Discover Your Perfect West Point Vacation Homes

Best Vacation Homes in West Point

10.0
Exceptional
(69 Reviews)
700 ft² 4 Guests 2 Bedrooms 1 Bathroom
Family Friendly Cottage
  • Fireplace/Heating
  • Balcony/Terrace
  • Kitchen
US $219/Night For 7 Nights US $1,533
10.0
Exceptional
(3 Reviews)
1001.04 ft² 8 Guests 3 Bedrooms 2 Bathrooms
House
  • Fireplace/Heating
  • Parking
  • Internet
US $258/Night For 7 Nights US $1,806
9.6
Exceptional
(316 Reviews)
1 Bathroom
Couples Retreat Hotel
  • Skiing
  • Fireplace/Heating
  • Pool
US $106/Night For 7 Nights US $742
10.0
Exceptional
(63 Reviews)
1100 ft² 6 Guests 2 Bedrooms 2 Bathrooms
Family Friendly Cabin
  • Fireplace/Heating
  • Balcony/Terrace
  • View
US $312/Night For 7 Nights US $2,182
10.0
Exceptional
(1 Review)
1097.92 ft² 6 Guests 2 Bedrooms 2 Bathrooms
Free Cancellation House
  • Fireplace/Heating
  • Parking
  • Internet
US $386/Night For 7 Nights US $2,700
10.0
Exceptional
(62 Reviews)
5 Guests 2 Bedrooms 2 Bathrooms
Family Friendly Apartment
  • Fireplace/Heating
  • Balcony/Terrace
  • Kitchen
US $162/Night For 7 Nights US $1,132
10.0
Exceptional
(40 Reviews)
6 Guests 2 Bedrooms 1 Bathroom
Ocean View Cottage
  • Fireplace/Heating
  • Ocean View
  • Balcony/Terrace
US $372/Night For 7 Nights US $2,607
10.0
Exceptional
(34 Reviews)
1450 ft² 6 Guests 2 Bedrooms 1 Bathroom
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Kitchen
US $282/Night For 7 Nights US $1,977

West Point Luxury Rentals

8.4
Excellent
(7 Reviews)
6300 ft² 12 Guests 7 Bedrooms 3 Bathrooms
Ocean View House
  • Hot Tub
  • Spa
  • Fireplace/Heating
US $1,909/Night For 7 Nights US $13,364
10.0
Exceptional
(6 Reviews)
4100 ft² 14 Guests 5 Bedrooms 3 Bathrooms
Family Friendly House
  • Hot Tub
  • Fireplace/Heating
  • Pool
US $1,768/Night For 7 Nights US $12,379
New
3003.13 ft² 12 Guests 1 Bedroom 3 Bathrooms
Free Cancellation House
  • Parking
  • Internet
  • Child Friendly
US $890/Night For 7 Nights US $6,232
9.8
Exceptional
(23 Reviews)
10 Guests 6 Bedrooms 2 Bathrooms
Ocean View House
  • Fireplace/Heating
  • Ocean View
  • Balcony/Terrace
US $865/Night For 7 Nights US $6,056
New
1969.8 ft² 8 Guests 1 Bedroom 2 Bathrooms
Free Cancellation House
  • Parking
  • Internet
  • Child Friendly
US $830/Night For 7 Nights US $5,812
9.8
Exceptional
(10 Reviews)
10 Guests 3 Bedrooms 3 Bathrooms
Ocean View Condo
  • Fireplace/Heating
  • Ocean View
  • Balcony/Terrace
US $771/Night For 7 Nights US $5,394
10.0
Exceptional
(2 Reviews)
3000 ft² 8 Guests 5 Bedrooms 5 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Kitchen
US $761/Night For 7 Nights US $5,324
New
3003.13 ft² 8 Guests 5 Bedrooms 5 Bathrooms
Free Cancellation House
  • Oceanfront
  • Spa
  • Fireplace/Heating
US $678/Night For 7 Nights US $4,744

West Point Pet Friendly Vacation Rentals

7.8
Very Good
(12 Reviews)
6 Guests 2 Bedrooms 1 Bathroom
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
US $512/Night For 7 Nights US $3,583
8.0
Excellent
(1 Review)
764.24 ft² 6 Guests 2 Bedrooms 1 Bathroom
Family Friendly House
  • Fireplace/Heating
  • View
  • Pet Friendly
US $470/Night For 7 Nights US $3,288
New
4 Guests 2 Bedrooms 1 Bathroom
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
US $140/Night For 7 Nights US $980
9.2
Exceptional
(59 Reviews)
1475.73 ft² 15 Bathrooms
Family Friendly Hotel
  • Pet Friendly
  • Parking
  • Air Conditioner
US $173/Night For 7 Nights US $1,208
9.8
Exceptional
(10 Reviews)
1710 ft² 10 Guests 4 Bedrooms 2 Bathrooms
Ocean View House
  • Fireplace/Heating
  • Ocean View
  • Balcony/Terrace
US $533/Night For 7 Nights US $3,731
8.2
Excellent
(25 Reviews)
3200 ft² 15 Guests 5 Bedrooms 3 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
US $545/Night For 7 Nights US $3,816
New
2200 ft² 8 Guests 3 Bedrooms 2 Bathrooms
Ocean View Cabin
  • Fireplace/Heating
  • Ocean View
  • Balcony/Terrace
US $577/Night For 7 Nights US $4,036
9.8
Exceptional
(64 Reviews)
5000 ft² 12 Guests 5 Bedrooms 4 Bathrooms
Family Friendly House
  • Hot Tub
  • Spa
  • Fireplace/Heating
US $800/Night For 7 Nights US $5,600

