Best Vacation Homes in Westfield
Cabin
10.0(18 Reviews)
2 Bedrooms
1 Bath
6 Guests
600 ft²
Hot Tub
Fireplace/Heating
Balcony/Terrace
Kitchen
R3,773/Night
7 Nights - R26,405
House
10.0(1 Review)
2 Bedrooms
2 Baths
4 Guests
Parking
Internet
Child Friendly
Wheelchair Accessible
R3,560/Night
7 Nights - R24,919
R1,958/Night
7 Nights - R13,701
Cabin
9.0(8 Reviews)
2 Bedrooms
1 Bath
6 Guests
800 ft²
- Fireplace/Heating
Ocean View- Balcony/Terrace
View
R2,670/Night
7 Nights - R18,698
Apartment
10.0(1 Review)
1 Bedroom
1 Bath
3 Guests
495.14 ft²
Pet Friendly- Parking
- Internet
- Child Friendly
R2,384/Night
7 Nights - R16,689
Cottage
8.8(12 Reviews)
2 Bedrooms
1 Bath
4 Guests
1200 ft²
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
R5,270/Night
7 Nights - R36,889
New
House
1 Bedroom
1 Bath
5 Guests
Pool- Balcony/Terrace
- Kitchen
- Parking
R3,301/Night
7 Nights - R23,107
Cabin
3 Bedrooms
2 Baths
6 Guests
1502 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
R4,270/Night
7 Nights - R29,884
Westfield Luxury Rentals
Cabin
9.2(93 Reviews)
9 Bedrooms
5 Baths
35 Guests
Private Pool- Hot Tub
- Fireplace/Heating
- Pool
R25,427/Night
7 Nights - R177,979
House
9.6(8 Reviews)
8 Bedrooms
7 Baths
30 Guests
6000 ft²
- Hot Tub
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
R18,234/Night
7 Nights - R127,634
House
10.0(6 Reviews)
4 Bedrooms
3 Baths
12 Guests
2000 ft²
- Hot Tub
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
R13,768/Night
7 Nights - R96,379
Cabin
6 Bedrooms
2 Baths
12 Guests
- Private Pool
- Hot Tub
- Fireplace/Heating
- Pool
R13,742/Night
7 Nights - R96,199
Cabin
10.0(1 Review)
4 Bedrooms
3 Baths
10 Guests
2500 ft²
- Hot Tub
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
R11,278/Night
7 Nights - R78,955
House
9.0(4 Reviews)
3 Bedrooms
2 Baths
6 Guests
1500 ft²
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
R11,049/Night
7 Nights - R77,338
House
10.0(47 Reviews)
3 Bedrooms
4 Baths
12 Guests
4000 ft²
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
R10,251/Night
7 Nights - R71,753
House
10.0(99 Reviews)
6 Bedrooms
3 Baths
14 Guests
Oceanfront- Fireplace/Heating
- Ocean View
- Balcony/Terrace
R9,734/Night
7 Nights - R68,144
Westfield Pet Friendly Vacation Rentals
Cabin
10.0(35 Reviews)
3 Bedrooms
1 Bath
8 Guests
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
R4,049/Night
7 Nights - R28,349
House
8.7(3 Reviews)
2 Bedrooms
1 Bath
4 Guests
796.53 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- View
R1,927/Night
7 Nights - R13,488
House
10.0(7 Reviews)
3 Bedrooms
2 Baths
8 Guests
1894 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
R5,422/Night
7 Nights - R37,951
New
House
2 Bedrooms
2 Baths
6 Guests
1506.95 ft²
- Fireplace/Heating
- View
- Pet Friendly
- Parking
R5,906/Night
7 Nights - R41,347
Cabin
10.0(7 Reviews)
3 Bedrooms
2 Baths
4 Guests
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
R5,176/Night
7 Nights - R36,236
House
9.8(188 Reviews)
4 Bedrooms
2 Baths
10 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
R6,654/Night
7 Nights - R46,573
Cabin
9.8(49 Reviews)
4 Bedrooms
1 Bath
6 Guests
850 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
R4,492/Night
7 Nights - R31,451
House
9.8(22 Reviews)
3 Bedrooms
2 Baths
8 Guests
1600 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
R5,622/Night
7 Nights - R39,355
Westfield Large Vacation Homes
House
10.0(52 Reviews)
4 Bedrooms
2 Baths
10 Guests
2000 ft²
- Hot Tub
Spa- Fireplace/Heating
- Balcony/Terrace
R7,835/Night
7 Nights - R54,836
House
10.0(1 Review)
4 Bedrooms
2 Baths
17 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
R8,941/Night
7 Nights - R62,592
House
9.8(12 Reviews)
4 Bedrooms
3 Baths
12 Guests
2304 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
R7,178/Night
7 Nights - R50,247
House
9.4(43 Reviews)
3 Bedrooms
1 Bath
13 Guests
1100 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
R3,609/Night
7 Nights - R25,262
House
4 Bedrooms
2 Baths
12 Guests
- Fireplace/Heating
Air Conditioner- Internet
- Child Friendly
R7,435/Night
7 Nights - R52,043
House
9.8(33 Reviews)
3 Bedrooms
2 Baths
10 Guests
1600 ft²
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
R6,736/Night
7 Nights - R47,161
House
3 Bedrooms
2 Baths
12 Guests
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
R6,167/Night
7 Nights - R43,176
House
10.0(3 Reviews)
3 Bedrooms
2 Baths
10 Guests
- Kitchen
- Air Conditioner
- Internet
- Child Friendly
R2,892/Night
7 Nights - R20,249
Why Choose Rent By Owner for your Westfield Vacation Rental Homes?
