Holiday Homes in Connecticut

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Check prices for these dates

Next weekend
22 Aug - 24 Aug
In two weeks
29 Aug - 31 Aug
In one month
12 Sept - 14 Sept
In two months
10 Oct - 12 Oct

Top Cities in Connecticut

New Haven which includes a high-rise building, a city and cbd
Holiday HomesHoliday Homes

New Haven

New Haven

Featured Holiday Homes in Connecticut

The Tree House at Underhill Hollow
Exterior

The Tree House at Underhill Hollow

9.2 out of 10, Wonderful, (25)
"Great stay and the tree house was amazing. We loved walking the trails and finding all the fairy houses and interacting with the animals! "
The price is NZ$289
includes taxes & fees
17 Aug - 18 Aug
The Tree House at Underhill Hollow
Thames River Retreat · CT College+Casinos+USCGA
Terrace/patio

Thames River Retreat · CT College+Casinos+USCGA

10.0 out of 10, Exceptional, (6)
"We found this home a perfect combination of being able to get away but also convenient to restaurants, stores, and activities. The view could not be beat and the house was clean and comfortable."
The price is NZ$1,051
includes taxes & fees
17 Aug - 18 Aug
Thames River Retreat · CT College+Casinos+USCGA
Cozy 2 bedroom home located minutes from downtown
Interior

Cozy 2 bedroom home located minutes from downtown

9.6 out of 10, Exceptional, (29)
"Perfect stay for the Yale-Harvard game. "
Cozy 2 bedroom home located minutes from downtown
Spacious Home nestled along the Blackberry River in Northwest CT
Fridge, microwave, oven, stovetop

Spacious Home nestled along the Blackberry River in Northwest CT

10.0 out of 10, Exceptional, (86)
"The team stayed here for a curling tournament. Great location for that and perfect for 4 non-couple guests"
Spacious Home nestled along the Blackberry River in Northwest CT
Regency Inn and Suites - Non Smoking King
Dining

Regency Inn and Suites - Non Smoking King

8.0 out of 10, Very good, (3)
"Desk clerk was wonderful. Made sure my stay was everything that I needed."
The price is NZ$202
includes taxes & fees
17 Aug - 18 Aug
Regency Inn and Suites - Non Smoking King
Comfortable Living in Casual 100 yr old Home, 10 min walk to Stonington Village
Fridge, microwave, oven, stovetop

Comfortable Living in Casual 100 yr old Home, 10 min walk to Stonington Village

9.8 out of 10, Exceptional, (161)
"Very nice!"
The price is NZ$433
includes taxes & fees
24 Aug - 25 Aug
Comfortable Living in Casual 100 yr old Home, 10 min walk to Stonington Village
Stareway to Heaven Su
Terrace/patio

Stareway to Heaven Su

10.0 out of 10, Exceptional, (6)
"We stayed with family at this lovely home for my son’s graduation and Mother’s Day. The home is even nicer than the pictures- everything is top notch. It’s one block from a nice beach with lovely views from many of the rooms. We would love to come back and stay! "
Stareway to Heaven Su
Waterfront 3-bedroom house less an 1 mile to Foxwoods and Great Wolf Lodge
Property grounds

Waterfront 3-bedroom house less an 1 mile to Foxwoods and Great Wolf Lodge

7.6 out of 10, Good, (7)
Waterfront 3-bedroom house less an 1 mile to Foxwoods and Great Wolf Lodge
Lakehouse, Boat Dock, Kayaks, Fire-Pit, King Bed, 1 Hour & 15 Min from NYC etc!
Outdoor dining

Lakehouse, Boat Dock, Kayaks, Fire-Pit, King Bed, 1 Hour & 15 Min from NYC etc!

9.0 out of 10, Wonderful, (19)
"We really enjoyed our stay. The house is walking distance from the lake and a good break for anyone trying to escape the bustle of NYC. The house was very clean and we felt safe and comfortable here’s the outdoor fire pit was a very nice touch."
Lakehouse, Boat Dock, Kayaks, Fire-Pit, King Bed, 1 Hour & 15 Min from NYC etc!
Cozy 3 bedroom minutes from Yale and the beach
Private kitchen

Cozy 3 bedroom minutes from Yale and the beach

7.4 out of 10, Good, (3)
"The inside was very clean, the back patio/garden area is cute, but the pool was green by day two. Overall we enjoyed our time here"
Cozy 3 bedroom minutes from Yale and the beach
Downtown Mystic Home Private Driveway Fenced in Yard Discounted longer stays
Terrace/patio

Downtown Mystic Home Private Driveway Fenced in Yard Discounted longer stays

10.0 out of 10, Exceptional, (104)
"A sweet cheerful place near the heart of mystic. We stayed for a week and found kitchen to be well equipped, house clean, comfortable, and conveniently located. "
Downtown Mystic Home Private Driveway Fenced in Yard Discounted longer stays
Candlewood Lakefront 3bd/ 2 bath house w/ 180 degree views!
Outdoor dining

Candlewood Lakefront 3bd/ 2 bath house w/ 180 degree views!

