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Woodbridge holiday lettings

We found 476 holiday rentals — enter your dates for availability

Scroll through and select from holiday rentals in Woodbridge to find one that's perfect for your trip. Whether you’re staying in a holiday home with family, friends or just your furry companion, you'll find the amenities that you need and want, which might include Wi-Fi and a hot tub. At the end of the day, you'll find a property to rent that has what everyone needs, including accessible or non-smoking choices.

Holiday rentals with weekly discounts - Woodbridge

Showing deals for:24 Oct - 31 Oct

Why visit Woodbridge

  • Scenic outdoor activities: Enjoy beautiful beaches and state parks, perfect for leisurely walks and family outings.
  • Cultural experiences: Explore historic colleges and local history, enriching your understanding of the area.
  • Charming neighbourhoods: Stroll through friendly streets filled with local shops and delightful eateries.
  • Varied accommodation options: Choose from cosy cottages to spacious holiday homes for a comfortable stay.
  • Picturesque landscapes: Revel in the captivating scenery that defines the charming town of Woodbridge.

Popular types of accommodation in Woodbridge

Planning a getaway to Woodbridge? Discover the charm of this picturesque town with our selection of holiday rentals. From delightful woodbridge holiday cottages to cozy apartments and spacious houses, you’ll find the perfect accommodation in Woodbridge to suit your needs. Embrace the beauty of the area while enjoying the comfort and convenience of our top-notch woodbridge holiday rentals. Your ideal retreat awaits!

  • Houses: The top choice for visitors seeking a home-like atmosphere in Woodbridge, perfect for families or groups.
  • Cottages: A charming option for those looking for a quaint retreat, ideal for a peaceful getaway in nature.
  • Apartments: A convenient choice for individuals or couples wanting easy access to local amenities.
  • Condos: A modern accommodation option offering shared facilities and a community feel.
  • Villas: Luxurious spaces for those wanting an upscale experience with added privacy and comfort.**

Top attractions near Woodbridge

Woodbridge, Connecticut, offers a delightful mix of outdoor activities, stunning scenery, and cultural experiences for visitors. Explore the area's beautiful beaches, historic colleges, and state parks, making it a perfect destination for families and culture enthusiasts alike. Whether you're enjoying a leisurely stroll along the coast or immersing yourself in local history, Woodbridge promises a memorable getaway filled with diverse attractions to suit every traveller's interests.

  • Yale University: A prestigious institution with stunning architecture and rich history, offering a glimpse into academic excellence and cultural diversity.
  • Yale Bowl: A historic sports stadium known for its vibrant atmosphere, hosting thrilling football matches and community events, blending sports with local culture.
  • Yale University Art Gallery: An impressive art museum featuring an extensive collection of artworks, providing a serene environment for art enthusiasts to appreciate creativity.

Things to do recommended for couples

Planning a romantic getaway in Woodbridge? Enjoy a delightful evening at Woolsey Hall for a concert, dive into adventure with Waterski Connecticut, or savour a lovely meal at the iconic Louis' Lunch. Each experience promises a unique charm for couples seeking memorable moments together.

Things to do recommended for families

During your family holiday in Woodbridge, Connecticut, enjoy a day of sports at Cullman-Heyman Tennis Center, relax at East Rock Park, and engage in activities at Payne Whitney Gymnasium. Each location offers a unique experience to ensure fun and wellness for all ages.

Things to do recommended for groups

Groups visiting Woodbridge can enjoy a captivating performance at the Shubert Theater, indulge in a round of golf at the scenic Yale Golf Course, and shop at the bustling Westfield Connecticut Post Mall for a delightful blend of entertainment and family-friendly activities.

Booking with Vrbo is simple

Looking to cut costs on your next holiday? Consider being flexible with your travel dates, as prices can fluctuate. Moreover, opting for a longer stay can often result in significant savings. To discover the ideal Vrbo property that fits your budget, utilise our filters to search by price, location, and type of holiday rental.

