
Family-friendly holiday rentals in Charlestown
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Charlestown
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

East Matunuck Studio-Close to Beach & Oyster Bar
Are you ready to leave your home for a getaway near the beach? Our cozy studio with a private entrance is located in a quiet neighborhood, 1 mile from East Matunuck State Beach and within walking distance of one of the most popular farm/pond-to-table restaurant-Matunuck Oyster Bar. Enjoy the local restaurants, walk along our beautiful beach, visit Block Island, Newport, Watch Hill or Mystic. We are 15 minutes from the University of RI - Enjoy a sports event or visit with your children or friend.

Lavender Farm Private Luxury Suite
The luxury suite features reclaimed wood from a 150 year old silo. Reclaimed beams adorn the ceiling. The shower features rainfall, waterfall and massage jets. There is a four post king size reclaimed wood bed with an amazing second floor view of the entire circular lavender field. There is also an open kitchen/living room area with a view of 4,000+ lavender plants. You will be surrounded by custom-picked imported Italian granite selections. The sinks in the suite feature amethyst geodes.

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.

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.

Sunny Wakefield studio apartment
Attached to a family home but its own private space—including a private entrance, dedicated parking space, small deck, and lawn area with seating—this sunny studio is in the walkable heart of Wakefield, near URI, beaches, Newport, bike path. Queen bed; queen sleeper couch; best suited to 2 adults (the sleeper couch works best for children). Fridge, micro, coffee, grill (no oven). Allergy friendly: Free & Clear laundry products; no pets. Self check-in. Automatic discount for longer stays.

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!

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. In the warmer weather, enjoy the outdoor shower after a long hike or trip to the beach.

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.

Private suite close to beaches and downtown.
The Ruedemann Suite is situated off of our main house in a quiet neighborhood. We are located 3 miles from Misquamicut Beach & Watch Hill. Historic Downtown Westerly with its thriving restaurant, arts & music scene is 1.5 miles from the house. Take a short drive to Stonington or Mystic for shopping or local vineyards. Feeling lucky? Mohegan Sun & Foxwoods Casinos are close by! Newport & Providence are a 45-minute drive. Follow on the gram @ruedemannsuite

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.

Cute Little House in Town
Cute little guesthouse perfect for two people, but could also work for three with advance notice. There is a queen bed upstairs, and a couch downstairs, there are two fold out cots available upon request. The deck overlooks the huge backyard. The television has a Roku boxes so you can watch Netflix, Amazon Videos, etc. I have a friendly dog named Barney who is often outside on the property.

Beautiful Green Hill Guest Suite close to URI
Thanksgiving week could be available. Please send an inquiry. 355 Holly Road is located just South of Narragansett, 7.5 miles from URI, and close to many fabulous restaurants and the best of beaches. Easy on, easy off Route One. Come stay in our clean, spacious studio apartment with a private entrance. Summer: Beach chairs and umbrellas Outside shower Backyard fire pit
Popular amenities for Charlestown family-friendly rentals
Family-friendly home rentals with a hot tub

Cozy private apt 8 mins from UCONN - solar powered

Cozy SK Cottage

Tiny house get-away with a Yellow Door

Romantic Spa Retreat minutes to Mohegan Sun Casino

Montauk Waterfront Condo w/ Sunset Views

Wickford Beach Chalet Escape

Cozy Home next to City Park

FREE Heated Swim Spa, Pool Table, BBQ
Family- and pet-friendly home rentals

Room with a View on Spring Pond

Lakeside Cottage in the Forest

Pura Vida The Marilla Pet Friendly walk to beach

Historic Waterfront School House

Ocean Shire Coastal Retreat + Beach Pass

Charming Dunn’s Corners (Westerly) Cape

Clean & quiet 2 bedroom w/office-dog friendly

Cute and Close to Beaches and Town
Family-friendly home rentals with a pool

Private Villa, Pool, New King Bed, close to casino

Modern Home w/ Pool & Game Room | Mins to Newport

Perfect New England Getaway has a pool/ hot tub

Peaceful Oasis steps from Mohegan Sun

The Vacay Villa

Two floor Norwich Spa Villa near Mohegan Sun

Get comfy in the country!

Casino Stay & Play House w/Hot Tub, Game Room
When is the best time to visit Charlestown?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $349 SGD | $381 SGD | $386 SGD | $394 SGD | $445 SGD | $445 SGD | $508 SGD | $509 SGD | $450 SGD | $413 SGD | $405 SGD | $382 SGD |
| Avg. temp | -2°C | -1°C | 3°C | 8°C | 13°C | 18°C | 21°C | 21°C | 17°C | 11°C | 6°C | 1°C |
Quick stats about holiday rentals that are family-friendly in Charlestown

Total holiday rentals
Explore 150 holiday rentals in Charlestown

Nightly prices starting at
Charlestown holiday rentals start at $127 SGD per night before taxes and fees

Verified guest reviews
Over 4,570 verified reviews to help you choose

Pet-friendly holiday rentals
Find 40 rentals that welcome pets

Rentals with dedicated workspaces
60 properties have a dedicated workspace

Wifi availability
140 of Charlestown holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Charlestown rentals

4.9 Average rating
Charlestown stays are highly rated by guests – averaging 4.9 out of 5!
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- Foxwoods Resort Casino
- Brown University
- Charlestown Beach
- Ocean Beach Park
- Easton Beach
- Roger Williams Park Zoo
- Second Beach
- Mohegan Sun
- The Breakers
- East Matunuck State Beach
- Bonnet Shores Beach
- Hammonasset Beach State Park
- South Shore Beach
- Mystic Seaport Museum
- Burlingame State Park
- Fort Adams State Park
- Salty Brine State Beach
- Orient Beach State Park
- East Hampton Main Beach
- Narragansett Town Beach
- Easton's Beach
- Wölffer Estate Vineyard
- Bluff Point State Park
- Ditch Plains Beach




