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- Westerly
- Rentals by Owner
Discover Your Perfect Westerly, Rhode Island Rental by Owner for a Memorable Stay
Discover Your Perfect Westerly Rentals by Owner
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Westerly Rentals by Owner
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- Pet Friendly
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- Balcony/Terrace
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- View
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- Ocean View
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- Pet Friendly
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Why Choose Rent By Owner for your Westerly vacation rental?
What makes our Rentals by Owner special?
Popular Areas for Westerly Rentals by Owner
Where are the best neighborhoods to stay in Westerly?
When exploring Westerly, Rhode Island, selecting the right neighborhood to stay in can greatly enhance your vacation experience. Whether you prefer a peaceful seaside retreat or a lively area close to local amenities, Westerly offers a variety of neighborhoods that cater to different preferences. Booking a rental by owner through Rent By Owner ensures you find a trusted and reliable accommodation within the ideal neighborhood, making your visit to this charming coastal town both comfortable and memorable. Enjoy the ease of discovering a location that perfectly suits your needs while experiencing all that Westerly has to offer.
Watch Hill Historic District
This charming area offers a historic ambiance with well-preserved architecture, making it an ideal spot for those seeking a quintessential New England experience. When you choose to stay here, you'll enjoy the peaceful, picturesque surroundings that highlight the region’s rich heritage.
View 149+ Rentals in Watch Hill Historic DistrictBest Times to Visit Westerly
When should you plan your Rentals by Owner stay?
Choosing the right time to vacation here can enhance your experience, as the region offers distinct charms and quieter moments during certain seasons perfect for relaxing in your Rent By Owner rental.
Peak Season Highlights
Summer (June to August)
During the summer months, the area reaches its peak with warm weather ideal for outdoor activities and enjoying the beaches.
Early Fall (September to October)
As early fall arrives, you can experience pleasant weather and fewer crowds while still enjoying the region’s scenic beauty.
Off-Season Highlights
Late Fall to Winter (November to February)
In this period, the destination becomes quieter, offering a peaceful retreat with cooler temperatures that are suitable for cozy getaways.
Early Spring (March to April)
During early spring, the area begins to thaw, and less visitors mean more affordable rental options while nature starts to bloom again.
Weekly Weather Forecast for Westerly
How to Book Your Westerly vacation rental
What's our booking process?
Booking Steps
Search Properties
Select a Rental
Book Online
Explore and book the perfect rental in Westerly
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 to relax and dine al fresco amidst scenic surroundings.
- Many rentals feature a private backyard, perfect for outdoor gatherings or letting kids play freely.
- Look for properties with access to a nearby beach or waterfront area, ideal for seaside activities.
- Outdoor grills or BBQ stations are common, allowing you to prepare meals while enjoying the fresh air.
- A well-maintained garden or landscaped yard provides a tranquil setting for your outdoor leisure.
- Some rentals offer outdoor fire pits, great for cozy evenings after a day of exploring the region.
- Expect outdoor furniture such as loungers or dining sets, making it easy to unwind outside in this coastal destination.
Top Attractions Around Westerly
What attractions are nearby?
Explore nearby outdoor activities, charming local shops, and scenic beaches to enjoy during your stay in this destination, offering a perfect blend of relaxation and adventure just moments from your rental by owner here.

Family Activities
- Westerly Beaches: Relax on the pristine sands and enjoy the gentle waves, perfect for family fun and picnics along the coast.
- Weekapaug Golf Course: Play a family-friendly round of golf at this scenic course that offers spectacular views and a welcoming atmosphere.
- Misquamicut State Beach: Spend the day swimming, building sandcastles, or exploring local shops and eateries nearby this popular destination.
- Block Island Ferry: Take a short boat ride to Block Island from here and explore natural beauty, lighthouses, and charming island villages with your loved ones.
