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

Derby Vacation Rentals

  • 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
31 Jul - 2 Aug
In two months
11 Sep - 13 Sep
In three months
9 Oct - 11 Oct
In four months
6 Nov - 8 Nov

Our top choices for Derby vacation rentals

TV

191 Seymour, Ave. Derby · Spacious Renovated 3 bedroom near GriffinHospital

191 Seymour, Ave. Derby · Spacious Renovated 3 bedroom near GriffinHospital
Derby
8.6 out of 10, Excellent, (8 reviews)
"Great stay! Perfect location for my needs. Clean and inviting rental. Modern and well kept. Will stay again. "
United States
Bary B.
191 Seymour, Ave. Derby · Spacious Renovated 3 bedroom near GriffinHospital
Smart TV, books

Clear LI Sound waterview, Wedding pics, Yale&Beach

Clear LI Sound waterview, Wedding pics, Yale&Beach
East Shore
10.0 out of 10, Exceptional, (11 reviews)
"Great stay! Would definitely stay again! "
United States
Frankie O.
The price is AED 2,112
AED 3,609 total
includes taxes & fees
17 Jul - 18 Jul
Clear LI Sound waterview, Wedding pics, Yale&Beach
Classic Suite | Iron/ironing board, WiFi (free), bed sheets

DUNE Fairfield Beach

DUNE Fairfield Beach
3.0 star property
Fairfield Beach
9.0 out of 10, Wonderful, (99 reviews)
"Stayed for a night but had a good experience"
United States
Deanna
The price is AED 779
AED 1,120 total
includes taxes & fees
16 Aug - 17 Aug
DUNE Fairfield Beach
Front of property

Beechmont - Perfect for Family Retreat!

Beechmont - Perfect for Family Retreat!
5.0 star property
North End
The price is AED 2,243
AED 3,865 total
includes taxes & fees
18 Jul - 19 Jul
Beechmont - Perfect for Family Retreat!
House (3 Bedrooms) | Interior

Lakefront Home, Close to Mt Southington!

Lakefront Home, Close to Mt Southington!
3.0 star property
Wolcott
10.0 out of 10, Exceptional, (3 reviews)
"Beautiful house with great views of the lake. "
United States
Darrell
The price is AED 757
AED 1,761 total
includes taxes & fees
3 Aug - 4 Aug
Lakefront Home, Close to Mt Southington!
1 bedroom, iron/ironing board, WiFi, bed sheets

Cozy 1-bedroom house in welcoming Bridgeport

Cozy 1-bedroom house in welcoming Bridgeport
Bridgeport
The price is AED 1,131
AED 1,769 total
includes taxes & fees
17 Jul - 18 Jul
Cozy 1-bedroom house in welcoming Bridgeport
Fridge, microwave, oven, stovetop

Coastal Landing Stay

Coastal Landing Stay
East Shore
The price is AED 873
AED 2,082 total
includes taxes & fees
17 Jul - 18 Jul
Coastal Landing Stay
1 bedroom, desk, iron/ironing board, WiFi (free)

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, (13 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
The price is AED 415
AED 723 total
includes taxes & fees
20 Jul - 21 Jul
Lovely Bohemian Loft Downtwn, Amphitheater,Seaside Park,Metro North,2-10min walk
TV

#43- Modern Luxury Log Cabin Retreat | Fire Pit

#43- Modern Luxury Log Cabin Retreat | Fire Pit
Prospect
9.0 out of 10, Wonderful, (2 reviews)
"3.5 rounding up to 4. We had a good stay overall. I travel fairly often and tend to reserve 5 stars for places where every detail of the guest experience feels really thoughtfully considered. This home was comfortable and worked fine for our trip, but it felt a bit more basic compared to some other rentals I’ve stayed in."
United States
Lauren P.
The price is AED 1,686
AED 2,857 total
includes taxes & fees
24 Jul - 25 Jul
#43- Modern Luxury Log Cabin Retreat | Fire Pit
Coffee/tea maker, fridge, microwave, oven

Heavenly Home in New Haven /5 mins drive from Yale

Heavenly Home in New Haven /5 mins drive from Yale
Fair Haven
9.2 out of 10, Wonderful, (23 reviews)
"This house has everything you need to enjoy a getaway. Clean, It will sleep 20 and their is room for 20 to gather."
United States
Kathy B.
The price is AED 2,201
AED 2,935 total
includes taxes & fees
19 Jul - 20 Jul
Heavenly Home in New Haven /5 mins drive from Yale
Exterior

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)
"Beautiful and spacious home in lovely neighbourhood. We so enjoyed our brief stay. "
Australia
Nina
The price is AED 885
AED 1,910 total
includes taxes & fees
21 Jul - 22 Jul
Casa Soleada in Heart of East Rock 3BR | Cozy King Bed | Near DT/Yale
Dining

