
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.

Private Inn
Private(not shared) self check-in, clean, quiet, safe, and free off street parking on a cul de sac road. The suite is 600sq your own private bathroom, backyard, and number keypad for your convenience to enter/exit into the suite at will, there is high speed Wi-Fi, HD cable tv, Kcup machine, heat/ac (indoor fireplace) also a firepit outsde ,rubber track and tennis courts literally in the back yard. 5miles away from Yale/nh and 5mins to Griffen Hospital and major highways great local restaurants
4.75 out of 5 average rating, 570 reviews
Cheerful 3 Bedroom Cottage with Fire Place
We are happy to still offer some dates for September. Come enjoy the solitude of the beach as the tide ebbs & flows. Reconnect with loved ones in this family-friendly place. Enjoy strolls on the beach located just out the back door or a sunset meal on the back porch. This wonderful cottage offers everything you will need during your stay. Including, comfortable beds, beach strolls and a bright upgraded kitchen with many amenities. The 3 bedrooms will fit up to 8 people comfortably.
4.88 out of 5 average rating, 109 reviews
Shelton's New England Nest: 2 bed EV, Shower, W/D
Discover your perfect Shelton getaway at the New England Nest! This stylish, modern home offers a spacious, airy setting ideal for families and professionals. Stay cool with central AC and enjoy gleaming new hardwood floors and a stunning, fully renovated kitchen. It’s a welcoming, child-friendly environment with room to relax. Enjoy ultimate convenience with in-unit laundry and a major bonus for travelers: a dedicated Universal EV charger on site for your comfortable and connected CT stay.
4.96 out of 5 average rating, 26 reviews
Luxurious 3BR Apartment w/ Parking & Gym
Our prime location meets modern elegance. This three-bedroom spacious apartment is designed for comfort, convenience, and sophistication in the heart of a dynamic urban community. Whether planning a quiet night in or a lively evening downtown, Hyatus amenities elevate your living experience. º Rooftop Sky Lounge with an outdoor TV º Screening area º Cabanas º Billiards º Bocce courts º Fireside lounge º Co-working space featuring private work pods º Meeting rooms º Cappuccino Bar
4.95 out of 5 average rating, 124 reviews
Lakefront Summer Oasis - kayak, fish and get cozy!
Relax with family and friends at this breathtaking lake front home. Peaceful setting with beautiful views of Swan Lake. Updated bedrooms, completely renovated bathrooms and all new kitchen appliances. A kayak and paddleboard await your next adventure. A brand new dock was installed for boating, fishing and swimming right from our backyard. Just a few minutes from the town center grocery store, restaurants, amusement parks, skiing and more. Dogs considered on a case by case basis!
4.97 out of 5 average rating, 78 reviews
Cozy & Pet-friendly 2-Bedroom Home
950 sq. ft of living space on the 1st floor in a quiet and completely remodeled home with 10ft ceilings. Large bedrooms with queen beds and 55" smart TVs create the perfect lounging oasis. Spacious kitchen equipped with everything you need to cook as well as a coffee and espresso machine. Living room has 65" smart TV for binge-watching your favorite shows. Convenient on and off street parking and close proximity to shopping, hiking, picnicking. Well-behaved dogs are welcome :)
5.0 out of 5 average rating, 6 reviews
3 Acre Forest, 2 King Beds, Fireplace, BBQ & more
🛏️2 king, 2 twin, BBQ, fireplace, firepit, 1550 sqft entire house 🅿️🛜 Tucked away at the end of a quiet street, set on 3+ acres of lush wooded land, our home is the perfect blend of seclusion and convenience. With a forest as your backyard and RT34 one min away, you can easily balance your desire for nature and adventure with the need for easy travel and commuting, take a short hike into a forest (trails minutes away) and/or relax under the stars around a fire pit.
