A mountainous landscape with rocky outcrops and autumn-colored trees.

Holiday Homes in Coastal Connecticut

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Check prices for these dates

In two weeks
9 Oct - 11 Oct
In two months
20 Nov - 22 Nov
In three months
18 Dec - 20 Dec
In four months
15 Jan - 17 Jan

Our top choices for Coastal Connecticut holiday homes

A two-story house with a porch, a front door with a wreath, and a small garden area.

1. Bear Retreat - 2-bedroom house in Waterbury

Bear Retreat - 2-bedroom house in Waterbury
Waterbury
10.0 out of 10, Exceptional, (9 reviews)
"Perfect, spacious area. Super clean. Communication was great. Would definitely book here again."
United States
Radha
The price is NZ$571
includes taxes & fees
8 Oct - 9 Oct
Bear Retreat - 2-bedroom house in Waterbury
A modern living room with a sofa, coffee table, and a TV mounted on the wall.

2. Once the old Schools house now a newly furnished Apartment

Once the old Schools house now a newly furnished Apartment
Wallingford Center
9.2 out of 10, Wonderful, (15 reviews)
"This apartment was wonderful - clean, well stocked, and cute. Aside from the proximity to the train tracks (although earplugs were thoughtfully provided), the location was great - close to the highway and more importantly Dairy Queen."
United States
Becky P.
The price is NZ$512
includes taxes & fees
7 Oct - 8 Oct
Once the old Schools house now a newly furnished Apartment
A living room with a grey sofa, red and yellow cushions, a wooden coffee table, and a TV on a wooden cabinet.

3. Newly Remodeled 1-BR Close to Everything yet Very Private

Newly Remodeled 1-BR Close to Everything yet Very Private
Wallingford
10.0 out of 10, Exceptional, (10 reviews)
"Very Clean with everything I needed. I will stay here again."
United States
David M.
The price is NZ$512
includes taxes & fees
6 Oct - 7 Oct
Newly Remodeled 1-BR Close to Everything yet Very Private
A room with a wooden floor, a white door, and a closet with hanging clothes and a folded towel.

4. Quiet 1st-Floor 2BR Haven w/ King Bed, Desks, In-Unit Laundry & 2-Car Parking | Walk to Yale

Quiet 1st-Floor 2BR Haven w/ King Bed, Desks, In-Unit Laundry & 2-Car Parking | Walk to Yale
Newhallville
The price is NZ$709
includes taxes & fees
30 Sept - 1 Oct
Quiet 1st-Floor 2BR Haven w/ King Bed, Desks, In-Unit Laundry & 2-Car Parking | Walk to Yale
A staircase with a handrail, a potted plant with yellow flowers, and a sign above the stairs.

5. Cozy 1-king size bedroom house in quiet Waterbury with 75" TV in your bedroom.

Cozy 1-king size bedroom house in quiet Waterbury with 75" TV in your bedroom.
Waterbury
8.0 out of 10, Very good, (1 review)
"I had an emergency and was only able to stay one night, but enjoyed my stay "
United States
Dirk N.
The price is NZ$259
includes taxes & fees
27 Sept - 28 Sept
Cozy 1-king size bedroom house in quiet Waterbury with 75" TV in your bedroom.
A marina with multiple docks and boats, surrounded by residential buildings and greenery.

6. Gorgeous Waterfront 2 Bedroom 1 Bath Modern Home.

Gorgeous Waterfront 2 Bedroom 1 Bath Modern Home.
Fair Haven
7.6 out of 10, Good, (5 reviews)
"Thanks for hosting us! It was clean and nice. For future guests, a long body mirror might be nice but we had a wonderful time and appreciated you bringing us extra towels quickly!"
United States
Jamie S.
The price is NZ$403
includes taxes & fees
28 Sept - 29 Sept
Gorgeous Waterfront 2 Bedroom 1 Bath Modern Home.
A swimming pool at night with blue lighting.

7. Business or Weekend escape

Business or Weekend escape
Stratford
9.2 out of 10, Wonderful, (59 reviews)
"Definitely clean - good place for an overnight stay."
United States
Kimberly
The price is NZ$269
includes taxes & fees
5 Oct - 6 Oct
Business or Weekend escape
A two-story house with a front porch, a wooden staircase, and a white door.

8. Charming 1-bedroom in a 6-bedrooms house in New Haven perfect for Yale visitors

Charming 1-bedroom in a 6-bedrooms house in New Haven perfect for Yale visitors
Fair Haven
The price is NZ$261
includes taxes & fees
29 Sept - 30 Sept
Charming 1-bedroom in a 6-bedrooms house in New Haven perfect for Yale visitors
A living room with a staircase, a sofa, a coffee table, and a TV.

9. Loft •Pool • Gym • Free Parking • Near Yale

Loft •Pool • Gym • Free Parking • Near Yale
Orange
9.0 out of 10, Wonderful, (2 reviews)
"We enjoyed our stay. Host was accommodating and quick to respond when we encountered issues."
United States
Ali B.
The price is NZ$466
includes taxes & fees
27 Sept - 28 Sept
Loft •Pool • Gym • Free Parking • Near Yale
A room with a large window overlooking a coastal view, a beige sofa, and a small table with books and a vase.

