
Cottage holiday rentals in Charlestown
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Top-rated cottage rentals in Charlestown
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New! “LaBoDee”
“LaBoDee”, a fun play on the word abode, house, is a tiny cottage located central to CT’s unique shoreline communities, just off I95. “LaBoDee” is one room with a fully equipped kitchenette, ready for those who would like to stay awhile. “LaBoDee” is on a property contiguous to a state forest (a trail is right outside the door) yet within walking distance is a delicious deli, market, gas station, pizza, a lake, and close by is the beach. A local restaurant has day passes for their beach- $20!!

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

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!

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.

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.

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.

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.

Charming Historic Schoolhouse on Mystic River
Enjoy stunning Mystic River views from this newly renovated 1BR/1Bath historic schoolhouse. Originally built in 1857 as a one-room school and later relocated, this charming retreat blends historic charm with modern comfort. Thoughtfully furnished to honor its past, it offers a cozy, inviting space for families or couples, to relax and explore Mystic’s rich history, scenic beauty, and waterfront attractions. Perfect for a memorable getaway in a storied New England setting.

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.

Waterfront, Dog-Friendly Cottage on the Cove
The cutest cottage on the cutest cove. Whether you’re into rosé & summer sun, hot chocolates in winter, a week off or a weekend away, Cove Cottage has water front views and a new dock to help you relax, unwind and enjoy the best of Aquidneck Island. One hour from Boston, and just 25 minutes to Newport, you have endless possibilities for what to do. Take out the kayaks or paddle board around the cove, dine in Newport or explore all Rhode Island has to offer!

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.

Your Nest Near The Beach
Welcome to A Shore Thing, a retro modern beach cottage. This bright and cheerful escape is perfectly located for exploring the shoreline. Whether you are visiting in the summer for sun, surf and sand or in the quieter off-season, you will find the shoreline is packed with an incredible array of inviting destinations. The cottage is just 3/4 of a mile from the beautiful private sandy beach.
Popular amenities for cottage rentals in Charlestown
Cottage rentals with a hot tub

Beautiful Portsmouth Cottage By the Sea w/ Jacuzzi

Jamestown in town family-friendly Cottage, pets ok

Lakeside cottage with beautiful views up the lake!

♥CozyGetaway-Narragansett-15min to Newport-HotTub♛

Private Beach Cottage

Coastal Waterview with Bunkhouse & Hot Tub!

Waterfront Oasis minutes from Newport w/ hot tub!
Pet-friendly cottage rentals

Quahog Cottage- Full Home with a private yard

Captain's Quarters: Waterfront, Marina Access

Welcome to The Holly at Amston Lake

Contemporary cottage minutes to the heart of town!

Beachfront Driftwood Cottage!

Peaceful Cottage + Spa services + Gardens+ Beaches

Harrington Cottage

Mystic, CT Pet-Friendly Cottage with Hiking Trails
Private cottage rentals

Lux Waterfront Cottage-Bonnet Shores, Narragansett

Sunset Farm Cottage great location

Beach Break Guest Cottage

Cozy 2 bedroom beach cottage in Wickford

Windrush Cottage cozy charm, walk to ocean & ponds

Little Gem Waterfront beach home/ cottage

Close to East Matunuck Beach and Local Eateries!

Westerly, Charming Cottage blocks from downtown
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 ₹15,811 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!
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- Rentals with lake access Charlestown
- Rentals with beach access Charlestown
- Pet-friendly rentals Charlestown
- Beachfront rentals Charlestown
- Family-friendly rentals Charlestown
- Rentals with a fireplace Charlestown
- Rentals with a washing machine and dryer Charlestown
- Rentals with outdoor seating Charlestown
- Rentals with a patio Charlestown
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- Rentals with a kayak Charlestown
- Flat rentals Charlestown
- Rentals with a firepit Charlestown
- Waterfront rentals Charlestown
- Cottage rentals Rhode Island
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- Foxwoods Resort Casino
- Charlestown Beach
- Brown University
- Point Judith Country Club
- Ocean Beach Park
- Easton Beach
- Blue Shutters Beach
- Oakland Beach
- Groton Long Point Main Beach
- Napeague Beach
- Horseneck Beach State Reservation
- Roger Williams Park Zoo
- Second Beach
- Sandy Beach
- Ninigret Beach
- Island Park Beach
- Amagansett Beach
- The Breakers
- Groton Long Point South Beach
- Goddard Memorial State Park
- South Shore Beach
- Clinton Beach
- Giants Neck Beach
- Grove Beach