What makes our Vacation Rentals special?
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.
Best Times to Visit Westfield
When should you plan your Vacation Rentals stay?
Choosing the right time to visit here can enhance your experience, as seasonal variations in this region offer different opportunities for relaxation and exploration throughout the year.
Peak Season Highlights
Summer (June to August)
During the warm summer months, this destination experiences its peak visitation period, making it ideal for enjoying outdoor activities and lush scenery.
Average Temperature Daytime: 75°F to 85°F - Nighttime: 55°F to 65°F
Fall (September to October)
Autumn attracts visitors seeking vibrant foliage and scenic drives, providing a picturesque backdrop for your stay at the region’s vacation rentals.
Average Temperature Daytime: 60°F to 70°F - Nighttime: 40°F to 50°F
Off-Season Highlights
Winter (December to February)
The colder months see fewer visitors, offering a peaceful retreat where you can enjoy quiet landscapes and cozy accommodations.
Average Temperature Daytime: 20°F to 30°F - Nighttime: 0°F to 10°F
Early Spring (March to April)
Before the arrival of warmer weather, this period presents a slower pace with fewer crowds, perfect for those seeking tranquility in the area.
Average Temperature Daytime: 40°F to 50°F - Nighttime: 25°F to 35°F
Weekly Weather Forecast for Westfield
How to Book Your Westfield Vacation Rental Home
What's our booking process?
Our platform allows you to browse a curated selection of vacation rentals. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.
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.
Explore and book the perfect rental in Westfield
Common Vacation Rentals Amenities
What amenities can you expect?
Our Vacation Rentals are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:
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 with a fully equipped picnic area or barbecue grill, perfect for meals outside amidst scenic views.
- Relax by a private or shared swimming pool, ideal for cooling off during warm summer days in the region.
- Take advantage of lakeside access for activities like fishing, kayaking, or simply soaking in the natural beauty of the area.
- Make the most of spacious patios or decks for unwinding, entertaining guests, or watching stunning sunsets over the countryside.
- Utilize outdoor fire pits to gather around and enjoy cozy evenings during your stay in this destination.
- Benefit from well-maintained walking or biking trails that wind through the surrounding natural landscape.
- Benefit from ample yard space suitable for outdoor games and family fun, providing a perfect setting for outdoor recreation.
Top Attractions Around Westfield
What attractions are nearby?
In this charming area, you can enjoy outdoor activities such as hiking and fishing, explore local parks, and experience the natural beauty that makes the region a perfect destination for relaxation and adventure.
Family Activities
- Westfield Lake Activities: Enjoy family-friendly boating, fishing, and swimming right on the scenic waters that define this charming area.
- Wildwood Park Exploration: Spend a day exploring the natural beauty and walking trails of Wildwood Park, perfect for picnics and outdoor adventures with your loved ones.
- Local Heritage Museum: Discover the region's history through engaging exhibits and interactive displays located conveniently within this welcoming community.
- Community Events and Festivals: Participate in seasonal festivals and events hosted here, offering entertainment and activities suitable for all ages in a friendly setting.
Adult Activities
- Fishing on the Wisconsin River: Enjoy a relaxing day casting your line in the nearby Wisconsin River, renowned for its excellent freshwater fishing opportunities.
- Exploring Nature at the Westfield Wildlife Area: Discover local flora and fauna while hiking or birdwatching within this accessible natural reserve close to here.
- Visiting Local Events and Festivals: Immerse yourself in community traditions by attending seasonal events that showcase the region's culture and hospitality.
