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Derby Holiday Rentals

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Holiday Rentals in Derby

New Haven Village Suites
3.0 star property
7.6 out of 10, Good, 1,838 reviews
"Ok"
The price is NZ$180
per night
2 Jul - 3 Jul
New Haven Village Suites
Business or Weekend escape
9.8 out of 10, Exceptional, 11 reviews
"The place was clean. Very comfortable. He had refreshments in the fridge. 2nd time here. The host is very easy to get to answer from. We are coming back again soon."
The price is NZ$229
per night
10 Jun - 11 Jun
Business or Weekend escape
DUNE Fairfield Beach
3.0 star property
10.0 out of 10, Exceptional, 10 reviews
"Modern cottage near the beach. Clean and comfortable. Very responsive."
The price is NZ$389
per night
6 Jun - 7 Jun
DUNE Fairfield Beach
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Studio, Private Beach, Kayak, Paddle board, Pool, Hot tub
10.0 out of 10, Exceptional, 111 reviews
"We were looking for a nice relaxing weekend getaway from NYC and happened to find this listing. The check in process was easy, and the owners were lovely! We'd absolutely book again."
Studio, Private Beach, Kayak, Paddle board, Pool, Hot tub
Luxury Designer 2 bedroom+office/3bed vacation home.
9.4 out of 10, Exceptional, 9 reviews
"Beautiful spacious apartment with everything you would need for a comfortable stay. Quick responses to our questions by owners. An easy and convenient location just a short drive to visit our daughter at nearby University. Highly recommend this apartment. "
The price is NZ$667
per night
4 Jun - 5 Jun
Luxury Designer 2 bedroom+office/3bed vacation home.
Luxury Furnished Apartments by Hyatus Downtown at Yale
3.5 star property
9.8 out of 10, Exceptional, 20 reviews
"Everything was okay, the apartment was great, enough space for 3 people. During the nighttime no noise, silence, good for well sleeping and so on… 5 points!"
Luxury Furnished Apartments by Hyatus Downtown at Yale
Westport Paradise With Every Amenity!
10.0 out of 10, Exceptional, 14 reviews
"The guest house was spacious and well appointed. The furnishings were very comfortable. The grounds at the house are beautiful. We thoroughly enjoyed our stay."
The price is NZ$1,368
per night
7 Jun - 8 Jun
Westport Paradise With Every Amenity!
BREATHTAKING BUNGALOW-HOME AWAY FROM HOME
10.0 out of 10, Exceptional, 15 reviews
"Donna, the host, was absolutely wonderful. Very responsive. Cute beach bungalow. Very comfortable. Perfect for the three of us, 2 adults and 19 year old daughter. Would absolutely recommend."
BREATHTAKING BUNGALOW-HOME AWAY FROM HOME
Beautiful cozy rooms near hospital and down town area
8.4 out of 10, Very good, 10 reviews
"People were very nice and welcoming. Area looks questionable but the place itself is very comfortable, clean and enjoyable."
The price is NZ$405
per night
4 Jun - 5 Jun
Beautiful cozy rooms near hospital and down town area
gorgeous victorian direct ocean front single family six bedroom, ten rooms
10.0 out of 10, Exceptional, 51 reviews
"Wonderful host. Easy communication. Great house."
gorgeous victorian direct ocean front single family six bedroom, ten rooms
Waterfront Cottage in Branford
10.0 out of 10, Exceptional, 81 reviews
"Beautiful house in a beautiful location! We hope to return soon!"
Waterfront Cottage in Branford
(HIGH DEMAND)Close To Downtown Free Wi-fi/Parking/ Metro North & I-95 3 mins
10.0 out of 10, Exceptional, 2 reviews
"Amazing place to stay people are great"
(HIGH DEMAND)Close To Downtown Free Wi-fi/Parking/ Metro North & I-95 3 mins
Grace Island. Private Island! Vacations, Getaways, Weddings & Special Events.
Grace Island. Private Island! Vacations, Getaways, Weddings & Special Events.
NEW Luxury 1bd apt w/all the amenities @ Yale, Wooster Sq, DT New Haven. Pets ok
9.0 out of 10, Wonderful, 2 reviews
"What a great place! Location, location. Located on edge of Little Italy with great restaurants and bars. Our favorite was Zenellis. Less than 15 minute walk to downtown New Haven with lots of dining options. Take in the Trinity Bar nearby- great fun! Furniture was modest but adequate. Great kitchen."
The price is NZ$502
per night
5 Jun - 6 Jun
NEW Luxury 1bd apt w/all the amenities @ Yale, Wooster Sq, DT New Haven. Pets ok
Beautiful 4BR Beach House with Private Beach Access.
10.0 out of 10, Exceptional, 65 reviews
"Visited family back in CT and this was the perfect place to stay. Kind of like a Tardis, it was bigger on the inside! Thank you!"
Beautiful 4BR Beach House with Private Beach Access.
Direct Beachfront Property On Long Island Sound
10.0 out of 10, Exceptional, 26 reviews
"We had a wonderful time on the beach, in the ocean and just relaxing in the house. There were nice restaurants in the area to try and some fun day trips to take with the kids. We'd go back!"
Direct Beachfront Property On Long Island Sound
The Dream Location for Your Perfect Vacation
9.8 out of 10, Exceptional, 15 reviews
"The cottage has the most wonderful views! We loved our stay!"
The Dream Location for Your Perfect Vacation
Coastal Retreat: Charming 3-Bedroom Fairfield Townhouse nr Beaches & Town Center
10.0 out of 10, Exceptional, 12 reviews
"Stayed at Coastal Retreat for a weekend visit with son who attends Fairfield University, brought both sets of parents and teen daughter (ages ranging 73-16), plenty of room and able to enjoy a wonderful family dinner with son even in attendance. Wonderful area, close walk to beach and easy to get to downtown Fairfield and university. Very clean and welcoming! Greg was wonderful to work with and answered any question we had that came up both prior and upon arrival. The only thing we would mention...
Coastal Retreat: Charming 3-Bedroom Fairfield Townhouse nr Beaches & Town Center
Cheerful 4 bedrooms residential house.
9.8 out of 10, Exceptional, 13 reviews
"This was walking distance to the Total Mortgage Arena for our robotics competition. Having the full kitchen to cook meals was awesome. Nice comfy beds, plenty of space, I claimed the nook off the kitchen/dining area for myself. Boys had front room to work on their robot."
Cheerful 4 bedrooms residential house.
New Haven Gem w/ Private Pool, Walk to Beach!
8.0 out of 10, Very good, 1 review
"The house has a lot of updates/renovations that help it stand out from other traditional New England homes. Very comfortable, fully equipped kitchen, amenities. The property manager was very helpful and great communication. We didn't have a chance to use the pool or hot tub but would've been a big bonus if we had. I'm giving a four star rating primarily because I think the price point is a little high, there was a fair amount of outside noise (near Tweed airport), and the neighborhood feels very...
New Haven Gem w/ Private Pool, Walk to Beach!
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See all available properties in Derby
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.

Other types of properties in Derby you may be interested in

New Haven Hotel
3.5 star property
8.8 out of 10, Excellent, 1,247 reviews
"Ok. Good location"
The price is NZ$279
per night
30 Jun - 1 Jul
New Haven Hotel
The Circle Hotel Fairfield
3.0 star property
8.8 out of 10, Excellent, 1,119 reviews
"I just love it here. Never a bad expetience"
The price is NZ$251
per night
6 Jun - 7 Jun
The Circle Hotel Fairfield
Hilton Garden Inn Shelton
3.0 star property
7.6 out of 10, Good, 1,016 reviews
"I like that it has parking below if it rains it you don't have to worry about getting wet. The view is beautiful. Noise free. The bed ia very comfortable. I had no issues. Would recommend "
The price is NZ$213
per night
9 Jun - 10 Jun
Hilton Garden Inn Shelton
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.

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Derby holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Derby. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Derby. Seeing all the best attractions is bound to make you fall in love with Derby. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Derby short-term rentals, that won’t be hard to do.

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?

Business or Weekend escape: This holiday home rental outside of Derby has air conditioning and WiFi to help you feel perfectly comfortable in your new surroundings.

What’s there to see and do in Derby?

Housatonic River and Osborndale State Park are a couple of lovely local spots to get outside and enjoy nature. Osborne Homestead Museum and Great River Golf Club are a couple of places you'll find in the wider area.

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.

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