Connecticut vacation rentals

Book unique homes, vacation rentals, and more on Airbnb

Top-rated vacation rentals in Connecticut

Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.

Guest favorite

Apartment in Milford

4.97 out of 5 average rating, 505 reviews

Water front studio apartment with fireplace.

This is a beautifully appointed studio apartment located off the patio level of a water front home. Guests enjoy a large private patio over looking gorgeous sweeping views of Long Island Sound. A private entrance and off street parking. The amazing views and amenities make this space the perfect romantic getaway! Close to I95 and Metro North railroad. Ten minutes to great dining in downtown Milford. A true waterfront oasis! Come and experience this beautiful retreat! You won't be disappointed!

Aug 27 – Sep 3

ﺩ.ﺇ738 per night
Guest favorite

Guesthouse in Glastonbury

4.96 out of 5 average rating, 133 reviews

Unique luxurious private building in historic area

Unique private space for sophisticated adult(s). Located just 7 miles from downtown Hartford, 1 mile from Route 2 & 84/91 interchange. Guests may relax in this completely renovated historic Barn, with covered parking, away from street view. Enjoy this luxurious space and the private gym which includes treadmill, eliptical, bike, free weights, boxing bags, and yoga space. Upstairs, walk the catwalk between spacious bedroom and full sized Office / Loft over looking historic Main Street.

May 3 – 10

ﺩ.ﺇ489 per night
Guest favorite

Guest suite in Wallingford

5.0 out of 5 average rating, 495 reviews

Wintergreen Gardens Suite @ William Becroft House

LGBTQ friendly. Our 1915 Arts & Crafts bungalow's spacious in-law suite offers driveway parking, pvt. entrance, sunroom, king bedroom, en-suite bath, kitchenette w/fridge, micro, coffee maker, toaster. Relax in bed with 40" HDTV with Amazon Prime, HBO Max, Netflix, premium cable. Enjoy private gardens to sun, read a book or cup of coffee. Short drive to 4 Vineyards, Theater and the train station. Coming for a special event? Book an appointment at our salon, Jimmy James Salon. Ask for info.

Jan 18 – 25

ﺩ.ﺇ307 per night

Popular amenities for Connecticut vacation rentals

Connecticut waterfront vacation rentals

Guest favorite

Home in Milford

4.98 out of 5 average rating, 147 reviews

Designer Beach Retreat on Exclusive Cedar Beach

Nov 21 – 28

ﺩ.ﺇ1,280 per night
Guest favorite

Bungalow in Old Lyme

4.93 out of 5 average rating, 248 reviews

Pet Friendly Bungalow!!!

