Pet-friendly holiday rentals in Charlestown

Seaside Serenity

Extraordinarily serene & equally stylish, this waterfront cottage on Great Island is the refuge you’ve been longing for! 2 bedrooms & 1 beautifully tiled bath, along with an open cook’s kitchen & living area feature windows everywhere to take in views you will never tire of! Relax on the covered porch or stroll barefoot across the grass to the deep-water dock & adjacent beach area. Located just minutes to Galilee, restaurants, the Block Island Ferry, white sandy beaches, surfing & so much more!

Fireside Delights & Snowy Nights - Sleeps 7

WINTER GETAWAY ALERT: Cozy up on the RI Coast! Welcome to Woodhaus Westerly — a peaceful winter retreat minutes from downtown shops, breweries, and coastal walks. Enjoy 3 private wooded acres for starry-night bonfires, winter trails, and cozy nights by the wood stove with blankets, games, and movies. Dog + kid friendly with plenty of space to relax. Perfect for couples, families, or a remote-work refresh. ☀️Beach Pass returns for Summer 2026! View more photos and updates @Woodhaus_Properties

CHIC Thames Harbor free parking

Our HARBOR SUITE: stay in Newport's most desirable hot spot! 🐶💕. Our recently renovated 1 bedroom 1 bath condo sits directly on Thames Street. The rental also comes with one off-street FREE parking space within 300 feet of our property. Our personal fav is the bright white seasonal sunroom with windows throughout attached to a walkout private deck with views of Newport Harbor. Don't worry about getting around, you're an easy walk to ALL. Beautifully decorated. AC in living room & bed room

Water Forest Retreat -Octagon

Water Forest retreat is a very private 122ft.² electrified and heated cedar octagon next to a brook on 56 acres of forest with a pond, waterfall, marsh and hiking trails. Cozy up in this quiet comfortable space while listening to Goldmine brook while you sleep. Fire pit, heated outhouse with composting toilet, outdoor dining area, brook, pond and trail head are just steps away. We also have a TREE HOUSE and HIKER’S HAVEN house by the brook. Please click on our profile picture to read more.

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.

EASY BEAT

LOVELY MID 1800'S COTTAGE Located in the historic Groton Bank neighborhood. Close to beaches, casinos, walking distant to EB. Short drive to Pfizer, Coast Guard Academy, Connecticut College, US Submarine Base and minutes to downtown Mystic. This property is a one bedroom one bath with a single pullout couch in bedroom and living room. Offers a spacious outside lawn with patio. Lots of off street parking. Fenced yard for pets. New Central Air and heat. Washer, dryer, grill and fire pit.

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.

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)

Cute and Close to Beaches and Town

A cute comfortable 2 bedroom 2 bath home with summer beach parking pass. Recently updated and furnished. A fenced in backyard. Allowing pets. Close to all in Westerly and South County. Grey Sail brewery, shops, restaurants. A 5 minute walk to restaurants, About a mile to Downtown Westerly and Wilcox park. 4 Miles to Misquamicut beach and Watch Hill. Central AC. Fenced in back yard allowing pets Great place to rent year round!

Pura Vida The Marilla Pet Friendly walk to beach

Directly across from the Atlantic Ocean. Walking distance to South Kingstown Beach, East Matunuck Beach, Potter Pond and Deep hole a popular surfing and fishing area. Quick ride to Charlestown famous Ninigret park. Enjoy a short walk to The Vanilla Bean for Ice cream. Seaview Market Place offers great sandwiches for the beach along with many grocery items. Carpenter's farm a bit further offers farm fresh items.

Super Cute & Cozy Apartment in Downtown Mystic!

Live large in a small space! This lovely little one bedroom apartment in downtown Mystic packs a surprisingly big punch for its size and is walkable to almost everywhere! The Seaport, the drawbridge, the Amtrak Station are all less than a ten minute walk away. Well-behaved pets are welcome for a $60 fee. Onsite laundry is available in the garage by request.

Simple Cottage-5 minutes beach + pet friendly

Quaint 2 bedroom beach cottage that sleeps 4 is ideally suited for laid back friends and family groups who have a passion for the beach and who don't mind sharing a bathroom. Located within 3 miles of Rhode Island’s scenic beaches you can take your bike to our local coffee shop, restaurants, salt ponds, and oceanfront. 20% discount for stays a week +