Discover Your Perfect Caldwell Vacation Homes

Best Vacation Homes in Caldwell

New
House
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1 Bedroom 3 Baths 6 Guests
  • Fireplace/Heating
    Fireplace/Heating
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AU $750/Night 7 Nights - AU $5,252
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Apartment
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like-icon9.8
Exceptional
(4 Reviews)
2 Bedrooms 1 Bath 4 Guests 1194.79 ft²
  • Skiing
    Skiing
  • Fireplace/Heating
    Fireplace/Heating
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AU $258/Night 7 Nights - AU $1,803
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Hotel
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like-icon9.2
Exceptional
(567 Reviews)
1 Bath
  • Fireplace/Heating
    Fireplace/Heating
  • Breakfast
    Breakfast
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AU $227/Night 7 Nights - AU $1,589
New
Apartment
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2 Bedrooms 1 Bath 3 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
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AU $176/Night 7 Nights - AU $1,234
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House
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like-icon9.5
Exceptional
(4 Reviews)
1 Bedroom 1 Bath 2 Guests 10763.91 ft²
  • Balcony/Terrace
    Balcony/Terrace
  • View
    View
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AU $337/Night 7 Nights - AU $2,361
Cottage
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like-icon10.0
Exceptional
(14 Reviews)
2 Bedrooms 1 Bath 4 Guests 1100 ft²
  • Fireplace/Heating
    Fireplace/Heating
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AU $302/Night 7 Nights - AU $2,114
Cottage
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like-icon9.6
Exceptional
(5 Reviews)
1 Bedroom 1 Bath 2 Guests
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
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AU $467/Night 7 Nights - AU $3,268
Apartment
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like-icon8.0
Excellent
(3 Reviews)
1 Bedroom 1 Bath 2 Guests 1000 ft²
  • Fireplace/Heating
    Fireplace/Heating
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    Balcony/Terrace
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AU $314/Night 7 Nights - AU $2,201

Caldwell Luxury Rentals

New
Apartment
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2 Bedrooms 2 Baths 4 Guests
  • Kitchen
    Kitchen
  • Parking
    Parking
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AU $2,988/Night 7 Nights - AU $20,918
House
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4 Bedrooms 3 Baths 8 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
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AU $2,604/Night 7 Nights - AU $18,231
House
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like-icon10.0
Exceptional
(19 Reviews)
3 Bedrooms 1 Bath 6 Guests 2200 ft²
  • Fireplace/Heating
    Fireplace/Heating
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    Balcony/Terrace
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AU $1,804/Night 7 Nights - AU $12,627
Hotel
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1 Bath
  • Fireplace/Heating
    Fireplace/Heating
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    Balcony/Terrace
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AU $636/Night 7 Nights - AU $4,450
Hotel
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1 Bath
  • Fireplace/Heating
    Fireplace/Heating
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    Balcony/Terrace
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AU $636/Night 7 Nights - AU $4,450
Hotel
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1 Bath
  • Fireplace/Heating
    Fireplace/Heating
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    Balcony/Terrace
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AU $630/Night 7 Nights - AU $4,411
Hotel
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1 Bath
  • Fireplace/Heating
    Fireplace/Heating
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    Balcony/Terrace
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AU $586/Night 7 Nights - AU $4,099
Hotel
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1 Bath
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
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AU $586/Night 7 Nights - AU $4,099

