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

Derby Holiday Rentals

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Check prices for these dates

In two weeks
10 Jul - 12 Jul
In two months
21 Aug - 23 Aug
In three months
18 Sept - 20 Sept
In four months
16 Oct - 18 Oct

Our top choices for Derby holiday rentals

Iron/ironing board, free WiFi, bed sheets

DUNE Fairfield Beach

DUNE Fairfield Beach
3.0 star property
Fairfield Beach
9.0 out of 10, Wonderful, (96 reviews)
"Stayed for a night but had a good experience"
United States
Deanna
The price is HK$1,470
HK$2,169 total
includes taxes & fees
27 Jul - 28 Jul
DUNE Fairfield Beach
Exterior

Cozy One Bedroom Apartment Centrally Located in Southbury

Cozy One Bedroom Apartment Centrally Located in Southbury
Southbury
10.0 out of 10, Exceptional, (33 reviews)
"Everything was perfect and it's a great place to stay. Highly recommended and the folks there are A+."
United States
Bob
The price is HK$734
HK$1,001 total
includes taxes & fees
28 Jun - 29 Jun
Cozy One Bedroom Apartment Centrally Located in Southbury
1 bedroom, desk, iron/ironing board, free WiFi

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 HK$1,098
HK$1,819 total
includes taxes & fees
12 Jul - 13 Jul
Lovely Bohemian Loft Downtwn, Amphitheater,Seaside Park,Metro North,2-10min walk
Private kitchen

Elite room stay

Elite room stay
Bridgeport
The price is HK$1,623
HK$2,674 total
includes taxes & fees
28 Jun - 29 Jun
Elite room stay
Interior

Near Yale & Lighthouse Point Beach: Home w/ Pool!

Near Yale & Lighthouse Point Beach: Home w/ Pool!
3.0 star property
East Shore
The price is HK$3,098
HK$5,603 total
includes taxes & fees
30 Jun - 1 Jul
Near Yale & Lighthouse Point Beach: Home w/ Pool!
Exterior

All New 1BR with tons of Charm

All New 1BR with tons of Charm
Wallingford Center
10.0 out of 10, Exceptional, (11 reviews)
"Charming, unique, and very comfortable. Would surely stay again. "
United States
David S.
The price is HK$925
HK$2,287 total
includes taxes & fees
28 Jun - 29 Jun
All New 1BR with tons of Charm
Dining

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, (76 reviews)
"Spacious"
United States
Mehul
The price is HK$1,019
HK$1,819 total
includes taxes & fees
28 Jun - 29 Jun
Spacious 2 Bedroom apartment close to Yale Bowl
Front of property

Beechmont - Perfect for Family Retreat!

Beechmont - Perfect for Family Retreat!
5.0 star property
North End
The price is HK$4,788
HK$8,251 total
includes taxes & fees
28 Jun - 29 Jun
Beechmont - Perfect for Family Retreat!
Pool

Business or Weekend escape

Business or Weekend escape
Stratford
9.2 out of 10, Wonderful, (55 reviews)
"I love the layout of this apt. Perfect for 2 to 3 people, it was clean and nothing out of place. The host was great and communicated well. I will be looking for this place again next year."
United States
Shamel
The price is HK$666
HK$1,149 total
includes taxes & fees
1 Jul - 2 Jul
Business or Weekend escape
Exterior

Bright Downtown Studio near Yale & East Rock!

Bright Downtown Studio near Yale & East Rock!
Downtown New Haven
9.0 out of 10, Wonderful, (14 reviews)
"Conveniently located and nice, practically appointed stay for a business trip to work with a collaborator in town."
United States
Jeremy Y.
The price is HK$847
HK$1,917 total
includes taxes & fees
28 Jun - 29 Jun
Bright Downtown Studio near Yale & East Rock!
TV

All new 1BR apartment with all the features you are looking for

All new 1BR apartment with all the features you are looking for
Wallingford Center
10.0 out of 10, Exceptional, (1 review)
"Clean & Comfortable, excellent accessibility to area restaurants & shopping.There was a hitch with my payment before check-in, the owner was helpful & communicative in resolving the issue.Overall, a great place to stay."
United States
Thomas S.
The price is HK$925
HK$2,287 total
includes taxes & fees
28 Jun - 29 Jun
All new 1BR apartment with all the features you are looking for
Smart TV