West Point Large Vacation Homes

10.0
Exceptional
(56 Reviews)
1200 ft² 10 Guests 4 Bedrooms 2 Bathrooms
Ocean View House
  • Fireplace/Heating
  • Ocean View
  • Balcony/Terrace
US $442/Night For 7 Nights US $3,095
9.8
Exceptional
(21 Reviews)
3000 ft² 12 Guests 4 Bedrooms 3 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Kitchen
US $439/Night For 7 Nights US $3,075
10.0
Exceptional
(20 Reviews)
4100 ft² 12 Guests 5 Bedrooms 3 Bathrooms
Family Friendly House
  • Private Pool
  • Hot Tub
  • Fireplace/Heating
US $1,293/Night For 7 Nights US $9,048
9.8
Exceptional
(20 Reviews)
3000 ft² 12 Guests 4 Bedrooms 3 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Kitchen
US $521/Night For 7 Nights US $3,646
10.0
Exceptional
(1 Review)
7992 ft² 23 Guests 7 Bedrooms 5 Bathrooms
Family Friendly Cabin
  • Private Pool
  • Hot Tub
  • Spa
US $936/Night For 7 Nights US $6,552
5.0
Average
(2 Reviews)
16 Guests 6 Bedrooms 3 Bathrooms
Family Friendly Cabin
  • Private Pool
  • Pool
  • Balcony/Terrace
US $644/Night For 7 Nights US $4,510
4.9
Average
(21 Reviews)
10 Guests 3 Bedrooms 2 Bathrooms
Family Friendly Apartment
  • Balcony/Terrace
  • Pet Friendly
  • Kitchen
US $450/Night For 7 Nights US $3,150
New
3000 ft² 8 Guests 5 Bedrooms 3 Bathrooms
Ocean View House
  • Fireplace/Heating
  • Ocean View
  • Balcony/Terrace
US $620/Night For 7 Nights US $4,341

Why Choose Rent By Owner for your West Point 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 West Point

When should you plan your Vacation Rentals stay?

Choosing the right time to visit this destination ensures you experience its best features, whether you're seeking outdoor activities or a peaceful retreat in the region.

Peak Season Highlights

summer
Summer (June to August)

During the warm summer months, you can enjoy the region's lush landscapes and outdoor activities, making it an ideal time to book vacation rentals here for a lively getaway.

Average Temperature Daytime: 75°F to 85°F - Nighttime: 55°F to 65°F
autumn
Fall (September to November)

Fall offers stunning foliage and pleasant weather, attracting visitors looking to experience this scenic season while staying in comfortable accommodations around here.

Average Temperature Daytime: 60°F to 70°F - Nighttime: 40°F to 50°F

Off-Season Highlights

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Winter (December to February)

In winter, the area becomes a serene retreat with quieter streets and cozy stays, perfect for those seeking tranquility and seasonal charm.

Average Temperature Daytime: 20°F to 30°F - Nighttime: 10°F to 20°F
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Spring (March to May)

Springtime brings milder weather and blooming scenery, offering a peaceful time to explore and enjoy the region's natural beauty with fewer visitors.

Average Temperature Daytime: 45°F to 55°F - Nighttime: 30°F to 40°F

Weekly Weather Forecast for West Point

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 dining areas perfect for meals amid scenic views of the surrounding landscape.
  • Relax by a private or shared outdoor fireplace, ideal for cozy gatherings during cooler evenings.
  • Make the most of spacious decks or patios that provide room for sunbathing and lounging.
  • Take advantage of landscaped gardens or yards to explore or unwind in nature’s tranquility.
  • Utilize outdoor grilling equipment to prepare delicious meals while enjoying the fresh air.
  • Access to private docks or waterfront areas for boating, fishing, or simply soaking up the scenery.
  • Use dedicated fire pits for socializing around a crackling fire under the stars, enhancing your outdoor experience in the region.
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Family Activities

  • West Point Beach Park: Enjoy a day of family fun and outdoor relaxation along the scenic shores in this peaceful area.
  • The West Point Nature Preserve: Discover nature trails and wildlife viewing opportunities perfect for exploring with children in this natural setting.
  • Local Farm Visits: Experience hands-on farming activities and learn about local agriculture at nearby farms, engaging all ages in this region's rural charm.
  • Community Events and Festivals: Participate in seasonal festivals and family-friendly events that bring the local community together here in the region.
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Adult Activities

