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

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Check prices for these dates

In two weeks
23 Oct - 25 Oct
In two months
4 Dec - 6 Dec
In three months
1 Jan - 3 Jan
In four months
29 Jan - 31 Jan

Our top choices for Coastal Connecticut vacation homes

A two-story house with a porch and a wooden picnic table in the front yard.

1. 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, (191 reviews)
"Fantastic location, great stay as always. Perfect for a weekend getaway."
United States
Jaime M.
The price is AED 371
AED 956 total
includes taxes & fees
10 Nov - 11 Nov
Comfortable Living in Casual 100 yr old Home, 10 min walk to Stonington Village
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)
"Excellent option for a short stay near the heart of it all in Wallingford."
United States
Jeanette W.
The price is AED 433
AED 1,071 total
includes taxes & fees
11 Oct - 12 Oct
Once the old Schools house now a newly furnished Apartment
A swimming pool at night with blue lighting.

3. 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 AED 331
AED 559 total
includes taxes & fees
11 Oct - 12 Oct
Business or Weekend escape
A stone pier leading to a beach with houses in the background.

4. Insta-worthy Couples Retreat: Perfect for romantic getaway!

Insta-worthy Couples Retreat: Perfect for romantic getaway!
Old Lyme
9.4 out of 10, Exceptional, (62 reviews)
"A beautiful little beach cottage that was just what the doctor ordered. A great place to unwind and take in the sea air."
United States
Emily M.
The price is AED 426
AED 1,011 total
includes taxes & fees
18 Oct - 19 Oct
Insta-worthy Couples Retreat: Perfect for romantic getaway!
A living room with a grey sofa, red and yellow cushions, a wooden coffee table, and a TV on a wooden cabinet.

5. 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, (11 reviews)
"We really liked this property! Modernized apartment in an older home. Clean, comfortable, and close to family in the area. Karl was great to work with. We will stay here again next time we visit family!"
United States
Alan
The price is AED 433
AED 1,071 total
includes taxes & fees
11 Oct - 12 Oct
Newly Remodeled 1-BR Close to Everything yet Very Private
A sandy beach with a wooden fence in the foreground and a clear sky with clouds in the background.

6. 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, (27 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 AED 327
AED 864 total
includes taxes & fees
13 Oct - 14 Oct
Cozy 2-bedroom vacation home《 free WiFi & parking 》New London, Connecticut, USA
A living room with a fireplace, a grey armchair, and a large window.

7. Luxurious-Modern feel w/ custom features - AC, short walk to the Beach and parks

Luxurious-Modern feel w/ custom features - AC, short walk to the Beach and parks
Waterford
10.0 out of 10, Exceptional, (13 reviews)
"We had a nice stay. Kitchen well stocked and house was clean and comfortable."
United States
Elaine A.
The price is AED 649
AED 1,715 total
includes taxes & fees
9 Nov - 10 Nov
Luxurious-Modern feel w/ custom features - AC, short walk to the Beach and parks
A two-story house with a porch, a front door with a wreath, and a small garden area.

8. 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 AED 426
AED 1,256 total
includes taxes & fees
12 Oct - 13 Oct
Bear Retreat - 2-bedroom house in Waterbury
A two-story house with a covered patio area, a front door, and a mailbox.

9. Cozy, comfy,quiet &close to casinos

Cozy, comfy,quiet &close to casinos
Montville
9.4 out of 10, Exceptional, (70 reviews)
"It was great ocation for a weekend get away with friends to Mohegan Sun"
United States
Teresa M.
The price is AED 410
AED 1,000 total
includes taxes & fees
13 Oct - 14 Oct
Cozy, comfy,quiet &close to casinos
A living room with a staircase, a sofa, a coffee table, and a TV.

10. 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 AED 500
AED 969 total
includes taxes & fees
11 Oct - 12 Oct
Loft •Pool • Gym • Free Parking • Near Yale
A marina with multiple docks and boats, surrounded by residential buildings and greenery.

11. 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 AED 426
AED 843 total
includes taxes & fees
28 Oct - 29 Oct
Gorgeous Waterfront 2 Bedroom 1 Bath Modern Home.
A room with a wooden floor, a white door, and a closet with hanging clothes and a folded towel.

