Woodmont Vacation Rentals, Milford: house rentals & more

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.

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Find the best place to stay - Woodmont

Front of the House, porch looking out on Long Island Sound

Beach Front Arts & Crafts House With Gorgeous Views Of The Sound

Sleeps 12 · 6 bedrooms · 2+ bathrooms

Top rated rentals - Woodmont

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Great location

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More quality time
From booking to staying, the whole process is simple and enjoyable
All the privacy of home
Enjoy full kitchens, laundry, pools, yards and more
More for less
More space, more privacy, more amenities — more value

Find out more about Woodmont

Why visit Woodmont

Beautiful Beaches: Enjoy the stunning shoreline and relax on the sandy beaches ideal for sunbathing and swimming.
Outdoor Adventures: Explore nearby Woodmont Valley and Ridge, perfect for hiking and immersing in nature.
Family-Friendly Activities: Discover engaging activities suitable for all ages, ensuring fun for the entire family.
Cultural Exploration: Visit historic colleges and enjoy the vibrant arts scene that showcases local talent.
Charming Accommodations: Choose from private vacation homes, apartments, and cottages for a comfortable stay.

Popular types of accommodation in Woodmont

If you're looking for the perfect getaway in Woodmont, you've come to the right place! Our most sought-after accommodations include Houses, Apartments, and Cottages, ensuring you find the ideal spot for your stay. Whether you're searching for Woodmont rentals or specific Woodmont apartments for rent, we provide transparent information to help you make the best choice for your vacation. Enjoy your stay in this charming destination!

Houses: The top choice for visitors in Woodmont, offering spacious accommodations ideal for families or groups.
Apartments: A close second, these rental options provide comfortable living spaces with convenient amenities for couples or solo travellers.
Cottages: These charming retreats are perfect for those seeking a cozy atmosphere near the waterfront.
Condos: Popular for their modern features, condos offer a mix of comfort and style for vacationers.
Villas: Elegant and spacious, villas are a luxurious option for those wanting a more upscale experience.**

Top attractions in Woodmont

Woodmont, Connecticut, offers a delightful mix of outdoor adventures and family-friendly activities, making it an ideal vacation spot. Visitors can enjoy the beautiful beaches, explore historic colleges and universities, and unwind in urban parks. With a focus on culture and outdoor experiences, Woodmont caters to a range of travellers looking to soak up the sun and explore local attractions.

Yale University: A prestigious institution steeped in history and culture, featuring stunning architecture and beautiful campus grounds. Explore its museums and galleries that showcase art and science.
Silver Sands State Park: This expansive park offers breathtaking coastal views, scenic trails, and opportunities for adventure such as hiking, picnicking, and birdwatching amid diverse natural landscapes.
Walnut Beach: A charming beach known for its sandy shores and calm waters, perfect for relaxing, swimming, and enjoying picturesque sunsets along the Long Island Sound.

Things to do recommended for couples

For a romantic getaway in Woodmont, explore Woolsey Hall for a captivating music concert just 11.3km away, embrace adventure at Waterski Connecticut 17.7km away, and indulge in exquisite wines at Gouveia Winery, located 30.6km away, perfect for a charming evening together.

Things to do recommended for families

Families will have a blast at the Lighthouse Point Carousel, just 8.0km from Woodmont, enjoying the outdoor vibes. For more fun, head to the SportsCenter of Connecticut, 9.7km away, for wellness activities. Don’t miss the excitement at Hartford HealthCare Amphitheater, 17.7km distant, for sports events!

Things to do recommended for groups

Groups visiting Woodmont can enjoy shopping at the Westfield Connecticut Post Mall, catch a show at the Shubert Theater for a cultural experience, and play a round of golf at Grassy Hill Country Club. These activities offer a blend of entertainment, romance, and outdoor fun.

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

When planning your trip, whether you're traveling with friends, family, your pets, or seeking extended stays, it's important to prioritize your needs effectively. Here are some helpful Vrbo booking tips to assist you.

