Discover Your Perfect Whipup Vacation Homes

Best Vacation Homes in Whipup

New
1680 ft² 6 Guests 2 Bedrooms 1 Bathroom
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
US $148/Night For 7 Nights US $1,036
9.7
Exceptional
(3 Reviews)
1291.67 ft² 6 Guests 2 Bedrooms 2 Bathrooms
House
  • Fireplace/Heating
  • Balcony/Terrace
  • View
US $270/Night For 7 Nights US $1,890
10.0
Exceptional
(142 Reviews)
1 Bedroom 1 Bathroom
Family Friendly House
  • Pool
  • Balcony/Terrace
  • Breakfast
US $491/Night For 7 Nights US $3,436
New
5 Guests 1 Bedroom 1 Bathroom
Family Friendly House
  • Fireplace/Heating
  • Air Conditioner
  • Internet
US $138/Night For 7 Nights US $967
9.2
Exceptional
(16 Reviews)
1442.36 ft² 10 Guests 3 Bedrooms 2 Bathrooms
Family Friendly House
  • Parking
  • Internet
  • Child Friendly
US $234/Night For 7 Nights US $1,636
10.0
Exceptional
(14 Reviews)
8 Guests 3 Bedrooms 3 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Kitchen
  • Parking
US $269/Night For 7 Nights US $1,884
New
1316 ft² 6 Guests 3 Bedrooms 1 Bathroom
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Kitchen
US $179/Night For 7 Nights US $1,253
10.0
Exceptional
(145 Reviews)
2300 ft² 12 Guests 5 Bedrooms 3 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
US $262/Night For 7 Nights US $1,833

Whipup Luxury Rentals

New
7997.59 ft² 56 Guests 10 Bedrooms 11 Bathrooms
Villa
  • Hot Tub
  • Spa
  • Fireplace/Heating
US $3,392/Night For 7 Nights US $23,741
10.0
Exceptional
(16 Reviews)
9 Bedrooms 9 Bathrooms
Family Friendly Cabin
  • Hot Tub
  • Fireplace/Heating
  • Balcony/Terrace
US $2,275/Night For 7 Nights US $15,926
New
50 Guests 13 Bedrooms 14 Bathrooms
Family Friendly House
  • Spa
  • Fireplace/Heating
  • Kitchen
US $1,456/Night For 7 Nights US $10,193
New
4004.17 ft² 14 Guests 1 Bedroom 4 Bathrooms
House
  • Fireplace/Heating
  • Balcony/Terrace
  • Breakfast
US $1,433/Night For 7 Nights US $10,033
9.8
Exceptional
(10 Reviews)
9000 ft² 40 Guests 8 Bedrooms 9 Bathrooms
Family Friendly House
  • Hot Tub
  • Fireplace/Heating
  • Balcony/Terrace
US $1,390/Night For 7 Nights US $9,730
10.0
Exceptional
(22 Reviews)
2400 ft² 16 Guests 5 Bedrooms 3 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Kitchen
US $866/Night For 7 Nights US $6,061
New
700 ft² 6 Guests 2 Bedrooms 2 Bathrooms
Ocean View Cabin
  • Spa
  • Fireplace/Heating
  • Ocean View
US $858/Night For 7 Nights US $6,004
10.0
Exceptional
(2 Reviews)
1900 ft² 7 Guests 3 Bedrooms 4 Bathrooms
Family Friendly Villa
  • Spa
  • Fireplace/Heating
  • Balcony/Terrace
US $830/Night For 7 Nights US $5,809

Whipup Pet Friendly Vacation Rentals

10.0
Exceptional
(56 Reviews)
6 Guests 2 Bedrooms 2 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
US $362/Night For 7 Nights US $2,535
6.9
Good
(193 Reviews)
355.21 ft² 20 Guests 38 Bedrooms 6 Bathrooms
Cabin
  • Oceanfront
  • Fireplace/Heating
  • Pool
US $58/Night For 7 Nights US $406
10.0
Exceptional
(25 Reviews)
1590 ft² 6 Guests 3 Bedrooms 2 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
US $218/Night For 7 Nights US $1,527
New
1560.77 ft² 8 Guests 2 Bedrooms 2 Bathrooms
Free Cancellation House
  • Fireplace/Heating
  • Pet Friendly
  • Parking
US $243/Night For 7 Nights US $1,701
10.0
Exceptional
(12 Reviews)
8 Guests 2 Bedrooms 2 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
US $216/Night For 7 Nights US $1,511
10.0
Exceptional
(11 Reviews)
10 Guests 3 Bedrooms 3 Bathrooms
Family Friendly Villa
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
US $606/Night For 7 Nights US $4,241
10.0
Exceptional
(7 Reviews)
4 Guests 2 Bedrooms 2 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
US $562/Night For 7 Nights US $3,934
10.0
Exceptional
(6 Reviews)
4 Guests 1 Bedroom 1 Bathroom
Couples Retreat House
  • Fireplace/Heating
  • Pet Friendly
  • Air Conditioner
US $245/Night For 7 Nights US $1,715

