosphere.

Flat in Chester

The Millhouse Downtown Chester

An upscale destination with accommodations for foodies & friends in the heart of historic Chester CT. Stay at this beautifully renovated historic Millhouse in charming downtown Chester. Enjoy strolling the streets loaded with shops, award winning restaurants, a microbrewery, art galleries, and more. All within a 1 minute walk. Our prime location is just 20 minutes to the CT shoreline and located in the heart of the CT River Valley. The Millhouse is next door to the Chester Historical Museum.

4.99 out of 5 average rating, 910 reviews

The exterior view features a small wooden cabin surrounded by vibrant green trees. A stone path leads to a seating area, comprising four metal chairs and a table. Inside, the cozy octagonal space is lit by natural light filtering through several windows, showcasing a full-sized bed adorned with a colorful patterned quilt.

Tiny home in Norwich

Water Forest Retreat -Octagon

Water Forest retreat is a very private 122ft.² electrified and heated cedar octagon next to a brook on 56 acres of forest with a pond, waterfall, marsh and hiking trails. Cozy up in this quiet comfortable space while listening to Goldmine brook while you sleep. Fire pit, heated outhouse with composting toilet, outdoor dining area, brook, pond and trail head are just steps away. We also have a TREE HOUSE and HIKER’S HAVEN house by the brook. Please click on our profile picture to read more.

4.97 out of 5 average rating, 205 reviews

A balcony view captures a serene beachfront scene at sunset, with gentle waves lapping at the sandy shore. A detailed metal chair is positioned on the deck, providing a quiet spot to enjoy the tranquil waters and cloudy sky.

Home in Niantic

Beachfront Paradise

Beautiful beachfront home available weekly in season (6/21/25-9/6/25) and nightly (2 night min.) off season. Step out the door and into the sand. Sit on the porch and watch sailboat races from Niantic Bay Yacht Club just steps away. Close to downtown Niantic with restaurants, shops, movie theatre, etc. 18 miles from Mohegan Sun Casino. Attractions within 1/2 hour: Beautiful Mystic, CT, several vineyards, Harkness State Park, Eugene O'Neill Theatre, U.S. Coast Guard Academy, golf courses.

5 out of 5 average rating, 200 reviews

An open-concept living space is illuminated by natural light, featuring a modern kitchen with a large marble island and bar seating. A cozy seating area is positioned nearby, with a view of a decorative sign reading 'Relax.' A spiral staircase leads to the upper loft.

Home in Preston

Lake Home w/Game Room 5 Min To Foxwoods & Mohegan

Relax and enjoy the breathtaking views of this new contemporary lake front home. Offering the best of New England, 5 min. from Foxwoods, 10 min. from Mohegan Sun, with multiple choices of hiking, boating, shopping and dining. Stunning 14' cathedral ceilings, fully equipped kitchen w/ granite counter tops, tiled shower w/ full amenities and a full game room. You can not get any closer to the water! This 1 Bdrm, w/ open low ceiling loft, sleeps 6, 1100 square ft. building completed in 2022.

4.93 out of 5 average rating, 118 reviews

A wide view of a sandy beachfront stretches along the coastline, bordered by calm blue waters under a clear sky. Lush greenery can be seen in the distance, suggesting a nearby park or recreation area. Several individuals are spaced along the shore enjoying the beach.

Home in Waterford

Salty Breeze - Waterfront Cottage on the Cove

Enjoy your stay in this peaceful waterfront cottage. After the day relax on the 3 season screened- in porch or climate controlled sunroom watching the winter waterfowl on the wintery cove or relax in the backyard next to the fire pit with hot coco. Walking distance to Ocean Beach Park, Waterford Town Beach. Within 30 minutes of Niantic, downtown Mystic, Ferry's to Block, Fisher's and Long Islands, by museums, the Nautilus, Mohegan and Foxwoods Casinos, tons of great restaurants

4.97 out of 5 average rating, 293 reviews

The front exterior of the cottage is shown, featuring a stone pathway leading to the entrance. An orange front door is framed by white railings. Surrounding greenery and seasonal decor complement the inviting atmosphere of the landscaped yard.

Cottage in Chester

Updated cottage "Beriozka" on Cedar Lake

Originally from Russia (hence the name “Beriozka” meaning Birch Tree) I live in Stamford CT. About 7-8 years ago I’ve discovered Chester/ Essex area and fell in love. I’ve been coming here during summer to enjoy river rides, during winter just to see snow on the ground of old towns and needless to say during fall – when all the beauty of nature unfolds. Then came an idea to have an own place here and when an opportunity came to buy this small cottage on Cedar Lake I’ve jumped on it.

4.99 out of 5 average rating, 146 reviews

A welcoming view of Belle Vue Cottage features a well-kept lawn with a sign indicating its name. The cottage is framed by trees, with a driveway leading to it. A garage is visible in the background, contributing to the serene atmosphere of the neighborhood.

