Photo by Darrell Bumbala

Woodmont vacation rentals

We found 468 vacation rentals — enter your dates for availability

Discover a selection of 5 homes and other vacation rentals in Woodmont that are perfect for your trip. Vacation rentals offer the best amenities for you and your friends, family, or even pets, like parking and a TV. What you'll find is a rental that has what everyone needs, including places that are non-smoking or accessible.

Vacation rentals with weekly discounts - Woodmont

Showing deals for:Oct 10 - Oct 17
  • Peace of mind

    Our Book with Confidence guarantee gives you 24/7 support
  • All the privacy of home

    Enjoy full kitchens, laundry, pools, yards and more
  • More for less

    More space, more privacy, more amenities — more value
  • A place for everyone

    We stand for diversity, inclusion and families everywhere.
    Learn more

Find out more about Woodmont

Why visit Woodmont

  1. Beautiful Beaches: Enjoy the stunning beaches of Woodmont, perfect for sunbathing and family outings.
  2. Scenic State Parks: Explore nearby parks offering hiking trails and picturesque landscapes for outdoor enthusiasts.
  3. Cultural Experiences: Immerse yourself in local culture with historical sites and charming downtown areas to explore.
  4. Family-Friendly Activities: Discover various attractions and events that cater to families and children.
  5. Diverse Accommodation Options: Choose from cozy apartments to luxurious vacation homes for a comfortable stay.

Popular types of accommodation in Woodmont

Planning your getaway to Woodmont? Discover the ideal accommodation for your stay! From cozy apartments and luxurious houses to charming cottages, there’s something for everyone. Explore Woodmont's range of options, including spacious Madison apartments and luxury apartments, ensuring you find the perfect fit for your needs. Get ready for a memorable experience in this beautiful destination!

  • Apartments: The most sought-after option for vacation rentals in Woodmont, offering comfortable living spaces for solo travelers or groups.
  • Houses: A popular choice for families or friends looking for a home-like experience during their stay.
  • Cottages: Charming and cozy, these rentals provide a quaint atmosphere perfect for a relaxing getaway.
  • Condos: Ideal for those seeking modern amenities and a community feel during their vacation.
  • Villas: Luxurious accommodations that offer spacious living and upscale features for a lavish retreat.**

Top attractions in Woodmont

Woodmont, Connecticut, is an ideal destination for outdoor, family, and adventure vacations. Visitors can enjoy a variety of attractions, including beautiful beaches, scenic state parks, and historic colleges. This charming area offers a perfect blend of cultural experiences and outdoor fun, making it a great getaway for families and adventure seekers alike.

  1. Yale University: A prestigious Ivy League institution, Yale boasts stunning architecture and rich history. Explore its beautiful campus, filled with art galleries, museums, and libraries that reflect its cultural significance.
  2. Silver Sands State Park: This scenic park offers picturesque views along the shoreline, making it perfect for hiking, picnicking, and birdwatching. Experience the thrill of outdoor adventures amidst nature's beauty.
  3. PEZ Visitor Center: Delight in a family-friendly atmosphere at the PEZ Visitor Center. Enjoy interactive exhibits, learn about the iconic candy, and explore the outdoor play area for kids.

Things to do recommended for couples

Woodmont offers delightful couple experiences! Enjoy a concert at Woolsey Hall for vibrant entertainment, dive into adventure at Waterski Connecticut, or savor luxury at the Country Club of Fairfield. Each destination promises unforgettable moments together while exploring this charming area.

Things to do recommended for families

Your family will love the excitement at Hartford HealthCare Amphitheater, just 11 miles away, and the outdoor fun at Seaside Park, located 12 miles from Woodmont. For more active adventures, visit the SportsCenter of Connecticut, only 6 miles away, offering a variety of recreational activities.

Things to do recommended for groups

Explore the Westfield Connecticut Post Mall for shopping and entertainment, just 2 miles from Woodmont. Enjoy a cultural evening at the Shubert Theater, 6 miles away, or hit the links at Grassy Hill Country Club, located 4 miles from Woodmont for a fun day outdoors.

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

If you're traveling with a group, with family, bringing along pets, or seeking extended stays, be sure to filter your options according to your specific needs. Here are some helpful booking tips for using Vrbo.

  • Traveling to Woodmont with a group: Think about the number of bedrooms you'll require, along with features like a full kitchen or outdoor areas for group gatherings. The good news is that you can easily filter for these options and more on Vrbo.
  • Traveling to Woodmont with young kids: Traveling with young kids can be a bit tough. It's important to prioritize their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, it's wise to think about how close you are to family-friendly attractions.
  • Taking your pets with you to Woodmont: For many families, a trip isn't truly fulfilled without their furry companions. If this resonates with you, explore Vrbo listings that welcome pets. Many of these pet-friendly properties come equipped with feeding bowls and beds, ensuring that every member of your family feels comfortable and at home.
  • Planning for a long term stay visiting Woodmont: If you're searching for vacation rentals with special offers for month-long stays, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rental options. Don't forget to include amenities like a parking space, a well-equipped kitchen, or a private pool in your search criteria as well.

