Discover Your Perfect Five Points Vacation Homes

Best Vacation Homes in Five Points

House
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like-icon10.0
Exceptional
(16 Reviews)
2 Bedrooms 1 Bath 4 Guests
  • Parking
    Parking
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $211/Night 7 Nights - US $1,477
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Apartment
Map-icon
like-icon10.0
Exceptional
(10 Reviews)
2 Bedrooms 1 Bath 6 Guests 1194.79 ft²
  • Parking
    Parking
  • Skiing
    Skiing
More amenities
US $206/Night 7 Nights - US $1,442
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Villa
Map-icon
like-icon9.6
Exceptional
(5 Reviews)
1 Bedroom 1 Bath
  • Private Pool
    Private Pool
  • Parking
    Parking
More amenities
US $519/Night 7 Nights - US $3,635
House
Map-icon
like-icon10.0
Exceptional
(10 Reviews)
1 Bedroom 1 Bath 3 Guests 280 ft²
  • Parking
    Parking
  • Kitchen
    Kitchen
More amenities
US $381/Night 7 Nights - US $2,666
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Ski Chalet
Map-icon
like-icon10.0
Exceptional
(1 Review)
5 Bedrooms 4 Baths 12 Guests 4004.17 ft²
  • Parking
    Parking
  • Air Conditioner
    Air Conditioner
More amenities
US $817/Night 7 Nights - US $5,717
House
Map-icon
like-icon10.0
Exceptional
(8 Reviews)
2 Bedrooms 1 Bath 4 Guests 10000 ft²
  • Private Pool
    Private Pool
  • Hot Tub
    Hot Tub
More amenities
US $626/Night 7 Nights - US $4,381
House
Map-icon
like-icon10.0
Exceptional
(8 Reviews)
2 Bedrooms 1 Bath 4 Guests 324 ft²
  • Parking
    Parking
  • Kitchen
    Kitchen
More amenities
US $433/Night 7 Nights - US $3,030
Apartment
Map-icon
like-icon10.0
Exceptional
(7 Reviews)
1 Bedroom 1 Bath 4 Guests
  • Parking
    Parking
  • Kitchen
    Kitchen
More amenities
US $191/Night 7 Nights - US $1,337

Five Points Luxury Rentals

House
Map-icon
like-icon10.0
Exceptional
(40 Reviews)
5 Bedrooms 6 Baths 12 Guests 5120 ft²
  • Parking
    Parking
  • Skiing
    Skiing
More amenities
US $3,065/Night 7 Nights - US $21,456
Ski Chalet
Map-icon
like-icon10.0
Exceptional
(8 Reviews)
7 Bedrooms 5 Baths 38 Guests 4800 ft²
  • Hot Tub
    Hot Tub
  • Parking
    Parking
More amenities
US $2,926/Night 7 Nights - US $20,484
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House
Map-icon
6 Bedrooms 4 Baths 17 Guests 3713.55 ft²
  • Hot Tub
    Hot Tub
  • Parking
    Parking
More amenities
US $2,754/Night 7 Nights - US $19,278
Ski Chalet
Map-icon
like-icon10.0
Exceptional
(23 Reviews)
5 Bedrooms 2 Baths 24 Guests 2700 ft²
  • Hot Tub
    Hot Tub
  • Parking
    Parking
More amenities
US $1,929/Night 7 Nights - US $13,506
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Ski Chalet
Map-icon
4 Bedrooms 3 Baths 10 Guests 2497.23 ft²
  • Hot Tub
    Hot Tub
  • Parking
    Parking
More amenities
US $1,734/Night 7 Nights - US $12,138
House
Map-icon
like-icon10.0
Exceptional
(60 Reviews)
6 Bedrooms 3 Baths 20 Guests
  • Hot Tub
    Hot Tub
  • Parking
    Parking
More amenities
US $1,646/Night 7 Nights - US $11,521
Ski Chalet
Map-icon
like-icon10.0
Exceptional
(46 Reviews)
6 Bedrooms 3 Baths 26 Guests
  • Hot Tub
    Hot Tub
  • Parking
    Parking
More amenities
US $1,503/Night 7 Nights - US $10,524
Ski Chalet
Map-icon
like-icon9.6
Exceptional
(9 Reviews)
8 Bedrooms 3 Baths 10 Guests
  • Hot Tub
    Hot Tub
  • Parking
    Parking
More amenities
US $1,442/Night 7 Nights - US $10,097

