Discover a selection of 79 holiday rentals in Middlefield, CT, US that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo holiday homes have the best amenities for hanging out with the people that matter most, including pool and internet/WiFi. Prices start at £ 164 per night, and houses and flats & apartments are popular options for a stay in Middlefield. Either way, you'll find a rental for everyone's needs.
Top rated rentals — Middlefield
Destination guide

Delight in the majestic landscape of Middlefield

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

Things to do

Activities and attractions in Middlefield

Do you want to discover attractions to visit while you're in the area? Venture out of your holiday home and check out everything that makes Middlefield a fun spot to go on holiday. These are some of the top attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • 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)
  • Arrigoni Winery (7 mi / 11.3 km)
  • TPC River Highlands (8.8 mi / 14.1 km)
  • Mount Southington Ski Area (11.9 mi / 19.1 km)
Natural features

Exploring the natural landscape of Middlefield

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

  • Middletown Nature Gardens (2.5 mi / 4.1 km)
  • Falcon Field (3.8 mi / 6.1 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)
How to get there

Transport to and around Middlefield

The nearest airport is in Hartford, CT (BDL-Bradley Intl.), located 28.6 mi (46 km) from the city centre. If you can't find a flight that works for your travel itinerary, you might consider flying into New Haven, CT (HVN-Tweed - New Haven Regional), which is 19.5 mi (31.3 km) away.

What are the top holiday rentals in or near Middlefield?

Whatever you're looking for in a getaway, you'll find a rental property in or around Middlefield that fits you like a glove. Why not try these on for size?:

  • Around 35 miles from the centre of Middlefield, it's hard to beat "Private Beach, Wide Open Ocean Views And Fireplace". It has 1 bedroom and a range of conveniences like a stovetop and a dishwasher.
  • Another great choice is "Beautifully Furnished 5 Star Home In Historic Downtown Mystic", which is around 40 miles from Middlefield. Offering 4 bedrooms, a garage and towels, it has everything you need to make your stay comfortable.

For even more great options, use the search bar at the top of the page to find the perfect Middlefield holiday rental for you.

Can I find log cabins to rent in or near Middlefield?

Whether you're looking to rent a log cabin for a getaway with your close friends or a holiday with the family, Vrbo has the ideal property for you. Consider one of these terrific holiday rentals in or near Middlefield and enjoy being close to nature for a while:

  • "Log Cabin Nestled In Outdoor Haven" will help ensure your Middlefield getaway is just what you wanted it to be. With amenities including a firepit and an oven to make life easy, all you've got to do is chill out and enjoy yourself.
  • You won't have to give up any home comforts if you stay at "Cosy Log Cabin On Sleeping Giant". This escape features a porch, games and more.

What are the top-rated holiday rentals for weekend getaways in or near Middlefield?

There's nothing like a quick escape to clear away the cobwebs. Pack your overnight bag and take a load off at one of these irresistible weekend getaways in and near Middlefield:

  • "Beach Cottage Close To Silver Sands State Park" is a comfortable option around 30 miles southwest of central Middlefield. You'll never have to wander far to find something to keep you busy around this retreat. Pull out your map and head for Flanders Nature Centre and Compo Beach. Activities like fishing and hiking and biking will add the perfect finishing touch to your mini getaway.
  • Alternatively, find your home away from home at "Waterfront Lake Home On Tranquil Harwinton Lake With Spectacular 180⁰ View". Use it as a base to unwind, or head out for some hiking and biking and kayaking. When you're ready to discover some nearby attractions, visit Bantam Lake and Tri-Mountain State Park. This sought-after holiday rental is around 25 miles northwest of Middlefield.

Can I find studio apartments for rent in and around Middlefield?

Take in the culture of Middlefield from the comfort and privacy of a studio apartment. Whether you're planning to kick back on your own or have fun with a few pals, you'll find the ideal studio apartment for rent in and around Middlefield:

  • Make "Artistic Quiet Retreat Ideal For Longer Stays" your home away from home. This appealing holiday rental comes with amenities including air conditioning and a fridge.
  • "All New Private And Cosy In Great Location" is another awesome choice. Get cosy and take advantage of a TV, a hair dryer and more.

There are many highlights around Middlefield to put on your must-do list. Feed the culture vulture within and visit Creative Arts Workshop and Beverly Kaye Gallery.

Can I find short term rentals in or near Middlefield?

