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Southbury vacation rentals

We found 224 vacation rentals — enter your dates for availability

Discover a selection of 7 apartments and other vacation rentals in Southbury that are perfect for your trip. Whether you're going on vacation with family or friends, vacation rentals have the best amenities for hanging out with the people that matter most, which might include parking and a pool. No matter what you're looking for, you'll be sure to find a rental that has what everyone needs, including a place that is accessible or non-smoking.

Vacation rentals with weekly discounts - Southbury

Showing deals for:Oct 17 - Oct 24
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Find out more about Southbury

Why visit Southbury

  1. Outdoor Adventures: Southbury is perfect for nature enthusiasts, featuring national parks, lakes, and urban parks for hiking, fishing, and picnicking.
  2. Charming Suburban Neighborhoods: Explore picturesque neighborhoods with historic homes and a friendly atmosphere, ideal for leisurely strolls.
  3. Family-Friendly Activities: Southbury offers various attractions suitable for families, ensuring fun for all ages during your visit.
  4. Romantic Getaways: With its scenic views and peaceful ambiance, Southbury is a great destination for couples seeking a romantic escape.
  5. Diverse Vacation Rentals: Choose from cozy homes, stylish apartments, or quaint cottages to find your perfect home away from home.

Popular types of accommodation in Southbury

Discover the charm of Southbury with a variety of vacation rentals to suit your needs. Whether you're looking for a cozy private vacation home, a stylish apartment, or a quaint cottage, we have options that cater to every traveler. Enjoy the peace of mind that comes with transparent pricing and assurance, making your stay in Southbury truly memorable. Explore our Southbury rentals and find the perfect home away from home!

  • Houses: The top choice for visitors, offering spacious and comfortable accommodations perfect for families or groups.
  • Apartments: A favored option for those seeking a convenient stay with all the essentials, ideal for couples or solo travelers.
  • Cottages: Charming and cozy, these rentals provide a rustic retreat in the beautiful surroundings of Southbury.
  • Cabins: A popular pick for nature lovers, offering a secluded escape among the trees.
  • Condos: Modern and stylish, these options are perfect for travelers looking for a blend of luxury and convenience.**

Top attractions near Southbury

Southbury, Connecticut, is ideal for outdoor, romantic, and family vacations, offering a variety of attractions such as national and state parks, lakes, and urban parks. Whether you're seeking adventure, culture, or beautiful scenery, there are plenty of points of interest to explore that cater to every type of traveler. Plan your visit to experience the natural beauty and charm that Southbury has to offer.

  1. Quassy Amusement Park: Experience thrilling rides and family-friendly attractions in this charming amusement park. Nestled 5 miles from Southbury, Quassy offers a perfect blend of adventure and outdoor fun, making it ideal for all ages.
  2. Candlewood Lake: Enjoy the romantic scenery and serene beaches of Candlewood Lake, located 12 miles away. It's a wonderful spot for outdoor activities like swimming, boating, and picnicking amidst picturesque views.
  3. Southford Falls State Park: Just 3 miles from Southbury, this national park features stunning waterfalls and scenic hiking trails, offering an adventurous escape into nature's beauty.

Things to do recommended for couples

For a romantic getaway in Southbury, indulge in wine tasting at DiGrazia Winery, just 8 miles away, or hit the slopes at Woodbury Ski Area for some fun together. For adventure lovers, try Waterski Connecticut, 10 miles away, and enjoy thrilling water sports in a beautiful setting.

Things to do recommended for families

Your family will love exploring Kettletown State Park, just 4 miles from Southbury, where you can enjoy nature and relaxation. For some indoor fun, visit the SportsCenter of Connecticut, located 16 miles away, offering various recreational activities and wellness opportunities for all ages.

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

When traveling with a group, your family, or even your pets, or if you're planning an extended stay, be sure to prioritize your preferences when filtering your options. Here are some helpful Vrbo booking tips to assist you.

  • Traveling to Southbury with a group: Think about how many bedrooms you'll require, as well as additional features like a fully equipped kitchen or outdoor areas for group gatherings. Luckily, you can easily filter for these options and more on Vrbo.
  • Traveling to Southbury with young kids: Traveling with young kids can present some challenges. It's important to prioritize their comfort and safety, along with finding age-appropriate amenities like a private swimming pool. Additionally, you may want to think about how close you are to family-friendly attractions.
  • Taking your pets with you to Southbury: For many families, a trip isn't truly complete without their furry companions. If you relate to this, explore Vrbo properties that welcome pets. Many of these pet-friendly accommodations 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 Southbury: If you're searching for vacation rentals that offer discounts for month-long stays, you've come to the perfect spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to include features like a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay near Southbury

Southbury, Connecticut, offers a delightful blend of outdoor activities and charming suburban neighborhoods, perfect for family vacations or romantic getaways. Explore the scenic views of historic homes while enjoying the friendly atmosphere. Nearby communities, like South Windsor, enhance your experience with their welcoming vibe and rich history. Whether you're seeking relaxation or adventure, Southbury and its surrounding areas promise memorable moments for every type of traveler.

