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Compare 60 Cottages in Trumbull with updated reviews, rates, and availability.

Waterfront Cottage in Branford
Exterior
Waterfront Cottage in Branford
10.0 out of 10, Exceptional, (83)
"We enjoyed our 2nd time at this house. Well-appointed and lots of space for our family to connect. Can’t beat the view!"
Waterfront Cottage in Branford
Adorable 1-Bedroom Cottage in Weston, CT
Living-Room view from Mezzanine
Adorable 1-Bedroom Cottage in Weston, CT
10.0 out of 10, Exceptional, (30)
"Very cozy cottage a little off the beaten path in Weston. Quiet & stocked with amenities for our comfort. The owner was helpful & responsive. If there was any drawback it would be helpful to air out the cottage as its an old building & investing in some new pillows would be appreciated by the next guests. Otherwise a great stay."
The price is SAR 732
SAR 1,142 total
includes taxes & fees
24 Sep - 25 Sep
Adorable 1-Bedroom Cottage in Weston, CT
Historic Whitneyville Cottage
Exterior
Historic Whitneyville Cottage
9.6 out of 10, Exceptional, (12)
"Very convenient for what we needed. Nice little cottage."
Historic Whitneyville Cottage
Sweet Dotti's Cottage on Candlewood Lake - 60M NYC
Property grounds
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
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!
Beach
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!
Tranquil 1 bedroom cottage with King size bed & Fireplace in charming Bethel, CT
View from property
Tranquil 1 bedroom cottage with King size bed & Fireplace in charming Bethel, CT
10.0 out of 10, Exceptional, (1)
"Great relaxing stay quite and comfortable "
Tranquil 1 bedroom cottage with King size bed & Fireplace in charming Bethel, CT
Cozy Country Cottage
Private kitchen
Cozy Country Cottage
2.0 star property
8.8 out of 10, Excellent, (3)
"Get away from the hustle and bustle with this cute country cottage. Queen beds in the first floor and super cool loft, nice updates in the bathroom and kitchen. Window A/C units kept us cool on one of the hottest weeks of the year. Close to Derby and Route 15 made this a super-convenient stop-over for us as we came back from our honeymoon!"
Cozy Country Cottage
Escape to 'River Cottage. Ready for hiking, fishing, or a peaceful break?
Living area
Escape to 'River Cottage. Ready for hiking, fishing, or a peaceful break?
10.0 out of 10, Exceptional, (1)
"Charming cottage, beautiful location, wonderful hosts! Located on a beautiful stretch of river and near outstanding running and hiking.Highly recommend."
Escape to 'River Cottage. Ready for hiking, fishing, or a peaceful break?
The Dream Location for Your Perfect Vacation
Property grounds
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
Renovated Milford Beach home by Charles Island/Silver Sands Pk
Beach
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
Westport "Gold Coast" across from Southport beach
Exterior
Westport "Gold Coast" across from Southport beach
10.0 out of 10, Exceptional, (79)
"Very cute spot in a great location. "
Westport "Gold Coast" across from Southport beach
Charming Private and Serene cottage close to I-84 and shopping
Exterior
Charming Private and Serene cottage close to I-84 and shopping
The price is SAR 938
SAR 1,691 total
includes taxes & fees
16 Oct - 17 Oct
Charming Private and Serene cottage close to I-84 and shopping
Historic Pound Ridge Cottage, 2 Beds, Fully Furnished
Property grounds
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!
Milford Vacation Rental | 3BR | 1.5BA | 832 Sq Ft | Steps to Access
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!
Cozy Home near private beach , close to New Haven area colleges Hospitals
Property grounds
Cozy Home near private beach , close to New Haven area colleges Hospitals
9.6 out of 10, Exceptional, (51)
"Loved my stay at this cottage! Plenty of space, probably too much space for just me :) Wonderful little touches such as fresh filtered water, bottle of wine etc. Super convenient to the best little beach, which was what I was looking for. Definitely on a busy street though. That would be the only potential down side."
Cozy Home near private beach , close to New Haven area colleges Hospitals
Modern 4 Bedroom Beach House: Ideal for Families & Long Stays
Welcome to our beach house! Enjoy our huge private backyard w/ tons of amenities
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
Property grounds
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
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
🔥Fairfield County Cozy cottage , super close great adventure
Interior
🔥Fairfield County Cozy cottage , super close great adventure
9.8 out of 10, Exceptional, (6)
"Comfortable house, not huge, but nicely decorated. Host was very quick to respond when I had trouble with door code. The only con for us was lack of handrails on steps to exterior doors (front and back). Otherwise a great place to stay."
🔥Fairfield County Cozy cottage , super close great adventure
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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
Front of property
New Haven Village Suites
3.0 star property
7.6 out of 10, Good, (1925)
"Excellent! Best kept secret in New Haven. My room was spacious. Lobby was beautiful and had coffee and breakfast. I would stay again, but you must have a car."
The price is SAR 372
SAR 413 total
includes taxes & fees
6 Oct - 7 Oct
New Haven Village Suites
Business or Weekend escape
A Queen Size Bed for Two Persons and Also Queen Size Sofa Bed for Two Persons.
Business or Weekend escape
9.6 out of 10, Exceptional, (22)
"Quaint basement studio with personal touches"
The price is SAR 281
SAR 507 total
includes taxes & fees
1 Oct - 2 Oct
Business or Weekend escape
DUNE Fairfield Beach
Room
DUNE Fairfield Beach
3.0 star property
8.8 out of 10, Excellent, (35)
"Enjoyed the stay in the modern suite, located a short walk to the beach. Recommend the hotel and touring in the Fairfield, CT area. "
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?
Cottages in Trumbull range between SAR270 and SAR402 per night. These properties offer a chance to soak up nature’s beauty — at a price you can afford. This price was 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?
Make use of your vacation days and choose from 60 cottages in Trumbull. Imagining a place where you can immerse yourself in nature? Expedia can help you find your ideal retreat in just a click or two.
Why book your cottage in Trumbull with Expedia?
We think that a vacation should be a piece of cake, so if you’re searching for cottages in Trumbull at the perfect price, Expedia is here to help. Stick to the budget and pick a thrifty option far from the hustle and bustle, or book an upmarket cottage to spoil your loved ones.
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