Discover Your Perfect Upper Montclair Vacation Homes

Best Vacation Homes in Upper Montclair

10.0 (3 Reviews)
Apartment
Urban Suite
  • Air Conditioner
  • Security/Safety
  • Bedding/Linens
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9.4 (401 Reviews)
Hotel
The George
  • Air Conditioner
  • Parking
  • Wheelchair Accessible
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9.0 (1 Review)
Apartment
Lovely and newly constructed downtown studio
  • Air Conditioner
  • Security/Safety
  • Fireplace/Heating
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Upper Montclair Luxury Rentals

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Find More Upper Montclair Villas, Resorts, & Rentals on BedroomVillas

Why Choose Rent By Owner for your Upper Montclair Vacation Rental Homes?

What makes our Vacation Rentals special?

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Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
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Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Best Times to Visit Upper Montclair

When should you plan your Vacation Rentals stay?

Choosing the optimal time to visit here can enhance your experience, as this destination offers distinct attractions and pleasant weather throughout various seasons, making it ideal for planning your perfect getaway in the region.

Peak Season Highlights

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Spring (March to May)

During spring, this destination experiences pleasant weather that enhances the appeal of exploring the area's outdoor amenities and cultural sites.

Average Temperature Daytime: 60-70°F - Nighttime: 45-55°F
autumn
Fall (September to November)

Autumn brings vibrant foliage and comfortable temperatures, making it an ideal time to enjoy the local scenery and outdoor activities here.

Average Temperature Daytime: 65-75°F - Nighttime: 50-60°F

Off-Season Highlights

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Winter (December to February)

In winter, cooler temperatures and occasional snow create a quieter atmosphere, perfect for relaxing indoors or enjoying the festive season.

Average Temperature Daytime: 35-45°F - Nighttime: 25-35°F
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Summer (June to August)

While summer offers warm weather, it tends to be less busy, giving you a more tranquil experience with fewer crowds and more available options for accommodation.

Average Temperature Daytime: 80-85°F - Nighttime: 65-70°F

Weekly Weather Forecast for Upper Montclair

How to Book Your Upper Montclair 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 Upper Montclair

More Top-Rated Vacation Rentals in Upper Montclair Area

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 outdoor seating areas for relaxing and dining amid the scenic surroundings
  • Take advantage of well-maintained gardens or landscaped yards to unwind in nature
  • Make use of outdoor grilling facilities for a casual cookout with friends or family
  • Explore private patios or decks that offer additional space to enjoy the fresh air
  • Utilize outdoor fire pits or fireplaces for cozy evenings under the stars
  • Benefit from access to picturesque walking trails or lush green spaces nearby
  • Experience outdoor recreational equipment such as bikes or sports gear, perfect for exploring the area

Top Attractions Around Upper Montclair

What attractions are nearby?

In this charming area, you can enjoy a variety of nearby activities, from exploring local parks to discovering cultural attractions that offer a perfect blend of relaxation and entertainment during your stay in Montclair.

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Family Activities

  • Montclair Art Museum: Engage your family with inspiring art collections and interactive exhibits in this cultural gem nestled within the region.
  • Brookdale Park: Relax and enjoy outdoor activities such as picnicking, playground fun, or scenic walks in this spacious park perfect for family outings.
  • Van Vleck House & Gardens: Discover the beauty of cultivated gardens and nature trails that provide a serene setting for exploration and family bonding.
  • Alfred C. Clapp Park: Spend quality time in this local park featuring sports fields, a playground, and open green space ideal for family recreation and relaxation.
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Adult Activities

  • Visit the Montclair Art Museum: Immerse yourself in American and Native American art at this prominent regional museum, offering enriching experiences just a short drive from your vacation rental.
  • Explore local cuisine at Montclair's gourmet restaurants: Savor diverse culinary delights in this vibrant area known for its eclectic dining scene, perfect for a relaxed evening out.
  • Enjoy outdoor activities at Mills Reservation: Take advantage of scenic hiking trails and picturesque views of the Watchung Mountains in this natural preserve nearby.
  • Shop and stroll through the downtown district: Discover unique boutiques, cozy cafes, and cultural spots in the charming center of the region, ideal for leisurely exploration.

Other Places to Stay in Upper Montclair, NJ

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Upper Montclair Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Local Cuisine: Take advantage of the area's diverse dining options to enjoy authentic regional flavors during your stay.
  • Visit Nearby Parks and Green Spaces: Embrace the natural beauty surrounding this destination by spending time in local parks for relaxation or outdoor activities.
  • Plan Cultural Experiences: Immerse yourself in the region's arts and cultural scene by checking out local galleries, theaters, or community events.
  • Utilize Public Transportation: Maximize your visit by using convenient transit options to easily access key attractions and explore the area without hassle.

Transportation Options

  • Montclair-Boonton Line: This commuter rail service connects the area to New York City, making it a convenient option for travelers seeking easy access to the city’s attractions.
  • NJ Transit Buses: Offering extensive routes throughout the region, NJ Transit buses provide flexible transportation options for exploring Montclair and its surroundings.
  • Rental Cars: Renting a car in the vicinity allows you to enjoy the area's scenic drives and visit nearby attractions with added convenience and comfort.
  • Taxi and Ride-Sharing Services: Taxis and ride-share apps like Uber and Lyft are readily available, providing quick, local transportation tailored to your schedule and needs.

Local Customs Options

  • Respect for Local Artisans: You’ll find that small-scale artisans in this region value traditional craftsmanship, making it customary to appreciate and support their handmade goods when visiting the area.
  • Community Greetings: Warm and friendly greetings are typical here, with locals often exchanging friendly nods or hellos as a sign of respect and camaraderie during your stay.
  • Celebration of Artistic Events: Participating in or observing local art festivals and cultural gatherings is a common way here to honor the region’s vibrant artistic heritage.
  • Environmental Respect: The area emphasizes eco-friendly practices, so you’ll notice a strong local customs around recycling, conservation efforts, and respecting natural spaces.

Frequently Asked Questions About Upper Montclair?

1. What are the top vacation rentals in Upper Montclair?

There are a lot of options in Upper Montclair. If you plan on staying in the Upper Montclair area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Upper Montclair:

2. Which vacation homes in Upper Montclair are best for families?

If you are looking for a family-friendly vacation home in Upper Montclair, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Upper Montclair:

3. How many Rentbyowner vacation rentals are available in Upper Montclair?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 88 in the Upper Montclair 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 Upper Montclair.