Best Vacation Homes in Westerly
Cottage
10.0(86 Reviews)
2 Bedrooms
1 Bath
5 Guests
528 ft²
Parking
Ocean View
Balcony/Terrace
View
US $314/Night
7 Nights - US $2,195
Bed & Breakfast
10.0(8 Reviews)
10 Bedrooms
10 Baths
20 Guests
326.14 ft²
Breakfast- Parking
- Balcony/Terrace
- View
US $590/Night
7 Nights - US $4,130
Bed & Breakfast
9.8(22 Reviews)
1 Bedroom
1 Bath
- Breakfast
- Parking
Internet
Sports/Activities
US $459/Night
7 Nights - US $3,215
Cottage
10.0(55 Reviews)
2 Bedrooms
1 Bath
7 Guests
700 ft²
Oceanfront- Parking
- Ocean View
- Balcony/Terrace
US $1,790/Night
7 Nights - US $12,533
US $115/Night
7 Nights - US $803
Condo
10.0(54 Reviews)
2 Bedrooms
2 Baths
5 Guests
1500 ft²
- Oceanfront
Hot Tub- Parking
- Ocean View
US $716/Night
7 Nights - US $5,015
House
10.0(54 Reviews)
1 Bedroom
1 Bath
4 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $473/Night
7 Nights - US $3,314
House
10.0(30 Reviews)
2 Bedrooms
1 Bath
4 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $610/Night
7 Nights - US $4,273
Westerly Luxury Rentals
Villa
7 Bedrooms
8 Baths
14 Guests
12000 ft²
- Oceanfront
- Hot Tub
- Parking
Pool
US $9,253/Night
7 Nights - US $64,769
Cottage
4 Bedrooms
3 Baths
8 Guests
- Parking
- Ocean View
- Balcony/Terrace
- View
US $4,208/Night
7 Nights - US $29,454
House
10.0(21 Reviews)
4 Bedrooms
4 Baths
10 Guests
Private Pool- Oceanfront
- Hot Tub
- Parking
US $2,868/Night
7 Nights - US $20,075
Villa
10.0(14 Reviews)
6 Bedrooms
5 Baths
16 Guests
3500 ft²
- Oceanfront
- Hot Tub
- Parking
- Ocean View
US $2,451/Night
7 Nights - US $17,157
House
10.0(3 Reviews)
2 Bedrooms
2 Baths
6 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $2,224/Night
7 Nights - US $15,565
House
5 Bedrooms
2 Baths
10 Guests
Air Conditioner- Internet
Child Friendly
Laundry
US $2,207/Night
7 Nights - US $15,446
Condo
10.0(9 Reviews)
2 Bedrooms
2 Baths
4 Guests
- Oceanfront
- Hot Tub
- Parking
- Ocean View
US $2,195/Night
7 Nights - US $15,368
New
House
4 Bedrooms
3 Baths
10 Guests
- Internet
Pet Friendly- Child Friendly
- Laundry
US $2,078/Night
7 Nights - US $14,544
Westerly Pet Friendly Vacation Rentals
House
10.0(26 Reviews)
2 Bedrooms
1 Bath
4 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $484/Night
7 Nights - US $3,386
House
3 Bedrooms
5 Baths
7 Guests
3035.42 ft²
- Internet
- Pet Friendly
- Child Friendly
Security/Safety
US $1,214/Night
7 Nights - US $8,495
Condo
10.0(5 Reviews)
2 Bedrooms
1 Bath
4 Guests
742 ft²
- Parking
- Balcony/Terrace
Kitchen- Internet
US $1,801/Night
7 Nights - US $12,608
US $244/Night
7 Nights - US $1,707
Apartment
10.0(4 Reviews)
2 Bedrooms
1 Bath
6 Guests
- Air Conditioner
- Internet
- Pet Friendly
- Child Friendly
US $357/Night
7 Nights - US $2,502
Cottage
9.8(173 Reviews)
2 Bedrooms
1 Bath
6 Guests
850 ft²
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $356/Night
7 Nights - US $2,492
Cottage
9.8(67 Reviews)
1 Bedroom
2 Baths
2 Guests
472 ft²
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $248/Night
7 Nights - US $1,734
Cottage
9.6(52 Reviews)
3 Bedrooms
1 Bath
6 Guests
950 ft²
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $304/Night
7 Nights - US $2,128
Westerly Large Vacation Homes
House
10.0(68 Reviews)
6 Bedrooms
4 Baths
17 Guests
3800 ft²
- Oceanfront
- Hot Tub
- Parking
- Ocean View
US $1,588/Night
7 Nights - US $11,117
Bed & Breakfast
9.9(23 Reviews)
8 Bedrooms
8 Baths
32 Guests
421.14 ft²
- Oceanfront
- Breakfast
- Parking
- Pool
US $546/Night
7 Nights - US $3,822
House
10.0(60 Reviews)
5 Bedrooms
3 Baths
14 Guests
2477 ft²
- Oceanfront
- Hot Tub
- Parking
- Ocean View
US $837/Night
7 Nights - US $5,860
Bed & Breakfast
9.6(26 Reviews)
7 Bedrooms
7 Baths
15 Guests
- Balcony/Terrace
- View
- Air Conditioner
- Internet
US $436/Night
7 Nights - US $3,051
House
10.0(50 Reviews)
5 Bedrooms
4 Baths
12 Guests
- Parking
- Ocean View
- Balcony/Terrace
- View
US $1,541/Night
7 Nights - US $10,786
House
10.0(44 Reviews)
5 Bedrooms
3 Baths
12 Guests
- Private Pool
- Oceanfront
- Hot Tub
- Parking
US $795/Night
7 Nights - US $5,568
House
10.0(32 Reviews)
4 Bedrooms
2 Baths
10 Guests
1800 ft²
- Parking
- Ocean View
- Balcony/Terrace
- View
US $1,665/Night
7 Nights - US $11,653
House
10.0(29 Reviews)
6 Bedrooms
3 Baths
12 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $1,662/Night
7 Nights - US $11,633
Why Choose Rent By Owner for your Westerly Vacation Rental Homes?
