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
Nov 6 - Nov 8
In two months
Dec 18 - Dec 20
In three months
Jan 15 - Jan 17
In four months
Feb 12 - Feb 14

Our top choices for Derby vacation rentals

A modern living room with hardwood flooring, a leather sofa, a round coffee table, and a wooden side table. There is a dining area with a table and chairs visible in the background.

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

Luxurious-Modern feel w/ custom features - AC, short walk to Shelton
Shelton
$392 nightly
The price is $446
Oct 25 - Oct 26
Total with taxes and fees
Luxurious-Modern feel w/ custom features - AC, short walk to Shelton
A kitchen with white cabinets, a black refrigerator, a double sink, and a window overlooking a wooded area.

2. Serene Country Cottage

Serene Country Cottage
Woodbridge
8.0 out of 10, Very good, (11 reviews)
"We had a great one night stay here! The place is really cute, clean and comfortable. One of the greatest parts about the stay was the host, Trent. He was welcoming and VERY responsive to questions! "
United States
felicia
$190 nightly
The price is $215
Nov 17 - Nov 18
Total with taxes and fees
Serene Country Cottage
A bedroom with a bed, a blue sofa, a radiator, a window with blinds, a dreamcatcher, and a framed picture on the wall.

3. One bedroom in United States of America, New Haven

One bedroom in United States of America, New Haven
Dwight
9.4 out of 10, Exceptional, (3 reviews)
"The property is immaculate and the service very responsive."
United States
Stephanie G.
$158 nightly
The price is $179
Oct 25 - Oct 26
Total with taxes and fees
One bedroom in United States of America, New Haven
A workspace with a desktop computer, a printer, and a chair.

4. Sunny 1 Full Bed ADA|Free parking

Sunny 1 Full Bed ADA|Free parking
MILFORD
10.0 out of 10, Exceptional, (4 reviews)
"Pool was clean and just right for a quick swim."
United States
Anonymous traveler
$68 nightly
The price is $79
Nov 2 - Nov 3
Total with taxes and fees
Sunny 1 Full Bed ADA|Free parking
A modern apartment with a green sofa, a wooden dining table, and a kitchen in the background.

5. Modern Westville Home near Yale and Hospitals

Modern Westville Home near Yale and Hospitals
West New Haven
10.0 out of 10, Exceptional, (5 reviews)
"Very clean and comfortable space. Excellent location and parking was a plus. We have stayed here twice and would definitely recommend to friends or family. "
United States
Thomas B.
$215 nightly
The price is $244
Oct 26 - Oct 27
Total with taxes and fees
Modern Westville Home near Yale and Hospitals
A modern living room with a large window, a sofa, a coffee table, and a TV.

6. Stylish Sheek Loft Dwntwn, Amphitheater, Park, Metro North, Ferry All 2-10min

Stylish Sheek Loft Dwntwn, Amphitheater, Park, Metro North, Ferry All 2-10min
Downtown Bridgeport
9.6 out of 10, Exceptional, (14 reviews)
"Perfect option for a quick visit, Would stay again!"
United States
Destiny
Stylish Sheek Loft Dwntwn, Amphitheater, Park, Metro North, Ferry All 2-10min
A row of brick townhouses with wooden front doors, black railings, and a sidewalk.

7. Prime Yale Studio Steps to Sallys Apizza

Prime Yale Studio Steps to Sallys Apizza
Downtown New Haven
10.0 out of 10, Exceptional, (2 reviews)
"Great stay - and it is close to Sally's! We had a nice visit and all was as represented for the property."
United States
Milton W.
$185 nightly
The price is $209
Oct 27 - Oct 28
Total with taxes and fees
Prime Yale Studio Steps to Sallys Apizza
A living room with a flat-screen TV mounted on the wall, a yellow armchair, a patterned rug, and various decorative items on shelves and side tables.

8. The Sicilian

The Sicilian
West New Haven
9.2 out of 10, Wonderful, (17 reviews)
"It was the perfect day and very convenient for our trip for our son’s graduation. Thank you for being so receptive and helpful."
United States
Michele B.
$212 nightly
The price is $240
Oct 25 - Oct 26
Total with taxes and fees
The Sicilian
A neatly made bed with a checkered blanket, white pillows, and a framed picture on the wall.

9. Yale Casa Verde Studio

Yale Casa Verde Studio
Dwight
9.2 out of 10, Wonderful, (15 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
$161 nightly
The price is $182
Oct 28 - Oct 29
Total with taxes and fees
Yale Casa Verde Studio
A swimming pool at night with blue lighting.

10. Business or Weekend escape

Business or Weekend escape
Stratford
9.2 out of 10, Wonderful, (60 reviews)
"Definitely clean - good place for an overnight stay."
United States
Kimberly
$135 nightly
The price is $152
Oct 25 - Oct 26
Total with taxes and fees
Business or Weekend escape
A dining area with a long table, four chairs, a chandelier, and a painting on the wall.

11. 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, (80 reviews)
"Clean, thoughtful, safe. Great stay"
United States
Daniel S.
$188 nightly
The price is $213
Nov 9 - Nov 10
Total with taxes and fees
Spacious 2 Bedroom apartment close to Yale Bowl
A spacious lobby with a large chandelier, a central round table with a vase, and a checkered floor.

12. Yale Deluxe Modern Apartment

Yale Deluxe Modern Apartment
Downtown New Haven
10.0 out of 10, Exceptional, (1 review)
"Great spot close to everything with a secure entrance to the building. Easy access to the unit Quick responses and good communication from the host. Great unit with lots of amenities! Definitely would stay here again and again!!"
United States
Anonymous traveler
$194 nightly
The price is $194
Nov 9 - Nov 10
Total with taxes and fees
Yale Deluxe Modern Apartment
A living room with a flat-screen TV on a white entertainment unit, a wooden coffee table with a plant and books, and a beige sofa with a throw blanket.