Traveling to Woodmont with a group: Think about how many bedrooms you'll require, along with features like a full kitchen or outdoor areas for group gatherings. Thankfully, you can easily filter for these options and much more on Vrbo.
Traveling to Woodmont with young kids: Traveling with young children can present its own set of challenges. It's important to prioritize their comfort and safety, along with ensuring access to 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, a family vacation feels incomplete without their furry companion. If that resonates with you, we invite you to explore Vrbo properties that welcome pets. Most of these pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels comfortable and at home.
Planning for a long term stay visiting Woodmont: If you’re in search of vacation rentals that offer great deals for stays of a month or more, you’ve come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don’t forget to include options like a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay in Woodmont

Woodmont, Connecticut, offers a delightful blend of outdoor adventures and family-friendly experiences. Nestled near the picturesque Woodmont Valley and Woodmont Ridge, this welcoming community is perfect for exploring nearby neighborhoods. You'll find friendly locals, vibrant arts, and plenty of excursions to enjoy. Whether you're seeking relaxation or adventure, Woodmont and its surrounding areas provide a charming atmosphere that captures the essence of a memorable vacation.

New Haven: Located a mere 9.7km from Woodmont, New Haven is a vibrant city renowned for its rich cultural heritage and academic prowess. Home to the prestigious Yale University, visitors can explore the historic campus, which features stunning architecture and art galleries. The city offers a variety of activities including shopping, dining, and entertainment venues. Don’t miss the engaging museums and the nearby beach, perfect for a leisurely day out. Families will appreciate the educational experiences and events that abound in this lively urban setting.
Shelton: Situated 12.9km from Woodmont, Shelton is an inviting city that perfectly blends outdoor adventures with family-friendly activities. Known for its natural beauty, visitors can enjoy parks and recreational areas, making it ideal for hiking and picnicking. Shelton boasts a range of educational opportunities and is close to both historic and modern colleges. Additionally, the local casino and resorts provide entertainment and relaxation options, ensuring a well-rounded experience for all types of travellers.
West Haven: Just 6.4km from Woodmont, West Haven is a charming city that offers a delightful mix of culture, outdoor activities, and family experiences. With its beautiful beaches and recreational areas, visitors can enjoy seaside strolls or engaging in various water sports. West Haven is also rich in educational opportunities, with proximity to historic universities. The local casino adds an element of excitement, making it an attractive spot for both relaxation and entertainment. Families will find plenty of activities to keep everyone entertained and engaged.

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 Month	Temperature	Precipitation	Cloudiness	Occupancy	Pricing
January	31.3°F (-0.4°C)	Light Rain	Mostly Sunny	Average	Slightly Low
February	32.4°F (0.2°C)	Light Rain	Mostly Sunny	Low	Slightly Low
March	38.5°F (3.6°C)	Light Rain	Mostly Sunny	High	Slightly Low
April	48.6°F (9.2°C)	Light Rain	Mostly Sunny	Average	Average
May	58.3°F (14.6°C)	Light Rain	Mostly Sunny	Average	Average
June	66.9°F (19.4°C)	Light Rain	Mostly Sunny	High	Slightly High
July	74.1°F (23.4°C)	Light Rain	Mostly Sunny	High	Slightly High
August	73.2°F (22.9°C)	Light Rain	Mostly Sunny	Average	Slightly High
September	66.7°F (19.3°C)	Light Rain	Mostly Sunny	Average	Average
October	56.7°F (13.7°C)	Light Rain	Mostly Sunny	Average	Average
November	45.5°F (7.5°C)	Light Rain	Mostly Sunny	Low	Average
December	37.8°F (3.2°C)	Light Rain	Mostly Sunny	Low	Average

Booking with Vrbo is simple

Are you hoping to save on your upcoming trip? Being flexible with your travel dates can really help, as prices often vary. Additionally, booking a longer stay typically leads to significant savings. To discover the perfect Vrbo property that fits your budget, make use of our filters to sort by price, location, and type of vacation rental. We're here to help you find the best options for your journey!

Vrbo Trips: Planning made easy

Vrbo’s Trip Board provides a convenient platform for you to plan new adventures, refine your existing itineraries, or manage your bookings with ease. Your saved or booked properties are thoughtfully categorized into Potential, Upcoming, or Current Trips for your convenience. To discover Trip Boards, please visit: https://www.vrbo.com/en-ca/trips.

