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Middlefield vacation rentals

We found 117 vacation rentals — enter your dates for availability

your current months are April, 2024 and May, 2024.
April 2024
May 2024
Discover a selection of 6 cottages and other vacation rentals in Middlefield that are perfect for your trip. Whether you're staying in a vacation rental with family or friends, you'll find the best amenities for hanging out with the people that matter most, which might include a garden and pool. What you'll find is a rental to meet everyone's needs, including options that are accessible or non-smoking.

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Delight in the majestic landscape of Middlefield

The waterfalls and mountains create a pretty picture of Middlefield. Renowned for its hiking, biking and golfing, this city welcomes all visitors. If you need more space to accommodate a family vacation or friends trip, rental homes often come with separate dining areas and spacious living rooms.

Activities and attractions in Middlefield

Are you hoping to find things to do during your stay? Although it can be tempting to stay in your comfortable vacation rental, you'll want to check out everything that makes Middlefield a one-of-a-kind vacation spot. These are some of the most popular attractions to see, all within 30 miles (48.2 km) of the city center:

  • Powder Ridge Mountain Park and Resort (1.8 mi / 3 km)
  • Brownstone Exploration & Discovery Park (5.3 mi / 8.5 km)
  • TPC River Highlands (8.8 mi / 14.1 km)
  • Crystal Bees (11.8 mi / 19 km)
  • Mount Southington Ski Area (11.9 mi / 19.1 km)
  • Machimoodus State Park (12.2 mi / 19.6 km)

Exploring the natural landscape of Middlefield

Whether you're an outdoor enthusiast or just want to take in the scenery, Middlefield is a great spot to appreciate mother nature. These are a few of the area's most enchanting sights, all within 30 miles (48.2 km) of the city center:

  • Lake Beseck Beach (1.2 mi / 1.9 km)
  • Wadsworth Falls State Park (1.6 mi / 2.6 km)
  • Hubbard Park (7 mi / 11.2 km)
  • Dinosaur State Park (9.6 mi / 15.5 km)
  • Sleeping Giant State Park (10.6 mi / 17.1 km)
  • Mount Carmel (11.9 mi / 19.2 km)

Transportation to and around Middlefield

The nearest airport is in New Haven, CT (HVN-Tweed - New Haven Regional), located 19.5 mi (31.3 km) from the city center. If you're unable to find a flight that fits your schedule, you can also fly into Oxford, CT (OXC-Waterbury - Oxford), which is 22.2 mi (35.8 km) away.

Frequently asked questions

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

The most desirable types of vacation rentals in Middlefield are houses. After something a little different? Vrbo has numerous options to match the diverse needs of our guests, so you'll see properties in all shapes and sizes. The perfect fit is ready and waiting for you — book yours today.

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

The average price for a vacation rental in Middlefield is determined by a number of factors, including length of stay, property type and season. Whether you're dreaming about a sprawling villa with room to move around or a quaint cottage perfect for just you and the kids, just add your dates of travel to find stays with great value.

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

Prices for beach houses in Middlefield will vary depending on the size and style of the property and when you're traveling. All you need to do is enter your travel dates into Vrbo and how many guests to see your rental options and prices. From there you can use our filters to tailor your search by ratings, nearby activities, amenities and more.

Are there pet-friendly vacation rentals in Middlefield?

Yes, there are. You'll have your pick of 11 vacation rentals that allow pets in Middlefield. Plenty of our pet-friendly vacation rentals even come with an area outdoors for your four-legged pal to play in, complimentary treats, special dog beds and proximity to parks. Apply the "Pets allowed" filter to find a pad that'll get tails wagging on Vrbo.

What are popular rental amenities in Middlefield?

Some of the most popular rental amenities people are looking for in Middlefield are nearby museums, a garden and a lake view. Whether you're hitting the road with pals, family or even pets, Vrbo vacation homes have the best amenities for fun and relaxation with the people who matter most.

Are there large group vacation rentals in Middlefield?

Take your pick of four Vrbo vacation homes in Middlefield that can host five or more people. You'll enjoy all the room and privacy you need to hang out with your loved ones — and no one else.

Are there vacation rentals in Middlefield that welcome kids?

Middlefield has 11 family-friendly vacation rentals. And finding a stay that welcomes little ones is simple with our "Properties good for families" filter. In addition to having the entire place to yourselves, you'll also get access to conveniences and perks such as extra bedrooms, kitchens and pools.

What are the top attractions for families in Middlefield?

Keeping the kids entertained during your Middlefield vacation is child's play with these cool family-friendly attractions:

  • Brownstone Exploration & Discovery Park
  • Lake Beseck Beach
  • Checkered Flag Raceway

Are there one-bedroom vacation rentals in Middlefield?

Yes, you can pick from two one-bedroom rentals in Middlefield. Whether you're looking for a cozy cottage or a condo, Vrbo's one-bedroom properties are perfect if you don't require a huge amount of space. One of the best things about having your own digs? You won't need to share your adventure with strangers.

Can I find two-bedroom vacation rentals in Middlefield?

You can select from two two-bedroom properties in Middlefield. Give the kids the second room or fill it with a couple of your best friends. There's space for whoever's lucky enough to be coming along for the ride.

Are there vacation rentals with WiFi in Middlefield?

Whether you want to keep up to date with the news, check emails or surf social media, there are six vacation homes with WiFi in Middlefield. Check the "WiFi" box when searching on Vrbo and stay connected on your getaway.

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

Middlefield has 11 vacation rentals where you'll be able to relax in air-conditioned comfort. To find a property on Vrbo that has this amenity, choose your travel dates and use the filter tool to select the "air conditioning" box.

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