Westerly Winter Rental
Cottage
- Air Conditioner
- Parking
- Pet Friendly
Cottage
- Air Conditioner
- Parking
- Pet Friendly
Cottage
- Air Conditioner
- Parking
- TV
House
- Air Conditioner
- Parking
- TV
Bed & Breakfast
- Air Conditioner
- View
- Wheelchair Accessible
Condo
- Air Conditioner
- Parking
- TV
Apartment
- Parking
- Accessibility
- Security/Safety
Condo
- Air Conditioner
- Parking
- TV
Why Choose Rent By Owner for your Westerly Winter Rental?
What makes our Winter Rental 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 Winter Rental
Where are the best neighborhoods to stay in Westerly?
When visiting Westerly, Rhode Island, exploring neighborhoods like Watch Hill offers a charming coastal atmosphere perfect for winter stays. For a more relaxed experience, the central areas provide easy access to local amenities and scenic views. Choosing your stay in these sought-after neighborhoods ensures a memorable and comfortable visit to this beautiful seaside destination.
Watch Hill Historic District
In this charming area, you can enjoy a peaceful and historic atmosphere that makes your winter stay special. The neighborhood offers a quiet retreat with classic New England charm, perfect for relaxing and exploring the region’s rich heritage.
View 184+ Rentals in Watch Hill Historic DistrictBest Times to Visit Westerly
When should you plan your Winter Rental stay?
To make the most of your stay in this charming area, consider visiting during the quieter winter months when you can enjoy a peaceful retreat and explore the region's serene beauty through well-appointed winter rentals.
Peak Season Highlights
Summer (June to August)
During the peak summer months, you'll experience warm temperatures ideal for enjoying the area's beaches and outdoor activities.
Average Temperature Daytime: 75°F to 85°F - Nighttime: 60°F to 70°F
Early Fall (September to October)
This is a popular time for visitors who prefer milder weather and fewer crowds while exploring the region's scenic landscapes.
Average Temperature Daytime: 70°F to 78°F - Nighttime: 55°F to 65°F
Off-Season Highlights
Late Fall to Winter (November to February)
The off-peak period offers quieter surroundings and cooler temperatures, making it a perfect time for cozy winter rentals in the area.
Average Temperature Daytime: 45°F to 55°F - Nighttime: 30°F to 40°F
Early Spring (March to May)
With gradual warming, this season provides a peaceful atmosphere and opportunities for early spring explorations.
Average Temperature Daytime: 50°F to 65°F - Nighttime: 35°F to 45°F
Weekly Weather Forecast for Westerly
How to Book Your Westerly Winter Rental
What's our booking process?
Our platform allows you to browse a curated selection of winter rental. 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 Winter Rental Amenities
What amenities can you expect?
Our Winter Rental 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 outdoor dining areas perfect for cozy winter evenings in this scenic region.
- Relax by a private fire pit, ideal for gathering with friends or family during the colder months.
- Take advantage of spacious decks or patios to appreciate the crisp winter air and scenic views.
- Benefit from well-maintained outdoor grills for preparing hearty meals amidst the tranquil surroundings.
- Make use of outdoor seating options designed to enhance your relaxation while enjoying the region’s natural beauty.
- Explore landscaped gardens or yard spaces that add charm and character to your stay here.
- Utilize available snow removal services on pathways and driveways, ensuring safe access during winter weather conditions.
Top Attractions Around Westerly
What attractions are nearby?
While staying in this charming destination, you can enjoy a variety of outdoor activities such as scenic coastal walks, exploring nearby beaches, and engaging in winter sports-all within easy reach of your accommodation in the region.
Family Activities
- Westerly Beach Enjoy a family day at the sandy shores, perfect for building sandcastles and relaxing by the water during your winter stay.
- Misquamicut State Beach Explore this popular spot with gentle waves ideal for safe swimming and seaside fun for all ages.
- Westerly Town Beach Discover a quieter beach experience where you can take peaceful walks along the shoreline and collect seashells.