4.97 out of 5 average rating, 143 reviews
The Farmhouse Estate Apartment
Perfect for families & groups! This 3 bed & 1 bath unit is located on the 1st floor of a turn-of-the-century Farmhouse outfitted with modern amenities. The unit has been specifically designed for Airbnb use and has a boutique hotel feel. Enjoy hardwood floors, Queen memory foam mattresses, high ceilings, keypad door lock (no keys needed), central air, private deck & beautiful views of a 1 acre yard with adjacent apple orchard. No parties or events allowed.
4.86 out of 5 average rating, 306 reviews
Super cozy 1 BR apt. own entrance, great loc.
Very quiet residential neighborhood, very clean, super cozy apartment with two bedrooms, living room; computer desk with work station, kitchenette (no stove), own bathroom, and amenities. 20 minutes away from Bridgeport, 15 minutes away from Yale, New Haven. Lakes in walking distance, Metro-North rail; 7 minutes, local shopping area 1 mile. Bus route in walking distance. Great neighborhood!! All are welcomed. Warm community.
4.82 out of 5 average rating, 323 reviews
Apartment in New Haven
This is a luxurious and spacious apartment on the ground floor of a historic home, centrally located in the heart of East Rock. It is a 5 min drive (or 20 min walk) from Yale's campus and there is a shuttle stop right next to the house on Whitney (blue/orange lines). The master bedroom has a king bed and a private shower/bathroom. The guest bedroom has a queen bed and library.
4.93 out of 5 average rating, 136 reviews
beautiful Cozy 1BR Apt near New Haven
Cozy and modern apartment located on the second floor of a quiet two-family home in Seymour, just 15 minutes from New Haven. features stylish décor, a comfortable bedroom. Only steps from the scenic Housatonic River, the apartment offers the perfect balance of relaxation and convenience. Ideal for guests seeking comfort, charm, and a great location in southern Connecticut.
5.0 out of 5 average rating, 6 reviews
Midcentury Lakeside Guest Suite
Private guest studio suite in a beautiful, midcentury lakeside home. Built in 1957, this home on a quiet residential street is a unique piece of modern architecture around a serene lake in suburban Connecticut. It is walkable from the nearby railway station, and it is close to West Haven's picturesque beaches, and a short drive from downtown New Haven.
4.93 out of 5 average rating, 254 reviewsPopular amenities for Derby holiday rentals
Other great holiday rentals in Derby

Charming Folk Victorian Home
4.98 out of 5 average rating, 62 reviews
7 Mins drive to Yale | Large fenced yard
4.96 out of 5 average rating, 75 reviews
Salt & Blue | Walk to Beach & Tyde •4BR• Fire Pit
5.0 out of 5 average rating, 31 reviews
Fully furnished 2nd floor apt. 4 rooms 2 bedrooms
4.88 out of 5 average rating, 81 reviews
Relaxing Waterview Getaway
4.99 out of 5 average rating, 79 reviewsThe Chateau near Yale
4.85 out of 5 average rating, 220 reviews
Welcome to Ocean’s 55 !
4.97 out of 5 average rating, 117 reviews
Cozy 1BR • Wi-Fi • W/D &Yard • Near Griffin & Rt 8
4.86 out of 5 average rating, 14 reviewsDestinations to explore
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- Yale University
- Bear Mountain State Park
- Cooper's Beach, Southampton
- Fairfield Beach
- Thunder Ridge Ski Area
- Southampton Beach
- Sunken Meadow State Park
- Kent Falls State Park
- Soundview Beach
- Hammonasset Beach State Park
- Powder Ridge Mountain Park & Resort
- Compo Beach
- Mohawk Mountain Ski Area
- Wölffer Estate Vineyard
- Robert Moses State Park Beach
- Sleeping Giant State Park
- Millbrook Vineyards & Winery
- Sherwood Island State Park
- Ski Sundown
- Orient Beach State Park
- Meschutt Beach
- Benmarl Winery
- Wesleyan University
- Long Island Aquarium





