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
Sep 11 - Sep 13
In two months
Oct 23 - Oct 25
In three months
Nov 20 - Nov 22
In four months
Dec 18 - Dec 20

Our top choices for Derby vacation rentals

Exterior

1. Dream Vacation Home

Dream Vacation Home
Derby
10.0 out of 10, Exceptional, (1 review)
"."
United States
shannon
$181 nightly
The price is $205
Aug 25 - Aug 26
Total with taxes and fees
Dream Vacation Home
Exterior

2. Peaceful Private Stay in Shared Home Near Yale

Peaceful Private Stay in Shared Home Near Yale
West New Haven
6.0 out of 10, (2 reviews)
"Never sent check in information. Had to report them and get refund"
United States
Kimberleigh M.
$183 nightly
The price is $207
Sep 19 - Sep 20
Total with taxes and fees
Peaceful Private Stay in Shared Home Near Yale
Exterior

3. 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.
$315 nightly
The price is $356
Aug 25 - Aug 26
Total with taxes and fees
Angelica’s safe haven @ west haven
Dining

4. 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.
$206 nightly
The price is $233
Sep 5 - Sep 6
Total with taxes and fees
Spacious 2 Bedroom apartment close to Yale Bowl
Lobby

5. 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.
$227 nightly
The price is $256
Aug 26 - Aug 27
Total with taxes and fees
Spacious Bohemian Nook
Living area

6. Studio City Stay in the heart of Downtown New Haven, commutable and walkable to Yale and Yale hospital.

Studio City Stay in the heart of Downtown New Haven, commutable and walkable to Yale and Yale hospital.
Dwight
9.0 out of 10, Wonderful, (4 reviews)
"Nice little apartment. Clean and well maintained."
United States
David
$227 nightly
The price is $235
Sep 13 - Sep 14
Total with taxes and fees
Studio City Stay in the heart of Downtown New Haven, commutable and walkable to Yale and Yale hospital.
Interior

7. 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.
$216 nightly
The price is $245
Aug 25 - Aug 26
Total with taxes and fees
Modern Westville Home near Yale and Hospitals
Room

8. 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, (17 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
$206 nightly
The price is $233
Aug 25 - Aug 26
Total with taxes and fees
Lovely Bohemian Loft Downtwn, Amphitheater,Seaside Park,Metro North,2-10min walk
Interior

9. 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.
$199 nightly
The price is $225
Aug 25 - Aug 26
Total with taxes and fees
Château Blanc | Near Yale University
Living area

10. 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.
$215 nightly
The price is $243
Aug 25 - Aug 26
Total with taxes and fees
The Sicilian
Interior

11. Charming 1-bedroom in a 6-bedrooms house in New Haven perfect for Yale visitors

Charming 1-bedroom in a 6-bedrooms house in New Haven perfect for Yale visitors
Fair Haven
$113 nightly
The price is $127
Aug 25 - Aug 26
Total with taxes and fees
Charming 1-bedroom in a 6-bedrooms house in New Haven perfect for Yale visitors
Exterior

12. Bright Downtown Studio near Yale & East Rock!

Bright Downtown Studio near Yale & East Rock!
Downtown New Haven
9.2 out of 10, Wonderful, (15 reviews)
"Conveniently located and nice, practically appointed stay for a business trip to work with a collaborator in town."
United States
Jeremy Y.
$217 nightly
The price is $246
Aug 25 - Aug 26
Total with taxes and fees
Bright Downtown Studio near Yale & East Rock!
Room

13. 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.
$163 nightly
The price is $184
Sep 21 - Sep 22
Total with taxes and fees
One bedroom in United States of America, New Haven
Interior

14. Modern Studio Retreat

Modern Studio Retreat
Dwight
9.0 out of 10, Wonderful, (2 reviews)
"Should be more specific about the option to park on the property. I had to park a long ways away and only afterwards once I got into the apartment I saw the pass that I could’ve parked on the premises."
United States
Daniel
$259 nightly
The price is $269
Sep 8 - Sep 9
Total with taxes and fees
Modern Studio Retreat
Dining

15. 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
$198 nightly
The price is $224
Aug 25 - Aug 26
Total with taxes and fees
Stocked home close to Yale, in Heart of New Haven
Classic Suite

16. DUNE Fairfield Beach

DUNE Fairfield Beach
3.0 star property
Fairfield Beach
9.0 out of 10, Wonderful, (110 reviews)
"I was there 4 times, excellent location, good rooms and nice people"
United States
slava
$233 nightly
The price is $268
Sep 13 - Sep 14
Total with taxes and fees
DUNE Fairfield Beach
Living area

17. Beach Apartment in Woodmont Milford 102

Beach Apartment in Woodmont Milford 102
Milford
6.0 out of 10, (1 review)
"it was in a great location needs a few night light more toilet paper not enough more pillows light by kitchen didn’t work but all together it worked"
United States
Betty P.
$243 nightly
The price is $274
Aug 25 - Aug 26
Total with taxes and fees
Beach Apartment in Woodmont Milford 102
Banquet hall

18. 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.
$288 nightly
The price is $326
Aug 28 - Aug 29
Total with taxes and fees
Bright Downtown New Haven Escape
Room

19. Downtown New Haven Escape

Downtown New Haven Escape
Dwight
8.0 out of 10, Very Good, (7 reviews)
"Good location, nice apartment with good amenities"
United States
Robert
$244 nightly
The price is $252
Sep 1 - Sep 2
Total with taxes and fees
Downtown New Haven Escape
Pool

20. Business or Weekend escape

Business or Weekend escape
Stratford
9.2 out of 10, Wonderful, (59 reviews)
"Definitely clean - good place for an overnight stay."
United States
Kimberly
$135 nightly
The price is $152
Sep 14 - Sep 15
Total with taxes and fees
Business or Weekend escape
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

Best Western Executive Hotel Of New Haven - West Haven

Best Western Executive Hotel Of New Haven - West Haven

8/10 Good
"The room was clean which is our biggest requirement! Our stay was enjoyable,but a few little things were disappointing.Room service app said 11-11, but was unavailable the few times we tried so we door dashed instead. Breakfast was o.Better than the granola bars some hotels offer, but nothing amazing. We only went down for it once, so I don't know if it is different each day. Add states beach access, but the employee at check-in didn't know anything about it."
Elizabeth 2-night trip
Posted 3 hours ago
Best Western Executive Hotel Of New Haven - West Haven

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 $134 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?

Charming Home in Seaside: Visitors like this Derby vacation home rental. It is equipped with a patio, air-conditioning, and laundry facilities to help you feel comfortable during your stay. 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.

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.