Sep 11 – 18

ﺩ.ﺇ704 per night
Guest favorite

Tiny home in Norwich

4.99 out of 5 average rating, 756 reviews

Water Forest Retreat -Octagon

Jan 29 – Feb 5

ﺩ.ﺇ526 per night
Guest favorite

Cottage in Watertown

4.81 out of 5 average rating, 129 reviews

Lakefront Cottage with Private Dock in CT

Apr 6 – 13

ﺩ.ﺇ605 per night
Guest favorite

Home in Preston

4.96 out of 5 average rating, 595 reviews

Entire House Magical Waterfront Getaway

Dec 29 – Jan 5

ﺩ.ﺇ675 per night
Guest favorite

Home in Stamford

4.97 out of 5 average rating, 217 reviews

Midcentury Modern ZenHouse Sculptor Studio

Nov 15 – 22

ﺩ.ﺇ1,579 per night
Guest favorite

Cabin in North Stonington

4.95 out of 5 average rating, 146 reviews

Come unplug in the woods 15 mins from Mystic

Jul 8 – 15

ﺩ.ﺇ693 per night
Guest favorite

Home in Branford

4.91 out of 5 average rating, 361 reviews

Adorable Beach House on the Long Island Sound

May 5 – 10

ﺩ.ﺇ744 per night
Guest favorite

Home in Preston

5.0 out of 5 average rating, 117 reviews

New Lake Front Home w/ Game Room & Stunning Views

Sep 12 – 19

ﺩ.ﺇ1,536 per night
Guest favorite

Cottage in Guilford

4.96 out of 5 average rating, 157 reviews

Luxury cottage by the sea with hot tub and pool

Feb 11 – 18

ﺩ.ﺇ1,229 per night
Guest favorite

Apartment in New Haven

4.89 out of 5 average rating, 465 reviews

Fair Haven Heights Entire 1 Bedroom Apartment

Sep 19 – 26

ﺩ.ﺇ420 per night
Guest favorite

Home in Lyme

4.97 out of 5 average rating, 185 reviews

“The Answer” Tidal River-Kayaks Fire pit Fireplace

Sep 28 – Oct 5

ﺩ.ﺇ1,250 per night

Connecticut fishing vacation rentals

Guest favorite

Guesthouse in Southbury

4.93 out of 5 average rating, 265 reviews

Charming Guest Cottage with Modern Amenities

May 19 – 26

ﺩ.ﺇ569 per night
Guest favorite

Guest suite in Thompson

4.98 out of 5 average rating, 112 reviews

Meadowside: Perfect Location w/ Endless Recreation

Aug 19 – 26

ﺩ.ﺇ546 per night
Guest favorite

Cabin in New Fairfield

4.98 out of 5 average rating, 252 reviews

The Little Lake Cabin— hot tub, fire pit, & kayaks

Nov 21 – 28

ﺩ.ﺇ1,474 per night
Guest favorite

Apartment in Deep River

4.82 out of 5 average rating, 170 reviews

Loft apartment, deck and great water view

Nov 8 – 15

ﺩ.ﺇ426 per night
Guest favorite

Cottage in Killingly

4.94 out of 5 average rating, 419 reviews

Lake front cottage

Dec 4 – 11

ﺩ.ﺇ587 per night
Guest favorite

Cottage in Chester

4.98 out of 5 average rating, 226 reviews

Updated cottage "Beriozka" on Cedar Lake

Aug 9 – 16

ﺩ.ﺇ780 per night
Guest favorite

Cottage in Middlefield

4.93 out of 5 average rating, 228 reviews

Lake Beseck cottage

Oct 1 – 8

ﺩ.ﺇ633 per night
Guest favorite

Cottage in Ledyard

4.92 out of 5 average rating, 199 reviews

Lakeside cottage with beautiful views up the lake!

Nov 28 – Dec 5

ﺩ.ﺇ693 per night
Guest favorite

Apartment in East Lyme

4.97 out of 5 average rating, 162 reviews

Brand New Direct Lakefront - Panoramic Sunsets

May 15 – 22

ﺩ.ﺇ1,064 per night
Guest favorite

Home in Vernon

4.99 out of 5 average rating, 113 reviews

Luxe Bolton Lake!

Oct 15 – 22

ﺩ.ﺇ1,860 per night
Guest favorite

Home in Coventry

4.94 out of 5 average rating, 157 reviews

Cozy Cottage * Coventry Lake* 15 min to UConn *

Jun 21 – 28

ﺩ.ﺇ683 per night
Guest favorite

Cottage in Lebanon

4.86 out of 5 average rating, 134 reviews

Go Jump in the Lake!

Dec 28 – Jan 4

ﺩ.ﺇ594 per night

Connecticut house rentals

Guest favorite

Home in Stamford

4.98 out of 5 average rating, 130 reviews

STAMFORD STUDIO CLOSE TO DOWNTOWN AND SHOPPING

Apr 13 – 20

ﺩ.ﺇ361 per night
Guest favorite

Home in East Lyme

4.96 out of 5 average rating, 103 reviews

Walk to the beach at Black Point, Niantic, Ct

Mar 3 – 10

ﺩ.ﺇ558 per night
Guest favorite

Home in Danbury

4.99 out of 5 average rating, 335 reviews

BEAUTIFUL PRIVATE APARTMENT SUITE IN DANBURY CT!!

Nov 16 – 23

ﺩ.ﺇ541 per night
Guest favorite

Home in Bristol

4.92 out of 5 average rating, 102 reviews

Cozy Family Home - Kid & Pet Friendly

Jan 23 – 30

ﺩ.ﺇ504 per night
Superhost

Home in East Haven

4.88 out of 5 average rating, 195 reviews

Beach Cottage by the Sea

Mar 16 – 23

ﺩ.ﺇ570 per night
Guest favorite

Home in Manchester

4.94 out of 5 average rating, 172 reviews

Paradise On The Hill Luxury Apartment.

Dec 4 – 11

ﺩ.ﺇ363 per night
Guest favorite

Home in Cornwall

4.92 out of 5 average rating, 223 reviews

Secluded modern forest cabin with private brook

Dec 14 – 21

ﺩ.ﺇ858 per night
Guest favorite

Home in New Haven

4.99 out of 5 average rating, 179 reviews

Q River House - 2 bdrm, minutes from Yale/Downtown

Dec 11 – 18

ﺩ.ﺇ661 per night
Guest favorite

Home in Stonington

4.95 out of 5 average rating, 166 reviews

Romantic Seaside Cottage in Mystic

Nov 12 – 19

ﺩ.ﺇ797 per night
Guest favorite

Home in Milford

4.99 out of 5 average rating, 223 reviews

The Daydreamer -Walk to Walnut Beach, Pet Friendly

Aug 17 – 24

ﺩ.ﺇ1,400 per night
Guest favorite

Home in Old Lyme

4.96 out of 5 average rating, 122 reviews

Modern Farmhouse with Hot Tub in Old Lyme, CT

Oct 28 – Nov 4

ﺩ.ﺇ1,485 per night
Guest favorite

Home in Washington

4.85 out of 5 average rating, 168 reviews

Country Home on a Hill

Mar 19 – 26

ﺩ.ﺇ532 per night

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