Caldwell Pet Friendly Vacation Rentals

New
Apartment
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1 Bedroom 1 Bath 2 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
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AU $506/Night 7 Nights - AU $3,541
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Hotel
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like-icon9.1
Exceptional
(74 Reviews)
1 Bath 204.51 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
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AU $198/Night 7 Nights - AU $1,388
Hotel
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like-icon7.8
Very Good
(1003 Reviews)
1 Bath
  • Pet Friendly
    Pet Friendly
  • Kitchen
    Kitchen
More amenities
AU $169/Night 7 Nights - AU $1,185
New
Apartment
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1 Bedroom 1 Bath 4 Guests
  • Pet Friendly
    Pet Friendly
  • Kitchen
    Kitchen
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AU $465/Night 7 Nights - AU $3,257
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Hotel
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like-icon8.1
Excellent
(899 Reviews)
4 Baths 465.54 ft²
  • Spa
    Spa
  • Fireplace/Heating
    Fireplace/Heating
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AU $227/Night 7 Nights - AU $1,586
Apartment
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like-icon10.0
Exceptional
(1 Review)
1 Bedroom 1 Bath 2 Guests
  • Pet Friendly
    Pet Friendly
  • Air Conditioner
    Air Conditioner
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AU $158/Night 7 Nights - AU $1,106
New
Apartment
Map-icon
1 Bedroom 2 Baths 8 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
AU $765/Night 7 Nights - AU $5,354
Apartment
Map-icon
1 Bedroom 2 Baths 6 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
AU $469/Night 7 Nights - AU $3,286

Caldwell Large Vacation Homes

Other
Map-icon
5 Bedrooms 5 Baths 11 Guests 4320 ft²
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
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AU $1,044/Night 7 Nights - AU $7,310

Why Choose Rent By Owner for your Caldwell 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 Caldwell

When should you plan your Vacation Rentals stay?

Choosing the right time to vacation here can enhance your experience, as this destination offers seasonal highlights that suit different preferences and activities during the year.

Peak Season Highlights

spring
Spring (March to May)

During the spring, the area's climate is pleasant and mild, making it an ideal time to explore this destination and enjoy outdoor activities.

Average Temperature Daytime: 60-70°F - Nighttime: 40-50°F
autumn
Fall (September to November)

The fall season offers comfortable weather and vibrant foliage, perfect for experiencing the region’s natural beauty while staying in convenient vacation rentals.

Average Temperature Daytime: 65-75°F - Nighttime: 45-55°F

Off-Season Highlights

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Summer (June to August)

While summer sees increased tourism, warmer temperatures provide a great opportunity for enjoying local events and outdoor pursuits in the area.

Average Temperature Daytime: 80-85°F - Nighttime: 60-65°F
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Winter (December to February)

The winter months bring cooler weather, offering a quieter atmosphere for those seeking a peaceful retreat or cozy stays in this destination.

Average Temperature Daytime: 35-45°F - Nighttime: 25-30°F

Weekly Weather Forecast for Caldwell

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.

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 dining with a private patio or barbecue area to make the most of warm, sunny days.
  • Take advantage of accessible walking trails or green spaces perfect for leisurely strolls and outdoor activities.
  • Relax in a spacious yard or garden designed for outdoor gatherings and family fun.
  • Make use of a well-maintained swimming pool for refreshment during the warmer months.
  • Utilize outdoor recreational features such as tennis courts or sports areas if available nearby.
  • Benefit from covered porches or verandas for shaded relaxation and enjoying the peaceful surroundings.
  • Explore nearby parks or nature spots that offer opportunities for hiking, biking, and other outdoor pursuits.
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Family Activities

  • South Mountain Reservation: Explore the scenic trails and outdoor activities suitable for families seeking a peaceful retreat in the local natural surroundings.
  • West Essex Trail: Enjoy a family-friendly biking or walking experience along this picturesque trail that showcases the area's lush landscape.
  • Caldwell Green: Visit this inviting park to relax, have a picnic, and partake in outdoor recreational fun with children of all ages.
  • Local Community Events: Participating in seasonal festivals and events here provides families with engaging entertainment within the region’s vibrant community atmosphere.
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Adult Activities

  • Visit the Watchung Reservation: Explore scenic hiking trails and enjoy serene outdoor activities within this natural preserve, offering a perfect escape in the area.
  • Experience local dining: Savor diverse culinary options at charming eateries that showcase the region’s unique flavors and hospitality.
  • Explore the Caldwell Historic District: Discover historic architecture and charming streets that provide insight into the area's rich heritage.
  • Enjoy shopping at local boutiques: Browse specialized shops and stores that cater to your interests, making for a delightful retail experience here.

