Discover Your Perfect Upper Brookville Vacation Homes

Best Vacation Homes in Upper Brookville

Apartment
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like-icon9.4
Exceptional
(19 Reviews)
2 Bedrooms 1 Bath 6 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
£257/Night 7 Nights - £1,798
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Apartment
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like-icon8.6
Fabulous
(16 Reviews)
1 Bedroom 2 Baths 6 Guests 1194.79 ft²
  • Private Beach
    Private Beach
  • Oceanfront
    Oceanfront
More amenities
£212/Night 7 Nights - £1,486
Hotel
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like-icon8.0
Excellent
(1845 Reviews)
1 Bath
  • Spa
    Spa
  • Kitchen
    Kitchen
More amenities
£120/Night 7 Nights - £840
House
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like-icon5.8
Average
(6 Reviews)
2 Bedrooms 1 Bath 3 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Air Conditioner
    Air Conditioner
More amenities
£110/Night 7 Nights - £771
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Apartment
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2 Bedrooms 1 Bath 4 Guests 12916.69 ft²
  • Parking
    Parking
  • Air Conditioner
    Air Conditioner
More amenities
£744/Night 7 Nights - £5,209
Cottage
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1 Bedroom 1 Bath 2 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Kitchen
    Kitchen
More amenities
£653/Night 7 Nights - £4,573
House
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2 Bedrooms 1 Bath 4 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
£309/Night 7 Nights - £2,165
House
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like-icon10.0
Exceptional
(10 Reviews)
6 Bedrooms 5 Baths 12 Guests 7200 ft²
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
£2,411/Night 7 Nights - £16,877

Upper Brookville Luxury Rentals

House
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like-icon10.0
Exceptional
(1 Review)
4 Bedrooms 3 Baths 8 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
£1,809/Night 7 Nights - £12,660
House
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5 Bedrooms 4 Baths 8 Guests
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
£1,247/Night 7 Nights - £8,731
Apartment
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like-icon9.4
Exceptional
(6 Reviews)
3 Bedrooms 1 Bath 5 Guests 1400 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
£423/Night 7 Nights - £2,961
House
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like-icon4.0
Average
(1 Review)
3 Bedrooms 2 Baths 6 Guests
  • Private Pool
    Private Pool
  • Hot Tub
    Hot Tub
More amenities
£408/Night 7 Nights - £2,857
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Hotel
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like-icon7.8
Very Good
(1296 Reviews)
2 Baths 3498.27 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Parking
    Parking
More amenities
£385/Night 7 Nights - £2,695
House
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like-icon10.0
Exceptional
(1 Review)
7 Bedrooms 8 Baths 12 Guests
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
£3,725/Night 7 Nights - £26,072
House
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8 Bedrooms 9 Baths 12 Guests
  • Balcony/Terrace
    Balcony/Terrace
  • Pet Friendly
    Pet Friendly
More amenities
£2,682/Night 7 Nights - £18,772
House
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6 Bedrooms 5 Baths 12 Guests
  • Private Pool
    Private Pool
  • Fireplace/Heating
    Fireplace/Heating
More amenities
£1,262/Night 7 Nights - £8,835

Upper Brookville Pet Friendly Vacation Rentals

House
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4 Bedrooms 1 Bath 10 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Ocean View
    Ocean View
More amenities
£1,200/Night 7 Nights - £8,398
House
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8 Bedrooms 10 Baths 13 Guests 13400 ft²
  • Private Pool
    Private Pool
  • Pool
    Pool
More amenities
£1,107/Night 7 Nights - £7,749
House
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like-icon4.6
Average
(5 Reviews)
3 Bedrooms 2 Baths 8 Guests
  • Private Pool
    Private Pool
  • Pool
    Pool
More amenities
£304/Night 7 Nights - £2,127

Upper Brookville Large Vacation Homes

House
Map-icon
like-icon10.0
Exceptional
(64 Reviews)
6 Bedrooms 9 Baths 14 Guests 12000 ft²
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
£764/Night 7 Nights - £5,345
Villa
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7 Bedrooms 5 Baths 90 Guests
  • Child Friendly
    Child Friendly
£1,082/Night 7 Nights - £7,572
House
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6 Bedrooms 5 Baths 12 Guests
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
£729/Night 7 Nights - £5,105

Why Choose Rent By Owner for your Upper Brookville 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 Brookville

When should you plan your Vacation Rentals stay?

Choosing the optimal time to visit here ensures you can enjoy all that this destination has to offer, while also taking advantage of the best rental availability and rates in the region.

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 in the area. It's ideal for outdoor activities and exploring local attractions.

Average Temperature Daytime: 75°F to 85°F - Nighttime: 60°F to 70°F
autumn
Fall (September to November)

During this period, the region offers stunning autumn foliage and pleasant temperatures, making it a favorite season for nature lovers and those seeking picturesque scenery.

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

Off-Season Highlights

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Winter (December to February)

The winter months bring quieter surroundings and cooler weather, perfect for visitors looking for a peaceful retreat or cozy getaways with fewer crowds.

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

As the area begins to awaken from winter, you can expect mild temperatures and blooming landscapes, offering a serene atmosphere before the summer rush.