Where to stay near Woodbridge

Woodbridge, a charming town nestled in the Suffolk countryside, offers a delightful blend of outdoor activities and cultural experiences. Explore its bustling streets filled with friendly locals, or embark on excursions to nearby scenic spots. Whether you're seeking a family-friendly atmosphere or a business-friendly environment, Woodbridge caters to all. Discover the unique vibes of this picturesque region and enjoy a memorable holiday amidst its captivating landscapes.

  • New Haven: Situated a mere 3.1km from Woodbridge, New Haven is a vibrant city renowned for its rich cultural heritage and educational prominence. Visitors flock here to experience a blend of family-friendly activities and urban exploration. Highlights include the historic Yale University, where you can admire stunning architecture and world-class museums. The city also boasts a bustling shopping district and numerous venues for live music, making it an ideal spot for entertainment. Don't miss the nearby beaches for some relaxation by the water.
  • Shelton: Also located 3.1km away from Woodbridge, Shelton offers a delightful mix of city life and outdoor pursuits. This city is perfect for families seeking both recreation and relaxation, with its various parks and nature trails. Educational institutions, including a modern college university, add to the appeal. Visitors can enjoy music concerts and events throughout the year while exploring the charming local shops and eateries. Shelton's historic college university and event venues are also worth a visit.
  • Milford: A bit further afield at 5.6km from Woodbridge, Milford is known for its picturesque outdoor spaces and family activities. This city features beautiful recreational areas and golf courses, perfect for those looking to unwind in nature. Families can enjoy time at the local beaches, including family-friendly sandy spots ideal for a day out. Milford is also home to historic landmarks and educational institutions, making it a well-rounded destination that combines leisure and learning.

Best time to go to Woodbridge

If you're planning a trip to Woodbridge, it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs in April to May and July, while off-peak times, like November to January tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January30.6°F (-0.8°C)Light RainMostly SunnyModerately LowSlightly Low
February31.8°F (-0.1°C)Light RainMostly SunnyAverageSlightly Low
March38.5°F (3.6°C)Light RainMostly SunnyAverageSlightly Low
April48.7°F (9.3°C)Light RainMostly SunnyModerately HighAverage
May58.8°F (14.9°C)Light RainMostly SunnyModerately HighAverage
June67.6°F (19.8°C)Light RainMostly SunnyAverageSlightly High
July74.7°F (23.7°C)Light RainMostly SunnyModerately HighSlightly High
August73.2°F (22.9°C)Light RainMostly SunnyAverageSlightly High
September66.7°F (19.3°C)Light RainMostly SunnyAverageAverage
October56.3°F (13.5°C)Light RainMostly SunnyAverageAverage
November44.8°F (7.1°C)Light RainMostly SunnyModerately LowAverage
December36.9°F (2.7°C)Light RainMostly SunnyModerately LowAverage

What do I need to keep in mind when booking a vacation in 'Woodbridge

If you're travelling with a group, family, pets, or planning a longer stay, it's important to filter your options according to your key preferences. Here are some useful booking tips for Vrbo to assist you.

  • Traveling to Woodbridge with a group: Think about how many bedrooms you'll require, as well as features like a fully equipped kitchen or outdoor space for group gatherings. Thankfully, you can easily filter for these options and more on Vrbo.
  • Traveling to Woodbridge with young kids: Travelling with young children can present its challenges. It’s important to prioritise their comfort and safety, along with suitable amenities, like a private swimming pool. Additionally, considering your closeness to family-friendly attractions is wise.
  • Taking your pets with you to Woodbridge: For many, a family holiday wouldn’t be the same without their furry companion by their side. If this resonates with you, take a look at Vrbo properties that welcome pets. Most pet-friendly accommodations come equipped with feeding bowls and beds, ensuring that every member of the family feels at home.
  • Planning for a long term stay visiting Woodbridge: If you're seeking holiday rentals with special offers for stays of a month or more, you've come to the right place. By using the appropriate filters, you can easily discover and save on monthly rentals. Don't forget to consider adding amenities like a parking space, a well-equipped kitchen, or a private pool to your search.

Vrbo Trips: Planning made easy

Vrbo’s Trip Board provides an excellent platform for you to plan new holidays, refine your existing arrangements, or keep track of your bookings. Your saved or reserved properties are conveniently organised into categories: Potential, Upcoming, or Current Trips. To discover more about Trip Boards, please visit: https://www.vrbo.com/en-gb/trips.

