Cottage holiday rentals in Charlestown

4.99 out of 5 average rating, 117 reviews

Cottage in Portsmouth

Waterfront Oasis minutes from Newport w/ hot tub!

Welcome to our charming waterfront Oasis! Located on Blue Bill Cove, our private cottage is steps away from Island Park beach, dining, & local attractions. Stroll down Park Ave to enjoy some ice cream and burgers at Schultzy's or a lobster roll from Flo's Clam Shack (seasonal) while you take in the ocean views. Head to Bristol or Newport, relax at one of the local vineyards and breweries, or enjoy a day on the golf course. Our cottage is also conveniently located near wedding venues & colleges.

4.93 out of 5 average rating, 111 reviews

Starfish Cottage | Fire Pit | Beach Pass | 3BR

Our newly renovated Starfish Cottage is a hidden gem tucked away in a quiet beach community in Charlestown, RI. It's the ideal getaway as there are plenty of activities in the area such as kayaking, biking, fishing, hiking, or just beaching it. At night, enjoy the sunset while grilling alongside a fire on the patio & eating s'mores! 2 miles to Greenhill or Charlestown beach; 15 minutes to URI, 30 minutes to Newport, 20 minutes to the Block Island Ferry & 35 minutes to the Foxwoods Casino.

5 out of 5 average rating, 127 reviews

A very special beach cottage in the country

Our beach cottage in the country is located on a dead end country road and looks out over a beautiful meadow, part of an abutting farm. It is within walking distance from the quaint New England main street of Wakefield where you will find many shops and restaurants. You are also within 10 minutes driving distance to many beautiful beaches, a short drive to Newport and a ferry ride to Block Island. You can have all kinds of seaside adventures while coming home to your quiet country cottage.

4.94 out of 5 average rating, 125 reviews

The Snug Cottage: Walk to Water-Newly Renovated

Remodeled & simply adorable studio cottage. 216 sq.ft. New 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. Smoking not permitted in or on the premises. 2 parking spots on the property; NO BOATS/TRAILERS ALLOWED ON PROPERTY RE-01712-STR

4.88 out of 5 average rating, 207 reviews

Cottage in Ledyard

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.

4.96 out of 5 average rating, 315 reviews

Cottage in Groton

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.

4.94 out of 5 average rating, 235 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.

4.96 out of 5 average rating, 124 reviews

Cottage in Portsmouth

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!

4.99 out of 5 average rating, 145 reviews

Cottage in Waterford

Coastal Cottage Private Studio

Beautiful coastal studio cottage located on the shoreline of CT. Your cottage is spacious and private with keyless entry and private dedicated parking. Originally an art studio, this recently renovated cottage is one mile to the beaches and local attractions. Our cottage is popular among Connecticut College, Coast Guard Alumni/parents and for anniversary celebrations! Enjoy...Now you can kick back and relax... you've found your home away from home! 🤩🏡 😊

4.9 out of 5 average rating, 169 reviews

Cottage in Charlestown

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 $30/day per animal.

5 out of 5 average rating, 169 reviews

Cottage in Bristol

Downtown Historic Cottage-2 or 4 guests

Historic coastal cottage in the harbor town of Bristol, RI. Originally a carpenter's shop, moved to its current location in 1865. Half a block from harbor, parade route, short walk to all downtown shops, restaurants and museums. Minutes from Colt State Park, East Bay bike path, and Roger Williams University. Bristol is located between Newport and Providence (each about 25 minutes by car) making both places easy to visit! Parking available.