Owner Direct Vacation
Rentals in Montgomery
The Best Owner Direct Vacation Rentals in Montgomery. Explore thousands of vacation home rentals, large cabins, and villas near Montgomery
GUESTS
Explore the Best Montgomery Vacation Homes
Looking for the perfect place to stay in Montgomery? Discover a curated collection of vacation rentals offering comfort, convenience, and authentic Montgomery character. Whether you want a beachfront condo, a cozy family home, or a pet-friendly stay close to downtown, Owner Direct makes it easy to compare verified options for your next trip.
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Why Travelers Love Using
Owner Direct to
Find Montgomery Vacation Rentals
What makes our vacation homes stand out?
Verified Properties
Every vacation home shown on Owner Direct comes from trusted travel sources and verified hosts, so you can browse with confidence.
Value You Can Trust
Compare a range of properties and find fair, transparent pricing—no hidden fees.
Endless Variety
From oceanfront condos and coastal cottages to luxury villas and family homes, there's a rental to fit every traveler and budget.
More Places to Stay Near Montgomery
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Friday Feb 6
Montgomery, Westfield
Common Vacation Rental Amenities Typical Vacation Rental Amenities
What sort of amenities will be available at your stay?
Our Montgomery vacation rentals are designed for comfort and convenience, with everything you need for a relaxing stay.
Indoor Amenities
Fully equipped kitchens
Spacious living areas with streaming TVs
Complimentary Wi-Fi
Air conditioning and heating
In-unit washer and dryer
Plush bedding and comfortable furniture
Outdoor Amenities
Balconies or patios with coastal views
Private or shared pools
BBQ grills and outdoor dining areas
On-site parking
Easy access to beaches and attractions
More Vacation Rentals You May Like Near Montgomery
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How to Reserve Your Montgomery Vacation Rental
Booking Made Simple
Owner Direct helps travelers find verified vacation rentals from trusted sources. Once you select a property you love, you’ll be guided to our partner’s secure booking platform to complete your reservation.
SEARCH PROPERTIES
Use filters for location, amenities, and budget.
VIEW DETAILS
Check photos, reviews, and features for your top picks.
BOOK SECURELY
Confirm your stay safely through our trusted travel partners.
Montgomery Vacation Rental FAQs
1. What are the top vacation rentals in Montgomery?
There are a lot of options in Montgomery. If you plan on staying in the Montgomery area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Montgomery:
- 4Br/3bath Lakefront/Ski House in Berkshires. Hi speed wifi
- Big farmhouse in the foothills of the Berkshires
- Waterfront Home on Pine Island Lake
- Elegant Wilderness Cabin 12 Miles From Northampton
- Bamboo: Spacious with Cedar Wet-room, Private Patio
- Mountain View: Comfort and Calm. Wood-burning Fireplace.
- The Creation Station is a cozy place so make yourself at home.
- Gorgeous newly renovated furnished apartment
- Spacious waterfront Berkshire home family private get-away
- Modern Berkshires Cottage 🌲 Gas Stove, Large Deck & W/D + 7 mins to Otis Ridge
2. How many vacation rentals have private pools in Montgomery?
There are 3 vacation rentals with private pools near Montgomery. Top-rated homes that have access to a swimming pool include:
3. Which vacation homes in Montgomery are best for families?
If you are looking for a family-friendly vacation home in Montgomery, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Montgomery:
4. How many vacation rentals are available in Montgomery?
Currently, the total number of properties listed in 2026 is over 202 in the Montgomery area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Montgomery.