Become a host

Vacation rentals in Connecticut

Find and book unique accommodations on Airbnb

0 of 0 items showing
1 of 3 pages

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Connecticut vacation rentals

Self check-in
Monthly stays
Waterfront
Beachfront
Gym

Connecticut waterfront vacation rentals

Guest favorite
A tranquil enclosed sunroom features two white cushioned chairs and a wooden table, all overlooking the serene lake. Large windows provide expansive views of the water and surrounding greenery, creating a peaceful atmosphere for relaxation.
Bungalow in Plymouth
4.98 out of 5 average rating, 102 reviews

Lakefront Bungalow Bliss - 2BR Cottage

Guest favorite
The image showcases a peaceful lakeside setting with a cottage and a screened gazebo near the water. The area features lush trees and a well-maintained lawn leading to the private beach area on the lake. A clear blue sky is visible overhead.
Cottage in Killingly
4.94 out of 5 average rating, 450 reviews

Lake front cottage

Top guest favorite
A comfortable outdoor seating area features two wooden lounge chairs beneath a yellow umbrella, overlooking a gentle cascade of water. Lush greenery surrounds the space, enhancing the serene atmosphere, while the sound of the flowing brook adds to the tranquil experience.
Cabin in Redding
4.99 out of 5 average rating, 104 reviews

The Zen Cabin

Guest favorite
Home in Danbury
4.96 out of 5 average rating, 104 reviews

Lakeview Estate - Chef's Kitchen - NYC Getaway

Top guest favorite
A contemporary lakefront home is surrounded by tall trees, with a spacious deck offering views of Middle Bolton Lake. A fire pit is situated on a stone patio, surrounded by Adirondack chairs. The lush green yard leads to the water's edge, enhancing the natural ambiance.
Home in Vernon
4.99 out of 5 average rating, 161 reviews

Luxe Bolton Lake

Top guest favorite
The exterior of a two-story oceanfront home is shown, featuring a light grey shingle facade. A vibrant teal front door is flanked by large windows. Stairs lead to a spacious deck, while ample parking is made available underneath. The ocean is visible in the background.
Home in Milford
4.96 out of 5 average rating, 108 reviews

Oceanfront Retreat: Modern Beach House

Guest favorite
A spacious outdoor pool is surrounded by natural greenery, featuring a stone patio and a diving board. A covered lounge area with large windows overlooks the pool, providing a serene setting for relaxation and leisure.
Home in Stamford
4.95 out of 5 average rating, 258 reviews

Midcentury Modern ZenHouse Sculptor Studio

Guest favorite
A serene waterfront view is presented, showcasing calm waters reflecting a soft pink sky. Lush green grasses frame the foreground, while a tree line marks the horizon, creating a tranquil landscape. A few ducks can be seen gently floating on the water.
Loft in Milford
4.94 out of 5 average rating, 156 reviews

Lovely water front lower-level loft, free parking

Connecticut fishing vacation rentals

Guest favorite
A white Dutch door is framed by rustic wooden walls, showcasing a combination of horizontal and vertical planks. A small lantern hangs nearby, and a woven basket adorns the wall beside the door. A simple bench with a patterned cushion sits on the side.
Guesthouse in Southbury
4.93 out of 5 average rating, 345 reviews

Charming Guest Cottage with Modern Amenities

Guest favorite
A spacious wooden deck extends towards the lake, featuring a round dining table with four chairs and a large umbrella. Vibrant trees line the water's edge, while distant hills are visible across the serene lake, creating a calm and inviting outdoor space.
Home in New Fairfield
4.92 out of 5 average rating, 119 reviews

Beautiful Lakefront Retreat with Private Dock

Guest favorite
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
4.89 out of 5 average rating, 150 reviews

Welcome to The Holly at Amston Lake

Guest favorite
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
4.82 out of 5 average rating, 163 reviews

New! “LaBoDee”

Guest favorite
Cottage in Bethlehem
4.98 out of 5 average rating, 120 reviews

Cozy Getaway | Pet Friendly | Litchfield Cty

Guest favorite
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
4.97 out of 5 average rating, 287 reviews

Updated cottage "Beriozka" on Cedar Lake

Guest favorite
A well-equipped kitchen features wooden shelves with dishes and a coffee maker. A modern sink and black faucet are complemented by a smooth countertop, while natural light filters through a window adorned with greenery. Kitchen essentials are organized for convenience.
Apartment in Brookfield
4.92 out of 5 average rating, 288 reviews

Peaceful apartment on 3.5 acres w/ Artist studio.

