Vacation rentals in Charlestown

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Quick stats about vacation rentals in Charlestown

  • Total vacation rentals

    Explore 180 vacation rentals in Charlestown

  • Nightly prices starting at

    Charlestown vacation rentals start at G$20,918 GYD per night before taxes and fees

  • Verified guest reviews

    Over 6,150 verified reviews to help you choose

  • Family-friendly vacation rentals

    150 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 40 rentals that welcome pets

  • Rentals with dedicated workspaces

    70 properties have a dedicated workspace

  • Wi-Fi availability

    170 of Charlestown vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Gym, BBQ grill, and Laptop-friendly workspace across Charlestown rentals

  • 4.9 Average rating

    Charlestown stays are highly rated by guests—averaging 4.9 out of 5!

Top-rated vacation rentals in Charlestown

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite
A spacious dining area is highlighted by a wooden table surrounded by elegant chairs. Natural light pours in through large windows, illuminating the inviting living space with a comfortable sectional couch and a wall-mounted TV. Decorative pendant lights enhance the modern kitchen's open layout.
Home in Westerly
4.98 out of 5 average rating, 183 reviews

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.

Superhost
Two Adirondack chairs are positioned near the water's edge, facing a tranquil pond. Sunlight reflects off the water surface, with a small table placed between the chairs. Lush greenery and a tree provide a serene backdrop.
Home in South Kingstown
4.99 out of 5 average rating, 182 reviews

Waterfront Secluded Home with Dock

Nestled down a private road, enjoy a lovely waterfront home with sweeping 180 degree views of Potter’s Pond. Newly renovated and meticulously decorated. Unwind and relax on the back deck watching the extensive variety of birds and breathtaking sunsets. Spend your days exploring the pond in kayaks or try your hand at clamming, steps from the house. Located 1 mile from East Matunuck Beach, 1 mile from Tennis, Pickleball and Basketball courts. Walking distance to the renowned Matunuck Oyster Bar.

Top guest favorite
An aerial view showcases a coastal home surrounded by lush green lawn with the Atlantic Ocean visible in the distance. The shoreline curves gently along the property, while neighboring homes are positioned nearby. A serene atmosphere characteristic of the Matunuck Point area is presented.
Home in South Kingstown
4.99 out of 5 average rating, 118 reviews

Unique Home with Panoramic Ocean and Pond Views

A unique and tranquil getaway, described beautifully by client reviews. Situated on Matunuck Point with sweeping views of the Atlantic Ocean, beautiful Block Island, boats coming in and out of historic Galilee Breach Way or enjoy watching surfers at Deep Hole. Love the beach? We have private access to East Matunuck 100 steps away. If your preference is the pond, Potters Pond is right in the back yard with a new beautiful custom built dock, with paddle boarding, and kayaking equipment.

Top guest favorite
Home in South Kingstown
4.97 out of 5 average rating, 144 reviews

Stunning Waterfront Cottage with Big Yard & Dock!

Escape to the tranquil beauty of "A Summer Place," a charming 1,500 sq ft waterfront cottage nestled just steps from RI's stunning coastline and pristine beaches. Whether you're planning a family getaway or a retreat with friends, this idyllic home offers the perfect blend of rural charm and modern amenities, all in a prime location near local shops, bakeries, cafes, and top-rated restaurants. The expansive yard and private dock provide an unbeatable setting while you sit back and relax!

Top guest favorite
Home in Charlestown
4.99 out of 5 average rating, 104 reviews

2 Acre Lakefront Getaway (Sauna/Firepit/Kayaks)

Step into our beloved family lake house on Pasquiset Pond. It’s a quiet, cozy spot designed for unwinding and spending quality time with family, no matter the season. Catch sunrises right over the pond, gather by the fire pit for sunsets, and bring your dogs along for a cozy getaway! When you’re ready to get out and explore, beautiful ocean beaches are just 10 to 15 minutes away, alongside nearby nature reservations with great walking trails, local shops, and coastal spots to check out.

Top guest favorite
The exterior of the cottage is shown, featuring a light green facade and a distinctive gabled roof. A gravel driveway leads to double garage doors. A red mailbox stands at the property edge, while a manicured lawn adds to the inviting appearance.
Cottage in Charlestown
4.88 out of 5 average rating, 52 reviews

Lobster Lodge

Great cottage, quiet neighborhood, three blocks from Ninigret Pond. 1 1/2 miles from Charlestown Beach. Includes Beach Pass to Charlestown and Blue Shutter Beaches. Four Bedrooms, 2.5 Baths, Outdoor shower. Dogs are welcome. Large side yard and large deck for gathering and grilling. All new bedding last year. Washer/Dryer, Dishwasher, Air-conditioned. New Flooring and carpeting. Just completed major renovation, everything NEW!! Kitchen, all bathrooms. Rentals go Saturday to Saturday.