  • Exploring the West Point Area Biological Station: Engage in guided tours or birdwatching opportunities at this prominent local research facility to immerse yourself in the region’s diverse ecosystems.
  • Fishing on the Wisconsin River: Spend a relaxing day casting your line along the scenic waters, renowned for excellent bass and walleye fishing right here in the region.
  • Hiking in Local State Parks: Discover tranquil trails and enjoy the natural beauty of nearby parks, offering perfect settings for outdoor adventures and scenic views.
  • Participating in Community Events: Join seasonal festivals and local gatherings that showcase the area's cultural heritage and provide authentic regional experiences.

Other Places to Stay in West Point, WI

West Point Travel Tips

How Can You Make the Most of Your Stay?

  • Plan Your Activities in Advance: Research local outdoor and cultural activities to maximize your stay here and tailor your vacation rentals to suit your interests.
  • Select a Well-Located Vacation Rental: Choose accommodations close to key attractions and amenities for easy access and a more convenient experience in the area.
  • Explore Local Dining Options: Take advantage of nearby restaurants and eateries to enjoy authentic regional flavors during your visit.
  • Travel Off-Peak for Better Deals: Book during the shoulder seasons to enjoy lower rates and less crowded surroundings, enhancing your overall experience in this destination.

Transportation Options

  • Car Rentals: Renting a car gives you the flexibility to explore the area at your own pace, with multiple rental agencies conveniently located nearby.
  • Public Transit: Local bus services operate within this destination, offering an economical way to get around and visit popular spots in the region.
  • Taxi and Ride-Sharing Services: Taxis and ride-sharing options like Uber or Lyft provide quick and reliable transportation for shorter trips across here.
  • Bicycle Rentals: Biking is an eco-friendly choice for exploring scenic routes in the area, with bike rental shops available for your convenience.

Local Customs Options

  • Local Fishing Traditions: Engaging in fishing is a cherished custom, with many locals and visitors enjoying the region’s lakes and rivers as part of their leisure activities.
  • Seasonal Festivities: Participating in seasonal events such as harvest festivals and community celebrations often reflects the area's rich agricultural heritage.
  • Farmers’ Markets: Visiting local farmers’ markets provides an opportunity to embrace regional produce and support small-scale farmers here.
  • Respect for Nature: Emphasizing environmental conservation and outdoor etiquette is a core aspect of the local culture when exploring the natural beauty of this destination.

Frequently Asked Questions About West Point?

2. Which vacation homes in West Point are best for families?

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

3. How many Rentbyowner vacation rentals are available in West Point?

Currently, the total number of properties listed by Rent By Owner in 2026 is over 58 in the West Point 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 West Point. 

4. What is the cancellation policy for vacation rentals in West Point, Wisconsin?

Cancellation policies vary depending on the individual property listing. To understand the specific terms and whether you'll receive a full or partial refund, please review the cancellation details provided in the listing or contact the property owner directly.

5. How do I confirm the availability of a vacation rental in the area?

Availability can be checked by selecting your desired dates on the listing page. If you have specific dates in mind or need assistance, reaching out to the property owner can help ensure the rental is available during your preferred stay.

6. Are there any additional fees or deposits required when booking here?

Additional fees such as cleaning fees, security deposits, or service charges are typically detailed in the property listing. For clarification or to understand what may be due at booking, consult the listing information or contact the owner directly.

7. What amenities are usually included in vacation rentals around this destination?

Most properties offer a range of amenities including Wi-Fi, kitchen facilities, and outdoor spaces. To find out exactly what is included in a specific rental, review the property description carefully or ask the owner directly.

8. Is it easy to communicate with property owners in this region during my stay?

Yes, most property owners in the area prioritize clear communication. You can typically reach them through the messaging platform provided in your booking confirmation to address any questions or concerns before and during your stay.

West Point Top Rated Vacation Rentals

10.0
Exceptional
(16 Reviews)
3300 ft² 8 Guests 4 Bedrooms 3 Bathrooms
Ocean View Cabin
  • Private Pool
  • Hot Tub
  • Spa
US $640/Night For 7 Nights US $4,480
8.9
Fabulous
(159 Reviews)
1 Bathroom
Ocean View Hotel
  • Private Pool
  • Oceanfront
  • Skiing
US $184/Night For 7 Nights US $1,291
New
1496.18 ft² 8 Guests 4 Bedrooms 2 Bathrooms
Free Cancellation House
  • Fireplace/Heating
  • Pool
  • Parking
US $445/Night For 7 Nights US $3,115
6.0
Good
(332 Reviews)
1 Bathroom
Family Friendly Resort
  • Skiing
  • Pool
  • Balcony/Terrace
US $79/Night For 7 Nights US $553