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House vacation rentals in Woodbridge

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Quick stats about house rentals in Woodbridge

  • Total vacation rentals

    Explore 30 vacation rentals in Woodbridge

  • Nightly prices starting at

    Woodbridge vacation rentals start at G$6,274 GYD per night before taxes and fees

  • Verified guest reviews

    Over 1,320 verified reviews to help you choose

  • Family-friendly vacation rentals

    10 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wi-Fi availability

    30 of Woodbridge vacation rentals include wi-fi 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

Top-rated house rentals in Woodbridge

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

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Top guest favorite
Home in Waterbury

Amazing views of the Brass City

East Mountain Views at its finest. This clean, 3-bedroom updated ranch is centrally located to highways and shopping centers. Walk out to the back deck and experience some of the best views of Waterbury including Fireworks from the back deck (July). Wi-Fi/cable, central AC/hot air, washer/dryer, and patio furniture/grill (seasonal) are included with the stay. Plenty of entertainment (board games, corn hole, foosball, air hockey) are provided. This house is truly relaxing and will feel like home.

4.96 out of 5 average rating, 159 reviews
Superhost
A swim spa with dual zones is shown, featuring illuminated blue and red lights. The adjacent outdoor area includes a large screen displaying a sports event. Steam rises from the hot tub, creating a relaxing ambiance in the evening setting.
Home in Hamden

Sleeping Giant Stay/Swim Spa w/Tread/Tonal/Peleton

Looking for privacy, seclusion, and direct access to Sleeping Giant State Park right from your back yard? Then look no further! Entire Mid Century home centrally located to many great attractions and colleges. Featuring an open floor plan characterized by large glass windows and open space featuring simplicity and an integration with nature. Access to I-91 or Rt15 are both about 1 mile away, with Yale University and Downtown New Haven about a 20 minute drive. Farmington Canal bike trail-.5 miles

4.88 out of 5 average rating, 129 reviews
Top guest favorite
A serene view of the Long Island Sound showcases several sailboats gently drifting on the blue water. The scene is framed by a simple fence and grassy area, with a clear blue sky above, creating a peaceful coastal atmosphere.
Home in New Haven

WaterviewsTakeWedding pics,CollegeTours Yale&Beach

PETS ALLOWED! Spectacular unobstructed Long Island Sound views year-round, out your front door along Pardee Seawall! This exceptional shore line property offers all new furniture & amenities. Minutes to wedding venues-perfect for getting dressed on your wedding day & taking photos literally right outside your door (props available). Near: Tweed NH Airport, beach, Yale University & Hosp, restaurants & museums. All new furniture, linens/towels, grill, fire pit, centralAC, WIFI. Onsite parking.

4.98 out of 5 average rating, 231 reviews
Top guest favorite
A dining area features a long wooden table surrounded by six black chairs. A vintage wooden cabinet stands against the wall, displaying decorative items. Natural light enters through leaded glass windows, creating a warm atmosphere. A patterned rug adds color to the space.
Home in New Haven

Historic New Haven Home

Our family owned New Haven vacation house is a renovated 1920s Tudor. It's located in a quiet, safe, & beautiful neighborhood, close to downtown and Yale. We've carefully preserved historic aspects we love (ie: art deco tile & leaded glass windows), and combined it with central a/c, USB ports, new appliances, gas fireplace, high speed wifi & more. You’re also welcome to use the small screened in porch, patio with chairs, and the yard. The entire house and driveway is yours when you rent.

4.98 out of 5 average rating, 225 reviews
Top guest favorite
An aerial view showcases a coastal neighborhood with homes situated along a sandy beach. Vibrant blue waters and marshlands surround the area, emphasizing its seaside location. The arrow points to the property's location within the community, illustrating proximity to the beach.
Home in Milford

Designer Beach Retreat on Exclusive Cedar Beach

Welcome to your own slice of heaven! Enjoy dinner in your Chef's kitchen while watching one of the most radiant sunsets you will ever see. Stunning views from the private rear deck or snuggled on the couch inside the living room. Wade into Long Island Sound with semi-private beach access 250 feet away. The property is 5 doors down from the CT Audubon Society, known for its epic views and wildlife watching. The sunrises & sunsets are beautiful! 15 minutes to Yale. We can't wait to host you!