- Golfing at area courses: Tee off at nearby golf courses designed to provide an enjoyable experience amid scenic surroundings characteristic of this region.
Westfield Travel Tips
How Can You Make the Most of Your Stay?
- Plan Your Activities in Advance: To maximize your experience here, research local events and outdoor activities that showcase the natural beauty of the region surrounding your vacation rental.
- Choose the Ideal Location: Select a rental property that offers convenient access to key attractions and outdoor spaces, ensuring an immersive stay in this destination.
- Explore Local Cuisine: Take time to enjoy regional flavors at nearby eateries or prepare homemade meals using fresh ingredients from local markets in your vacation rental.
- Connect with the Community: Engage with neighbors and visit community spots to gain authentic insights and make your stay here more enriching and memorable.
Transportation Options
- Car Rental Services: Convenient car rental options are available nearby, offering the flexibility to explore the area at your own pace during your stay.
- Local Taxi and Rideshare: Reliable taxi and rideshare services provide quick transportation around this destination, making it easy to access local attractions and amenities.
- Public Transit Options: Bus services connect key points in the region, providing an affordable way to get around without a vehicle.
- Bicycle Rentals: For outdoor enthusiasts, bicycle rentals offer an environmentally friendly way to enjoy the scenic surroundings here.
Local Customs Options
- Southwestern Wisconsin Hospitality: Visitors often find the warm and welcoming attitude of locals here a charming reflection of the region's friendly culture.
- Community Events and Festivals: Participating in traditional gatherings like local fairs allows travelers to experience the area's rich cultural heritage firsthand.
- Respect for Nature and Land: It’s customary to show appreciation for the natural environment, which is reflected in conservation efforts common throughout the region.
- Local Dining Etiquette: When dining at area establishments, embracing casual, family-style service is typical and appreciated by residents seeking genuine interactions.
Frequently Asked Questions About Westfield?
1. What are the top vacation rentals in Westfield?
There are a lot of options in Westfield. If you plan on staying in the Westfield area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Westfield:
- Family Friendly lake home, beach, level lot, fire pit, game room, dog friendly!
- Cozy 2 Bedroom All Season Cottage on Montello Lake
- WELCOME! Are you looking to get away, to disconnect and relax? Look no further.
- Tiny Lake House
- Lakefront Cottage with Amazing Views and Privacy!
- 2026 dates still available
- Caribou Bay Retreat – Private Lake Lodge on 35 Acres, Family Getaway!
- Cozy Lakefront Retreat 20 Minutes from Cascade Mountain Ski Resort
- Nature Nook Cabin, your peaceful hideaway ~ 25 mins to the Dells
- Tranquil 2 Bedroom Getaway on Private Lake
2. Which vacation homes in Westfield are best for families?
If you are looking for a family-friendly vacation home in Westfield, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Westfield:
3. How many Rentbyowner vacation rentals are available in Westfield?
Currently, the total number of properties listed by Rent By Owner in 2026 is over 125 in the Westfield 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 Westfield.
4. What is the cancellation policy for vacation rentals in this area?
Cancellation policies vary depending on the individual property listing. You should review the specific cancellation terms outlined in the rental agreement or contact the property owner directly to understand your options.
5. Are there any additional fees I should be aware of when booking a vacation rental here?
Additional fees such as cleaning charges, service fees, or local taxes are detailed within each listing. It’s recommended to read the full description and fee breakdown before completing your reservation to avoid surprises.
6. How do I find vacation rentals with flexible booking options in this region?
You can filter search results to show properties offering flexible or free cancellation options. Reviewing the property details and contacting owners can also provide clarity on specific policies that meet your needs.
7. Is it possible to see more photos and reviews before booking a vacation rental in this destination?
Yes, each listing typically includes multiple photos and guest reviews. Reading these can help you make an informed decision and ensure the property meets your expectations.
8. What amenities are commonly available in rentals here, and how can I confirm specific features?
Amenities vary by property but often include essentials like Wi-Fi, parking, and kitchen facilities. To confirm particular features, check the detailed listing description or reach out directly to the property owner.
Westfield Top Rated Vacation Rentals
House
9.2(15 Reviews)
3 Bedrooms
1 Bath
6 Guests
- Private Pool
- Fireplace/Heating
- Pool
- Ocean View
R5,613/Night
7 Nights - R39,290
RV Rental
9 Bedrooms
5 Baths
38 Guests
- Private Pool
- Pool
- Balcony/Terrace
- Pet Friendly
R23,090/Night
7 Nights - R161,633
House
3 Bedrooms
2 Baths
7 Guests
1539 ft²
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
R6,148/Night
7 Nights - R43,045
