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Middlebury holiday rentals

We found 58 holiday rentals — enter your dates for availability

your current months are March, 2024 and April, 2024.
March 2024
April 2024
Discover a selection of 15 homes and other holiday rentals in Middlebury that are perfect for your trip. Whether you're staying in a holiday rental with your children or with friends, you'll find the best amenities for hanging out with the people that matter most, which might include parking and a washer and dryer. You'll be able to choose a property to rent to meet everyone's needs, including places that are non-smoking or accessible.

Find spaces that suit your style

  • Peace of mind
    Our Book with Confidence Guarantee gives you 24/7 support
  • More quality time
    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home
    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less
    More space, more privacy, more amenities — more value

Travel to cosy Middlebury

The gardens and surrounding scenery provide a peaceful ambience to your holiday home in Middlebury. Travellers to this welcoming city praise the shopping, hiking and cycling. 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 Middlebury

Do you want to discover things to do while you're in the area? Although it can be tempting to stay in your comfortable holiday rental, you'll want to check out everything that Middlebury has to offer. These are some of the most popular attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Dutch Creek Farm Animal Park (5.8 mi / 9.3 km)
  • Swiss Valley Ski Area (20.1 mi / 32.4 km)
  • Deutsch Kase Haus (2.7 mi / 4.4 km)
  • Elkhart Tactical Laser Tag (14.6 mi / 23.5 km)
  • Wawasee Golf Club (18 mi / 29 km)
  • South Shore Golf Club (19.8 mi / 31.9 km)

Exploring the natural landscape of Middlebury

Whether you're an adventurous traveller or just want to appreciate the scenery, Middlebury is a great place to get out in nature. These are some of the area's most stunning features, all within 30 miles (48.2 km) of the city centre:

  • Wellfield Botanic Gardens (14 mi / 22.6 km)
  • Syracuse Lake (17.3 mi / 27.8 km)
  • Corey Lake (17.8 mi / 28.6 km)
  • Lake Wawasee (19.1 mi / 30.8 km)
  • Diamond Lake (21.2 mi / 34.1 km)
  • Baldwins Lake (9.5 mi / 15.3 km)

Transport to and around Middlebury

Fly into Goshen, IN (GSH-Goshen Municipal), the closest airport, located 11.5 mi (18.5 km) from the city centre. If you can't find a flight that works for your travel itinerary, you might consider flying into South Bend, IN (SBN-South Bend Intl.), which is 31.3 mi (50.4 km) away.

Frequently asked questions

What is the most popular type of holiday home accommodation in Middlebury?

The most popular types of holiday homes in Middlebury are houses. After something a little different? Stayz has plenty of options to match our guests' unique needs, so you'll see holiday properties in all sizes, and for all budgets. The perfect fit is ready and waiting for you — grab yours today.

How much does it cost to rent a holiday home in Middlebury?

Length of stay, property type and time of year are among the factors that can affect the price of a holiday home. Simply click on your dates of travel to find your perfect fit. From cosy chalets to expansive luxury villas, all Stayz holiday homes offer amazing value.

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

Prices for beach houses in Middlebury differ depending on the type and size of the property and time of year you're travelling. Simply enter your travel dates into Stayz and how many guests to view available options and prices. From there you can use the filters to narrow your search by ratings, amenities, nearby activities and more.

Are there pet-friendly holiday homes in Middlebury?

Yes. There are. You'll have your pick of two holiday homes that cater to pets in Middlebury. Lots of our pet-friendly holiday homes even have an outdoor area for your four-legged pal to play around in, complimentary treats, doggie beds and proximity to parks and green space. Apply the "Pets allowed" filter to find a holiday home on Stayz that's pawfect.

What are popular home amenities in Middlebury?

When it comes to home amenities that people prefer in Middlebury, a nearby river, a barbecue grill and a garden are the most popular. With Stayz holiday homes, you'll enjoy options to fit your style and taste, whether you're holidaying with your partner, family members or even pets.

Are there holiday homes in Middlebury that welcome kids?

Gather the whole crew for an adventure in Middlebury at one of our two family-friendly holiday homes. A lot of these stays come with conveniences that are ideally suited to getaways with the little ones, such as dining rooms, bunk beds and swimming pools. Just click on the "Properties good for families" filter and decide on your favourite.

What are the top attractions for families in Middlebury?

Spend a family day out at Elkhart County Fairgrounds. This major attraction is situated near the centre of Middlebury.

Are there holiday homes with WiFi in Middlebury?

You can choose from two holiday homes with WiFi in Middlebury. If you want to disconnect from daily life during your escape, but still need to be connected to the internet, these getaways have just what you need. Narrow your search by applying the WiFi filter on Stayz.

How can I find holiday homes with air conditioning in Middlebury?

Work out your travel dates and then make use of the filters to look for holiday homes with ac in Middlebury on Stayz. With two air-conditioned properties on offer here, you can look forward to a comfortable and cool stay.

How old do you have to be to rent a holiday home in Middlebury?

The minimum age permitted can differ between properties on Stayz, so double-check the rules of the holiday home in Middlebury you want to book. But normally, it's 16, 18 or 21.

How long can I rent a holiday home in Middlebury for?

How long you can rent a holiday home in Middlebury is up to the property. Simply enter your selected travel dates to see a list of options offering extended stays. With many creature comforts such as kitchens and air conditioning, 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 Middlebury.

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