Vacation rentals in Derby

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Top-rated vacation rentals in Derby

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Superhost

A clean, modern bathroom is showcased, featuring light wood paneling. A small sink with a mirror above is situated beside a toilet. Fresh towels are neatly hung on a rack, and a door leads to a private shower area, enhancing convenience.

Guest suite in Ansonia

4.73 out of 5 average rating, 494 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

Top guest favorite

A functional laundry area is showcased, featuring a washer and dryer side by side. The space is well-organized, with a metal shelving unit positioned above, storing cleaning supplies. Exposed utility lines and concrete walls provide a utilitarian background, contributing to the overall practicality of the area.

Apartment in Milford

4.98 out of 5 average rating, 104 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 serene view is captured through a large window, framing a tranquil lake surrounded by lush greenery. A potted plant is positioned in the foreground, while a wooden chair sits on the patio outside. Soft curtains drape, accentuating the bright, sunny atmosphere.

Loft in Woodmont

4.94 out of 5 average rating, 144 reviews

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.

Guest favorite

A fire pit is surrounded by three log stools in a green outdoor space. Flames dance above the charcoal, with smoke rising gently into the air. A backdrop of trees and a wooden fence provide a natural setting for relaxation.

Apartment in Monroe

4.76 out of 5 average rating, 25 reviews

Charming 1-Bedroom duplex apartment in Monroe

Welcome to Your Home Away from Home! Escape to our cozy 1-bedroom apartment nestled in a private setting in Monroe. Perfect for couples, solo travelers, or small families, this tranquil retreat offers all the comforts you need for a relaxing stay: Spacious Bedroom, Fully Equipped Kitchen, Private Entrance, Outdoor Area, Free Wi-Fi. Situated in a quiet neighborhood, our apartment is just a short drive from local attractions, Trumbull Mall, parks, restaurants and nearby hiking trails.

Guest favorite

A view of the charming farmhouse is framed by an archway, showcasing its white exterior surrounded by greenery. The manicured lawn features a picnic area and a variety of trees, with sunlight illuminating the scene under a clear sky.

Home in Shelton

4.95 out of 5 average rating, 20 reviews

Barn House

Charming, beautiful, spacious farm house originally built in 1773. Meticulously restored and decorated. The perfect getaway for families and friends. Close to downtown Shelton, Bridgeport Ave & Huntington center. This home is breathtaking and on 2 acres of land! Great for exploring, playing, and roasting marshmallows by the fire! The main living room has a wood fire stove which is perfect during the fall and winter. If you’re looking for a relaxing retreat, barn house is for you!

Guest favorite

A Keurig coffee maker sits on a kitchen countertop next to a clear electric kettle. A variety of coffee pods is displayed on a carousel nearby. A large white cup rests on the base of the Keurig, while cream and sugar options are placed in a small dish.

Cottage in Seymour

4.93 out of 5 average rating, 55 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.

Top guest favorite

The bathroom features a glass-enclosed shower with built-in shelves and modern fixtures. A white toilet is positioned next to a small storage unit containing neatly folded towels. A light grey rug lies in front of the shower, complementing the overall neutral color scheme.

Condo in Stratford

5 out of 5 average rating, 26 reviews

Comfortable apartment near all communal facilities

I have an apartment located in an excellent quiet area with easy access. It is furnished and is very close to different areas such as supermarkets, restaurants, hospitals and universities. It also has 100% filtered water to drink. Something very important is that NO type of drugs are accepted, NO Viper or electronic cigarettes or Hookah are NOT accepted on this property. If we find odors or drug residues, they will be reported and fined.

Top guest favorite

The kitchen features modern appliances, including a stainless steel refrigerator and gas stove. A central wooden island serves as additional counter space, with dishware neatly arranged underneath. Plants are placed in the windows, creating a bright and inviting atmosphere.

Apartment in Westville

4.99 out of 5 average rating, 97 reviews

Retreat in New Haven by Stephanie and Damian

Welcome to your personal retreat in the heart of Westville. This apartment has a spacious spa-like bathroom, and cozy living room with an amazingly comfy couch and large flatscreen tv. You will relax in a cloud of comfort in this centrally located oasis, where you'll find yourself near Yale's football stadium, Westville Bowl music venue, local art studios, quaint coffee shops, and famous restaurants just steps from your door.

Guest favorite

A cozy living area features a brown leather sofa complemented by a small green side table. Framed photographs line the walls, which are painted in calming tones of light green and warm orange. A patterned area rug covers the wooden floor, adding texture to the space.

Guest suite in Shelton

4.82 out of 5 average rating, 299 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.

A spacious living area features a comfortable black sofa and a sleek coffee table, centered on plush carpeting. Natural light enters through two windows, creating a bright atmosphere. A kitchenette is visible in the background with wooden cabinetry and appliances subtly arranged.

Apartment in Derby

4.61 out of 5 average rating, 18 reviews

Cozy, Close to Griffin Hospital

Cozy one bedroom apartment. Perfect for 1-2 people. Walking distance to Griffin hospital. Comfortable queen size bed. Bonus room for lounging. Smart TV in the living room. 2 person round table for dining in the kitchen. WiFi available. Smart TV with access to smart apps. Equipped kitchen for cooking. Close to Downtown Shelton, Downtown Derby, and Downtown Ansonia where there are many restaurants Book today :)

Top guest favorite

A spacious outdoor patio features a mix of seating options including lounge chairs, a sofa, and several tables. A shaded area is provided by an umbrella, and landscaped greenery surrounds the space. A greenhouse is visible, adding to the serene setting.

Guest suite in Woodbridge

4.92 out of 5 average rating, 153 reviews

Cupola Hill -a 2 BR guest suite with bucolic views

Beautiful 2 bedroom guest suite attached to main house with separate entrance, bathroom, living room. Set on magnificent 20 acre estate, perfect country get away, only 15 minutes to Yale and downtown New Haven. It’s the best of both worlds! Come enjoy the great restaurants of New Haven and then head to Cupola Hill for an evening in the country! Have a glass of wine under the stars and watch the wildlife!

Guest favorite

A spacious living area features large windows allowing natural light to fill the room. A sectional sofa and armchair are arranged around a decorative rug. A television is positioned on a wooden cabinet, and a plant adds a touch of greenery to the decor.

Apartment in East Rock

4.97 out of 5 average rating, 59 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.