The 30 Best Holiday Rentals in Connecticut

Ranked 1 out of 187 in the Connecticut region, as well as being 1 of 22 for holiday rentals in New Haven.

• “It's quiet and comfortable.”
• “Cozy apartment in a quiet location.”
• “Comfy, luxurious apartments, fast customer service and good location”
• See more reviews of Luxury Furnished Apartments by Hyatus Downtown at Yale

Ranked 2 out of 187 in the Connecticut region, as well as being 1 of 15 for holiday rentals in Groton.

• “Above and beyond what was expected.”
• “For a small group, this was our second time staying and really don’t have any complaints.”
• “Wonderful”
• See more reviews of Waterfront Home with a View

Ranked 3 out of 187 in the Connecticut region, as well as being 2 of 22 for holiday rentals in New Haven.

• “Wonderful”
• “Beautiful, fun, and exciting. I would refer this place to everyone.”
• “Great option when visiting New Haven, will certainly consider this option again.”
• See more reviews of Luxury Apartments by Hyatus at Pierpont

Ranked 4 out of 187 in the Connecticut region, as well as being 2 of 15 for holiday rentals in Groton.

• “Clean, friendly host and amazing.”
• “Hope ..Thank you so much for your communication. It made our stay easy.”
• “Friends trip to Groton.”
• See more reviews of Unique Retreat with Private Patio, 4 King Beds and BBQ

Ranked 5 out of 187 in the Connecticut region, as well as being 1 of 11 for holiday rentals in Norwich.

• “Was amazing”
• “Worked for the 2 days we stayed would not for longer”
• “Not great… dissatisfied with the lack of fireplace and the WiFi television”
• See more reviews of Villa Signor

Ranked 6 out of 187 in the Connecticut region, as well as being 1 of 4 for holiday rentals in Guilford.

• “Didn’t feel like a private, weekend getaway.”
• “Weekend getaway in Connecticut”
• “Great place was like a slice of heaven.”
• See more reviews of 14 Charles St Apartment

Ranked 7 out of 187 in the Connecticut region, as well as being 3 of 22 for holiday rentals in New Haven.

• “Good for a night”
• “Wonderful spacious unit with room for meetings and business. Could be made more cozy for weekend.”
• “Was better than expected.”
• See more reviews of Full loft-style apartment near Omni

Ranked 8 out of 187 in the Connecticut region, as well as being 4 of 22 for holiday rentals in New Haven.

• “Very well decorated and maintained.”
• “Great place, well appointed, and great location”
• “Excellent place, well located and very clean. Great option for a family of 4.”
• See more reviews of Spacious Stay near Yale in Downtown New Haven

Ranked 9 out of 187 in the Connecticut region, as well as being 5 of 22 for holiday rentals in New Haven.

• “We were delighted with the flat and the location”
• “Our stay was so smooth and peaceful that we are planning to come back!”
• “Easy and well worth the price.”
• See more reviews of New Haven Stays

Ranked 10 out of 187 in the Connecticut region, as well as being 6 of 22 for holiday rentals in New Haven.

• “I regret my choice in this property.”
• “Good option in excellent location.”
• “The apartment, situated in central New Haven, is a great option for two guests”
• See more reviews of Full loft apartment near Omni Hotel

Ranked 11 out of 187 in the Connecticut region, as well as being 1 of 10 for holiday rentals in Norwalk.

• “Charming home convenient to lower Fairfield County.”
• “Good choice for comfort and cleanliness!”
• “Had a great stay. And will book again”
• See more reviews of Beautiful 2BR apt in Beach community, Close to Train and hwys! ONLY 1 hr to NYC!

Ranked 12 out of 187 in the Connecticut region, as well as being 2 of 13 for holiday rentals in Danbury.

• “It was a convenient place for us to stay for 3 days and a good price.”
• “Nice place to stay with option to visit Hudson Vally area or even NY”
• “very comfortable”
• See more reviews of Welcome to Hat City Danbury, A Suburban Retreat

Ranked 13 out of 187 in the Connecticut region, as well as being 7 of 22 for holiday rentals in New Haven.

• “Lovely, spacious place to use as a base to explore Yale’s campus.”
• “Overall great and I would recommend this place.”
• “Very nice place to stay.”
• See more reviews of Casa Soleada in East Rock near DT and Yale SOM with FREE Parking and King Bed

Ranked 14 out of 187 in the Connecticut region, as well as being 2 of 3 for holiday rentals in Salisbury.

• “Good value for comforavle staying with ample space.”
• “Awesome”
• “Sublime and simple : easy going in the heart of rolling hills.”
• See more reviews of Walk to the Outfield of Lime Rock Park

Ranked 15 out of 187 in the Connecticut region, as well as being 8 of 22 for holiday rentals in New Haven.

