Discover Your Perfect Weston Vacation Homes

Best Vacation Homes in Weston

House
Map-icon
like-icon10.0
Exceptional
(43 Reviews)
1 Bedroom 1 Bath 4 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
US $271/Night 7 Nights - US $1,899
star-icons-3
Bed & Breakfast
Map-icon
like-icon10.0
Exceptional
(12 Reviews)
3 Bedrooms 3 Baths 8 Guests 265.51 ft²
  • Skiing
    Skiing
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $187/Night 7 Nights - US $1,308
House
Map-icon
1 Bedroom 1 Bath 4 Guests 981 ft²
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $290/Night 7 Nights - US $2,029
Apartment
Map-icon
like-icon10.0
Exceptional
(2 Reviews)
2 Bedrooms 1 Bath 4 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
US $73/Night 7 Nights - US $513
star-icons-3
Cabin
Map-icon
like-icon6.1
Good
(126 Reviews)
26 Bedrooms 2 Baths 8 Guests 301.39 ft²
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
US $92/Night 7 Nights - US $645
Apartment
Map-icon
like-icon10.0
Exceptional
(1 Review)
1 Bedroom 1 Bath 2 Guests 750 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $74/Night 7 Nights - US $516
Apartment
Map-icon
like-icon8.8
Fabulous
(3 Reviews)
2 Bedrooms 1 Bath 4 Guests 900 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $74/Night 7 Nights - US $517
Apartment
Map-icon
2 Bedrooms 1 Bath 4 Guests 800 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $79/Night 7 Nights - US $551

Weston Luxury Rentals

House
Map-icon
like-icon9.4
Exceptional
(14 Reviews)
5 Bedrooms 3 Baths 10 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
US $1,214/Night 7 Nights - US $8,501
star-icons-4
House
Map-icon
4 Bedrooms 4 Baths 10 Guests 4197.92 ft²
  • Private Beach
    Private Beach
  • Oceanfront
    Oceanfront
More amenities
US $514/Night 7 Nights - US $3,596
House
Map-icon
like-icon9.4
Exceptional
(8 Reviews)
4 Bedrooms 4 Baths 10 Guests 4200 ft²
  • Hot Tub
    Hot Tub
  • Spa
    Spa
More amenities
US $500/Night 7 Nights - US $3,501
House
Map-icon
like-icon9.8
Exceptional
(24 Reviews)
3 Bedrooms 2 Baths 10 Guests 2800 ft²
  • Hot Tub
    Hot Tub
  • Spa
    Spa
More amenities
US $444/Night 7 Nights - US $3,106
House
Map-icon
3 Bedrooms 2 Baths 8 Guests 1400 ft²
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $430/Night 7 Nights - US $3,009
Hotel
Map-icon
like-icon8.0
Excellent
(1 Review)
1 Bath 981 ft²
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $324/Night 7 Nights - US $2,271
Hotel
Map-icon
1 Bath 665 ft²
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $282/Night 7 Nights - US $1,974
House
Map-icon
3 Bedrooms 2 Baths 10 Guests
  • Hot Tub
    Hot Tub
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $266/Night 7 Nights - US $1,862

Weston Pet Friendly Vacation Rentals

Apartment
Map-icon
2 Bedrooms 1 Bath 4 Guests 800 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
US $74/Night 7 Nights - US $516
star-icons-3
Hotel
Map-icon
like-icon8.8
Fabulous
(94 Reviews)
2 Baths 353.42 ft²
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
US $128/Night 7 Nights - US $894
House
Map-icon
1 Bedroom 1 Bath 4 Guests 748 ft²
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $278/Night 7 Nights - US $1,943
Apartment
Map-icon
2 Bedrooms 1 Bath 2 Guests 750 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $73/Night 7 Nights - US $511
Hotel
Map-icon
like-icon8.5
Fabulous
(163 Reviews)
12 Baths
  • Private Pool
    Private Pool
  • Hot Tub
    Hot Tub
More amenities
US $199/Night 7 Nights - US $1,393
New
Apartment
Map-icon
2 Bedrooms 1 Bath 2 Guests 750 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $69/Night 7 Nights - US $481
Cabin
Map-icon
like-icon9.8
Exceptional
(45 Reviews)
3 Bedrooms 1 Bath 8 Guests 1400 ft²
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $424/Night 7 Nights - US $2,965
House
Map-icon
like-icon5.0
Average
(8 Reviews)
2 Bedrooms 1 Bath
  • Pet Friendly
    Pet Friendly
  • Kitchen
    Kitchen
More amenities
US $60/Night 7 Nights - US $420

