Discover Your Perfect Westborough Vacation Homes

Westborough Luxury Rentals

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8.0 (92 Reviews)
Hotel
Beechwood Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
View Availability
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Westborough Pet Friendly Vacation Rentals

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8.2 (206 Reviews)
Apartment
Residences at Solomon Pond
  • Air Conditioner
  • Parking
  • Pet Friendly
View Availability
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Why Choose Rent By Owner for your Westborough 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 Westborough

When should you plan your Vacation Rentals stay?

Choosing the right time to visit can enhance your experience in this destination, allowing you to enjoy the region’s climate and local events while making the most of your vacation rental here.

Peak Season Highlights

summer
Summer (June to August)

During the warm summer months, you can enjoy the region's vibrant atmosphere and outdoor activities while exploring your vacation rental in Westborough.

Average Temperature Daytime: 75°F to 85°F - Nighttime: 60°F to 65°F
autumn
Fall (September to November)

As the leaves change color, this season offers a picturesque setting perfect for outdoor adventures and enjoying the cozy charm of your accommodation.

Average Temperature Daytime: 65°F to 75°F - Nighttime: 45°F to 55°F

Off-Season Highlights

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Spring (March to May)

In early spring, the area begins to awaken with mild weather, providing a serene backdrop for your stay in the region's vacation rentals.

Average Temperature Daytime: 50°F to 60°F - Nighttime: 35°F to 45°F
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Winter (December to February)

The colder months bring a quiet ambiance, ideal for those seeking a peaceful retreat in this destination's winter scenery.

Average Temperature Daytime: 30°F to 40°F - Nighttime: 15°F to 25°F

Weekly Weather Forecast for Westborough

How to Book Your Westborough 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 Westborough

More Top-Rated Vacation Rentals in Westborough Area

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 areas or picnic spots where you can relax and savor the fresh air.
  • Take advantage of spacious yards or gardens, perfect for outdoor activities or simply unwinding in nature.
  • Make use of private patios or decks to enjoy sunny mornings or evening gatherings with friends and family.
  • Discover access to nearby walking trails or pathways that let you explore the natural beauty of the area.
  • Relax by the outdoor fire pits, ideal for cozy evenings during your stay in this region.
  • Benefit from well-maintained lawn spaces suitable for outdoor games or recreational activities.
  • Utilize outdoor parking facilities that provide convenient access to your vacation rental here.

Top Attractions Around Westborough

What attractions are nearby?

In this vibrant area, you can explore a variety of outdoor activities, local parks, and cultural attractions that make your stay in Westborough, Massachusetts, truly memorable.

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Family Activities

  • Westborough Town Common: Enjoy a relaxing picnic or leisurely stroll around this historic town square, perfect for family outings in the region.
  • Ski Ward Hill Park: During the winter months, your family can experience fun snow activities and scenic views at this popular outdoor destination nearby.
  • Fort Meadow Lake: Spend quality time fishing, kayaking, or simply exploring nature along the peaceful shores of this local lake.
  • Westborough Children’s Museum: Engage your kids with hands-on exhibits and interactive learning experiences that make exploring here both fun and educational.
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Adult Activities

  • Westborough Golf Club: Enjoy a relaxing day on the scenic fairways at this local golf course, perfect for adult enthusiasts seeking a peaceful outdoor activity.
  • The Westborough Fine Arts Gallery: Explore regional artwork and indulge in cultural enrichment within this charming gallery situated in the heart of the town.
  • Wine Tasting at Local Vineyards: Experience the region’s viticulture by visiting nearby vineyards that offer guided tastings and tours for wine lovers.
  • Shopping at Westborough’s Town Center: Discover unique boutiques and specialty shops in the town center, ideal for leisurely afternoons or finding special souvenirs.

Other Places to Stay in Westborough, MA

Lake Chauncy Public Beach
Lake Chauncy Public Beach Vacation Rentals
Westborough Country Club
Westborough Country Club Vacation Rentals
More Places to Stay Near Westborough

Westborough Travel Tips

How Can You Make the Most of Your Stay?

  • Plan Your Arrival and Departure Times: Coordinate your schedule to maximize flexibility and make check-in and check-out smooth, especially during peak travel seasons in this region.
  • Explore Local Dining Options: Take advantage of nearby eateries to experience authentic regional flavors while enjoying the comfort of your vacation rental.
  • Utilize Nearby Transportation Services: Research local transit options to navigate easily around the area and visit popular attractions without hassle.
  • Discover Hidden Gems in the Area: Ask your hosts or explore online guides to find lesser-known spots that offer unique experiences outside typical tourist routes.

Transportation Options

  • Westborough Amtrak Station: You can access regional train services from here, offering a convenient way to explore nearby cities and beyond.
  • Massachusetts Bay Transportation Authority (MBTA) Bus Services: Merging local connectivity with your plans, these bus routes make it easy to navigate within the region and reach key destinations.
  • Rental Car Services: Renting a vehicle provides flexibility to discover this destination and its scenic surroundings at your own pace.
  • Local Taxi and Ride-Sharing Services: For quick and easy transportation around here, reliable taxi and ride-hailing options are available to suit your schedule.

Local Customs Options

  • Local Farming Traditions: You can experience the area's agricultural roots through seasonal farmers' markets and local farm events that celebrate the region's rich farming heritage.
  • Historical Preservation Practices: Respect for historic sites and buildings is common here, reflecting a community that values its cultural history and architectural preservation.
  • Community Events and Festivals: Participating in neighborhood festivals and town-wide celebrations offers a glimpse into the area’s vibrant local customs and communal spirit.
  • Dining Etiquette and Local Cuisine: Enjoying regional dishes and observing dining traditions showcases the area's unique culinary customs rooted in Massachusetts’ culinary history.

Frequently Asked Questions About Westborough?

1. What are the top vacation rentals in Westborough?

There are a lot of options in Westborough. If you plan on staying in the Westborough area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Westborough:

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

There are 24 vacation rentals with private pools near Westborough. Top-rated RBO homes that have access to a swimming pool include:

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

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

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

Currently, the total number of properties listed by Rent By Owner in 2025 is over 440 in the Westborough 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 Westborough. 

5. What is the cancellation policy for vacation rentals in this region?

Cancellation policies vary depending on the owner and listing. You should review the specific policy outlined in the booking details or contact the property owner directly to understand the terms before confirming your reservation.

6. Are there any additional fees associated with booking a vacation rental in this area?

Additional fees such as cleaning fees, service charges, or taxes may apply and are detailed in the listing. It’s recommended to read the full fee breakdown or reach out to the owner for clarification before finalizing your reservation.

7. How do I ensure the vacation rental is suitable for my needs?

You can review the property description, amenities, and photos provided in the listing. If you have specific requirements, contacting the owner directly can help confirm that the rental meets your expectations.

8. What is the process for checking in and checking out of vacation rentals here?

Check-in and check-out procedures are specified in the listing or communicated by the owner. It’s best to review these details beforehand and coordinate with the host if needed to ensure a smooth arrival and departure.

9. Is there support available if I encounter issues during my stay?

Support options depend on the listing and host. Many hosts provide contact information for assistance, and some platforms offer customer service. Refer to the listing or contact the owner for any help needed during your stay.