Vacation rentals in Derby

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Derby

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

0 of 0 items showing

1 of 3 pages

Guest favorite

An open bedroom suite is featured, with a warm-colored comforter covering a spacious bed. A wooden dresser stands beside the bed, and a leather couch is positioned against the wall. Natural light enters through windows, brightening the neutral-toned walls.

Guest suite in Ansonia

4.74 out of 5 average rating, 513 reviews

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

A deck overlooking the Housatonic River features a circular table surrounded by four white chairs. A red umbrella stands upright, providing shade. The tranquil water reflects the greenery of the shoreline and the partly cloudy sky.

Bungalow in Seymour

4.7 out of 5 average rating, 136 reviews

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!

Guest favorite

A cozy bedroom features a black metal bed frame adorned with white bedding and decorative pillows. Subtle lighting from two bedside lamps creates a warm glow. A nautical-themed wheel adorns the wall above the bed, while natural light streams in through a window with sheer curtains.

Apartment in West Haven

4.93 out of 5 average rating, 15 reviews

Beach front and Close to Yale New Haven/ Train NYC

Ocean View Beach Apt West Haven on first flr, close to Yale New Haven and steps to beach! Perfect for business travelers, couples, or small families, this apartment has a spacious living area, fully equipped kitchen, and fast Wi-Fi. Enjoy easy access to downtown New Haven, Yale University, museums, dining, and nightlife. Whether you’re here for business or leisure, this charming apartment is your ideal home base. Book today for a comfortable, convenient stay near the best of New Haven & Milford

Top guest favorite

A vibrant display of pink rhododendron blooms is seen beside a quaint wooden building. The structure features a dark green door with decorative glass panes, complemented by a simple light fixture. Lush green grass surrounds the area, adding to the inviting setting.

Apartment in Southbury

5 out of 5 average rating, 20 reviews

Cozy Connecticut getaway!

Available for the first time on Airbnb during Summer 2025! Located at the edge of our woodland, this 200-year-old former barn has recently been completely renovated. It provides a quiet, cozy, bright, private STUDIO space ideal for a single visitor or couple. The property offers a full bathroom, a kitchenette, and central air. A small private seating area catches the mid-morning sun outside the main entrance. Enjoy the local area's beautiful scenery, hikes, antique trail, & great restaurants.

Top guest favorite

Apartment in Milford

4.98 out of 5 average rating, 126 reviews

The Pond Mill Retreat w/ 2 Bdrms & Pool

Catch up on a little work or simply unwind. Everything is waiting for you in this cozy, yet functional space surrounded by a beautiful wooded area with pond. Your private entrance accommodations include a finished, walk-out lower-level apartment (~730 sq ft) containing thoughtfully appointed bedrooms, living room, kitchen, and full bathroom. Experience solitude while enjoying the convenience to Rt 15, I-95, & Boston Post Rd destinations. And if you require assistance, we live right upstairs.

Guest favorite

A spacious living area is illuminated by natural light streaming through large windows. A comfortable gray sofa with decorative pillows faces a modern coffee table. A stylish area rug adds color, while a wall-mounted TV and decorative plants enhance the space.

Apartment in New Haven

4.95 out of 5 average rating, 389 reviews

Luxury Apt with Parking and Gym | Downtown at Yale

Nestled in the heart of New Haven’s historic downtown, our designer home is part of the city’s most prestigious new luxury complex, renowned for its unmatched amenities and design. Highlights: • Prime location just steps from Yale University • Immaculately cleaned before every stay • Complimentary coffee, plush linens, and premium toiletries • 24/7 state-of-the-art fitness center • Expansive rooftop terrace with grills and chic lounges • Over 700 sqft of bright and sophisticated living space

Guest favorite

A cozy living space features a modern television mounted on a light wood console. A decorative plant adds a touch of greenery beside the TV. A wooden coffee table is positioned in the center, while a dining table with white chairs is visible in the background.

Condo in Hamden

4.87 out of 5 average rating, 135 reviews

Close to Yale Hospital, 1 bed apt, great location.

The offer specially dedicated to travel professionals working in the area of New Haven . Centrally located, best for 2 or one person, one queen bed, access to public transportation with bus stop just 1 min away take you straight to Yale in New Haven , Quinnipiac University, 20 min away to Tweed airport . Easy access to Merritt Parkway and I-91. Self check in with smart lock. No more than 5 min walking distance to Walgreen’s, Domino Pizza, Dunkin Donuts, Eli’s Brick Oven Pizza

Top guest favorite

A spacious deck features a round table surrounded by four cushioned chairs, covered by a large red umbrella. Lush greenery and landscaped gardens are visible in the background, creating a serene outdoor setting.

Cottage in Seymour

4.95 out of 5 average rating, 75 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.

Guest favorite

Private room in West Haven

4.93 out of 5 average rating, 219 reviews

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

Guest favorite

A cozy living room features a leather sofa, an exercise bike, and a central coffee table resting on a patterned rug. A shelf adorned with framed photographs lines the wall, complementing the warm color scheme.

Guest suite in Shelton

4.82 out of 5 average rating, 303 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.

Superhost

Home in Trumbull

5 out of 5 average rating, 4 reviews

Bright & Cozy Suite with patio

Welcome to your cozy home base in Trumbull, CT! This charming guest suite offers everything you need for a comfortable and convenient stay. You'll have a private entrance and a private patio. Whether you're sipping your morning coffee or unwinding after a day of exploring, it’s a lovely spot to relax. Located in a quiet residential neighborhood, the suite is just minutes from local parks, shops and restaurants.

Top guest favorite

The exterior of the midcentury home is presented among lush greenery, featuring a brown wooden facade and small windows. Vibrant flowering plants in shades of pink and green surround the area, providing a natural frame against the serene backdrop of trees and the nearby lake.

Guest suite in West Haven

4.9 out of 5 average rating, 130 reviews

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.