Weston Large Vacation Homes

House
Map-icon
like-icon10.0
Exceptional
(1 Review)
3 Bedrooms 2 Baths 13 Guests 1200 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Kitchen
    Kitchen
More amenities
US $242/Night 7 Nights - US $1,697
House
Map-icon
like-icon9.8
Exceptional
(6 Reviews)
5 Bedrooms 3 Baths 12 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $133/Night 7 Nights - US $928
House
Map-icon
like-icon9.0
Exceptional
(24 Reviews)
3 Bedrooms 2 Baths 10 Guests 1150 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $283/Night 7 Nights - US $1,981
House
Map-icon
like-icon10.0
Exceptional
(7 Reviews)
4 Bedrooms 3 Baths 12 Guests 2600 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $351/Night 7 Nights - US $2,457
House
Map-icon
4 Bedrooms 4 Baths 10 Guests
  • Balcony/Terrace
    Balcony/Terrace
  • Kitchen
    Kitchen
More amenities
US $451/Night 7 Nights - US $3,157
Other
Map-icon
4 Bedrooms 3 Baths 10 Guests
  • Air Conditioner
    Air Conditioner
  • Child Friendly
    Child Friendly
More amenities
US $254/Night 7 Nights - US $1,778

Why Choose Rent By Owner for your Weston Vacation Rental Homes?

What makes our Vacation Rentals special?

image
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
image
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
image
Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Best Times to Visit Weston

When should you plan your Vacation Rentals stay?

Choosing the right time to visit here can enhance your experience, allowing you to enjoy the area's natural beauty and local events at their best throughout the year.

Peak Season Highlights

summer
Summer (June to August)

During the warm summer months, this area experiences its peak visitation as visitors flock here to enjoy outdoor activities and pleasant weather.

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

In the autumn, the region's vibrant foliage attracts travelers seeking scenic views and a peaceful retreat amidst the changing leaves.

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

Off-Season Highlights

image
Winter (December to February)

The cold winter season sees fewer visitors, offering a quiet escape with opportunities for winter sports and cozy stays here.

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

Early spring brings lower crowds, making it an ideal time for those looking to explore the area’s natural beauty in a more tranquil setting.

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

Weekly Weather Forecast for Weston

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 spacious outdoor areas perfect for relaxing or picnicking amidst the scenic surroundings.
  • Benefit from private or shared outdoor seating areas ideal for unwinding after exploring the region.
  • Take advantage of a fully equipped outdoor kitchen or barbecue grill to prepare meals during your stay.
  • Experience the convenience of dedicated parking spaces within outdoor settings, ensuring easy access.
  • Make the most of landscaped gardens and maintained lawns that enhance the natural beauty of your accommodation.
  • Utilize outdoor recreational equipment such as bicycles, kayaks, or paddleboards if available in the area.
  • Relish in outdoor lighting features that allow you to enjoy the patio or deck well into the evening hours.
image
image

Family Activities

  • Lincoln County Forest: Explore the scenic trails and natural beauty of this forest, perfect for family hikes and outdoor adventures in the area.
  • Bluegill Bay Park: Enjoy a day outdoors with picnicking, playgrounds, and access to water activities right here in Weston’s nearby waterfront park.
  • The Wilderness Walk: Discover this family-friendly nature walk that offers educational opportunities and engaging wildlife sightings within the region.
  • Northwood Golf Course: Spend quality time on the greens at this local golf course, suitable for players of all ages and skill levels near Weston.
image

Adult Activities

  • Explore the Central Wisconsin Environmental Station: Engage with interactive exhibits and outdoor trails that highlight the natural beauty of the region, perfect for adult nature enthusiasts staying in local vacation rentals.
  • Visit the nearby area’s craft breweries: Discover locally brewed beers and enjoy guided tours that showcase the region’s vibrant brewing culture directly from your comfortable vacation rental base.
  • Play a round at the Weston Golf Course: Enjoy a relaxing day on the greens surrounded by scenic views, ideal for golf lovers seeking leisure close to their vacation rentals.
  • Attend cultural events at the Grand Theater: Experience live performances, concerts, and community events that bring the area's artistic scene right to your doorstep during your stay.

