Holiday houses in Woodbridge

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Woodbridge

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

0 of 0 items showing

1 of 3 pages

Guest favourite

Tiny home in Ansonia

5.0 out of 5 average rating, 13 reviews

Cozy Tiny Home for Solo Travelers Near Everything

This is a true tiny house (attached, and on a foundation) w/loft that offers all you need to live in cozy comfort. It becomes your sweet, private home away from home as you enjoy its modern and convenient features and its bright, open space. Located in a very walkable city, close to amenities and services, area businesses, hospitals, universities, restaurants, and shopping, it's ideal for solo visitors coming to explore, to visit family, or for local work opportunities. Sorry, too small for pets

18 – 25 Sept

$1,126 AUD total

Guest favourite

Apartment in New Haven

4.99 out of 5 average rating, 109 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.

5 – 12 Jan

$1,720 AUD total

Guest favourite

Apartment in Hamden

4.86 out of 5 average rating, 14 reviews

Welcoming & Clean Condo near Hamden Shopping

Updated, 1 bedroom condo with hybrid king size matress. Bedroom has touch control side lamps, full length floor mirror & spacious closet. Renovated bathroom, flush mount lighting. Living area 50 inch TV & comfortable seating to enjoy your movies. Kitchen is equipped with a toaster & an electric tea kettle to enjoy your morning breakfast, spice rack to season & make your favorite dish. Smart thermostat, smart entry lock for ease of use. Assigned parking spot, which you can use during your stay.

23 – 30 Mar

$1,434 AUD total

Guest favourite

Guest suite in Wallingford

5.0 out of 5 average rating, 499 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.

9 – 16 Feb

$1,077 AUD total

Superhost

Apartment in Hamden

4.82 out of 5 average rating, 138 reviews

Spring Glen Suite

NOT FOR CHILDREN/INFANT Beautiful private one bedroom apartment located in the historic Spring Glen district of Hamden. Walking distance to fine dining. Five minute drive from Yale and other local colleges. Highway access minutes away. Spacious sunlit large bedroom with comfortable king size mattress. Fully stocked kitchen with upgraded appliances and microwave. Sitting area located next to bedroom with an awesome love seat for relaxing. Living room access with smart tv and wifi.

22 – 29 Sept

$1,900 AUD total

Guest favourite

Apartment in Brookfield

4.94 out of 5 average rating, 184 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.

21 – 28 Mar

$1,506 AUD total

Guest favourite

Guest suite in Hamden

4.96 out of 5 average rating, 713 reviews

Large Private Studio + Entrance + Bath

Large beautiful secluded studio with a private entry and private bath. Includes comfy queen size bed, futon sofa bed, free wifi, large TV with tons of movies, eat-in table, microwave, mini-fridge, Keurig, closet w/ iron, and your own dedicated room temperature controls. Located in a beautiful, safe, and quiet neighborhood, the studio is attached to a split level house and located in the back on the lower level. It overlooks beautiful woodlands.

14 – 21 June

$2,151 AUD total

Guest favourite

Guest suite in Shelton

4.81 out of 5 average rating, 264 reviews

Super cozy 1 BR apt. own entrance, great loc.

Very quiet residential neighborhood, very clean, super cozy apartment with two bedrooms, living room; computer desk with work station, kitchenette (no stove), own bathroom, and amenities. 20 minutes away from Bridgeport, 15 minutes away from Yale, New Haven. Lakes in walking distance, Metro-North rail; 7 minutes, local shopping area 1 mile. Bus route in walking distance. Great neighborhood!! All are welcomed. Warm community.

11 – 18 Aug

$843 AUD total

Guest favourite

Apartment in New Haven

4.93 out of 5 average rating, 192 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.

7 – 14 Aug

$2,034 AUD total

Guest favourite

Apartment in West Haven

4.9 out of 5 average rating, 420 reviews

! ! ! entire apartment close to the beach ! !

Come and experience West Haven and the Long Island Sound in this nice and cozy apartment close to the beach. Our apartment is complete with a full-size kitchen, bathroom, cable TV, laundry room, fresh linens, towels, air conditioning, wide driveway, and free WiFi. We will provide some FREE complimentary snacks. This apartment is ideal for single travelers, couples, and can accommodate up to three people (adults only).

29 Dec – 5 Jan

$1,333 AUD total

Guest favourite

Home in New Haven

4.92 out of 5 average rating, 171 reviews

Large Designer Westville house! Walk to Yale Bowl

Large pristine 2 bedroom, perfect location, set up specifically for the luxury traveler. Central a/c and heat. Cozy common areas with extra large, well-stocked kitchen, huge dining table, comfortable and very quiet bedrooms with black out curtains, memory foam mattresses (Tuft & Needle), and super soft sheets. Centrally located house with all the amenities of home. Safe and quiet, cute walkable area!

24 June – 1 July

$2,974 AUD total

Guest favourite

Home in Cheshire

5.0 out of 5 average rating, 117 reviews

Pool House

The Pool House is a one bedroom that is fully furnished with all the amenities you would need. There is a queen size bed and a sofa in the living room that pulls out to a full size bed. Fully equipped kitchen, dinning room and living room area. Washer and dryer. Heated pool with large patio and deck. Outdoor refrigerator and gas grill.

13 – 20 Feb

$1,834 AUD total