Derby Vacation Rentals from $147: Search Short-Term Rentals

Q: What are some of the best vacation rentals in Derby?

Beechmont - Perfect for Family Retreat! : You might want to consider this vacation rental near Derby, which is located near the airport and has a private balcony, a terrace, and air-conditioning to put you at ease in your new surroundings. Kitchen amenities include a full-sized fridge, a dishwasher, and a stovetop. You can relax into your vacation with a private yard and a selection of games.

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Vacation Rentals in Derby

Private beach nearby, sun loungers, beach umbrellas, beach towels

"A cute hotel close to the beach! Super easy check in and check out. "

$232 nightly

Oct 19 - Oct 20

Total with taxes and fees

Honeymoon Apartment, 3 Bedrooms, Kitchen | In-room dining

"Loved our stay here. "

$916 nightly

Oct 6 - Oct 7

Total with taxes and fees

"A great place to stay during reunions! Prime campus-adjacent location, an easy walk to all things on campus!"

$209 nightly

Oct 6 - Oct 7

Total with taxes and fees

"We had stayed at Mansoor's a few weeks ago and returned this past weekend. Once again, we found the place spotless, comfortable and well-stocked. We really like this place and expect to return again in the future. "

$130 nightly

Oct 5 - Oct 6

Total with taxes and fees

"This is a property that is very good for large family gatherings, which is how we gathered for a birthday celebration. This area of CT. is great and has lots to do.The house is in the perfect location to do all of it.Again, suits large groups well. Room for everyone."

"Very clean house. set up very nicely, landlord was very responsive and helpful. perfect for what we needed "

$1,209 nightly

Oct 6 - Oct 7

Total with taxes and fees

"Amalfi’s place was as described. It was clean and comfortable and mostly quiet. Amalfi was excellent with communication. Would certainly stay again when visiting family."

$209 nightly

Oct 6 - Oct 7

Total with taxes and fees

"High quality experience, walking distance to all we needed, clean and spacious. Excellent support and communication from the hosts, would stay again."

"My best friend and I wanted to get out of the city with our pups for a long weekend, and this was absolutely the perfect place to do that! Robert was accommodating, kind, and quick to respond. And the neighborhood/community is adorable, friendly, and low key. Being literally steps from the beach was beyond amazing, and being able to sit on the front patio and get the breeze/view was unmatched! Can’t wait to come back again! "

"This Carriage House is exactly as described. Wonderful location and setting, just steps away from Branford Point. Hope to visit again soon! "

"Beautifully appointed luxury 2 nd floor accommodations in the city of Bridgeport. Guests could comfortably stay for multiple nights with the well equipped kitchen and dining room space. "

$386 nightly

Oct 6 - Oct 7

Total with taxes and fees

On the beach, sun loungers, beach towels

"Fantastic all around!"

"Place was great for family and having a washer and dryer was a big help. Place was super clean and comfortable "

$223 nightly

Oct 5 - Oct 6

Total with taxes and fees

Smart TV, video games, table tennis, books

"The property was great- amenities like linens, decor, kitchen items were high quality. Great view also!"

"Needed a place to sleep for a couple of nights and this worked for us."

$155 nightly

Oct 2 - Oct 3

Total with taxes and fees

"Very easy stay and great location convenient to Fairfield University . Plenty of options to walk to for coffee or meals. Had everything we needed. Clean, well equipped. Great communication with owners. "

"Great family get together where we all were very comfortable. "

Fridge, oven, stovetop, coffee/tea maker

"This rental was great accommodation"

$265 nightly

Oct 2 - Oct 3

Total with taxes and fees

"Attended a wedding close by. This house was a comfortable clean place to rest in between events. Lovely water front. Calm and peaceful"

$538 nightly

Oct 5 - Oct 6

Total with taxes and fees

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Top Derby Hotel Reviews

New Haven Hotel

10/10 Excellent

"Friendly staff. Nice rooms. Good location/value."

Holiday Inn Express & Suites Milford by IHG

10/10 Excellent

"We feel sorry that we didn't realize that we could hang a sign on our door to indicate that we did not need our room to be tidied up after our first night of staying there. We thought the breakfast was excellent. We had many choices and some really tasty omelettes."

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Everything you need to know about Derby vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Derby vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Derby vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Derby vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Derby. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Derby in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $147 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Derby rentals

At Expedia, we put the best Derby vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Derby rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Derby vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Derby. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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Frequently asked questions

Are there vacation rentals in Derby?

Yes, we offer vacation rentals near top attractions in Derby, or you can go with a secluded option if you'd like a relaxing place to stay. Derby is known for its parks and museums.

What are some of the best vacation rentals in Derby?

Beechmont - Perfect for Family Retreat!: You might want to consider this vacation rental near Derby, which is located near the airport and has a private balcony, a terrace, and air-conditioning to put you at ease in your new surroundings. Kitchen amenities include a full-sized fridge, a dishwasher, and a stovetop. You can relax into your vacation with a private yard and a selection of games.

What’s there to see and do in Derby?

While exploring the area, visit family-friendly sights like SportsCenter of Connecticut, or get outside and enjoy nature at Housatonic River. While here, Osborne Homestead Museum and Osborndale State Park are other places worth a visit.

What’s a vacation rental in Derby like?

A vacation rental is a private property you can stay in for several days or longer in Derby. Vacation rentals provide amenities like WiFi and washers and dryers so your stay will be comfortable. If you're concerned about a sanitized environment, a vacation rental can offer a sense of safety away from shared hotel elevators and busy lobbies while still allowing you the enjoyment of travel. You'll also get more space in a vacation rental than in a traditional hotel, which makes a vacation rental an attractive choice for small groups.

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Derby Vacation Rentals

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Vacation Rentals in Derby

DUNE Fairfield Beach

Luxury Furnished Apartments by Hyatus Downtown at Yale

Beechmont - Perfect for Family Retreat!

Charming Studio| Near Yale| Downtown New Haven

Business or Weekend escape

Lakeside/Sleeps20/HotTub/GameRoom/2Acres/Firepit

Charming Colonial for Events and Getaways! – Perfect for Family Retreat!

Charming 2-bedroom house with WiFi, AC in Fairfield

Stunning Apt W/ Parking and Gym | Downtown at Yale

Dog-Friendly Oceanfront Getaway - Walk to Dining - Private Beach Access

BEACH BUM CARRIAGE HOUSE with kayaks - steps to beach, park, marinas & brewery!

Luxury Designer 2 bedroom+office/3bed vacation home.

Beach Front Arts & Crafts House With Gorgeous Views Of The Sound

New Cozy 2BR Stay New Haven Close to Yale

Luxurious 3BR Apartment with Premium Amenities

Quiet 2bd Townhome apt in the heart of Cheshire. Backyard.

Modern House in Black Rock

Exclusive Weekend Summer Sale here Waterfront Beach Home🏖️Hot Tub+Stunning Views

Centric property close to all the great things in the city

Clear LI Sound waterview, Wedding pics, Yale&Beach

Top Derby Hotel Reviews

New Haven Hotel

Cambria Hotel New Haven University Area

Hotel Marcel New Haven, Tapestry Collection By Hilton

The Circle Hotel Fairfield

Holiday Inn Express & Suites Milford by IHG

Microtel Inn & Suites by Wyndham Bethel/Danbury

Trumbull Marriott Shelton

Hyatt Place Milford / New Haven

Omni New Haven Hotel at Yale

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