Westerly Vacation Rentals with Pools
Cottage
- Air Conditioner
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- Pool
Apartment
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House
- Air Conditioner
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House
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- Pet Friendly
Why Choose Rent By Owner for your Westerly Vacation Rentals with Pools?
What makes our Vacation Rentals with Pools special?
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.
Popular Areas for Westerly Vacation Rentals with Pools
Where are the best neighborhoods to stay in Westerly?
In Westerly, Rhode Island, you can enjoy staying in neighborhoods that offer easy access to beautiful beaches and scenic coastal views. Consider exploring areas close to the town center for convenient amenities or opting for quieter residential zones that provide relaxing surroundings. No matter your choice, you'll find a variety of properties with pools that promise a comfortable and enjoyable stay in this charming seaside destination.
Watch Hill Historic District
Within this charming area, you'll find a picturesque setting that offers the perfect backdrop for your stay. Enjoy browsing through a selection of rentals with pools that provide comfort and relaxation in a historic yet inviting atmosphere.
View 184+ Rentals in Watch Hill Historic DistrictBest Times to Visit Westerly
When should you plan your Vacation Rentals with Pools stay?
Choosing the ideal time to vacation here can enhance your experience and ensure you enjoy the best weather for relaxing by the pool in this charming destination.
Peak Season Highlights
Summer (June to August)
During the summer months, the area experiences warm weather perfect for enjoying your rentals with pools and outdoor activities.
Average Temperature Daytime: 75°F to 85°F - Nighttime: 60°F to 70°F
Early Fall (September to October)
This period offers pleasant temperatures and fewer crowds, making it ideal for relaxing stays in the region’s popular rentals with pools.
Average Temperature Daytime: 70°F to 78°F - Nighttime: 55°F to 60°F
Off-Season Highlights
Late Fall (November to December)
As the weather cools, the area becomes quieter, providing a peaceful environment for those seeking secluded rentals with pools.
Average Temperature Daytime: 50°F to 60°F - Nighttime: 40°F to 50°F
Winter (January to February)
The cold winter months bring fewer visitors, making it an excellent time for off-season rentals with pools that have heated features or indoor amenities.
Average Temperature Daytime: 35°F to 45°F - Nighttime: 25°F to 35°F
Weekly Weather Forecast for Westerly
How to Book Your Westerly Vacation Rentals with Pools
What's our booking process?
Our platform allows you to browse a curated selection of vacation rentals with pools. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.
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.
Explore and book the perfect rental in Westerly
Common Vacation Rentals with Pools Amenities
What amenities can you expect?
Our Vacation Rentals with Pools are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:
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 swimming pool to relax and unwind during your vacation.
- Take advantage of spacious patios or decks perfect for outdoor dining and socializing.
- Make the most of lush gardens or landscaped yards that enhance your outdoor experience.
- Utilize outdoor grills or barbecue areas for preparing meals with family and friends.
- Benefit from available outdoor showers to rinse off after a day at the nearby beaches.
- Relax in cozy outdoor seating areas designed for sunbathing or evening gatherings.
- Explore secure fenced-in yards ideal for children and pets to enjoy outdoor play safely.
Top Attractions Around Westerly
What attractions are nearby?
In the area, you can enjoy a variety of nearby activities such as relaxing on scenic beaches, exploring charming local boutiques, or discovering outdoor trails that showcase the region’s natural beauty-all just moments from your rentals with pools for a perfect blend of leisure and adventure here in Westerly, Rhode Island.
Family Activities
- Misquamicut State Beach Enjoy a day of sun and surf at one of the most popular beaches in the area, perfect for families looking for relaxation and fun by the ocean.
- Westerly Town Beach This family-friendly beach offers calm waters and soft sands, making it an ideal spot for children to play while you unwind nearby.
- Watch Hill Lighthouse Explore the historic lighthouse with your family, offering scenic views and a glimpse into the region's maritime history.
- Weekapaug Breachway Experience excellent fishing and beautiful shoreline scenery just minutes from your rentals, providing a great outdoor activity for all ages.
Adult Activities
- Fishing Charters and Boat Tours: Experience the local maritime culture by embarking on fishing charters or boat tours that showcase the scenic coastline of this coastal destination.
