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

Derby Holiday Rentals

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Check prices for these dates

In two weeks
18 Sept - 20 Sept
In two months
30 Oct - 1 Nov
In three months
27 Nov - 29 Nov
In four months
25 Dec - 27 Dec

Our top choices for Derby holiday rentals

A bedroom with a bed, a blue sofa, a radiator, a window with blinds, a dreamcatcher, and a framed picture on the wall.

1. 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.
The price is HK$496
HK$1,313 total
includes taxes & fees
2 Sept - 3 Sept
One bedroom in United States of America, New Haven
A dining area with a long table, four chairs, a chandelier, and a painting on the wall.

2. 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, (79 reviews)
"Clean, thoughtful, safe. Great stay"
United States
Daniel S.
The price is HK$1,019
HK$1,819 total
includes taxes & fees
5 Sept - 6 Sept
Spacious 2 Bedroom apartment close to Yale Bowl
A modern kitchen with white cabinets, stainless steel appliances, and a grey wooden floor.

3. Private Apartment in Southbury 103

Private Apartment in Southbury 103
Southbury
9.4 out of 10, Exceptional, (6 reviews)
"It was amazing , clean and awesome and good time"
United States
Michael
The price is HK$684
HK$1,742 total
includes taxes & fees
2 Sept - 3 Sept
Private Apartment in Southbury 103
A row of brownstone buildings with a central staircase leading to the second floor.

4. Bright Downtown Studio near Yale & East Rock!

Bright Downtown Studio near Yale & East Rock!
Downtown New Haven
9.2 out of 10, Wonderful, (16 reviews)
"Pretty close to Yale campus"
United States
Dongjian
The price is HK$847
HK$1,924 total
includes taxes & fees
2 Sept - 3 Sept
Bright Downtown Studio near Yale & East Rock!
A house with a front porch, a garage, and a well-maintained lawn.

5. Angelica’s safe haven @ west haven

Angelica’s safe haven @ west haven
West Haven
10.0 out of 10, Exceptional, (7 reviews)
"We had a great stay. Comfortable home with a large living room. Beds were great. "
United States
Jason V.
The price is HK$1,176
HK$2,785 total
includes taxes & fees
5 Sept - 6 Sept
Angelica’s safe haven @ west haven
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.

6. The Sicilian

The Sicilian
West New Haven
9.2 out of 10, Wonderful, (15 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.
The price is HK$769
HK$1,908 total
includes taxes & fees
2 Sept - 3 Sept
The Sicilian
A cozy living room with a grey sofa, a coffee table with books and a vase of flowers, and bookshelves filled with books and decorative items.

7. Spacious Bohemian Nook

Spacious Bohemian Nook
West New Haven
8.4 out of 10, Very good, (9 reviews)
"The place was incredibly clean. The instructions were clear for entering and locking up. Great experience! Thanks Dylan. "
United States
Andrew P.
The price is HK$882
HK$2,000 total
includes taxes & fees
2 Sept - 3 Sept
Spacious Bohemian Nook
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.

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

Luxurious-Modern feel w/ custom features - AC, short walk to Shelton
Shelton
The price is HK$1,354
HK$3,921 total
includes taxes & fees
2 Sept - 3 Sept
Luxurious-Modern feel w/ custom features - AC, short walk to Shelton
A modern apartment with a green sofa, a wooden dining table, and a kitchen in the background.

9. 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.
The price is HK$762
HK$1,902 total
includes taxes & fees
27 Sept - 28 Sept
Modern Westville Home near Yale and Hospitals
A modern living room with a large mirror, a wooden accent wall, a grey sofa, and a large window with white curtains.

10. 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, (5 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.
The price is HK$1,054
HK$2,628 total
includes taxes & fees
2 Sept - 3 Sept
The Elm - Retreat Near Yale, Parking, Gym, DTWN, Wooster Sq & Union Stn.
A neatly made bed with white bedding and a beige throw, a bedside table with a lamp, and a mirror on the wall.

11. 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.
Yale Science Park 1BR | Free Parking
A neatly made bed with a checkered blanket, white pillows, and a framed picture on the wall.

