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- Rentals by Owner
Discover Your Ideal Rental by Owner in Worcester County, Massachusetts for a Comfortable Stay
Discover Your Perfect Worcester County Rentals by Owner
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Rentals by Owner
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Luxury Vacation Rentals
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Pet Friendly Vacation Rentals
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Unique Vacation Rentals
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Cabin Rentals
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Cottage Rentals
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Ski Chalet Rentals
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Timeshares
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Hotels with Suites
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Family Vacation Rentals
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Vacation Rentals with Pools
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Oceanfront Vacation Rentals
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Summer Vacation Rentals
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Winter Vacation Rentals
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Short Term Rentals
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Corporate Accommodation
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Large Group Vacation Rentals
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Sustainable Travel
Worcester County Rentals by Owner
- Air Conditioner
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- Pet Friendly
- Air Conditioner
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- Balcony/Terrace
- Air Conditioner
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- Pool
- Air Conditioner
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- TV
- Air Conditioner
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- View
- Air Conditioner
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- TV
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- Accessibility
- Security/Safety
- Air Conditioner
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- TV
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- View
- Ocean View
- Air Conditioner
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- TV
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- View
- Private Beach
- Air Conditioner
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- TV
Why Choose Rent By Owner for your Worcester County vacation rental?
What makes our Rentals by Owner special?
Best Times to Visit Worcester County
When should you plan your Rentals by Owner stay?
Choosing the right time to vacation in Worcester County ensures you experience this destination's unique appeal at its best, whether you're seeking outdoor adventures or relaxing getaways, making it essential to consider seasonal trends when booking your rental by owner through Rent By Owner.
Peak Season Highlights
Summer (June to August)
During the summer months, this destination experiences warm weather and longer daylight hours, making it ideal for outdoor activities and exploring the region’s natural beauty.
Fall (September to November)
Autumn brings vibrant foliage and cooler temperatures, providing a picturesque setting for sightseeing and seasonal events in the area.
Off-Season Highlights
Winter (December to February)
Winter offers quieter settings with lower crowds and opportunities for cozy indoor stays, while the region’s winter scenery provides a peaceful backdrop.
Spring (March to May)
In spring, the area begins to bloom with new life, although the weather can be unpredictable, making it a quieter time for those seeking tranquility.
Weekly Weather Forecast for Worcester County
How to Book Your Worcester County vacation rental
What's our booking process?
Booking Steps
Search Properties
Select a Rental
Book Online
Explore and book the perfect rental in Worcester County
Common Rentals by Owner Amenities
What amenities can you expect?
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 with picnic tables and seating options perfect for al fresco meals.
- Take advantage of private or shared patios and decks to relax and unwind amidst scenic surroundings.
- Make the most of spacious yards or gardens ideal for outdoor activities or simply soaking in the fresh air.
- Experience easy access to hiking trails or walking paths directly from your rental property.
- Discover on-site fire pits or outdoor fireplaces to gather around during cool evenings.
- Utilize outdoor recreational equipment such as bikes, kayaks, or paddleboards available at some rentals.
- Benefit from well-maintained swimming pools or hot tubs that offer relaxation after a day of exploring the area.
Top Attractions Around Worcester County
What attractions are nearby?
While staying here, you can enjoy a variety of outdoor activities and local attractions that showcase the best of Worcester County’s natural beauty and cultural offerings, making your visit both relaxing and engaging.

Family Activities
- EcoTarium: Explore the engaging indoor and outdoor exhibits that make this science and nature museum a perfect family outing in the region.
- The Hippo Theatre: Enjoy live performances designed for children and families, providing entertainment that sparks imagination and joy here in Worcester County.
- Pappas Recreation Area: Spend a day outdoors at this popular park with playgrounds and picnic spots, ideal for making lasting family memories in the area.
- Worcester Art Museum: Introduce your family to diverse artworks and family-friendly activities that enrich your visit to this cultural gem nearby.
