Lakeville vacation rentals

We found 152 vacation rentals — enter your dates for availability

Discover a selection of 12 homes and other vacation rentals in Lakeville that are perfect for your trip. Whether you're traveling with your kids or with friends, vacation rentals have the best amenities for hanging out with the people that matter most, which might include parking and a washer and dryer. You're sure to find a rental to meet everyone's needs, including options that are accessible or non-smoking.

Vacation rentals with weekly discounts - Lakeville

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Find out more about Lakeville

Why visit Lakeville

  1. Outdoor Adventures: Lakeville is perfect for hiking, swimming, and exploring scenic national and state parks.
  2. Stunning Scenery: Experience breathtaking views and serene landscapes that make for a romantic getaway.
  3. Charming Neighborhoods: Explore friendly local communities that welcome you to their beautiful town.
  4. Rich History: Visit historic houses to immerse yourself in the local culture and heritage.
  5. Variety of Accommodations: Choose from cozy private homes, charming lakeside cottages, and convenient apart-hotels.

Popular types of accommodation in Lakeville

Planning your getaway to Lakeville? You're in for a treat! Explore a variety of popular vacation rental options, including apart hotels, houses, and cozy apartments. Whether you're looking for lakeside cottages or the perfect spot to rent in Lakeville, you'll find accommodations that fit your needs and budget. Experience the charm of Lakeville with exceptional vacation rentals that promise comfort and convenience.

  • Houses: These are the top choice for travelers seeking spacious and comfortable accommodations, perfect for families or groups.
  • Apartments: A popular option for those who prefer a more urban feel, offering convenience and modern amenities.
  • Cottages: Ideal for a cozy getaway, these charming rentals provide a quaint atmosphere in a picturesque setting.
  • Cabins: A favorite for nature lovers, cabins offer a rustic experience surrounded by beautiful landscapes.
  • Villas: Luxurious accommodations that provide ample space and high-end features for an upscale stay.**

Top attractions in Lakeville

Lakeville, Connecticut, is perfect for outdoor enthusiasts and romantic getaways, offering stunning scenery and a range of activities. Explore scenic national and state parks, enjoy the serene lakes for swimming, or visit historic houses for a taste of local culture. Hiking trails provide breathtaking views, making it an ideal destination for adventure seekers and those looking to relax amidst nature's beauty.

  1. Mount Frissell: Experience stunning natural beauty at Mount Frissell, where the scenic views and outdoor atmosphere invite you to hike and explore. With its diverse landscape, it's perfect for nature lovers looking to enjoy fresh air and breathtaking vistas.
  2. Harney and Sons Tea Tasting Room: Dive into a delightful adventure at Harney and Sons Tea Tasting Room, where you can savor a variety of exquisite teas. This interactive experience offers insights into tea blending and tasting, making it a treat for tea enthusiasts.
  3. Holley-Williams House Museum: Immerse yourself in the rich history and culture of Lakeville at the Holley-Williams House Museum. This charming museum showcases local heritage and artifacts, providing a glimpse into the area's past.

Things to do recommended for couples

Lakeville offers delightful experiences for couples. Hit the slopes at Mohawk Mountain Ski Area, enjoy a concert at Music Mountain, or savor fine wines at Millbrook Vineyards and Winery. Each spot promises romance and fun just a short drive away!

Things to do recommended for families

Your family will love Lake Mansfield Park for its serene atmosphere, just 17 miles from Lakeville. Enjoy adventure at Laurel Lanes, located 19 miles away, or relax at Veterans Field, only 6 miles from Lakeville. These spots offer perfect experiences for memorable family fun!

Things to do recommended for groups

Your group vacation in Lakeville, Connecticut, can include thrilling races at Lime Rock Park, scenic hikes along the Harlem Valley Rail Trail, and unique finds at the Bodhi Tree Gallery, all offering memorable local experiences filled with adventure and charm.

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

When traveling with a group, family, pets, or planning an extended stay, it's important to prioritize your preferences effectively. Here are some helpful Vrbo booking tips for you.

  • Traveling to Lakeville with a group: Think about how many bedrooms you'll require, as well as features like a full kitchen or outdoor area for group gatherings. The good news is that you can easily filter for these options and more on Vrbo.
  • Traveling to Lakeville with young kids: Traveling with little ones can be demanding. It's important to prioritize their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, keeping in mind your closeness to family-friendly attractions can enhance your travel experience.
  • Taking your pets with you to Lakeville: For many families, a trip isn’t truly complete without their beloved furry companions. If this resonates with you, take a look at Vrbo listings that welcome pets. Most of these pet-friendly properties come equipped with feeding bowls and beds, ensuring that everyone feels at home.
  • Planning for a long term stay visiting Lakeville: If you're in search of vacation rentals that offer special rates 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 criteria as well.