Whipup Large Vacation Homes

10.0
Exceptional
(82 Reviews)
2200 ft² 11 Guests 5 Bedrooms 2 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Kitchen
US $425/Night For 7 Nights US $2,978
9.1
Exceptional
(188 Reviews)
3758.14 ft² 23 Guests 7 Bedrooms 7 Bathrooms
Bed & Breakfast
  • Hot Tub
  • Fireplace/Heating
  • Balcony/Terrace
US $192/Night For 7 Nights US $1,343
10.0
Exceptional
(68 Reviews)
1440 ft² 10 Guests 3 Bedrooms 1 Bathroom
Family Friendly House
  • Balcony/Terrace
  • Kitchen
  • Parking
US $202/Night For 7 Nights US $1,415
9.0
Exceptional
(217 Reviews)
348.03 ft² 49 Guests 18 Bedrooms 17 Bathrooms
Free Cancellation House
  • Fireplace/Heating
  • Balcony/Terrace
  • Parking
US $205/Night For 7 Nights US $1,432
10.0
Exceptional
(43 Reviews)
10 Guests 3 Bedrooms 2 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Kitchen
  • Parking
US $401/Night For 7 Nights US $2,809
10.0
Exceptional
(24 Reviews)
3100 ft² 26 Guests 6 Bedrooms 3 Bathrooms
Family Friendly House
  • Hot Tub
  • Fireplace/Heating
  • Balcony/Terrace
US $742/Night For 7 Nights US $5,197
10.0
Exceptional
(18 Reviews)
10 Guests 4 Bedrooms 2 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Kitchen
  • Parking
US $451/Night For 7 Nights US $3,156
10.0
Exceptional
(16 Reviews)
1500 ft² 6 Guests 3 Bedrooms 3 Bathrooms
Family Friendly Villa
  • Fireplace/Heating
  • Balcony/Terrace
  • Kitchen
US $336/Night For 7 Nights US $2,352

Why Choose Rent By Owner for your Whipup 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 Whipup

When should you plan your Vacation Rentals stay?

Choosing the right time to visit can enhance your experience, so consider planning your stay during the most favorable seasons in this region for a memorable and enjoyable vacation.

Peak Season Highlights

summer
Summer (June to August)

During the summer months, the area experiences warm temperatures and long daylight hours, making it ideal for outdoor activities and exploring this destination’s scenic beauty.

Average Temperature Daytime: 85°F to 95°F - Nighttime: 55°F to 65°F
autumn
Fall (September to November)

Autumn offers cooler weather and vibrant foliage, creating a picturesque setting that enhances your stay at this destination’s vacation rentals.

Average Temperature Daytime: 70°F to 80°F - Nighttime: 40°F to 50°F

Off-Season Highlights

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Winter (December to February)

The winter season brings colder temperatures, often with snow, providing a peaceful atmosphere perfect for those seeking tranquility away from crowds.

Average Temperature Daytime: 30°F to 45°F - Nighttime: 15°F to 25°F
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Spring (March to May)

In early spring, the area begins to warm up and bloom, offering a quieter time to enjoy the natural beauty without the peak-season crowds.

Average Temperature Daytime: 50°F to 65°F - Nighttime: 30°F to 40°F

Weekly Weather Forecast for Whipup

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 a private outdoor space with a backyard patio or deck for relaxing and dining amidst scenic surroundings.
  • Take advantage of outdoor grilling facilities to prepare meals while soaking in the area's natural beauty.
  • Make the most of a spacious yard perfect for outdoor activities, games, or simply unwinding in the fresh air.
  • Benefit from access to hiking trails or nature paths nearby, ideal for exploring the region’s rugged landscape.
  • Utilize outdoor fire pits or fireplaces to gather around and enjoy cozy evenings under the stars.
  • Experience outdoor parking options that make arriving and departing convenient in this destinations' popular area.
  • Some properties may feature private gardens or landscaped areas to enjoy the region’s peaceful environment.
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Family Activities

  • Whipup Community Park: Enjoy a relaxing day outdoors with your family at this local park, featuring picnic areas, playgrounds, and open spaces perfect for playing and unwinding.
  • Wildlife Viewing at the Nearby Nature Reserves: Discover diverse local wildlife by exploring the area's nature reserves, ideal for family-friendly hikes and educational outdoor activities.
  • Family-Friendly Trails: Embark on scenic hikes along well-maintained paths that are suitable for children, offering opportunities to explore the region's natural beauty.
  • Local Cultural Events: Participate in seasonal festivals and community events that showcase the area's rich heritage, providing memorable experiences for the whole family.
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Adult Activities

  • Exploring the local art scene: Discover unique galleries and art installations that showcase the region’s creative spirit, offering an enriching cultural experience right here.
  • Hiking scenic trails: Enjoy breathtaking views and connect with nature on well-maintained trails that wind through the area's beautiful landscape.
  • Visiting historic sites: Step back in time by exploring important landmarks that highlight the region’s rich history and heritage.
  • Sampling regional cuisine: Indulge in authentic dishes at local eateries, giving you a taste of the area's culinary traditions and flavors.