Adult Activities
- Visit the EcoTarium: Discover an engaging science and nature museum where you can explore interactive exhibits and enjoy outdoor nature trails right in the region.
- Explore the Worcester Art Museum: Immerse yourself in world-class art collections, perfect for a leisurely afternoon immersed in culture within this destination’s vibrant arts scene.
- Enjoy outdoor activities at Wachusett Mountain: Take advantage of scenic hiking, mountain biking, or simply soak in panoramic views from the summit in this area's well-known outdoor recreation spot.
- Experience local craft breweries: Taste unique brews and learn about the brewing process at some of the region's popular craft breweries, ideal for an adult outing focused on relaxation and socializing.
Other Places to Stay in Worcester County, MA
Worcester County Travel Tips
How Can You Make the Most of Your Stay?
- Visit during the shoulder seasons: Plan your trip outside of peak summer months to enjoy fewer crowds and more affordable rental options in the region.
- Explore local outdoor activities: Take advantage of nearby parks, hiking trails, and scenic spots to get an authentic experience of this area's natural beauty.
- Connect with local hosts: Choose rentals that include personalized tips from hosts familiar with the area to enhance your stay and discover hidden gems.
- Plan your itinerary ahead: Book properties close to key attractions and conveniences to maximize your time and comfort while exploring here.
Transportation Options
- Worcester Regional Airport: This airport offers convenient domestic flights, making it easy for you to access the region directly from various locations.
- Amtrak Train Services: The train services provide reliable transportation options connecting you to major cities and nearby towns within the area.
- Local Bus Transit: The regional bus system offers an affordable and accessible way to explore the region's attractions and neighborhoods.
- Rental Car Services: Numerous rental agencies operate here, giving you flexible travel options to discover Worcester County at your own pace.
Local Customs Options
- Respect for Local History: You’ll find that honoring the area's historical traditions is an important part of community life here, so participating in local events shows your appreciation for Worcester County’s rich heritage.
- Seasonal Celebrations: The region embraces seasonal customs such as fall harvest festivals and winter holiday festivities, offering a wonderful way for visitors to engage with local traditions.
- Community Hospitality: Warm welcomes and friendly exchanges are common in this destination, reflecting the area’s strong emphasis on neighborliness and community spirit.
- Environmental Respect: Preserving the natural beauty of this region is highly valued, so practicing eco-friendly habits while staying here aligns with the local customs.
Frequently Asked Questions About Worcester County Rentals by Owner
1. What are the top vacation rentals in Worcester County?
There are a lot of options in Worcester County. If you plan on staying in the Worcester County area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Worcester County:
- The Playhouse: 7,000 Sq Ft of Berkshires Modern Luxury & History
- Convenient, clean and cozy 3 bedroom, 2 bath overlooking idyllic lake whittemore
- Waterfront Home with Stunning Views . Dog friendly , and great fishing !
- Modern Cottage in the heart of the Berkshires with new exterior flex space!
- Tranquil 3 BR Stockbridge House w/Private Deck!
- Stella Maris, 6 bedroom 3 bath coastal home, water views, private access
- Lovely Home on Golden Hill
- Private Resort Like Getaway - Close to Wachusett Mountain Ski Resort!
- Contemporary house on 8 acres of wild flowers, trees and trails; pet friendlyn
- Spectacular Waterfront Cape Cod Home, Oceanfront And Beach,AC,Deck,Grill,Hot Tub
2. How many Rentbyowner vacation rentals are available in Worcester County?
Currently, the total number of properties listed by Rent By Owner in 2025 is over 665 in the Worcester County 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 Worcester County.
3. What is the cancelation policy for rental properties in Worcester County, Massachusetts?
4. How do I find verified rental by owner listings in Worcester County, Massachusetts?
5. What amenities are typically included in a rental by owner in Worcester County, Massachusetts?
6. How do I contact the property owner for questions about my stay in Worcester County?
7. Are there any requirements or restrictions when booking a rental by owner in Worcester County?
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