- Watch Hill Lighthouse Visit this historic lighthouse to learn about the area's maritime history and enjoy scenic views along the coastline.
Adult Activities
- Beachcombing and Coastal Walks: Explore the scenic shoreline and enjoy peaceful strolls along the coast, perfect for relaxing winter days.
- Whale Watching Tours: Experience the region’s marine life firsthand with guided whale watching excursions departing from nearby ports.
- Local Art Galleries and Studios: Discover the area's vibrant arts scene by visiting galleries that showcase regional artists’ works, ideal for a cultural escape.
- Golfing in Winter: Tee off at local golf courses that remain open during the season, offering a unique winter golfing experience amidst serene surroundings.
Other Places to Stay in Westerly, RI
Westerly Travel Tips
How Can You Make the Most of Your Stay?
- Plan Your Arrival Carefully: Coordinate your arrival and departure times to make the most of your stay and avoid peak check-in hours in this charming area.
- Explore Local Winter Activities: Take advantage of the region's seasonal events and outdoor activities that showcase its natural beauty during the colder months.
- Prioritize Comfort and Convenience: Choose winter rentals with amenities like heating, cozy living spaces, and easy access to main roads for a comfortable visit here.
- Discover Nearby Dining Options: Sample the local cuisine at nearby restaurants or cozy cafes, offering a taste of the area's culinary scene during your winter getaway.
Transportation Options
- Westerly Train Station This station offers convenient rail service connecting you to major cities, making it an accessible option for exploring the region during your winter stay.
- Rhode Island Airport (T.F. Green Airport) Located within driving distance, it provides domestic flights that connect visitors directly to this coastal area and the surrounding region.
- Local Bus Services The area's public bus network provides affordable and reliable transportation options for getting around here easily.
- Rental Car Agencies Numerous rental companies are available nearby, allowing you the flexibility to explore at your own pace during your winter visit.
Local Customs Options
- Welcome Ceremony Locals often gather for seasonal celebrations that mark the start of winter, fostering a sense of community and tradition in the area.
- Seafood Traditions Seafood, especially clam chowder and lobster dishes, play a significant role in the local cuisine during the colder months here.
- Holiday Festivities Participate in lively holiday events and parades that showcase the area's festive spirit during the winter season.
- Respect for Nature The community places importance on preserving the coastal environment, encouraging eco-friendly practices among visitors during their stay.
Frequently Asked Questions About Westerly Winter Rentals
1. What are the top Winter 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 Winter Rentals in Westerly:
- Summer Wind Beach House!
- Family Friendly Beach Gathering Place
- "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
- Spacious Home with Private Beach Access
- Quintessential New England Home on Private Beach
- Relaxing Nestled btw Watch Hill & Weekapaug! BEACH, waterviews, newly renovated
- Misquamicut Waterfront Beach House
- Westerly Beach House with Spectacular Views
2. How many Winter Rentals are available in Westerly?
Currently, the total number of properties listed by RBO in 2026 is over 146 in the Westerly area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Winter Rentals in Westerly.
3. What is the cancellation policy for winter rentals in Westerly, Rhode Island?
The cancellation policy varies depending on the listing. It is recommended to review the specific property's terms directly on the listing page or contact the owner for detailed information.
4. Are there any minimum stay requirements during the winter season?
Minimum stay requirements can differ by property. You should check the individual listing details or reach out to the property owner to confirm the length of stay needed during the winter months.
5. How do I know if the winter rental has all the necessary amenities?
To ensure the property meets your needs, review the amenities section on the listing carefully, or contact the owner for clarification about available features during the winter season.
6. What is the process for booking a winter rental in this area?
Booking typically involves selecting your dates, reviewing the listing details, and submitting a reservation request or booking inquiry. For personalized assistance, contacting the property owner directly is advised.
7. Are pets allowed in winter rentals here, and are there any additional fees?
Pet policies vary by property. Check the specific listing for pet restrictions and associated fees, or contact the owner to discuss bringing pets during your stay.
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