
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.

The Boathouse, private downtown Harborside suite
The Boathouse is a detached one bedroom studio apartment situated behind our home in the heart of Historic downtown Milford. Through a private entrance you will discover a thoughtfully furnished bedroom (queen bed & pull out couch), dining room, full kitchen & bath. It is ideally suited for a couple/small family looking for a memorable beachtown getaway. Walk, rent bikes/kayaks, shop, dine, enjoy art, music, or a day at the beach… our quintessential New England seaside town is sure to charm you!

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

Beautiful Waterfront on Housatonic River
Escape & enjoy the views of the mountains & the Housatonic River. Our waterfront little ranch house is great for a relaxing stay in Connecticut. The deck is right across the road down the stairs. Road can be busy at times. The fishing is epic, the sunset views are killer, & the kayaking is refreshing! You have private access to our deck & our 2 sit-in kayaks located across the road. Please be cautious when crossing the road. There are many fun activities/areas to visit nearby like Lake Zoar!

Cozy Studio in Bridgeport
Charming and fully equipped studio located in the heart of Bridgeport. Perfect for business travelers, couples, or solo adventurers, this cozy retreat features a comfortable bed, high-speed Wi-Fi, a private entrance, and a fully stocked kitchen for your convenience. Enjoy easy access to local restaurants, cafes, and shops, as well as public transportation and major highways. Whether you’re here for work or leisure, this studio offers everything you need for a relaxing and stress-free stay

Urban Garden Suite
Relax & Recharge in Westville’s Hidden Gem in. We Haven✨ Unwind in this serene, sun-filled, spotless garden apartment tucked inside a historic three-family home in charming Westville. The cozy, open-concept design blends modern upgrades with warm, thoughtful touches, creating the perfect balance of comfort and style.🌿 Enjoy peaceful surroundings, inviting details, and everything you need for a seamless stay. 💫 Your attentive (yet discreet) hostess ensures you’ll feel truly at home.

Business or Weekend escape*
This beautiful cozy space can accommodate up to four people. Large bed is and sofa bed are big enough for two people each. There is a large room, private entrance, full bathroom, and the following are free for use: desktop computer, Arcade XL (fully loaded with 20 games), 70 inch TV with blasting sound system, Keurig machine with assortment coffees, teas, snacks, drinking water bottles and sodas. Located conveniently a minute away from Route 95 on exit 31 in Stratford, CT.

Close to Yale University + The Bistro. Pool. Gym.
Settle into comfort at Courtyard by Marriott Shelton, located near I-95 with easy access to Yale, Downtown New Haven, and area parks. Fuel up with Starbucks® drinks at The Bistro, unwind in the indoor pool, or stay productive in the 24/7 fitness center. Free parking and Wi-Fi keep things simple, while nearby hiking trails, restaurants, and local attractions make it easy to explore. Whether you're in town for work or a weekend escape, this stay makes it feel effortless.

Cozy bedroom near the beach.
The community is calm day and night. The people are very inclusive, diverse, and accepting. Shared living quarters: Living room Kitchen Dinning room Balcony Amenities include: Parking Central AC/ heating Wi-fi Washer & dryer Local benefits: 3 miles away from Yale 2 miles from the University of New Haven 10 min. Walk to Metro North train that can take you to Grand Central 5 min. Walk to grocery store 5 min. Drive to local beach

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.

Square 6ix
Inviting, eclectic, and completely private, this single family stand-alone guest house is an intimate and engaging haven. Stylishly decorated with mid-century modern furniture and adorned with pieces from local artists, this quiet home has a separate entrance, separate porch, high ceilings, and a fully equipped kitchen. The guest house is located a walking-block away from the charms of Westville Village and Edgewood Park.

Midcentury Lakeside Guest Suite
Private guest 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.

Spacious room with private bathroom
You will have a very large room and a private bathroom. The window by the desk overlooks my beehives. You can easily walk down the quiet sidewalk to Whitney Avenue where you'll find restaurants, bars, and public transportation. Two miles to Quinnipiac and Sleeping Giant State Park, a short drive or bus ride to downtown New Haven.
Popular amenities for Derby vacation rentals
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