Cottage holiday rentals in Charlestown

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Top-rated cottage rentals in Charlestown

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

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Top 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, 119 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, 111 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!

Top guest favourite
The exterior of the cottage is visible, showcasing a light grey facade with white trim. A paved driveway accommodates a parked car. A large tree provides shade, and an American flag hangs near the entrance. A spacious lawn is present, bordered by a fence.
Cottage in Groton
4.96 out of 5 average rating, 245 reviews

EASY BEAT

LOVELY MID 1800'S COTTAGE Located in the historic Groton Bank neighborhood. Close to beaches, casinos, walking distant to EB. Short drive to Pfizer, Coast Guard Academy, Connecticut College, US Submarine Base and minutes to downtown Mystic. This property is a one bedroom one bath with a single pullout couch in bedroom and living room. Offers a spacious outside lawn with patio. Lots of off street parking. Fenced yard for pets. New Central Air and heat. Washer, dryer, grill and fire pit.

Superhost
A wooden table set for dining overlooks a serene lake. Glassware and plates filled with food are arranged on the table, while white chairs offer seating. Lush greenery lines the shore, complementing the calm water and bright sky.
Cottage in Ledyard
4.88 out of 5 average rating, 222 reviews

Waterfront cottage overhanging the water!

Come relax at this cute and cozy cottage overhanging a large and beautiful lake! Whether it's a family trip, a couple's getaway, or a best friends reunion, this place has something for everyone. From relaxing on the deck with a beautiful view, to kayaking and canoeing, or swimming in the summer, there is much fun and peaceful relaxation to do at the cottage. Also, it's just a 10 minute drive to Mystic, wineries, orchards, the shoreline, restaurants, and 5 minutes to Foxwoods casino.

Guest favourite
Cottage in South Kingstown
4.94 out of 5 average rating, 129 reviews

Cozy Coastal Fall Getaway w/ Firepit

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.

Top guest favourite
A charming beach cottage is set in a lush green yard, framed by blooming trees. The front porch, furnished with chairs, provides a welcoming entryway. The exterior showcases light-colored siding and a neatly maintained landscape, enhancing the peaceful atmosphere of the neighborhood.
Cottage in South Kingstown
4.94 out of 5 average rating, 266 reviews

Riverview beach cottage

A cozy recently updated beach cottage across from Narrow River in the Middlebridge area of South Kingstown. You can watch the boats go by in summertime on the front porch. Nice quiet neighborhood, take the 3-minute walk to the neighborhood river access and launch the kayak and paddleboard available for our guests to use. Picturesque Narrow River divides Narragansett and South Kingstown. You can take a paddle about 2 miles to the mouth of the river at Narragansett beach.

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, 186 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, 334 reviews

The School House | Mystic River Cottage

Once a local schoolhouse relocated in 1857, this 1-bedroom, 1-bath cottage now offers a peaceful retreat on the Mystic River. Enjoy a private entrance, full kitchen, cozy family room, and patio with stunning river and drawbridge views. Perfect for couples or solo travelers seeking historic charm and waterfront tranquility, just a short walk from Downtown Mystic and the Seaport.

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, 173 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
A charming white cottage is surrounded by lush greenery and vibrant orange lilies in the foreground. The entrance features a decorative wrought-iron railing, set against a backdrop of tall trees and an inviting garden, creating a serene outdoor atmosphere.
Cottage in Westerly
4.96 out of 5 average rating, 123 reviews

Romantic water view cottage - CASITA AL MAR

This water view cozy Mediterranean-style 1 bedroom romantic cottage is located within the charming community of Shelter Harbor. Across the street is Quonochontaug Pond, a four mile saltwater pond perfect for kayaking, windsurfing, sailing, fishing, clamming, and of course swimming. :)

Popular amenities for cottage rentals in Charlestown

Quick stats about cottage rentals in Charlestown

  • Total holiday rentals

    Explore 20 holiday rentals in Charlestown

  • Nightly prices starting at

    Charlestown holiday rentals start at € 156 per night before taxes and fees

  • Verified guest reviews

    Over 1,220 verified reviews to help you choose

  • Family-friendly holiday rentals

    20 properties offer extra space & child-friendly amenities

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    20 of Charlestown holiday 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!