Holiday houses in Westerly
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Top-rated holiday rentals in Westerly
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Cheerful Cozy Colonial
Relax at this warm, welcoming, peaceful place to stay, with hiking trails nearby and only a 10-15 minute drive to various beaches, and a 10-minute drive to downtown Westerly. Set on 2+ acres, rejuvenate and connect with friends and family around the outdoor fire pit. Inside you will find a comfortable space with a full kitchen, living room, dining room, three bedrooms, and a full and half bath. Between Memorial Day and Labor Day, enjoy the outdoor shower after a long hike or trip to the beach.
Sweet Retreat Circa 1900 Restaurants, Park, Beach
Beautiful beach town 2nd floor self contained apartment in antique home! Perfectly located - a short walk to downtown cafes, park and 10 mins. to Westerly beaches. Quiet residential neighborhood. 3 bedroom apartment with ac & heat - kitchen, living room, bath and lovely porch. Mini splits & ceiling fans in BRs Zero contact entry. Family friendly! The first floor owner occupied. Close to casinos, Mystic, Newport, Prov. Stonington, Narragansett, URI and to the best beaches on the East Coast!
Downtown Oasis-1 bedroom-Walk to it all-sleeps 4
Downtown 1 bd, 1 bth unit. Park your car and walk downtown to shop, grab a bite to eat, catch a movie at the renovated United Theater or take a stroll in beautiful Wilcox park. This gem is in the heart of Westerly and only a 10min. drive to the beach. Finish your day on the back porch overlooking the fenced in yard. Can sleep 4. 1 bdrm with Queen bed and living room pullout full size bed. Grocery, Liquor, restaurants, laundromat are all steps away from this well kept secret on a dead end road.
Brand New Private House in a Charming Beach Town
Stunning new house in a quiet neighborhood! 10 minutes to beaches! Enjoy this 3 bedroom home all to yourself with a spacious kitchen, grill & patio. Centrally-located and just a few minutes from historic downtown Westerly, less than 20 minutes from Mystic attractions (aquarium, seaport museum, village) and the Foxwoods Resort and Casino and outlets. Great backyard, toys, books for kids! Fireplace! Washer, dryer, and dishwasher for convenience. Public basketball and tennis courts across st.
Peaceful Cottage + Spa services + Gardens+ Beaches
Welcome! This charming cottage is located next to Pure Eco Spa, voted Best RI Day Spa and available for booking year round. This cozy cottage is great for solo travelers or couples seeking relaxation. Enjoy access to our side patio and lawn area overlooks perennial beds and a natural forest. You may even spot a deer or 2. Located just an 8 min drive from stunning beaches, only 5 mins to Downtown Westerly, Wilcox Park, restaurants, boutiques, and night life with Casinos 20 minutes away.
Morgan Suite - spacious | hot tub | water views!
The Morgan Suite is a private Airbnb located in a quiet neighborhood along the Pawcatuck River. Just minutes to downtown Westerly, downtown Mystic, beaches, breweries, wineries, shops, restaurants and much more. This Airbnb a perfect for a romantic getaway or a relaxing memorable vacation with a friend. If you are looking to explore a new area and relax, the Morgan Suite is for you! The home is spacious, newly renovated with excellent amenities. Newly added - hot tub and massage chair!
Sunny Days, Starry Nights | 10 Min to Beaches
☀️ WESTERLY BEACH PASS INCLUDED ☀️ Welcome to Woodhaus Westerly — Minutes to both Westerly and Charlestown beaches, downtown shops, breweries, and coastal walks. Enjoy a crisp beverage on the front porch swings, cool off in the outdoor shower then take in the stars after dark while enjoying an evening bonfire. Dog + kid friendly with plenty of space to relax. Perfect for couples and families - designed for making summer memories. View more photos and updates @Woodhaus_Properties
the single fin
Welcome to our home in Westerly. We are nestled in a bustling downtown in close proximity to RI's beautiful coastline. Our tight knit community is drawn to the ocean and interconnected through everything within. Become a local if even for just a weekend. Walk downtown on Elm St and through Wilcox Park in route for a well crafted meal, live music, or to browse our shops. Whether packing a surfboard, fishing rod, or a good read, make sure you've got plenty sun screen and an appetite.