Five Points Pet Friendly Vacation Rentals

House
Map-icon
like-icon10.0
Exceptional
(5 Reviews)
2 Bedrooms 1 Bath 4 Guests 324 ft²
  • Parking
    Parking
  • Kitchen
    Kitchen
More amenities
US $433/Night 7 Nights - US $3,030
star-icons-4
Ski Chalet
Map-icon
like-icon9.0
Exceptional
(2 Reviews)
6 Bedrooms 4 Baths 17 Guests 2701.74 ft²
  • Hot Tub
    Hot Tub
  • Parking
    Parking
More amenities
US $811/Night 7 Nights - US $5,675
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Cabin
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1 Bedroom 1 Bath
  • Parking
    Parking
  • Kitchen
    Kitchen
More amenities
US $477/Night 7 Nights - US $3,339
House
Map-icon
like-icon10.0
Exceptional
(2 Reviews)
2 Bedrooms 1 Bath 4 Guests 324 ft²
  • Parking
    Parking
  • Kitchen
    Kitchen
More amenities
US $433/Night 7 Nights - US $3,030
star-icons-4
Ski Chalet
Map-icon
like-icon9.0
Exceptional
(1 Review)
5 Bedrooms 3 Baths 12 Guests 3003.13 ft²
  • Hot Tub
    Hot Tub
  • Parking
    Parking
More amenities
US $870/Night 7 Nights - US $6,090
House
Map-icon
like-icon10.0
Exceptional
(2 Reviews)
1 Bedroom 1 Bath 3 Guests 396 ft²
  • Parking
    Parking
  • Kitchen
    Kitchen
More amenities
US $368/Night 7 Nights - US $2,579
Cabin
Map-icon
like-icon10.0
Exceptional
(2 Reviews)
2 Bedrooms 1 Bath 8 Guests
  • Parking
    Parking
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $255/Night 7 Nights - US $1,788
Apartment
Map-icon
like-icon9.8
Exceptional
(82 Reviews)
1 Bedroom 1 Bath 4 Guests 1000 ft²
  • Parking
    Parking
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $203/Night 7 Nights - US $1,424

Five Points Large Vacation Homes

House
Map-icon
like-icon9.6
Exceptional
(55 Reviews)
2 Bedrooms 3 Baths 10 Guests 2500 ft²
  • Hot Tub
    Hot Tub
  • Parking
    Parking
More amenities
US $240/Night 7 Nights - US $1,677
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House
Map-icon
like-icon9.6
Exceptional
(7 Reviews)
5 Bedrooms 2 Baths 8 Guests 1851.39 ft²
  • Hot Tub
    Hot Tub
  • Parking
    Parking
More amenities
US $405/Night 7 Nights - US $2,835
New
Ski Chalet
Map-icon
like-icon10.0
Exceptional
(9 Reviews)
4 Bedrooms 3 Baths 14 Guests
  • Hot Tub
    Hot Tub
  • Parking
    Parking
More amenities
US $902/Night 7 Nights - US $6,316
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House
Map-icon
like-icon9.6
Exceptional
(7 Reviews)
4 Bedrooms 3 Baths 10 Guests 1743.75 ft²
  • Parking
    Parking
  • Air Conditioner
    Air Conditioner
More amenities
US $391/Night 7 Nights - US $2,739
Cabin
Map-icon
like-icon10.0
Exceptional
(51 Reviews)
6 Bedrooms 3 Baths 18 Guests 2700 ft²
  • Hot Tub
    Hot Tub
  • Parking
    Parking
More amenities
US $614/Night 7 Nights - US $4,301
Cabin
Map-icon
like-icon10.0
Exceptional
(42 Reviews)
6 Bedrooms 3 Baths 17 Guests 3717 ft²
  • Hot Tub
    Hot Tub
  • Parking
    Parking
More amenities
US $657/Night 7 Nights - US $4,602
House
Map-icon
like-icon10.0
Exceptional
(34 Reviews)
5 Bedrooms 2 Baths 10 Guests 1950 ft²
  • Hot Tub
    Hot Tub
  • Parking
    Parking
More amenities
US $424/Night 7 Nights - US $2,970
Cabin
Map-icon
like-icon10.0
Exceptional
(28 Reviews)
5 Bedrooms 2 Baths 12 Guests 3000 ft²
  • Hot Tub
    Hot Tub
  • Parking
    Parking
More amenities
US $563/Night 7 Nights - US $3,941

