Holiday houses in Derby

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Top-rated holiday rentals in Derby

Guests agree: these stays are highly rated for location, cleanliness and more.

Superhost

Home in Woodmont

4.92 out of 5 average rating, 26 reviews

Light-filled Beach House Steps from the Sand

FayeRating, 5 stars17 months ago
Mougeh's place is a lovely home with ample space, toys, books, games for entire family, within walking distance to the beach, and four mile drive to all shopping needs. The reason for the three star rating given in the "clean house" question was because when we arrived we noticed dog hair in the living area. We contacted the host and immediately the next day the cleaning service arrived and cleaned it. We were refunded the cleaning fee. Mougeh is very caring and responsive to her guests's needs.
Guest favourite

Home in Fairfield

5 out of 5 average rating, 8 reviews

Newly built twin beach house within steps to beach

MeaghanRating, 5 stars5 months ago
We stayed here for a wedding at The Burr Mansion, which was extremely close to the house! The house was clean and updated. A few spots to walk to including a local bar. Just a walk to the beach. Bedrooms are all spacious and were very clean. Would definitely stay again.
Guest favourite

Cottage in Guilford

4.93 out of 5 average rating, 265 reviews

Charm + location. Walk to beach, town, & harbor.

TomRating, 5 stars1 month ago
The host was excellent, very responsive, friendly, and generous with flexible check in and check out. The space was as described and as pictured with a nicely updated bathroom. The bedrooms had firm vs. softer mattresses so if you are not using both rooms you can have your preference. The space was thoughtfully decorated with some holiday cheer as well as nice every day decoration and practical conveniences like extra hooks for hanging coats. The location was excellent being close to the town green and beach. The kitchen, bedroom, and bathroom were well stocked with utensils, toiletries, and linens. Being dog friendly was a huge plus. I would recommend and stay again.
Superhost

Guesthouse in Milford

4.92 out of 5 average rating, 204 reviews

Chic Coastal Retreat: Modern Apt Steps from Beach

ToddRating, 5 stars3 months ago
Great stay, Delores! Location is amazing. Love the walk to Walnut Beach thru the State Park and the coffee at Walnut Beach Coffee shop is the bomb. We will be back!
Superhost

Home in West Haven

4.79 out of 5 average rating, 43 reviews

Beachside Retreat

StefanieRating, 5 stars2 months ago
A quick weekend girls trip. We enjoyed the outside space, porch, corn hole and view. Beds and couch were comfy. Would stay again!
Superhost

Home in Milford

4.76 out of 5 average rating, 55 reviews

Sky-Top on Private Sandy Beach

ChristinaRating, 5 stars6 months ago
Great little place to bounce back and forth from the beach!
Guest favourite

Home in Woodmont

4.95 out of 5 average rating, 22 reviews

La Sirena Beach Cottage

WilliamRating, 5 stars3 weeks ago
Monica's place seems brand new on the inside. It's small but the thought design and cute decorations makes it feel big and homey. We were so comfortable and felt right at home. The place is only a short walk from the beach and a short drive to lots of stores and shops. We liked the quiet neighborhood, too. We had a small issue during our stay (battery in a high up smoke detector) and Monica and Luis were quick to respond and fix it. They definitely went above and beyond. We also left a couple things behind and they let us know, asking if we wanted it shipped to us. We highly recommend this spot and will definitely be returning customers!
Guest favourite

Home in Milford

5 out of 5 average rating, 5 reviews

Seaside Paradise

MustafaRating, 5 stars1 month ago
We stay 4 weeks at Jacqueline place, everything was great, did not have any problem. Place is exactly fit the advertising if not better and everything was clean and working. We find place and the area is so peaceful and quiet. Perfect location for someone just looking for rest in very beautiful neighborhood. Jacqueline was very responsive, easy to communicate, helpful and polite. I would definitely stay again and recommend for anyone needs a place feels like home away home.
Guest favourite

Guest suite in Branford

4.9 out of 5 average rating, 100 reviews

Granite Bay Getaway - Private Studio Apartment

MusaRating, 5 stars1 month ago
Lovely place great location near short beach and an easy walk to a great Italian restaurant
Guest favourite

Home in New Fairfield

4.92 out of 5 average rating, 111 reviews

Beautiful Lakefront Retreat with Private Dock

GauravRating, 5 stars3 weeks ago
great place. located in a nice private community. the lake was beautiful and probably the best part. in the summer I can imagine people spending hours out there drinking coffee. The place had an old school charm and was well equipped
Superhost

Home in Bridgeport

4.78 out of 5 average rating, 9 reviews

Modern + Spacious 5BR/2BA Home, Renovated Backyard

RebeccaRating, 5 stars1 month ago
We had a large group of teens and three adults The space was perfect Adults stayed on top level and away from the kids on the second so we all had space to wind down from a long day in the city Train was 6 min away and can get almost anywhere The place is cute and left us two stocked coffee bars It was cozy and enjoyed by all
Guest favourite

Home in Milford

5 out of 5 average rating, 100 reviews

Steps2Beach, Fish Pond w/Tropical Backyard Oasis!