Guest favorite
A serene view of the marina at dusk, featuring multiple boats docked in the foreground. The calm water reflects the surrounding landscape and a rising moon, while hillside homes are visible in the background, framed by lush trees.
Loft in New Haven
4.88 out of 5 average rating, 105 reviews

Cozy Riverside Loft Getaway | New Haven

Connecticut home rentals

Guest favorite
A living room scene is displayed with a comfortable gray sofa and an accent chair positioned around a light wood coffee table. A fireplace is centered against a white brick wall, featuring a warm fire. A flat-screen TV is mounted above the mantel.
Home in Fairfield
4.96 out of 5 average rating, 164 reviews

Top Rated Gem | Fire Pit | BBQ | FFU | Near Beach

Top guest favorite
An aerial view captures the beachside neighborhood with the glimmering water in the background. The Tyde wedding venue is marked, along with the listing's address. Lush greenery and residential homes are visible, showcasing the proximity to the shore and nearby amenities.
Home in Milford
5 out of 5 average rating, 109 reviews

*Sale* HGTV reno! Steps to shops & water | Firepit

Top guest favorite
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
5 out of 5 average rating, 148 reviews

Waterfront 10 min to Uconn - fire pit outdoor tv

Guest favorite
The indoor heated pool features a bright blue expanse of water inviting for a refreshing swim. Comfortable lounge seating is positioned nearby, and a bar area provides space for poolside refreshments. Large sliding glass doors bring in natural light and offer views of the serene outdoor setting.
Home in Stonington
4.99 out of 5 average rating, 115 reviews

4BR Private Indoor Heated Pool - Lux Mystic Home

Guest favorite
The living area features a large sectional sofa with a throw pillow, a dark coffee table, and a dining area with a wood table. Sliding glass doors open to a scenic view of the Thames River and the outdoor deck.
Home in Montville
4.9 out of 5 average rating, 151 reviews

Thames River Cottage · Near Casinos + USCGA

Guest favorite
The interior space showcases exposed wooden beams and a bright, open layout. A comfortable seating area is positioned near large windows that provide natural light and views of the surrounding trees. A round dining table is visible, accompanied by a set of stylish chairs.
Home in Cornwall
4.92 out of 5 average rating, 276 reviews

Secluded modern forest cabin with private brook

Top guest favorite
The exterior of the farmhouse is captured, showcasing a charming white facade with a screened-in porch. Lush green trees surround the property, with a vibrant red tree providing a pop of color. A spacious grassy area is visible, leading to a wooden deck.
Home in Colebrook
4.99 out of 5 average rating, 227 reviews

Norbrook Farm ~ Rustic farmhouse w/ pond & trails

Top guest favorite
A charming exterior showcases a bright yellow facade with white accents. The entrance features a blue door framed by two lamps, along with a welcoming front porch. Lush greenery surrounds the property, enhancing its attractive curb appeal.
Home in Groton
4.96 out of 5 average rating, 141 reviews

Mystic Manor-Walk to Mystic Pizza

Your guide to Connecticut

Welcome to Connecticut

Connecticut is more than just New York’s quiet, pastoral neighbor. This small but mighty New England state packs in dozens of quaint towns, flashy promenades, and a heavy dose of pre-Revolutionary War history. Along its southern border, Connecticut is framed by the Long Island Sound, offering pristine sand dunes favored by sunbathers and beachcombers. The southwest pocket of the state is an easy portal to New York City and a convenient base for big-city shopping and dining. The state capital, New Haven, is a brainiac’s dream, home to Yale University, world-class art galleries, museums, and entertainment venues.

Small towns sprinkled throughout the state like Mystic, Wethersfield, and Bristol give travelers a peek into Connecticut's pioneering heritage. More than half of the state is covered by woodland, making it a natural paradise for outdoor activities. Whether you’re exploring the maple- and birch-filled forests of the Eastern Uplands, with their stellar hiking and mountain biking trails, or the rugged Taconic Mountain Range — home to Connecticut’s highest peak, Mount Frissell, and the state’s ski resorts — there’s no shortage of fun to be had in the Constitution State.

The best time to stay in a vacation rental in Connecticut

In autumn, the clear skies and brilliant foliage attract onlookers to Connecticut, making it one of the most popular times of year to visit. It’s not just the leaves that will catch your attention. Picking apples from the U-pick orchards, plucking oversized pumpkins from their patches, and getting lost in a corn maze are also popular autumn activities. Spring is great for hiking and biking through the blossoming daffodils and dogwood trees — take note of the many blossom festivals that spring up across the state. Summer means packed beaches and parks along the shoreline, but don’t overlook the many great rural campsites. Just know that the weather will be hot and humid. January is often the coldest month, when the state becomes a haven for skiing and tubing.

Top things to do in Connecticut

Mystic Seaport Museum

Connecticut might be a small state, but it has the largest maritime museum in the country. The Mystic Seaport Museum, in Mystic, is a recreated 19th-century seafaring village celebrating the lives and livelihoods of sailors. Exhibitions range from the craft of woodcarving to popular navigation techniques of the 1800s. Historic boats are available to ride with a captain, and some to pilot yourself, bringing the full experience together.

Gillette Castle State Park

Perched high above the Connecticut River in the city of East Haddam, Gillette Castle State Park offers mesmerizing geologic formations, hiking trails, and a Medieval-style castle. Smooth shale formations and jagged quartz and metamorphic outcroppings might be the first thing to catch your eye upon entering, but the storied stone-and-oak castle, designed by a famed actor and playwright, will warrant a closer look.

Elizabeth Park Rose Garden

Rose-studded archways, perennial-lined paths, and ivy-enshrouded gazebos wind through 100 acres in this formal garden in Hartford. A large hand-dug pond with a stone bridge is a picturesque setting for soaking it all in. The garden’s cafe serves gourmet hot dogs, ice cream, and other snacks during the summer season.

Destinations to explore