Family-friendly holiday rentals in Charlestown

Spacious and serene 2-bedroom ~ Close to beaches!

“The Nest” is a spacious, serene 2 bedroom apartment built above our stand alone storage garage. Upon entering the 1000 sq ft space you are greeted with an open floor plan boasting cathedral ceilings, modern wet bar/kitchenette, bright living room and dining area. Sliders open to private deck with wooded view. A full bath, 2 bedrooms and add’l sleeping nook off the main living area complete the space. Also on the property are a cottage and 1800s Colonial home. Close to beaches, URI & more!

Kitchen · Family · Hospitality

Waterfront Tiny House in Matunuck

Waterfront tiny house with dock access to the clearest salt pond in the state only 15 steps from the front door. Bring or locally rent kayaks or paddle boards to explore the pond, walk to one of the best beaches in RI, and pop next door to one of America's top rated oyster bars (rated #17 by Food & Wine) for a dinner with a view. Wind down with the sunset or keep the fun going with lawn or board games before snuggling up with a movie before bed. Come stay at the best kept secret in Rhode Island.

Kitchen · Family · Accuracy

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.

Family · Kitchen · Condition

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 · Kitchen · Bathroom

Ocean Road Residence - Walk to Ocean!

This beautifully renovated, spacious home has a wrap around deck overlooking spectacular ocean views on an acre lot. A fully equipped kitchen, beautiful hardwood floors, central air, flat screen TV and a stone fireplace make your stay fun and exciting all year long. This lovely home is a very short walk to the ocean; 1.5 - 2 miles from town and state beaches; less than 10 mins. from the Block Island Ferry and 20 mins. from Newport. Come and enjoy the sights and activities of Narragansett, RI!

Family · Indoor spaces · TV

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.

Indoor spaces · Family · Outdoor spaces

Cozy All Season Cabin Near Beach at Rockbriar Farm

Small vintage vacation cabin located in Charlestown, RI a 1 mile walk/bike to the town beach. Located on 7 acres called Rockbriar Farm, the cabin is in a wooded setting away from our home affording privacy for guests. One large room includes the futon bed/couch and the one sink; the shower and toilet are in separate room. Cabin also has a cedar enclosed hot water outdoor shower. Clean, cozy but not luxurious! No stove, but coffee maker, microwave, outside grill, and mini fridge.

Kitchen · Indoor spaces · Beach

2 Acre Lakefront Getaway (Sauna/Firepit/Kayaks)

Step into our beloved family lake house on Pasquiset Pond. It’s a quiet, cozy spot designed for unwinding and spending quality time with family, no matter the season. Catch sunrises right over the pond, gather by the fire pit for sunsets, and bring your dogs along for a cozy getaway! When you’re ready to get out and explore, beautiful ocean beaches are just 10 to 15 minutes away, alongside nearby nature reservations with great walking trails, local shops, and coastal spots to check out.

Kitchen · Indoor spaces · Nearby

Sunny Days, Starry Nights | 10 Min to Beaches

☀️ WESTERLY BEACH PASS INCLUDED ☀️ Welcome to Woodhaus Westerly — Minutes to both Westerly and Charlestown beaches, downtown shops, breweries, and coastal walks. Enjoy a crisp beverage on the front porch swings, cool off in the outdoor shower then take in the stars after dark while enjoying an evening bonfire. Dog + kid friendly with plenty of space to relax. Perfect for couples and families - designed for making summer memories. View more photos and updates @Woodhaus_Properties

Family · Kitchen · Nearby

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.

Indoor spaces · Family · Nearby

Private Peaceful Great Island Waterfront Cottage

Private, Quiet, Peaceful, Waterfront - Short Walk/bike ride to Galilee with restaurants, Shops, Block Island Ferry & Beaches - Kayak from house. TV Room 65" w/flat TV, 3 Bedrooms on Main Level w/TV's - New Kitchen, Dining Room & FR w/flat screen 75" Bedroom 1 KB Bedroom 2 QB Bedroom 3 -QB 2 Full Bathrooms & Outdoor Shower Central AC NEW - Bed Linens & Bath Towel Package Note: Pillows, Blankets & Beach Towels are available, they need to be WASHED & returned to the rooms.

Kitchen · Indoor spaces · Walkability

Coastal Paradise Stunning Water View Walk to Beach

Stunning 8BR Beach House: Water Views, Decks, Walk to Beach! This beautiful 3-story, 8BR, 4.5BA retreat is a short stroll to the beach. Enjoy phenomenal water views from two large decks. The second floor hosts the kitchen, dining area, and living room, opening onto the deck. Kitchen features a massive quartz island, stainless steel appliances, and hardwood dining table seating 12. The living room boasts a large sleeper couch and 65" 4K HD TV.

Indoor spaces · Family · Value