Ocean Shire Coastal Cottage + Beach Pass
Welcome to this modern spotless beach cottage, 5 mins from amazing Watch Hill and Misquamicut beaches. Beach pass included. Kids most welcome. 🏖️ Watch Hill/Beaches: 5 mins ⚓ Historic Mystic: 18 mins 🏰 Newport: 50 mins ✈️ Block Island flight : 5 mins Cottage on 1.4 acres total privacy surrounded by trees with lavish gardens to enjoy morning coffee. Easy access to downtown, stores, restaurants, and wineries. Water sports and beach life at your doorstep.
Private suite close to beaches and downtown.
The Ruedemann Suite is situated off of our main house in a quiet neighborhood. We are located 3 miles from Misquamicut Beach & Watch Hill. Historic Downtown Westerly with its thriving restaurant, arts & music scene is 1.5 miles from the house. Take a short drive to Stonington or Mystic for shopping or local vineyards. Feeling lucky? Mohegan Sun & Foxwoods Casinos are close by! Newport & Providence are a 45-minute drive. Follow on the gram @ruedemannsuite
Room with a View on Spring Pond
Fab newly decorated suite in 1957 home set on a private pond near Watch Hill, RI. Private entrance with mini kitchen, fridge,microwave, portable induction cooktop,toaster,coffeemaker- every thing but the kitchen sink! Please note: there is no kitchen sink nor oven. Ensuite bath with new towels,robes,linens,and bedding. Outdoor shower ( in addition to an indoor one!) ,grill,lounging area. Near beaches,music,food, Mystic Ct attractions. Great relaxing venue.
Cozy Condo.Walk to the Misquamicut Beach. Unit 1
Well-located in the center of the Misquamicut Beach, my place is excellent location for relaxing on the beach, bringing your bike, jogging, swimming, surfing, have a fun time at the beach. There are lots of restaurants and local bars in the area depends on your tastes and choices. Feel free to drive your car, ride your bike or walk to Watch Hill. Tasting Clam chowder in the very famous Ocean House may be one of the best choices. Options are endless.
Popular amenities for Westerly holiday rentals
Other great holiday rentals in Westerly
South County Guesthouse
Vibrant 2 Bedroom Apt - Conveniently Located
The Oyster Shell
Bird's Eye View Waterfront Unit
Purple Ape Escape: Unit 4
Comfortable Clean 3-Room Private Suite Westerly RI
Walk to Downtown Westerly | Near Beaches | 4BR 3BA
Renovated cottage with theater 0.2 mi from beach!
When is the best time to visit Westerly?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $384 AUD | $357 AUD | $350 AUD | $321 AUD | $358 AUD | $437 AUD | $508 AUD | $499 AUD | $402 AUD | $384 AUD | $354 AUD | $315 AUD |
| Avg. temp | -2°C | -1°C | 3°C | 8°C | 13°C | 18°C | 21°C | 21°C | 17°C | 11°C | 6°C | 1°C |
Frequently Asked Questions
What are the best places to stay in Westerly?
Many travelers stay near Watch Hill for shoreline access and boutiques or around Misquamicut for a classic beach atmosphere. Downtown neighborhoods appeal to those who enjoy walkable streets, dining, and the town’s historic center.
What are the best things to do in Westerly with kids?
Kids frequently enjoy the Flying Horse Carousel in Watch Hill, tidepooling or sandcastle-building at Misquamicut Beach, and nature walks around Wilcox Park. Local spots throughout Westerly have family-friendly eateries and ice cream shops.
What are some of the best things to do in Westerly?
Explore the historic streets of Watch Hill, relax on Misquamicut Beach, and wander the gardens of Wilcox Park. The town also has art galleries, seasonal farmers markets, and locally owned restaurants.
How is the weather in Westerly?
Westerly has cold winters around 19–43°F (-7–6°C) and warm summers near 60–80°F (16–27°C). Light jackets and layers are helpful in spring and fall—rain is common year-round, with slightly sunnier, drier days in summer.
