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Compare 59 Cottages in Trumbull with updated reviews, rates, and availability.

Cozy Home near private beach , close to New Haven area colleges Hospitals
9.6 out of 10, Exceptional, (53)
"Great place to stay, it was perfect for 2! And The host went over and beyond.. went out and bought a blender once we were there, since I needed one and let us use his grill when we had a lot to cook at once for my sons friends! "
Cozy Home near private beach , close to New Haven area colleges Hospitals
Escape to 'River Cottage. Ready for hiking, fishing, or a peaceful break?
10.0 out of 10, Exceptional, (4)
"Charming cottage in bucolic setting. Clean comfortable haven for my husband and self. Forested roadways put us in the heart of Fall’s glory. Nearby find hiking trails, lakes and the vibrant town of Westport, CT. Owners were so gracious! Check in a breeze. "
Escape to 'River Cottage. Ready for hiking, fishing, or a peaceful break?
Sweet Dotti's Cottage on Candlewood Lake - 60M NYC
9.6 out of 10, Exceptional, (14)
"Landscaping was spectacular and we enjoyed a beautiful view of the lake. Baths and bedrooms very clean. Plenty of charging ports. Terrible mold and mildew smell in lower level. Number of hazards noted, handrail missing on stairs, no lights on outdoor stairway, thermostat access by leaning over the stairs. The property needs a good deep cleaning."
Sweet Dotti's Cottage on Candlewood Lake - 60M NYC
Fairfield Cottage · Charming Fairfield Cottage By The Sea
10.0 out of 10, Exceptional, (31)
"What a wonderful find, and only an hour away from NYC. Fairfield CT is beautiful, friendly people, great restaurants, dog friendly, beautiful private beach, the list goes on and on. Thank you to Gerard for being so helpful, kind and always there to answer any questions, and give great recommendations. If you ever need a break from the city, this is the place to go to. Thanks again for such a wonderful holiday! We will be back."
Fairfield Cottage · Charming Fairfield Cottage By The Sea
Beach cottage on private beach!
10.0 out of 10, Exceptional, (4)
"It was a very nice cottage. Great price for staying right on the beach"
Beach cottage on private beach!
Waterfront Cottage in Branford
10.0 out of 10, Exceptional, (87)
"Our family from Boston and NYC met in the middle at this beautiful location for a Fall long weekend. The lake views did not dissapoint and we were treated to a beautiful sunset all 3 nights. The house is spacious with a dream kitchen and every amenity. The host, David, was very easy to communicate with, quick to respond and very helpful. We hope to visit again!"
Waterfront Cottage in Branford
The Dream Location for Your Perfect Vacation
9.8 out of 10, Exceptional, (16)
"beautiful quiet spot on the beach, great place to stay."
The Dream Location for Your Perfect Vacation
Adorable 1-Bedroom Cottage in Weston, CT
10.0 out of 10, Exceptional, (33)
"This cottage is so beautiful, well equipped and comfortable. The hosts were welcoming, accommodating and checked in with us to make certain we were enjoying our visit. The gorgeous location was perfect for us. We were visiting family in the area which is why we chose it. We didn’t realize how near it was to quaint towns, great restaurants, etc. We also spent an afternoon at nearby Sherwood Island followed by lobster rolls at a nearby restaurant. Thank you! Looking forward to a return visit! "
The price is AED 716
AED 1,114 total
includes taxes & fees
7 Nov - 8 Nov
Adorable 1-Bedroom Cottage in Weston, CT
Renovated Milford Beach home by Charles Island/Silver Sands Pk
10.0 out of 10, Exceptional, (2)
"Our family of 4 stayed comfortably. Towels and sheets were well stocked. We loved walking across to the beach. Our 10 year old could take our 5 year old. We biked on street and sidewalks to downtown Milford, public library, playground. We loved Pennys used books. It was such a relaxing trip and we will be back to stay at Susana's lovely place."
Renovated Milford Beach home by Charles Island/Silver Sands Pk
Historic Whitneyville Cottage
9.6 out of 10, Exceptional, (12)
"Very convenient for what we needed. Nice little cottage."
Historic Whitneyville Cottage
Westport "Gold Coast" across from Southport beach
10.0 out of 10, Exceptional, (81)
"Had the best time. Walked to the beach. Great local restaurants as well."
Westport "Gold Coast" across from Southport beach
Historic Pound Ridge Cottage, 2 Beds, Fully Furnished
9.4 out of 10, Exceptional, (3)
"I spent 2 serene weeks here and hope to return some day! With modern creature comforts in the kitchen, the rest of this home is very rustic. If you are looking for peace and quiet, and are into drawing, cooking or reading books to the sounds of trees rustling and water flowing across the street, you will be in heaven here. For summer months, note that there is only a small portable AC unit in the sunroom. There are several fans and it was manageable in early summer, but I imagine it is quite...
Historic Pound Ridge Cottage, 2 Beds, Fully Furnished
Beachfront Connecticut Retreat w/ Views!
9.6 out of 10, Exceptional, (7)
"Just a wonderful beach cottage in a great spot that had all we needed"
Beachfront Connecticut Retreat w/ Views!
Modern 4 Bedroom Beach House: Ideal for Families & Long Stays
9.6 out of 10, Exceptional, (10)
"A/C was started for us, so it was comfortable."
Modern 4 Bedroom Beach House: Ideal for Families & Long Stays
The Island Sound: Ocean View Cottage near Yale, Beach, Downtown, Hikes
10.0 out of 10, Exceptional, (2)
"This is a nice spot to enjoy the Long Island Sound."
The Island Sound: Ocean View Cottage near Yale, Beach, Downtown, Hikes
Short Beach Coastal Cottage
10.0 out of 10, Exceptional, (14)
"It was really evident that the hosts enjoy this project. Very nice people and everything was tip top."
Short Beach Coastal Cottage
Beachfront cottage located in the heart of Fairfield Beach!!
9.6 out of 10, Exceptional, (15)
"This is my third year staying at this property. I have friends that live around the area so it is a nice quiet private space to reconnect. Paul the host is always quick to respond to any concerns I may have while staying. My dog Angel is in heaven literally 5 steps to the water . The beach and people are so kind and friendly. Love it!"
Beachfront cottage located in the heart of Fairfield Beach!!
Bright Milford Beach House w/ Outdoor Shower
3.0 star property
Bright Milford Beach House w/ Outdoor Shower
Sun and Fun on the beach!!
9.6 out of 10, Exceptional, (15)
"Very good place on the beach….and beach walking Paul communication was very timely"
Sun and Fun on the beach!!
South Salem Vacation Rental w/ Furnished Deck!
10.0 out of 10, Exceptional, (1)
"Everything was easy and fine at the space. I had to stay for family reasons - so "location" was the most important factor to me. The worst thing in the unit is that the spiral stair is narrow - and a fat person or person with bad knees is NOT going to be using that stairwell easily. Otherwise, the unit had everything I needed and was perfectly appointed for an easy weekend stay. Enjoy!"
South Salem Vacation Rental w/ Furnished Deck!
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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Other property types in Trumbull

