Best Vacation Homes in Westfield
6 Guests
2 Bedrooms
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Kitchen
- Parking
US $324/Night
For 7 Nights US $2,268
2066.67 ft²
12 Guests
5 Bedrooms
3 Bathrooms
House
- Oceanfront
- Skiing
- Fireplace/Heating
US $245/Night
For 7 Nights US $1,713
US $119/Night
For 7 Nights US $834
3470 ft²
6 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $244/Night
For 7 Nights US $1,706
2421.88 ft²
14 Guests
1 Bedroom
4 Bathrooms
Family Friendly
Apartment
- Private Pool
- Skiing
- Fireplace/Heating
US $1,019/Night
For 7 Nights US $7,133
1600 ft²
8 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
Condo
- Skiing
- Fireplace/Heating
- Pool
US $198/Night
For 7 Nights US $1,383
1100 ft²
6 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
Condo
- Skiing
- Fireplace/Heating
- Pool
US $366/Night
For 7 Nights US $2,564
1100 ft²
6 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
Condo
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $193/Night
For 7 Nights US $1,348
Westfield Luxury Rentals
2997 ft²
10 Guests
5 Bedrooms
4 Bathrooms
Family Friendly
House
- Skiing
- Fireplace/Heating
- Balcony/Terrace
US $1,776/Night
For 7 Nights US $12,432
13 Guests
4 Bedrooms
4 Bathrooms
Family Friendly
Condo
- Hot Tub
- Skiing
- Fireplace/Heating
US $1,469/Night
For 7 Nights US $10,286
2600 ft²
14 Guests
5 Bedrooms
4 Bathrooms
Family Friendly
House
- Skiing
- Fireplace/Heating
- Pool
US $1,272/Night
For 7 Nights US $8,904
2600 ft²
11 Guests
5 Bedrooms
4 Bathrooms
Family Friendly
House
- Skiing
- Fireplace/Heating
- Pool
US $1,184/Night
For 7 Nights US $8,288
2600 ft²
12 Guests
5 Bedrooms
4 Bathrooms
Family Friendly
House
- Hot Tub
- Skiing
- Fireplace/Heating
US $1,176/Night
For 7 Nights US $8,232
2000 ft²
8 Guests
4 Bedrooms
4 Bathrooms
Family Friendly
Condo
- Skiing
- Fireplace/Heating
- Pool
US $1,122/Night
For 7 Nights US $7,853
2497.23 ft²
8 Guests
4 Bedrooms
3 Bathrooms
Free Cancellation
House
- Hot Tub
- Spa
- Skiing
US $1,028/Night
For 7 Nights US $7,196
2500 ft²
8 Guests
4 Bedrooms
3 Bathrooms
Family Friendly
House
- Hot Tub
- Spa
- Skiing
US $1,002/Night
For 7 Nights US $7,017
Westfield Pet Friendly Vacation Rentals
6 Guests
2 Bedrooms
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $364/Night
For 7 Nights US $2,546
2497.23 ft²
14 Guests
5 Bedrooms
4 Bathrooms
House
- Oceanfront
- Hot Tub
- Spa
US $563/Night
For 7 Nights US $3,939
1100 ft²
6 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
House
- Skiing
- Fireplace/Heating
- Balcony/Terrace
US $460/Night
For 7 Nights US $3,220
1851.39 ft²
8 Guests
4 Bedrooms
3 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Pool
- Pet Friendly
US $365/Night
For 7 Nights US $2,555
1300 ft²
8 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
Ski Chalet
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
US $350/Night
For 7 Nights US $2,448
2400 ft²
9 Guests
4 Bedrooms
2 Bathrooms
Family Friendly
House
- Hot Tub
- Balcony/Terrace
- Pet Friendly
US $403/Night
For 7 Nights US $2,819
3250 ft²
16 Guests
5 Bedrooms
3 Bathrooms
Family Friendly
Ski Chalet
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $606/Night
For 7 Nights US $4,245
14 Guests
6 Bedrooms
3 Bathrooms
Pet Friendly
Ski Chalet
- Fireplace/Heating
- Pool
- Pet Friendly
US $642/Night
For 7 Nights US $4,493
Westfield Large Vacation Homes
2300 ft²
12 Guests
4 Bedrooms
3 Bathrooms
Family Friendly
House
- Spa
- Skiing
- Fireplace/Heating
US $611/Night
For 7 Nights US $4,280
4811.47 ft²
12 Guests
4 Bedrooms
4 Bathrooms
House
- Hot Tub
- Skiing
- Fireplace/Heating
US $781/Night
For 7 Nights US $5,467
10 Guests
4 Bedrooms
4 Bathrooms
Family Friendly
House
- Hot Tub
- Spa
- Skiing
US $545/Night
For 7 Nights US $3,816
2098.96 ft²
12 Guests
4 Bedrooms
3 Bathrooms
Family Friendly
House
- Spa
- Skiing
- Fireplace/Heating
US $320/Night
For 7 Nights US $2,240
1500 ft²
10 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
House
- Skiing
- Fireplace/Heating
- Balcony/Terrace
US $310/Night
For 7 Nights US $2,170
11 Guests
4 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $487/Night
For 7 Nights US $3,410
2500 ft²
14 Guests
5 Bedrooms
4 Bathrooms
Family Friendly
House
- Hot Tub
- Fireplace/Heating
- Pool
US $530/Night
For 7 Nights US $3,710
2425 ft²
14 Guests
4 Bedrooms
4 Bathrooms
Family Friendly
Condo
- Spa
- Skiing
- Fireplace/Heating
US $658/Night
For 7 Nights US $4,607
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 optimal time to visit here ensures you experience the region's natural beauty at its best, making your vacation rental in Westfield, Vermont, the perfect base for exploring seasonal changes and local events.
