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
$215 nightly
The price is $247
Sep 30 - Oct 1
Total with taxes and fees
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
$235 nightly
The price is $270
Sep 21 - Sep 22
Total with taxes and fees
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
$219 nightly
The price is $252
Sep 2 - Sep 3
Total with taxes and fees
Guesthouse at Norwalk Inn

4. Stamford Suites

Stamford Suites
4.0 star property
Downtown Stamford
6.2 out of 10, (171 reviews)
"Very friendly staff and nice clean hotel!!"
United States
Alice
$136 nightly
The price is $156
Sep 2 - Sep 3
Total with taxes and fees
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.
$278 nightly
The price is $296
Sep 2 - Sep 3
Total with taxes and fees
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)
"Clean, thoughtful, safe. Great stay"
United States
Daniel S.
$205 nightly
The price is $232
Sep 5 - Sep 6
Total with taxes and fees
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.
$278 nightly
The price is $296
Sep 2 - Sep 3
Total with taxes and fees
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
$217 nightly
The price is $246
Sep 2 - Sep 3
Total with taxes and fees
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.
$315 nightly
The price is $356
Sep 2 - Sep 3
Total with taxes and fees
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
$205 nightly
The price is $232
Sep 2 - Sep 3
Total with taxes and fees
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
$108 nightly
The price is $121
Sep 7 - Sep 8
Total with taxes and fees
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
$197 nightly
The price is $222
Sep 13 - Sep 14
Total with taxes and fees
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.
$215 nightly
The price is $243
Sep 2 - Sep 3
Total with taxes and fees
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.
$231 nightly
The price is $261
Sep 28 - Sep 29
Total with taxes and fees
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)
"We enjoyed our stay"
United States
JM B.
$203 nightly
The price is $229
Sep 2 - Sep 3
Total with taxes and fees
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.
$278 nightly
The price is $296
Sep 20 - Sep 21
Total with taxes and fees
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.
$265 nightly
The price is $299
Sep 9 - Sep 10
Total with taxes and fees
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
$135 nightly
The price is $152
Sep 29 - Sep 30
Total with taxes and fees
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.
$133 nightly
The price is $149
Sep 7 - Sep 8
Total with taxes and fees
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 traveler
$364 nightly
The price is $412
Sep 14 - Sep 15
Total with taxes and fees
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

Everything you need to know about Coastal Connecticut vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Coastal Connecticut vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Coastal Connecticut vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Coastal Connecticut vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Coastal Connecticut. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Coastal Connecticut in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $152 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Coastal Connecticut rentals

At Expedia, we put the best Coastal Connecticut vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Coastal Connecticut rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Coastal Connecticut vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Coastal Connecticut. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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