Best Vacation Homes in Montgomery
House
10.0(6 Reviews)
2 Bedrooms
1 Bath
4 Guests
970 ft²
Fireplace/Heating
Balcony/Terrace
Pet Friendly
Kitchen
R2,398/Night
7 Nights - R16,785
House
10.0(2 Reviews)
2 Bedrooms
1 Bath
4 Guests
968.75 ft²
- Fireplace/Heating
- Pet Friendly
Parking
Internet
R3,537/Night
7 Nights - R24,764
Hotel
9.6(496 Reviews)
1 Bath
Hot Tub
Skiing- Fireplace/Heating
Pool
R3,185/Night
7 Nights - R22,301
House
10.0(26 Reviews)
2 Bedrooms
1 Bath
6 Guests
1600 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
R3,736/Night
7 Nights - R26,147
House
9.2(5 Reviews)
2 Bedrooms
1 Bath
6 Guests
1603.82 ft²
- Fireplace/Heating
- Parking
- Internet
Child Friendly
R3,273/Night
7 Nights - R22,909
Apartment
10.0(9 Reviews)
1 Bedroom
1 Bath
2 Guests
400 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
R1,787/Night
7 Nights - R12,517
Apartment
10.0(2 Reviews)
2 Bedrooms
1 Bath
4 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
Air Conditioner
R4,685/Night
7 Nights - R32,794
House
10.0(2 Reviews)
2 Bedrooms
1 Bath
6 Guests
1080 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
R4,284/Night
7 Nights - R29,994
Montgomery Luxury Rentals
Hotel
8.8(234 Reviews)
7 Baths
390.58 ft²
Private Pool- Hot Tub
- Fireplace/Heating
- Pool
R14,423/Night
7 Nights - R100,963
Apartment
10.0(3 Reviews)
3 Bedrooms
3 Baths
12 Guests
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
R12,277/Night
7 Nights - R85,949
R9,700/Night
7 Nights - R67,899
Hotel
7.9(797 Reviews)
1 Bath
Oceanfront- Fireplace/Heating
- Pool
Ocean View
R9,481/Night
7 Nights - R66,364
Cabin
10.0(1 Review)
5 Bedrooms
2 Baths
16 Guests
2300 ft²
- Hot Tub
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
R9,206/Night
7 Nights - R64,441
House
10.0(2 Reviews)
4 Bedrooms
2 Baths
10 Guests
3000 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
R8,563/Night
7 Nights - R59,937
House
10.0(23 Reviews)
3 Bedrooms
2 Baths
10 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
R5,529/Night
7 Nights - R38,698
New
House
2 Bedrooms
1 Bath
4 Guests
780 ft²
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
R3,879/Night
7 Nights - R27,160
Montgomery Pet Friendly Vacation Rentals
Apartment
9.8(45 Reviews)
2 Bedrooms
1 Bath
8 Guests
864 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
R3,265/Night
7 Nights - R22,858
Cabin
98 Bedrooms
1 Bath
14 Guests
594.16 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
R1,880/Night
7 Nights - R13,158
Apartment
4.0(2 Reviews)
1 Bedroom
1 Bath
4 Guests
5000 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
R1,366/Night
7 Nights - R9,565
Hotel
9.6(57 Reviews)
9 Baths
527.43 ft²
- Private Pool
- Hot Tub
- Fireplace/Heating
- Pool
R3,423/Night
7 Nights - R23,954
Hotel
8.9(83 Reviews)
4 Baths
433.25 ft²
- Private Pool
- Oceanfront
- Hot Tub
- Fireplace/Heating
R3,694/Night
7 Nights - R25,861
Hotel
8.4(496 Reviews)
1 Bath
- Private Pool
- Oceanfront
- Fireplace/Heating
- Pool
R2,294/Night
7 Nights - R16,060
Hotel
6.5(323 Reviews)
10 Baths
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
R1,709/Night
7 Nights - R11,960
Hotel
5.9(65 Reviews)
10 Baths
322.92 ft²
- Private Pool
- Fireplace/Heating
- Pool
- Balcony/Terrace
R2,840/Night
7 Nights - R19,872
Montgomery Large Vacation Homes
House
6.0(1 Review)
4 Bedrooms
2 Baths
10 Guests
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
R9,333/Night
7 Nights - R65,335
Why Choose Rent By Owner for your Montgomery Vacation Rental Homes?
What makes our Vacation Rentals special?
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.
