Lakeville holiday lettings

We found 152 holiday rentals — enter your dates for availability

Discover a selection of 12 homes and other holiday rentals in Lakeville that are perfect for your trip. Whether you're travelling with your children and pets, with friends or just your children, holiday rentals have the best amenities for hanging out with the people that matter most, which might include Wi-Fi and a washer and dryer. You'll be able to choose a property to rent that has what everyone needs, including options that are accessible or non-smoking.

Why visit Lakeville

  • Outdoor Adventures: Lakeville is a haven for outdoor enthusiasts, with access to national and state parks, perfect for hiking, biking, and exploration.
  • Scenic Beauty: Enjoy the tranquil landscapes of Long Pond and Hopewell Park, ideal for relaxation and romantic strolls.
  • Charming City Centre: Discover quaint shops and local eateries in Lakeville's delightful city centre.
  • Rich History: Explore nearby Plymouth County, known for its friendly atmosphere and historical significance.
  • Varied Accommodation: Choose from charming cottages, private homes, or convenient apartments for a memorable stay.

Popular types of accommodation in Lakeville

Lakeville boasts an array of delightful vacation rentals, including private homes, charming cottages, and convenient apartments. Whether you're seeking a spacious house rental for a family getaway or a cosy lakeside cottage for a romantic retreat, you'll find the perfect spot. Explore our comprehensive listings for Lakeville rentals and uncover the ideal accommodation to suit your needs. Your memorable escape awaits in this picturesque destination!

  • Houses: The top choice for visitors in Lakeville, ideal for families or groups seeking comfort and privacy.
  • Cottages: A charming option for those wanting a quaint and cosy atmosphere, perfect for a relaxing getaway.
  • Apartments: A convenient choice for solo travellers or couples, offering the essentials for a comfortable stay.
  • Cabins: A rustic retreat that allows guests to immerse themselves in nature while enjoying modern amenities.
  • Chalets: A delightful accommodation type that combines luxury and a picturesque setting, great for a memorable holiday.**

Top attractions in and around Lakeville

Lakeville, Connecticut, is ideal for outdoor enthusiasts seeking scenic and romantic getaways. Its attractions include national and state parks, nature reserves, and museums, making it perfect for those desiring eco-friendly experiences and adventure. Whether travelling solo, as a couple, or with family, you'll find plenty to explore in this charming locale.

  • Harney and Sons Tea Tasting Room: Experience an exquisite selection of fine teas in a charming setting. Enjoy guided tastings and learn about the art of tea blending, surrounded by the delightful aroma of fresh brews.
  • Mount Frissell: Embark on an outdoor adventure at Connecticut's highest peak. Revel in breathtaking scenery, with stunning vistas and serene hiking trails that showcase the region's natural beauty.
  • Holley-Williams House Museum: Discover local history and culture at this preserved museum, featuring fascinating exhibits on the area's heritage and the lives of its past residents.

Things to do recommended for couples

Planning a romantic getaway in Lakeville? Enjoy an enchanting evening at Music Mountain, just 4.3km away, or indulge in wine tasting at Millbrook Vineyards and Winery, 9.3km from your stay. Don't miss the charm of Land of Nod Vineyard and Winery, located 5.0km away.

Things to do recommended for families

During your family vacation in Lakeville, Connecticut, enjoy a day at Veterans Field, only 3.7km away, or relax at Stissing Lake Park, 7.5km distant. For more outdoor fun, visit Stanford Recreation Park, located 9.3km from Lakeville, all offering lovely wellness vibes.

Things to do recommended for groups

Experience the thrill of motor racing at Lime Rock Park, enjoy scenic hikes along the Harlem Valley Rail Trail, or immerse yourselves in culture and entertainment at the TriArts Sharon Playhouse, all within a short drive from Lakeville, Connecticut.

