Photo by Chris Kailher

Middlefield vacation rentals

We found 129 vacation rentals — enter your dates for availability

Discover a selection of 6 homes 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.

Vacation rentals with weekly discounts - Middlefield

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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)
  • Gouveia Winery (6.2 mi / 10 km)
  • TPC River Highlands (8.8 mi / 14.1 km)
  • Machimoodus State Park (12.2 mi / 19.6 km)
  • Lake Compounce (13.8 mi / 22.2 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)
  • Connecticut River State Wildlife Area (5.8 mi / 9.3 km)
  • Hubbard Park (7 mi / 11.2 km)
  • Dinosaur State Park (9.6 mi / 15.5 km)
  • Mount Carmel (11.9 mi / 19.2 km)
  • Wethersfield Cove Park (14.5 mi / 23.4 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?
According to our research, cottages are considered the most popular type of vacation property in Middlefield. But naturally, everyone’s idea of the perfect stay can differ. Vrbo has vacation homes of all shapes and sizes, and we’ll help you locate the perfect fit.
How much does it cost to rent a vacation rental in Middlefield?
The average price for a vacation home in Middlefield can vary depending on factors such as length of stay, property type and season. Whether you prefer a sprawling villa with space for the whole family or an apartment perfect for just you and the kids, just enter your dates of travel to view stays with great value.
How much does it cost to rent a beach house in Middlefield?
Prices for beach houses in Middlefield differ depending on the size and style of the property and when you’re traveling. Simply 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 refine your search by nearby activities, ratings, amenities and more.
Are there pet-friendly vacation rentals in Middlefield?
With 11 properties that host four-legged guests, your furry buddy can also come along on your Middlefield vacation. Use our filter tool to search our pet-friendly vacation rentals and find your pawfect pad on Vrbo.
What are popular rental amenities in Middlefield?
When it comes to rental amenities that people are looking for in Middlefield, a garden, a barbecue grill and a nearby waterfront are at the top of the list. With Vrbo vacation rentals, you’ll discover options to match your taste and style, whether you’re planning to get away with your partner, your friends or even pets.
Are there large group vacation rentals in Middlefield?
There are five vacation rentals in Middlefield that can sleep five or more guests. From family reunions to events like a friend’s birthday, these stays have ample room to kick back with the people you love.
Are there vacation rentals in Middlefield that welcome kids?
Middlefield has 11 family-friendly vacation homes. And discovering a stay that welcomes children is a breeze with our “Properties good for families” filter. As well as having the whole place to yourselves, you’ll enjoy access to perks and conveniences like dining rooms, full kitchens and private pools.
What are the top attractions for families in Middlefield?
Keep the kids amused at these fun family-friendly attractions in Middlefield:

  • Lyman Meadow Golf Club
  • Indian Springs Golf Club
  • Lyman Orchards

Are there one-bedroom vacation rentals in Middlefield?
Yes, there are three one-bedroom properties in Middlefield to pick from. A one-bedroom vacation home is a wonderful option if it’s only you and your partner or if you’re flying solo. Add in more privacy, space and convenience than a regular hotel, and you’ll be sure to have a memorable trip.
Can I find two-bedroom vacation rentals in Middlefield?
Middlefield has two two-bedroom vacation properties for you to select from. Enjoy a vacation home with all the comfort and privacy you want at a price that won’t break the bank on Vrbo.
Are there vacation rentals with WiFi in Middlefield?
You’ll find six vacation rentals with WiFi in Middlefield. If you want to disconnect from the world while on vacation, but still want to be connected to the web, these properties are for you. Narrow your search by applying the WiFi filter on Vrbo.
How can I find vacation rentals with air conditioning in Middlefield?
Middlefield has 11 vacation rentals where you’ll be able to relax and recharge in air-conditioned comfort. To locate a property on Vrbo with this perk, enter your desired travel dates and use the filters to select the “air conditioning” box.
How old do you have to be to rent a vacation rental in Middlefield?
We advise checking with the Middlefield vacation property you’re looking at on Vrbo as the age limit differs. However, normally it’s 16, 18 or 21.
How long can I rent a vacation rental in Middlefield for?
The length of time you can rent a vacation rental in Middlefield differs according to the property. Just enter your chosen travel dates to view a list of options offering extended stays. With loads of creature comforts such as air conditioning and laundries, as well as some offering weekly or monthly discounts, you’re sure to find a terrific place to call your home away from home in Middlefield.
Does Vrbo offer discounts for vacation homes in Middlefield?
In Middlefield, you’ll find great deals and discounts for weekly and monthly discounts on vacation rentals, as well as newly listed homes on Vrbo. Whether you’re wanting a mini vacay or a couple of weeks away, we have a variety of options that’ll suit your style.

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