Best Times to Visit Montgomery
When should you plan your Vacation Rentals stay?
Choosing the optimal time to visit ensures you experience the best of this destination, allowing you to enjoy its climate and local events at their prime while securing ideal vacation rentals here.
Peak Season Highlights
Summer (June to August)
Experience the warmth and vibrant atmosphere of this destination during the summer months, when outdoor activities and events are in full swing.
Average Temperature Daytime: 75-85°F - Nighttime: 55-65°F
Fall (September to November)
Enjoy the stunning foliage and pleasant weather as the region transitions into autumn, making it an ideal time for scenic drives and outdoor exploration.
Average Temperature Daytime: 65-75°F - Nighttime: 45-55°F
Off-Season Highlights
Late Winter (January to February)
During this quieter period, you can take advantage of fewer crowds and more affordable rates while appreciating the region's winter tranquility.
Average Temperature Daytime: 35-45°F - Nighttime: 20-30°F
Early Spring (March to May)
As the weather begins to warm, this season offers a peaceful retreat before the busy summer rush, with nature slowly awakening nearby.
Average Temperature Daytime: 50-60°F - Nighttime: 30-40°F
Weekly Weather Forecast for Montgomery
How to Book Your Montgomery Vacation Rental Home
What's our booking process?
Our platform allows you to browse a curated selection of vacation rentals. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.
Booking Steps
01
Search Properties
Use our filters to find the right property that fits your needs.
02
Select a Rental
Click on your preferred listing to view details, amenities, and pricing.
03
Book Online
Follow the link to finalize your reservation directly on the partner’s website.
Explore and book the perfect rental in Montgomery
Common Vacation Rentals Amenities
What amenities can you expect?
Our Vacation Rentals are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:
Indoor Features
- Fully-equipped kitchens with modern appliances
- Comfortable living areas with flat-screen TVs
- Free Wi-Fi for staying connected
- Air conditioning and heating for year-round comfort
- In-unit washers and dryers for convenience
- Luxurious bedrooms with premium bedding
- Spa-like bathrooms with soaking tubs or walk-in showers
Outdoor Amenities
- Enjoy a spacious outdoor patio or deck perfect for relaxing and dining in the fresh air.
- Take advantage of private gardens or landscaped yards to unwind amid nature.
- Make use of outdoor grilling facilities to host cookouts during your stay.
- Benefit from access to nearby walking trails or scenic paths for outdoor excursions.
- Relax by an outdoor fire pit, ideal for evening gatherings and storytelling.
- Utilize on-site parking areas to conveniently come and go while exploring the region.
- Attend to your sports and recreational needs with outdoor areas like tennis courts or playing fields, if available.
Top Attractions Around Montgomery
What attractions are nearby?
Here, you can explore a variety of outdoor activities and local attractions that showcase the region’s natural beauty and cultural charm, making your stay in Montgomery an enjoyable and memorable experience.
Family Activities
- Montgomery County Heritage Center: Discover local history through interactive exhibits and engaging programs perfect for family outings.
- Lower Perkiomen Valley Park: Enjoy outdoor adventures with walking trails, picnicking areas, and scenic views that cater to all ages.
- Perkiomen Trail: Experience family-friendly biking and hiking along this popular trail that runs through the region’s beautiful natural landscapes.
- Green Lane Park: Spend a day exploring playgrounds, fishing spots, and canoe rentals at this inviting park in the area.
Adult Activities
- Historical Museum Tours: Dive into the area's rich history by exploring local museums that offer captivating exhibits and insights into Montgomery's past.
- Nature Hiking Trails: Enjoy outdoor adventures on scenic trails nearby, perfect for discovering the region’s natural beauty and tranquil landscapes.
- Wine Tasting Experiences: Visit local wineries in the area to indulge in wine tasting sessions and learn about regional viticulture.
- Cultural Festivals and Events: Participate in seasonal festivals and community events that showcase the area's vibrant culture and traditions.
Other Places to Stay in Montgomery, PA
Four Friends Vinyard & Winery
White Deer Golf Course
Montgomery Travel Tips
How Can You Make the Most of Your Stay?
- Explore Local Cuisine: Take advantage of the area’s renowned eateries to enjoy authentic regional flavors during your stay.
- Plan Outdoor Activities: Make the most of the region's natural beauty by scheduling outdoor adventures that suit your interests.
- Visit Nearby Attractions: Discover nearby points of interest to enrich your experience and get a true sense of this destination.
