Holiday rentals in Charlestown

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Top-rated holiday rentals in Charlestown

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Guest favourite
The exterior of a country church is depicted, characterized by a steeply pitched roof and a prominent steeple. Surrounding greenery adds a natural touch, while a stone wall borders the front yard, enhancing the property’s open and inviting appearance.
Flat in South Kingstown
4.89 out of 5 average rating, 135 reviews

Converted Country Church By The Beach

Welcome to our country church by the beach. Get the benefit of being just minutes from the beach yet the privacy of seeing stars at night in a woodsy setting. You'll be able to sit on your private patio at night with a fire under the string lights. Try our favorite ice cream shop down the street or a short drive to downtown Wakefield. Take the morning to surf & the afternoon to lay on the beautiful beaches. This apartment is perfect for families or small groups. Easily accessible on one level.

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 kitchen features a large island with intricate granite countertops and an integrated cooktop. Elegant dining chairs surround a rustic table, while large windows provide a view of the lavender field. Wood paneling and a flat-screen TV add warmth to the inviting atmosphere.
Farm stay in South Kingstown
4.99 out of 5 average rating, 371 reviews

Lavender Farm Private Luxury Suite

The luxury suite features reclaimed wood from a 150 year old silo. Reclaimed beams adorn the ceiling. The shower features rainfall, waterfall and massage jets. There is a four post king size reclaimed wood bed with an amazing second floor view of the entire circular lavender field. There is also an open kitchen/living room area with a view of 4,000+ lavender plants. You will be surrounded by custom-picked imported Italian granite selections. The sinks in the suite feature amethyst geodes.

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, 174 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
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 out of 5 average rating, 162 reviews

Fireside Delights & Snowy Nights - Sleeps 7

WINTER GETAWAY ALERT: Cozy up on the RI Coast! Welcome to Woodhaus Westerly — a peaceful winter retreat minutes from downtown shops, breweries, and coastal walks. Enjoy 3 private wooded acres for starry-night bonfires, winter trails, and cozy nights by the wood stove with blankets, games, and movies. Dog + kid friendly with plenty of space to relax. Perfect for couples, families, or a remote-work refresh. ☀️Beach Pass returns for Summer 2026! View more photos and updates @Woodhaus_Properties

Top guest favourite
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, 107 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.

Guest favourite
The exterior of the vintage cabin features a welcoming porch with two green chairs and various potted plants. The cabin has a clean, white facade with dark doors, surrounded by a lush green lawn and trees, inviting a sense of tranquility.
Guest house in Charlestown
4.88 out of 5 average rating, 321 reviews

Cozy All Season Cabin Near Beach at Rockbriar Farm

Small vintage vacation cabin located in Charlestown, RI a 1 mile walk/bike to the town beach. Located on 7 acres called Rockbriar Farm, the cabin is in a wooded setting away from our home affording privacy for guests. One large room includes the futon bed/couch and the one sink; the shower and toilet are in separate room. Cabin also has a cedar enclosed hot water outdoor shower. Clean, cozy but not luxurious! No stove, but coffee maker, microwave, outside grill, and mini fridge.

Top guest favourite
A cozy living area features two patterned armchairs beside a wooden table, inviting relaxation. A large artwork of cheetahs adorns the exposed brick wall, adding a unique touch. Light fills the space, enhancing the warm tones of the hardwood floor.
Flat in South Kingstown
4.99 out of 5 average rating, 169 reviews

Shamrock House 2 miles to the beach, 4 mi to URI!

The Shamrock House 1st floor apartment is walking distance to local restaurants, bike path and shopping. Beach pass for the town beach. Newport is a 30 minute scenic drive away. This light filled, spacious 2 bedroom apartment comes with a fully equipped kitchen and new appliances. The apartment has a private entrance with parking and a private porch. The University of Rhode Island is 4.1 mile drive away. There are more than 15 beaches to visit in southern RI. Your adventure starts here.