GusRating, 5 stars2 months ago
We had a wonderful stay! Great hosts, comfortable and beautiful home! Easy walk to the ocean! Kitchen stocked with all the pots, pans, etc. we needed to cook thanksgiving dinner! Truly they thought of everything, from games to an extra set of binoculars. We had a great time!

Popular amenities for Derby holiday rentals

Stay near Derby's top sights

Indian Well State Park19 locals recommend
Target17 locals recommend
Griffin Hospital9 locals recommend
BAD SONS Beer Company9 locals recommend
Big Y World Class Market9 locals recommend
River Rock Tavern7 locals recommend

Other great holiday rentals in Derby

Guest favourite

Guesthouse in Southbury

4.93 out of 5 average rating, 318 reviews

Charming Guest Cottage with Modern Amenities

CarolineRating, 5 stars4 weeks ago
John’s place was the perfect respite for our multi-day stay! The clean and cozy space is perfectly situated close to trails and parks for our Australian shepherd, but only a short drive to all the shopping you’d need (e. g. ShopRite for groceries and necessities). We thoroughly enjoyed our stay and know you will too!
Guest favourite

Guest suite in Wolcott

4.91 out of 5 average rating, 47 reviews

Modern cozy, pet friendly

OsaweseRating, 5 stars3 weeks ago
Words can’t describe what a lovely space this was. Coming from out of state this was a perfect place for a weekend getaway and explore Connecticut. The quality of the space is superb and very cozy! The area is very quiet and the view of the stars at night is one to really take in awe. Highly recommend!
Guest favourite

Home in Branford

4.91 out of 5 average rating, 23 reviews

Stunning Home on Branford Point

PaoloRating, 5 stars5 months ago
Adorable place and neighborhood. I am originally from the New Haven area and very familiar with Branford. Nice to fine a cute and private location and still be within reasonable driving distance to downtown New Haven and the surrounding area.
Guest favourite

Home in West Haven

4.94 out of 5 average rating, 18 reviews

Beach House steps from sand & Amazing Views

KenRating, 5 stars5 months ago
Our stay in West Haven, CT, was absolutely wonderful. The Airbnb was immaculate, well-furnished, and perfectly situated near a lovely beach. The cozy ambiance and thoughtful amenities, like fresh linens and a fully equipped kitchen, made us feel right at home. The outdoor space was a lovely bonus, providing a peaceful spot to relax and enjoy the beautiful surroundings. The close proximity to the beach was a highlight of our trip, allowing us to enjoy morning walks and sunset views with ease. The location also offered convenient access to local attractions and dining options, making our stay even more enjoyable. We highly recommend this Airbnb to anyone visiting West Haven for a relaxing and memorable getaway. Adam was a tremendous host!! We will be back for sure!
Guest favourite

Home in Middletown

4.95 out of 5 average rating, 40 reviews

Hot Tub and pool Home away from home

KristenRating, 5 stars4 weeks ago
Jan's house was a great stay with plenty of room for six adults. We loved the game room and outdoor hot tub. Instructions for the hot tub were clear and easy to follow. We'd definitely stay again!
Superhost

Home in Fairfield

4.71 out of 5 average rating, 7 reviews

Modern Beach Area Vacation Home With Pool

VRating, 5 stars14 months ago
We were all very happy with the check-in/check-out. Instructions were clear and host left helpful information. Beds were quite comfortable. More than enough space for all. Laundry room was a plus. Easy to access town & beach. Lovely place - quiet - clean. Would definitely book again.
Guest favourite

Home in Woodmont

4.98 out of 5 average rating, 43 reviews

Beachfront paradise- come, stay, relax!

TheoRating, 5 stars1 month ago
we rented La Spiaggia in December, and while it's mostly going to be more beautiful and better in the summer (since it's a beach house) it was still perfectly fine in the winter; well insulated and with good strong heaters. speaking of the beach I can't stress enough of how close this place is to the water; I'm talking literally ten steps to the sand. I would certainly recommend the place as a great summer getaway!
Guest favourite

Guesthouse in Trumbull

4.95 out of 5 average rating, 20 reviews

Cozy in laws suite in the woods

JasonRating, 5 stars1 month ago
Diana's place was comfortable, clean, convenient, and even nicer than it looks in photos. Diana was very responsive and helpful. I'd stay here again.

Quick stats about holiday rentals in Derby

  • Total rentals

    30 properties

  • Nightly prices starting at

    $48 AUD before taxes and fees

  • Total number of reviews

    1.9K reviews

  • Family-friendly rentals

    10 properties are a good fit for families

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wi-Fi availability

    30 properties include access to Wi-Fi

Destinations to explore

  1. Airbnb
  2. United States
  3. Connecticut
  4. New Haven County
  5. Derby