Holiday rentals in Woodbridge

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Top-rated holiday rentals in Woodbridge

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

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Guest favourite
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
4.75 out of 5 average rating, 532 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 favourite
A cozy living space features a light-colored sofa with yellow accents, positioned beside a small round table. A striped area rug adds texture to the hardwood floor. Bright natural light enters through nearby windows, illuminating the space and connecting to the kitchen and bathroom beyond.
Flat in Dwight
4.98 out of 5 average rating, 264 reviews

Bright 1 BR Apt Steps From Yale

Enjoy a bright and cozy 1 bedroom apartment just 2 blocks from the Yale campus and The Shops at Yale. Located in a 3 unit brick building, designated as a property on The National Register of Historic Places, this small renovated 2nd floor apartment maintains the characteristics of the building's original design, while providing all amenities needed for a comfortable stay. Convenient free off street parking provided. Great shops, restaurants, nightlife, and museums can all be accessed by foot.

Top guest favourite
A modern open studio features a light-colored couch adorned with green pillows, and a small coffee table in the living area. The kitchen is equipped with appliances, and natural light fills the space, highlighting the warm wood flooring.
Flat in Hamden
4.96 out of 5 average rating, 25 reviews

In-law Private Studio Apartment

Enjoy a stylish experience at this centrally-located studio apartment. Located in the quaint, quiet, and highly desirable Spring Glen neighborhood, it’s short walking distance of city bus line, as well as several local restaurants, cafes, & local entertainment. Centrally located to Yale University & Hospital, Quinnipiac University, SCSU, Albertus Magnus, as well as downtown Hamden & New Haven. The 400 sq ft apartment has a full bed w/ Tempur-Pedic mattress, & couch pulls out into a full bed.

Guest favourite
A cozy sleeping area features a spacious bed centered against a wooden wall unit with built-in shelves. Soft bed linens in muted colors are arranged neatly, with decorative pillows adding a touch of style. Nightstands on either side hold elegant lamps that softly illuminate the space.
Flat in Edgewood
4.95 out of 5 average rating, 511 reviews

Urban Garden Suite

Relax & Recharge in Westville’s Hidden Gem in New Haven. Unwind in this serene, beautiful, cozy, 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.

Top guest favourite
A spacious living room features a large sectional couch adorned with colorful pillows, next to a smaller armchair. Natural light floods through wide windows framed by vibrant curtains. A wooden coffee table sits in the center, with art pieces displayed on the walls and a guitar nearby.
Home in Westville
5 out of 5 average rating, 107 reviews

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.

Top guest favourite
A cozy living area features a gray sofa with decorative pillows, a wood table set for dining, and a patterned armchair. Natural light filters through two windows, illuminating the television placed on a wooden media console. A subtle area rug adds warmth to the space.
Flat in Branford
4.99 out of 5 average rating, 150 reviews

Downtown Branford Retreat - Quiet yet Central Apt

A welcoming apartment nestled in the heart of Branford - a quintessential shoreline community! This inviting space offers modern design, a well-equipped kitchen, comfortable bedroom, and a convenient location. Situated within walking distance of the town green and minutes from beaches, guests can easily explore this vibrant shoreline town. From boutique shops and art galleries to charming cafes and trendy restaurants, experience the best of Branford right at your doorstep!

Guest favourite
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.
Flat in New Haven
4.83 out of 5 average rating, 81 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.

Top guest favourite
Home in West Haven
5 out of 5 average rating, 27 reviews

Private 1-Bdrm Apt in West Haven

House is located in quiet neighborhood and centrally located to just about everything you may need.... beaches, restaurants, entertainment, hospitals, colleges, shops via vehicle. Based on your interest and needs in restaurants, food, shops, activities, etc, you can use Google Maps, Yelp, Uber Eats, etc to provide you with several options. Nicely setup one full-sized bed apartment that sleeps two, provides you with privacy and comfort.

Guest favourite
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.
Guest house in Westville
4.92 out of 5 average rating, 335 reviews

Square6ix Stylish Guesthouse in Westville

Inviting, eclectic, and completely private, this single family stand-alone guest house is an intimate and engaging haven. A serene private guesthouse perfect for couples, creatives, and travelers. Stylishly decorated with modern amenities, this space is a cozy retreat just a short walk to Westville Village and Edgewood Park. Ideal for weekend getaways, local visitors, or professionals seeking a quiet base with fast WiFi and free parking.