Why Choose Rent By Owner for your Five Points 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 Five Points

When should you plan your Vacation Rentals stay?

Choosing the optimal time to plan your getaway can enhance your experience, especially when visiting this vibrant part of New York, ensuring you enjoy the region's unique atmosphere at its best.

Peak Season Highlights

summer
Summer (June to August)

During the summer months, you can enjoy warmer weather and lively local events that make this area particularly vibrant. Booking your vacation rentals early can ensure a comfortable stay amidst the peak tourist influx.

Average Temperature Daytime: 78°F - Nighttime: 65°F
autumn
Fall (September to November)

Autumn offers cooler days with colorful foliage reflecting the region's scenic beauty. This is an ideal time to secure a vacation rental for a peaceful retreat before the winter crowds arrive.

Average Temperature Daytime: 70°F - Nighttime: 50°F

Off-Season Highlights

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Winter (December to February)

In the winter, fewer visitors mean more tranquil surroundings and the chance to find better deals on vacation rentals. The chillier temperatures create a cozy atmosphere perfect for relaxing indoors or exploring the quieter streets.

Average Temperature Daytime: 40°F - Nighttime: 28°F
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Spring (March to May)

Spring brings milder weather and blossoming scenery, making it a pleasant time for enjoying a peaceful visit. Off-peak rates are common, providing excellent opportunities for budget-friendly vacation rentals here.

Average Temperature Daytime: 60°F - Nighttime: 42°F

Weekly Weather Forecast for Five Points

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 seating areas perfect for relaxing and dining al fresco.
  • Take advantage of private gardens or landscaped yards to unwind amidst greenery.
  • Look for outdoor BBQ grills to host cookouts during your stay here.
  • Find access to nearby parks or nature trails for outdoor recreation and exploration.
  • Utilize outdoor patios or decks to enjoy the pleasant weather of the region.
  • Benefit from parking spaces suitable for outdoor activities, making excursions easier.
  • Seek properties with swimming pools or outdoor hot tubs for added relaxation outside.
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Family Activities

  • Five Points Historic Tour: Immerse yourself in the area's rich cultural history by exploring this neighborhood’s landmarks and heritage sites, perfect for engaging family outings.
  • Central Park Play Areas: Enjoy a day outdoors at nearby Central Park's designated children's zones, offering safe and fun spaces for kids to play and explore.
  • Local Art Workshops: Participate in family-friendly art classes in the region that foster creativity and provide memorable experiences for all ages.
  • Community Festivals: Attend seasonal festivals hosted locally, where you can experience regional traditions, music, and food with your loved ones.
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Adult Activities

  • Art Galleries and Cultural Spots: Explore the vibrant art scene at local galleries that showcase the region’s creative talents, perfect for an enriching afternoon in this destination.
  • Live Music Venues: Experience the energetic atmosphere of live music performances at popular venues where you can enjoy a variety of genres during your stay.
  • Craft Breweries and Wine Bars: Indulge in tasting sessions at renowned breweries and wine bars that highlight the area's craft beverage scene.
  • Fine Dining Experiences: Savor exceptional cuisine at upscale restaurants that offer a diverse range of flavors, ideal for memorable evenings here.