12. 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
The price is HK$627
HK$1,472 total
includes taxes & fees
16 Sept - 17 Sept
Yale Casa Verde Studio

13. The Matisse: Walk to Yale & Wooster SQ | Parking

The Matisse: Walk to Yale & Wooster SQ | Parking
Mill River
10.0 out of 10, Exceptional, (2 reviews)
"Exactly as advertised great place for 2. Excellent communication with owners and great time would highly recommend "
United States
Sid B.
The price is HK$906
HK$2,107 total
includes taxes & fees
14 Sept - 15 Sept
The Matisse: Walk to Yale & Wooster SQ | Parking
A rooftop patio with outdoor seating, string lights, and a city skyline view.

14. Modern Elegant Stay by Yale • Gym • Rooftop Terrace

Modern Elegant Stay by Yale • Gym • Rooftop Terrace
Dwight
10.0 out of 10, Exceptional, (9 reviews)
"This was our second stay. Clean, excellent location and owner is the best! Will book again!"
United States
Kelly E.
The price is HK$1,054
HK$1,874 total
includes taxes & fees
14 Sept - 15 Sept
Modern Elegant Stay by Yale • Gym • Rooftop Terrace
A modern living room with a large window, a sofa, a coffee table, and a TV.

15. 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, (12 reviews)
"Perfect option for a quick visit, Would stay again!"
United States
Destiny
The price is HK$839
HK$1,490 total
includes taxes & fees
28 Sept - 29 Sept
Stylish Sheek Loft Dwntwn, Amphitheater, Park, Metro North, Ferry All 2-10min

16. Quiet 1st-Floor 2BR Haven w/ King Bed, Desks, In-Unit Laundry & 2-Car Parking | Walk to Yale

Quiet 1st-Floor 2BR Haven w/ King Bed, Desks, In-Unit Laundry & 2-Car Parking | Walk to Yale
Newhallville
The price is HK$846
HK$3,267 total
includes taxes & fees
7 Sept - 8 Sept
Quiet 1st-Floor 2BR Haven w/ King Bed, Desks, In-Unit Laundry & 2-Car Parking | Walk to Yale

17. Cozy Stay by Little Italy & Wooster Street

Cozy Stay by Little Italy & Wooster Street
Mill River
9.4 out of 10, Exceptional, (3 reviews)
"Easy access to key areas, easy parking and neat and well appointed place as promised."
United States
Dheerendra P.
The price is HK$933
HK$2,373 total
includes taxes & fees
2 Sept - 3 Sept
Cozy Stay by Little Italy & Wooster Street

18. Spacious Stay Downtown New Haven

Spacious Stay Downtown New Haven
Downtown New Haven
10.0 out of 10, Exceptional, (5 reviews)
"Stayed at this home for two nights when going to see a concert, convenient location, clean home!"
United States
Andrew L.
The price is HK$933
HK$2,553 total
includes taxes & fees
2 Sept - 3 Sept
Spacious Stay Downtown New Haven
A white house with a wooden staircase leading to a porch.

19. Cozy One Bedroom Apartment Centrally Located in Southbury

Cozy One Bedroom Apartment Centrally Located in Southbury
Southbury
10.0 out of 10, Exceptional, (36 reviews)
"Everything was perfect and it's a great place to stay. Highly recommended and the folks there are A+."
United States
Bob
The price is HK$691
HK$952 total
includes taxes & fees
7 Sept - 8 Sept
Cozy One Bedroom Apartment Centrally Located in Southbury
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
"."
lea 2-night trip
Posted 3 hours ago
Cambria Hotel New Haven University Area

Find out more about Derby

Search for holiday rentals in Derby on Expedia! You can easily find your home rentals, villas, holiday apartments in Derby using one of the methods below:

  • View our selection of featured holiday rentals in Derby
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  • Enter your travel dates to view the best deals on holiday rentals in Derby while they last

Look no further and take a look at our great range of rental properties in Derby!

Frequently asked questions

Are there holiday rentals in Derby?

Yes, there are holiday rentals close to the most popular sights in Derby, or you can select a more secluded option if you're looking for a relaxing stay. Derby is known for its parks and museums.

What are some of the best holiday rentals that Derby has to offer?

Cozy 1-bedroom house in lovely New Haven with AC close to Yale University: This holiday home rental outside of Derby is equipped with a patio, air conditioning and a Smart TV to help you feel comfortable during your 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 holiday rental in Derby like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Derby. Holiday rentals provide amenities such as WiFi and washers and dryers so you'll feel right at home. If you're concerned about a sanitised environment, holiday rentals can offer a sense of safety away from shared hotel lifts and busy front desks while still allowing you to travel. You'll also have more space in a holiday rental than in a hotel, which makes a holiday rental a popular option for a family getaway.