**Based on Vrbo properties bookings.

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:

Beardsley Zoo (9.9 mi / 16 km)
Fairchild Wheeler Golf Course (13.2 mi / 21.2 km)
Grassy Hill Country Club (3.8 mi / 6.2 km)
Great River Golf Club (5.7 mi / 9.1 km)
Bishops Orchard and Winery (16 mi / 25.7 km)
Robert Treat Farm (0.4 mi / 0.6 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

What is the most popular type of vacation rental accommodation in Woodmont?

Based on our research, houses are the most sought-after type of property in Woodmont. But of course, everyone’s idea of an epic stay is bound to be different. Vrbo has vacation rentals of all sizes and shapes, and we’ll help you discover the perfect fit for you.

How much does it cost to rent a vacation rental in Woodmont?

Several factors can determine how much you’ll pay for a vacation rental in Woodmont, like the type of property, length of stay and season. But, all Vrbo homes have one thing in common — unbeatable value. Just enter your travel dates to find your perfect fit.

How much does it cost to rent a beach house in Woodmont?

Prices for beach houses in Woodmont can differ depending on the size and type of the property and time of year you’re traveling. All you have to do is enter your travel dates into Vrbo and the number of guests to see your rental options and prices. From there you can use our filters to tailor your search results by ratings, nearby activities and more.

Are there pet-friendly vacation rentals in Woodmont?

With four properties that host four-legged guests, your furry little friend can join in the fun on your Woodmont break. Use our filter tool to search our pet-friendly vacation rentals and find your pawfect pad on Vrbo.

What are popular rental amenities in Woodmont?

When it comes to rental amenities that guests are looking for in Woodmont, an electric car charging station, a fireplace and a beach view rank the highest. With Vrbo vacation rentals, you’ll have options to match your style and taste, whether you’re going away with family, friends or even pets.

Are there large group vacation rentals in Woodmont?

With three Woodmont vacation homes that can host five or more people, you can bring a few extra family members or friends along. Whether you’re planning an informal gathering or a special celebration, Vrbo will help you find the ideal space for the occasion.

Are there vacation rentals in Woodmont that welcome kids?

Gather your entire family for a fun-packed adventure in Woodmont at one of our four family-friendly vacation rentals. Many of these stays offer amenities that are perfect for getaways with the little ones, such as laundries, multiple bedrooms and pools. Simply check the “Properties good for families” filter and pick your favorite.

What are the top attractions for families in Woodmont?

Keeping the kids occupied during your vacation in Woodmont is a breeze with these leading family-friendly attractions:

Walnut Beach
Gulf Beach
Silver Sands

Can I find two-bedroom vacation rentals in Woodmont?

Pick from two two-bedroom vacation rentals in Woodmont. Put the kids in the second room or fill it with a couple of your best buddies. There’s a spot for whoever’s lucky enough to be coming along for the ride.

Are there vacation rentals with WiFi in Woodmont?

Whether you want to keep up to date with the news, send a few emails or surf social networks, there are three vacation homes with WiFi in Woodmont. Check the “WiFi” box when searching on Vrbo and stay connected on your vacation.

How can I find vacation rentals with air conditioning in Woodmont?

Decide on your travel dates and then use our filters to find vacation rentals with air conditioning in Woodmont on Vrbo. With four air-conditioned properties available here, you can look forward to a comfy and cool stay.

How old do you have to be to rent a vacation rental in Woodmont?

The age limit can differ between properties on Vrbo, so be sure to look at the rules of the vacation home in Woodmont you’re considering. But usually, it’s 16, 18 or 21.

How long can I rent a vacation rental in Woodmont for?

The amount of time you can stay in a Woodmont vacation home for depends on the property. Simply enter your dates of travel to browse options that offer extended stays. They come with all the things you need to make your extended getaway more enjoyable such as air conditioning and laundries. Some properties might also offer discounted weekly or monthly prices, so you can stick around for longer for less.