Five Points 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 flavors and immerse yourself in the local food scene during your stay.
  • Plan Outdoor Activities: Make time for outdoor adventures, such as parks or scenic spots, to experience the natural beauty that surrounds this destination.
  • Discover Cultural Events: Check the regional event calendar for festivals or exhibitions that can enrich your visit and connect you with the community.
  • Choose Prime Locations: Select vacation rentals situated near key attractions or transportation hubs for added convenience and a more relaxed experience here.

Transportation Options

  • New York City Subway: You can access the region's extensive subway system here, providing quick and affordable transportation around the city.
  • Bus Services: Local bus routes connect this destination to nearby neighborhoods and attractions, offering an easy way to explore without a car.
  • Taxis and Rideshare: Taxis and rideshare services like Uber and Lyft are readily available for convenient point-to-point travel within the area.
  • Biking and Scooter Rentals: For a more active option, bike and electric scooter rentals allow you to navigate the neighborhood at your own pace while enjoying the surroundings.

Local Customs Options

  • Historic Preservation:** You’ll find a deep respect for the area's rich history, reflected in local customs that celebrate and preserve its unique heritage.
  • Community Gatherings:** Participating in neighborhood festivals and events is common here, emphasizing the region's strong sense of community and collective spirit.
  • Culinary Traditions:** Local customs often involve sharing traditional dishes that highlight regional flavors and culinary history.
  • Artistic Expression:** The area has a vibrant arts scene where local residents frequently engage in artistic traditions that showcase its creative culture.

Frequently Asked Questions About Five Points?

2. Which vacation homes in Five Points are best for families?

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

3. How many Rentbyowner vacation rentals are available in Five Points?

Currently, the total number of properties listed by Rent By Owner in 2026 is over 209 in the Five Points 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 Five Points. 

4. What is the cancellation policy for vacation rentals in Five Points, New York?

Cancellation policies vary depending on the property owner. To understand the specific terms, please review the listing details carefully or contact the host directly before booking.

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

Additional fees such as cleaning, service charges, or local taxes may apply. Check the listing description for a complete breakdown of all potential costs before confirming your reservation.

6. How do I find accommodations that fit my specific needs in this area?

You can filter vacation rentals based on amenities, size, and other preferences directly on the booking platform to find options that best suit your travel requirements.

7. Can I see photos and read reviews before booking my stay?

Yes, each property listing includes detailed photos and guest reviews to help you make an informed decision about your stay.

8. Is it easy to communicate with the host during my stay?

Most listings provide a direct messaging feature or contact information for the host, making it simple to ask questions or request assistance during your stay in this destination.

Five Points Top Rated Vacation Rentals

House
Map-icon
like-icon10.0
Exceptional
(39 Reviews)
3 Bedrooms 2 Baths 6 Guests 1200 ft²
  • Private Pool
    Private Pool
  • Parking
    Parking
More amenities
US $352/Night 7 Nights - US $2,464
Cabin
Map-icon
like-icon10.0
Exceptional
(8 Reviews)
3 Bedrooms 2 Baths 8 Guests 1300 ft²
  • Hot Tub
    Hot Tub
  • Parking
    Parking
More amenities
US $382/Night 7 Nights - US $2,675
House
Map-icon
like-icon9.8
Exceptional
(9 Reviews)
3 Bedrooms 1 Bath 12 Guests
  • Parking
    Parking
  • Pool
    Pool
More amenities
US $255/Night 7 Nights - US $1,788