Derby Vacation Rentals

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Dec 5 - Dec 7

Vacation Rentals in Derby

Private beach nearby, sun loungers, beach umbrellas, beach towels
DUNE Fairfield Beach

DUNE Fairfield Beach

3.0 star property
Fairfield
9.0 out of 10, Wonderful, (76)
"Loved this venue! "
United States
adriano
$223 nightly
The price is $256
Dec 29 - Dec 30
Total with taxes and fees
DUNE Fairfield Beach
Dining
Lakeside/Sleeps20/HotTub/GameRoom/2Acres/Firepit

Lakeside/Sleeps20/HotTub/GameRoom/2Acres/Firepit

Brookfield
9.6 out of 10, Exceptional, (4)
"The host was very kind and welcoming. The home was spacious and the perfect setting for our celebration weekend. Everyone had their own space and we had multiple spaces for group activities. We enjoyed our time and appreciate the hospitality. "
United States
Valerie V.
Lakeside/Sleeps20/HotTub/GameRoom/2Acres/Firepit
Honeymoon Apartment, 3 Bedrooms, Kitchen | In-room dining
Luxury Furnished Apartments by Hyatus Downtown at Yale

Luxury Furnished Apartments by Hyatus Downtown at Yale

3.5 star property
The Hill
9.6 out of 10, Exceptional, (60)
"Loved our stay here. "
United States
Christina
Luxury Furnished Apartments by Hyatus Downtown at Yale
Pool
Business or Weekend escape

Business or Weekend escape

Stratford
9.2 out of 10, Wonderful, (51)
"Clean room, easy check-in, parking available on-site "
United States
Cindy
$125 nightly
The price is $141
Nov 30 - Dec 1
Total with taxes and fees
Business or Weekend escape
Dining
Peaceful Vintage Home with Private Pond in Redding, CT.

Peaceful Vintage Home with Private Pond in Redding, CT.

2.0 star property
Redding
10.0 out of 10, Exceptional, (2)
"Several of us stayed for one night for our kids soccer tournament. The home was spacious and had all the amenities needed to make our short stay comfortable. The host was very responsive and accommodating. "
United States
Annette H.
$616 nightly
The price is $697
Dec 10 - Dec 11
Total with taxes and fees
Peaceful Vintage Home with Private Pond in Redding, CT.
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
9.6 out of 10, Exceptional, (4)
"Very clean house. set up very nicely, landlord was very responsive and helpful. perfect for what we needed "
United States
Nancy H.
$1,222 nightly
The price is $1,383
Nov 30 - Dec 1
Total with taxes and fees
Charming Colonial for Events! – Perfect for Family Reunions and Group Getaways!
4 bedrooms, iron/ironing board, free WiFi, bed sheets
Waterfront Cottage in Branford

Waterfront Cottage in Branford

branford
10.0 out of 10, Exceptional, (97)
"Beautiful location "
United States
Anne d.
Waterfront Cottage in Branford
Exterior
New One Bedroom Apartment Centrally Located in Southbury

New One Bedroom Apartment Centrally Located in Southbury

Southbury
9.8 out of 10, Exceptional, (19)
"Perfect sized apartment for a short stay - very convenient to my destination"
United States
S
$115 nightly
The price is $129
Dec 4 - Dec 5
Total with taxes and fees
New One Bedroom Apartment Centrally Located in Southbury
Beach nearby, beach towels
Gorgeous 4BR Beach House with Private Beach Access.

Gorgeous 4BR Beach House with Private Beach Access.

Pine Orchard
9.8 out of 10, Exceptional, (76)
"Nice property, thanks to the owners.Jackie"
United States
Jacqueline M.
Gorgeous 4BR Beach House with Private Beach Access.
On the beach, sun loungers, beach towels
Beach Front Arts & Crafts House With Gorgeous Views Of The Sound

Beach Front Arts & Crafts House With Gorgeous Views Of The Sound

Milford
10.0 out of 10, Exceptional, (133)
"Wonderful stay in a nice quiet neighborhood "
United States
Jacob M.
Beach Front Arts & Crafts House With Gorgeous Views Of The Sound
1 bedroom, desk, iron/ironing board, free WiFi
Stylish Sheek Loft Dwntwn, Amphitheater, Park, Metro North, Ferry All 2-10min

Stylish Sheek Loft Dwntwn, Amphitheater, Park, Metro North, Ferry All 2-10min

Downtown Bridgeport
10.0 out of 10, Exceptional, (2)
"Ricardo’s place was perfect for our needs! A small, clean and cozy place, not far from our daytime destination, the apartment offers all the basics - kitchenette, nice bathroom and modern shower, a comfy Queen Size bed, and even some snacks and essentials for a comfortable stay. The area has some restraunts and bars nearby too, though we were happy to stay in and watch some Netflix. I would highly recommend this apartment to a friend, and Ricardo has been a pleasure. Thanks so much!"
United States
Anonymous traveler
$145 nightly
The price is $164
Nov 30 - Dec 1
Total with taxes and fees
Stylish Sheek Loft Dwntwn, Amphitheater, Park, Metro North, Ferry All 2-10min
Property grounds
Candlewood Lake - Family Getaway with direct lake access. 3775 sqft home.

