Cottage vacation rentals in Charlestown

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Top-rated cottage rentals in Charlestown

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Guest favourite
A cozy sleeping area features a spacious bed with plaid bedding and decorative pillows. A wicker chair sits beside the bed, and soft lighting is provided by two bedside lamps. A sliding door opens to a private outdoor space, adorned with patio furniture.
Cottage in Ledyard
4.92 out of 5 average rating, 121 reviews

Mystic, CT Pet-Friendly Cottage with Hiking Trails

Unwind at this peaceful, private Cottage with a fenced garden courtyard. Enjoy onsite hiking trails, EV chargers, an outdoor lounge, hammocks, firepit, lawn games, and a gas grill. Your stay includes organic breakfasts and eco-friendly amenities. Just 6 miles from Mystic, the Cottage is your dream escape. Book your stay now and create lasting memories with your pet! ❤️The Cottage books fast for weekends, holidays, & all of summer and fall. We recommend booking soon to guarantee your getaway.❤️

Top guest favourite
The cottage is surrounded by vibrant greenery and colorful flowering shrubs. A tall American flag waves in front of the charming structure, which features a blue door and windows framed by shingle siding. A white picket fence enhances the quaint curb appeal of the home.
Cottage in South Kingstown
4.94 out of 5 average rating, 138 reviews

The Snug Cottage: Walk to Water-Newly Renovated

Simply adorable studio cottage. 216 sq.ft. Central AC & heat, kitchen w/stove, oven, refrigerator, sink, & cabinets. Outfitted w/ plates, dishes & cookware. Eating area w/ drop leaf table. Comfortable, memory foam double bed w/ storage bins underneath. Bathroom w/ shower stall & pocket door. An outdoor shower for an easy post beach rinse too. No smoking in or on the premises. 2 parking spots at property; NO BOATS, RVs/TRAILERS ALLOWED ON PROPERTY . No street parking. No candles. RE-01712-STR

Top guest favourite
A single-story home is presented with a grey exterior and a symmetrical design. The property features neatly trimmed shrubs and a well-maintained lawn. A driveway leads to a garage, while a pathway directs toward the front door, framed by small steps and a welcoming porch.
Cottage in Westerly
4.97 out of 5 average rating, 115 reviews

Downtown Westerly Beach Cottage Getaway

This beautifully finished home in the heart of downtown Westerly is just steps away from Wilcox park and all the surrounding amenities. In 10 minutes or less, drive to popular Misquamicut Beach or lovely Watch Hill Beach. We are also adjacent to Stonington, Ct and Mystic Seaport. The home is equipped with all essentials needed (Premium beds, bedding, towels, kitchenware, smart TVs, high speed WIFI, basic cable, washer-dryer, central AC and heat). You will not be disappointed in the location!

Guest favourite
A bright interior is featured, showcasing a modern gray sofa with a soft throw draped across it. A decorative tray holds three clear candles on a white console table, complemented by greenery. Large glass doors invite natural light and views of the exterior.
Cottage in Somerset
4.94 out of 5 average rating, 269 reviews

Cottage on River near Providence/Cape Cod/Newport

Welcome to Somerset and our soulful little home on the Taunton River. This charming Bungalow sits on a quiet dead end street. Three quarters of the house has water views. 2 bedrooms inside the home, and a bonus room detached from the house which features another sofa and tv, our home is perfect for small families or two couples. Somerset's a small town surrounded by big attractions. It's 18 miles from Providence, 25 miles from Newport, 40 miles from Cape Cod, and 50 miles from Boston.

Top guest favourite
Cottage in South Kingstown
4.94 out of 5 average rating, 134 reviews

Coastal Getaway with Beach Parking & Fenced Yard

Discover the perfect fall escape at our newly renovated Starfish Cottage, a gem nestled in a peaceful beach community in RI. Whether you're seeking adventure or relaxation, the area offers plenty to do from kayaking to biking, & of course, the beach. In the evenings, unwind by grilling on the patio & making s'mores by the fire. Located just 2 miles from Greenhill & Charlestown beaches, you'll also be only 15 mins. to URI, 30 mins. to Newport & 20 mins. to the Block Island Ferry.

Top guest favourite
A charming cottage is showcased against a clear blue sky. The exterior features natural wood siding and a spacious deck with patio seating. Lush green foliage is visible in the foreground, leading up to the entrance, while a vehicle is parked nearby.
Cottage in Narragansett
5 out of 5 average rating, 108 reviews

Great Island Water View Cottage

Our newly renovated cottage provides an ocean view! We’re located within minutes of 3 local beaches, and within walking distance of the Block Island Ferry! A washer/dryer, full kitchen, outdoor shower, wifi, and BBQ grill are all fully available to guests during their stay. This is our second home! We are confident that you’ll find the necessary amenities to stay comfortable! Although children are welcome, we would not recommend our cottage to a family with small children.

