
Vacation rentals in Derby
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Top-rated vacation 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

Water front studio apartment with fireplace.
This is a beautifully appointed studio apartment located off the patio level of a water front home. Guests enjoy a large private patio over looking gorgeous sweeping views of Long Island Sound. A private entrance and off street parking. The amazing views and amenities make this space the perfect romantic getaway! Close to I95 and Metro North railroad. Ten minutes to great dining in downtown Milford. A true waterfront oasis! Come and experience this beautiful retreat! You won't be disappointed!

Lovely water front lower-level loft, free parking
This unique centrally located water front loft is located on the second Gulf Pond 1.5 miles from historic Milford center buzzing with water front restaurants and downtown shopping. This one bedroom, one bath, has a private entrance and free off street parking. Outdoor patio & grill with kitchenette, enjoy a waterfront view throughout the 400 sq ft space. Close to I-95, the Merrit Parkway, and Milford train station. Explore 17 miles of beaches in this New England town by bike, kayak, or foot.

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.

Fully Renovated Rural Barn
Newly renovated barn on a quiet rural road yet close to all the attractions of Southern Litchfield County. The light-filled barn has two large patio doors into a substantial living and entertaining area with a large sectional sofa-bed, a dining table for 10 and adjacent kitchen area with an island. There is a downstairs washroom. A large light-filled upstairs sleeping area has a king-size bed and a bathroom with shower. Outside is a patio dining area and parking in a dedicated driveway.

Westville Schoolhouse by Stephanie and Damian
The beautiful "School House" sits in the heart of Westville, New Haven's most artsy and eclectic neighborhood. The "School House" is a 15 minute walk to the Westville Concert bowl, and the Yale Football stadium for an easy commute to a concert or game. Just a one minute walk to the center of Westville you will find Lotta's artist studio, Bella's restaurant, RAWA, Pistachio Coffee and Manjares Tapas & Wine, as well as the famous Camacho Garage restaurant amongst other attractions.

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.

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.

Anna's House
Small, humble, strictly utalitarian home, kids friendly. I live in this home when you are not visiting.. Two bedrooms, one king-size bed and queen-size, plus toddler bed. Entire kitchen for your use. Includes full-size fridge, oven, and kitchenware. Large TV with Roku. Private one bathroom with bath and shower. Private parking and entire backyard. Not fully fenced. Stray cats around property. Town is a fixer upper.

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.

Mid-Century Modern House - Ciela Haus
IG: @cielahaus A mid-century modern home with cathedral ceilings, carefully curated interiors and a warming indoor charcoal BBQ. It is the perfect getaway for a group of friends or family to explore the outdoors, farms, wineries or to simply enjoy tranquility. I hope you enjoy staying here as much as I loved renovating, curating and styling it!

Adorable Beach House on LI Sound
Beach House with incredible views of the Thimble Islands - 4 min walk to Restaurants including Lenny’s, Zagat award winner for fresh local seafood - 1 min walk to Bud’s Fish Market - 3 min walk to Indian Neck Liquor - 3 min drive to brewery w/ food trucks & music - 4 min drive to Branford Green w/ specialty stores, coffee & ice cream
Popular amenities for Derby vacation rentals
Other great vacation rentals in Derby

Spacious/Peaceful River View Home For Lg Families

Beach condo

Private Entire Home • Close to New Haven & Shore

Red Cross Haven | Modern 2BR w/ Private Bathrooms

Longevity Stay | Gym, Sauna, Red Light, Plunge

Enchanting Guest Cottage

Spacious Renovated 3 bedroom near GriffinHospital

Cozy 1BR • Wi-Fi • W/D &Yard • Near Griffin & Rt 8
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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
- Hammonasset Beach State Park
- Mohawk Mountain Ski Area
- Compo Beach
- Soundview Beach
- Powder Ridge Mountain Park & Resort
- Sleeping Giant State Park
- Yale University Art Gallery
- Sherwood Island State Park
- Wölffer Estate Vineyard
- Ski Sundown
- Millbrook Vineyards & Winery
- Long Island Aquarium
- Orient Beach State Park
- Meschutt Beach
- Wesleyan University
- Benmarl Winery