Top guest favourite
A bright and modern kitchen area features white cabinetry and stainless steel appliances. A large island is equipped with seating for three, while a cozy living space with two leather chairs is visible in the background. Natural light filters through multiple windows.
Flat in Prospect Hill
5 out of 5 average rating, 172 reviews

The Winchester House at Science Park-Yale

Located 2 blocks from Yale University's Franklin and Murray College and Ingall's Ice rink, The Winchester House at Science Park is a newly renovated luxuriously appointed 2 bedroom 2.5 bathroom apartment. The apartment features bespoke amenities, free secure off-street parking, snacks and beverages, stylish furniture, 1000 ct. beddings, ample cooking pantry items and everything you need as a guest. Let us welcome you in relaxed luxury!

Top guest favourite
An elegant Arts & Crafts bungalow showcases a blend of architectural styles under a clear blue sky. The inviting façade features a distinctive porch, a brick chimney, and a nearby garage. Lush gardens adorned with vibrant plants enhance the home’s outdoor appeal.
Guest suite in Wallingford
5 out of 5 average rating, 639 reviews

Wintergreen Gardens Suite @ William Becroft House

LGBTQ friendly. Our 1915 Arts & Crafts bungalow's spacious in-law suite offers driveway parking, private entrance, sunroom, king bedroom, en-suite bath, kitchenette w/fridge, micro, coffee maker, toaster. Relax in bed with 40" HDTV with Amazon Prime, HBO Max, Netflix, premium cable. Enjoy private gardens to sun, read a book or cup of coffee. Short drive to 4 Vineyards, Theater and the train station. I am not responsible for wifi.

Guest favourite
A well-lit kitchen area features a white refrigerator and a gas stove, complemented by a central island with a grey countertop. A plant is situated on the windowsill, while a vase of flowers adds a touch of color to the space. A decorative rug enhances the cozy ambiance.
Flat in Edgewood
4.77 out of 5 average rating, 365 reviews

Cozy 2 Bedroom rental on Elm…

This special place is close to everything, making it easy to plan your visit. It’s in the city and close to just about all of your wants and needs. Lots if fine dining, Universities and fun shops that are a must see. Also conveniently located so you don’t need a car to get around. I’m also very glad to help with any questions, or if you just need suggestions on places to go or things to do. Hope to see you soon.

Popular amenities for Woodbridge holiday rentals

When is the best time to visit Woodbridge?

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Frequently Asked Questions

  • How much does it cost to stay in apartment rentals in Woodbridge?

    Experience the best of Woodbridge with our apartment rentals, starting at about $20 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Do apartment rentals in Woodbridge have wifi?

    Absolutely! We offer over 20 apartment rentals with wifi in Woodbridge. Enjoy a tailored experience with all the comforts you desire.

  • Are there family-friendly vacation rentals in Woodbridge?

    Woodbridge has more than 30 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • Do house rentals in Woodbridge have a kitchen?

    Absolutely! We offer over 30 house rentals with a kitchen in Woodbridge. Enjoy a tailored experience with all the comforts you desire.

  • Are there pet-friendly vacation rentals in Woodbridge?

    Four-legged friends are welcome in Woodbridge. Choose from more than 10 vacation rentals for guests traveling with pets.

  • Do house rentals in Woodbridge have air conditioning?

    Absolutely! We offer over 20 house rentals with air conditioning in Woodbridge. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Woodbridge have free parking?

    Absolutely! We offer over 30 house rentals with free parking in Woodbridge. Enjoy a tailored experience with all the comforts you desire.

  • Are there vacation rentals with a dedicated workspace in Woodbridge?

    Yes! Work meets play with ease at over 30 vacation rentals in Woodbridge featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Where should I stay in Woodbridge?

    Make yourself at home in Woodbridge by choosing from our most frequently booked neighborhoods. We have over 1,070 vacation rentals in West Rock, over 1,010 vacation rentals in Westville, and over 1,090 vacation rentals in West New Haven.

  • What are the most popular amenities for Apartment Rentals in Woodbridge?

    Enhance your stay in our Apartment Rentals with the most popular amenities: over 20 homes with wifi, over 10 homes with air conditioning, over 10 homes with free parking, over 20 homes with a kitchen, and more. Indulge in the ultimate retreat, tailored to your preferences.

Quick stats about holiday rentals in Woodbridge

  • Total holiday rentals

    Explore 70 holiday rentals in Woodbridge

  • Nightly prices starting at

    Woodbridge holiday rentals start at $38 SGD per night before taxes and fees

  • Verified guest reviews

    Over 2,970 verified reviews to help you choose

  • Family-friendly holiday rentals

    30 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wifi availability

    70 of Woodbridge holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Woodbridge rentals

  • 4.7 Average rating

    Woodbridge stays receive an average rating of 4.7 out of 5 from guests

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