Candlewood Lake - Family Getaway with direct lake access. 3775 sqft home.

Danbury
10.0 out of 10, Exceptional, (24)
"Gorgeous views and comfortable stay!"
United States
Sam C.
Candlewood Lake - Family Getaway with direct lake access. 3775 sqft home.
Interior
Stunning Apt W/ Parking and Gym | Downtown at Yale

Stunning Apt W/ Parking and Gym | Downtown at Yale

The Hill
10.0 out of 10, Exceptional, (46)
"High quality experience, walking distance to all we needed, clean and spacious. Excellent support and communication from the hosts, would stay again."
United Kingdom
Coco N.
Stunning Apt W/ Parking and Gym | Downtown at Yale
Beach nearby
BEACH BUM CARRIAGE HOUSE with kayaks - steps to beach, park, marinas & brewery!

BEACH BUM CARRIAGE HOUSE with kayaks - steps to beach, park, marinas & brewery!

Branford Center
9.2 out of 10, Wonderful, (20)
"This Carriage House is exactly as described. Wonderful location and setting, just steps away from Branford Point. Hope to visit again soon! "
United States
Terri L.
BEACH BUM CARRIAGE HOUSE with kayaks - steps to beach, park, marinas & brewery!
Fridge, microwave, oven, stovetop
Cozy Ocean Front Retreat with Private Beach!

Cozy Ocean Front Retreat with Private Beach!

Milford
10.0 out of 10, Exceptional, (32)
"Great house in a great location. It was wonderful.."
United States
W. Stuart N.
Cozy Ocean Front Retreat with Private Beach!
Dining
Coastal Holiday Retreat: Luxury Waterfront, Hot Tub & Private Beach

Coastal Holiday Retreat: Luxury Waterfront, Hot Tub & Private Beach

Branford
10.0 out of 10, Exceptional, (71)
"We had a wonderful vacation!! The house was perfect, check in couldn’t have easier and the views couldn’t have been better. A perfect summer getaway."
United States
Mike S.
Coastal Holiday Retreat: Luxury Waterfront, Hot Tub & Private Beach
Fridge, microwave, oven, stovetop
All New 1BR with tons of Charm

All New 1BR with tons of Charm

Wallingford Center
9.8 out of 10, Exceptional, (6)
"I highly recommend this property!! We were in town for a wedding celebration, and it proved perfect. The property is completely updated, well-appointed and clean. The property is centrally located and close to restaurants, shops and grocery markets. Karl was a great host and communicated with us throughout our stay. I highly recommend!!"
United States
Francis S.
$271 nightly
The price is $288
Dec 8 - Dec 9
Total with taxes and fees
All New 1BR with tons of Charm
Fridge, microwave, stovetop, dishwasher
Charming Home in Seaside

Charming Home in Seaside

2.0 star property
South End
10.0 out of 10, Exceptional, (1)
"Amazing beautiful property in a rustic urban environment. Perfect check in, super comfortable, TVs in every room… essentially a new house. Close to the water and amphitheater. If you’re used to city life we’d recommend it, because we are!"
United States
Matt H.
Charming Home in Seaside
Beach nearby, sun loungers, beach towels
Adorable Beach Cottage

Adorable Beach Cottage

Milford
9.8 out of 10, Exceptional, (54)
"Lovely cottage, well equipped and immaculately clean, close to the beach and charming shops and restaurants. "
United States
Sarah G.
Adorable Beach Cottage
Seasonal outdoor pool
Luxury Apartments by Hyatus at Pierpont

Luxury Apartments by Hyatus at Pierpont

4.0 star property
The Hill
9.4 out of 10, Exceptional, (22)
"This was by far the best stay I’ve had in New Haven the apartment was very clean had everything I needed to cook the bed was fabulous had the best sleep not to mention I got to watch the sunset laying down in the bed it was the highlife of my stay loved it I’ve never in my life got to experience laying down in the bed watching the sunset it was great and I’ve been around the world stayed at some great places but never that 💓💓 I will be booking another stay here very soon and the host was so...
United States
Holly
Luxury Apartments by Hyatus at Pierpont
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

Hamden Hotel and Suites – Hamden New Haven

Hamden Hotel and Suites – Hamden New Haven

10/10 Excellent
"Good indeed "
James 1-night trip
Posted 22 hours ago
Hamden Hotel and Suites – Hamden New 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 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.

Explore a world of travel with Expedia

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 Colonial for Events! – Perfect for Family Reunions and Group Getaways!: Visitors like this Derby vacation home rental. It is located near the airport and has a balcony, a terrace, and air-conditioning to put you at ease in your new surroundings. It has 6 bedrooms as well as a kitchen with a full-sized fridge, a dishwasher, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a private yard and a selection of games.

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 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.