Montgomery vacation rentals

We found 47 vacation rentals — enter your dates for availability

Discover a selection of vacation rentals in Montgomery that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, vacation homes have the best amenities for spending time at your vacation home, which might include parking and a fireplace. You're sure to find a rental to meet everyone's needs, including options that are accessible or non-smoking.
  • 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, yards and more
  • More for less
    More space, more privacy, more amenities — more value

Book a vacation rental for your Montgomery getaway

Learn about the unique charm of Montgomery with a stay in a private vacation home. You'll find plenty to explore during your stay in the area. Many of our vacation rentals offer full kitchens, spacious living quarters, and sometimes even a hot tub for a relaxing getaway.

Activities and attractions in and around Montgomery

Are you looking for attractions to visit in the area? Although it can be tempting to stay in your comfortable vacation rental, you'll want to check out everything that Montgomery has to offer. Here are some of the most popular attractions to put on your list, all within 30 miles (48.2 km) of the city center:

  • Six Flags New England (15.7 mi / 25.3 km)
  • The Ranch Golf Club (8.8 mi / 14.1 km)
  • Maple Corner Farm Cross Country Ski Area (9.1 mi / 14.6 km)
  • Olympia Ice Center (11.3 mi / 18.2 km)
  • Q Pin 2's (11.4 mi / 18.3 km)
  • Congregation Beth Israel (12.1 mi / 19.4 km)

Exploring the natural landscape of Montgomery

Whether you're an outdoor enthusiast or just want to spend some time taking in the scenery, you'll be sure to find the perfect setting for your vacation in Montgomery. These are a few of the area's most enchanting features, all within 30 miles (48.2 km) of the city center:

  • Westfield River (6.7 mi / 10.7 km)
  • Mount Tom (9 mi / 14.4 km)
  • Mount Tom State Reservation (11.2 mi / 18 km)
  • Look Memorial Park (11.6 mi / 18.7 km)
  • Talcott Greenhouse (11.9 mi / 19.2 km)
  • County Beach (11.9 mi / 19.2 km)

Traveling to and around Montgomery

Fly into Westfield, MA (BAF-Barnes Municipal), the closest airport, located 5.9 mi (9.5 km) from the city center. If you can't find a flight that's convenient for your trip, you might consider flying into Bradley Intl. Airport (BDL), which is 20.4 mi (32.8 km) away.

Frequently asked questions

How much does it cost to rent a vacation rental in Montgomery?
The average price for a vacation home in Montgomery is based on a number of factors, such as property type, length of stay and time of year. Whether you’re in search of a sprawling villa with space for extended family or a cozy cottage ideal for just you and the kids, just add your travel dates to discover stays with exceptional value.
How much does it cost to rent a beach house in Montgomery?
The average price for a vacation home near the beach in Montgomery depends on when you’re going and the size and style of property you’re looking for. Find prices quickly and easily on Vrbo by entering your travel dates. Then use the filter tool to choose the number of bedrooms and amenities important to you, like WiFi, air conditioning and a pool.
What are the top attractions for families in Montgomery?
Hampton Ponds State Park will keep your kids entertained during your Montgomery escape. This family-friendly attraction is located near the center.
How old do you have to be to rent a vacation rental in Montgomery?
The minimum age is normally 16, 18 or 21. It can change from property to property on Vrbo, so check the rules of your chosen Montgomery vacation rental before booking.
How long can I rent a vacation rental in Montgomery for?
The amount of time you can rent a Montgomery vacation rental for is up to the property. Simply tap in your preferred travel dates to see options offering extended stays. They have everything you need to make your extended trip more enjoyable and convenient, like laundries and air conditioning. Some Vrbo vacation rentals may also offer weekly or monthly discounted prices, so you can have a longer stay for less.

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