Whipup Travel Tips

How Can You Make the Most of Your Stay?

  • Plan Ahead: Book your preferred vacation rentals early to secure the best options in this destination’s popular areas.
  • Explore Local Activities: Take advantage of nearby outdoor spots and cultural experiences that showcase the region’s unique charm.
  • Pack Appropriately: Prepare for varying weather conditions by packing versatile clothing suitable for the area’s climate.
  • Connect with Hosts: Communicate with your vacation rental hosts beforehand to get insider tips on making the most of your stay here.

Transportation Options

  • Personal Vehicles: Renting or using your own car offers the most flexibility to explore this area and access remote vacation rentals conveniently.
  • Public Transit: Local bus services provide an affordable and eco-friendly way to navigate here, connecting key points within the region.
  • Taxis and Rideshare Services: Apps like Uber and Lyft are available for quick, reliable transportation to and from your vacation rental in this destination.
  • Car Rentals at Nearby Airports: For longer trips or out-of-town excursions, car rental agencies at nearby airports extend convenient options for exploring the wider region.

Local Customs Options

  • Respect for the Land: Locals here emphasize a deep appreciation for the natural environment, encouraging visitors to leave no trace during your stay.
  • Community Gatherings: Participating in regional festivals and events is a cherished tradition that helps you connect with the area's friendly residents.
  • Western Hospitality: A welcoming attitude and courteous behavior are highly valued and reflect the region’s warm, inviting spirit.
  • Preservation of Heritage: Respecting local history and customs is integral, often expressed through conservation efforts and cultural celebrations here.

Frequently Asked Questions About Whipup?

1. What are the top vacation rentals in Whipup?

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

There are 5 vacation rentals with private pools near Whipup. Top-rated RBO homes that have access to a swimming pool include:

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

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

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

Currently, the total number of properties listed by Rent By Owner in 2026 is over 198 in the Whipup 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 Whipup. 

5. 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 or contact the property owner directly to understand the terms and any potential fees.

6. How do I clarify the amenities included with my booking in this destination?

Amenities are listed on each property page; for additional details or clarifications, reaching out to the host can ensure you understand exactly what is provided during your stay.

7. Are there any house rules I should be aware of when staying in a vacation rental here?

House rules are specified in each listing; reading these details carefully will help ensure a smooth visit and compliance with the property owner’s guidelines.

8. What is the process for checking in and checking out of a rental in this region?

Check-in and check-out procedures are outlined in each property’s description. Contacting the host beforehand can provide you with all necessary instructions to facilitate a seamless arrival and departure.

9. Is there a minimum stay requirement for booking a vacation rental in this area?

Minimum stay requirements depend on the individual property; it’s best to verify this information on the listing or by contacting the owner directly before completing your reservation.

Whipup Top Rated Vacation Rentals

9.6
Exceptional
(541 Reviews)
1 Bedroom 1 Bathroom
Family Friendly House
  • Hot Tub
  • Fireplace/Heating
  • Pool
US $240/Night For 7 Nights US $1,682
9.2
Exceptional
(1200 Reviews)
1 Bathroom
Family Friendly Hotel
  • Hot Tub
  • Pool
  • Balcony/Terrace
US $213/Night For 7 Nights US $1,490
9.2
Exceptional
(1008 Reviews)
1 Bathroom
Family Friendly Hotel
  • Hot Tub
  • Fireplace/Heating
  • Pool
US $193/Night For 7 Nights US $1,350
9.0
Exceptional
(1007 Reviews)
1 Bathroom
Family Friendly Hotel
  • Fireplace/Heating
  • Pool
  • Balcony/Terrace
US $69/Night For 7 Nights US $480
9.0
Exceptional
(1001 Reviews)
1 Bathroom
Family Friendly Hotel
  • Hot Tub
  • Spa
  • Fireplace/Heating
US $130/Night For 7 Nights US $911
8.8
Fabulous
(1282 Reviews)
1 Bathroom
Family Friendly Hotel
  • Hot Tub
  • Pool
  • Balcony/Terrace
US $164/Night For 7 Nights US $1,145
8.7
Fabulous
(299 Reviews)
511.28 ft² 4 Bathrooms
Hotel
  • Oceanfront
  • Hot Tub
  • Fireplace/Heating
US $169/Night For 7 Nights US $1,183
8.2
Excellent
(1004 Reviews)
1 Bathroom
Family Friendly Hotel
  • Hot Tub
  • Pool
  • Kitchen
US $137/Night For 7 Nights US $962