Derby Vacation Rentals

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Check prices for these dates

In two weeks
20 Nov - 22 Nov
In two months
1 Jan - 3 Jan
In three months
29 Jan - 31 Jan
In four months
26 Feb - 28 Feb

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
The price is SAR 650
SAR 1,747 total
includes taxes & fees
10 Nov - 11 Nov
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
The price is SAR 485
SAR 787 total
includes taxes & fees
2 Dec - 3 Dec
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.
The price is SAR 290
SAR 663 total
includes taxes & fees
30 Nov - 1 Dec
One bedroom in United States of America, New Haven
A hotel lobby with a reception desk, seating area, and a large window providing a view of the outdoors.

4. Cozy 2-Bed ADA|Pool|Free Parking

Cozy 2-Bed ADA|Pool|Free Parking
MILFORD
10.0 out of 10, Exceptional, (4 reviews)
"Would tell anyone passing through to stop here if they want quick check-in and restful sleep quality. Parking is easy to find close by, so no hassle with unloading bags."
United States
Anonymous traveler
The price is SAR 257
SAR 296 total
includes taxes & fees
22 Nov - 23 Nov
Cozy 2-Bed ADA|Pool|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.
The price is SAR 397
SAR 914 total
includes taxes & fees
19 Nov - 20 Nov
Modern Westville Home near Yale and Hospitals
A row of brick townhouses with wooden front doors, black railings, and a sidewalk.

6. 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.
The price is SAR 371
SAR 863 total
includes taxes & fees
8 Nov - 9 Nov
Prime Yale Studio Steps to Sallys Apizza
Interior

7. 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.
The price is SAR 294
SAR 686 total
includes taxes & fees
9 Nov - 10 Nov
Château Blanc | Near Yale University
A dining area with a long table, four chairs, a chandelier, and a painting on the wall.

8. 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.
The price is SAR 435
SAR 769 total
includes taxes & fees
16 Nov - 17 Nov
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.

9. 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
The price is SAR 277
SAR 627 total
includes taxes & fees
30 Nov - 1 Dec
Yale Deluxe Modern Apartment
A neatly made bed with a checkered blanket, white pillows, and a framed picture on the wall.

10. 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 SAR 286
SAR 654 total
includes taxes & fees
30 Nov - 1 Dec
Yale Casa Verde Studio
A house with a front porch, a garage, and a well-maintained lawn.

11. 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.
The price is SAR 563
SAR 1,277 total
includes taxes & fees
23 Nov - 24 Nov
Angelica’s safe haven @ west haven
A swimming pool at night with blue lighting.

12. 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
The price is SAR 338
SAR 515 total
includes taxes & fees
8 Nov - 9 Nov
Business or Weekend escape
A modern kitchen with white cabinets, a black countertop, and a dining area with a table and chairs.

13. Private Apartment in Southbury 102

Private Apartment in Southbury 102
Southbury
9.2 out of 10, Wonderful, (7 reviews)
"Over all a great place. Nice to have everything on one floor. Dogs loved it. Some businesses in the building and everyone is friendly!"
United States
Debbie P.
The price is SAR 428
SAR 923 total
includes taxes & fees
1 Dec - 2 Dec
Private Apartment in Southbury 102
A modern kitchen with a central island, stainless steel appliances, and pendant lighting.

14. Stylish Westville Apartment near Yale Campus

Stylish Westville Apartment near Yale Campus
West New Haven
9.0 out of 10, Wonderful, (4 reviews)
"Great location, well organized space, well decorated. I loved that there were enough places to sit and be comfortable, many VRBO’s have tiny little sofas that are so uncomfortable, but this has proper furniture. The beds are very firm."
Canada
Alex C.
The price is SAR 401
SAR 936 total
includes taxes & fees
18 Nov - 19 Nov
Stylish Westville Apartment near Yale Campus
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.

15. 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.
The price is SAR 368
SAR 838 total
includes taxes & fees
15 Nov - 16 Nov
The Sicilian
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.

16. 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.
The price is SAR 261
SAR 632 total
includes taxes & fees
30 Nov - 1 Dec
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.

17. 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.
The price is SAR 436
SAR 1,073 total
includes taxes & fees
23 Nov - 24 Nov
Modern Loft Near Yale |Wooster Sq| 5 Star Location
A modern kitchen with white cabinets, a dining area with wooden chairs, a large window, and a view of the city.

18. DUNE Fairfield Beach

DUNE Fairfield Beach
3.0 star property
Fairfield Beach
9.0 out of 10, Wonderful, (118 reviews)
"I was there 4 times, excellent location, good rooms and nice people"
United States
slava
The price is SAR 641
SAR 966 total
includes taxes & fees
6 Dec - 7 Dec
DUNE Fairfield Beach
A living room with a sofa, a coffee table, a TV, and a lamp.

19. 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
Quiet 1st-Floor 2BR Haven w/ King Bed, Desks, In-Unit Laundry & 2-Car Parking | Walk to Yale
A hotel lobby with a reception desk, seating area, and a large window providing a view of the outdoors.

20. 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
The price is SAR 256
SAR 295 total
includes taxes & fees
22 Nov - 23 Nov
Sunny 1 Full Bed ADA|Free parking
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

An indoor swimming pool with a spiral staircase, lounge chairs, and a tiled floor.
Hampton Inn by Hilton Shelton

Hampton Inn by Hilton Shelton

Hampton Inn by Hilton Shelton
Shelton

10/10 Excellent

Nice facilities felt safe
United States
Judith
Reviewed March 27, 2025
Hampton Inn by Hilton Shelton

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.