10. Clear LI Sound waterview, Wedding pics, Yale&Beach

Clear LI Sound waterview, Wedding pics, Yale&Beach
East Shore
10.0 out of 10, Exceptional, (13 reviews)
"Great stay! Would definitely stay again! "
United States
Frankie O.
The price is NZ$1,035
includes taxes & fees
29 Sept - 30 Sept
Clear LI Sound waterview, Wedding pics, Yale&Beach

11. Family Stays: Middletown, CT

Family Stays: Middletown, CT
Middletown
10.0 out of 10, Exceptional, (31 reviews)
"Clean, fully equipped kitchen, family friendly"
United States
Trisha T.
The price is NZ$466
includes taxes & fees
29 Sept - 30 Sept
Family Stays: Middletown, CT
A sandy beach with a wooden fence in the foreground and a clear sky with clouds in the background.

12. Cozy 2-bedroom vacation home《 free WiFi & parking 》New London, Connecticut, USA

Cozy 2-bedroom vacation home《 free WiFi & parking 》New London, Connecticut, USA
New London
8.0 out of 10, Very good, (26 reviews)
"Good location, great price, communication always great with the host. Accommodations were clean, decorative and comfortable. Heat and air, family friendly, and neat. Will return and recommend to friends and family!"
United States
Alicia W.
The price is NZ$415
includes taxes & fees
29 Sept - 30 Sept
Cozy 2-bedroom vacation home《 free WiFi & parking 》New London, Connecticut, USA
A modern living room with a grey sofa, a glass coffee table, and large windows offering views of the street.

13. Centric property close to all the great things in the city

Centric property close to all the great things in the city
Brooklawn - St. Vincent
6.6 out of 10, (17 reviews)
"This rental was great accommodation"
United States
Alma B.
The price is NZ$467
includes taxes & fees
4 Oct - 5 Oct
Centric property close to all the great things in the city
A marina with multiple docks and boats, surrounded by residential buildings and greenery.

14. Gorgeous Waterfront 3 Bedroom, 1.5 Bathroom Unit.

Gorgeous Waterfront 3 Bedroom, 1.5 Bathroom Unit.
Fair Haven
9.8 out of 10, Exceptional, (16 reviews)
"A cozy pet and family-friendly property. Very spacious."
United States
Wallace R.
The price is NZ$555
includes taxes & fees
29 Sept - 30 Sept
Gorgeous Waterfront 3 Bedroom, 1.5 Bathroom Unit.
A bedroom with a bed, two bedside tables, a lamp, an air conditioning unit, a patterned rug, and a painting on the wall.

15. Renovated Beachside Retreat

Renovated Beachside Retreat
Milford
The price is NZ$631
includes taxes & fees
8 Oct - 9 Oct
Renovated Beachside Retreat
A two-story house with a porch and a wooden picnic table in the front yard.

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

Comfortable Living in Casual 100 yr old Home, 10 min walk to Stonington Village
Stonington
9.8 out of 10, Exceptional, (189 reviews)
"Fantastic location, great stay as always. Perfect for a weekend getaway."
United States
Jaime M.
The price is NZ$473
includes taxes & fees
28 Sept - 29 Sept
Comfortable Living in Casual 100 yr old Home, 10 min walk to Stonington Village
A two-story house with a covered patio area, a front door, and a mailbox.

17. Cozy, comfy,quiet &close to casinos

Cozy, comfy,quiet &close to casinos
Montville
9.4 out of 10, Exceptional, (68 reviews)
"It was great ocation for a weekend get away with friends to Mohegan Sun"
United States
Teresa M.
The price is NZ$486
includes taxes & fees
30 Sept - 1 Oct
Cozy, comfy,quiet &close to casinos
A modern kitchen with white cabinets, a microwave, and a large TV displaying a beach scene.

18. Adorable Cottage, 5 min walk to water & town

Adorable Cottage, 5 min walk to water & town
Westbrook Center
9.2 out of 10, Wonderful, (17 reviews)
"Very nice small place to stay by the beach and close to great coffee shop. "
United States
Donovan V.
The price is NZ$835
includes taxes & fees
28 Sept - 29 Sept
Adorable Cottage, 5 min walk to water & town
A modern living room with a sofa, a dining table, and a massage chair.

19. #29 - Modern 5 Bedroom/2 Bath

#29 - Modern 5 Bedroom/2 Bath
Middletown
9.0 out of 10, Wonderful, (7 reviews)
"Great place! "
United States
Gail R.
The price is NZ$867
includes taxes & fees
7 Oct - 8 Oct
#29 - Modern 5 Bedroom/2 Bath
A covered porch with a wicker chair and a potted plant.

20. 3-bedroom house just walking distance from Yale and Downtown

3-bedroom house just walking distance from Yale and Downtown
Dixwell
10.0 out of 10, Exceptional, (6 reviews)
"Great stay!"
United States
Mark S.
The price is NZ$794
includes taxes & fees
27 Oct - 28 Oct
3-bedroom house just walking distance from Yale and Downtown
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 Coastal Connecticut Hotel Reviews

Amsterdam Hotel

Amsterdam Hotel

8/10 Good
"Great value for the area. Room decor is dated but in good condition. Very nice microwave, refrigerator and coffee maker area. Very large rooms."
Michael P 1-night trip
Posted 2 hours ago
Amsterdam Hotel

Find out more about Coastal Connecticut

Coastal Connecticut Holiday Homes information

Number of reviews
467
Accommodation
597 Holiday Homes
Lowest Price
NZ$259
Highest Price
NZ$1,035

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