12. 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 AED 473
AED 1,622 total
includes taxes & fees
26 Oct - 27 Oct
Quiet 1st-Floor 2BR Haven w/ King Bed, Desks, In-Unit Laundry & 2-Car Parking | Walk to Yale
A wooden deck with a white staircase leading to a covered area with a table and chairs.

13. Winner's Getaway - 2mi to Mohegan Sun

Winner's Getaway - 2mi to Mohegan Sun
Westside Norwich
10.0 out of 10, Exceptional, (13 reviews)
"Excellent on all points!"
United States
DAVID C.
The price is AED 749
AED 2,059 total
includes taxes & fees
15 Oct - 16 Oct
Winner's Getaway - 2mi to Mohegan Sun
A modern kitchen with white cabinets, stainless steel appliances, and a central island with bar stools.

14. The Blue Anchor House · walk Mystic-Train/Aquarium

The Blue Anchor House · walk Mystic-Train/Aquarium
Stonington
10.0 out of 10, Exceptional, (10 reviews)
"The house was clean, spacious and the location was perfect for all of our needs. Host was responsive when we reached out. Would definitely stay here again, and plan to in the future. "
United States
Bethany M.
The price is AED 710
AED 1,698 total
includes taxes & fees
3 Nov - 4 Nov
The Blue Anchor House · walk Mystic-Train/Aquarium
A staircase with a handrail, a potted plant with yellow flowers, and a sign above the stairs.

15. 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 AED 404
AED 538 total
includes taxes & fees
12 Oct - 13 Oct
Cozy 1-king size bedroom house in quiet Waterbury with 75" TV in your bedroom.
A round outdoor seating area with a teal cushion and patterned pillows, surrounded by greenery and a bamboo wall with string lights.

16. Gem by the water - Charming 2-bedroom house in fabulous Stamford with AC, WiFi

Gem by the water - Charming 2-bedroom house in fabulous Stamford with AC, WiFi
Waterside
9.8 out of 10, Exceptional, (20 reviews)
"Very nice location, easy check in and check out. Also very comfortable."
United States
Leslie S.
The price is AED 579
AED 1,194 total
includes taxes & fees
13 Oct - 14 Oct
Gem by the water - Charming 2-bedroom house in fabulous Stamford with AC, WiFi
A covered porch with wooden chairs and a bench, overlooking a street with cars and houses.

17. Charming 1845 Home in the Heart of Mystic – Walk to Everything!

Charming 1845 Home in the Heart of Mystic – Walk to Everything!
Mystic River Historic District
9.8 out of 10, Exceptional, (178 reviews)
"Great location "
United States
Brian S.
The price is AED 614
AED 1,264 total
includes taxes & fees
4 Nov - 5 Nov
Charming 1845 Home in the Heart of Mystic – Walk to Everything!
A kitchen with wooden cabinets, a stainless steel refrigerator, a dining table, and a sofa.

18. Elite room stay

Elite room stay
Bridgeport
The price is AED 760
AED 1,264 total
includes taxes & fees
12 Oct - 13 Oct
Elite room stay
A cozy living room with a brown leather sofa, a potted plant, and a spiral staircase.

19. The Horse Carriage 2 miles from Foxwoods Casino

The Horse Carriage 2 miles from Foxwoods Casino
Preston
10.0 out of 10, Exceptional, (4 reviews)
"Super short stay but welcoming, clean and convenient for location"
United States
Christina S.
The price is AED 721
AED 1,646 total
includes taxes & fees
12 Oct - 13 Oct
The Horse Carriage 2 miles from Foxwoods Casino
A modern living room with hardwood flooring, a leather sofa, a round coffee table, and a wooden side table. There is a dining area with a table and chairs visible in the background.

20. Luxurious-Modern feel w/ custom features - AC, short walk to Shelton

Luxurious-Modern feel w/ custom features - AC, short walk to Shelton
Shelton
The price is AED 578
AED 1,673 total
includes taxes & fees
2 Nov - 3 Nov
Luxurious-Modern feel w/ custom features - AC, short walk to Shelton
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

Two Trees Inn

Two Trees Inn

10/10 Excellent
"This was a really nice hotel."
Sharon 1-night trip
Posted 7 hours ago
Two Trees Inn

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