Peak Season Highlights
Summer (June to August)
During the summer months, the area experiences warm and inviting weather, perfect for outdoor activities and exploring the scenic surroundings.
Average Temperature Daytime: 75°F to 85°F - Nighttime: 55°F to 65°F
Fall (September to November)
Autumn brings vibrant foliage and crisp air, making this a popular time for enjoying natural beauty and outdoor pursuits.
Average Temperature Daytime: 60°F to 70°F - Nighttime: 40°F to 50°F
Off-Season Highlights
Winter (December to February)
Winter offers a peaceful atmosphere with snowy landscapes, ideal for those seeking tranquility and seasonal scenery.
Average Temperature Daytime: 20°F to 35°F - Nighttime: 10°F to 20°F
Spring (March to May)
Spring features mild temperatures and blooming flora, providing a quiet and refreshing escape before the busy summer season.
Average Temperature Daytime: 45°F to 60°F - Nighttime: 30°F to 40°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 spacious outdoor patios or decks perfect for relaxing and dining with scenic views.
- Take advantage of private gardens or yards ideal for outdoor gatherings or family fun.
- Make use of well-maintained fire pits for cozy evenings under the stars.
- Benefit from access to nearby hiking trails or nature walks right from your rental doorstep.
- Experience the convenience of on-site parking options that make exploring the region easy.
- Utilize outdoor grills or barbeque stations for summer cookouts in a tranquil setting.
- Enjoy waterfront or lakefront amenities, if available, for swimming, kayaking, or fishing activities.
Top Attractions Around Westfield
What attractions are nearby?
During your stay in this charming area, you can explore outdoor activities such as hiking and fishing, or enjoy relaxing in natural surroundings just moments from your vacation rentals here.
Family Activities
- Westfield Historic Museum: Discover local history and heritage at this engaging museum, perfect for family learning adventures in the area.
- Highland Park Nature Trails: Enjoy scenic hikes along well-maintained trails where your family can explore the region’s natural beauty and wildlife.
- Westfield Community Farm: Visit this family-friendly farm to learn about sustainable agriculture and perhaps pick fresh produce during your stay.
- Local Arts & Craft Workshops: Participate in hands-on art and craft activities that showcase the area's creative spirit, suitable for all ages.
Adult Activities
- Exploring the Lake Champlain Maritime Museum: Dive into regional maritime history and enjoy interactive exhibits that connect you to the area's rich nautical heritage.
- Visiting the local farmers' markets: Experience the region's fresh produce and handcrafted goods, perfect for a leisurely morning or afternoon in the area.
- Hiking in nearby Green Mountains: Discover scenic trails offering breathtaking views of the landscape, ideal for outdoor enthusiasts seeking adventure and tranquility.
- Enjoying local cuisine at regional eateries: Savor authentic Vermont flavors and farm-to-table dishes that highlight the region's culinary charm.
Westfield Travel Tips
How Can You Make the Most of Your Stay?
- Explore Local Nature Trails: Take advantage of the region's scenic trails to enjoy outdoor activities and experience the natural beauty surrounding your vacation rental.
- Visit Seasonal Events: Check out local events and festivals that highlight the area's culture and community spirit during your stay.
- Discover Nearby Dining Options: Savor authentic cuisine at nearby restaurants or prepare homemade meals using fresh, regional ingredients at your vacation rental.
- Plan Flexibly: Keep your schedule adaptable to make the most of spontaneous adventures and hidden gems in this charming destination.
Transportation Options
- Westfield Train Station: This historic station offers regional rail services, providing a scenic and convenient way to explore the surrounding region from your vacation rental.
- Local Taxi Services: Reliable taxi providers operate throughout the area, ensuring quick transportation to nearby attractions and amenities during your stay.