When is the best time to visit Westerly?
Late spring through early autumn is often recommended for beaches, outdoor events, and mild weather between 54–80°F (12–27°C). Winter appeals to those who prefer a quiet coastal experience and holiday festivities.
What are the best places to visit in Westerly?
Explore Watch Hill for coastal views and historic charm, stroll through Wilcox Park for gardens and green space, and visit the Ocean House for architectural interest. The area also has beaches, art spaces, and local shops that often draw travelers.
What are some hiking trails in Westerly?
Hikers often explore the trails at Dr. John Champlin Glacier Park and the Woody Hill Management Area. Both locations are known for woodland paths and quiet nature walks.
What are some family activities we can do in Westerly?
Families often explore Misquamicut Beach, enjoy the vintage Flying Horse Carousel in Watch Hill, and picnic in Wilcox Park. Mini golf, ice cream shops, and local nature centers add options for all ages.
What are some of the best day trip ideas from Westerly?
You can explore historic villages, guided lighthouse tours, and nature preserves in the surrounding region. Vineyard visits, local art galleries, and small coastal towns nearby are often suggested for a unique local experience.
Are there any pet friendly accommodations available in Westerly?
Westerly has pet-friendly accommodations, particularly near the beach and in the downtown area. Many local parks and some outdoor dining spots welcome dogs, but it is a good idea to confirm amenities and guidelines with each host.
What are some local tips for visiting Westerly?
Locals suggest arriving early on beach days, checking out independent coffee shops around downtown, and exploring quieter coastal spots beyond the main beach areas. Packing layers and comfortable shoes helps, as weather can shift, especially near the water.
What is Westerly known for?
Westerly is known for its sandy beaches, historic Watch Hill area, and a lively arts community. Many also explore its Victorian-era architecture, family-owned eateries, and small-town charm along the coast.
What are the best hidden gems to explore in Westerly?
Explore the quieter shoreline at Napatree Point Conservation Area, local art spaces, or secluded trails in the Woody Hill Management Area. Off the main routes, you may find independent bookstores and bakeries tucked into side streets.
What are the best foods to try in Westerly?
Clam cakes, stuffies (stuffed quahogs), and freshly caught seafood are frequently suggested, along with Italian-American specialties reflecting the area’s heritage. Local ice cream shops and bakeries are favorites for dessert.
What should I bring for a trip to Westerly?
Pack sun protection, a hat, and swimwear for beach visits, along with a light rain jacket and comfortable walking shoes for exploring town or parks. A sweater or layer is useful for cool evenings near the water.
What is the nightlife in Westerly like?
Westerly’s nightlife is centered around local pubs, relaxed wine bars, and venues with live music. Around downtown and near the beach, you’ll find casual spots for cocktails, beer, and late-night bites.
What are the most popular events or festivals in Westerly?
Westerly has outdoor concerts in Wilcox Park during summer, arts festivals, and annual celebrations around Watch Hill and Misquamicut Beach. Seasonal farmers markets and local heritage events are also frequently suggested.
Are there family friendly vacation rentals in Westerly?
Westerly has a range of family-friendly vacation rentals, especially near beaches and in quieter neighborhoods. Many options feature kitchens, yards, or easy access to parks and local attractions.
Quick stats about holiday rentals in Westerly
Total holiday rentals
Explore 320 holiday rentals in Westerly
Nightly prices starting at
Westerly holiday rentals start at $43 AUD per night before taxes and fees
Verified guest reviews
Over 13,930 verified reviews to help you choose
Family-friendly holiday rentals
210 properties offer extra space and kid-friendly amenities
Pet-friendly accommodation
Find 90 rentals that welcome pets
Holiday rentals with a pool
30 properties feature pools
Rentals with dedicated workspaces
140 properties have a dedicated workspace
Wi-Fi availability
310 of Westerly holiday rentals include Wi-Fi access
Popular amenities for guests
Guests love Gym, BBQ grill and Laptop-friendly workspace across Westerly rentals
4.9 Average rating
Westerly stays are highly rated by guests—averaging 4.9 out of 5!
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