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Check prices for these dates

Next weekend
27 June - 29 June
In two weeks
4 July - 6 July
In one month
18 July - 20 July
In two months
15 Aug - 17 Aug

Featured Cottages in Derby

Historic Whitneyville Cottage
Fridge, microwave, oven, stovetop

Historic Whitneyville Cottage

9.6 out of 10, Exceptional, (14)
"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
Beachside Branford- walk to Beach, Grill
Dining

Beachside Branford- walk to Beach, Grill

10.0 out of 10, Exceptional, (3)
"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
Property grounds

Westport "Gold Coast" across from Southport beach

10.0 out of 10, Exceptional, (86)
"Very cute spot in a great location. "
Westport "Gold Coast" across from Southport beach
Adorable 1-Bedroom Cottage in Weston, CT
Fridge, microwave, oven, stovetop

Adorable 1-Bedroom Cottage in Weston, CT

10.0 out of 10, Exceptional, (40)
"Loved our stay. We'll be back I am sure."
The price is AU$471
includes taxes & fees
26 June - 27 June
Adorable 1-Bedroom Cottage in Weston, CT
Cozy Cabin @ Sticks & Stones Farm
Interior

Cozy Cabin @ Sticks & Stones Farm

8.4 out of 10, Very good, (6)
"Nice clean cabin. Good communication with host."
Cozy Cabin @ Sticks & Stones Farm
Direct waterfront cottage on private sandy beach
On the beach, sun-loungers, beach towels

Direct waterfront cottage on private sandy beach

10.0 out of 10, Exceptional, (4)
"Enjoyed our stay very much. Cute cottage, rustic. Only downside was the airport is close "
Direct waterfront cottage on private sandy beach
Beachfront cottage located in the heart of Fairfield Beach!!
On the beach

Beachfront cottage located in the heart of Fairfield Beach!!

9.6 out of 10, Exceptional, (15)
"I grew up here! Always fun"
Beachfront cottage located in the heart of Fairfield Beach!!
Beachfront Connecticut Retreat w/ Views!
On the beach

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!
The Dream Location for Your Perfect Vacation
3 bedrooms, desk, free WiFi, bed sheets

The Dream Location for Your Perfect Vacation

9.8 out of 10, Exceptional, (17)
"beautiful quiet spot on the beach, great place to stay."
The Dream Location for Your Perfect Vacation
New Haven Gem w/ Private Pool, Walk to Beach!
Outdoor pool

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
Property grounds

Guest Cottage on Country Estate

9.2 out of 10, Wonderful, (40)
"the location and size of cottage were just what we were looking for."
Guest Cottage on Country Estate
Beach cottage on private beach!
Beach nearby, sun-loungers, beach towels

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
4 bedrooms, iron/ironing board, free WiFi, bed sheets

Waterfront Cottage in Branford

10.0 out of 10, Exceptional, (94)
"House is beautiful and the view even better. On the waters edge and very quiet grandkids were occupied and very happy "
Waterfront Cottage in Branford
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, (63)
"Exactly as advertised, very friendly and accommodating. "
Cozy Home near private beach , close to New Haven area colleges Hospitals
The Island Sound: Ocean View Cottage near Yale, Beach, Downtown, Hikes
On the beach, sun-loungers, beach towels

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 price is AU$1,350
includes taxes & fees
20 July - 21 July
The Island Sound: Ocean View Cottage near Yale, Beach, Downtown, Hikes
Streamside Cottage @ Sticks & Stones Farm
Miscellaneous

Streamside Cottage @ Sticks & Stones Farm

The price is AU$475
includes taxes & fees
29 June - 30 June
Streamside Cottage @ Sticks & Stones Farm
Renovated Milford Beach home by Charles Island/Silver Sands Pk
Beach nearby

Renovated Milford Beach home by Charles Island/Silver Sands Pk

10.0 out of 10, Exceptional, (4)
"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
Modern 4 Bedroom Beach House: Ideal for Families & Long Stays
Beach nearby, beach towels

Modern 4 Bedroom Beach House: Ideal for Families & Long Stays

9.8 out of 10, Exceptional, (11)
"Easy in and out and fast communication for any questions"
Modern 4 Bedroom Beach House: Ideal for Families & Long Stays
Cheerful 3BR Cottage, 5 min walk to Beach!
Beach

Cheerful 3BR Cottage, 5 min walk to Beach!

Cheerful 3BR Cottage, 5 min walk to Beach!
Charming Connecticut Retreat Near Museums & Hiking
House (3 Bedrooms) | Interior

Charming Connecticut Retreat Near Museums & Hiking

3.0 star property
Charming Connecticut Retreat Near Museums & Hiking
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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Frequently asked questions

What is there to do in Derby near my cottage?
Derby has enough experiences to keep you on the go for weeks (or months!), starting with Walnut Beach. Silver Sands State Park, Shubert Theatre and Sandy Point Beach are other terrific attractions. If you're lingering longer, Yale University Art Gallery and Seabluff Beach are great additions to your itinerary.