Holiday rentals in Watch Hill

Ocean front The Beach House

This is The One The Beach House is a newly renovated property on the ever so Popular Misquamicut Beach. There is swimming, surfing, fishing, paddle boarding, and miles of endless beach at your door step. This spectacular 2 story house with breath taking views sits directly on Misquamicut Beach. Please do not send request for dates when they are already booked. Especially in the summer. If I have availability the dates will show it is open on my calendar. Pets allowed Sept - May. Thank you, 😎

Panoramic Point Tiny House

Perched at the tip of our private island on Pattagansett Lake, the Panoramic Point Tiny House is our coziest yet most charming retreat. