Discover Your Perfect Whitman Vacation Homes

Best Vacation Homes in Whitman

10.0
Exceptional
(4 Reviews)
190 ft² 4 Guests 1 Bedroom 1 Bathroom
Family Friendly Cabin
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
US $95/Night For 7 Nights US $665
10.0
Exceptional
(1 Review)
2098.96 ft² 6 Guests 3 Bedrooms 1 Bathroom
House
  • Fireplace/Heating
  • Parking
  • Internet
US $162/Night For 7 Nights US $1,136
7.2
Very Good
(842 Reviews)
1 Bathroom
Family Friendly Hotel
  • Balcony/Terrace
  • Breakfast
  • Kitchen
US $85/Night For 7 Nights US $596
New
10 Guests 1 Bedroom 1 Bathroom
Family Friendly RV Rental
  • Fireplace/Heating
  • Pet Friendly
  • Parking
US $44/Night For 7 Nights US $306
10.0
Exceptional
(1 Review)
2400.35 ft² 6 Guests 4 Bedrooms 2 Bathrooms
Free Cancellation House
  • Fireplace/Heating
  • Parking
  • Internet
US $636/Night For 7 Nights US $4,454
10.0
Exceptional
(16 Reviews)
8 Guests 2 Bedrooms 1 Bathroom
Family Friendly Cabin
  • Fireplace/Heating
  • Pet Friendly
  • Kitchen
US $361/Night For 7 Nights US $2,526
10.0
Exceptional
(1 Review)
6 Guests 1 Bedroom 1 Bathroom
Pet Friendly Apartment
  • Fireplace/Heating
  • Pet Friendly
  • Internet
US $109/Night For 7 Nights US $765
9.8
Exceptional
(118 Reviews)
4 Guests 1 Bedroom 1 Bathroom
Family Friendly Cabin
  • Fireplace/Heating
  • Balcony/Terrace
  • Kitchen
US $173/Night For 7 Nights US $1,213

Whitman Luxury Rentals

9.8
Exceptional
(40 Reviews)
4780 ft² 25 Guests 9 Bedrooms 4 Bathrooms
Ocean View House
  • Hot Tub
  • Spa
  • Fireplace/Heating
US $1,127/Night For 7 Nights US $7,887
9.0
Exceptional
(2 Reviews)
2604.87 ft² 12 Guests 6 Bedrooms 2 Bathrooms
House
  • Parking
  • Internet
  • Child Friendly
US $736/Night For 7 Nights US $5,152
New
11 Guests 3 Bedrooms 2 Bathrooms
Family Friendly House
  • Pet Friendly
  • Kitchen
  • Parking
US $715/Night For 7 Nights US $5,005
New
6 Guests 2 Bedrooms 2 Bathrooms
House
  • Security/Safety
US $700/Night For 7 Nights US $4,902
10.0
Exceptional
(19 Reviews)
2600 ft² 12 Guests 6 Bedrooms 2 Bathrooms
Family Friendly Cabin
  • Fireplace/Heating
  • Kitchen
  • Parking
US $690/Night For 7 Nights US $4,829
10.0
Exceptional
(9 Reviews)
2400 ft² 6 Guests 4 Bedrooms 2 Bathrooms
Family Friendly Cabin
  • Fireplace/Heating
  • Balcony/Terrace
  • Kitchen
US $629/Night For 7 Nights US $4,402
10.0
Exceptional
(17 Reviews)
1536 ft² 2 Bathrooms
Family Friendly Hotel
  • Fireplace/Heating
  • Balcony/Terrace
  • Kitchen
US $580/Night For 7 Nights US $4,061
New
8 Guests 5 Bedrooms 3 Bathrooms
Group Friendly House
  • Fireplace/Heating
  • Air Conditioner
  • Child Friendly
US $570/Night For 7 Nights US $3,991

