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

Derby Vacation Rentals

Check prices for these dates

In two weeks
Oct 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 7

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
$393 nightly
The price is $447
Nov 2 - Nov 3
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
$192 nightly
The price is $218
Oct 19 - Oct 20
Total with taxes and fees
Serene Country Cottage
A dining area with a long table, four chairs, a chandelier, and a painting on the wall.

3. 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.
$185 nightly
The price is $209
Oct 26 - Oct 27
Total with taxes and fees
Spacious 2 Bedroom apartment close to Yale Bowl
A house with a front porch, a garage, and a well-maintained lawn.

4. 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 21 - Oct 22
Total with taxes and fees
Angelica’s safe haven @ west haven
A modern kitchen with a central island, stainless steel appliances, and pendant lighting.

5. 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.
$231 nightly
The price is $261
Oct 18 - Oct 19
Total with taxes and fees
Stylish Westville Apartment near Yale Campus
A cozy room with a sectional sofa, a small table, and a window with a view of trees.

6. Downtown 2br/1ba apartment -- free parking, outdoor patio & walk everywhere

Downtown 2br/1ba apartment -- free parking, outdoor patio & walk everywhere
Milford
9.6 out of 10, Exceptional, (4 reviews)
"Great location and well appointed"
United States
Greg G.
$523 nightly
The price is $592
Oct 26 - Oct 27
Total with taxes and fees
Downtown 2br/1ba apartment -- free parking, outdoor patio & walk everywhere
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)
"We had a good time. Did some relaxing, a little beachtime and ate some good food."
United States
Erin S.
$225 nightly
The price is $254
Oct 18 - Oct 19
Total with taxes and fees
Spacious Bohemian Nook
A bedroom with a bed, a blue sofa, a radiator, a window with blinds, a dreamcatcher, and a framed picture on the wall.

8. 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.
$153 nightly
The price is $173
Oct 26 - Oct 27
Total with taxes and fees
One bedroom in United States of America, New Haven
A modern living room with a large mirror, a wooden accent wall, a grey sofa, and a large window with white curtains.

9. 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.
The Elm - Retreat Near Yale, Parking, Gym, DTWN, Wooster Sq & Union Stn.
A row of brownstone buildings with a central staircase leading to the second floor.

10. 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
$216 nightly
The price is $245
Oct 20 - Oct 21
Total with taxes and fees
Bright Downtown Studio near Yale & East Rock!
A row of brick townhouses with wooden front doors, black railings, and a sidewalk.

11. 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.
$191 nightly
The price is $216
Oct 19 - Oct 20
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.

12. 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.
$214 nightly
The price is $242
Oct 18 - Oct 19
Total with taxes and fees
The Sicilian
A modern building with large glass windows, a curved entrance, and a well-lit outdoor area with trees.

13. Casa Soleada in Heart of East Rock 3BR | Cozy King Bed | Near DT/Yale

Casa Soleada in Heart of East Rock 3BR | Cozy King Bed | Near DT/Yale
East Rock
10.0 out of 10, Exceptional, (11 reviews)
"Our 2 night stay was great. We were there for daughter's graduation from University of New Haven. Neighborhood was so quaint with lots of places to walk to. Place was very clean and accommodating. We would stay again!"
United States
Kathryn C.
$420 nightly
The price is $475
Oct 26 - Oct 27
Total with taxes and fees
Casa Soleada in Heart of East Rock 3BR | Cozy King Bed | Near DT/Yale
A living room with a gray sofa, black and white patterned pillows, a glass coffee table, a black and white rug, a fireplace, and a wall clock.

14. Spacious 3-bedroom apartment near Yale

Spacious 3-bedroom apartment near Yale
Dwight
10.0 out of 10, Exceptional, (1 review)
"Just an amazing place. Well thought out! Had everything we needed and even things we didn’t know we needed."
United States
Lara L.
$341 nightly
The price is $386
Oct 26 - Oct 27
Total with taxes and fees
Spacious 3-bedroom apartment near Yale
A modern living room with a grey sofa, a wooden coffee table, and a dining area with a white table and chairs.

15. Stylish Wooster Square Home Walk to Yale

Stylish Wooster Square Home Walk to Yale
Downtown New Haven
9.8 out of 10, Exceptional, (6 reviews)
"Beautiful apartment in the Wooster neighborhood. New, modern, comfortable apartment within walking distance to great restaurants. Nicely appointed with easy check-in and parking for one car. Was perfect for two couples visiting their Yale students for the weekend!"
United States
Lydia P.
$300 nightly
The price is $340
Oct 26 - Oct 27
Total with taxes and fees
Stylish Wooster Square Home Walk to Yale
A cozy bedroom with a bed, two chairs, a small table, a radiator, and a window with blinds.

16. 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
9.2 out of 10, Wonderful, (5 reviews)
"It was clean and comfortable. We had a wonderful stay! Thank you."
United States
Michelle
$280 nightly
The price is $292
Nov 14 - Nov 15
Total with taxes and fees
Studio City Stay in the heart of Downtown New Haven, commutable and walkable to Yale and Yale hospital.
A modern building with large glass windows, a curved entrance, and a well-lit outdoor area with trees.

17. Cozy Gem: East Rock |King Bed| Near DT|Yale 3 beds

Cozy Gem: East Rock |King Bed| Near DT|Yale 3 beds
East Rock
9.6 out of 10, Exceptional, (8 reviews)
"Property owner takes great care of the place. Instructions were easy to follow and the location was right down the road from the places we were going to. We would rent again if we ever come back to New Haven"
United States
Derek L.
$368 nightly
The price is $415
Nov 9 - Nov 10
Total with taxes and fees
Cozy Gem: East Rock |King Bed| Near DT|Yale 3 beds
A kitchen with white cabinets, a stove, and a dining table with chairs.

18. 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 18 - Oct 19
Total with taxes and fees
Yale Science Park 1BR | Free Parking
A neatly made bed with a checkered blanket, white pillows, and a framed picture on the wall.

19. 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
$160 nightly
The price is $181
Nov 2 - Nov 3
Total with taxes and fees
Yale Casa Verde Studio
A living room with a sofa, coffee table, and a painting on the wall.

20. Beautiful 3-bedroom apartment near Yale

Beautiful 3-bedroom apartment near Yale
Dwight
9.0 out of 10, Wonderful, (2 reviews)
"The host was great. We had some issues with the codes getting in but the host was most helpful. The stay was very nice. I wouldn't wander the neighborhood after dark but we had a great time,"
United States
Michelle
$392 nightly
The price is $444
Oct 21 - Oct 22
Total with taxes and fees
Beautiful 3-bedroom apartment near Yale
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

Comfort Inn & Suites Danbury-Bethel

Comfort Inn & Suites Danbury-Bethel

8/10 Good
"Breakfasts are good except the bananas"
Arthur 4-night trip
Posted 7 hours ago
Comfort Inn & Suites Danbury-Bethel

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.