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Discover Your Ideal Handy House Rental by Owner in Westport, Massachusetts for a Seamless Booking Experience
Discover Your Perfect Handy House Rentals by Owner
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Handy House Rentals by Owner
- Air Conditioner
- Parking
- TV
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- Accessibility
- Security/Safety
- Air Conditioner
- Parking
- Pet Friendly
- Parking
- Accessibility
- Security/Safety
- Air Conditioner
- Parking
- TV
- Air Conditioner
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- TV
- Air Conditioner
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- TV
- Air Conditioner
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- Pet Friendly
- Air Conditioner
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- TV
- Air Conditioner
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- Pet Friendly
- Air Conditioner
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- Pet Friendly
- Air Conditioner
- Parking
- Security/Safety
Why Choose Rent By Owner for your Handy House vacation rental?
What makes our Rentals by Owner special?
Popular Areas for Handy House Rentals by Owner
Where are the best neighborhoods to stay in Handy House?
When considering where to stay in Handy House, Westport, Massachusetts, you'll find that the neighborhood offers a quiet and inviting atmosphere suited for a relaxing getaway. Located within close proximity to some of the area’s most desirable features, this part of Westport provides easy access to local pathways and scenic views, making it an ideal choice for those seeking comfort and convenience. Booking a rental by owner through Rent By Owner ensures you experience seamless planning and a dependable stay in this charming community, allowing you to enjoy the tranquility and natural beauty that Westport has to offer.
Easton's Point
In this part of Middletown, you'll find a peaceful seaside atmosphere perfect for relaxing stays close to the water. Its charming surroundings offer a tranquil environment, ideal for those seeking a quiet retreat in the region.
View 43+ Rentals in Easton's PointWestport Harbor
Nestled along the coast, this area provides easy access to scenic waterfront views and local maritime activities, making it an excellent choice for visitors who appreciate being near the harbor in Westport. The neighborhood's inviting ambiance caters to travelers looking for a relaxed coastal experience.
View 67+ Rentals in Westport HarborParadise Valley
Surrounded by natural beauty, this destination offers a serene setting within Middletown, ideal for enjoying outdoor leisure and easy access to nearby attractions. It's a peaceful haven for travelers wanting to immerse themselves in the area's tranquil landscape.
View 1407+ Rentals in Paradise ValleyMelville
Located in Portsmouth, the area boasts a blend of rural charm and accessibility, perfect for guests seeking a quiet escape within easy reach of local amenities. Its inviting atmosphere makes for a comfortable and restful stay.
View 61+ Rentals in MelvilleWilburs Point
Situated in Fairhaven, this neighborhood offers stunning waterfront vistas and a welcoming community, ideal for travelers wanting a memorable stay near the coast. Its picturesque setting provides a relaxing backdrop for your visit.
View 30+ Rentals in Wilburs PointBest Times to Visit Handy House
When should you plan your Rentals by Owner stay?
Choosing the optimal time to vacation here can enhance your experience, as this destination offers ideal conditions during specific seasons in Westport, Massachusetts, ensuring you enjoy the region's natural beauty and tranquil surroundings when they are at their best.
Peak Season Highlights
Summer (June to August)
This is the most popular time to visit, as you'll enjoy warm days perfect for outdoor activities and relaxing by the water, making it ideal for a memorable getaway.
Fall (September to November)
During this period, the region boasts vibrant foliage and mild weather, providing a picturesque setting for exploring and enjoying outdoor pursuits.
Off-Season Highlights
Winter (December to February)
In the colder months, fewer visitors come here, offering a peaceful retreat for those seeking tranquility and cozy accommodations in the area.
Spring (March to May)
As the season transitions, you can experience fewer crowds while witnessing the region's natural beauty awakening with blooming flora and milder temperatures.
Weekly Weather Forecast for Handy House
How to Book Your Handy House vacation rental
What's our booking process?
Booking Steps
Search Properties
Select a Rental
Book Online
Explore and book the perfect rental in Handy House
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
- You can enjoy a spacious outdoor patio or deck, perfect for relaxing and taking in the fresh regional air.
- Many rentals offer access to a private yard or garden area, providing a peaceful retreat amid the natural surroundings.
- Look for properties with outdoor dining setups so you can savor meals al fresco while enjoying the area's scenic views.
- Expect amenities like a barbecue grill to host cookouts and gatherings during your stay here.
- Some rentals feature outdoor fire pits, ideal for cozy evenings under the starry skies of this coastal region.
- Multiple options include parking spaces within the outdoor premises for convenient arrival and departure.
