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

Coastal Connecticut Vacation Rentals

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Our top choices for Coastal Connecticut vacation rentals

1. Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy
2.5 star property
East Haddam
9.4 out of 10, Exceptional, (184 reviews)
"Beautiful cabin! Will def go again!"
United States
Morainny
The price is CA $176
CA $330 total
includes taxes & fees
Sep 7 - Sep 8
Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy

2. DUNE Fairfield Beach

DUNE Fairfield Beach
3.0 star property
Fairfield Beach
9.0 out of 10, Wonderful, (111 reviews)
"I was there 4 times, excellent location, good rooms and nice people"
United States
slava
The price is CA $245
CA $367 total
includes taxes & fees
Sep 21 - Sep 22
DUNE Fairfield Beach

3. Guesthouse at Norwalk Inn

Guesthouse at Norwalk Inn
3.5 star property
Historic District
8.6 out of 10, Excellent, (42 reviews)
"Friendly staff. Great room . Walking distance to the district theatre. Will def stay there again "
United States
Ronbert
The price is CA $294
CA $338 total
includes taxes & fees
Sep 1 - Sep 2
Guesthouse at Norwalk Inn

4. Stamford Suites

Stamford Suites
4.0 star property
Downtown Stamford
6.2 out of 10, (169 reviews)
"Very friendly staff and nice clean hotel!!"
United States
Alice
The price is CA $228
CA $262 total
includes taxes & fees
Sep 3 - Sep 4
Stamford Suites

5. All New 1BR with tons of Charm

All New 1BR with tons of Charm
Wallingford Center
10.0 out of 10, Exceptional, (11 reviews)
"Very nice! Clean and had everything you would need for a few nights away from home. I book again. "
United States
ALRUNDUS L.
The price is CA $164
CA $408 total
includes taxes & fees
Sep 1 - Sep 2
All New 1BR with tons of Charm

6. Spacious 2 Bedroom apartment close to Yale Bowl

Spacious 2 Bedroom apartment close to Yale Bowl
West New Haven
9.6 out of 10, Exceptional, (79 reviews)
The price is CA $181
CA $320 total
includes taxes & fees
Sep 5 - Sep 6
Spacious 2 Bedroom apartment close to Yale Bowl

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

Once the old Schools house now a newly furnished Apartment
Wallingford Center
9.0 out of 10, Wonderful, (14 reviews)
"Excellent option for a short stay near the heart of it all in Wallingford."
United States
Jeanette W.
The price is CA $164
CA $408 total
includes taxes & fees
Sep 1 - Sep 2
Once the old Schools house now a newly furnished Apartment

8. Bright Downtown Studio near Yale & East Rock!

Bright Downtown Studio near Yale & East Rock!
Downtown New Haven
9.2 out of 10, Wonderful, (16 reviews)
"Pretty close to Yale campus"
United States
Dongjian
The price is CA $150
CA $337 total
includes taxes & fees
Sep 1 - Sep 2
Bright Downtown Studio near Yale & East Rock!

9. Angelica’s safe haven @ west haven

Angelica’s safe haven @ west haven
West Haven
10.0 out of 10, Exceptional, (7 reviews)
"We had a great stay. Comfortable home with a large living room. Beds were great. "
United States
Jason V.
The price is CA $209
CA $493 total
includes taxes & fees
Sep 1 - Sep 2
Angelica’s safe haven @ west haven

10. Lovely Bohemian Loft Downtwn, Amphitheater,Seaside Park,Metro North,2-10min walk

Lovely Bohemian Loft Downtwn, Amphitheater,Seaside Park,Metro North,2-10min walk
Downtown Bridgeport
9.8 out of 10, Exceptional, (17 reviews)
"The accommodations were incredible. The host provided many helpful materials that made the stay very comfortable. The apartment was very cute and had nice amenities for the guests that go above any beyond what a hotel can provide."
United States
Bailey
The price is CA $195
CA $320 total
includes taxes & fees
Sep 2 - Sep 3
Lovely Bohemian Loft Downtwn, Amphitheater,Seaside Park,Metro North,2-10min walk