McAngel Haven: 5 mins from Yale

McAngel Haven: 5 mins from Yale
West Haven
9.6 out of 10, Exceptional, (23 reviews)
"Excellent location Clean and spacious Comfortable beds "
United States
Joseph T.
The price is AED 843
AED 1,928 total
includes taxes & fees
27 Jul - 28 Jul
McAngel Haven: 5 mins from Yale
Exterior

Angelica’s safe haven @ west haven

Angelica’s safe haven @ west haven
West Haven
10.0 out of 10, Exceptional, (6 reviews)
"We had a great stay. Comfortable home with a large living room. Beds were great. "
United States
Jason V.
The price is AED 533
AED 1,240 total
includes taxes & fees
17 Jul - 18 Jul
Angelica’s safe haven @ west haven
Coffee/tea maker, fridge, microwave, oven

Entire Private Apartment w/Patio and Big Driveway.

Entire Private Apartment w/Patio and Big Driveway.
West New Haven
10.0 out of 10, Exceptional, (1 review)
"This place was very clean and Michael was great, answering all my questions quickly. check in was simple just a code to get in it was very updated and the beds were very comfortable. It was close to Yale and to some great pizza places"
United States
Sabrina P.
The price is AED 628
AED 1,475 total
includes taxes & fees
20 Jul - 21 Jul
Entire Private Apartment w/Patio and Big Driveway.
House (3 Bedrooms) | Interior

Watertown Home w/ Yard: 1 Mi to Echo Lake Park!

Watertown Home w/ Yard: 1 Mi to Echo Lake Park!
3.0 star property
Oakville
The price is AED 1,003
AED 1,980 total
includes taxes & fees
31 Jul - 1 Aug
Watertown Home w/ Yard: 1 Mi to Echo Lake Park!
Coffee/tea maker, fridge, microwave, oven

5 minute walk to beach, walk to town & train

5 minute walk to beach, walk to town & train
Fairfield Beach
10.0 out of 10, Exceptional, (26 reviews)
"Host was great. Had a great stay. "
United States
jeff d.
The price is AED 1,612
AED 3,698 total
includes taxes & fees
1 Aug - 2 Aug
5 minute walk to beach, walk to town & train
Cookware/dishes/utensils

Urban Oasis 3BR Parking Washer & Dryer Yale East Rock

Urban Oasis 3BR Parking Washer & Dryer Yale East Rock
East Rock
9.4 out of 10, Exceptional, (16 reviews)
"wonderful stay - great apartment and location and communication!"
United States
Anonymous traveler
The price is AED 522
AED 1,196 total
includes taxes & fees
20 Jul - 21 Jul
Urban Oasis 3BR Parking Washer & Dryer Yale East Rock
Exterior

Charming Colonial for Events! – Perfect for Family Reunions and Group Getaways!

Charming Colonial for Events! – Perfect for Family Reunions and Group Getaways!
North End
8.8 out of 10, Excellent, (10 reviews)
"Plenty of bedrooms and space for the family. Very prompt communication with host."
United States
David K.
The price is AED 2,631
AED 5,063 total
includes taxes & fees
20 Jul - 21 Jul
Charming Colonial for Events! – Perfect for Family Reunions and Group Getaways!
Fridge, microwave, oven, stovetop

Fully Furnished 1BR Apartment

Fully Furnished 1BR Apartment
Wallingford
10.0 out of 10, Exceptional, (3 reviews)
"This was a great place to stay in town when visiting family! Kitchen was well stocked, location was convenient, & it had everything we needed!"
United States
Jennifer L.
The price is AED 433
AED 1,071 total
includes taxes & fees
18 Jul - 19 Jul
Fully Furnished 1BR Apartment
Marina

Gorgeous Waterfront 2:1 - 2 houses in 1 building.

Gorgeous Waterfront 2:1 - 2 houses in 1 building.
Fair Haven
The price is AED 2,094
AED 3,330 total
includes taxes & fees
20 Jul - 21 Jul
Gorgeous Waterfront 2:1 - 2 houses in 1 building.
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

Best Western Executive Hotel Of New Haven - West Haven

Best Western Executive Hotel Of New Haven - West Haven

10/10 Excellent
"None"
Emmily 2-night trip
Posted less than an hour ago
Best Western Executive Hotel Of New Haven - West Haven

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?

TREETOPS! A Reunion/Retreat/Event estate! JULY OPENINGS Seasonal POOL! Sleeps 12: Visitors like this Derby vacation home rental. It is located in the city center and has an outdoor pool, a fireplace, and a barbecue grill to put you at ease in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a balcony, a garden, and a selection of books so you can immerse yourself in your vacation.

What’s there to see and do in Derby?

While exploring the area, visit family-friendly sights like SportsCenter of Connecticut, or get outside and enjoy nature at Housatonic River. While here, Osborne Homestead Museum and Osborndale State Park 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.