- Beach Relaxation and Water Activities: Enjoy the pristine beaches with opportunities for sunbathing, swimming, and water sports, perfect for unwinding in a picturesque setting.
- Golfing at top courses nearby offers a relaxing day outdoors, with lush fairways and stunning views surrounding the area.
- Shopping and Dining: Explore charming shops and indulge in fresh seafood at acclaimed restaurants to savor the regional flavors and support local businesses.
Other Places to Stay in Westerly, RI
Westerly Hospital
East Beach
Weekapaug Golf Club
Water Wizz of Westerly
Atlantic Beach Park
Misquamicut State Beach
Weekapaug
Watch Hill Historic District
Ninigret
Haversham
Misquamicut
Watch Hill
Westerly Travel Tips
How Can You Make the Most of Your Stay?
- Plan your visit during the shoulder seasons: Traveling in late spring or early fall allows you to enjoy pleasant weather and fewer crowds, making your stay more relaxing.
- Explore local beaches and outdoor activities: Take advantage of the scenic shoreline and outdoor pursuits that showcase the area's natural beauty, enhancing your vacation experience.
- Book accommodations with pools that are centrally located to maximize your leisure time and provide a convenient retreat after days of exploring.
- Check for seasonal events and festivals: Participating in local festivities can enrich your stay and offer authentic cultural experiences in this charming destination.
Transportation Options
- Westerly Train Station: This station offers convenient rail service connecting you to major cities, making it easy to arrive at your rentals with pools in the area.
- Rhode Island Public Transit Authority (RIPTA): The local bus system provides affordable and reliable transportation throughout the region, ideal for exploring nearby attractions and accommodations.
- Rental Cars: Renting a car provides flexible travel options to reach your preferred rentals with pools and explore the scenic surroundings at your own pace.
- Taxis and Ride-Sharing Services: Available readily, these services offer quick and direct transportation, allowing you to access your property seamlessly during your stay here.
Local Customs Options
- Clamming and Shellfishing Locals in this coastal area cherish traditional shellfishing practices, which are a popular activity that offers you a taste of authentic regional customs.
- Seafood Festivals Enjoy celebrating the region’s rich maritime heritage through annual seafood festivals that highlight fresh catches and community spirit.
- Historic Village Tours Exploring historic districts gives insight into the area’s colonial past and longstanding traditions that residents hold dear.
- Quiet Beach Gatherings Participating in relaxed beachside gatherings reflects the laid-back lifestyle and welcoming nature of this destination.
Frequently Asked Questions About Westerly Rentals with Pools
1. What are the top Rentals With Pools 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 Rentals With Pools in Westerly:
- Winnapaug Inn
- Pleasant View Inn
- Aquastar Inn
- Amenities Galore - Pool, soccer pitch, outdoor firepit and more!
- Walk to East Beach Watch Hill
- Weekapaug Vacation Home with Pool and Hot Tub
- Minutes to the beach, private pool, and beach pass!
- Sea Shell Motel
- Avondale Sunset, an immaculate personal home that is three minutes from WH!
- Family Summer Oasis- pets allowed, near beaches, swimming pool, outdoor kitchen!
2. How many Rentals With Pools are available in Westerly?
Currently, the total number of properties listed by RBO in 2026 is over 38 in the Westerly area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Rentals With Pools in Westerly.
3. How do I determine the cancellation policy for my rental with a pool in Westerly?
The cancellation policy varies by property. You should review the specific listing details or contact the owner directly to understand the terms and any applicable fees before booking.
4. Are there any additional fees associated with booking a rental with a pool in this area?
Additional fees, such as cleaning or service charges, may apply depending on the property. Please check the listing description or reach out to the owner for detailed fee information.
5. What amenities are typically included in rentals with pools in Westerly?
Most rentals offer amenities like outdoor pools, fully equipped kitchens, Wi-Fi, and parking. To know exactly what’s included, review the property listing or contact the owner for specifics.
6. Is it possible to make special requests when booking a rental with a pool here?
Yes, many owners accommodate special requests such as early check-in, late check-out, or additional amenities. It’s best to communicate your needs directly with the owner during the booking process.
7. What should I know about security deposit requirements for rentals with pools?
Security deposits are common and vary by property. You should read the listing details or contact the owner to understand the deposit amount, payment process, and any conditions for its refund.
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