Discover Your Ideal Westerly, Rhode Island Vacation Rental for a Memorable Coastal Getaway
Discover Your Perfect Westerly Vacation Homes
Best Vacation Homes in Westerly
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Westerly Luxury Rentals
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Westerly Pet Friendly Vacation Rentals
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Westerly Large Vacation Homes
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Why Choose Rent By Owner for your Westerly Vacation Rental Homes?
What makes our Vacation Rentals special?
Popular Areas for Westerly Vacation Rentals
Where are the best neighborhoods to stay in Westerly?
When choosing the best neighborhood to stay in Westerly, Rhode Island, youโll find a variety of charming areas that cater to different travel preferences. Whether you prefer the peaceful, scenic outskirts or the lively, central parts of town, each neighborhood offers its own unique atmosphere and easy access to local attractions. By selecting the right area to stay in Westerly, you can enjoy a memorable visit while experiencing the authentic character of this coastal community. Trust in dependable vacation rentals to enhance your experience and ensure a comfortable and convenient stay during your trip to Westerly, Rhode Island.
Watch Hill Historic District
In this historic district, you can enjoy charming architecture and a peaceful ambiance that captures the essence of the regionโs coastal heritage. Itโs an ideal spot to find unique vacation rentals that blend seamlessly with the area's rich history.
View 149+ Rentals in Watch Hill Historic DistrictWatch Hill Historic District
Here, the neighborhood offers a picturesque setting where you can unwind in thoughtfully selected vacation rentals while immersing yourself in the local charm and coastal scenery.
View 149+ Rentals in Watch Hill Historic DistrictBest Times to Visit Westerly
When should you plan your Vacation Rentals stay?
Choosing the optimal time to vacation here can enhance your experience, as each season offers unique opportunities to enjoy the region's natural beauty and tranquil surroundings.
Peak Season Highlights
Summer (June to August)
During the summer months, the area experiences its peak visitor influx, making it an ideal time for beachgoers and those seeking warm weather activities in this destination.
Early Fall (September to October)
As the season transitions, you'll find pleasant weather and fewer crowds, perfect for enjoying the regionโs scenic beauty and outdoor pursuits.
Off-Season Highlights
Winter (December to February)
The winter months bring lower temperatures and a quieter atmosphere, which can be ideal for travelers looking for a peaceful retreat or off-season deals.
Late Spring (April to May)
Before the busy summer season begins, these months offer mild weather and fewer visitors, providing a relaxed setting for your stay here.
Weekly Weather Forecast for Westerly
How to Book Your Westerly Vacation Rental Home
What's our booking process?
Booking Steps
Search Properties
Select a Rental
Book Online
Explore and book the perfect rental in Westerly
Common Vacation Rentals 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 a private outdoor pool for relaxation after days spent exploring the region's scenic beaches.
- Take advantage of spacious patios or decks perfect for outdoor dining and entertaining with friends and family.
- Benefit from lush, landscaped gardens that create a peaceful setting for morning coffee or evening strolls.
- Make the most of outdoor grilling areas to prepare delicious meals while soaking in the area's natural beauty.
- Relax in a hot tub or spa area, ideal for unwinding amidst the tranquil surroundings of this destination.
- Utilize well-maintained lawns and open spaces suitable for outdoor games or childrenโs activities.
- Explore nearby walking trails or access outdoor recreation spots directly from your accommodation for an authentic experience of the regionโs outdoors.
Top Attractions Around Westerly
What attractions are nearby?
Here, you can explore a variety of outdoor activities and scenic beaches just moments from your vacation rental, offering you the perfect way to experience the natural beauty and coastal charm of this destination.

Family Activities
- Misquamicut State Beach: Spend a fun-filled day enjoying the sun, sand, and surf at this popular beach destination ideal for family outings.
- Westerly Town Beach: Relax and swim in calmer waters perfect for children, while taking in scenic ocean views right in the heart of the area.
- Block Island Ferry: Embark on an exciting boat trip to Block Island for a day of exploration, nature, and family-friendly activities just off the coast.
- Westerly Land Trust Trails: Explore scenic hiking and biking trails that offer outdoor adventure and picturesque landscapes suitable for all ages.
Adult Activities
- Exploring the Block Island Ferry: Enjoy a scenic ferry ride from the region to Block Island, offering stunning views and a relaxing day trip destination.
- Golfing at the Westerly Golf Course: Tee off amidst picturesque landscapes at this popular golf course, perfect for both beginners and experienced players seeking leisure in the area.
- Visiting the Watch Hill Lighthouse: Discover panoramic ocean vistas and learn local maritime history by touring this iconic lighthouse along the coast here.
- Beachcombing at Misquamicut State Beach: Spend your days strolling along sandy shores, collecting seashells, and enjoying the sun at one of the regionโs most beloved beaches.
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 coastline by visiting nearby beaches, which offer perfect settings for relaxation and outdoor activities during your stay.
- Discover Charming Eateries: Savor the local flavors by dining at popular restaurants in the area, ensuring you experience authentic regional cuisine that complements your vacation experience.
- Plan Outdoor Adventures: Make the most of the area's natural beauty through outdoor pursuits such as hiking, boating, or exploring scenic parks to create memorable moments.
- Utilize Nearby Amenities: Maximize your stay by accessing nearby shops, entertainment venues, and cultural sites, making your visit both convenient and enriching.
Transportation Options
- Westerly Amtrak Station: This regional train station offers convenient rail connections to major cities along the East Coast, making travel in and out of the area straightforward.
- Rhode Island T.F. Green Airport: Located nearby, this airport serves as a primary gateway for domestic flights, providing easy access for visitors arriving from across the country.
- Local Bus Services: The region's bus network provides affordable and reliable transportation options for exploring here and beyond within southern Rhode Island.
- Taxi and Ride-Sharing Services: Widely available, these transportation options offer flexible and door-to-door service, ideal for quick trips and local sightseeing in this coastal destination.
Local Customs Options
- Clambake Traditions: Participating in a traditional Rhode Island clambake is a must, where locals gather to enjoy freshly steamed shellfish and celebrate community during your stay.
- Seafood Appreciation: Cherishing the region's seafood culture, especially oysters and lobster, is a common custom that reflects the area's maritime heritage.
- Summer Festivals: Attending seasonal festivals showcases the area's vibrant community spirit and its deep connection to coastal traditions and local crafts.
- Respect for Nature: Practicing environmentally mindful behaviors, such as preserving beaches and respecting wildlife, aligns with this destinationโs appreciation for its scenic landscape.
Frequently Asked Questions About Westerly?
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:
- Relaxing Getaway with Town Beach Access
- 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
- Summer Wind Beach House!
- Big Style in tiny house - 2 miles to the Beach
- Ocean Front Cottage With Private Beach On Watch Hill End of Westerly
- Family Friendly Beach Gathering Place
- Custom cottage close to everything-Enjoy long walks on beach without the crowds!
- Available for Fall Winter and Spring monthly rental, incredible Ocean View. .
How many vacation rentals have private pools in Westerly?
There are 8 vacation rentals with private pools near Westerly. Top-rated RBO homes that have access to a swimming pool include:
Which vacation homes in Westerly are best for families?
If you are looking for a family-friendly vacation home in Westerly, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Westerly:
How many Rentbyowner vacation rentals are available in Westerly?
Currently, the total number of properties listed by Rent By Owner in 2025 is over 288 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.โฏ
Westerly Top Rated Vacation Rentals
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