A wooden bridge over a river, surrounded by lush green trees and large rocks.

Derby Vacation Rentals

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Check prices for these dates

In two weeks
Aug 14 - Aug 16
In two months
Sep 25 - Sep 27
In three months
Oct 23 - Oct 25
In four months
Nov 20 - Nov 22

Our top choices for Derby vacation rentals

1 bedroom, desk, iron/ironing board, WiFi

One bedroom in United States of America, New Haven

One bedroom in United States of America, New Haven
Dwight
9.0 out of 10, Wonderful, (2 reviews)
"We enjoyed our stay. The accommodations were clean and spacious and communication was quick and helpful. Would definitely come back!"
United States
Rosanne M.
$180 nightly
The price is $204
Aug 17 - Aug 18
Total with taxes and fees
One bedroom in United States of America, New Haven
Exterior

Angelica’s safe haven @ west haven

Angelica’s safe haven @ west haven
West Haven
10.0 out of 10, Exceptional, (6 reviews)
"We had a great stay. Comfortable home with a large living room. Beds were great. "
United States
Jason V.
$296 nightly
The price is $337
Jul 31 - Aug 1
Total with taxes and fees
Angelica’s safe haven @ west haven
Dining

Spacious 2 Bedroom apartment close to Yale Bowl

Spacious 2 Bedroom apartment close to Yale Bowl
West New Haven
9.6 out of 10, Exceptional, (78 reviews)
"Spacious"
United States
Mehul
$206 nightly
The price is $233
Aug 17 - Aug 18
Total with taxes and fees
Spacious 2 Bedroom apartment close to Yale Bowl
Lobby

Spacious Bohemian Nook

Spacious Bohemian Nook
West New Haven
8.4 out of 10, Very Good, (8 reviews)
"The place was incredibly clean. The instructions were clear for entering and locking up. Great experience! Thanks Dylan. "
United States
Andrew P.
$225 nightly
The price is $254
Aug 3 - Aug 4
Total with taxes and fees
Spacious Bohemian Nook
Exterior

Prime Yale Studio Steps to Sallys Apizza

Prime Yale Studio Steps to Sallys Apizza
Downtown New Haven
$197 nightly
The price is $223
Aug 6 - Aug 7
Total with taxes and fees
Prime Yale Studio Steps to Sallys Apizza
Pool

Business or Weekend escape

Business or Weekend escape
Stratford
9.2 out of 10, Wonderful, (58 reviews)
"I love the layout of this apt. Perfect for 2 to 3 people, it was clean and nothing out of place. The host was great and communicated well. I will be looking for this place again next year."
United States
Shamel
$130 nightly
The price is $147
Aug 5 - Aug 6
Total with taxes and fees
Business or Weekend escape
1 bedroom, desk, iron/ironing board, WiFi

Château Blanc | Near Yale University

Château Blanc | Near Yale University
Dwight
8.6 out of 10, Excellent, (9 reviews)
"Perfect for a quick trip and one night stay!"
United States
Chris D.
$182 nightly
The price is $206
Aug 3 - Aug 4
Total with taxes and fees
Château Blanc | Near Yale University
Smart TV

Luxury Loft •Pool • Gym • Free Parking • Near Yale

Luxury Loft •Pool • Gym • Free Parking • Near Yale
Orange
8.0 out of 10, Very Good, (1 review)
"We enjoyed our stay. Host was accommodating and quick to respond when we encountered issues."
United States
Ali B.
$230 nightly
The price is $261
Aug 12 - Aug 13
Total with taxes and fees
Luxury Loft •Pool • Gym • Free Parking • Near Yale
TV, books

Luxurious-Modern feel w/ custom features - AC, short walk to Shelton

Luxurious-Modern feel w/ custom features - AC, short walk to Shelton
Shelton
$531 nightly
The price is $601
Aug 25 - Aug 26
Total with taxes and fees
Luxurious-Modern feel w/ custom features - AC, short walk to Shelton
Smart TV

The Sicilian

The Sicilian
West New Haven
9.2 out of 10, Wonderful, (15 reviews)
"Perfect spot for a quick overnight. Cozy and very nicely decorated. "
United States
Jason S.
$212 nightly
The price is $240
Aug 2 - Aug 3
Total with taxes and fees
The Sicilian
1 bedroom, desk, iron/ironing board, WiFi (free)

