1. USA
  2. Massachusetts
  3. Phillipston
  4. Rentals by Owner

Phillipston Rentals by Owner

8.8 (6 Reviews)
Apartment
  • Air Conditioner
  • Security/Safety
  • Bedding/Linens

Why Choose Rent By Owner for your Phillipston vacation rental?

What makes our Rentals by Owner special?

image
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
image
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
image
Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Best Times to Visit Phillipston

When should you plan your Rentals by Owner stay?

Choosing the right time to vacation here can enhance your experience, as understanding seasonal patterns in this destination helps you select the ideal period for a memorable stay through Rent By Owner.

Peak Season Highlights

summer
Summer (June to August)

During the warm summer months, you can enjoy the region's lush landscapes and pleasant weather, making it an ideal time for outdoor activities and exploring local scenery.

Average Temperature Daytime: 75-85°F - Nighttime: 55-65°F
autumn
Fall (September to November)

In early fall, the area is renowned for its vibrant foliage, attracting visitors who want to experience the scenic beauty and crisp air of this popular season.

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

Off-Season Highlights

image
Late Fall to Early Winter (December to February)

As temperatures drop, fewer travelers visit, offering a peaceful opportunity to enjoy the region’s quieter side and prepare for winter festivities.

Average Temperature Daytime: 30-45°F - Nighttime: 15-25°F
image
Spring (March to May)

Before the full bloom, the landscape begins to wake up, creating a serene environment that’s perfect for quiet retreats and enjoying the emerging nature around here.

Average Temperature Daytime: 50-60°F - Nighttime: 35-45°F

Weekly Weather Forecast for Phillipston

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.

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 private picnic area or patio setup.
  • Take advantage of spacious yards suitable for outdoor games and activities.
  • Relax by a scenic fire pit, perfect for evenings under the stars.
  • Make use of available grilling equipment to prepare delicious meals outdoors.
  • Explore nearby hiking trails or nature walks directly from the rental.
  • Spend time on a furnished porch or deck to soak in the views of the region.
  • Benefit from parking options that accommodate outdoor gear and recreational vehicles.
image
image

Family Activities

  • Millers River Wildlife Management Area: Explore the natural beauty of this nearby area, perfect for family hikes and birdwatching adventures.
  • Pioneer Park: Enjoy a relaxing day outdoors with playgrounds and picnic spots that make for ideal family outings in the region.
  • Local Nature Trails: Discover scenic trails suitable for all ages that showcase the area's lush landscape and wildlife.
  • Water Activities in the Region: Experience kayaking or fishing opportunities on local lakes, providing fun-filled water activities for the whole family.
image

Adult Activities

  • Hiking and Nature Walks: Explore scenic trails and lush landscapes perfect for outdoor enthusiasts seeking tranquility and fresh air in the region.
  • Fishing at Local Lakes: Enjoy a relaxing day casting your line at nearby lakes, where you can unwind and connect with nature.
  • Visit to Local Farms and Orchards: Experience the charm of regional farms offering seasonal fruit picking and farm-to-table culinary experiences.
  • Exploring Historical Sites: Discover the area's rich heritage by visiting historical landmarks that showcase the region’s cultural significance.

Other Places to Stay in Phillipston, MA

Jacobs Hill

Phillipston Travel Tips

How Can You Make the Most of Your Stay?

  • Explore local outdoor activities: Take advantage of the area's natural scenery by engaging in outdoor pursuits such as hiking or fishing to fully enjoy your stay here.
  • Connect with your rental host: Communicate openly with your owner to get personalized tips and ensure a smooth, enjoyable experience during your visit.
  • Plan ahead for peak seasons: Book your vacation rental early to secure the best options and rates, especially during busy times in this region.
  • Utilize nearby amenities and local services: Make the most of nearby shops, markets, and recreational facilities to enhance your trip and experience authentic regional charm.

Transportation Options

  • Massachusetts Bay Transportation Authority (MBTA): The regional transit service offers bus and commuter rail options that connect the area to nearby cities and essential destinations.
  • Rental Car Services: Renting a vehicle provides flexible access to this quiet destination and its surrounding natural attractions, with multiple providers available locally.
  • Taxis and Rideshare Services: Convenient for short trips within the region, these services offer a reliable way to explore without the need for personal transportation.
  • Private Shuttle Services: Pre-arranged shuttles are ideal for organized group travel or airport transfers, ensuring seamless mobility here.

Local Customs Options

  • New England Hospitality: You will notice a warm and welcoming attitude that reflects the region’s tradition of friendly interactions with visitors.
  • Community Gatherings: Participating in local events and festivals is common, giving you a chance to experience the area's close-knit community spirit.
  • Respect for Nature: Here, locals highly value environmental preservation, so you'll find eco-friendly practices are often observed during your stay.
  • Historical Respect: A deep appreciation for the region's history encourages respectful behavior when exploring historic sites and local landmarks.

Frequently Asked Questions About Phillipston Rentals by Owner

2. How many Rentbyowner vacation rentals are available in Phillipston?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 30 in the Phillipston 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 Phillipston. 

3. What is the cancellation policy for a rental by owner in Phillipston, Massachusetts?

The cancellation policy varies by listing, so it's important to review the specific terms on the property page. You can also contact the owner directly to clarify any questions about cancellations or refunds.

4. How do I communicate with the property owner before booking a rental in the area?

You can reach out to the owner through the messaging platform provided on the listing page. This allows you to ask questions about the property, availability, and any special requirements you may have.

5. Are there any additional fees I should be aware of when booking a rental by owner here?

Additional fees such as cleaning, service charges, or security deposits are typically detailed in the listing. Always review the total cost before confirming your reservation, and contact the owner if you need clarification.

6. What amenities are usually included in rentals by owner in this region?

Most rentals by owner in the area offer amenities like Wi-Fi, parking, fully equipped kitchens, and outdoor space. However, amenities can vary, so check the property details carefully or ask the owner directly.

7. What should I know about check-in and check-out procedures for rentals here?

Check-in and check-out times are specified in each listing, and the process may involve key exchanges or smart lock access. For specific instructions, contact the owner ahead of time to ensure a smooth arrival and departure.

More Rentals You May Like Near Phillipston

10.0 (9 Reviews)
House
  • Air Conditioner
  • Pet Friendly
  • Security/Safety