What makes our Vacation Rentals 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
Where are the best neighborhoods to stay in Westerly?
When choosing the best neighborhood to stay in Westerly, Rhode Island, you’ll 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 region’s coastal heritage. It’s an ideal spot to find unique vacation rentals that blend seamlessly with the area's rich history.
View 199+ 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 199+ 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.
Average Temperature Daytime: 75°F to 85°F - Nighttime: 60°F to 70°F
Early Fall (September to October)
As the season transitions, you'll find pleasant weather and fewer crowds, perfect for enjoying the region’s scenic beauty and outdoor pursuits.
Average Temperature Daytime: 70°F to 78°F - Nighttime: 55°F to 60°F
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.
Average Temperature Daytime: 30°F to 40°F - Nighttime: 20°F to 30°F
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.
Average Temperature Daytime: 55°F to 65°F - Nighttime: 45°F to 55°F
Weekly Weather Forecast for Westerly
How to Book Your Westerly Vacation Rental Home
What's our booking process?
Our platform allows you to browse a curated selection of vacation rentals. 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 Amenities
What amenities can you expect?
Our Vacation Rentals 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 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 children’s activities.
- Explore nearby walking trails or access outdoor recreation spots directly from your accommodation for an authentic experience of the region’s 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 region’s most beloved beaches.
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?
- 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 destination’s appreciation for its scenic landscape.
Westerly Vacation Rental Frequently Asked Questions
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:
- Amazing Ocean Front 2 Story Home, Steps Away From The Water
- Relaxing Getaway with Town Beach Access
- Classic Cozy Cottage in Watch Hill
- Summer Wind Beach House!
- Family Friendly Beach Gathering Place
- Ocean Front Cottage With Private Beach On Watch Hill End of Westerly
- Available for Fall Winter and Spring monthly rental, incredible Ocean View. .
- 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 !
2. How many vacation rentals have private pools in Westerly?
There are 11 vacation rentals with private pools near Westerly. Top-rated RBO homes that have access to a swimming pool include:
3. 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:
4. How many Rentbyowner vacation rentals are available in Westerly?
Currently, the total number of properties listed by Rent By Owner in 2026 is over 317 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.
5. What is the cancellation policy for vacation rentals in this area?
The cancellation policy varies depending on the property owner. You should review the specific listing details or contact the host directly to understand the terms and any potential fees associated with cancellations.
6. How do I ensure my booking is secure and protected?
Reservations are processed through a secure platform that prioritizes your privacy. To confirm your booking, make sure to follow the official procedures outlined in the listing and communicate through verified channels.
7. Are there any additional fees I should be aware of when booking here?
Additional fees, such as cleaning or service charges, are specified in each property listing. It’s recommended to carefully review these details before confirming your reservation to avoid surprises.
8. What amenities can I expect during my stay?
Amenities vary by property but typically include essentials like Wi-Fi, parking, and kitchen facilities. For a complete list of what’s available, check the specific listing or reach out to the host for more information.
9. Is there a minimum stay requirement for booking in the region?
Minimum stay requirements differ by property and season. Details are provided within each listing, so be sure to review this information or contact the owner if you have specific scheduling needs.
Westerly Top Rated Vacation Rentals
Cottage
10.0(24 Reviews)
2 Bedrooms
2 Baths
6 Guests
950 ft²
- Private Pool
- Oceanfront
- Parking
- Pool
US $868/Night
7 Nights - US $6,075
House
10.0(22 Reviews)
3 Bedrooms
2 Baths
8 Guests
- Private Pool
- Oceanfront
- Parking
- Pool
US $720/Night
7 Nights - US $5,043
House
10.0(13 Reviews)
4 Bedrooms
2 Baths
8 Guests
2400 ft²
- Private Pool
- Oceanfront
- Hot Tub
- Parking
US $1,139/Night
7 Nights - US $7,976
House
9.8(25 Reviews)
5 Bedrooms
3 Baths
13 Guests
3300 ft²
- Private Pool
- Parking
- Pool
- Ocean View
US $1,579/Night
7 Nights - US $11,056
House
9.8(18 Reviews)
3 Bedrooms
2 Baths
10 Guests
2400 ft²
- Private Pool
- Parking
- Pool
- Ocean View
US $1,074/Night
7 Nights - US $7,521
House
9.6(5 Reviews)
6 Bedrooms
3 Baths
11 Guests
2900 ft²
- Private Pool
- Oceanfront
- Parking
- Pool
US $1,844/Night
7 Nights - US $12,906
US $440/Night
7 Nights - US $3,080
Bed & Breakfast
9.4(21 Reviews)
1 Bedroom
1 Bath
- Hot Tub
- Breakfast
- Parking
- Pool
US $304/Night
7 Nights - US $2,130