New Haven Village Suites
3.0 star property
7.6 out of 10, Good, (1957)
"Breakfast buffet had one tiny yogurt cup, sausage patties and potato cubes, no eggs…. Even hard boiled. Just say very limited breakfast included. "
The price is AED 364
AED 405 total
includes taxes & fees
24 Nov - 25 Nov
New Haven Village Suites
Business or Weekend escape
9.6 out of 10, Exceptional, (29)
"good clean place, great communication from owner, overall good for the cost!"
The price is AED 275
AED 496 total
includes taxes & fees
11 Nov - 12 Nov
Business or Weekend escape
DUNE Fairfield Beach
3.0 star property
8.8 out of 10, Excellent, (40)
"The property is generally old, but it was a nice renovation. Of the room. "
The price is AED 742
AED 1,030 total
includes taxes & fees
11 Nov - 12 Nov
DUNE Fairfield Beach
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.

Frequently asked questions

How much do cottages in Trumbull cost?
Rates for cottages in Trumbull range between AED 716 and AED 716 per night. No matter your budget, you’re sure to find a perfect place to touch base with nature. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many cottages are there in Trumbull?
There are 59 cottages in Trumbull. Whether you’re taking a trip with the kids or organizing a weekend break with your buddies, Expedia can help you find the perfect property to get back to nature.
Why book your cottage in Trumbull with Expedia?
Booking a cottage in Trumbull is as easy as working out your travel dates and selecting an ideal place for a vacation in the outdoors. From luxurious retreats to budget-friendly stays and cottages that include amenities like laundry facilities, Expedia has something for all traveler tastes. As for the best offers around? We’ve got your back!
How can I find cheap cottages in Trumbull?
Expedia can help you easily source cheap cottages in Trumbull. To reserve the perfect stay in a few quick clicks, use our handy filter tool to refine your search by budget, star rating and amenities.