Holiday rentals 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
Cottage in South Kingstown
4.98 out of 5 average rating, 44 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
Guest house in Charlestown
4.97 out of 5 average rating, 102 reviews

Spacious and serene 2-bedroom ~ Close to beaches!

“The Nest” is a spacious, serene 2 bedroom apartment built above our stand alone storage garage. Upon entering the 1000 sq ft space you are greeted with an open floor plan boasting cathedral ceilings, modern wet bar/kitchenette, bright living room and dining area. Sliders open to private deck with wooded view. A full bath, 2 bedrooms and add’l sleeping nook off the main living area complete the space. Also on the property are a cottage and 1800s Colonial home. Close to beaches, URI & more!

Guest favourite
Tiny home in South Kingstown
4.92 out of 5 average rating, 137 reviews

Waterfront Tiny House in Matunuck

Waterfront tiny house with dock access to the clearest salt pond in the state only 15 steps from the front door. Bring or locally rent kayaks or paddle boards to explore the pond, walk to one of the best beaches in RI, and pop next door to one of America's top rated oyster bars (rated #17 by Food & Wine) for a dinner with a view. Wind down with the sunset or keep the fun going with lawn or board games before snuggling up with a movie before bed. Come stay at the best kept secret in Rhode Island.

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.

Guest favourite
Guest house in Charlestown
4.88 out of 5 average rating, 328 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
Home in South Kingstown
4.98 out of 5 average rating, 136 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!

Guest favourite
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...

Top guest favourite
Guest house in Westerly
4.99 out of 5 average rating, 118 reviews

Ocean Shire Coastal Cottage + Beach Pass

Welcome to this modern spotless beach cottage, 5 mins from amazing Watch Hill and Misquamicut beaches. Beach pass included. Kids most welcome. 🏖️ Watch Hill/Beaches: 5 mins ⚓ Historic Mystic: 18 mins 🏰 Newport: 50 mins ✈️ Block Island flight : 5 mins Cottage on 1.4 acres total privacy surrounded by trees with lavish gardens to enjoy morning coffee. Easy access to downtown, stores, restaurants, and wineries. Water sports and beach life at your doorstep.

Top guest favourite
A stone staircase descends towards a serene pond, bordered by lush greenery and vibrant hydrangeas in bloom. The calm water reflects the surrounding trees, creating a peaceful natural setting.
Guest suite in Westerly
4.96 out of 5 average rating, 159 reviews

Room with a View on Spring Pond

Fab newly decorated suite in 1957 home set on a private pond near Watch Hill, RI. Private entrance with mini kitchen, fridge,microwave, portable induction cooktop,toaster,coffeemaker- every thing but the kitchen sink! Please note: there is no kitchen sink nor oven. Ensuite bath with new towels,robes,linens,and bedding. Outdoor shower ( in addition to an indoor one!) ,grill,lounging area. Near beaches,music,food, Mystic Ct attractions. Great relaxing venue.

Top guest favourite
A two-story house is surrounded by landscaped greenery and features a private patio with an umbrella-covered table and seating. Stone walls outline the patio area, creating a cozy outdoor space. The driveway leads to the entrance, enhancing accessibility and convenience.
Flat in South Kingstown
5 out of 5 average rating, 73 reviews

"Coastaway" quiet location near pond and beach

Enjoy a quiet getaway in Matunuck, RI. Recently renovated one bedroom apartment. Kick back and relax in this calm, peaceful six hundred square foot second floor apartment with private entrance and designated parking. A parking pass to South Kingstown Town Beach is included. Close drive to the following, Theater by the Sea, Matunuck Oyster Bar, Coast Guard House Restaurant, University of RI, Watch Hill, Block Island Ferry and Newport.

Guest favourite
Home in Charlestown
4.91 out of 5 average rating, 112 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!

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, 139 reviews

The Perch

Spring is in the air, encouraging lots of walks around the lake, visits to the local wineries and lovely 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.

Popular amenities for Charlestown holiday rentals

When is the best time to visit Charlestown?

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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 house rentals in Charlestown?

    Experience the best of Charlestown with our house rentals, starting at about $130 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 apartment rentals in Charlestown have wifi?

    Absolutely! We offer over 10 apartment 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 Apartment Rentals in Charlestown?

    Enhance your stay in our Apartment Rentals with the most popular amenities: over 10 homes with air conditioning, over 10 homes with wifi, 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 €69 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 & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 50 rentals that welcome pets

  • Rentals with dedicated workspaces

    70 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

  • 4.9 Average rating

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