House vacation rentals in Charlestown

Estate with lake near beaches & Westerly

Let this be your home away from home. Large, open, & upscale, with a cozy mix of comfort & nostalgia. Enjoy time with family & friends in our spacious, welcoming home on 40 acres, surrounded by fields, orchards, woods, stone walls, & lake with canoe, kayaks & paddle boards. Great for family vacations, reunions, retreats, & celebrations. Weddings welcome - contact owner for details. Pet friendly. Close to beaches, Watch Hill, Foxwoods. 5 min to I-95. 35 min to Providence airport. 4 night min.

Family · Location · Cleanliness

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.

Value · Family · Quiet

Waterfront Secluded Home with Dock

Nestled down a private road, enjoy a lovely waterfront home with sweeping 180 degree views of Potter’s Pond. Newly renovated and meticulously decorated. Unwind and relax on the back deck watching the extensive variety of birds and breathtaking sunsets. Spend your days exploring the pond in kayaks or try your hand at clamming, steps from the house. Located 1 mile from East Matunuck Beach, 1 mile from Tennis, Pickleball and Basketball courts. Walking distance to the renowned Matunuck Oyster Bar.

Family · Value · Beach

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.

Family · Location · Comfort

Brand New Private House in a Charming Beach Town

Stunning new house in a quiet neighborhood! 10 minutes to beaches! Enjoy this 3 bedroom home all to yourself with a spacious kitchen, grill & patio. Centrally-located and just a few minutes from historic downtown Westerly, less than 20 minutes from Mystic attractions (aquarium, seaport museum, village) and the Foxwoods Resort and Casino and outlets. Great backyard, toys, books for kids! Fireplace! Washer, dryer, and dishwasher for convenience. Public basketball and tennis courts across st.

Value · Location · Backyard

Momma Bears Bungalow

Our property is centrally located from all beaches in South County Rhode Island. Walking distance to shopping and groceries also a playground if you have children. Enjoy this beautiful home that we poured our heart and soul into ourselves. There are custom countertops along with the soft touches to make you feel at home. The bathroom is extremely spacious. There is a wide open living/dining area . One queen Bedroom with lots of space. A twin bedroom that extends into a king bed.

Location · Family · Walkability

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!

Value · Location · Bathroom

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.

Value · Location · Nearby

Charming Dunn’s Corners (Westerly) Cape

This deceptively spacious Westerly cape is ready for the families large and small! Centrally located in Dunn’s Corners, the home is less than 2 miles from “town” and all state beaches, and less than 5 miles from Watch Hill. The enormous deck and yard are ideal for outdoor gatherings. Dining room has huge cafe height table. Second floor master bedroom suite sleeps 6. Full Kitchen. Outdoor shower keeps the sand out! RI RE.01692-STR (Rhode Island) STR-22-357 (Town of Westerly)

Family · Location · Outdoor spaces

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!

Value · Location · Beach

2 Acre Lakefront Getaway (Sauna/Firepit/Kayaks)

Step into our beloved lakeside haven on Pasquiset Pond, a place where comfort meets tranquility. Whether you're in search of a peaceful retreat or a cozy spot to reconnect with family, our home offers a warm and inviting escape, perfect for any season. When you're ready to explore, you'll discover beautiful beaches just 10-15 minutes away, along with the unique charm and vibrant local culture that make this area special.

Location · Family · Laundry

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, full 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.

Location · Family · Checkout