Vacation rentals in Woodbridge

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Woodbridge

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

Guest favorite

Apartment in New Haven

4.99 out of 5 average rating, 103 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.

Dec 6 – 13

$112 per night
Guest favorite

Apartment in Milford

4.97 out of 5 average rating, 505 reviews

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!

Aug 27 – Sep 3

$175 per night
Guest favorite

Guest suite in Wallingford

5.0 out of 5 average rating, 495 reviews

Wintergreen Gardens Suite @ William Becroft House

LGBTQ friendly. Our 1915 Arts & Crafts bungalow's spacious in-law suite offers driveway parking, pvt. 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. Coming for a special event? Book an appointment at our salon, Jimmy James Salon. Ask for info.

Jan 18 – 25

$73 per night

Popular amenities for Woodbridge vacation rentals

Stay near Woodbridge's top sights

Westville Music Bowl6 locals recommend
Yale Bowl16 locals recommend
Bella's Cafe32 locals recommend
Five Guys4 locals recommend
Super Stop & Shop14 locals recommend
Starbucks11 locals recommend

Other great vacation rentals in Woodbridge

Guest favorite

Guesthouse in Southbury

4.93 out of 5 average rating, 265 reviews

Charming Guest Cottage with Modern Amenities

May 19 – 26

$135 per night
Superhost

Apartment in New Haven

4.86 out of 5 average rating, 341 reviews

Man Cave with Class

Dec 20 – 27

$67 per night
Guest favorite

Home in North Haven

5.0 out of 5 average rating, 122 reviews

Luxury Stay in Expansive Historical Home

Jan 21 – 28

$618 per night
Guest favorite

Guest suite in New Haven

4.89 out of 5 average rating, 119 reviews

Rustic Two-Story Townhouse Apartment

Oct 23 – 30

$94 per night
Superhost

Apartment in West Haven

4.85 out of 5 average rating, 27 reviews

Beautiful New Studio Close to Yale!

Apr 6 – 13

$84 per night
Guest favorite

Guest suite in New Haven

4.87 out of 5 average rating, 31 reviews

The West Rock “Tree-House”

Jun 4 – 11

$113 per night
Guest favorite

Apartment in Milford

5.0 out of 5 average rating, 46 reviews

The Pond Mill Retreat w/ 2 Bdrms & Pool

Apr 12 – 19

$125 per night
Guest favorite

Home in New Haven

4.9 out of 5 average rating, 40 reviews

Cozy 2 bedroom home located minutes from downtown

Apr 25 – May 2

$134 per night
Guest favorite

Apartment in New Haven

5.0 out of 5 average rating, 52 reviews

Retreat in New Haven by Stephanie and Damian

Jul 19 – 26

$170 per night
Guest favorite

Apartment in New Haven

5.0 out of 5 average rating, 29 reviews

Convenient downtown New Haven apartment

Nov 3 – 10

$91 per night
Guest favorite

Guest suite in Hamden

4.95 out of 5 average rating, 38 reviews

Spacious basement suite with private entrance

Apr 25 – May 2

$81 per night
Guest favorite

Apartment in Middlebury

4.98 out of 5 average rating, 61 reviews

Cozy Apartment with Water View of Brook

Nov 13 – 20

$89 per night

Quick stats about vacation rentals in Woodbridge

Total rentals

60 properties

Wifi availability

60 properties include access to wifi

Rentals with dedicated workspaces

30 properties have a dedicated workspace

Pet-friendly rentals

10 properties allow pets

Family-friendly rentals

20 properties are a good fit for families

Total number of reviews

2.2K reviews

Frequently Asked Questions

  • 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 20 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 1,020 vacation rentals in West Rock, over 1,050 vacation rentals in West New Haven, and over 980 vacation rentals in Westville.

Destinations to explore