Booking with Vrbo is a breeze

Looking to save 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 in and around Lakeville

Lakeville, Connecticut, offers a delightful mix of outdoor adventures and serene scenery, making it perfect for a romantic getaway or a relaxing holiday. Explore the charming city centre, unwind at Hopewell Park, or enjoy the tranquil beauty of Long Pond. Nearby, the friendly atmosphere and rich history of Plymouth County await, providing a unique blend of relaxation and adventure for every traveller.

  • Salisbury: Salisbury is a picturesque town located merely 1.2km from Lakeville, renowned for its stunning outdoor landscapes and romantic ambiance. Visitors flock to this charming locale for activities such as motor racing and skiing, with the nearby ski fields offering thrilling winter sports. The area is home to several notable landmarks, including serene lakes and a vibrant stadium, as well as access to the beautiful national state park, making it an ideal spot for nature enthusiasts and adventurers alike. Enjoy a leisurely stroll through the scenic surroundings or indulge in a picnic by the lake, soaking up the tranquil atmosphere.
  • Lime Rock: Lime Rock, a quaint village situated within Lakeville, is a haven for sports and adventure lovers. With its close proximity to motor racing events and a variety of outdoor recreational areas, this village promises an exhilarating experience for those seeking thrills. The local attractions include a stadium, picturesque lakes, and access to the nearby national state park, offering ample opportunities for exploration and adventure. Whether you're racing around the track or enjoying the natural beauty, Lime Rock is an exciting destination for anyone keen on outdoor pursuits.
  • Millerton: Located 2.5km from Lakeville, Millerton is an inviting city that captures the essence of outdoor adventure and scenic beauty. This vibrant destination is perfect for those who enjoy skiing, with ski fields and motor racing activities readily accessible. Visitors can explore the stunning landscapes, including tranquil lakes and majestic mountains, all while being close to the national state park. Millerton offers a delightful balance of adventure and relaxation, making it a wonderful stop for those looking to immerse themselves in nature’s splendour.

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.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
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 CloudyAverageSlightly Low
May57.2°F (14.0°C)Light RainMostly SunnyAverageAverage
June65.1°F (18.4°C)Light RainMostly SunnyModerately HighAverage
July71.4°F (21.9°C)Light RainMostly SunnyModerately HighAverage
August69.4°F (20.8°C)Light RainMostly SunnyModerately HighSlightly High
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 High

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

If you’re planning a trip with a group, family, or pets, or if you’re considering an extended stay, be sure to apply the appropriate filters to suit your needs. Here are some helpful booking tips for using Vrbo.

  • Traveling to Lakeville 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 refine your search for all these options and more on Vrbo.
  • Traveling to Lakeville with young kids: Travelling with young children can be quite demanding. It’s essential to prioritise 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 Lakeville: For many, a family holiday wouldn't feel complete without their furry companion by their side. If you can relate to this, take a look at Vrbo properties that welcome pets. Most pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Lakeville: If you're in search of holiday rentals with offers for stays of a month or more, you've come to the ideal spot. By using the appropriate filters, you'll be able to effortlessly discover and save on monthly accommodations. Don't forget to include options such as a parking space, a well-equipped kitchen, or even a private pool in your search criteria.

Vrbo Trips: Planning made easy

Vrbo's clever Trip Board offers you a convenient platform to plan new trips, pick up where you last stopped, or effortlessly view and organise your travel arrangements. You can easily access the properties you’ve previously saved and booked, now neatly categorised under Potential, Upcoming, or Current Trips. To get started with Trip Boards, simply visit: https://www.vrbo.com/en-gb/trips.