4.97 out of 5 average rating, 270 reviews
Top guest favorite
A comfortable living room is featured, with a gray sofa and two wooden chairs positioned around a small, circular coffee table. Natural light filters through large windows, illuminating light-colored walls and warm wooden flooring.
Home in Milford

The ARLO - Walk to Brewery & Restaurants

Newly remodeled and designed, The ARLO combines a seamless blend of luxury & comfort for your family. Walking distance to Dockside brewery & stand-out local restaurants, while only 1 mile from the beautiful Walnut Beach. Enjoy a thoughtful & comfortably designed living room, cook in the chef-style kitchen, indoor/outdoor living with a game room and fully-fenced yard. -Less than 2 minutes to The Tyde wedding venue. -15 min to Fairfield U & Sacred Heart -15 min to YALE -0.2 miles off I-95

4.99 out of 5 average rating, 190 reviews
Top guest favorite
Home in Branford

Steps to Beach • Hot Tub • Game Room • Water Views

Beautiful coastal beach house directly across from a private beach and tennis club with complimentary guest access. Backing up to a serene marsh with stunning views, this home offers a peaceful, upscale setting perfect for families and groups. Relax in the hot tub with outdoor TV, fire pit, and kayaks. Inside features 4 bedrooms, a workspace, and a new game room with a 100” TV, pool table, shuffleboard, and darts. Minutes from Branford’s town center, dining, and waterfront attractions.

4.99 out of 5 average rating, 109 reviews
Top guest favorite
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 New Haven

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.

5.0 out of 5 average rating, 127 reviews
Superhost
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

Westshore Luxury

Relax in the cozy living spaces, unwind in the bonus room, or take a peaceful stroll along the sandy beach just steps from your door. Enjoy breathtaking sunrises and sunsets over the water, fall asleep to the soothing sound of waves, or explore the scenic shoreline by bike. Whether you’re visiting for a quiet weekend escape or a longer stay, this charming beach home offers the perfect balance of comfort and tranquility. Quiet home for rest and relaxation — no parties or events.

4.82 out of 5 average rating, 176 reviews
Guest favorite
An elegant entryway frames a view of a dining area furnished with a large wooden table surrounded by chairs. A vintage-style bar cart, stocked with various beverages, is positioned to one side, contributing to a refined atmosphere. Warm wood accents complement the bright and inviting space.
Home in New Haven

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 living room with extra large, sofa, well-stocked kitchen, huge dining table, comfortable and very quiet bedrooms with black out curtains, memory foam mattresses (Tuft & Needle), and super soft sheets bamboo cooling sheets. Centrally located house with all the amenities of home. Safe and quiet, cute walk-able area!

4.89 out of 5 average rating, 245 reviews
Top guest favorite
Home in Fairfield

Cozy Cottage with Fire Pit, near Beach

Escape to Fairfield Cottage, a stylish 3-bed, 2-bath retreat 90 mins from NYC. Comfortably sleeping 8, this sun-drenched home features a private patio with a fire pit, a fully equipped kitchen, and two fireplaces. Perfect for families and just 3 miles from the beach, it's your ideal getaway for relaxation and connection. Enjoy a dedicated workspace, fast Wi-Fi, and numerous family-friendly amenities.

4.96 out of 5 average rating, 228 reviews
Top guest favorite
A large brick house with a distinctive gabled roof and charming architectural details is surrounded by lush greenery and blooming flowers. The welcoming exterior features well-maintained landscaping and pathways leading to the entrance. The sky is clear, contributing to a bright and airy appearance.
Home in New Haven

Large group haven! Sleeps up to 20!

Spacious, stylish, and perfect for groups! This bright 6BR home near Yale has room for everyone—2 cozy lounge areas, Smart TVs, foosball, a fully stocked kitchen, and flexible sleeping setups. Located in a quiet neighborhood just minutes from Downtown, SCSU, and Tweed. Great for family trips, celebrations, or weekend getaways. Self check-in, fast WiFi, free parking, and all the comforts of home!

4.98 out of 5 average rating, 123 reviews

Popular amenities for Woodbridge house rentals

KitchenWifiPoolFree parking on premisesAir conditioning

House rentals with a pool

Superhost
An outdoor space features a heated pool with a clear blue surface, surrounded by a spacious deck. Lounge chairs and shaded seating areas are arranged nearby, offering comfort and relaxation. Lush greenery borders the area, enhancing the tranquil atmosphere.
Home in Hamden

Modern home with a private Heated pool and jacuzzi

4.83 out of 5 average rating, 83 reviews
Guest favorite
Home in Wolcott

Amazing Paradise, Seasonal Pool, BBQ, Pool Table.

4.94 out of 5 average rating, 71 reviews
Superhost
Home in Newtown

Colonial yellowhouse

4.76 out of 5 average rating, 17 reviews
Guest favorite
A well-maintained pool is surrounded by lush green grass, offering a relaxing outdoor space. Several lounge chairs are positioned around the pool area, and a light stone bench adds a comfortable seating option. Sunlight filters through the trees, enhancing the serene atmosphere.
Home in Redding

Lovely Country Retreat:

4.94 out of 5 average rating, 95 reviews
Guest favorite
Home in Weston

Serenity in Weston - House, barn & pool

4.93 out of 5 average rating, 14 reviews
Superhost
Home in Redding

Meeker Hill House - Country Escape with Pool

4.86 out of 5 average rating, 22 reviews
Superhost
Home in Easton

‼️6BR Easton House with Pool, Hot Tub & Big Yard

Superhost
Home in Trumbull

Please review the listing, specifically the descri

New place to stay

Weekly house rentals

Guest favorite
A cozy living room features a stone fireplace with a mounted television above. Natural light enters through a large window, accented by sheer curtains. A plush rug covers the floor, surrounded by a sectional sofa and a chair, offering a comfortable gathering space.
Home in Waterbury

Come and enjoy the BURY's of CT!