  • Danbury: Located 14 miles from Southbury, Danbury is a vibrant city known for its scenic landscapes and outdoor activities. Travelers can enjoy a romantic stroll by the lake or explore the shopping mall center for a delightful retail experience. The city features a mix of recreational opportunities and educational institutions. Noteworthy attractions include several picturesque parks and event venues, making it a perfect stop for those looking to experience both nature and urban culture.
  • Shelton: Just 13 miles from Southbury, Shelton offers a welcoming atmosphere for families and outdoor enthusiasts. This city is home to a modern college university and a historic college university, providing educational experiences for visitors. Families can enjoy a day at the local casino or relax at a nearby resort. With its blend of urban conveniences and natural beauty, Shelton is an excellent destination for those seeking a vibrant community and family-friendly activities.
  • Waterbury: Located a mere 10 miles from Southbury, Waterbury is a city rich with family-friendly adventure and outdoor activities. Visitors can enjoy a variety of attractions, including a theme park and waterpark, perfect for a fun-filled day. The city is also home to several casinos and educational institutions, offering diverse experiences. Waterbury's lively atmosphere and engaging events make it a great choice for families looking to explore and create lasting memories.

Best time to go to Southbury

If you're planning a trip to Southbury, 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 October to December tend to have fewer bookings and better deals.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January28.2°F (-2.1°C)Light RainMostly SunnyAverageSlightly Low
February29.8°F (-1.2°C)Light RainMostly CloudyAverageSlightly Low
March36.9°F (2.7°C)Light RainMostly SunnyAverageSlightly Low
April47.8°F (8.8°C)Light RainMostly SunnySlightly HighAverage
May58.3°F (14.6°C)Light RainMostly SunnySlightly HighAverage
June66.6°F (19.2°C)Light RainMostly SunnyAverageSlightly High
July73.4°F (23.0°C)Light RainMostly SunnySlightly HighSlightly High
August71.6°F (22.0°C)Light RainMostly SunnyAverageSlightly High
September64.8°F (18.2°C)Light RainMostly SunnyAverageAverage
October54.1°F (12.3°C)Light RainMostly SunnySlightly LowAverage
November42.4°F (5.8°C)Light RainMostly SunnySlightly LowAverage
December34.5°F (1.4°C)Light RainMostly SunnySlightly LowAverage

Booking with Vrbo is a breeze

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

Unlock savings with One Key

Reserve a qualifying Vrbo for your group getaway and earn OneKeyCash™ on your total booking. Being the planner definitely has its perks! When you enroll in our travel rewards program, One Key, you'll gain access to exclusive member discounts and accumulate OneKeyCash™ on qualifying reservations. Sign up today and begin enjoying your savings!

Vrbo Trips: Planning as easy as it gets

Vrbo's Trip Board offers a user-friendly platform where you can easily plan new trips, resume previous ones, or manage your travel arrangements. You'll be able to view your saved or booked properties neatly organized into categories: Potential, Upcoming, or Current Trips. To begin using Trip Boards, simply visit: https://www.vrbo.com/en-us/trips.

**Based on Vrbo properties bookings.

Head to the tranquil city of Southbury

The area's history and culture are just a few of the reasons to vacation in Southbury. This relaxing city is known for its waterfalls, sporting events and cafes. A vacation rental can help make your stay complete. Many rentals come with a full kitchen and laundry facilities.

Activities and attractions in Southbury

Do you want to discover attractions to see while you're in the area? Venture out of your vacation home and experience everything that Southbury has to offer. Here are some of the major attractions to explore, all within 30 miles (48.2 km) of the city center:

  • Quassy Amusement Park (4.6 mi / 7.5 km)
  • Great River Golf Club (15.7 mi / 25.3 km)
  • Richter Park Golf Course (16.5 mi / 26.5 km)
  • Mount Southington Ski Area (16.5 mi / 26.6 km)
  • Hopkins Vineyard (17.2 mi / 27.7 km)
  • Lake Compounce (18.5 mi / 29.8 km)