13. Yale Science Park 1BR | Free Parking

Yale Science Park 1BR | Free Parking
Dixwell
8.0 out of 10, Very good, (8 reviews)
"The property had everything needed and was a short distance to so many campus sites. Would definitely stay again."
United States
Natalie B.
$215 nightly
The price is $244
Oct 26 - Oct 27
Total with taxes and fees
Yale Science Park 1BR | Free Parking
A row of brownstone buildings with a central staircase leading to the second floor.

14. Bright Downtown Studio near Yale & East Rock!

Bright Downtown Studio near Yale & East Rock!
Downtown New Haven
9.2 out of 10, Wonderful, (17 reviews)
"Pretty close to Yale campus"
United States
Dongjian
$215 nightly
The price is $244
Oct 25 - Oct 26
Total with taxes and fees
Bright Downtown Studio near Yale & East Rock!
A modern kitchen with white cabinets, a dining area with wooden chairs, a large window, and a view of the city.

15. DUNE Fairfield Beach

DUNE Fairfield Beach
3.0 star property
Fairfield Beach
9.0 out of 10, Wonderful, (115 reviews)
"I was there 4 times, excellent location, good rooms and nice people"
United States
slava
$235 nightly
The price is $270
Oct 29 - Oct 30
Total with taxes and fees
DUNE Fairfield Beach
A modern living room with a large mirror, a wooden accent wall, a grey sofa, and a large window with white curtains.

16. The Elm - Retreat Near Yale, Parking, Gym, DTWN, Wooster Sq & Union Stn.

The Elm - Retreat Near Yale, Parking, Gym, DTWN, Wooster Sq & Union Stn.
Downtown New Haven
10.0 out of 10, Exceptional, (6 reviews)
"Great little downtown apartment! Small - good for up to two people. Nicely appointed and decorated, great sectional sofa, big TVs where we wanted them. Host was kind and helpful and accommodating. Location is pretty much across State St from the State Street RR Station, a block and a half from the Green, and near everything. Orange Street (half a block away) has a ton of bars and restaurants. We enjoyed our stay!"
United States
George Z.
$298 nightly
The price is $337
Oct 28 - Oct 29
Total with taxes and fees
The Elm - Retreat Near Yale, Parking, Gym, DTWN, Wooster Sq & Union Stn.
A house with a front porch, a garage, and a well-maintained lawn.

17. Angelica’s safe haven @ west haven

Angelica’s safe haven @ west haven
West Haven
10.0 out of 10, Exceptional, (9 reviews)
"We had a great stay. Comfortable home with a large living room. Beds were great. "
United States
Jason V.
$313 nightly
The price is $354
Oct 26 - Oct 27
Total with taxes and fees
Angelica’s safe haven @ west haven
A workspace with a desktop computer, a printer, and a chair.

18. 2 FULL BEDS | NON-SMOKING

2 FULL BEDS | NON-SMOKING
MILFORD
8.8 out of 10, Excellent, (5 reviews)
$68 nightly
The price is $79
Nov 2 - Nov 3
Total with taxes and fees
2 FULL BEDS | NON-SMOKING
A modern kitchen with a sink, countertop, and a dishwasher. There is a blue sofa with a window view and a bed in the adjacent room.

19. Luxury Studio Near Yale | Gym, W/D & Fast WiFi

Luxury Studio Near Yale | Gym, W/D & Fast WiFi
Downtown New Haven
8.0 out of 10, Very good, (2 reviews)
"The location is excellent - right on the Green and near bus stops including the free bus from the train station. There is a great little market on the first floor of the building. The owner was very responsive to questions, but our visit was marred by the fact that the smoke detector chirped every 23 seconds day and night. The owner knew about this from the moment we checked in but did not fix it during the 2 days we were there. Until this is fixed he should warn renters ahead of time so...
United States
Julianne P.
$201 nightly
The price is $201
Oct 28 - Oct 29
Total with taxes and fees
Luxury Studio Near Yale | Gym, W/D & Fast WiFi
A living room with a TV, sofa, coffee table, and a staircase leading to an upper level.

20. Modern Loft Near Yale |Wooster Sq| 5 Star Location

Modern Loft Near Yale |Wooster Sq| 5 Star Location
Downtown New Haven
10.0 out of 10, Exceptional, (1 review)
"My wife and I loved this unit. The host was the quickest to respond to questions that we have encountered. My only issue was the parking. There is a 19 charge per day to park in the parking lot. There is limited and restricted street parking. We got lucky because we were there on a weekend night."
United States
Eric P.
$235 nightly
The price is $266
Oct 27 - Oct 28
Total with taxes and fees
Modern Loft Near Yale |Wooster Sq| 5 Star Location
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

Cambria Hotel New Haven University Area

Cambria Hotel New Haven University Area

10/10 Excellent
"Friendly"
Zoran 3-night trip
Posted 6 hours ago
Cambria Hotel New Haven University Area

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 $79 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?

Beautiful, Spacious, Beachfront Home - Perfect for Entertaining Family & Friends: Visitors like this Derby vacation home rental. It is located on the beach and has a balcony, a selection of games, and a barbecue grill to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

How many vacation rentals are there in Derby?

With 3 Expedia vacation rentals, you're sure to find just the right place for your Derby stay.

What’s there to see and do in Derby?

While exploring the area, visit family-friendly sights like Peabody Museum of Natural History, or get outside and enjoy nature at Housatonic River. While here, Osborndale State Park and Osborne Homestead Museum 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.