- Discover properties with nearby walking trails or open spaces, encouraging outdoor activities in the area’s natural environment.
Top Attractions Around Handy House
What attractions are nearby?
Nearby, you can enjoy a variety of outdoor activities and scenic exploration that showcase the natural beauty of the area, making your stay here both relaxing and engaging.

Family Activities
- Visit Westport River Reserve: Explore this scenic natural area where your family can enjoy easy hiking trails and observe local wildlife during a peaceful day in the region.
- Beach Day at Horseneck Beach State Reservation: Spend quality time relaxing on the sandy shores, building sandcastles, or taking a refreshing swim just moments from here.
- Explore the Westport Rivers Vineyard & Winery: Embark on an engaging family-friendly tour to learn about local viticulture, and enjoy picturesque views of the surrounding landscapes.
- Enjoy the Westport Town Farm: Participate in seasonal farm activities, admire the lush gardens, or attend community events that foster connection with the area's rural charm.
Adult Activities
- Beachcombing and Coastal Walks: Enjoy leisurely strolls along the scenic shoreline, discovering unique shells and enjoying the calming sea breeze in this charming coastal area.
- Bird Watching and Nature Observation: Explore the local wildlife habitats to spot a variety of bird species and immerse yourself in the peaceful natural surroundings here.
- Golfing at Nearby Courses: Play a round of golf at nearby courses renowned for their beautiful settings and well-maintained fairways, perfect for a relaxing day outdoors.
- Kayaking and Water Activities: Rent a kayak or paddleboard to experience the region’s waterways firsthand, gaining a new perspective of the area's pristine coastline.
Handy House Travel Tips
How Can You Make the Most of Your Stay?
- Explore Local Activities: Take advantage of nearby outdoor activities and scenic spots to enhance your stay in this charming part of the region.
- Plan Ahead for Dining: Discover local eateries or prepare meals at your rental to enjoy authentic flavors and save time during your visit.
- Utilize Transportation Options: Familiarize yourself with available transportation methods to easily navigate the area and reach popular destinations.
- Engage with the Community: Connect with neighbors or local hosts to gain insider tips that will make your experience more memorable.
Transportation Options
- Westport Transportation Services: Reliable shuttle and taxi options are available for easy access to local attractions and services in the area.
- Public Transit: The regional bus service provides convenient routes connecting nearby towns and cities to this destination.
- Rental Car Agencies: Several rental car companies operate nearby, offering flexibility to explore the region at your own pace.
- Biking and Walking Paths: Scenic trails and pedestrian-friendly streets allow you to enjoy the area's natural beauty and tranquility on foot or by bicycle.
Local Customs Options
- Respect for Coastal Traditions: You will find that honoring the region’s maritime heritage is a common custom, reflecting the community’s deep connection to its historic fishing industry.
- Seasonal Celebrations: Participating in local festivals and seasonal events is customary here, allowing you to experience the area's vibrant community spirit firsthand.
- Environmental Conservation: It is typical to observe eco-friendly practices, as residents prioritize preserving the natural beauty of the region’s beaches and coastal areas.
- Genuine Hospitality: Expect a warm welcome from locals who cherish sharing their traditions and ensure visitors feel like part of the community during their stay.
Frequently Asked Questions About Handy House Rentals by Owner
1. What are the top vacation rentals in Handy House?
There are a lot of options in Handy House. If you plan on staying in the Handy House area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Handy House:
- Old Tiverton Four Corners Schoolhouse No. 1
- Private Spacious Pet Friendly Studio/Loft
- 'Little Neck' ~ Where The Slocum River Meets Buzzards Bay ~ 7 Acres!
- Little Compton Coastal Oaks
- Spacious Solar Powered Beach Vacation Home - Family Friendly - Sleeps 12+
- House on Quicksand Pond.close to beach
- Newly renovated house minutes to South Shore Beach
- Three acre farm house with water view and contemporary furnishings.
- Newly built apartment in historic village
- 3 minute walk to the beach, panoramic water view, pastoral setting -pet friendly
2. How many Rentbyowner vacation rentals are available in Handy House?
Currently, the total number of properties listed by Rent By Owner in 2025 is over 82 in the Handy House 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 Handy House.
3. What is the cancellation policy for a rental by owner in Handy House?
4. How do I check the availability of a rental in Westport's Handy House?
5. Are there any house rules I should be aware of when staying at a rental by owner here?
6. What amenities are typically included in rentals by owner in this region?
7. How can I contact the owner if I have questions about my stay in a rental in the area?
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