10.0 out of 10, Exceptional, (44)
"Had an amazing stay. House was stocked with all of the essentials. Fantastic location. Would definitely stay again!"
Candlewood Lakefront 3bd/ 2 bath house w/ 180 degree views!
The Seaport Bridgeman - All things Mystic steps from your door
Fridge, microwave, oven, stovetop

The Seaport Bridgeman - All things Mystic steps from your door

10.0 out of 10, Exceptional, (24)
"We had a great stay. Highly recommended!"
The Seaport Bridgeman - All things Mystic steps from your door
Beach Ready 3-bdrm house, Short Walk to Private Beach and Park, Lots of Parking
Beach nearby, sun-loungers, beach towels

Beach Ready 3-bdrm house, Short Walk to Private Beach and Park, Lots of Parking

10.0 out of 10, Exceptional, (39)
"Very clean well kept property near beach - host very welcoming and receptive. Enjoyed our stay!"
Beach Ready 3-bdrm house, Short Walk to Private Beach and Park, Lots of Parking
Charming 3-bedroom house with WiFi, AC in serene Fairfield
Fridge, microwave, oven, stovetop

Charming 3-bedroom house with WiFi, AC in serene Fairfield

9.6 out of 10, Exceptional, (4)
"Thank you for the stay!"
Charming 3-bedroom house with WiFi, AC in serene Fairfield
Spacious Home Near Mohegan Sun
Fridge, microwave, stovetop, coffee/tea maker

Spacious Home Near Mohegan Sun

2.0 out of 10, (1)
"My stay at this rental was deeply unsettling and unsafe. The apartment itself has a creepy, neglected vibe, and it only got worst. A serious safety issue occured when a teenager in our group fell through a rotted, unstable deck/ a terrifying and completely preventable accident. Even more concerning, the entrance code to our apartment was the same code used for all other units in the building. This made me feel extremely unsafe as anyone from another unit could have accessed ours at any time....
The price is NZ$1,389
includes taxes & fees
9 Sept - 10 Sept
Spacious Home Near Mohegan Sun
Grammy's Lake House w/ Private Waterfront Access
Miscellaneous

Grammy's Lake House w/ Private Waterfront Access

9.2 out of 10, Wonderful, (15)
"Very comfortable rockers and Adirondack chairs make it easy to relax and enjoy the lake view. Our bed was comfortable, and Nile supplied all we needed with linens and soaps. We appreciated all the space and large dining table. Lake is beautiful. Very enjoyable stay. Exceptional communication with our host. "
Grammy's Lake House w/ Private Waterfront Access
Lake Oasis with Firepit, Game room and Kayaks
Smart TV, ping pong

Lake Oasis with Firepit, Game room and Kayaks

10.0 out of 10, Exceptional, (1)
"This was our family's first time to Candlewood Lake/Squantz Pond. The area is picturesque and the location of this property is perfect. The porch off of the living area directly overlooks Squantz Pond and mountains. The basement was ideal for teenagers with a projector screen, air hockey/pool, and exercise equipment. The bedroom were spacious and beds comfortable. The kitchen/living area are open concept and the whole family could be together. The owner and his daughter are incredibly kind and...
Lake Oasis with Firepit, Game room and Kayaks
Business or Weekend escape
Pool

Business or Weekend escape

9.2 out of 10, Wonderful, (44)
"Very nice owner with great communication. "
The price is NZ$245
includes taxes & fees
18 Aug - 19 Aug
Business or Weekend escape
Beautifully Restored 1890’s House in beautiful & picturesque downtown Mystic.
Exterior

Beautifully Restored 1890’s House in beautiful & picturesque downtown Mystic.

10.0 out of 10, Exceptional, (49)
"Amazing home away from home. Very clean and walkable. It was a perfect girls trip weekend "
The price is NZ$1,266
includes taxes & fees
7 Sept - 8 Sept
Beautifully Restored 1890’s House in beautiful & picturesque downtown Mystic.
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Connecticut Hotel Reviews

Cambria Hotel New Haven University Area

Cambria Hotel New Haven University Area

10/10 Excellent
"The hotel staff, room and facilities was great. The breakfast service was VERY SLOW! Almost walked away without waiting. Would recommend visitors go out to eat instead. "
Vivien 1-night trip
Posted 14 hours ago
Cambria Hotel New Haven University Area