Cottage in Old Saybrook

Belle Vue Cottage

Welcome to "Belle Vue Cottage". This charming and inviting cottage is located in a quiet and peaceful neighborhood in the South Cove area of Old Saybrook. Spend your days relaxing at Harvey's Beach, perusing the shops and restaurants along Main Street, taking in a show at The Kate, and unwind at the end of the day in your backyard oasis equipped with an outdoor TV and fire pit. We are less than a mile from Saybrook Point Inn and Spa, and 10 minutes to Water's Edge Resort and Spa.

4.93 out of 5 average rating, 161 reviews

Home in Niantic

PRIVATE BEACH: BEACHFRONTS & BALCONIES @ NIANTIC

INSTANT BOOK: Dec 2025 - Jan 2027 = All Open Availability SUMMER 2026: June + July + Aug Weekday Winter Packages Dec - Feb: 4 nights, Mon - Fri $1500 total OR 5 nights, Sun - Fri $1675 total= SEND INQUIRY (Fri & Sat not included, pet fees additional cost) *certain holidays/summer excluded in booking minimums/packages *discount applied to nightly rate only *we can not combine multiple discounts, yet highest % applies *if available, apply 10% non-refundable booking option

4.96 out of 5 average rating, 135 reviews

Tiny home in East Lyme

Lakefront Retreat Tiny House

Discover a tranquil lakeside escape in our cozy tiny house, nestled within a boutique RV Park in East Lyme, CT, just 15 minutes from Mystic. Perfect for couples seeking a romantic getaway or individuals looking for a serene retreat. Compact in size but loaded with all the comforts you need: a comfy queen bed, smart TV and fast WiFi, a fully-equipped kitchen, a bathroom with full sized shower and flushing toilet, inviting decor and an unbeatable lake view!

Popular amenities for waterfront rentals in Old Lyme

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Waterfront apartment rentals

4.94 out of 5 average rating, 316 reviews

A glass desk is positioned beside large windows, offering views of the water and sky. A cozy chair with a fluffy seat cover complements the desk. A stack of books, binoculars, and a soft-lit lamp are arranged on the desk, enhancing the workspace atmosphere.

Flat in Stonington

Mystical Ocean View in Historic Stonington Borough

4.97 out of 5 average rating, 243 reviews

A scenic view of a marina features a vibrant shipyard with a large vessel under construction, surrounded by historic buildings and greenery. Two pedestrians stroll along a path by the water, while power lines are visible above, adding to the coastal atmosphere.

Flat in Stonington

Mystic River Getaway - Walk To Downtown & Seaport!

4.93 out of 5 average rating, 120 reviews

A spacious living area features a comfortable sectional sofa facing a sleek coffee table. Natural light floods in through large windows, highlighting the polished wood floor. A modern kitchen with bar stools is visible in the background, creating an inviting open layout.

Flat in Stonington

Stevedore Landing-#3 · walk Mystic-Train/EV Lvl-2

4.79 out of 5 average rating, 345 reviews

A spacious living area showcases a light grey sectional sofa and a matching loveseat arranged around a wooden coffee table. A striped area rug adds a pop of color to the dark flooring. Shelves line the walls, and large windows allow natural light to fill the room.

Flat in North Fork

Amazing Greenport Village Apartment in CENTER!

4.93 out of 5 average rating, 146 reviews

A bright sleeping area features a spacious bed with light blue bedding. A cozy seating area includes a gray sofa and a decorative chair beside a small coffee table. Natural light enters through a window dressed in turquoise curtains, with a television mounted on the wall.

Flat in Middlebury

Cozy Apartment with Water View of Brook

4.98 out of 5 average rating, 133 reviews

Flat in Milford

The Pond Mill Retreat w/ 2 Bdrms & Pool

4.85 out of 5 average rating, 182 reviews

Two paddleboats are moored next to a wooden dock, resting on calm waters. The boats feature a blue color with a simple design, and the dock extends towards the lake, reflecting the peaceful setting.

Flat in Middletown

Lakeside apartment 2.5 miles from Wesleyan campus!

Flat in Fair Haven Heights

Two Adirondack chairs are positioned by the water's edge, reflecting soft lights from distant boats on a calm evening. The still water mirrors the warm glow, creating a tranquil atmosphere. Nearby, a small fire pit adds warmth to the outdoor space, surrounded by lush greenery.

4.88 out of 5 average rating, 490 reviews

Fair Haven Heights Entire 1 Bedroom Apartment

Waterfront house rentals

4.82 out of 5 average rating, 55 reviews

An aerial view of a spacious home with a light-colored exterior is displayed, surrounded by scenic natural landscapes. Large windows enhance the modern design, and the Connecticut River is visible in the background, reflecting the clear blue sky.