Other Places to Stay in Weston, WI

Weston Travel Tips

How Can You Make the Most of Your Stay?

  • Plan Ahead for Local Events: Check the area's event calendar before your trip to align your stay with local festivals and activities, enriching your experience in this welcoming destination.
  • Explore Natural Surroundings: Take advantage of the region’s natural beauty by visiting nearby parks and outdoor spots to enjoy the tranquility and scenic views unique to this area.
  • Make Use of Local Tips: Reach out to hosts or consult local guides to discover hidden gems and authentic dining options that capture the true spirit of here.
  • Pack Appropriately: Prepare for diverse weather conditions throughout your trip, ensuring you include essentials that will keep you comfortable while exploring the region.

Transportation Options

  • Weston Area Regional Airport: This nearby airport provides convenient domestic flights, making it easy for you to arrive and depart from your vacation rental in the region.
  • Local Bus Services: The region is served by reliable bus routes that connect key points of interest, offering an affordable transportation option during your stay here.
  • Taxi and Rideshare Services: Taxis and rideshare options like Uber or Lyft are readily available around Weston, providing flexible and on-demand transit to your vacation rental or local attractions.
  • Car Rentals: Several car rental agencies operate within the area, allowing you to explore at your own pace and access all that this destination has to offer comfortably.

Local Customs Options

  • Local Festivals and Events: Engaging in traditional festivals here gives you a glimpse into the community spirit that defines this area.
  • Religious and Cultural Practices: Respect for local customs is appreciated, especially during community gatherings and religious observances.
  • Traditional Food Etiquette: Savoring regional specialties involves embracing local dining customs that reflect the area's heritage.
  • Community Greetings and Social Norms: Friendly, polite exchanges are common, helping visitors feel welcomed as they explore this region.

Frequently Asked Questions About Weston?

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

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

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

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

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

Currently, the total number of properties listed by Rent By Owner in 2026 is over 79 in the Weston 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 Weston. 

5. What is the cancellation policy for vacation rentals in Weston, Wisconsin?

The cancellation policies vary depending on the specific property listing. To understand the terms and any potential fees, please review the cancellation details provided in the listing or contact the property owner directly.

6. How do I check the availability of vacation homes in Weston?

Availability is shown in real-time on the property’s listing page. If you have specific dates in mind, it’s best to verify directly through the booking platform or contact the host for confirmation.

7. Are there any specific house rules I should be aware of before booking?

Each property in the region may have its own set of house rules regarding check-in times, pet policies, and noise restrictions. It’s recommended to read the house rules listed with the property or reach out to the owner for clarification.

8. What amenities can I expect in a vacation rental here?

Amenities vary from one property to another, but many offer essentials like Wi-Fi, kitchens, parking, and outdoor spaces. Check the individual listing for a detailed list of included features.

9. How do I get assistance if I encounter issues during my stay in Weston?

For support during your visit, contact the property owner or the local host as specified in your booking details. Additionally, customer service from the booking platform is available to help resolve any concerns.

Weston Top Rated Vacation Rentals

Hotel
Map-icon
like-icon10.0
Exceptional
(1 Review)
1 Bath 410 ft²
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $185/Night 7 Nights - US $1,296
star-icons-3
Hotel
Map-icon
like-icon9.6
Exceptional
(54 Reviews)
1 Bath 417.1 ft²
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
US $134/Night 7 Nights - US $939
Hotel
Map-icon
like-icon9.4
Exceptional
(3 Reviews)
1 Bath 504 ft²
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $176/Night 7 Nights - US $1,232
Hotel
Map-icon
like-icon9.0
Exceptional
(2 Reviews)
1 Bath 504 ft²
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $166/Night 7 Nights - US $1,162
Hotel
Map-icon
like-icon9.0
Exceptional
(2 Reviews)
1 Bath 410 ft²
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $146/Night 7 Nights - US $1,022
Hotel
Map-icon
like-icon8.8
Fabulous
(3 Reviews)
1 Bath 504 ft²
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $220/Night 7 Nights - US $1,538
Hotel
Map-icon
like-icon8.8
Fabulous
(3 Reviews)
1 Bath 410 ft²
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $134/Night 7 Nights - US $938
star-icons-4
Hotel
Map-icon
like-icon8.5
Fabulous
(162 Reviews)
1 Bath 308.57 ft²
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
US $116/Night 7 Nights - US $809