**Based on Vrbo properties bookings.

Friendly Lakeville will entice you

Enjoy the museums and other features of Lakeville. Travellers appreciate the restaurants in this welcoming city. Whether you're planning a family holiday, a trip with friends or a romantic retreat, HomeAway has a great selection of holiday 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

Do you want to find things to do while you're in the area? Venture out of your holiday home and check out everything that makes Lakeville a fun place to get away to. Here are some of the major attractions to see, all within 30 miles (48.2 km) of the city centre:

  • 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 an outdoor enthusiast or just want to appreciate the scenery, you'll be sure to find the perfect setting for your holiday in Lakeville. These are a few of the area's most eye-catching sights, all within 30 miles (48.2 km) of the city centre:

  • 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)

Travelling to and around Lakeville

Fly into Hudson, NY (HCC-Columbia County), the closest airport, located 26.7 mi (43 km) from the city centre. If you're unable to find a flight that fits your schedule, you can also fly 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 holiday rental accommodation in Lakeville?
Based on our data, farmhouses are the most in-demand property type in Lakeville. But as you know, everyone's idea of an epic trip will differ. Vrbo has holiday rentals with every size, shape and budget in mind, so you're sure to discover the perfect fit.
How much does it cost to rent a holiday rental in Lakeville?
A range of things can influence what you'll pay for your holiday rental in Lakeville, including the length of stay, type of property and season. But, all Vrbo homes have something in common --- unbeatable value. Simply enter your travel dates to find your dream escape.
How much does it cost to rent a beach house in Lakeville?
Prices for beach houses in Lakeville can differ depending on the style and size of the property and when you plan to travel. All you have to do is enter your travel dates into Vrbo and the number of guests to see available options and prices. From there you can use our filter tool to tailor your search by nearby activities, amenities, ratings and more.
Are there pet-friendly holiday rentals in Lakeville?
There are, yes. Choose from four stays that welcome pets in Lakeville on Vrbo. Our furry kids deserve a break too, so simply use our search function for pet-friendly holiday rentals to book a perfect pad where your pooch can lap up the fun.
What are popular rental amenities in Lakeville?
Tennis, mountain views and a nearby river are the most popular rental amenities in Lakeville. Whether you're taking to the road solo, with your sweetheart or a group of best friends, Vrbo will help you find a holiday rental that suits your style with all the features you need.
Are there large group holiday rentals in Lakeville?
With three Lakeville holiday properties that can host a group of five or more people, you can invite a few extra family members or friends along. Whether you're planning a casual gathering or a special event, we'll help you find the ideal space to match the occasion.
Are there holiday rentals in Lakeville that welcome kids?
Gather the whole crew for an unforgettable adventure in Lakeville at one of our four family-friendly holiday properties. These stays provide conveniences that are ideally suited to getaways with youngsters, like laundry facilities, multiple bedrooms and outdoor spaces. Simply check the "Properties good for families" filter and choose your favourite.
What are the top attractions for families in Lakeville?
You'll find lots of wonderful things to see and do with the family in Lakeville, including:

  • Sharon Audubon Centre
  • Mount Frissell
  • Housatonic Meadows State Park

Are there holiday rentals with WiFi in Lakeville?
Whether you want to stay in touch with the news, make a video call or update your social media, there are two holiday homes with WiFi in Lakeville. Check the "WiFi" box when searching on Vrbo and stay connected on your holiday.
How can I find holiday rentals with air conditioning in Lakeville?
Lakeville has four holiday rentals where you can kick back in air-conditioned comfort. To locate a stay on Vrbo that comes with this amenity, enter your desired travel dates and use the convenient filters to select the "air conditioning" box.
How old do you have to be to rent a holiday rental in Lakeville?
The minimum age can differ between properties on Vrbo, so be sure to check the rules of the holiday home in Lakeville you want to book. But in general, it's 16, 18 or 21.
How long can I rent a holiday rental in Lakeville for?
The length of time you can book a holiday rental in Lakeville is up to the property. Simply enter your preferred travel dates to display a list of options offering extended stays. With a range of creature comforts like full kitchens and air conditioning, as well as some offering discounted weekly or monthly prices, you're sure to find someplace just right to call your home away from home in Lakeville.

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