Lovely Bohemian Loft Downtwn, Amphitheater,Seaside Park,Metro North,2-10min walk

Lovely Bohemian Loft Downtwn, Amphitheater,Seaside Park,Metro North,2-10min walk
Downtown Bridgeport
9.8 out of 10, Exceptional, (13 reviews)
"I was surprised by the large size of this apt, and that it had everything I needed for my stay. The location was perfect and very close to the event I was there for. Excellent host and I'm looking forward to booking this place again next year."
United States
Shamel
$200 nightly
The price is $227
Aug 2 - Aug 3
Total with taxes and fees
Lovely Bohemian Loft Downtwn, Amphitheater,Seaside Park,Metro North,2-10min walk
Desk, iron/ironing board, WiFi, bed sheets

Yale Casa Verde Studio

Yale Casa Verde Studio
Dwight
9.2 out of 10, Wonderful, (14 reviews)
"We had a very nice stay here! The hosts were lovely and very communicative, and they were able to help us with any problems we had very quickly."
United States
Luke
$191 nightly
The price is $216
Aug 17 - Aug 18
Total with taxes and fees
Yale Casa Verde Studio
Smart TV

Cozy Stay by Little Italy & Wooster Street

Cozy Stay by Little Italy & Wooster Street
Mill River
10.0 out of 10, Exceptional, (2 reviews)
"This apartment in a 4 unit building with its own parking lot was on a quiet street. Easy to get to no matter what side of the city I came from and close enough to walk to downtown (6 blocks) and half a block off the famous Little Italy street for food and cocktails and then brunch and coffee in walking distance in the mornings too. The unit had everything you need, fully stocked kitchen and bath, shared laundry. Great mattress and pillows! Easy keypad entry. I’d stay there over and over again!"
United States
Erica S.
$273 nightly
The price is $309
Aug 1 - Aug 2
Total with taxes and fees
Cozy Stay by Little Italy & Wooster Street
Dining

Stocked home close to Yale, in Heart of New Haven

Stocked home close to Yale, in Heart of New Haven
Mill River
9.2 out of 10, Wonderful, (27 reviews)
"Great value very close to university. "
United States
Lawrence
$199 nightly
The price is $225
Aug 12 - Aug 13
Total with taxes and fees
Stocked home close to Yale, in Heart of New Haven
Exterior

Cozy One Bedroom Apartment Centrally Located in Southbury

Cozy One Bedroom Apartment Centrally Located in Southbury
Southbury
10.0 out of 10, Exceptional, (34 reviews)
"Everything was perfect and it's a great place to stay. Highly recommended and the folks there are A+."
United States
Bob
$116 nightly
The price is $131
Aug 12 - Aug 13
Total with taxes and fees
Cozy One Bedroom Apartment Centrally Located in Southbury
Dining

Cozy 1-bedroom house in lovely New Haven with AC close to Yale University

Cozy 1-bedroom house in lovely New Haven with AC close to Yale University
Fair Haven
6.8 out of 10, (3 reviews)
"Blankets where itchy and smelled dirty small room when whole house was listed"
United States
Isabella R.
$98 nightly
The price is $110
Aug 1 - Aug 2
Total with taxes and fees
Cozy 1-bedroom house in lovely New Haven with AC close to Yale University
Banquet hall

Bright Downtown New Haven Escape

Bright Downtown New Haven Escape
Downtown New Haven
9.8 out of 10, Exceptional, (6 reviews)
"In the heart of downtown New Haven and convenient to everything."
United States
Stewart C.
$284 nightly
The price is $322
Aug 12 - Aug 13
Total with taxes and fees
Bright Downtown New Haven Escape
Dining

McAngel Haven: 5 mins from Yale

McAngel Haven: 5 mins from Yale
West Haven
9.6 out of 10, Exceptional, (24 reviews)
"Excellent location Clean and spacious Comfortable beds "
United States
Joseph T.
$462 nightly
The price is $523
Aug 2 - Aug 3
Total with taxes and fees
McAngel Haven: 5 mins from Yale
Coffee/tea maker, fridge, microwave, oven

One bedroom in United States of America, New Haven

One bedroom in United States of America, New Haven
Dwight
8.0 out of 10, Very Good, (5 reviews)
"Great place to stay! Host was quick to answer and the check in process was so easy! "
United States
Payton P.
$203 nightly
The price is $230
Aug 10 - Aug 11
Total with taxes and fees
One bedroom in United States of America, New Haven
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 Derby Hotel Reviews

Omni New Haven Hotel at Yale

Omni New Haven Hotel at Yale

10/10 Excellent
"The manager went above and beyond in being helpful."
Wayne 1-night trip
Posted 2 hours ago
Omni New Haven Hotel at Yale

Find out more about Derby

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 $110 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.

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?

Business or Weekend escape: Visitors like this Derby vacation home rental. It offers a garden, a barbecue grill, and air-conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a microwave, and a coffee maker.

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.