Whitman Pet Friendly Vacation Rentals

9.6
Exceptional
(113 Reviews)
4 Guests 2 Bedrooms 1 Bathroom
Family Friendly Cabin
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
US $198/Night For 7 Nights US $1,386
New
2109.73 ft² 12 Guests 3 Bedrooms 3 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Pet Friendly
  • Parking
US $142/Night For 7 Nights US $994
6.0
Good
(2 Reviews)
8 Guests 2 Bedrooms 1 Bathroom
Family Friendly House
  • Hot Tub
  • Fireplace/Heating
  • Pool
US $189/Night For 7 Nights US $1,321
New
2002.09 ft² 10 Guests 5 Bedrooms 2 Bathrooms
House
  • Pet Friendly
  • Parking
  • Air Conditioner
US $293/Night For 7 Nights US $2,051
New
4 Guests 2 Bedrooms 2 Bathrooms
Ocean View Cottage
  • Hot Tub
  • Spa
  • Fireplace/Heating
US $516/Night For 7 Nights US $3,611
New
4 Guests 2 Bedrooms 1 Bathroom
Couples Retreat House
  • Fireplace/Heating
  • Pet Friendly
  • Air Conditioner
US $202/Night For 7 Nights US $1,413
10.0
Exceptional
(60 Reviews)
6 Guests 4 Bedrooms 1 Bathroom
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
US $313/Night For 7 Nights US $2,193
10.0
Exceptional
(26 Reviews)
6 Guests 3 Bedrooms 1 Bathroom
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
US $157/Night For 7 Nights US $1,096

Whitman Large Vacation Homes

10.0
Exceptional
(1 Review)
1961 ft² 10 Guests 4 Bedrooms 2 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Kitchen
US $554/Night For 7 Nights US $3,881
9.2
Exceptional
(10 Reviews)
10 Guests 3 Bedrooms 1 Bathroom
Ocean View House
  • Private Pool
  • Fireplace/Heating
  • Pool
US $348/Night For 7 Nights US $2,434
9.6
Exceptional
(4 Reviews)
14 Guests 5 Bedrooms 3 Bathrooms
Family Friendly House
  • Balcony/Terrace
  • Pet Friendly
  • Kitchen
US $417/Night For 7 Nights US $2,921
10.0
Exceptional
(1 Review)
18 Guests 3 Bedrooms 2 Bathrooms
Family Friendly Other
  • Private Pool
  • Fireplace/Heating
  • Pool
US $440/Night For 7 Nights US $3,080
10.0
Exceptional
(4 Reviews)
2108 ft² 12 Guests 3 Bedrooms 2 Bathrooms
Family Friendly Cottage
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
US $215/Night For 7 Nights US $1,508
9.8
Exceptional
(61 Reviews)
2000 ft² 16 Guests 4 Bedrooms 2 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Pool
  • Balcony/Terrace
US $521/Night For 7 Nights US $3,646
New
10 Guests 2 Bedrooms 1 Bathroom
Family Friendly Cottage
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
US $173/Night For 7 Nights US $1,211
10.0
Exceptional
(8 Reviews)
10 Guests 6 Bedrooms 3 Bathrooms
Family Friendly House
  • Hot Tub
  • Fireplace/Heating
  • Balcony/Terrace
US $656/Night For 7 Nights US $4,589

Why Choose Rent By Owner for your Whitman 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 Whitman

When should you plan your Vacation Rentals stay?

Choosing the optimal time to visit here ensures you experience this region's unique charm at its finest, making your stay in Whitman, New York, USA, truly memorable.

Peak Season Highlights

summer
Summer (June to August)

During the warm summer months, the area experiences high demand for vacation rentals as travelers seek to enjoy outdoor activities and pleasant weather.

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

Autumn is a popular time for visiting here due to the vibrant fall foliage and comfortable temperatures, making it an ideal season for outdoor exploration.

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 season sees fewer visitors, offering a quieter experience and often more affordable rates for those seeking cozy accommodations here.

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

In early spring, the region transitions from winter's chill, providing a peaceful escape before the busy summer season begins.

Average Temperature Daytime: 45°F to 55°F - Nighttime: 35°F to 45°F

Weekly Weather Forecast for Whitman

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 amidst the scenic surroundings.
  • Make use of private gardens or landscaped yards that provide a peaceful retreat in this destination.
  • Take advantage of outdoor grills or barbecues for memorable cookouts with friends and family.
  • Experience the convenience of on-site parking to easily explore the region’s outdoor attractions.
  • Utilize spacious patios or decks to soak in the natural beauty of the area during your stay.
  • Benefit from access to nearby hiking trails, parks, or nature preserves for outdoor adventures.
  • Leverage outdoor recreational equipment such as bikes, kayaks, or paddleboards available at some properties.
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Family Activities

  • Whitman Park Playground: Enjoy a fun-filled day outdoors at this local park, perfect for picnics, playing on the swings, and family sports activities.
  • The Whitman Community Center: Participate in engaging workshops and events designed specifically for families seeking cultural and recreational experiences in the area.
  • Brooks Farm: Explore scenic farm tours and seasonal activities that offer an educational and entertaining experience for children and adults alike.
  • Local Nature Trails: Discover peaceful hiking and biking trails here, ideal for family adventures immersed in the natural beauty just outside your vacation rental.
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Adult Activities