Just because you only have a few short days up your sleeve doesn't mean you have to spend it in a bleak hotel room. Get away but still have the home comforts you need at one of these short-term rentals in or around Middlefield:

  • "Renovated 1 Bedroom Getaway 1 Block From Mystic River In Historic Downtown" is close to the centre of Middlefield, which means you'll have tons of things to do and see. Check out notable attractions like Palace Theatre and Quassy Amusement Park when you're not kicking back in your cosy pad.
  • Eat, sleep and discover your surroundings from "Rest, Relax, Retreat - A 3bedroom Mystic Getaway", another popular option. Waterbury Green and Brass Mill Centre should be on your itinerary when you're ready to sightsee.

What are the best romantic weekend getaways in or near Middlefield?

Whether spent in a log cabin or a beach house, a romantic weekend getaway is one of the best ways to add some fire to your relationship. Whisk your special someone away for a couple of relaxing days at one of these top escapes in or near Middlefield:

  • Put on some soft music and slow dance the nights away at "Classic Lake House With Private Waterfront". Around 12 miles from Middlefield, this property has all you need for a couple's weekend away, including winery tours and a fireplace.
  • "Beachfront Classic New England Home With Direct Views Of Long Island Sound" is another terrific option that's bound to impress. It's about 25 miles from Middlefield and has a fireplace and beauty services.

Are there mansions for rent in or near Middlefield?

If you're searching for somewhere to reconnect with loved ones this holiday, why not make it memorable? These mansions for rent in or around Middlefield will fit your entire crew while doing it in style:

  • Situated around 8 miles to the east of Middlefield, "Historic Mansion 1841" is the ideal place to relax in total luxury. Amenities offered here include a firepit and a restaurant dining guide.
  • With a firepit, a sauna and a wealth of other top-notch amenities, "Mansion By The Lake, Airline Trail And Wineries In Ground Heated Pool" will get your squad's stamp of approval. This opulent home is around 20 miles to the east of Middlefield.

What are the best large group holiday rentals in or near Middlefield?

Share your stay and have twice as much fun. Whether you're organising an action-packed escape with your besties for a family get-together, you'll have your choice of large group holiday rentals in and around Middlefield:

  • Providing comfort, space and privacy, you'll get everyone's tick of approval at "Beachfront Classic New England Home With Direct Views Of Long Island Sound". Up to 12 people can stay at this retreat which has 5 bedrooms, a beach view and a nearby waterfront. It's around 25 miles to the southeast of Middlefield.
  • Nothing takes priority over hanging out with the people you love, and "Families And Groups Rare Find - Resort Like Patio" is the ideal place to do that. Located around 14 miles to the east of Middlefield, as many as 14 people can stay in this holiday rental which has 5 bedrooms. A swimming pool and a fireplace are among the various amenities you'll have at hand.

What are the best houses for rent with a pool in or near Middlefield?

Nothing spells fun like a pool does. Pull out your flamingo floatie and browse these rental houses in or near Middlefield that come with this added perk:

  • Get your holiday on at "Once The Old Schools House Now A Newly Furnished Apartment", where your main priority will be enjoying the pool. Amenities including coffee and tea making facilities and towels help make this escape a favourite with guests.
  • Spend laid-back days splashing about or simply unwinding by the water at "The House On The Hill". This holiday rental is another favourite and features a microwave oven, a toaster and more.

Middlefield has a humid continental climate, with average summertime temperatures ranging between 60null and 80null. But you don't have to wait until summertime to visit. Check out the search bar at the top of the page and adjust the filters to find the ideal Middlefield holiday rental and organise your getaway for any time of year.

What are the best large family holiday rentals in or near Middlefield?

Every family get-together should be memorable. Whether you're planning an action-packed escape with the kids or a long-overdue family reunion, Vrbo's large family holiday rentals in or near Middlefield offer a comfy home away from home with enough space for everyone:

  • Sleeping up to 10 guests in 3 bedrooms, "One Bedroom Apartment With Balcony And Sea View Maslenica" is the perfect place to hang out with the family. This top-rated retreat is 12 miles to the northeast of Middlefield and has amenities such as a dishwasher and a travel crib.
  • "Beachfront Classic New England Home With Direct Views Of Long Island Sound" is another good option. It's about 25 miles to the southeast of Middlefield, has 5 bedrooms and can accommodate up to 12 people. Useful amenities here include a microwave oven and towels.

If you're after family-friendly attractions around the area, there's no shortage of choice. Lake Compounce, Quassy Amusement Park and Beardsley Zoo promise lots of fun for all ages.