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

Holiday Rentals in Derby

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

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

Our top choices for Derby holiday 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 €404
includes taxes & fees
9 Nov - 10 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 €199
includes taxes & fees
19 Oct - 20 Oct
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.
The price is €196
includes taxes & fees
27 Oct - 28 Oct
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.
The price is €321
includes taxes & fees
21 Oct - 22 Oct
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.
The price is €250
includes taxes & fees
18 Oct - 19 Oct
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.
The price is €536
includes taxes & fees
26 Oct - 27 Oct
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.
The price is €232
includes taxes & fees
18 Oct - 19 Oct
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.
The price is €159
includes taxes & fees
2 Nov - 3 Nov
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, (16 reviews)
"Pretty close to Yale campus"
United States
Dongjian
The price is €225
includes taxes & fees
20 Oct - 21 Oct
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.
The price is €197
includes taxes & fees
21 Oct - 22 Oct
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.
The price is €223
includes taxes & fees
18 Oct - 19 Oct
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.
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.
The price is €352
includes taxes & fees
26 Oct - 27 Oct
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.
The price is €314
includes taxes & fees
26 Oct - 27 Oct
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
The price is €263
includes taxes & fees
14 Nov - 15 Nov
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.
The price is €360
includes taxes & fees
9 Nov - 10 Nov
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.
The price is €224
includes taxes & fees
18 Oct - 19 Oct
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
The price is €165
includes taxes & fees
2 Nov - 3 Nov
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
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Derby Hotel Reviews

Wyndham Southbury

Wyndham Southbury

10/10 Excellent
"Ésta compañía hotelera (Wyndham) siempre me ha encantado y la recomiendo. Todos los hoteles Wyndham son los mejores ❤️ 😎"
Ruth Esther 2-night trip
Posted 11 hours ago
Wyndham Southbury

Find out more about Derby

Everything you need to know about Derby holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Derby holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Derby holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Derby holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Derby holiday rentals we have selected for you start as low as €70 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Derby rentals

At Expedia, we put the best Derby holiday 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 holiday.

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 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?

Beautiful, Spacious, Beachfront Home - Perfect for Entertaining Family & Friends: This holiday home rental outside of Derby is located on the beach, and has a balcony, a selection of games and a BBQ 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 that you can cook with friends or family.

How many holiday rentals are there in Derby?

With 3 Expedia holiday rentals, you're guaranteed 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 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.