Discover Your Perfect Pennington Vacation Homes

Best Vacation Homes in Pennington

Cabin
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2 Bedrooms 2 Baths 36 Guests 6000 ft²
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CA $1,915/Night 7 Nights - CA $13,405
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House
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3 Bedrooms 2 Baths 8 Guests 1603.82 ft²
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CA $535/Night 7 Nights - CA $3,742
Hotel
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like-icon8.4
Excellent
(347 Reviews)
1 Bath
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    Hot Tub
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    Pool
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CA $204/Night 7 Nights - CA $1,430
Cabin
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like-icon10.0
Exceptional
(64 Reviews)
1 Bedroom 1 Bath 2 Guests
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    Fireplace/Heating
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CA $166/Night 7 Nights - CA $1,163
House
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like-icon10.0
Exceptional
(57 Reviews)
5 Bedrooms 2 Baths 8 Guests
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CA $438/Night 7 Nights - CA $3,064
Cabin
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like-icon10.0
Exceptional
(31 Reviews)
2 Bedrooms 2 Baths 6 Guests 1600 ft²
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CA $297/Night 7 Nights - CA $2,081
House
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like-icon10.0
Exceptional
(26 Reviews)
1 Bedroom 1 Bath 2 Guests
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    Fireplace/Heating
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    Pool
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CA $243/Night 7 Nights - CA $1,702
House
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like-icon10.0
Exceptional
(15 Reviews)
2 Bedrooms 1 Bath 5 Guests
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    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
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CA $172/Night 7 Nights - CA $1,205

Pennington Luxury Rentals

Cabin
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like-icon10.0
Exceptional
(1 Review)
4 Bedrooms 2 Baths 14 Guests
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CA $2,139/Night 7 Nights - CA $14,971
Cabin
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like-icon10.0
Exceptional
(2 Reviews)
3 Bedrooms 4 Baths 20 Guests 3200 ft²
  • Private Pool
    Private Pool
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    Fireplace/Heating
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CA $2,131/Night 7 Nights - CA $14,921
Apartment
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like-icon10.0
Exceptional
(1 Review)
3 Bedrooms 2 Baths 8 Guests 3000 ft²
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    Fireplace/Heating
  • Air Conditioner
    Air Conditioner
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CA $381/Night 7 Nights - CA $2,669
House
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3 Bedrooms 2 Baths 8 Guests 1600 ft²
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CA $320/Night 7 Nights - CA $2,238
House
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3 Bedrooms 2 Baths 6 Guests 1600 ft²
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CA $261/Night 7 Nights - CA $1,829
House
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1 Bedroom 1 Bath 4 Guests
  • Fireplace/Heating
    Fireplace/Heating
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    Kitchen
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CA $243/Night 7 Nights - CA $1,702
Cabin
Map-icon
like-icon9.6
Exceptional
(4 Reviews)
1 Bedroom 1 Bath 2 Guests
  • Hot Tub
    Hot Tub
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    Fireplace/Heating
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CA $236/Night 7 Nights - CA $1,650
Cabin
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like-icon10.0
Exceptional
(1 Review)
1 Bedroom 1 Bath 4 Guests
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    Fireplace/Heating
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    Kitchen
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CA $228/Night 7 Nights - CA $1,598

Pennington Pet Friendly Vacation Rentals

House
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like-icon10.0
Exceptional
(1 Review)
2 Bedrooms 1 Bath 7 Guests
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    Fireplace/Heating
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    Pet Friendly
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CA $171/Night 7 Nights - CA $1,194
House
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like-icon9.0
Exceptional
(18 Reviews)
1 Bedroom 1 Bath 2 Guests
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    Fireplace/Heating
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    Pet Friendly
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CA $160/Night 7 Nights - CA $1,121
House
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like-icon8.0
Excellent
(1 Review)
1 Bedroom 1 Bath 4 Guests 900 ft²
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CA $172/Night 7 Nights - CA $1,205
Apartment
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like-icon10.0
Exceptional
(3 Reviews)
1 Bedroom 1 Bath 2 Guests 350 ft²
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    Fireplace/Heating
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    Pet Friendly
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CA $200/Night 7 Nights - CA $1,402
House
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like-icon10.0
Exceptional
(2 Reviews)
3 Bedrooms 2 Baths 6 Guests 960 ft²
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    Fireplace/Heating
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CA $467/Night 7 Nights - CA $3,271
House
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like-icon10.0
Exceptional
(2 Reviews)
1 Bedroom 1 Bath 4 Guests
  • Pet Friendly
    Pet Friendly
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    Kitchen
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CA $168/Night 7 Nights - CA $1,173
House
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like-icon9.2
Exceptional
(5 Reviews)
3 Bedrooms 2 Baths 6 Guests
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    Pet Friendly
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    Kitchen
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CA $242/Night 7 Nights - CA $1,691
RV Rental
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like-icon5.0
Average
(1 Review)
1 Bedroom 1 Bath 6 Guests
  • Pet Friendly
    Pet Friendly
  • Child Friendly
    Child Friendly
CA $165/Night 7 Nights - CA $1,156