  • Exploring local art galleries: Discover a vibrant collection of contemporary and traditional artworks that showcase the region’s creative spirit.
  • Enjoying scenic parks and outdoor spaces: Relax and unwind in beautiful parks that offer walking trails, picnic areas, and opportunities to connect with nature.
  • Visiting nearby wineries and breweries: Taste regional wines and craft beers at local establishments that highlight the area’s brewing heritage.
  • Participating in cultural events and festivals: Immerse yourself in lively community celebrations and seasonal festivals that capture the area's unique traditions.

Whitman Travel Tips

How Can You Make the Most of Your Stay?

  • Plan Ahead: Research local events and peak seasons to ensure your chosen vacation rentals offer the best value and availability during your visit.
  • Explore Local Options: Opt for properties close to the area's hidden gems to maximize your exploration time and enjoy authentic experiences.
  • Utilize Local Resources: Take advantage of nearby guides or welcome packages offered by your rental to discover the region’s best-kept secrets and activities.
  • Respect the Community: Adhere to local ordinances and maintain considerate behavior to foster positive interactions and a pleasant stay here in this destination.

Transportation Options

  • Long Island Rail Road (LIRR): You can travel conveniently via the Long Island Rail Road, which provides direct access from here to New York City and other key destinations on the island.
  • Bus Services: Regular bus routes connect this area with nearby towns and city centers, offering a cost-effective way to explore without needing a car.
  • Taxi and Rideshare Services: Taxis and rideshare options like Uber and Lyft are readily available for flexible transportation within and around the destination.
  • Car Rentals: Renting a vehicle locally allows you to explore the broader region at your own pace, ideal for reaching attractions outside of public transit routes.

Local Customs Options

  • Local Harvest Celebrations: You can participate in seasonal harvest festivals that showcase the region’s agricultural traditions and community spirit.
  • Traditional Farming Practices: Respect for farming customs is evident here, with many local farms maintaining time-honored methods that you might observe or even try firsthand.
  • Community Art Events: The area hosts regular art fairs and craft markets where local artisans display their work, reflecting the creative culture of the region.
  • Regional Food Customs: Enjoy experiencing the region's culinary heritage through specialty dishes and local ingredients that highlight the area's farming roots.

Whitman Vacation Rental Frequently Asked Questions

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

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

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

Currently, the total number of properties listed by Rent By Owner in 2026 is over 104 in the Whitman 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 Whitman. 

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

Cancellation policies vary depending on the specific property listing. It is recommended to review the terms detailed on the listing page or contact the property owner directly for precise cancellation and refund information.

5. How do I find the best vacation rental deals in Whitman, New York?

To secure the best deals, consider filtering search results based on your travel dates, preferred amenities, and budget. Reading reviews and communicating with property owners can also help ensure you select a reliable and cost-effective accommodation here.

6. Are there any essential amenities I should look for when booking a vacation rental in this region?

Popular amenities include Wi-Fi, parking, fully equipped kitchens, and laundry facilities. Reviewing the listing details will help you identify properties that meet your specific needs during your stay here.

7. What should I know about the check-in and check-out process at vacation rentals in Whitman, New York?

Check-in and check-out procedures are typically outlined in each listing. Some properties may offer flexible times or contactless check-in options, so it's best to confirm these details directly with the property owner prior to your arrival.

8. Is it necessary to contact the property owner before booking my vacation rental here?

While many listings include all necessary information, reaching out to the owner can clarify any questions about the property, confirm availability, and ensure your needs are met for a smooth and enjoyable stay in this area.

Whitman Top Rated Vacation Rentals

9.6
Exceptional
(10 Reviews)
7 Guests 4 Bedrooms 2 Bathrooms
Family Friendly House
  • Private Pool
  • Hot Tub
  • Pool
US $471/Night For 7 Nights US $3,300
3.0
Average
(2 Reviews)
6 Guests 1 Bedroom 1 Bathroom
Ocean View Bed & Breakfast
  • Hot Tub
  • Fireplace/Heating
  • Pool
US $117/Night For 7 Nights US $816
5.0
Average
(4 Reviews)
25 Guests 3 Bedrooms 2 Bathrooms
Family Friendly Other
  • Private Pool
  • Skiing
  • Fireplace/Heating
US $408/Night For 7 Nights US $2,855