Discover Your Perfect Upper Brookville Vacation Homes

Best Vacation Homes in Upper Brookville

9.4
Exceptional
(18 Reviews)
6 Guests 2 Bedrooms 1 Bathroom
Family Friendly Apartment
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
GB £254/Night For 7 Nights GB £1,776
9.1
Exceptional
(14 Reviews)
1194.79 ft² 6 Guests 1 Bedroom 2 Bathrooms
Apartment
  • Private Beach
  • Oceanfront
  • Fireplace/Heating
GB £213/Night For 7 Nights GB £1,488
8.0
Excellent
(1809 Reviews)
1 Bedroom 1 Bathroom
Family Friendly Hotel
  • Spa
  • Kitchen
  • Parking
GB £100/Night For 7 Nights GB £698
New
2 Guests 1 Bedroom 1 Bathroom
Family Friendly Cottage
  • Fireplace/Heating
  • Kitchen
  • Parking
GB £654/Night For 7 Nights GB £4,580
New
10763.91 ft² 4 Guests 1 Bedroom 1 Bathroom
Free Cancellation House
  • Pool
  • View
  • Parking
GB £241/Night For 7 Nights GB £1,686
New
4 Guests 2 Bedrooms 1 Bathroom
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Kitchen
GB £310/Night For 7 Nights GB £2,169
New
4 Guests 2 Bedrooms 1 Bathroom
Family Friendly House
  • Fireplace/Heating
  • Pool
  • Balcony/Terrace
GB £228/Night For 7 Nights GB £1,597
10.0
Exceptional
(21 Reviews)
8 Guests 5 Bedrooms 4 Bathrooms
Ocean View House
  • Private Pool
  • Oceanfront
  • Fireplace/Heating
GB £1,249/Night For 7 Nights GB £8,744

Upper Brookville Luxury Rentals

10.0
Exceptional
(10 Reviews)
16 Guests 6 Bedrooms 6 Bathrooms
Ocean View House
  • Private Pool
  • Oceanfront
  • Hot Tub
GB £2,734/Night For 7 Nights GB £19,139
10.0
Exceptional
(1 Review)
8 Guests 4 Bedrooms 3 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Pool
  • Pet Friendly
GB £1,811/Night For 7 Nights GB £12,679
New
12916.69 ft² 4 Guests 2 Bedrooms 1 Bathroom
Apartment
  • Parking
  • Air Conditioner
  • Internet
GB £745/Night For 7 Nights GB £5,217
4.0
Average
(1 Review)
6 Guests 3 Bedrooms 2 Bathrooms
Family Friendly House
  • Private Pool
  • Hot Tub
  • Fireplace/Heating
GB £409/Night For 7 Nights GB £2,861
7.2
Very Good
(1195 Reviews)
3498.27 ft² 6 Guests 70 Bedrooms 2 Bathrooms
Family Friendly Hotel
  • Fireplace/Heating
  • Parking
  • Air Conditioner
GB £386/Night For 7 Nights GB £2,699
9.4
Exceptional
(6 Reviews)
1400 ft² 5 Guests 3 Bedrooms 1 Bathroom
Family Friendly Apartment
  • Fireplace/Heating
  • Balcony/Terrace
  • Kitchen
GB £289/Night For 7 Nights GB £2,021
10.0
Exceptional
(1 Review)
12 Guests 7 Bedrooms 8 Bathrooms
Ocean View House
  • Private Pool
  • Oceanfront
  • Hot Tub
GB £3,730/Night For 7 Nights GB £26,111
New
12 Guests 8 Bedrooms 9 Bathrooms
Family Friendly House
  • Balcony/Terrace
  • Pet Friendly
  • Kitchen
GB £2,686/Night For 7 Nights GB £18,800

Upper Brookville Pet Friendly Vacation Rentals

New
12 Guests 6 Bedrooms 5 Bathrooms
Family Friendly House
  • Private Pool
  • Fireplace/Heating
  • Pool
GB £1,264/Night For 7 Nights GB £8,848
New
10 Guests 4 Bedrooms 1 Bathroom
Ocean View House
  • Fireplace/Heating
  • Ocean View
  • Balcony/Terrace
GB £1,202/Night For 7 Nights GB £8,411
New
13400 ft² 13 Guests 8 Bedrooms 10 Bathrooms
Family Friendly House
  • Private Pool
  • Pool
  • Balcony/Terrace
GB £1,109/Night For 7 Nights GB £7,760
4.6
Average
(5 Reviews)
8 Guests 3 Bedrooms 2 Bathrooms
Family Friendly House
  • Private Pool
  • Pool
  • Balcony/Terrace
GB £304/Night For 7 Nights GB £2,131

Upper Brookville Large Vacation Homes

10.0
Exceptional
(64 Reviews)
12000 ft² 14 Guests 6 Bedrooms 9 Bathrooms
Ocean View House
  • Private Pool
  • Oceanfront
  • Hot Tub
GB £765/Night For 7 Nights GB £5,353
New
90 Guests 7 Bedrooms 5 Bathrooms
Group Friendly Villa
  • Child Friendly
GB £1,083/Night For 7 Nights GB £7,583
New
12 Guests 6 Bedrooms 5 Bathrooms
Group Friendly House
  • Hot Tub
  • Fireplace/Heating
  • Air Conditioner
GB £730/Night For 7 Nights GB £5,113

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 35 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

New
8 Guests 3 Bedrooms 3 Bathrooms
Family Friendly Other
  • Private Pool
  • Pool
  • View
GB £607/Night For 7 Nights GB £4,246
New
4300 ft² 8 Guests 4 Bedrooms 5 Bathrooms
Family Friendly House
  • Pool
  • Balcony/Terrace
  • Kitchen
GB £560/Night For 7 Nights GB £3,917
New
1 Bedroom 1 Bathroom
Family Friendly Apartment
  • Pool
  • Kitchen
  • Air Conditioner
GB £74/Night For 7 Nights GB £517