Other Places to Stay in Caldwell, NJ

Caldwell Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Local Dining and Shopping: Take advantage of the area's charming shops and restaurants to experience authentic local flavors and crafts.
  • Plan Your Transportation in Advance: Familiarize yourself with available transit options or consider renting a vehicle to easily access nearby attractions and amenities.
  • Discover Nearby Outdoor Spaces: Enjoy the region's parks and outdoor venues to unwind and take in the natural beauty during your stay.
  • Leverage Your Vacation Rental's Location: Choose accommodations that are centrally located to maximize convenience and reduce travel time within this destination.

Transportation Options

  • New Jersey Transit Bus Service: This reliable bus service connects you to nearby cities and regional destinations, making it convenient to explore the area without a personal vehicle.
  • Patriot Local Taxi Services: Offering prompt and comfortable transportation, local taxis are an excellent way to navigate here efficiently while enjoying the region's hospitality.
  • Norfolk Southern Railway: If you're interested in rail travel, this freight line provides logistical connections, although passenger services are limited in the immediate vicinity.
  • Private Car Rentals: Convenient for travelers wanting flexibility, numerous car rental agencies operate near here, providing easy access to explore the region at your own pace.

Local Customs Options

  • Local Cuisine Traditions: You can enjoy the region's unique culinary customs, which emphasize hearty, family-style meals and seasonal ingredients that reflect the area’s heritage.
  • Holiday Celebrations: Participating in local holiday festivities offers a glimpse into the community’s cultural pride, especially during traditional parades and seasonal events here.
  • Community Greeting Style: Expect a friendly and respectful greeting style, with residents often engaging in warm handshakes or polite nods, embodying the area's welcoming spirit.
  • Religious and Cultural Festivals: The region celebrates several religious and cultural festivals, providing authentic experiences that highlight its diverse community fabric.

Frequently Asked Questions About Caldwell?

2. Which vacation homes in Caldwell are best for families?

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

3. How many Rentbyowner vacation rentals are available in Caldwell?

Currently, the total number of properties listed by Rent By Owner in 2026 is over 91 in the Caldwell 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 Caldwell. 

4. What is the cancellation policy for vacation rentals in Caldwell, New Jersey?

Cancellation policies vary depending on the property listing. It's important to review the specific terms outlined in the reservation details or contact the property owner directly to understand the cancellation options available.

5. Are there any additional fees I should be aware of when booking a vacation rental here?

Additional fees such as cleaning fees, service charges, or taxes may apply and will be detailed during the booking process. To avoid surprises, always check the listing information carefully or reach out to the host for clarification.

6. How can I ensure the vacation rental has the amenities I need during my stay?

Each listing provides a detailed description of available amenities. Be sure to review this information thoroughly before booking and contact the owner if you have specific requirements to confirm their availability.

7. Is it possible to get a flexible booking or last-minute reservations in this area?

Availability for flexible or last-minute bookings depends on the property's current schedule. Check the listing calendar for real-time availability or contact the owner directly to discuss your needs.

8. What steps should I take to secure my reservation at a vacation rental in Caldwell, New Jersey?

To secure your reservation, follow the booking process outlined on the listing, which typically includes providing payment details and confirmation. For any special requests or questions, reaching out to the property owner can help ensure a smooth booking experience.

Caldwell Top Rated Vacation Rentals

star-icons-4
Hotel
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like-icon8.2
Excellent
(1006 Reviews)
1 Bath
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
AU $193/Night 7 Nights - AU $1,353
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Hotel
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like-icon8.1
Excellent
(168 Reviews)
1 Bath 301.39 ft²
  • Private Pool
    Private Pool
  • Fireplace/Heating
    Fireplace/Heating
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AU $201/Night 7 Nights - AU $1,404
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Hotel
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like-icon4.7
Average
(338 Reviews)
6 Baths 326.5 ft²
  • Private Pool
    Private Pool
  • Fireplace/Heating
    Fireplace/Heating
More amenities
AU $133/Night 7 Nights - AU $933
Apartment
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2 Bedrooms 1 Bath 4 Guests 1000 ft²
  • Private Pool
    Private Pool
  • Pool
    Pool
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AU $138/Night 7 Nights - AU $966