- Bus Routes: Public bus options connect travelers to key points within the region, making it easy to access local shops, dining, and outdoor activities without a car.
- Rental Car Agencies: Several car rental companies serve here, giving you flexibility and independence when exploring the scenic landscapes and attractions of this destination.
Local Customs Options
- Respect for Nature: Locals in the area deeply value preserving the natural beauty of Vermont, encouraging visitors to honor outdoor environments during your stay.
- Community Gatherings: Participating in town events and local gatherings offers a genuine glimpse into regional traditions and fosters connections with residents here.
- Seasonal Celebrations: Embracing seasonal festivals and holidays is customary, providing authentic experiences that highlight Vermont's cultural heritage throughout the year.
- Politeness and Quietude: Maintaining a respectful and quiet demeanor is appreciated by residents, ensuring your stay integrates seamlessly with the tranquil ambiance of this destination.
Westfield Vacation Rental Frequently Asked Questions
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:
- Ski in Ski out - fantastic location on the trail
- Spacious ski-in, ski-out 2-BR Jay Peak Village Condo, right on trail. A/C incl.!
- Spacious 2-BR Ski-in, Ski-out Jay Peak Village Condo, right on trail. A/C incl!
- Beautiful 3 BR ski In Trailside condo. Steps away from WaterPark & Ice Rink
- Jay Peak - Ski-in/Ski-Out at the Best in the East
- Great Family Getaway! Ski-In Ski-Out Luxury Condo at Jay Peak Resort.
- Ski-in, ski-out Village Condo at Jay Peak Resort
- Ski in/out 4 BR townhome directly on Raccoon Run and the Village Chair Lift !
- Jay Peak, Luxury 5 BR Ski-in Ski-Out with Hot tub
- Skiers and Golfers Paradise - Ski In/Ski Out with private hot tub and steam room
2. How many vacation rentals have private pools in Westfield?
There are 3 vacation rentals with private pools near Westfield. Top-rated RBO homes that have access to a swimming pool include:
3. 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:
4. How many Rentbyowner vacation rentals are available in Westfield?
Currently, the total number of properties listed by Rent By Owner in 2026 is over 194 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.
5. What is the cancellation policy for vacation rentals in Westfield, Vermont?
Cancellation policies vary depending on the individual property listing. You should review the specific cancellation terms outlined in the rental details or contact the property owner directly to understand the refund options and any potential fees.
6. How do I know if a vacation rental in this region allows pets?
Pet policies differ among rentals, so it's important to check the listing details for information about pet allowances. If it's not specified, reach out to the host to confirm whether bringing a pet is permitted during your stay.
7. Are linens and utilities included in the booking price?
In many vacation rentals here, linens and utilities are provided, but it varies by property. To avoid surprises, always verify these amenities in the listing description or ask the owner before finalizing your reservation.
8. What are the check-in and check-out times for rentals in this area?
Check-in and check-out times are typically specified by the host in the rental listing. Be sure to review these details beforehand or communicate directly with the owner to arrange your arrival and departure times suitable to your schedule.
9. How can I ensure my booking is secure and legitimate?
Book through reputable platforms that verify listings and provide secure payment options. Always read reviews and contact the property owner if you have any concerns to confirm the legitimacy of your chosen vacation rental here.
Westfield Top Rated Vacation Rentals
1400 ft²
8 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
Condo
- Skiing
- Fireplace/Heating
- Pool
US $655/Night
For 7 Nights US $4,582
1600 ft²
8 Guests
3 Bedrooms
3 Bathrooms
Family Friendly
Condo
- Hot Tub
- Skiing
- Fireplace/Heating
US $401/Night
For 7 Nights US $2,808
1850 ft²
8 Guests
4 Bedrooms
3 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $282/Night
For 7 Nights US $1,977
10 Guests
5 Bedrooms
3 Bathrooms
Family Friendly
Ski Chalet
- Hot Tub
- Fireplace/Heating
- Pool
US $601/Night
For 7 Nights US $4,207
2280 ft²
10 Guests
4 Bedrooms
4 Bathrooms
Family Friendly
House
- Spa
- Skiing
- Fireplace/Heating
US $538/Night
For 7 Nights US $3,769
6 Guests
3 Bedrooms
1 Bathroom
Family Friendly
Condo
- Skiing
- Fireplace/Heating
- Pool
US $394/Night
For 7 Nights US $2,757
2400 ft²
11 Guests
5 Bedrooms
2 Bathrooms
Ocean View
Ski Chalet
- Fireplace/Heating
- Pool
- Ocean View
US $414/Night
For 7 Nights US $2,901
2067 ft²
12 Guests
5 Bedrooms
3 Bathrooms
Family Friendly
Ski Chalet
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $344/Night
For 7 Nights US $2,405
