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.

Guest favourite

Flat 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.

6–13 Dec

₹10,782 per night
Guest favourite

Flat 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!

27 Aug – 3 Sep

₹16,752 per night
Guest favourite

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.

18–25 Jan

₹6,973 per night

Popular amenities for Woodbridge holiday 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 holiday rentals in Woodbridge

Guest favourite

Guest house in Southbury

4.93 out of 5 average rating, 266 reviews

Charming Guest Cottage with Modern Amenities

19–26 May

₹12,913 per night
Superhost

Flat in New Haven

4.86 out of 5 average rating, 341 reviews

Man Cave with Class

20–27 Dec

₹6,453 per night
Guest favourite

Home in North Haven

5.0 out of 5 average rating, 122 reviews

Luxury Stay in Expansive Historical Home

21–28 Jan

₹59,134 per night
Guest favourite

Guest suite in New Haven

4.89 out of 5 average rating, 119 reviews

Rustic Two-Story Townhouse Apartment

23–30 Oct

₹9,778 per night
Superhost

Flat in West Haven

4.85 out of 5 average rating, 27 reviews

Beautiful New Studio Close to Yale!

6–13 Apr

₹8,116 per night
Guest favourite

Guest suite in New Haven

4.87 out of 5 average rating, 31 reviews

The West Rock “Tree-House”

4–11 Jun

₹10,789 per night
Guest favourite

Flat in Milford

5.0 out of 5 average rating, 46 reviews

The Pond Mill Retreat w/ 2 Bdrms & Pool

12–19 Apr

₹11,962 per night
Guest favourite

Home in New Haven

4.9 out of 5 average rating, 40 reviews

Cozy 2 bedroom home located minutes from downtown

25 Apr – 2 May

₹12,858 per night
Guest favourite

Flat in New Haven

5.0 out of 5 average rating, 52 reviews

Retreat in New Haven by Stephanie and Damian

19–26 Jul

₹16,277 per night
Guest favourite

Flat in New Haven

5.0 out of 5 average rating, 29 reviews

Convenient downtown New Haven apartment

3–10 Nov

₹8,821 per night
Guest favourite

Guest suite in Hamden

4.95 out of 5 average rating, 38 reviews

Spacious basement suite with private entrance

25 Apr – 2 May

₹7,721 per night
Guest favourite

Flat in Middlebury

4.98 out of 5 average rating, 61 reviews

Cozy Apartment with Water View of Brook

13–20 Nov

₹8,545 per night

Quick stats about holiday 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

2.2T reviews

Destinations to explore