Where to stay in Woodmont

Woodmont, Connecticut, offers a delightful blend of outdoor adventures and family-friendly experiences. Explore the charming heart of Woodmont with its picturesque beaches and parks, or venture into nearby downtown areas for a taste of local culture. With its rich history and welcoming atmosphere, including influences from nearby Cranford, NJ, Woodmont is perfect for those seeking budget-friendly romantic getaways or exciting family trips in a friendly community setting.

  • New Haven: Located 6 miles from Woodmont, New Haven is a vibrant city known for its rich cultural scene and educational institutions. As the home of Yale University, the city is steeped in history and has a wealth of museums, galleries, and theaters. Visitors can explore the stunning campus, enjoy a variety of dining options, and shop in the downtown area. New Haven also offers beautiful beaches nearby, making it a great destination for family outings and cultural experiences.
  • Bridgeport: Situated 11 miles from Woodmont, Bridgeport is Connecticut's largest city and is perfect for families and outdoor enthusiasts. The city boasts recreational areas, including parks and waterfront attractions. Visitors can enjoy the sandy beaches, catch a game at the local stadium, or explore the educational opportunities available in the area. Bridgeport is also known for its lively casino scene, enhancing its appeal for those looking for entertainment and leisure activities.
  • West Haven: Just 4 miles from Woodmont, West Haven offers a delightful mix of culture and outdoor fun. This coastal city features beautiful beaches, making it ideal for family outings and relaxation. Visitors can engage in recreational activities, explore educational institutions, and enjoy the local casino. West Haven is also home to historic landmarks, including a notable college university, providing a glimpse into the area's rich history and vibrant community life.

Best time to go to Woodmont

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

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January31.3°F (-0.4°C)Light RainMostly SunnyAverageSlightly Low
February32.4°F (0.2°C)Light RainMostly SunnyLowAverage
March38.5°F (3.6°C)Light RainMostly SunnyHighSlightly Low
April48.6°F (9.2°C)Light RainMostly SunnyAverageSlightly Low
May58.3°F (14.6°C)Light RainMostly SunnyAverageAverage
June66.9°F (19.4°C)Light RainMostly SunnyHighSlightly High
July74.1°F (23.4°C)Light RainMostly SunnyHighAverage
August73.2°F (22.9°C)Light RainMostly SunnyAverageAverage
September66.7°F (19.3°C)Light RainMostly SunnyAverageSlightly High
October56.7°F (13.7°C)Light RainMostly SunnyAverageSlightly High
November45.5°F (7.5°C)Light RainMostly SunnyLowAverage
December37.8°F (3.2°C)Light RainMostly SunnyLowAverage

Booking with Vrbo is simple

Are you hoping to save on your upcoming adventure? Being flexible with your travel dates can make a difference, as prices often fluctuate. Additionally, you can enjoy substantial savings by opting for a longer stay. To discover a Vrbo property that aligns with your budget, take advantage of our filters to sort by price, location, and type of vacation rental.

Save more with One Key

When you reserve an eligible Vrbo property for your group getaway, you’ll earn OneKeyCash™ on the total booking amount. It truly benefits you to be the trip organizer! Become a member of our One Key rewards program to unlock exclusive savings and earn OneKeyCash™ on qualifying stays. Sign up today and begin reaping the rewards.

Vrbo Trips: Effortless planning

Vrbo's Trip Board is designed to help you plan your travels seamlessly. It provides a dedicated area where you can start new trips, continue planning, or manage your existing bookings. Your saved or reserved properties are conveniently categorized into Potential, Upcoming, or Current Trips. To check out the Trip Boards, simply head over to: https://www.vrbo.com/trips.

**Based on Vrbo properties booked during 2023 and 2024.

Find the perfect vacation rental for your Woodmont getaway

Learn about the unique charm of Woodmont with a stay in a private vacation home. There's no shortage of things to see and do in the area.Whether you're planning a family vacation, friends trip or romantic retreat, Vrbo has a great selection of vacation homes. Many rentals come with a full kitchen and separate dining area, perfect if you need a space for entertaining.

