House holiday rentals in Charlestown

Cheerful Cozy Colonial

Relax at this warm, welcoming, peaceful place to stay, with hiking trails nearby and only a 10-15 minute drive to various beaches, and a 10-minute drive to downtown Westerly. Set on 2+ acres, rejuvenate and connect with friends and family around the outdoor fire pit. Inside you will find a comfortable space with a full kitchen, living room, dining room, three bedrooms, and a full and half bath. Between Memorial Day and Labor Day, enjoy the outdoor shower after a long hike or trip to the beach.

Heart Stone House

This peaceful and centrally-located place is a sunny and spacious modern one-bedroom cottage located in the heart of historic Wakefield. We're minutes from many RI beaches. Stroll downhill to a lovely park on Saugatucket River, then cross the charming footbridge into town. Here you'll find a variety of restaurants, cafes, and ice cream, plus excellent community theater, yoga, and interesting shops. Relax inside this light-filled home or sit out on the deck overlooking the gardens and town.

Unique Home with Panoramic Ocean and Pond Views

A unique and tranquil getaway, described beautifully by client reviews. Situated on Matunuck Point with sweeping views of the Atlantic Ocean, beautiful Block Island, boats coming in and out of historic Galilee Breach Way or enjoy watching surfers at Deep Hole. Love the beach? We have private access to East Matunuck 100 steps away. If your preference is the pond, Potters Pond is right in the back yard with a new beautiful custom built dock, with paddle boarding, and kayaking equipment.

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!

Spacious RI Beach Escape

Super-cute 3 bedroom, 2 bathroom house with big yard, deck and enclosed outdoor shower. Located on a quiet cul-de-sac just minutes from Charlestown Beach and walking distance to local restaurants and shops. Beautiful sunroom just off the kitchen provides bonus living space. There are multiple spots to comfortably work from home with strong connection for video calls. New Casper mattresses in every bedroom. Perfect for family vacation, a weekend with friends or a long-term stay.

Single-Level 4BR | 1 Mi to Beach + Parking Pass

Escape to our peaceful home, perfect for a beach getaway, romantic weekend, family stay, or remote work retreat. Thoughtfully designed with open living spaces, private outdoor areas, and modern comforts. For beach lovers, the pristine Charlestown Beach is one mile away as well as the Ninigret Salt Pond for kayaking & paddleboarding. Our rental comes with the convenience of exclusive Charlestown Beach parking for one car for ease of access.

Pondfront Retreat Near Beaches

Wake up to serene water views and spend your days relaxing on the deck, exploring the pond, or sipping coffee while watching the wildlife. This cozy 3-bedroom cottage is perfect for families, couples, or a quiet retreat. Enjoy a well-equipped kitchen and bright living space that opens outdoors. Lounge in the sun, hit the beach, or stargaze by night. Minutes from Charlestown Beach, trails, and great local dining—your perfect escape awaits.

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!

Ocean Ridge Escape

Relax with the family or gather with friends, at this peaceful, place to stay. Ocean Ridge is a beautiful, quiet local neighborhood located in the Green Hill area of South Kingstown and central to many gorgeous beaches, surfing spots, restaurants, parks and golf courses. Our home was completely renovated in 2021. The clean crisp modern design sets the perfect vibe to relax and enjoy your escape. We welcome dogs up to 50 lbs.

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.

Cozy Cottage - Beach Pass Included!

The Willow Nest is a charming cottage located just 4 minutes from Charlestown Beach, complete with access to a beach pass. A prime location to explore Rhode Island’s Southern coast—filled with great food, views, and good times. Enjoy a walk to the salt pond or launch your kayak for a beautiful sunset. Local restaurants, coffee shops, and ice cream spots are all within walking distance of the cottage.

Cozy beach house close to beaches with Fire Pit

Escape to our recently renovated (May 2023) beach house! This bright, 3-bedroom home comfortably sleeps your group with king, queen, and bunk beds. Features a modern kitchen, two pristine bathrooms, and a bonus lower-level playroom with a TV and toys. Perfectly located just a 5-minute drive from local beaches, nature reserves, and shops. Ideal for families and groups seeking a coastal adventure.