Exploring the natural landscape of Southbury

Whether you're an outdoor enthusiast or just want to take in the scenery, Southbury is a great place to spend some time outside. Here are a few of the area's noteworthy sights, all within 30 miles (48.2 km) of the city center:

  • Lake Lillinonah (6.6 mi / 10.7 km)
  • Lake Zoar (8.1 mi / 13.1 km)
  • Steep Rock Preserve (11.4 mi / 18.4 km)
  • Candlewood Lake (12.3 mi / 19.8 km)
  • Bear Mountain Reservation (12.9 mi / 20.7 km)
  • Rogers Park (13.4 mi / 21.6 km)

Transportation to and around Southbury

The nearest airport is in Oxford, CT (OXC-Waterbury - Oxford), located 3.9 mi (6.2 km) from the city center. If you're unable to find a flight that fits your schedule, you can also fly into Danbury, CT (DXR-Danbury Municipal), which is 15.9 mi (25.6 km) away.

Frequently asked questions

What is the most popular type of vacation rental accommodation in Southbury?
Apartments are the most popular style of vacation rental in Southbury, according to our data. Even if you've got a different idea about what you want, Vrbo has properties in loads of shapes and sizes. Take a look at our options to find your perfect pad.
How much does it cost to rent a vacation rental in Southbury?
A range of things affect how much you'll pay for a vacation rental in Southbury, including the length of stay, type of property and season. But, all our vacation homes have one thing in common --- incredible value. Just enter your travel dates to find your home away from home.
How much does it cost to rent a beach house in Southbury?
Prices for beach houses in Southbury can differ depending on the style and size of the property and time of year you're traveling. Just enter your travel dates into Vrbo and how many guests to see your rental options and prices. From there you can use the filters to narrow your search by nearby activities, ratings, amenities and more.
Are there pet-friendly vacation rentals in Southbury?
With five properties that welcome pets, your furry best friend can join in the fun on your Southbury vacation. Use the filter tool to search our pet-friendly vacation rentals and find your pawfect vacation home on Vrbo.
Can I rent a house with a pool in Southbury?
Tick the "pool" box in our filter tool and select from two houses with private pools in Southbury on Vrbo. Morning swim, afternoon splash or midnight soak? Leisure time is up to you when your Vrbo vacation property comes with its own swimming pool.
What are popular rental amenities in Southbury?
Tennis, a firepit and a barbecue grill are rated the most popular rental amenities in Southbury. Whether you're taking to the road on your own, with your sweetheart or a bunch of friends, Vrbo will help you find a vacation rental that suits your style with all the features you'll enjoy.
Are there vacation rentals in Southbury that welcome kids?
Southbury has five family-friendly vacation rentals. And tracking down a stay that welcomes little ones is super easy with our "Properties good for families" filter. On top of having the whole place to yourselves, you'll have access to conveniences and perks such as living rooms, kitchens and private pools.
What are the top attractions for families in Southbury?
There's no room for boredom during your Southbury trip with these family-friendly attractions to explore:

  • George C. Waldo State Park
  • Shepaug Eagle Observation Area

Are there one-bedroom vacation rentals in Southbury?
You'll find two one-bedroom properties in Southbury to choose from. A one-bedroom vacation rental is an excellent choice if it's only you and your partner or if you're vacationing alone. Throw in more space, convenience and privacy compared to a standard hotel, and you're bound to have a memorable trip.
Are there vacation rentals with WiFi in Southbury?
Whether you want to keep up to date with the news, reply to emails or surf social networks, there are four vacation homes with WiFi in Southbury. Check the "WiFi" box when searching on Vrbo and stay connected on your vacation.
How can I find vacation rentals with air conditioning in Southbury?
There are four Vrbo vacation homes with air conditioning in Southbury giving you that cool, cool breeze and extra element of comfort. Enter your desired travel dates and then take advantage of our filter tool to help you book stays with air conditioning.
How old do you have to be to rent a vacation rental in Southbury?
The minimum age is usually 16, 18 or 21. It can change between properties on Vrbo, so check the rules of your chosen Southbury vacation rental before making a booking.
How long can I rent a vacation rental in Southbury for?
The length of time you can rent a vacation rental in Southbury depends on the property. Simply enter your chosen travel dates to see a list of options offering extended stays. With many amenities such as air conditioning and kitchens, as well as some offering weekly or monthly discounted prices, you're sure to find the perfect place to call your home away from home in Southbury.
Does Vrbo offer discounts for vacation homes in Southbury?
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 find some incredible deals and discounts on Vrbo. From short stays to extended vacations, we've got the perfect space for your next Southbury escape.

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