Holiday houses in Charlestown

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Top-rated holiday rentals in Charlestown

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

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Top Guest favourite
The vintage cottage is framed by lush greenery, set within a landscaped yard. Colorful wildflowers bloom near the gravel pathway, while trees provide a natural border. The home features a charming façade with a sloped roof and a welcoming front porch.
Cottage in South Kingstown
4.98 out of 5 average rating, 43 reviews

Post Coastal Cottage Green Hill- 6 lovely beaches!

The Post Coastal Cottage - completely renovated vintage beach cottage in Green Hill. 1 bedrm, 1 bath, Central AC, outdoor shower, full kitchen, patio, gas grill. Bedrm w/ double bed. Double daybed in living room too. Ideally situated just 2 miles to Green Hill & Charlestown Beach. Minutes to Matunuck, East Matunuck, Moonstone & Blue Shutter beaches! You can bike/drive to all the local amenities; award winning restaurants, shops, parks, trails, theatre & festivals. Free Wifi, W/D. RE-01707-STR

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, 372 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, 178 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 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.
Guesthouse in Charlestown
4.88 out of 5 average rating, 323 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 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, 131 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 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, 162 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.

Guest favourite
A cozy living area features neutral tones and modern finishes. A blue sofa is paired with a patterned area rug, accompanied by a round coffee table. Natural light enters through large windows adorned with bamboo shades, creating a warm, inviting space.
Cottage in Charlestown
4.96 out of 5 average rating, 27 reviews

Quaint Cottage in Charlestown

Welcome to your perfect coastal getaway! Just 5 minutes from the beach, this charming, newly renovated cottage is your ideal escape by the sea. Thoughtfully updated with modern finishes, cozy furnishings, and breezy beach-inspired touches, it’s the perfect blend of comfort and coastal charm. Step inside to a warm and inviting living area with a smart tv, gas stove, and a kitchen equipped with the essentials. Upstairs, you’ll find a peaceful loft bedroom perfect for unwinding...

Guest favourite
A cozy living area is highlighted by a comfortable gray couch and two accent chairs. A wooden coffee table sits on a soft area rug. A flat-screen TV is mounted across from the seating, and a white mantel frames the fireplace, providing a central focal point.
Apartment in South Kingstown
4.93 out of 5 average rating, 184 reviews

Robinson Suite, Historic Wakefield Apartment

Enjoy easy access to everything from this perfect home base. Centrally located in downtown Wakefield. Walk to the bike path and restaurants. 10 minutes to town and state beaches. Beach Chairs and towels provided. 10 minutes to the University of Rhode Island and a perfect place for home football games. Laundry facilities on the property. Nicely appointed kitchenette, with a full refrigerator, microwave, toaster oven/ air fryer, and a Keurig coffee maker.

Top Guest favourite
Home in Charlestown
5 out of 5 average rating, 30 reviews

Single-Level 4BR | 1 Mi to Beach + Parking Pass

Escape to our peaceful home, perfect for a beach getaway, romantic weekend, family stay, or remote work retreat. Thoughtfully designed with open living spaces, private outdoor areas, and modern comforts. For beach lovers, the pristine Charlestown Beach is one mile away as well as the Ninigret Salt Pond for kayaking & paddleboarding. Our rental comes with the convenience of exclusive Charlestown Beach parking for one car for ease of access.

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, 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!

Guest favourite
A charming cottage exterior is highlighted against a pastel sunset sky. The structure features natural wood shingles and large glass windows framed in black. Lush green grass surrounds the entryway, where a warm light casts a welcoming glow over the porch.
Home in South Kingstown
4.9 out of 5 average rating, 10 reviews

Coastal Cottage by Beaches+Coffee-South Kingstown

Unwind with family or friends at our sun-filled, tranquil home, where you can ride your bike to the beach during the day and listen to the ocean from the living room in the evening. Enjoy reading a good book in the sunroom or lounge outside under the umbrella. Take a stroll to the salt pond or launch your kayak to take in the sunset. Local restaurants, coffee shops, and ice cream are all walkable from the cottage.

Popular amenities for Charlestown holiday rentals

When is the best time to visit Charlestown?

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Avg. price$439 NZD$452 NZD$439 NZD$457 NZD$517 NZD$524 NZD$603 NZD$608 NZD$515 NZD$515 NZD$500 NZD$438 NZD
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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 70 vacation rentals in Charlestown featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there family-friendly vacation rentals in Charlestown?

    Charlestown has more than 150 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

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

    Experience the best of Charlestown with our cottage rentals, starting at about $170 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Do house rentals in Charlestown have air conditioning?

    Absolutely! We offer over 120 house rentals with air conditioning in Charlestown. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Charlestown have wifi?

    Absolutely! We offer over 120 house 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 House Rentals in Charlestown?

    Enhance your stay in our House Rentals with the most popular amenities: over 120 homes with air conditioning, over 120 homes with wifi, over 60 homes with a bbq area, 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 $138 NZD per night before taxes and fees

  • Verified guest reviews

    Over 6,040 verified reviews to help you choose

  • Family-friendly holiday rentals

    150 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 50 rentals that welcome pets

  • Rentals with dedicated workspaces

    70 properties have a dedicated workspace

  • Wi-Fi availability

    170 of Charlestown holiday 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!