
House vacation rentals in Charlestown
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Quick stats about house rentals in Charlestown

Total vacation rentals
Explore 120 vacation rentals in Charlestown

Nightly prices starting at
Charlestown vacation rentals start at G$31,392 GYD per night before taxes and fees

Verified guest reviews
Over 3,110 verified reviews to help you choose

Family-friendly vacation rentals
120 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
50 properties have a dedicated workspace

Wi-Fi availability
120 of Charlestown vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Charlestown rentals

4.9 Average rating
Charlestown stays are highly rated by guests—averaging 4.9 out of 5!
Top-rated house rentals in Charlestown
Guests agree: these houses are highly rated for location, cleanliness, and more.

Estate with lake near beaches & Westerly
Let this be your home away from home. Large, open, & upscale, with a cozy mix of comfort & nostalgia. Enjoy time with family & friends in our spacious, welcoming home on 40 acres, surrounded by fields, orchards, woods, stone walls, & lake with canoe, kayaks & paddle boards. Great for family vacations, reunions, retreats, & celebrations. Weddings welcome - contact owner for details. Pet friendly. Close to beaches, Watch Hill, Foxwoods. 5 min to I-95. 35 min to Providence airport. 4 night min.
ValueLocationKitchen

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.
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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.
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Ocean Road Residence - Walk to Ocean!
This beautifully renovated, spacious home has a wrap around deck overlooking spectacular ocean views on an acre lot. A fully equipped kitchen, beautiful hardwood floors, central air, flat screen TV and a stone fireplace make your stay fun and exciting all year long. This lovely home is a very short walk to the ocean; 1.5 - 2 miles from town and state beaches; less than 10 mins. from the Block Island Ferry and 20 mins. from Newport. Come and enjoy the sights and activities of Narragansett, RI!
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Fall in Westerly | Wineries, Weddings & the Coast
🍂 Enjoy fall in Westerly! Explore Watch Hill, local wineries with outdoor music, apple picking and nearby Mystic—then enjoy dinner downtown or a show at the United or Granite Theatre. Perfect for: • Wedding guests • Couples’ getaways • Wineries & fall foliage • Family visits & holiday weekends Walk to coffee and BarreCoast for yoga & fitness classes, with beautiful beaches just 10 minutes away. Staying for work? Our fully equipped home is also ideal for midweek & extended business stays.
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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.
LocationFamilyDecor

Momma Bears Bungalow
Our property is centrally located from all beaches in South County Rhode Island. Walking distance to shopping and groceries also a playground if you have children. Enjoy this beautiful home that we poured our heart and soul into ourselves. There are custom countertops along with the soft touches to make you feel at home. The bathroom is extremely spacious. There is a wide open living/dining area . One queen Bedroom with lots of space. A twin bedroom that extends into a king bed.
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The Surf Shack - Ocean Views From Every Room
This home was featured in the June 2021 issue of SO RI magazine! Located on a quiet cul-de-sac this home has a welcoming front porch with ocean views, an open concept family room w/ fireplace, a spacious eat-in kitchen and a park-like backyard. Private beach connects to Scarborough State Beach. There are 3 king bedrooms and a separate kids room. Master bath has a jacuzzi tub and 2nd bath has a standing rain shower with sprawling marble sink. House has towels, beach chairs and bikes.
ValueFamilyComfort

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.
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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.
FamilyLocationBackyard

Charming Waterfront cottage
The charming waterfront home is directly across the street from a small private beach. Perfect area for families with young children. Private entrance to East Matunuck beach is just a two minute walk down the street. There is ample parking for 3-4 cars . This house has 1 queen size bedroom and one twin with trundle on the lower level (both bedrooms with TVs). The lower level also houses the living room with large screen TV, full bathroom, kitchen and laundry.
LocationValueLong stay

Coastal Paradise Stunning Water View Walk to Beach
Stunning 8BR Beach House: Water Views, Decks, Walk to Beach! This beautiful 3-story, 8BR, 4.5BA retreat is a short stroll to the beach. Enjoy phenomenal water views from two large decks. The second floor hosts the kitchen, dining area, and living room, opening onto the deck. Kitchen features a massive quartz island, stainless steel appliances, and hardwood dining table seating 12. The living room boasts a large sleeper couch and 65" 4K HD TV.
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Popular amenities for Charlestown house rentals
House rentals with a pool

Perfect New England Getaway has a pool/ hot tub
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Heated Salt Pool Retreat Near Newport & Beaches
FamilyLocationBackyard

Nature's Nook
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FREE Private Indoor Heated Pool - Mystic Home
ValueLocationCondition

Hot Tub~Pool~GameRoom~FirePit~BBQ~King Bed~Casinos
ValueLocationDecor

Casino Stay & Play House w/Hot Tub, Game Room
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Beauty and the Beach!
LocationFamilyParks

Private Heated Pool • Upscale 4BR • 13 min 2 Beach
ValueLocationBiking
Weekly house rentals

Cute and Close to Beaches and Town
LocationValueNearby

Beach Getaway
ValueFamilyCleanliness

Pondfront Retreat Near Beaches
FamilyLocationTV

Cozy Cottage - Beach Pass Included!
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Cappy's Cottage
LocationFamilyCheck-in

Cozy Beach House 5 Min Walk to Water
LocationFamilyAir conditioning

Charlestown Beach Home ! 3 bedrooms; 4 beds
LocationFamilyBathroom

Quonnie Beach House Walk to the beach
FamilyLocationGrill
Private house rentals

Coastal Oceanview Cottage in Green Hill 3Br 2Ba
FamilyLocationBeach

Rest in Westerly
ValueLocationQuiet

Ocean front The Beach House
ValueLocationComfort

Private chic waterfront retreat-newly renovated.
ValueFamilyOutdoor spaces

Tranquil Getaway w Waterviews
FamilyLocationNearby

Coastal Cottage Charlestown-Fall weeks discount
FamilyLocationNearby

Rural Retreat near the Beach
FamilyLocationParks

4BR Single-Level Coastal Home Near URI
FamilyValueParks
When is the best time to visit Charlestown?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$63,621 GYD | G$65,296 GYD | G$65,296 GYD | G$73,248 GYD | G$84,131 GYD | G$96,269 GYD | G$85,177 GYD | G$88,944 GYD | G$73,248 GYD | G$64,668 GYD | G$72,202 GYD | G$67,807 GYD |
| 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 |
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