Average Temperature Daytime: 50°F to 65°F - Nighttime: 35°F to 45°F

Weekly Weather Forecast for Upper Brookville

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

  • You can enjoy a private outdoor swimming pool, perfect for relaxing and cooling off during your stay.
  • Many properties offer expansive gardens or landscaped yards where you can unwind amidst nature.
  • A well-equipped patio or deck area provides an ideal space for outdoor dining or entertaining guests.
  • Look for amenities like outdoor fire pits or fireplaces to cozy up on cooler evenings in this scenic region.
  • Some rentals feature tennis courts or other sports facilities to stay active during your visit here.
  • Enjoy the beauty of lush lawns or green spaces that are great for picnics and outdoor games.
  • Many properties have direct access to hiking trails or outdoor recreational areas nearby for exploring the area's natural scenery.
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Family Activities

  • Old Westbury Gardens: Explore this historic estate’s beautiful gardens and sprawling grounds, perfect for family picnics and outdoor adventures in the area.
  • Adventureland Amusement Park: Enjoy a day of fun with classic rides and attractions that make for an exciting outing suitable for children and teenagers alike.
  • Jericho Turnpike Shopping & Entertainment: Discover family-friendly shopping centers, theaters, and casual dining options along this bustling corridor nearby.
  • Jones Beach State Park: Experience sandy beaches, boardwalk strolls, and nature walks, offering a relaxing family day in the scenic region by the coast.
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Adult Activities

  • Golfing at The Creek: You can enjoy a relaxing round of golf at this scenic course, perfect for unwinding amidst lush landscapes in the region.
  • Exploring Historic Sites: Delve into the area's rich history by visiting local landmarks that offer insight into the destination's fascinating past.
  • Fine Dining Experiences: The region boasts a variety of upscale restaurants where you can indulge in gourmet cuisine and sophisticated ambiance.
  • Spa and Wellness Centers: Rejuvenate your body and mind at nearby spas that provide luxurious treatments, making your stay here truly restorative.

Other Places to Stay in Upper Brookville, NY

Planting Fields Arboretum State Historic Park

Upper Brookville Travel Tips

How Can You Make the Most of Your Stay?

  • Plan Ahead for Local Adventures: Research popular outdoor activities and scenic spots nearby to enhance your experience in this scenic region.
  • Explore Unique Dining Experiences: Take advantage of local eateries and farm-to-table restaurants to enjoy authentic regional flavors during your stay.
  • Optimize Your Travel Timing: Visit during the shoulder seasons to avoid crowds and enjoy more tranquil surroundings in this peaceful destination.
  • Utilize Nearby Amenities: Make use of the area’s parks, trails, and cultural sites to fully immerse yourself in the local vibe while staying comfortable in your vacation rental.

Transportation Options

  • Long Island Rail Road: This regional train service offers convenient access from the area to New York City and other major destinations on Long Island.
  • Taxi and Rideshare Services: Reliable options like taxis, Uber, and Lyft provide flexible transportation around this peaceful region and its surrounds.
  • Private Car Rentals: Renting a private vehicle in Upper Brookville allows you to explore nearby attractions and the scenic countryside at your own pace.
  • Local Bus Services: Local bus routes connect key points within the region, offering an economical way to get around here and discover the area's natural beauty.

Local Customs Options

  • Traditional Celebrations: Participating in local festivities, such as seasonal parades and community events, offers a genuine taste of the area's cultural heritage.
  • Dining Etiquette: Respect for quiet conversation and polite manners are highly appreciated when dining in this region’s charming restaurants.
  • Historical Respect: Acknowledging the area’s history by visiting local landmarks and observing preservation efforts shows appreciation for its tradition.
  • Quiet Hours: Maintaining a peaceful atmosphere during designated quiet hours helps guests blend seamlessly into the tranquil community here.

Frequently Asked Questions About Upper Brookville?

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

If you are looking for a family-friendly vacation home in Upper Brookville, 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 Brookville:

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

Currently, the total number of properties listed by Rent By Owner in 2026 is over 34 in the Upper Brookville 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 Brookville. 

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

Cancellation policies vary by property, so it's important to review the specific listing details. Some may offer flexible options, while others have more strict rules. Check the listing or contact the host directly for precise information.

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

Additional fees, such as cleaning fees or service charges, are typically detailed in the listing description. Always review the total price breakdown before finalizing your reservation to ensure transparency.

6. How do I secure my booking for a vacation rental in this region?

To secure your stay, you'll need to follow the booking process outlined on the listing, which often involves providing payment details and confirming your dates. Contact the host if you have questions about the process or specific requirements.

7. What amenities can I expect at vacation rentals here?

Amenities vary between properties but commonly include essentials like Wi-Fi, parking, and fully equipped kitchens. For details on what each rental offers, review the property description or reach out to the host directly.

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

Minimum stay policies depend on the individual property and can range from one night to several nights. Be sure to check the specific listing's terms to confirm the required length of stay before booking.

Upper Brookville Top Rated Vacation Rentals

Other
Map-icon
3 Bedrooms 3 Baths 8 Guests
  • Private Pool
    Private Pool
  • Pool
    Pool
More amenities
£606/Night 7 Nights - £4,239
House
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4 Bedrooms 5 Baths 8 Guests 4300 ft²
  • Pool
    Pool
  • Balcony/Terrace
    Balcony/Terrace
More amenities
£559/Night 7 Nights - £3,911
House
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2 Bedrooms 1 Bath 4 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
£321/Night 7 Nights - £2,247
Apartment
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1 Bedroom 1 Bath
  • Pool
    Pool
  • Kitchen
    Kitchen
More amenities
£74/Night 7 Nights - £516