Pennington Large Vacation Homes

House
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3 Bedrooms 1 Bath 10 Guests
  • Air Conditioner
    Air Conditioner
  • Internet
    Internet
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CA $258/Night 7 Nights - CA $1,807
House
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3 Bedrooms 1 Bath 10 Guests
  • Ocean View
    Ocean View
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    Balcony/Terrace
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CA $380/Night 7 Nights - CA $2,658

Why Choose Rent By Owner for your Pennington 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 Pennington

When should you plan your Vacation Rentals stay?

Choosing the optimal time to vacation here can enhance your experience, allowing you to enjoy the area's pleasant climate and local charm when conditions are ideal for outdoor activities and relaxation.

Peak Season Highlights

spring
Spring (March to May)

During spring, the region experiences a mild and pleasant climate, making it an ideal time for outdoor activities and enjoying the natural beauty of this destination.

Average Temperature Daytime: 70°F to 80°F - Nighttime: 50°F to 60°F
autumn
Fall (September to November)

Fall offers comfortable temperatures and fewer crowds, providing a perfect setting for exploring this area’s scenic surroundings at your leisure.

Average Temperature Daytime: 75°F to 85°F - Nighttime: 55°F to 65°F

Off-Season Highlights

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Summer (June to August)

Summer months bring warmer weather, which can be ideal for those who enjoy hot days, yet it tends to be busier with travelers seeking the sunshine and outdoor adventures.

Average Temperature Daytime: 85°F to 95°F - Nighttime: 65°F to 75°F
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Winter (December to February)

In winter, the area experiences cooler temperatures that may limit outdoor plans, but it offers a peaceful atmosphere for quiet retreats and cozy stays within the region.

Average Temperature Daytime: 45°F to 55°F - Nighttime: 30°F to 40°F

Weekly Weather Forecast for Pennington

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 fully equipped patio or BBQ area, perfect for meals under the stars.
  • Take advantage of spacious yards suitable for family games and outdoor activities.
  • Relax by a private swimming pool or hot tub, ideal for unwinding after exploring the region.
  • Benefit from access to scenic hiking or walking trails nearby, offering a chance to experience nature firsthand.
  • Make use of outdoor fire pits for cozy evenings and making memories around the fire.
  • Utilize covered porches or verandas that provide shade and a peaceful spot to enjoy the fresh air.
  • Explore the surrounding landscapes via bike-friendly paths or scenic routes accessible from here.
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Family Activities

  • Pennington City Park: Enjoy a family picnic or outdoor playtime at this well-maintained park located in the heart of the area.
  • The Pennington Nature Center: Explore nature trails and learn about local wildlife through educational programs suitable for all ages.
  • Local Heritage Museum: Discover the history of the region with engaging exhibits that provide a fun learning experience for children and adults alike.
  • Community Sports Complex: Participate in or watch sports games and activities designed to entertain families visiting this destination.
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Adult Activities

  • Explore the Pennington Nature Preserve: Discover tranquil hiking trails and scenic views that allow you to connect with the natural beauty of this region.
  • Visit local art galleries and studios: Immerse yourself in the area's vibrant art scene by browsing unique exhibitions and supporting regional artists.
  • Enjoy a round of golf at nearby courses: Tee off on well-maintained fairways that offer both relaxation and a bit of friendly competition amidst the region's picturesque landscape.
  • Experience outdoor recreational activities: Engage in fishing, kayaking, or birdwatching at various parks and waterways that showcase the region’s diverse ecosystem.