4.95 out of 5 average rating, 105 reviews
Guest favorite
An aerial view captures the surrounding residential neighborhood with close proximity to Long Island Sound. The property is highlighted in a circular outline, showcasing its location relative to nearby homes and the shoreline.
Home in Milford

2 Bedroom with sweeping views of Long Island Sound

4.98 out of 5 average rating, 124 reviews
Guest favorite
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 New Haven

7 Mins drive to Yale | Large fenced yard

4.96 out of 5 average rating, 75 reviews
Guest favorite
A cozy living room is shown with wooden floors and natural light filtering through vertical blinds. Two sofas are positioned opposite each other, accompanied by a coffee table at the center. Green plants are placed near the window, adding a touch of nature to the space.
Home in New Haven

Garden Gateway minutes from Yale

4.83 out of 5 average rating, 41 reviews
Guest favorite
A stylish living area features a dark green accent wall adorned with decorative wall hangings. A black velvet sofa offers seating, complemented by two green armchairs. Central round coffee tables sit on a patterned area rug. Natural light filters through sheer curtains, enhancing the inviting space.
Home in New Haven

Serene Bohemian Paradise *420 friendly*

4.96 out of 5 average rating, 74 reviews
Guest favorite
Home in Hamden

Spacious Home with Fire Pit & Game Room Near Yale

4.84 out of 5 average rating, 86 reviews
Top guest favorite
A tranquil view of Swan Lake is captured, surrounded by autumn foliage. Colorful outdoor chairs are positioned on a leaf-covered shore. Sunlight reflects off the calm water, creating a serene atmosphere that invites relaxation.
Home in Oxford

Lakefront Summer Oasis - kayak, fish and get cozy!

4.97 out of 5 average rating, 78 reviews
Guest favorite
Home in New Haven

Spacious 4BR Near Downtown Yale

5.0 out of 5 average rating, 10 reviews

Private house rentals

Guest favorite
A charming two-story white house features a pointed turret and an inviting front porch with a railing. The porch wraps around the sides, providing ample outdoor space. A well-maintained lawn with decorative shrubs is visible in front, and clear blue skies create a cheerful atmosphere.
Home in West Haven

The Seabreeze

4.88 out of 5 average rating, 77 reviews
Superhost
Home in Seymour

Cozy Woodland Haven on a Quiet Street

4.84 out of 5 average rating, 19 reviews
Guest favorite
A modern kitchen features an expansive island with four bar stools. Stylish pendant lights hang above the island, illuminating the spacious countertop. Stainless steel appliances, including a large oven and coffee maker, complement the crisp white cabinets and sleek backsplash.
Home in Milford

Modern Beach Mood 2! (17)

4.92 out of 5 average rating, 49 reviews
Guest favorite
A bright living area features large glass doors that open to a beautiful view of the ocean. Comfortable seating includes a sectional sofa and accent chairs, with a modern TV and light wood flooring adding to the ambiance. An umbrella provides shade for outdoor seating on the deck.
Home in Milford

Charming 3 bedroom Beach Front Cottage

4.91 out of 5 average rating, 68 reviews
Top guest favorite
Home in Milford

Salt & Blue | Walk to Beach & Tyde •4BR• Fire Pit

5.0 out of 5 average rating, 31 reviews
Guest favorite
Home in Shelton

Shelton's New England Nest: 2 bed EV, Shower, W/D

4.96 out of 5 average rating, 26 reviews
Top guest favorite
Home in Branford

5* Branford Cottage with access to Owenego Club.

4.93 out of 5 average rating, 45 reviews
Top guest favorite
A charming two-story farmhouse is depicted with a white exterior and a brown-shingled roof. The front porch is furnished with two chairs and includes a decorative lantern. Lush green grass surrounds the house, providing a serene setting amidst the trees.
Home in North Branford

The Gait House at High Gait Farm

4.93 out of 5 average rating, 46 reviews

When is the best time to visit Woodbridge?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$26,771 GYDG$28,653 GYDG$18,823 GYDG$23,424 GYDG$32,627 GYDG$31,581 GYDG$27,817 GYDG$36,810 GYDG$27,607 GYDG$28,026 GYDG$33,045 GYDG$28,862 GYD
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Destinations to explore