Vacation rentals in Connecticut

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Top-rated vacation rentals in Connecticut

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

Guest favourite
Apartment in Milford
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. 28 – Sep. 4
$321 CAD per night
4.97 out of 5 average rating, 505 reviews
Guest favourite
Guesthouse in Stonington
True Artist Loft, 5 minutes to downtown Mystic
The Dacha, as it has lovingly been called for almost 80 years was built in 1945 originally as a studio for the artist that resided on the property. The unique structure is truly one of a kind, fully insulated for winter and tucked away from the road, sitting on a quiet piece of land, just 5 minutes to downtown Mystic. Enjoy modern comforts and a designers decor, while settling in front of the fire, or taking a short drive to all that Mystic has to offer- hiking, water, shops and restaurants.
Aug. 22 – 29
$372 CAD per night
4.98 out of 5 average rating, 216 reviews
Guest favourite
Guest suite in Wallingford
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. 8 – 15
$128 CAD per night
5.0 out of 5 average rating, 492 reviews

Popular amenities for Connecticut vacation rentals

Other great vacation rentals in Connecticut

Guest favourite
Guesthouse in Mystic
Gorgeous Waterfront Getaway
Nov. 28 – Dec. 3
$301 CAD per night
4.99 out of 5 average rating, 536 reviews
Guest favourite
Cottage in East Lyme
Your Nest Near The Beach
May 22 – 29
$395 CAD per night
4.97 out of 5 average rating, 232 reviews
Guest favourite
Home in Stamford
Midcentury Modern ZenHouse Sculptor Studio
Aug. 31 – Sep. 7
$884 CAD per night
4.97 out of 5 average rating, 216 reviews
Guest favourite
Home in East Haven
The Breakaway - a waterfront gem.
Sep. 4 – 11
$457 CAD per night
4.94 out of 5 average rating, 88 reviews
Guest favourite
Home in East Haddam
Romantic Getaway at The Lake!
Aug. 23 – 30
$357 CAD per night
4.95 out of 5 average rating, 84 reviews
Guest favourite
Home in Haddam
Cozy Comforts!
Nov. 12 – 19
$198 CAD per night
5.0 out of 5 average rating, 68 reviews
Guest favourite
Tiny homes in East Lyme
Lakefront Boho Tiny House
May 23 – 30
$423 CAD per night
4.98 out of 5 average rating, 46 reviews
Guest favourite
Home in Milford
Direct Oceanfront Home
Oct. 30 – Nov. 6
$756 CAD per night
5.0 out of 5 average rating, 37 reviews
Guest favourite
Cottage in Guilford
Waterfront Joshua Cove Cottage with private beach.
Sep. 23 – 30
$757 CAD per night
5.0 out of 5 average rating, 80 reviews
Guest favourite
Loft in Milford
Lovely water front lower-level loft, free parking
Aug. 13 – 20
$205 CAD per night
4.93 out of 5 average rating, 92 reviews
Guest favourite
Cabin in North Grosvenordale
Secluded cabin w/ Finnish Sauna & Forest Baths
Sep. 2 – 9
$315 CAD per night
5.0 out of 5 average rating, 49 reviews
Guest favourite
Cottage in Bethlehem
Wood Burning Fireplace |Soaking Tub |Pet Friendly
Jul. 19 – 26
$310 CAD per night
5.0 out of 5 average rating, 25 reviews

Destinations to explore