Discover Your Perfect Crittenden Vacation Homes

Crittenden Luxury Rentals

10.0 (16 Reviews)
House
The woods at spring creek
  • Air Conditioner
  • Parking
  • Pet Friendly
View Availability
See More Crittenden Luxury Vacation Rentals
Find More Crittenden Villas, Resorts, & Rentals on BedroomVillas

Crittenden Pet Friendly Vacation Rentals

|
9.6 (199 Reviews)
Bed & Breakfast
Asa Ransom House
  • Air Conditioner
  • Parking
  • Pet Friendly
View Availability
7.3 (200 Reviews)
Cabin
Econo Lodge Darien Lakes
  • Air Conditioner
  • Parking
  • Pet Friendly
View Availability
See More Pet-Friendly Vacation Rentals in Crittenden on PetFriendly.io

Why Choose Rent By Owner for your Crittenden Vacation Rental Homes?

What makes our Vacation Rentals special?

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

Best Times to Visit Crittenden

When should you plan your Vacation Rentals stay?

Timing your visit to this destination ensures you experience its best weather and local events, making your stay in the region truly memorable when you choose the right moment to book your vacation rentals here.

Peak Season Highlights

summer
Summer (June to August)

This is the most popular time to visit, as you can enjoy warm weather and longer daylight hours. The region becomes lively with outdoor activities, making it ideal for those seeking an active getaway.

Average Temperature Daytime: around 75°F to 85°F - Nighttime: about 55°F to 65°F
autumn
Fall (September to November)

During these months, the area's natural beauty shines with vibrant foliage. It's a perfect season for scenic drives and enjoying the crisp air while exploring local scenery.

Average Temperature Daytime: roughly 60°F to 70°F - Nighttime: approximately 40°F to 50°F

Off-Season Highlights

image
Winter (December to February)

You may find fewer crowds and better deals during this time, suitable for cozy getaways. The cooler weather lends itself well to indoor relaxation and scenic winter views.

Average Temperature Daytime: around 30°F to 40°F - Nighttime: near 20°F to 30°F
image
Spring (March to May)

As the region transitions into bloom, you'll experience quieter surroundings and more affordable accommodations. It's an excellent choice for peaceful exploration before the summer rush begins.

Average Temperature Daytime: about 50°F to 60°F - Nighttime: roughly 30°F to 40°F

Weekly Weather Forecast for Crittenden

How to Book Your Crittenden 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 Crittenden

More Top-Rated Vacation Rentals in Crittenden 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 a private outdoor space with a backyard or patio for relaxing and entertaining.
  • Take advantage of a fully-equipped grilling area to prepare meals outdoors.
  • Make the most of scenic views from a spacious balcony or deck overlooking the region.
  • Benefit from access to a swimming pool or hot tub for leisure after exploring nearby attractions.
  • Explore nearby walking trails or paved pathways suitable for biking and jogging.
  • Utilize outdoor dining areas to host gatherings amid the area's natural beauty.
  • Experience the convenience of on-site parking and easy access to outdoor recreational facilities.

Top Attractions Around Crittenden

What attractions are nearby?

In this charming region, you can explore a variety of outdoor activities and local attractions that showcase the natural beauty and cultural heritage nearby your vacation rental in Crittenden, New York.

image
image

Family Activities

  • Bear Mountain State Park: You can enjoy outdoor adventures in this scenic park, offering hiking trails, picnicking areas, and stunning views suitable for family outings.
  • The Hudson River: Spend a day exploring this historic waterway with family-friendly boat tours and lakeside activities that highlight the natural beauty of the region.
  • Storm King Art Center: Experience the impressive outdoor sculpture park that provides engaging art installations and walking paths perfect for a family day trip.
  • West Point Military Academy: Discover the rich history of this prestigious institution through guided tours and family-friendly exhibits that are both educational and inspiring.
image

Adult Activities

  • Wine Tasting Tours: Explore local wineries in the area, where you can enjoy guided tastings and learn about regional grape varieties.
  • Golfing Experiences: Play a round at nearby golf courses designed to offer an enjoyable challenge amidst scenic surroundings.
  • Historic Site Visits: Discover the region's rich history by visiting preserved landmarks that showcase its cultural heritage.
  • Fine Dining: Indulge in gourmet meals at acclaimed restaurants, providing a perfect setting for relaxing evenings during your stay.

Crittenden Travel Tips

How Can You Make the Most of Your Stay?

  • Plan for outdoor exploration: Take advantage of the area's scenic landscapes by scheduling outdoor activities to fully enjoy the natural beauty surrounding your vacation rental.
  • Explore local dining options: Discover nearby eateries and farm-to-table restaurants to savor authentic regional flavors during your stay in this destination.
  • Check proximity to key attractions: When choosing your vacation rental, consider locations close to popular spots to maximize your time and convenience here.
  • Prepare for the climate: Pack appropriate clothing tailored to the season in this region to ensure a comfortable and enjoyable visit at any time of year.

Transportation Options

  • Local Bus Services: You can utilize regional bus routes that connect this area with nearby towns and transportation hubs, making it convenient to explore around without a car.
  • Rental Cars: Renting a vehicle offers flexibility and comfort as you navigate this destination and its surrounding region at your own pace.
  • Taxi and Ride-Sharing: Taxis and ride-sharing services provide on-demand transportation, ideal for quick trips within the area or to specific destinations.
  • Proximity to Major Airports: The region is accessible via nearby airports, offering travelers a straightforward way to reach their vacation rentals here from afar.

Local Customs Options

  • Local Farming Traditions: You’ll notice that agriculture plays a key role here, with community events celebrating the region’s farming heritage and seasonal harvest festivals.
  • Historical Celebrations: Participating in local commemorations helps you connect with the area's rich history and respect longstanding customs passed down through generations.
  • Community Hospitality: Expect a welcoming atmosphere where neighbors often gather for traditional events, reflecting the region's friendly and close-knit spirit.
  • Seasonal Festivals: This destination hosts various seasonal festivals that highlight local crafts, foods, and traditions, offering you an authentic cultural experience during your stay.

Frequently Asked Questions About Crittenden?

1. What are the top vacation rentals in Crittenden?

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

2. How many vacation rentals have private pools in Crittenden?

There are 7 vacation rentals with private pools near Crittenden. Top-rated RBO homes that have access to a swimming pool include:

3. Which vacation homes in Crittenden are best for families?

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

4. How many Rentbyowner vacation rentals are available in Crittenden?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 176 in the Crittenden 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 Crittenden. 

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

Cancellation policies vary depending on the property owner. You will need to review the specific listing details or contact the host directly to understand the terms and any applicable fees.

6. How do I secure a reservation for a vacation rental here?

Reservations are made through the booking platform by selecting your preferred dates and completing the booking process. For certain properties, a deposit may be required to confirm your stay.

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

Additional fees such as cleaning charges, service fees, or local taxes might apply. These will be clearly outlined during the booking process or in the property listing.

8. What amenities can I expect in vacation rentals around here?

The amenities differ from property to property, but most offer essentials like Wi-Fi, parking, or kitchen facilities. To find out about specific amenities, review the property description carefully or reach out to the host.

9. Is it possible to extend my stay if I enjoy my time here?

Extensions depend on availability and must be requested directly with the property owner or manager. It’s best to communicate your plans early to ensure accommodation continuity.