Top guest favorite
An inviting living space is characterized by high post and beam cathedral ceilings, with a floor-to-ceiling fieldstone fireplace as a focal point. Cozy seating is arranged around a central coffee table, with warm lighting provided by string lights. The area reflects a blend of rustic charm and modern comfort.
Cabin in Westerly
5.0 out of 5 average rating, 175 reviews

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

Superhost
An open living area features a blue sectional sofa positioned near a wooden coffee table. Natural light brightens the space from windows above the kitchen, where bar stools line the counter. A ceiling fan and decorative artwork accent the high ceilings.
Home in Charlestown
4.9 out of 5 average rating, 204 reviews

Spacious RI Beach Escape

Super-cute 3 bedroom, 2 bathroom house with big yard, deck and enclosed outdoor shower. Located on a quiet cul-de-sac just minutes from Charlestown Beach and walking distance to local restaurants and shops. Beautiful sunroom just off the kitchen provides bonus living space. There are multiple spots to comfortably work from home with strong connection for video calls. New Casper mattresses in every bedroom. Perfect for family vacation, a weekend with friends or a long-term stay.

Top guest favorite
The exterior of the home showcases a light wood shingle finish, with large windows allowing natural light indoors. A spacious outdoor deck features a dining table under an umbrella and a screened-in porch, offering a blend of outdoor and indoor spaces.
Home in Charlestown
4.96 out of 5 average rating, 74 reviews

Beach Getaway

Enjoy all that Charlestown has to offer! This charming 3 bedroom, 2 bath home is the perfect spot for your beach getaway. Enjoy the summer weather with the outdoor dining area, backyard and screened in porch. A bedroom with twin beds is off the main floor, and upstairs a bathroom connects two bedrooms, one with a full bed and and the other a queen bed. Charlestown Beach is a 5 min drive, beach parking pass included. Close proximity to local farm stands, eateries and more!

Superhost
An outdoor dining area features a sturdy table surrounded by comfortable chairs, set beneath a pergola adorned with green vines. The tranquil pond and lush greenery are visible in the background, creating a peaceful setting for meals or gatherings.
Home in Charlestown
4.84 out of 5 average rating, 19 reviews

Pondfront Retreat Near Beaches

Wake up to serene water views and spend your days relaxing on the deck, exploring the pond, or sipping coffee while watching the wildlife. This cozy 3-bedroom cottage is perfect for families, couples, or a quiet retreat. Enjoy a well-equipped kitchen and bright living space that opens outdoors. Lounge in the sun, hit the beach, or stargaze by night. Minutes from Charlestown Beach, trails, and great local dining—your perfect escape awaits.

Guest favorite
A waterfront view features calm blue waters extending towards the horizon, framed by a white railing. The sky above is dotted with fluffy clouds, complementing the serene landscape of the pond and surrounding vegetation.
Home in Charlestown
4.9 out of 5 average rating, 118 reviews

Cozy cottage on the water

Escape to our idyllic, air conditioned beach house nestled by Green Hill Pond! Just a quick kayak or bike journey to the beach. Embrace tranquility by the saltwater pond, connected to the ocean. Enjoy essentials nearby - bakery, restaurant, ice cream shop, and grocery store. Begin your day with breakfast on the waterside deck, kayak to the beach, and unwind with serene pond vistas. Dive into a beach escape like no other – book now!

Superhost
A charming two-story house is situated amidst greenery, featuring a welcoming front porch with black chairs. The exterior showcases light yellow siding and dark blue shutters. A gravel pathway leads to the entrance, surrounded by lush trees and grass.
Home in South Kingstown
4.97 out of 5 average rating, 215 reviews

Cozy beach house close to beaches with Fire Pit

Escape to our recently renovated (May 2023) beach house! This bright, 3-bedroom home comfortably sleeps your group with king, queen, full and bunk beds. Features a modern kitchen, two pristine bathrooms, and a bonus lower-level playroom with a TV and toys. Perfectly located just a 5-minute drive from local beaches, nature reserves, and shops. Ideal for families and groups seeking a coastal adventure.

Popular amenities for Charlestown vacation rentals

When is the best time to visit Charlestown?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$48,320 GYDG$55,433 GYDG$65,055 GYDG$65,892 GYDG$77,606 GYDG$79,488 GYDG$73,213 GYDG$73,840 GYDG$62,545 GYDG$62,545 GYDG$60,662 GYDG$53,132 GYD
Avg. temp-2°C-1°C3°C8°C13°C18°C21°C21°C17°C11°C6°C1°C

Frequently Asked Questions

  • What are the best places to stay in Charlestown?