Home in Old Lyme

Stunning house on CT river !

4.84 out of 5 average rating, 107 reviews

The image showcases a spacious house nestled among trees, overlooking a calm river. The sun sets in the background, illuminating the landscape in warm tones. The surrounding area includes greenery and a small outbuilding near the house, contributing to a serene residential setting.

Home in Norwich

Hot tub with river & casino view

4.92 out of 5 average rating, 169 reviews

A charming stone exterior is visible, featuring a private entrance with a sliding glass door. The path is made of stone, surrounded by a well-maintained lawn. In the background, sitting areas and greenery are discernible, enhancing a serene outdoor experience.

Home in Clinton

Amazing 2BR Riverfront Gem

5 out of 5 average rating, 154 reviews

The view from the deck overlooks Coventry Lake, featuring a sandy beach and dock. Two lounge chairs are positioned on the grassy area, with water toys such as a canoe and stand-up paddleboard visible nearby. The sky is partly cloudy, enhancing the serene lakeside setting.

Home in Coventry Lake

Waterfront 10 min to Uconn - fire pit outdoor tv

4.98 out of 5 average rating, 117 reviews

A two-story, brown wooden house is situated near the water, featuring multiple balconies and large windows. A wooden staircase leads down to the stone-studded shoreline. Lush greenery surrounds the property, with a hammock visible among the trees and a dock extending into the lake.

Home in Lake Pocotopaug

Classic Lake House~4 Steps to water_FirePit_kayaks

5 out of 5 average rating, 115 reviews

Tall trees frame a serene view of the Mystic River, reflecting the surrounding greenery. Gentle ripples on the water's surface contrast with the lush tidal marsh and grasslands in the distance, creating a peaceful natural setting.

Home in Old Mystic

Waterfront Retreat on the Mystic River

4.95 out of 5 average rating, 104 reviews

A sandy beach stretches alongside gentle waves lapping at the shore under a clear blue sky. People are seen enjoying the water and walking along the sand, with distant rocky outcrops and a pavilion visible in the background.

Home in New London

Shoreline Beach House + Free Ocean Beach Pass

5 out of 5 average rating, 16 reviews

A converted granite mill is surrounded by verdant lawns and trees. The two-story building features numerous windows, reflecting natural light. A paved path leads to a covered seating area nearby, complementing the tranquil outdoor setting.

Home in Old Lyme

Relax and Refresh at the Mill-on-Sill

Waterfront apartment rentals

An aerial view displays the condo complex adjacent to the waterfront, featuring a central pool surrounded by a landscaped patio. The blue ocean extends beyond the property, with boats visible in the distance under a clear sky, enhancing the serene coastal environment.

4.94 out of 5 average rating, 34 reviews

Sun N Sound Resort, Montauk, NY

4.87 out of 5 average rating, 127 reviews

A living area features shiplap walls and ample natural light from large windows. A dark sectional sofa is positioned next to a glass coffee table with a small plant. An open kitchen area is visible, along with access to a screened porch through sliding doors.

Apartment in North Fork

Beautiful condo on Long Islands Northfork

Two wooden Adirondack chairs are positioned on a spacious sun deck, overlooking expansive views of lush greenery and the waterfront. The bright blue sky complements the serene atmosphere, creating an inviting space for relaxation and enjoyment of the natural surroundings.

5 out of 5 average rating, 242 reviews

Montauk Waterfront Condo w/ Sunset Views

4.96 out of 5 average rating, 45 reviews

A clean, rectangular outdoor pool is framed by a white fence and surrounded by colorful hanging flower baskets. Lounge chairs line the poolside, inviting relaxation under a wooden trellis that casts dappled shadows across the deck.

Apartment in Norwich

Cozy Vacation Villa 5 minutes from Mohegan

A spacious studio is shown, featuring a king-size bed with crisp white linens. Natural light floods the room through large sliding doors that open to a private balcony with views of the waterfront. A ceiling fan hangs above, and a sitting area with a green sofa is present.

4.9 out of 5 average rating, 10 reviews

Endless Summer Studio Condo w Balcony Bayview

4.9 out of 5 average rating, 172 reviews

The living area features a spacious dark gray couch, a light wooden coffee table, and a white dining table with woven chairs. Natural light filters through the window with plantation shutters, while decorative elements like a round mirror and wall art create a welcoming ambiance.

Apartment in North Fork

Beautiful Waterview Condo on the North Fork of LI

A modern kitchen space features stainless steel appliances and white cabinetry. A spacious island with a sink provides a functional area for meal preparation. Natural light floods the room, highlighting the dining area with a view of the water through sliding glass doors.

4.92 out of 5 average rating, 13 reviews

Condo on the Sound - Navy Beach