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Cottages in Woodbridge

Enjoy Lakefront Sunsets in Cozy 2BR Cottage Escape

10.0 out of 10, Exceptional, (35)
"Clean stunning views amazing host "
Enjoy Lakefront Sunsets in Cozy 2BR Cottage Escape

Beachside Branford- walk to Beach, Grill

9.8 out of 10, Exceptional, (6)
"Charming little cottage that was just right for our trip to the CT shoreline."
Beachside Branford- walk to Beach, Grill

Westport "Gold Coast" across from Southport beach

10.0 out of 10, Exceptional, (92)
"Fantastic place, location with great host. Highly recommended "
Westport "Gold Coast" across from Southport beach

Direct waterfront cottage on private sandy beach

10.0 out of 10, Exceptional, (5)
"Enjoyed our stay very much. Cute cottage, rustic. Only downside was the airport is close "
Direct waterfront cottage on private sandy beach

Historic Whitneyville Cottage

9.4 out of 10, Exceptional, (16)
"My wife and I, and our little dog, had a great experience staying at the Yellow Cottage. For our needs, it was perfectly located. It's on a busy street, but the traffic noises wound down at night. Much nicer than the hotels in the area."
Historic Whitneyville Cottage

Guilford Carriage House at Granite Lodge!

3.0 star property
9.0 out of 10, Wonderful, (2)
"I’m normally not one to leave reviews but I had to for The Carriage House! Everything from the homey, relaxing feel to the great views was amazing! My friends and I wanted to extend our stay lol. We’re already planning another stay here for a summer trip! Also appreciated the host’s friendliness and ensuring we had an enjoyable experience. 10/10"
Guilford Carriage House at Granite Lodge!

Cozy Home near private beach , close to New Haven area colleges Hospitals

9.6 out of 10, Exceptional, (65)
"Joel was terrific, very responsive. The “cozy cottage” was everything we were expecting and hoping for. We plan to return."
Cozy Home near private beach , close to New Haven area colleges Hospitals

Charming 3 Bedroom Beach Front Cottage

2.0 star property
10.0 out of 10, Exceptional, (4)
"Stayed here while attending the Soundside Fest. Perfect location to be away from the busy Bridgeport area. The water is right there and it’s the perfect space for a weekend get away."
Charming 3 Bedroom Beach Front Cottage

Renovated Milford Beach home by Charles Island/Silver Sands Pk

10.0 out of 10, Exceptional, (6)
"This place was perfection for my mom and I. The location was easy to get to from highway, the inside of the place was spotless, updated and cozy and property owner Susana was highly responsive to any questions we had. The location was ideal for walks both on the beach and on walking paths. We will definitely stay again in the future. "
Renovated Milford Beach home by Charles Island/Silver Sands Pk

New Haven Gem w/ Private Pool, Walk to Beach!

3.0 star property
New Haven Gem w/ Private Pool, Walk to Beach!

Guest Cottage on Country Estate

9.2 out of 10, Wonderful, (41)
"the location and size of cottage were just what we were looking for."
Guest Cottage on Country Estate

1930s Waterfront Cottage on Tuttle's Point

9.6 out of 10, Exceptional, (29)
"We had a wonderful stay! The kitchen was well outfitted and the beach was perfect for our little grandson. Great kayaking, biking, hiking and of course, eating! Backyard and porch were awesome."
1930s Waterfront Cottage on Tuttle's Point

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, (95)
"Stunning cottage! Great location. Well-equipped kitchen! Comfy beds. Loved the views! Truly a special place!"
Waterfront Cottage in Branford

The Dream Location for Your Perfect Vacation

9.8 out of 10, Exceptional, (20)
"beautiful quiet spot on the beach, great place to stay."
The Dream Location for Your Perfect Vacation

Beachfront Connecticut Retreat w/ Views!

3.0 star property
10.0 out of 10, Exceptional, (1)
"Great spot on the ocean with an amazing host!"
Beachfront Connecticut Retreat w/ Views!

Charming Connecticut Retreat Near Museums & Hiking

3.0 star property
Charming Connecticut Retreat Near Museums & Hiking

The Island Sound: Ocean View Cottage near Yale, Beach, Downtown, Hikes

10.0 out of 10, Exceptional, (3)
"This is a nice spot to enjoy the Long Island Sound."
The price is ¥63,760
¥127,087 total
includes taxes & fees
Aug 19 - Aug 20
The Island Sound: Ocean View Cottage near Yale, Beach, Downtown, Hikes

Upscale Waterbury Retreat w/ Indoor Hot Tub!

3.0 star property
Upscale Waterbury Retreat w/ Indoor Hot Tub!

Elegant Middlefield Getaway w/ Game Room!

3.0 star property
Elegant Middlefield Getaway w/ Game Room!
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 Woodbridge Hotel Reviews

Frequently asked questions

Why book your cottage in Woodbridge with Expedia?
We think that traveling should be a piece of cake, so if you're after cottages in Woodbridge at an affordable rate, Expedia has got your back. Save those pennies and check in to an economical option far away from the city rush, or book an upmarket cottage to spoil the ones you love most.
How can I find cheap cottages in Woodbridge?
With Expedia's helpful filter tool, sourcing cheap cottages in Woodbridge has never been simpler. To discover properties that are very pocket friendly, fine-tune your search results by amenities, budget and star rating.
What is there to do in Woodbridge near my cottage?
Once you've unpacked your bags and settled in, get out and explore the amazing things Woodbridge has to offer. Tradition Golf Club at Oak Lane is a popular attraction to add to your itinerary.