• “The apartment is very nice and comfortable.”
• “Enjoyed our stay. Would book again.”
• “Will come back”
• See more reviews of Orange Oasis in the Heart of East Rock with FREE parking near DT and Yale

Ranked 16 out of 187 in the Connecticut region, as well as being 9 of 22 for holiday rentals in New Haven.

• “Was a lovely place. Will stay again”
• “My stay was relaxing and lovely.”
• “Comfortable, even if the temperature in the bedroom was low”
• See more reviews of Gorgeous 1BR Wooster Sq. apt. - wshr/dryr, parking

Ranked 17 out of 187 in the Connecticut region, as well as being 10 of 22 for holiday rentals in New Haven.

• “Great, clean and spacious property in an excellent location.”
• “Wonderful neighborhood location.”
• “Nice clean apartment. Safe and quiet neighborhood recommended for family”
• See more reviews of Beautiful Wooster Sq. getaway - great neighborhood

Ranked 18 out of 187 in the Connecticut region, as well as being 5 of 6 for holiday rentals in Uncasville.

• “Everything”
• “Nice location but not as advertised.”
• “We loved it there. Peaceful and Beautiful.”
• See more reviews of Cozy Studio Indoor Hot Tub and Inground Pool Access

Ranked 19 out of 187 in the Connecticut region, as well as being 3 of 15 for holiday rentals in Groton.

• “Beautiful new england river front home stead.”
• “A wonderful home to stay at!”
• “Wish we could have stayed longer….house felt like home.”
• See more reviews of Spectacular home with a amazing ocean - river view

Ranked 20 out of 187 in the Connecticut region, as well as being 1 of 11 for holiday rentals in Hartford.

• “Comfortable and peaceful”
• “Excellent stay.”
• See more reviews of The Wadsworth Suite A2

Ranked 21 out of 187 in the Connecticut region, as well as being 1 of 1 for holiday rentals in East Haven.

• “Peaceful, comfortable, welcoming, uneventful! Blessed!”
• “Very clean, very comfortable, close to the beach, great view...”
• “Stove/oven not working.”
• See more reviews of Cozy East Haven Apartment - Walk to Beach!

Ranked 22 out of 187 in the Connecticut region, as well as being 2 of 11 for holiday rentals in Hartford.

• “Great location and spacious.”
• “Hated it I had to get everyone a hotel room because we couldn’t get in”
• “What a great spot for a great weekend!”
• See more reviews of Secret Oasis In The Heart Of Hartford

Ranked 23 out of 187 in the Connecticut region, as well as being 9 of 17 for holiday rentals in Mystic.

• “Nice, comfortable stay. Little transparency on cleaning fees and expectations that you will manage their house and clean”
• “This house was perfect.”
• “Great location and quality home from which to explore Mystic and t”
• See more reviews of Quaint Mystic Home about 1 Mi to Town and Masons Island

Ranked 24 out of 187 in the Connecticut region, as well as being 1 of 3 for holiday rentals in Southbury.

• “Full apartment for everything we need”
• “Okay.”
• “We had a great time, Gabe was a great host and made sure to check in with us to be sure we had what we needed. I highly”
• See more reviews of Southford spacious apartment - Southbury, Connecticut

Ranked 25 out of 187 in the Connecticut region, as well as being 11 of 22 for holiday rentals in New Haven.

• “Wonderful place”
• “Excellent place to stay”
• “Henry’s place was clean to the level of sparkling!”
• See more reviews of Cozy Gem in the Heart of East Rock with FREE Parking near Yale and DT

Ranked 26 out of 187 in the Connecticut region, as well as being 1 of 2 for holiday rentals in New Britain.

• “Nicely furnished and great amenities.”
• “would definitely stay here again”
• “We will stay there on our next visit to my wife's hometown of Waterbury”
• See more reviews of Beautiful Space all for you!

Ranked 27 out of 187 in the Connecticut region, as well as being 3 of 11 for holiday rentals in Hartford.

• “The steps for older people are difficult. Price is good. Young people only”
• “Got scammed the property owners are scammers”
• “Good price, good place!”
• See more reviews of Private Room/Min. from Downtown 2

Ranked 28 out of 187 in the Connecticut region, as well as being 2 of 3 for holiday rentals in East Hampton.

• “I would stay here again”
• “Everything was perfect!!!”
• “Endless relaxation in pristine house with luxury accommodations on lake.”
• See more reviews of Sunset Cove

Ranked 29 out of 187 in the Connecticut region, as well as being 2 of 2 for holiday rentals in Bristol.

• “• Updated communication before arrival and check in...”
• “This apartment was wonderful!”
• “Comfortable and charming in Connecticut”
• See more reviews of 2 Bedroom Apartment Near Bristol Center

Ranked 30 out of 187 in the Connecticut region, as well as being 3 of 4 for holiday rentals in Stratford.

• “Perfect”
• “Awesome stay, glad we found it for a last minute girls night.”
• “Owners were nice and it’s a beautiful area. It’s close to shops and owners responses were quick.”
• See more reviews of My little place