- USA
- Massachusetts
- Sturbridge
- Gilbertville
- Rentals by Owner
Discover Your Ideal Gilbertville, Massachusetts rental by owner for a seamless and personalized getaway experience
Discover Your Perfect Gilbertville 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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Timeshares
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Sustainable Travel
Gilbertville Rentals by Owner
- Air Conditioner
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- TV
- Air Conditioner
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- View
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- TV
- Balcony/Terrace
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- View
- Ocean View
- Air Conditioner
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- TV
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- Accessibility
- Security/Safety
- Air Conditioner
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- Bedding/Linens
- Air Conditioner
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- TV
- Air Conditioner
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- Pool
- Air Conditioner
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- Pet Friendly
- Air Conditioner
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- Pet Friendly
- Air Conditioner
- Pet Friendly
- Security/Safety
Why Choose Rent By Owner for your Gilbertville vacation rental?
What makes our Rentals by Owner special?
Best Times to Visit Gilbertville
When should you plan your Rentals by Owner stay?
Choosing the ideal time to vacation here ensures you experience the region's unique charm at its best, whether you're seeking quieter seasons or vibrant local events, making your Rent By Owner rental in Gilbertville, Massachusetts, USA, the perfect home base for your memorable getaway.
Peak Season Highlights
Summer (June to August)
During the summer months, you'll enjoy warm weather ideal for outdoor activities in the region. This is when the area sees an influx of visitors seeking to experience its natural beauty and pleasant climate.
Fall (September to November)
The fall season offers vibrant foliage and cooler temperatures, making it a popular time for travelers looking to explore scenic landscapes and enjoy comfortable weather in this destination.
Off-Season Highlights
Winter (December to February)
In winter, the region experiences colder weather, which often leads to lower visitor numbers. Booking during this time can provide a more peaceful stay with fewer crowds and off-season rates.
Spring (March to May)
Spring brings milder temperatures and blooming nature, but it tends to be less crowded as travelers wait for the warmer months to arrive. It’s a great time for those seeking tranquility and fresh scenery.
Weekly Weather Forecast for Gilbertville
How to Book Your Gilbertville vacation rental
What's our booking process?
Booking Steps
Search Properties
Select a Rental
Book Online
Explore and book the perfect rental in Gilbertville
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 gatherings with a spacious patio or deck area for entertaining guests.
- Take advantage of private backyard spaces perfect for relaxing or outdoor dining.
- Explore well-maintained gardens or landscaping that enhance the outdoor ambiance.
- Utilize outdoor fire pits or fireplaces for cozy evenings under the stars.
- Make the most of scenic views from outdoor seating areas designed for relaxation.
- Benefit from access to nearby hiking trails or nature routes for outdoor adventures.
- Relax in outdoor recreational facilities such as tennis courts, swimming pools, or volleyball courts often available in vacation rentals here.
Top Attractions Around Gilbertville
What attractions are nearby?
While staying nearby, you can enjoy a variety of outdoor activities and explore the natural beauty that surrounds this destination in Massachusetts, offering a perfect blend of relaxation and adventure for your visit.

Family Activities
- Hiking at the nearby state parks: Explore scenic trails perfect for family outings and enjoying the natural beauty of the area.
- Visiting local farms and orchards: Experience hands-on activities and fresh produce in this region’s charming rural settings.
- Fishing at regional lakes and rivers: Spend quality time together casting lines in the tranquil waters surrounding here.
- Exploring community parks and playgrounds: Engage in outdoor fun with well-maintained facilities designed for children and families alike.
Adult Activities
- Fishing at the Middle Pond: Enjoy a relaxing day of fishing in the serene waters of the Middle Pond, easily accessible from your rental here.
- Hiking along local trails: Explore scenic hiking trails that wind through the region’s natural beauty, offering peaceful surroundings just minutes from your accommodation.
- Visiting nearby parks: Spend time unwinding in well-maintained parks where you can walk, have a picnic, or simply enjoy the outdoors in this tranquil area.
- Kayaking and canoeing on the river: Experience the calm waterways by renting a kayak or canoe, providing an excellent way to explore the area's scenic landscape.
Other Places to Stay in Gilbertville, MA
Gilbertville Travel Tips
How Can You Make the Most of Your Stay?
- Explore Local Outdoor Activities: Take advantage of the region’s natural beauty by engaging in outdoor pursuits such as hiking or fishing, which can be enjoyed right from your rental here.
- Connect with Your Host: Communicate directly with your owner to get insider tips on the best local spots and hidden gems within the area.
- Plan for Seasonal Events: Check the seasonal calendar to participate in local festivals or events, enriching your experience in this destination.
- Utilize Nearby Amenities: Make use of nearby grocery stores and services to ensure a comfortable and convenient stay during your time in this part of the region.
Transportation Options
- Personal Vehicle Rentals: You can opt for renting a car to explore the region comfortably and at your own pace while staying close to Gilbertville’s scenic surroundings.
- Regional Bus Services: Public bus options connect here with surrounding towns, providing an economical way to travel throughout the area without the need for a private vehicle.
- Taxis and Rideshare Services: Local taxi companies and popular rideshare apps offer convenient transportation for quick trips within the region or to nearby destinations.
- Airport Transfers: The closest airports provide shuttle or private transfer services, making arrivals and departures smooth when traveling in and out of this part of Massachusetts.
Local Customs Options
- Welcoming Community Spirit: Embrace the friendly and close-knit atmosphere that defines the local customs in this part of Massachusetts, making your stay feel like a warm welcome home.
- Respect for Nature: You will notice a strong tradition of environmental appreciation here, encouraging visitors to participate in sustainable practices during your visit.
- Participating in regional celebrations provides a glimpse into the area's rich cultural heritage and community values.
- Local Artisans and Crafts:** Supporting local artisans is common here, reflecting the region's pride in handmade goods and unique craftsmanship that you can experience firsthand.
Frequently Asked Questions About Gilbertville Rentals by Owner
1. What are the top vacation rentals in Gilbertville?
There are a lot of options in Gilbertville. If you plan on staying in the Gilbertville area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Gilbertville:
- Convenient, clean and cozy 3 bedroom, 2 bath overlooking idyllic lake whittemore
- Private Resort Like Getaway - Close to Wachusett Mountain Ski Resort!
- Waterfront Retreat: 2BR with Huge Deck on Lake Lashaway Views in E. Brookfield!
- Hardwick Hygge contemporary retreat with lake views
- Serene 1-bedroom suite on 65 acre horse property
- Hillside Hideaway: full family home, 250 ft from the lake shore. Dog friendly!
- The Suite at Liberty Woods
- Cozy 3 bedroom home
- Sunnybrook House - 5 bedroom antique home in landscaped wooded grounds.
- Lakefront cabins for family and friend gatherings
2. How many Rentbyowner vacation rentals are available in Gilbertville?
Currently, the total number of properties listed by Rent By Owner in 2025 is over 37 in the Gilbertville 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 Gilbertville.
3. What is the cancellation policy for rental properties in Gilbertville, Massachusetts?
4. How do I confirm the availability of a rental in this area?
5. Are there any additional fees I should be aware of when booking a rental here?
6. What amenities are typically included in rentals by owner in this destination?
7. What steps should I take if I encounter issues during my stay in the region?
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