Vacation rentals in Woodbridge

4.74 out of 5 average rating, 511 reviews

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

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

4.93 out of 5 average rating, 345 reviews

A white Dutch door is framed by rustic wooden walls, showcasing a combination of horizontal and vertical planks. A small lantern hangs nearby, and a woven basket adorns the wall beside the door. A simple bench with a patterned cushion sits on the side.

Guesthouse in Southbury

Charming Guest Cottage with Modern Amenities

Private Guest House set on 5+ Acres, along with Historic Colonial Home. Bright and sunny and over looks pool and gardens (seasonal). Efficiency with Kitchen featuring 2 burner stove, Microwave, Under Counter Fridge/Freezer/Ice Maker, Dishwasher, Granite Counters. . Dining Area, Great Room w/ soaring ceilings, French Doors to private patio, hardwood floors. Loft with full-sized bed, and sofa can be a to Queen Size Sleeper. Full bath with extra-large shower. Dog friendly (approval needed).

4.97 out of 5 average rating, 596 reviews

An expansive patio extends towards the shimmering waters of Long Island Sound, featuring lounge chairs and a dining table with an umbrella. Decorative planters and lanterns are arranged along the patio edge, complementing the serene waterfront view.

Apartment in Milford

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!

4.95 out of 5 average rating, 384 reviews

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

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

Apartment in Prospect Hill

A comfortable living area features a light-colored sofa, two leather chairs, and a wooden coffee table. A flat-screen TV is mounted on the wall, with decorative artwork above it. Soft curtains frame the windows, allowing natural light to fill the space.

5 out of 5 average rating, 71 reviews

Gemstone: Family-friendly, Close to Yale/Downtown

Welcome to Gemstone! Nestled on a quiet, tree-lined street, this architect designed space is just minutes from Yale Campus and downtown New Haven. Both beautiful and functional, it has been fully renovated and thoughtfully crafted to feature both modern and classic elements. In addition to two bedrooms and two full bathrooms, it includes everything you need to feel comfortable: central air, washer/dryer, WiFi, a 4-seat breakfast bar, new appliances, easy parking, and a 6-person dining table.

4.9 out of 5 average rating, 21 reviews

A living area features a gray sofa, accent chairs, and a round coffee table. Natural light enters through a window with navy blue curtains. The space flows into a kitchenette and bedroom area, providing a cozy and functional layout.

Apartment in East Haven

Unique & Cozy Apartment

Our unique & cozy apartment has a sleeper sofa bed with extra-plush topper and a pullout sleeper chair. Full kitchen, private entrance and deck 🏠 There is no TV, but fast reliable Wi-Fi with a dedicated router is available for all your devices. Freshly roasted coffee in the kitchen for your morning cup! ☕️ A few minutes drive from New Haven, close to Yale and Tweed airport. Access to a coffee shop and yoga studio on site. Enjoy the property’s gardens, labyrinth & wildflower meadow🌻

4.86 out of 5 average rating, 331 reviews

Location & Charm! minutes to Yale/New Haven/QU

Great location with old world charm and amenities galore! We are right off Pkwy, 10 min from I-91/95 and 8 minutes from New Haven,Yale, QU. Free parking in the quiet,desirable Whitneyville . Guest manual in each room. Walk to best Irish pub, stores,trail and park. Offer 2 lovely BRs (separate listings) each beautifully decorated with queen beds, cable TV, wifi on private guest floor: guests share bath w/jacuzzi, and lounge w/fridge and microwave. Includes continental breakfast.

4.87 out of 5 average rating, 134 reviews

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

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

Superhost

A hallway is depicted, featuring a mix of decorative art and plants atop a side table. A large clock is mounted on the wall, and a staircase with a dark handrail leads upward. Natural light enters from a door at the end of the hall.

Apartment in New Haven

4.82 out of 5 average rating, 55 reviews

A Special Place

Forget your worries in this spacious and serene space. A place where you can work or rest in a Peaceful atmosphere. Perfect Location- Steps away from the center of New Haven, Yale University, Museums, Hiking, Bike Trail to Boston etc. Vibrant with lots of restaurants, style and culture within walking distance. Queen size bed that sleeps two, private working Kitchen, Large bathroom with hot and cold water, heating for those cold nights, and Wi-Fi.

Private room in West Haven

4.93 out of 5 average rating, 215 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

4.99 out of 5 average rating, 106 reviews

A cozy living room features a spacious blue couch adorned with yellow accent pillows. A wooden coffee table is positioned in front, with colorful artwork hanging on the walls. A large flatscreen TV is mounted for entertainment, enhancing the comfort of the space.

Apartment in Westville

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.

4.93 out of 5 average rating, 321 reviews

A cozy living area features mid-century modern furniture, including an orange armchair and a sleek glass coffee table. A gallery wall displays various artworks, complemented by natural light from two windows. A small dining area with a round table and four chairs contributes to the inviting layout.

Guesthouse in Westville

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.

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Popular amenities for Woodbridge vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great vacation rentals in Woodbridge

5 out of 5 average rating, 31 reviews

Beautiful au pair suite - 800 sq ft

Private room in West Haven

5 out of 5 average rating, 3 reviews

Private Room in a clean home near the beach

4.91 out of 5 average rating, 76 reviews

Cheerful oasis for a relaxing stay and snacks

Private room in East Shore

5 out of 5 average rating, 10 reviews

Room for rent in quite home.

The exterior of a two-story residence is shown, featuring a combination of light and dark siding. Multiple large windows allow ample natural light, and a welcoming front door is centered under a covered entryway. A manicured lawn and landscaped flower beds frame the house.

5 out of 5 average rating, 6 reviews

Room in hamden/Yale/SCSU/QU