Guest favourite
A waterfront cottage is situated amidst lush greenery, featuring a well-maintained lawn. The house exhibits a soft grey exterior with a prominent turret and a patio area covered by a trellis. Various shrubs and trees frame the property, enhancing its peaceful surroundings.
Cottage in Narragansett
4.92 out of 5 average rating, 107 reviews

Private Peaceful Great Island Waterfront Cottage

Private - Quiet - Peaceful, Waterfront - Short Walk/bike ride to Galilee with restaurants, Shops, Block Island Ferry & Beaches - Launch a Kayak from house. TV Room 65" w/flat TV, 3 Bedrooms on Main Level w/TV's - New Kitchen, Dining Room & FR w/flat screen 75" Bedroom 1 KB Bedroom 2 QB Bedroom 3 -QB 2 Full Bathrooms & Outdoor Shower AC NEW for 2025 There will be a Bed Linens & Bath Towel Package Pillows & Blankets will be available Blankets must be washed before leaving

Top guest favourite
The image captures a scenic beachfront at sunset, highlighting cedar shingled cottages positioned along the shoreline. Gentle waves lap at the sandy beach, while colorful sky hues reflect the day's end. A highlighted cottage stands elevated on pilings, overlooking the serene ocean views.
Cottage in Charlestown
4.91 out of 5 average rating, 187 reviews

Pet-Friendly Private Beach Oceanfront Cottage A/C

Azure Cottage is traditional cedar shingled cottage directly on the private beach in Charlestown, RI with stunning views of Block Island Sound. With two bedrooms and a large queen loft, the cottage sleeps 6. Doggie guests are welcome for an amazing off-the-leash beach vacation. Handheld showers on stairs make washing sandy feet and paws a breeze. Why wait? Book now to reserve for your best summer vacation ever! Pet fees are $45/day per animal.

Top guest favourite
A bright living area showcases a comfortable leather sofa paired with a colorful accent chair. Large windows allow natural light to fill the space, while a small globe and decorative items add a touch of character. Wooden floors complement the cozy atmosphere.
Cottage in Groton
4.96 out of 5 average rating, 340 reviews

Historic Waterfront School House

Escape to a historic 1857 schoolhouse cottage on the Mystic River. This unique 1-bed, 1-bath waterfront retreat is perfect for couples or solo travelers. Enjoy stunning views of the Mystic Drawbridge and Seaport from your private patio. Just a 2-block walk to historic Downtown Mystic, this charming space combines authentic history with modern comfort for an unforgettable stay.

Guest favourite
The exterior of a quaint lakefront cottage is displayed, featuring a welcoming front porch with seating and a comfortable swing. Surrounded by tall trees, the property exudes a tranquil atmosphere. The well-maintained lawn leads to the entrance, showcasing a blend of nature and home.
Cottage in Voluntown
4.93 out of 5 average rating, 226 reviews

Lakeside Cottage in the Forest

Quaint lakefront cottage in the woods just steps from Beach Pond. Peaceful view of the lake from the front porch. Includes use of our private sand beach, 10 person wood-fired sauna and abundant hiking trails in Pachaug and Arcadia Forests. Visit with our 6 horses, take a quiet kayak, or relax tired muscles in the sauna. Dock available.

Top guest favourite
The exterior of a beach cottage is showcased, featuring a gravel driveway and a lush garden area. Large windows provide views of the calm water, while a covered porch offers a shaded entryway. Vibrant fall foliage frames the backdrop along the shoreline.
Cottage in Bristol
4.98 out of 5 average rating, 180 reviews

Beach Front Cottage in Bristol

“Sandy” “Clean water swimming” Beach front cottage in Historic Bristol, RI. This Cottage has a sandy beach front for family fun! Just minutes away from museums & restaurants. Centurally located between Newport, & Providence, RI (30-minute drive) You could not ask for a closer proximity to the beach front and scenic water views.

Guest favourite
The image features a serene lake scene with a wooden dock extending out over the water. Two white chairs are positioned on the dock, facing the calm water, while an American flag waves nearby. Lush green trees frame the lake, creating a peaceful atmosphere.
Cottage in Ledyard
4.93 out of 5 average rating, 274 reviews

Lakeside cottage with beautiful views up the lake!

Perfect cottage for a family, a couple, or friends. Relax by the serenity of the lake, and enjoy our kayaks, canoe, 2 fire pits, games, and more. Foxwoods, Mystic, and other attractions are only 10 minutes away. There is a lot of nature to see, as well as attractions in town and great restaurants in the area.

Popular amenities for Charlestown cottage rentals

Quick stats about cottage rentals in Charlestown

  • Total vacation rentals

    Explore 20 vacation rentals in Charlestown

  • Nightly prices starting at

    Charlestown vacation rentals start at $247 CAD per night before taxes and fees

  • Verified guest reviews

    Over 1,220 verified reviews to help you choose

  • Family-friendly vacation rentals

    20 properties offer extra space and kid-friendly amenities

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    20 of Charlestown vacation rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Charlestown rentals

  • 4.8 Average rating

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