**Based on Vrbo properties bookings.

Head to the arty city of Woodbridge

Enjoy the art galleries and other features of Woodbridge. This city is well-known for its restaurants and shopping. Many rental homes come with outdoor spaces, separate dining areas and full kitchens, perfect if you want to enjoy some home-cooked meals.

Activities and attractions in and around Woodbridge

Do you want to find top things to see and do while you're in the area? Although it can be tempting to stay in your comfortable holiday rental, you'll want to experience everything that Woodbridge has to offer. Here are some of the most popular attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Great River Golf Club (6.6 mi / 10.6 km)
  • Beardsley Zoo (13.3 mi / 21.4 km)
  • Quassy Amusement Park (14.1 mi / 22.7 km)
  • Powder Ridge Mountain Park and Resort (17.3 mi / 27.8 km)
  • Yale Golf Course (2.6 mi / 4.3 km)
  • Laurel View Country Club (4.9 mi / 7.9 km)

Exploring the natural features in Woodbridge

Whether you're an adventurous traveller or just want to spend some time taking in the scenery, you'll be sure to find the perfect setting for your holiday in Woodbridge. These are some of the area's noteworthy natural features, all within 30 miles (48.2 km) of the city centre:

  • New Haven Green (5.3 mi / 8.5 km)
  • Mount Carmel (7.3 mi / 11.7 km)
  • Oak Street Beach (7.3 mi / 11.8 km)
  • Seabluff Beach (7.4 mi / 11.9 km)
  • Sandy Point Beach (7.4 mi / 11.9 km)
  • Lighthouse Point Park (9 mi / 14.5 km)

Travelling to and around Woodbridge

The nearest airport is in New Haven, CT (HVN-Tweed - New Haven Regional), located 8.4 mi (13.5 km) from the city centre. If you're unable to find a flight that fits your schedule, you could also fly into Oxford, CT (OXC-Waterbury - Oxford), which is 11 mi (17.7 km) away.

Frequently asked questions

What is the most popular type of holiday rental accommodation in Woodbridge?
The most in-demand types of holiday rentals in Woodbridge are cottages. Ready for more choices? Vrbo offers a variety of options to match the diverse needs of our guests, so you'll see holiday homes in all shapes and sizes, and for all budgets. The ideal home away from home is waiting for you — book yours today.
How much does it cost to rent a holiday rental in Woodbridge?
Season, length of stay and property type are some of the conditions that can determine the price of a holiday home. Simply click on your dates of travel to find your perfect escape. From comfy cabins to expansive villas, all Vrbo holiday rentals offer terrific value.
How much does it cost to rent a beach house in Woodbridge?
Prices for beach houses in Woodbridge may differ depending on the size and type of the property and when you plan to travel. All you need to do is enter your travel dates into Vrbo and how many guests to view available options and prices. From there you can use our filters to tailor your search results by nearby activities, amenities, ratings and more.
What are popular rental amenities in Woodbridge?
The most popular rental amenities people look for in Woodbridge include a garden, a restaurant dining guide and off-street parking options. Whether you're on a trip with family, your besties or even pets, Vrbo holiday rentals provide the best amenities for chilling out with the people closest to you.
What are the top attractions for families in Woodbridge?
Keep your kids occupied at these awesome family-friendly attractions in Woodbridge:

  • Sandy Point Beach
  • Lighthouse Point Park
  • Seabluff Beach

How old do you have to be to rent a holiday rental in Woodbridge?
We advise checking with the Woodbridge holiday rental you're considering on Vrbo as the age limit differs. However, typically it's 16, 18 or 21.
How long can I rent a holiday rental in Woodbridge for?
It's down to the Woodbridge property. To see all available options offering extended stays, just enter your travel dates and guest number into the Vrbo search page. Enjoy having the entire place to yourself, as well as amenities such as a full kitchen, air conditioning and a backyard where the kids can run around and play. Keep an eye out for any long-term stays that offer weekly or monthly discounts.

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