Photo by Joelvito Villaluz

Search Cottages in Derby

  • Plan, book, stay with confidence

    • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Next weekend
14 Feb - 16 Feb
In two weeks
21 Feb - 23 Feb
In one month
7 Mar - 9 Mar
In two months
4 Apr - 6 Apr

Compare 61 Cottages in Derby with updated reviews, rates, and availability.

Waterfront Cottage in Branford
Exterior

Waterfront Cottage in Branford

10.0 out of 10, Exceptional, (90)
"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
Historic Whitneyville Cottage
Exterior detail

Historic Whitneyville Cottage

9.6 out of 10, Exceptional, (14)
"Road noise was annoying. Otherwise as advertised."
Historic Whitneyville Cottage
Cozy Cabin @ Sticks & Stones Farm

Cozy Cabin @ Sticks & Stones Farm

8.0 out of 10, Very Good, (2)
"If you pictured this property minutes from the historic district of Newtown it’s exactly that. The space brings to life the feeling of the rustic yet comfortable aspect of Connecticut. My adult son and teenage daughter were comfortable but thoroughly enjoyed the living room fireplace. This location is 10 minutes away from restaurants that will please most families with a mix of family to high end with a side of fancy. "
The price is AED 349
AED 702 total
includes taxes & fees
10 Feb - 11 Feb
Cozy Cabin @ Sticks & Stones Farm
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
🔥Fairfield County Cozy cottage , super close great adventure
Living area

🔥Fairfield County Cozy cottage , super close great adventure

9.8 out of 10, Exceptional, (7)
"Clean property, quiet neighborhood, great location. Close to Sacred Heart Univ."
🔥Fairfield County Cozy cottage , super close great adventure
Short Beach Coastal Cottage
Beach

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
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!
Guest Cottage on Country Estate
Guest Cottage on 7 acre Estate. Two bedrooms, full bath with a laundry Sleeps 6

Guest Cottage on Country Estate

9.2 out of 10, Wonderful, (40)
"Beautiful cottage, spectacular property, wonderful hosts. Not sure what else to say? We came up to CT with our pup to look at areas we may want to move to. The cottage was perfect for us, nice and private and lots of land for our pup to walk. Great state park a few miles away and plenty of good restaurants nearby. Very happy!"
Guest Cottage on Country Estate
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, (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
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, (36)
"Enjoyed our stay. Jacques is probably the most responsive owner I have ever rented from. Makes a real difference. Always helpful with any queries. "
The price is AED 716
AED 1,099 total
includes taxes & fees
9 Feb - 10 Feb
Adorable 1-Bedroom Cottage in Weston, CT
Direct waterfront cottage on private sandy beach
Beach

Direct waterfront cottage on private sandy beach

10.0 out of 10, Exceptional, (2)
"Enjoyed our stay very much. Cute cottage, rustic. Only downside was the airport is close "
Direct waterfront cottage on private sandy beach
Westport "Gold Coast" across from Southport beach
Property grounds

Westport "Gold Coast" across from Southport beach

10.0 out of 10, Exceptional, (83)
"House was perfect and in a great location. It was clean, well-stocked and had everything you might need - either winter or summer. The owner was incredibly helpful. Unqualified highest recommendation "
Westport "Gold Coast" across from Southport beach
Sun and Fun on the beach!!
You are here!

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!!
Guilford Carriage House at Granite Lodge!
Guilford Vacation Rental | 1BR | 1BA | Step-Free Access via Side Door

Guilford Carriage House at Granite Lodge!

10.0 out of 10, Exceptional, (9)
"We had a couple of out of town events in the are this past weekend, and it was also my birthday, so we decided to stay somplace special. The Granite Lodge Carriage hose was all of that! Beautifully decorated and furnished with lots of special touches from the host! We would definitely recommend, and will!"
Guilford Carriage House at Granite Lodge!
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
Tranquil 1 bedroom cottage with King size bed & Fireplace in charming Bethel, CT
Living area

Tranquil 1 bedroom cottage with King size bed & Fireplace in charming Bethel, CT

10.0 out of 10, Exceptional, (4)
"Best vrbo we every stayed at"
Tranquil 1 bedroom cottage with King size bed & Fireplace in charming Bethel, CT
Charming 3 Bedroom Beach Front Cottage
Living room with view of ocean

Charming 3 Bedroom Beach Front Cottage

2.0 star property
10.0 out of 10, Exceptional, (2)
"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
Charming Branford Cottage Steps to Beach, Cozy Retreat with Grill, Fire Pit, Beach Gear, and More!
Beachside Bliss: Just steps away from the sand

Charming Branford Cottage Steps to Beach, Cozy Retreat with Grill, Fire Pit, Beach Gear, and More!

10.0 out of 10, Exceptional, (3)
"Charming little cottage that was just right for our trip to the CT shoreline."
Charming Branford Cottage Steps to Beach, Cozy Retreat with Grill, Fire Pit, Beach Gear, and More!
Money Island Home w/ Deck, Kayak & Paddleboards!
Enjoy a getaway unlike any other at this Money Island vacation rental home!

Money Island Home w/ Deck, Kayak & Paddleboards!

10.0 out of 10, Exceptional, (15)
"This waterfront property has it all! A comfortable, well-appointed, modern, light-filled space designed to take full advantage of its location on a point. Sweeping views of the Sound and other Thimbles from a generous deck perfectly positioned for privacy. The nearby sandbar beach feels almost like your own and the sense of friendly community on this small island is evident. The owners are gracious, welcoming, and immediately attentive to every question or need. Cannot recommend more highly!"
Money Island Home w/ Deck, Kayak & Paddleboards!
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, (6)
"Wonderful stay!"
Escape to 'River Cottage. Ready for hiking, fishing, or a peaceful break?
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.
Don't see what you're looking for?
See all available properties in Derby
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Other property types in Derby

New Haven Village Suites
Front of property

New Haven Village Suites

3.0 star property
7.6 out of 10, Good, (2002)
"The room layout, amenities and cleanliness were excellent. Think about adding a continental breakfast."
The price is AED 324
AED 373 total
includes taxes & fees
16 Feb - 17 Feb
New Haven Village Suites
DUNE Fairfield Beach
Room

DUNE Fairfield Beach

3.0 star property
8.8 out of 10, Excellent, (46)
"Sweet location and they remodeled it nice. However, be warned the bar next door does loud live music and the whole building shakes. Would only reccomend to the young party crowd. Not ideal for families. The manager was nice and did try to offer a refund for a night. Not sure how many people want to hear music vibrating until 2am. Young me would not have cared. Sweet beach access"
The price is AED 838
AED 1,166 total
includes taxes & fees
10 Feb - 11 Feb
DUNE Fairfield Beach
Luxury Furnished Apartments by Hyatus Downtown at Yale
Room

Luxury Furnished Apartments by Hyatus Downtown at Yale

3.5 star property
9.8 out of 10, Exceptional, (38)
"Great location. Nice place. Noisy neighbors though"
Luxury Furnished Apartments by Hyatus Downtown at Yale
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

Why book your cottage in Derby with Expedia?
We think that vacays should be easy, so if you’re after cottages in Derby at a nice price, Expedia is here to help. Stick to the budget and pick a low-cost option far away from the hustle and bustle, or splurge on a luxury cottage to really pamper your favorite people.
How can I find cheap cottages in Derby?
Expedia can help you easily track down cheap cottages in Derby. To reserve a superb stay in a few quick clicks, use our convenient filter tool to refine your search by budget, amenities and star rating.