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House holiday rentals in Charlestown

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Top-rated house rentals in Charlestown

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

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Superhost
An outdoor area is presented with a stone fire pit surrounded by blue Adirondack chairs. Above, a spacious balcony adorned with hanging plants features string lights for evening ambiance. A staircase connects the lower patio to the upstairs living area, creating a welcoming outdoor space.
Home in Narragansett
4.79 out of 5 average rating, 210 reviews

Private beach; firepit, outdoor shower, 2 kitchens

Rent the entire two-family home located one mile from a private beach in the popular Bonnet Shores. Enjoy the convenience of two kitchens and two living areas under one roof. People love this setup for vacation! (We never rent the two units separately.) Fire pit, grill, outdoor shower, yard games, AC, outdoor balcony, smart TVs, washer/dryer. 5 min drive to other beaches/center of town. Close to Newport/Block Island Ferry. Firewood provided. Linens provided. Complimentary bottle of wine.

Top guest favourite
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, 165 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 favourite
A spacious living area is complemented by a whitewashed ceiling and large windows allowing natural light. A comfortable sofa with decorative pillows faces a wooden coffee table. Additional seating includes a patterned rocking chair, with a dining table in view, and a kitchen area in the background.
Home in South Kingstown
4.99 out of 5 average rating, 166 reviews

Heart Stone House

This peaceful and centrally-located place is a sunny and spacious modern one-bedroom cottage located in the heart of historic Wakefield. We're minutes from many RI beaches. Stroll downhill to a lovely park on Saugatucket River, then cross the charming footbridge into town. Here you'll find a variety of restaurants, cafes, and ice cream, plus excellent community theater, yoga, and interesting shops. Relax inside this light-filled home or sit out on the deck overlooking the gardens and town.

Top guest favourite
A tranquil outdoor scene features four white lounge chairs arranged under a striped umbrella by the water's edge. A wooden dock extends into the calm water, surrounded by lush greenery and a scenic sunset sky filled with soft clouds.
Home in South Kingstown
4.98 out of 5 average rating, 122 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 favourite
The exterior of the house is displayed, featuring a well-maintained yard and a spacious deck accessible via sliding doors. A large tree provides shade, while a chimney offers a traditional architectural detail. The sky is bright with clouds scattered above.
Home in Westerly
4.93 out of 5 average rating, 106 reviews

Charming home just a few miles from the beach!

Welcome to Good Vibrations! **New for 2026: an addition of a new master suite for a total of 4 bed, 2 bath** It is located 3 miles from the beach as well as 3 miles from downtown Westerly. The house is in the middle of everything you could need to make your stay more enjoyable; it's within walking distance to restaurants, groceries, and ice cream. Mystic village/aquarium, casinos, and museums are all within 25 minutes. We are on a nice half acre yard perfect for yard games and families.

Top guest favourite
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
4.97 out of 5 average rating, 156 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. In the warmer weather, enjoy the outdoor shower after a long hike or trip to the beach.

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, 191 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.

Guest favourite
A cozy living area features a light-colored couch and a dark blue sofa, accented by throw pillows. A wooden coffee table is positioned in front of a television mounted on a white media console. Natural light enters through a large window, enhancing the welcoming environment.
Home in Narragansett
4.91 out of 5 average rating, 110 reviews

Winter by the Sea | Fire Pit | Near Newport

Welcome to Orange Door Rhody, your peaceful winter retreat in Bonnet Shores. This cozy coastal cottage offers the best of both worlds — a private neighborhood beach just a short walk away and the charm of Newport only minutes from your door. Perfect for couples, small families, or remote workers seeking quiet comfort by the sea. Just 1 mile from the beach, enjoy a leisurely walk to the ocean! 15 min to Newport or Block Island Ferry

Guest favourite
A charming two-story gray house is framed by a neatly kept garden with green foliage. Prominent features include a bright blue front door and a fenced yard, enhancing privacy. The structure is accented by evenly spaced windows, allowing for ample natural light.
Home in Westerly
4.98 out of 5 average rating, 162 reviews

Cute and Close to Beaches and Town

A cute comfortable 2 bedroom 2 bath home with summer beach parking pass. Recently updated and furnished. A fenced in backyard. Allowing pets. Close to all in Westerly and South County. Grey Sail brewery, shops, restaurants. A 5 minute walk to restaurants, About a mile to Downtown Westerly and Wilcox park. 4 Miles to Misquamicut beach and Watch Hill. Central AC. Fenced in back yard allowing pets Great place to rent year round!

Top guest favourite
A serene lake scene captures a modern gray house surrounded by vibrant autumn foliage. The water reflects the house and trees, creating a harmonious composition. A wooden deck is visible, leading toward the tranquil lake, enhancing the peaceful atmosphere of the setting.
Home in North Stonington
4.96 out of 5 average rating, 138 reviews

The Perch

Fall is in the air, encouraging lots of walks around the lake, visits to the local wineries and brisk walks on the beaches of Rhode Island. Nestled in the trees on a quiet lake this home is designed to be a sanctuary and a launch pad for outdoor adventures. Visit North Stonington, Stonington, Westerly and Mystic then return to your quiet spot. A short drive to store, casinos, wineries, and a walk to the forest for hikes.

Top guest favourite
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
4.91 out of 5 average rating, 108 reviews

Cozy cottage on the water

Escape to our idyllic 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!

Top guest favourite
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
4.96 out of 5 average rating, 196 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, 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 house rentals in Charlestown

When is the best time to visit Charlestown?

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Avg. price$386 SGD$386 SGD$386 SGD$398 SGD$445 SGD$451 SGD$517 SGD$540 SGD$445 SGD$392 SGD$438 SGD$412 SGD
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Quick stats about house rentals in Charlestown

  • Total holiday rentals

    Explore 120 holiday rentals in Charlestown

  • Nightly prices starting at

    Charlestown holiday rentals start at $140 SGD per night before taxes and fees

  • Verified guest reviews

    Over 3,550 verified reviews to help you choose

  • Family-friendly holiday rentals

    110 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 30 rentals that welcome pets

  • Rentals with dedicated workspaces

    50 properties have a dedicated workspace

  • Wifi availability

    120 of Charlestown holiday rentals include wifi 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!

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