Centric property close to all the great things in the city

Centric property close to all the great things in the city
Brooklawn - St. Vincent
7.2 out of 10, Good, (15 reviews)
"Having a microwave would also help with the amenities. Overall good. "
United States
Karen A.
The price is HK$1,235
HK$2,083 total
includes taxes & fees
28 Jun - 29 Jun
Centric property close to all the great things in the city
1 bedroom, iron/ironing board, WiFi, bed sheets

Once the old Schools house now a newly furnished Apartment

Once the old Schools house now a newly furnished Apartment
Wallingford Center
9.0 out of 10, Wonderful, (13 reviews)
"Excellent option for a short stay near the heart of it all in Wallingford."
United States
Jeanette W.
The price is HK$925
HK$2,287 total
includes taxes & fees
5 Jul - 6 Jul
Once the old Schools house now a newly furnished Apartment
1 bedroom, desk, iron/ironing board, WiFi

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.
The price is HK$706
HK$1,555 total
includes taxes & fees
21 Jul - 22 Jul
One bedroom in United States of America, New Haven
Interior

4 Mi to Beach & Dtwn! Charming Fairfield Home

4 Mi to Beach & Dtwn! Charming Fairfield Home
3.0 star property
Tunxis Hill
The price is HK$4,054
HK$5,986 total
includes taxes & fees
5 Jul - 6 Jul
4 Mi to Beach & Dtwn! Charming Fairfield Home
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 HK$4,509
HK$7,797 total
includes taxes & fees
5 Jul - 6 Jul
Clear LI Sound waterview, Wedding pics, Yale&Beach
Fridge, microwave, oven, stovetop

Renovated 2 bedroom entire apartment w/parking

Renovated 2 bedroom entire apartment w/parking
Ansonia
10.0 out of 10, Exceptional, (2 reviews)
"Host was very attentive making sure everything was going well, apartment was great would definitely stay again "
United States
Sophia
The price is HK$1,112
HK$2,037 total
includes taxes & fees
28 Jun - 29 Jun
Renovated 2 bedroom entire apartment w/parking
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 HK$1,137
HK$2,725 total
includes taxes & fees
29 Jun - 30 Jun
Angelica’s safe haven @ west haven
Fridge, microwave, oven, stovetop

Coastal Landing Stay

Coastal Landing Stay
East Shore
The price is HK$1,863
HK$4,421 total
includes taxes & fees
29 Jun - 30 Jun
Coastal Landing Stay
Interior

Private, Quiet, Cozy Studio Guesthouse with 75" TV WiFi etc. In Watertown.

Private, Quiet, Cozy Studio Guesthouse with 75" TV WiFi etc. In Watertown.
Watertown
8.6 out of 10, Excellent, (10 reviews)
"Great night stay! Wonderful place would definitely recommend! "
United States
Laurie P.
The price is HK$863
HK$1,149 total
includes taxes & fees
2 Jul - 3 Jul
Private, Quiet, Cozy Studio Guesthouse with 75" TV WiFi etc. In Watertown.
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

10/10 Excellent
"Buen desayuno y limpieza"
Cynthia Garcia 3-night trip
Posted less than an hour ago
Best Western Executive Hotel Of New Haven - West Haven

Find out more about Derby

Search for holiday rentals in Derby on Expedia! You can easily find your home rentals, villas, holiday apartments in Derby using one of the methods below:

  • View our selection of featured holiday rentals in Derby
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  • Enter your travel dates to view the best deals on holiday rentals in Derby while they last

Look no further and take a look at our great range of rental properties in Derby!

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?

TREETOPS! A Reunion/Retreat/Event estate! JULY OPENINGS Seasonal POOL! Sleeps 12: This holiday home rental outside of Derby is located in the city centre, and has an outdoor pool, a fireplace and a BBQ 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 that you can cook with friends or family. It offers a balcony, a garden and a selection of books so that you can immerse yourself in your holiday.

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, 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.