    Charlestown has vacation rentals and small inns near the coastline, wooded areas, and around the village center. Staying near the water or within walking distance of local shops and restaurants is frequently suggested for convenience.

  • What are the best things to do in Charlestown with kids?

    Families often explore beaches for sand and surf, visit nature preserves with walking trails, and discover interactive exhibits at the Frosty Drew Nature Center and Observatory. Outdoor activities like shell collecting and birdwatching are frequently suggested.

  • What are some of the best things to do in Charlestown?

    Explore tranquil beaches, visit Ninigret National Wildlife Refuge for wildlife observation, and discover local history at small museums. Stargazing events at the Frosty Drew Observatory draw many astronomy enthusiasts.

  • How is the weather in Charlestown?

    Charlestown has cold winters, with temperatures from 19–37°F (-7–3°C), and warm summers typically reaching 60–80°F (16–27°C). Rain is possible year-round, so packing for varied weather is helpful.

  • When is the best time to visit Charlestown?

    Late spring through early fall is often recommended for beach outings, outdoor activities, and local events, as temperatures are milder and skies tend to be clearer. Cooler seasons have fewer visitors and provide a quieter coastal experience.

  • What are the best places to visit in Charlestown?

    Ninigret National Wildlife Refuge, Burlingame State Park, and local beaches are frequently suggested for outdoor experiences. The Frosty Drew Observatory is also popular for its evening astronomy programs.

  • What are some hiking trails in Charlestown?

    Explore wooded paths at Ninigret National Wildlife Refuge, stroll along the trails in Burlingame State Park, or wander the scenic walks at Trustom Pond National Wildlife Refuge. Trails often feature birdwatching opportunities and peaceful surroundings.

  • What are some family activities we can do in Charlestown?

    Families often visit sandy beaches, enjoy picnic spots in local parks, and participate in guided nature walks at area preserves. The Frosty Drew Nature Center and Observatory provides educational programs for children and adults.

  • What are some of the best day trip ideas from Charlestown?

    Day trips from Charlestown often include exploring historic villages, state parks, and coastal towns with distinct local culture. Many visitors enjoy art galleries, local markets, and waterfront trails in nearby communities.

  • Are there any pet friendly accommodations available in Charlestown?

    Charlestown has pet-friendly stays, including cottages and rentals near the beach or set within tranquil wooded areas. Check individual listings for specific policies and nearby pet-welcoming spaces.

  • What are some local tips for visiting Charlestown?

    Arrive early at popular beaches during peak times, and pack reusable bags for farm stands or local markets. Respect designated wildlife areas, and check for posted advisories before heading out to natural sites.

  • What is Charlestown known for?

    Charlestown is known for scenic beaches, coastal nature preserves, and its vibrant Indigenous heritage. The area is also noted for outdoor recreation, seafood, and astronomy programs at the Frosty Drew Observatory.

  • What are the best hidden gems to explore in Charlestown?

    Consider exploring the quiet trails of Trustom Pond National Wildlife Refuge or searching for lesser-known beach access points around town. Local farm stands and community markets provide a glimpse into Charlestown's agricultural heritage.

  • What are the best foods to try in Charlestown?

    Seafood is frequently suggested, with local clam cakes, chowder, and lobster rolls standing out. Seasonal produce and dishes rooted in New England traditions, such as blueberry desserts, are also popular.

  • What should I bring for a trip to Charlestown?

    Bring layers to accommodate coastal weather, including a light jacket and comfortable shoes for walking or hiking. Sunscreen, a hat, and swimwear are helpful for the beach, while a raincoat can come in handy year-round.

  • What is the nightlife in Charlestown like?

    Nightlife in Charlestown centers around casual venues, including welcoming pubs, seafood restaurants with local flavors, and spots featuring live music on select evenings. For a laid-back atmosphere, many visitors and residents enjoy gathering near the waterfront or in local taverns.

  • What are the most popular events or festivals in Charlestown?

    The Charlestown Seafood Festival in summer draws crowds with local food, music, and crafts. Other recurring events around the area include art fairs, cultural gatherings, and stargazing nights at the Frosty Drew Observatory.

  • Are there family friendly vacation rentals in Charlestown?

    Charlestown has a range of family-friendly vacation rentals, including cottages, larger homes, and properties with outdoor space or easy beach access. Many are designed to welcome guests of all ages and encourage time together indoors or out.