Where to stay in Lakeville

Your vacation in Lakeville, Connecticut, promises a delightful blend of outdoor adventures and serene landscapes. Explore the charming neighborhoods, where friendly faces welcome you to experience the beauty of the lovely town. Enjoy romantic walks by the lake, indulge in family-friendly activities, and soak in the area's rich history. Whether you seek relaxation or adventure, Lakeville offers the perfect backdrop for an unforgettable getaway.

  • Hudson: Located 27 miles from Lakeville, Hudson is a charming city that invites travelers to indulge in outdoor adventures and breathtaking scenery. Known for its picturesque landscapes, visitors can enjoy skiing at the nearby resorts during winter months, while summer offers opportunities for hiking and exploring local parks. The city is beautifully framed by mountains and lakes, making it an ideal spot for nature enthusiasts. Don't miss the chance to stroll along the Hudson River waterfront, where art galleries and quaint shops add to the city's vibrant atmosphere.
  • Lenox: A mere 28 miles from Lakeville, Lenox is a delightful destination perfect for couples and families alike. Renowned for its entertainment offerings, visitors can enjoy live music concerts and theatrical performances in the heart of the Berkshires. The surrounding natural beauty, featuring lakes and parks, provides ample opportunities for outdoor activities, from leisurely walks to more adventurous pursuits. The town's romantic ambiance and cultural richness make it a great spot for a weekend getaway or a family vacation, ensuring memorable experiences for all ages.
  • Great Barrington: Just 16 miles from Lakeville, Great Barrington is a vibrant town that attracts adventure seekers and sports enthusiasts. Known for its excellent skiing options, this city offers access to ski fields and resorts that cater to all skill levels. Beyond winter sports, visitors can explore the charming downtown area filled with unique shops, restaurants, and cultural events. Nature lovers will appreciate the surrounding mountains and lakes, perfect for hiking, fishing, or simply enjoying the stunning landscapes. Great Barrington truly encapsulates the spirit of outdoor adventure in the Berkshires.

Best time to go to Lakeville

If you're planning a trip to Lakeville, it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs from June to August, 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
January24.6°F (-4.1°C)Light RainMostly CloudyAverageSlightly Low
February26.4°F (-3.1°C)Light RainMostly CloudyModerately LowAverage
March34.2°F (1.2°C)Light RainMostly CloudyAverageSlightly Low
April45.9°F (7.7°C)Light RainMostly CloudyAverageAverage
May57.2°F (14.0°C)Light RainMostly SunnyAverageAverage
June65.1°F (18.4°C)Light RainMostly SunnyModerately HighSlightly High
July71.4°F (21.9°C)Light RainMostly SunnyModerately HighSlightly High
August69.4°F (20.8°C)Light RainMostly SunnyModerately HighAverage
September62.4°F (16.9°C)Light RainMostly SunnyAverageAverage
October51.3°F (10.7°C)Light RainMostly SunnyAverageAverage
November39.0°F (3.9°C)Light RainMostly SunnyModerately LowSlightly High
December30.9°F (-0.6°C)Light RainMostly CloudyModerately LowSlightly Low

Booking with Vrbo is simple

Are you hoping to save on your upcoming journey? Being flexible with your travel dates can make a big difference, as prices often fluctuate. Additionally, booking a longer stay can lead to substantial savings. To discover a Vrbo property that aligns with your budget, feel free to use our filters to sort by price, location, and type of vacation rental. We're here to help you find the perfect getaway!

Save more with One Key

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

Vrbo Trips: Effortless planning

Vrbo’s Trip Board provides an organized platform for you to create new trips, manage your plans, and keep track of your bookings. Your saved or reserved properties are conveniently categorized into Potential, Upcoming, or Current Trips. To discover more about Trip Boards, please visit: https://www.vrbo.com/trips.

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

Friendly Lakeville will entice you

Enjoy the museums and other features of Lakeville. Travelers appreciate the restaurants in this welcoming city. 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.

Sightseeing in and around Lakeville

Are you looking for top things to see and do while you're in the area? Venture out of your cozy vacation rental and check out everything that Lakeville has to offer. Here are some of the most popular attractions to explore, all within 30 miles (48.2 km) of the city center:

  • Harney and Sons Tea Tasting Room (1.3 mi / 2.1 km)
  • Mohawk Mountain Ski Area (11.1 mi / 17.9 km)
  • Catamount Ski Area (14.1 mi / 22.7 km)
  • Millbrook Vineyards and Winery (15.3 mi / 24.6 km)
  • Lake Taghkanic State Park (16.2 mi / 26 km)
  • Ski Butternut (16.3 mi / 26.2 km)

Exploring the natural landscape of Lakeville

Whether you're looking for exciting outdoor activities or just want to spend some time taking in the scenery, Lakeville is a great place to get outside. Here are a few of the area's most stunning features, all within 30 miles (48.2 km) of the city center:

  • Mount Frissell (1.5 mi / 2.4 km)
  • Great Falls (3.5 mi / 5.6 km)
  • Harlem Valley Rail Trail (3.8 mi / 6.1 km)
  • Mohawk Mountain State Forest (11.7 mi / 18.8 km)
  • Kent Falls State Park (13 mi / 21 km)
  • Copake Lake (14.7 mi / 23.7 km)

Traveling to and around Lakeville

Fly into Hudson, NY (HCC-Columbia County), the closest airport, located 26.7 mi (43 km) from the city center. If you're unable to find a flight that fits your schedule, you might consider flying into Pittsfield, MA (PSF-Pittsfield Municipal), which is 32.7 mi (52.7 km) away.

Frequently asked questions

What is the most popular type of vacation rental accommodation in Lakeville?
Based on our data, apartments are the most sought-after type of property in Lakeville. But as you know, everyone's idea of the perfect stay can vary. Vrbo has vacation homes of all sizes, shapes and budgets, so you're sure to find your ideal match.
How much does it cost to rent a vacation rental in Lakeville?
The average price for a vacation rental in Lakeville is determined by a number of factors, such as property type, season and length of stay. Whether you're in search of a sprawling villa with space for extended family or a cozy cottage perfect for just you and the kids, just enter your dates of travel to see stays with exceptional value.
How much does it cost to rent a beach house in Lakeville?
Prices for beach houses in Lakeville may differ depending on the size and style of the property and when you plan to travel. All you have to do is enter your travel dates into Vrbo and how many guests to view your options and prices. From there you can use our filter tool to narrow your search results by ratings, nearby activities and more.
Are there pet-friendly vacation rentals in Lakeville?
Good news! Yes. You'll have a choice of 11 vacation rentals that allow pets in Lakeville. Many of our pet-friendly vacation rentals even have a backyard for your four-legged fur baby to run around in, special dog beds, complimentary treats and proximity to parks or green space. Apply the "Pets allowed" filter to find a pad that'll set tails wagging on Vrbo.
What are popular rental amenities in Lakeville?
When it comes to rental amenities that guests are looking for in Lakeville, a nearby waterfront, a fireplace and tennis are the most popular. With Vrbo vacation rentals, you'll enjoy options to match your taste and style, whether you're on a trip with friends, relatives or even pets.
Are there large group vacation rentals in Lakeville?
You'll find four properties in Lakeville that can accommodate 10 or more guests. Whether you're organizing a family vacation or a celebration like an anniversary, there's plenty of room to get your group together under the same roof.
Are there vacation rentals in Lakeville that welcome kids?
Lakeville has 11 family-friendly vacation rentals. And discovering a stay that welcomes kiddos is simple with our "Properties good for families" filter. As well as having the whole place to yourselves, you'll also get access to conveniences and perks such as dining rooms, private pools and yards.
What are the top attractions for families in Lakeville?
Lime Rock Park will keep the kids occupied during your Lakeville break. You'll find this family-friendly attraction within close proximity of the center.
Are there one-bedroom vacation rentals in Lakeville?
There are three one-bedroom properties in Lakeville to select from. A one-bedroom vacation home is a great choice if it's only two of you or if you're vacationing alone. Toss in more convenience, space and privacy compared to a hotel, and you're sure to have a memorable trip.
Are there vacation rentals with WiFi in Lakeville?
Whether you want to keep up to date with the news, write a few emails or surf social media, there are two vacation homes with WiFi in Lakeville. Check the "WiFi" box when searching on Vrbo and stay connected on your vacation.
How can I find vacation rentals with air conditioning in Lakeville?
You'll find 10 Vrbo vacation rentals with air conditioning in Lakeville offering that cooling breeze and extra comfort level. Just enter your dates of travel and then take advantage of our filters to find properties with air conditioning.
How old do you have to be to rent a vacation rental in Lakeville?
The minimum age is typically 16, 18 or 21. It can change from one property to another on Vrbo, so check the rules of your preferred Lakeville vacation rental before booking.
How long can I rent a vacation rental in Lakeville for?
How long you can book a vacation rental in Lakeville depends on the property. Just enter your preferred dates to look at a list of options offering extended stays. With plenty of creature comforts such as air conditioning and kitchens, as well as some offering discounted weekly or monthly prices, you're sure to get somewhere perfect to call your home away from home in Lakeville.
Does Vrbo offer discounts for vacation homes in Lakeville?
Overnight trip or a much-needed extended escape, Vrbo has some incredible bargains and discounts in Lakeville to suit your style and your budget. Take a look at our weekly and monthly discounts on vacation rentals, or see what's just been added with one of our newly listed homes. Whatever you're after, you'll find the perfect place to stay --- without draining your wallet.

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