11. Cozy One Bedroom Apartment Centrally Located in Southbury

Cozy One Bedroom Apartment Centrally Located in Southbury
Southbury
10.0 out of 10, Exceptional, (36 reviews)
"Everything was perfect and it's a great place to stay. Highly recommended and the folks there are A+."
United States
Bob
The price is CA $123
CA $169 total
includes taxes & fees
Sep 8 - Sep 9
Cozy One Bedroom Apartment Centrally Located in Southbury

12. Stocked home close to Yale, in Heart of New Haven

Stocked home close to Yale, in Heart of New Haven
Mill River
9.2 out of 10, Wonderful, (27 reviews)
"Great value very close to university. "
United States
Lawrence
The price is CA $175
CA $312 total
includes taxes & fees
Sep 2 - Sep 3
Stocked home close to Yale, in Heart of New Haven

13. The Sicilian

The Sicilian
West New Haven
9.2 out of 10, Wonderful, (15 reviews)
"It was the perfect day and very convenient for our trip for our son’s graduation. Thank you for being so receptive and helpful."
United States
Michele B.
The price is CA $136
CA $334 total
includes taxes & fees
Sep 1 - Sep 2
The Sicilian

14. Cozy Comforts! Country living at its finest - just 10 min to downtown Middletown

Cozy Comforts! Country living at its finest - just 10 min to downtown Middletown
Haddam
10.0 out of 10, Exceptional, (36 reviews)
"My son and I were here for two nights and had an excellent time. It was exactly as described and such a tastefully decorated and maintained place to stay. Would definitely stay here again if in the area!"
United States
Kate F.
The price is CA $174
CA $357 total
includes taxes & fees
Sep 8 - Sep 9
Cozy Comforts! Country living at its finest - just 10 min to downtown Middletown

15. 1-bedroom cottage with Grove Beach 🏖️ access.

1-bedroom cottage with Grove Beach 🏖️ access.
Clinton
9.6 out of 10, Exceptional, (55 reviews)
The price is CA $173
CA $324 total
includes taxes & fees
Sep 28 - Sep 29
1-bedroom cottage with Grove Beach 🏖️ access.

16. 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 CA $164
CA $410 total
includes taxes & fees
Sep 20 - Sep 21
Newly Remodeled 1-BR Close to Everything yet Very Private

17. 2BR with Laundry | Near Yale & Wooster Square

2BR with Laundry | Near Yale & Wooster Square
Downtown New Haven
9.6 out of 10, Exceptional, (8 reviews)
"Very well appointed apartment in an excellent location. We took our dog and foung the nearby parks and dog run ideal. "
United States
Jonathan K.
The price is CA $168
CA $422 total
includes taxes & fees
Sep 1 - Sep 2
2BR with Laundry | Near Yale & Wooster Square

18. 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 CA $125
CA $212 total
includes taxes & fees
Sep 29 - Sep 30
Business or Weekend escape

19. The Tiny Cottage & Mini Farm

The Tiny Cottage & Mini Farm
Oakdale,
10.0 out of 10, Exceptional, (11 reviews)
"I'll stay again if in the area. "
United States
Jeffrey H.
The price is CA $161
CA $213 total
includes taxes & fees
Sep 29 - Sep 30
The Tiny Cottage & Mini Farm

20. Luxury Designer 2 bedroom+office/3bed vacation home.

Luxury Designer 2 bedroom+office/3bed vacation home.
Brooklawn - St. Vincent
9.6 out of 10, Exceptional, (26 reviews)
"Very accurate description of listing - host was very responsive. Would stay again!"
United States
Anonymous traveller
The price is CA $192
CA $570 total
includes taxes & fees
Sep 14 - Sep 15
Luxury Designer 2 bedroom+office/3bed vacation home.
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

Find out more about Coastal Connecticut

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Coastal Connecticut. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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