201+ Private Villas and Holiday Rentals in Montgomery |
  1. USA
  2. Massachusetts
  3. Springfield
  4. Montgomery

Montgomery Holiday Rentals

About Casai's Private Villas and Holiday Rentals in Montgomery

Discover more than 201 vacation rentals available in Montgomery. These rentals, ranging from vacation rentals to Casai Homes and other short-term private accommodations, offer top-notch amenities with unbeatable value, ensuring both comfort and luxury. Enjoy more space and value when you stay at a Casai property in Montgomery.

Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Montgomery, you can effortlessly compare various deals with just a click. Whether you're looking for a Casai with exceptional swimming pools, hot tubs, pet-friendly options, or large master suite bedrooms equipped with large screen televisions, you'll find a variety of options near Montgomery. On average, places to stay near Montgomery offer 955.97 ft², with nightly prices averaging ZA R6,370.

With Casai, finding and comparing holiday rentals in Montgomery is easy and secure, often at a 30-40% discount compared to hotel prices. Simply search for your destination and secure your reservation today.

Show more
Show less

Top Accommodation Types in Montgomery

Type Count
Vacation Homes 73
Holiday Apartments 57
Cottages 9

Use these Quick Filters to Find a Holiday Rental in Montgomery

★ Pro Tip: Casai simplifies the process of comparing the finest listings across various online vacation rental platforms, including Booking.com and more. Utilize the Advanced Filter feature located at the top to effortlessly switch between Casai homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals, eco-friendly properties, and different property types. Explore various cancellation policies, prices, and numerous options to find the ideal accommodation for your next vacation in Montgomery.

Weather in Montgomery, MA

View the weather forecast for Montgomery before booking your Montgomery Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Top Attractions Around Montgomery, MA

Casai offers a large selection of top attractions around Montgomery . Research things to do on your vacation before you visit Montgomery.


University of Massachusetts-Amherst
Six Flags New England
Naismith Memorial Basketball Hall of Fame
Amherst College
MassMutual Center
Eastern States Exposition
MGM Springfield
Big E
Springfield Armory
Holyoke Mall
Smith College
Mount Holyoke College
Springfield Museums
Jacob's Pillow
Calvin Theater
Springfield Science Museum
Otis Ridge
October Mountain State Forest
Blandford Ski Area
Beartown State Forest

Frequently Asked Questions About Montgomery?

What are the top holiday rentals in Montgomery?

With numerous options available in Montgomery, planning to stay in the area? Consider booking a few nights at one of these properties, rated as the Top Holiday Rentals in Montgomery:

How many holiday rentals have private pools in Montgomery?

Discover a selection of holiday rentals with private pools near Montgomery with Casai. Experience the epitome of luxury and relaxation in our top-rated villas and holiday homes, where you can enjoy exclusive access to refreshing swimming pools.

Which holiday homes in Montgomery are best for families?

If you're searching for a family-friendly holiday home in Montgomery, consider one of the following properties. Each comes highly recommended, with excellent reviews for families or groups staying in Montgomery:

How many Casai.co.za holiday rentals are available in Montgomery?

As of 2025, Casai boasts over 201 properties listed in the Montgomery area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in Montgomery.


People Also Ask

There are 201 Montgomery, MA Holiday Rentals

Recently Booked Holiday Rentals in Montgomery