- Choose the Right Vacation Rental: Select a well-located vacation rental that offers comfort and convenience to enhance your visit to the area.
Transportation Options
- Montgomery Transit Authority: Provides reliable local bus services for easy navigation around the area and nearby attractions.
- Philadelphia International Airport: Offers convenient international and domestic flights, connecting you effortlessly to this destination.
- Amtrak Train Service: Connects the region with major cities along the East Coast, perfect for comfortable and scenic travel.
- Taxi and Rideshare Services: Available throughout here, offering flexible transportation options to suit your schedule and destinations.
Local Customs Options
- Local Dining Etiquette: In the area, it is customary to enjoy hearty Pennsylvania Dutch cuisine with a friendly and communal dining approach.
- Seasonal Festivals: Participating in seasonal festivals reflects the region's rich heritage and offers an authentic experience of local customs.
- Religious Traditions: Respect for local religious customs, often observed through community events and celebrations, is important when visiting here.
- Craftsmanship and Markets: Supporting regional artisans and browsing farmers' markets showcases the area's dedication to preserving traditional crafts and local produce.
Frequently Asked Questions About Montgomery?
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:
- Pennsylvania Abode Near Little League World Series
- Large, Beautiful Mid Century Mountain House.
- "3Thirty2" - near IPT, 10min to LLW Series-AC/off street parking
- Fish, Hunt & Hike: Pet-Friendly Home in Allenwood
- Refurbished efficiency in Historic Hotel
- New Loft 1884-Luxury Downtown
- Rustic Luxury w/Horses-Historic Whiskey Distillery
- Big house in lovely South Williamsport 600 yards from little league baseball
- One of Williamsport’s Most Unique Stays – Walk Everywhere Downtown
- The Garden House - Renovated 2BR - Walk to LLWS
2. How many vacation rentals have private pools in Montgomery?
There are 2 vacation rentals with private pools near Montgomery. Top-rated RBO 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 Rentbyowner vacation rentals are available in Montgomery?
Currently, the total number of properties listed by Rent By Owner in 2026 is over 55 in the Montgomery area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Montgomery.
5. What is the cancellation policy for vacation rentals in this area?
Cancellation policies vary depending on the individual property listing. It’s important to review the specific policy outlined on the listing before booking, and if you have questions, contact the property owner directly for clarification.
6. How do I confirm my reservation at a vacation rental here?
Once you select your preferred property and complete the booking process, your reservation will be confirmed through the platform. Be sure to check for a confirmation email or message from the host, and reach out to them if you need any additional information.
7. Are there any hidden fees when booking vacation rentals in this region?
Additional fees such as cleaning, service charges, or taxes are typically listed during the booking process. Always review the total cost details carefully before finalizing your reservation to ensure transparency.
8. What amenities can I expect in vacation rentals in this destination?
Amenities vary by property but commonly include essentials like Wi-Fi, parking, and kitchen facilities. To find options that suit your needs, read the detailed property descriptions and inquire with the owner if you require specific amenities.
9. What should I do if I encounter issues during my stay in a vacation rental here?
If any issues arise, contact the property owner or management directly through the platform's messaging system. For unresolved concerns, seek assistance from customer support to ensure your experience remains positive.
Montgomery Top Rated Vacation Rentals
Hotel
9.2(992 Reviews)
1 Bath
- Hot Tub
- Fireplace/Heating
- Pool
- Balcony/Terrace
R2,005/Night
7 Nights - R14,035
Hotel
9.2(636 Reviews)
1 Bath
- Hot Tub
- Fireplace/Heating
- Pool
- Balcony/Terrace
R3,071/Night
7 Nights - R21,491
R1,981/Night
7 Nights - R13,867
Hotel
8.8(1005 Reviews)
1 Bath
- Pool
Breakfast- Kitchen
- Parking
R1,670/Night
7 Nights - R11,690
Hotel
8.8(1004 Reviews)
1 Bath
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Breakfast
R2,060/Night
7 Nights - R14,423
R1,910/Night
7 Nights - R13,360
Hotel
8.8(803 Reviews)
1 Bath
- Pool
- Balcony/Terrace
- Breakfast
- Kitchen
R2,116/Night
7 Nights - R14,811
Hotel
8.7(345 Reviews)
6 Baths
32.29 ft²
- Private Pool
- Fireplace/Heating
- Pool
- Balcony/Terrace
R2,204/Night
7 Nights - R15,435
