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
4.74 out of 5 average rating, 520 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

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, 250 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.

Guest favourite
An open living space features a bright white interior with large windows allowing natural light. Seating includes a plush sofa and wicker chairs. A modern kitchen with stainless steel appliances is visible. The dining area showcases a table for six, enhancing a communal atmosphere.
Bungalow in Woodmont
4.96 out of 5 average rating, 321 reviews

Fall Sale! Cozy Bungalow/Pet-friendly/Walk2Beach

Welcome to the Beach Bungalow, completely remodeled to the studs in '21! This Woodmont by the Sea home is a 3 block stroll to Anchor Beach & the walkway along beautiful Beach Ave. The home offers a modern kitchen, dining for 6, private back porch & outdoor shower. This +775sf bungalow has a driveway & on-street pkg. It's located in a charming coastal town, walking distance to restaurants, grocery store & Robert Treat Farm and is 2 mi to I95, 10 mi to Yale/New Haven...and mins to breweries.

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
5 out of 5 average rating, 15 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.

Top guest favourite
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.
Flat in Westville
4.98 out of 5 average rating, 119 reviews

Retreat in New Haven by Stephanie and Damian

Welcome to your retreat in the heart of Westville. This apartment features a spa-like bathroom and a cozy living room with a super-comfy couch and large flatscreen TV. Relax in this centrally located oasis near Yale’s football stadium, Westville Bowl, local art studios, coffee shops, and top restaurants just steps away. Perfect for extended stays, traveling professionals, visiting faculty, or anyone seeking a convenient home base this winter. Discounts for stays of 30+ days.

Superhost
A well-equipped kitchen features wooden shelves with dishes and a coffee maker. A modern sink and black faucet are complemented by a smooth countertop, while natural light filters through a window adorned with greenery. Kitchen essentials are organized for convenience.
Flat in Brookfield
4.92 out of 5 average rating, 292 reviews

Peaceful apartment on 3.5 acres w/ Artist studio.

Welcome to our cozy apartment! This fully enclosed apartment is attached to our main house on a beautiful 3.5-acre property in Brookfield. Enjoy a kitchen, comfortable living and bedroom area, and a clean bathroom. Guests have access to a shared 32 ft, 10 ft deep pool, artist studio, pool table,, garden, fire space, and outdoor seating. We provide a guidebook for your convenience. Book now and experience a perfect blend of comfort, creativity, and relaxation.

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.
Flat in New Haven
4.81 out of 5 average rating, 70 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.

Guest favourite
A well-appointed bedroom features a spacious bed with neutral-toned bedding, flanked by two wooden nightstands with lamps. Decorative wall accents and a potted plant enhance the inviting atmosphere. Natural light filters through the window, illuminating the warm hardwood flooring and soft area rug.
Home in Westville
4.95 out of 5 average rating, 55 reviews

7 Mins drive to Yale | Large fenced yard

Nestled in the charming neighborhood of New Haven, our home offers the perfect blend of tranquility and convenience. You'll enjoy a peaceful retreat surrounded by tree-lined streets, all while being just a stone's throw away from the vibrant energy of Yale University and the cultural richness of New Haven. Explore local parks, dine at renowned restaurants, and discover the city's unique character, all from your cozy home base in New Haven.

Guest favourite
The living room features a modern design with a curved green and orange sofa surrounding a light wood coffee table. A striking black fireplace provides a focal point against a light wall. A statue and decorative elements contribute to the welcoming ambience.
Home in West Haven
4.92 out of 5 average rating, 91 reviews

Westshore Luxury

Relax in the cozy living spaces, unwind in the bonus room, or take a leisurely stroll along the sandy beach-right outside your door. Enjoy spectacular sunrises and sunsets over the water, listen to the soothing sound of waves crashing, or bike along the scenic shoreline. Whether you're here for a weekend escape or an extended stay, this charming beach home provides the perfect setting for relaxation, adventure, and everything in between.

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, 330 reviews

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.

Top guest favourite
A bright dining area features a round wooden table surrounded by four woven chairs. Light filters through large windows with classic wood trim, illuminating a vibrant area rug. The space leads into a welcoming living area, indicated by a soft sofa and natural light.
Flat in Westville
4.93 out of 5 average rating, 258 reviews

Perfect for Yale and New Haven Visits

We purchased the house containing this apartment in 2017, and have been steadily updating and modernizing the space. Beautiful, recently refreshed apartment in a circa 1895 Victorian home. Hardwood floors throughout, and newly redone kitchen and bathroom. Ideally located in a historic neighborhood, with easy access to Yale University and athletic fields, Westville Music Bowl, Hopkins school, and Downtown New Haven.

Guest favourite
A cozy sleeping area features a wooden bed frame adorned with decorative pillows, flanked by two bedside tables. A light blue throw is draped over the bed. A comfortable seating area includes a round table and armchair, complemented by a soft rug covering the floor.
Flat in Edgewood
4.94 out of 5 average rating, 322 reviews

Urban Getaway

Beautiful and private Airbnb apartment located in New Haven. Peaceful, bright, immaculate and thoughtfully appointed is the best way to describe the Urban Sanctuary. You will fall in love with our cozy and charming garden apartment, nestled in a historic 3 family home in Westville. You will find good restaurants and coffee shops around, it's just the best place for you to stay. We provide a variety of amenities.

Popular amenities for Woodbridge holiday rentals

When is the best time to visit Woodbridge?

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Avg. price$156 SGD$167 SGD$163 SGD$173 SGD$173 SGD$173 SGD$163 SGD$171 SGD$169 SGD$216 SGD$189 SGD$173 SGD
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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 house rentals in Woodbridge have wifi?

    Absolutely! We offer over 30 house 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 apartment rentals in Woodbridge have free parking?

    Absolutely! We offer over 10 apartment 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 1,030 vacation rentals in West New Haven, over 1,000 vacation rentals in West Rock, and over 950 vacation rentals in Westville.

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

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

Quick stats about holiday rentals in Woodbridge

  • Total holiday rentals

    Explore 60 holiday rentals in Woodbridge

  • Nightly prices starting at

    Woodbridge holiday rentals start at $26 SGD per night before taxes and fees

  • Verified guest reviews

    Over 2,730 verified reviews to help you choose

  • Family-friendly holiday rentals

    30 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wifi availability

    60 of Woodbridge holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Woodbridge rentals

  • 4.8 Average rating

    Woodbridge stays are highly rated by guests – averaging 4.8 out of 5!