Activities and attractions in and around Woodmont

Are you hoping to find things to do while you're in the area? Although it can be tempting to stay in your comfortable vacation rental, you'll want to check out everything that Woodmont has to offer. Here are some of the major attractions to explore, all within 30 miles (48.2 km) of the city center:

  • Great River Golf Club (5.7 mi / 9.1 km)
  • Beardsley Zoo (9.9 mi / 16 km)
  • Grassy Hill Country Club (3.8 mi / 6.2 km)
  • Yale Golf Course (6.2 mi / 10.1 km)
  • Laurel View Country Club (12 mi / 19.3 km)
  • Rose Vineyards (12.7 mi / 20.4 km)

Exploring the natural landscape of Woodmont

Whether you're an active traveler or just want to appreciate the scenery, Woodmont is a great place to get out in nature. Here are a few of the area's most enchanting natural features, all within 30 miles (48.2 km) of the city center:

  • Seabluff Beach (2.3 mi / 3.7 km)
  • Gulf Beach (3.1 mi / 5 km)
  • Sandy Point Beach (3.7 mi / 5.9 km)
  • Milford Green (3.8 mi / 6.1 km)
  • Silver Sands (4.4 mi / 7 km)
  • Lighthouse Point Park (5 mi / 8 km)

Traveling to and around Woodmont

Fly into New Haven, CT (HVN-Tweed - New Haven Regional), the closest airport, located 5.9 mi (9.6 km) from the city center. If you can't find a flight that's convenient for your trip, you could book a flight to Bridgeport, CT (BDR-Igor I. Sikorsky Memorial), which is 8.6 mi (13.8 km) away.

Frequently asked questions

How much does it cost to rent a vacation rental in Woodmont?
Property type, length of stay and time of year are some factors that can determine the price of a vacation home. Simply add your travel dates to find your ideal fit. From comfy cabins to sprawling villas, all Vrbo vacation rentals provide amazing value.
How much does it cost to rent a beach house in Woodmont?
Prices for beach houses in Woodmont may vary depending on the size and type of the property and time of year you're traveling. Simply enter your dates of travel into Vrbo and how many guests to view vacation rental options and prices. From there you can use our filter tool to narrow down your search by nearby activities, ratings, amenities and more.
Are there pet-friendly vacation rentals in Woodmont?
With four properties that welcome four-legged guests, your furry best friend can also come along on your Woodmont vacation. Use the filter tool to search our pet-friendly vacation rentals and find a stay that's pawfect on Vrbo.
What are popular rental amenities in Woodmont?
Some of the most popular rental amenities people search for in Woodmont include a barbecue grill, a fireplace and tennis. Whether you're hitting the road with buddies, family or even pets, Vrbo vacation properties feature the best amenities for chilling out with your loved ones.
Are there large group vacation rentals in Woodmont?
You'll find three vacation homes in Woodmont that can host a group of five or more people. From family getaways to a special event, these stays have ample room to hang out with the people you love.
Are there vacation rentals in Woodmont that welcome kids?
Woodmont has four family-friendly vacation rentals to pick from. And finding a stay that welcomes little ones is easy with our "Properties good for families" filter. On top of having the whole place to yourselves, you'll get access to perks and amenities like living rooms, private pools and yards.
Can I find two-bedroom vacation rentals in Woodmont?
You can pick from two two-bedroom vacation properties in Woodmont. Settle the kids into the second room or fill it with a couple of your nearest and dearest friends. There's space for whoever's lucky enough to be joining your adventure.
Are there vacation rentals with WiFi in Woodmont?
There are three vacation rentals with WiFi in Woodmont. If you'd like to disconnect from the world during your escape, but still need to be connected to the internet, these properties are just what you need. Narrow your search by applying the WiFi filter on Vrbo.
How can I find vacation rentals with air conditioning in Woodmont?
You'll find four Vrbo vacation rentals with air conditioning in Woodmont giving you that cool, cool breeze and extra comfort level. Enter your preferred dates of travel and then take advantage of our filter tool to search for properties with air conditioning.
How old do you have to be to rent a vacation rental in Woodmont?
You'll need to check with the Woodmont vacation home you'd like on Vrbo as the age limit varies. However, it's generally 16, 18 or 21.
How long can I rent a vacation rental in Woodmont for?
How long you can rent a vacation rental in Woodmont differs according to the property. Simply enter your preferred dates to display a list of options offering extended stays. With a range of creature comforts like washing machines and kitchens, as well as some offering weekly or monthly discounts, you're sure to find the perfect place to call your home away from home in Woodmont.
Does Vrbo offer discounts for vacation homes in Woodmont?
Whether you're eyeing off one of our newly listed homes, or one of our weekly or monthly discounts on vacation rentals, you're sure to score some fabulous deals and discounts on Vrbo. From weekend retreats to extended getaways, we've got you covered for your next Woodmont escape.

More Vacation Rentals ideas

People also search for