Adult Activities
- Explore Watch Hill's Historic District: You can stroll through this charming area filled with historic architecture, boutique shops, and scenic views, perfect for a relaxed day of sightseeing.
- Enjoy Surfing at Misquamicut State Beach: The area offers excellent surf conditions and beachfront amenities, making it an ideal spot for a fun day in the sun near your rental.
- Visit the Mystic Aquarium: Located just a short drive away, this destination provides engaging marine exhibits and interactive experiences for a memorable outing.
- Play a Round of Golf at Innis Arden Golf Club: Here, you can indulge in a challenging game amid picturesque surroundings, blending leisure with the scenic beauty of the region.
Other Places to Stay in Westerly, RI
Westerly Travel Tips
How Can You Make the Most of Your Stay?
- Explore local beaches: Take advantage of the region's stunning coastal spots by planning your days around the nearby beaches to enjoy the best of this area's seaside ambiance.
- Discover hidden gems with rental hosts: Communicate with your rental owner to uncover lesser-known attractions and tips that enhance your experience in this destination.
- Visit during the shoulder seasons: Consider scheduling your stay outside peak times to enjoy a more relaxed atmosphere and better availability at your chosen rental here.
- Plan for outdoor activities: Take advantage of the area's natural beauty by scheduling outdoor adventures like hiking or boating, which showcase the region’s scenic landscapes.
Transportation Options
- Westerly Transportation Services: You can rely on local transportation options that connect you to key spots within the area, making travel around this destination straightforward and convenient.
- Rhode Island Public Transit Authority ( RIPTA): Accessible buses serve the region, offering an affordable and eco-friendly way to explore here without the need for a rental car.
- Rental Car Services: For flexibility in exploring the nearby attractions and scenic spots, numerous rental agencies are available right in the area, allowing you to customize your schedule.
- Taxi and Rideshare Options: Taxis and rideshare services provide quick and reliable transportation throughout this region, ideal for short trips or traveling to specific destinations in the area.
Local Customs Options
- Local Seafood Traditions: Celebrating the region’s rich maritime history, many here enjoy fresh seafood dishes prepared with local techniques that reflect their coastal heritage.
- Community Festivals: During seasonal events, residents gather to partake in festivals that showcase regional arts, crafts, and music unique to this destination’s cultural roots.
- Beach Etiquette: Visitors are encouraged to respect local customs by maintaining cleanliness and observing quiet hours along the scenic shoreline areas.
- Historical Preservation Practices: The area takes pride in preserving its historic landmarks, often participating in community efforts to protect and celebrate its past.
Frequently Asked Questions About Westerly Rentals by Owner
1. What are the top vacation rentals in Westerly?
There are a lot of options in Westerly. If you plan on staying in the Westerly area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Westerly:
- Summer Wind Beach House!
- Classic Cozy Cottage in Watch Hill
- Amenities Galore - Pool, soccer pitch, outdoor firepit and more!
- Bright, Big, walk to the BEST Beaches, passes provided, AC, deck, Private
- Family Friendly Beach Gathering Place
- Custom cottage close to everything-Enjoy long walks on beach without the crowds!
- "The Boulders" - A Watch Hill Five Bedroom House
- Beautiful Large Home in Westerly walking distance to downtown !
- 45C Haversham - Unique Oak Post And Beam Home In A Secluded Setting
- SUNNY SUMMER HOME /2 BLOCKS FROM THE BEACH /SPACIOUS YARD
2. How many Rentbyowner vacation rentals are available in Westerly?
Currently, the total number of properties listed by Rent By Owner in 2025 is over 205 in the Westerly 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 Westerly.
3. What is the cancellation policy for a rental by owner in Westerly, Rhode Island?
4. How do I confirm availability and make a reservation with an owner in Westerly?
5. Are there any additional fees or deposits when renting directly from an owner in the area?
6. What amenities are usually included in rentals by owner in this destination?
7. How can I communicate with the property owner during my stay in the region?
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