Pennington Travel Tips

How Can You Make the Most of Your Stay?

  • Plan Your Arrival Timing: Arriving during the off-peak hours can help you settle into your vacation rental smoothly and enjoy less crowded local spots.
  • Explore Local Dining Options: Take advantage of nearby eateries to experience authentic regional cuisine that complements your stay in the area.
  • Make Use of Nearby Outdoor Spaces: Embrace the natural surroundings by exploring parks or outdoor attractions close to your rental for a relaxing day out.
  • Communicate with Your Host: Reach out beforehand to coordinate check-in details and gather insider tips to enhance your visit here.

Transportation Options

  • Rental Car Services: Major rental companies operating locally provide convenient transportation options for exploring the area's scenic attractions and nearby destinations.
  • Local Taxi and Ride-Sharing Services: Reliable taxi providers and ride-sharing apps offer flexible, on-demand travel throughout this region, making it easy to navigate without a car.
  • Public Transportation: Limited but accessible bus services connect key points within the area, ideal for budget-conscious travelers seeking an eco-friendly way to get around.
  • Bicycle Rentals and Tours: For a more active experience, local bike rentals and guided tours allow you to enjoy the natural beauty of the region at your own pace.

Local Customs Options

  • Western Heritage Celebrations: Participating in local rodeo events and county fairs offers a glimpse into the region's rich cowboy traditions.
  • Southern Hospitality: Visitors often notice the warm friendliness and politeness that are characteristic of social interactions here.
  • Faith-Based Gatherings: Attending church services or community events reflects the area's strong religious roots and community spirit.
  • Local Cuisine Etiquette: Respect for traditional southern hospitality can be experienced through polite dining manners and appreciation for home-cooked meals that are common here.

Frequently Asked Questions About Pennington?

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

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

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

Currently, the total number of properties listed by Rent By Owner in 2026 is over 48 in the Pennington 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 Pennington. 

4. What is the cancellation policy for vacation rentals in this area?

The cancellation policy varies between properties. You should review the specific listing details or contact the property owner directly to understand the cancellation terms before booking.

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

Additional fees, such as cleaning or service charges, are typically outlined in the listing details. It's recommended to read through the property description carefully or reach out to the owner for clarification.

6. How do I ensure my reservation is secure and confirmed?

Reservations are generally secured through the booking platform's verified process. To confirm your stay, complete all required steps and communicate with the property owner if needed to ensure your reservation is guaranteed.

7. What amenities are usually included in vacation rentals in this region?

Amenities vary by property but often include essentials like Wi-Fi, kitchen facilities, and laundry options. Check the specific listing for detailed information on what is included during your stay.

8. Is there a minimum stay requirement for booking vacation rentals in this destination?

Minimum stay requirements can differ depending on the property and season. Review the individual listing or contact the owner directly to confirm any minimum night policies applicable to your travel dates.

Pennington Top Rated Vacation Rentals

Apartment
Map-icon
like-icon10.0
Exceptional
(1 Review)
1 Bedroom 1 Bath 2 Guests 676 ft²
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    Pool
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CA $174/Night 7 Nights - CA $1,215
House
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like-icon9.8
Exceptional
(8 Reviews)
1 Bedroom 1 Bath 2 Guests
  • Hot Tub
    Hot Tub
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    Fireplace/Heating
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CA $181/Night 7 Nights - CA $1,267
Cottage
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like-icon9.4
Exceptional
(29 Reviews)
1 Bedroom 1 Bath 2 Guests
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
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CA $206/Night 7 Nights - CA $1,442
Hotel
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like-icon5.8
Average
(223 Reviews)
1 Bath
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CA $122/Night 7 Nights - CA $854
House
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like-icon9.8
Exceptional
(29 Reviews)
1 Bedroom 1 Bath 2 Guests 660 ft²
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    Fireplace/Heating
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    Pool
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CA $125/Night 7 Nights - CA $873
Apartment
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like-icon5.0
Average
(2 Reviews)
2 Bedrooms 1 Bath 8 Guests
  • Private Pool
    Private Pool
  • Pool
    Pool
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CA $385/Night 7 Nights - CA $2,694
House
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3 Bedrooms 2 Baths 6 Guests
  • Hot Tub
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CA $178/Night 7 Nights - CA $1,246