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, 125 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
A charming historical two-story house features a gray exterior with dark trim, complemented by vibrant flower beds in front. The main entrance showcases a bold red door, flanked by several windows that illuminate the inviting facade.
Guest suite in Uxbridge
4.98 out of 5 average rating, 121 reviews

Privacy & Peacefulness @ Emerson Brook

A 2nd floor separate entrance and self-checkin / checkout make this your perfect getaway in Blackstone Valley (halfway between Worcester and Providence RI). A private deck and 400 sf of space - kitchen, bedroom, dining, living room and great work space - is all yours. The bathroom includes a clawfoot tub/shower. Expect a Keurig (with k-cups), great linens, wifi, cable and smart tv. Sit on your deck, grab a drink, relax and enjoy the sound and views of Emerson Brook Farm...

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
4.98 out of 5 average rating, 161 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.

Top guest favourite
The exterior view of the property displays a multi-story house painted in light colors, featuring multiple windows and a small deck at the entrance. A gravel driveway is visible, along with a well-maintained lawn and a few planters at the base of the house.
Flat in Narragansett
4.98 out of 5 average rating, 230 reviews

Rhode to Bali - Town Beach Unit 3

We are excited to share our Air BnB, “Rhode to Bali” with you. We live on the property and are happy to help you get the most out of your Narragansett vacation. Our house has two apartments with separate entrances. Each one has a full bath, kitchen and bedroom with a high quality, comfortable queen bed . Walking distance to beach, park, restaurants, and coffee shops. We look forward to meeting you . Warmly, Carolyn Plante

Popular amenities for Charlestown holiday rentals

When is the best time to visit Charlestown?

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Avg. price$327 SGD$336 SGD$327 SGD$340 SGD$385 SGD$390 SGD$449 SGD$453 SGD$384 SGD$384 SGD$372 SGD$326 SGD
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Frequently Asked Questions

  • Are there pet-friendly vacation rentals in Charlestown?

    Four-legged friends are welcome in Charlestown. Choose from more than 50 vacation rentals for guests traveling with pets.

  • Are there vacation rentals with a dedicated workspace in Charlestown?

    Yes! Work meets play with ease at over 80 vacation rentals in Charlestown featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there family-friendly cottage rentals in Charlestown?

    Charlestown has more than 20 family-friendly cottage rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

  • How much does it cost to stay in house rentals in Charlestown?

    Experience the best of Charlestown with our house rentals, starting at about $110 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Do cottage rentals in Charlestown have air conditioning?

    Absolutely! We offer over 20 cottage rentals with air conditioning in Charlestown. Enjoy a tailored experience with all the comforts you desire.

  • Do cottage rentals in Charlestown have wifi?

    Absolutely! We offer over 20 cottage rentals with wifi in Charlestown. Enjoy a tailored experience with all the comforts you desire.

  • Do cottage rentals in Charlestown have a bbq area?

    Absolutely! We offer over 20 cottage rentals with a bbq area in Charlestown. Enjoy a tailored experience with all the comforts you desire.

  • What are the most popular amenities for Cottage Rentals in Charlestown?

    Enhance your stay in our Cottage Rentals with the most popular amenities: over 20 homes with a bbq area, over 20 homes with wifi, over 20 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.

Quick stats about holiday rentals in Charlestown

  • Total holiday rentals

    Explore 180 holiday rentals in Charlestown

  • Nightly prices starting at

    Charlestown holiday rentals start at $103 SGD per night before taxes and fees

  • Verified guest reviews

    Over 6,510 verified reviews to help you choose

  • Family-friendly holiday rentals

    150 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 50 rentals that welcome pets

  • Rentals with dedicated workspaces

    80 properties have a dedicated workspace

  • Wifi availability

    170 of Charlestown holiday rentals include wifi access

  • Popular amenities for guests

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

  • 4.8 Average rating

    Charlestown stays are highly rated by guests – averaging 4.8 out of 5!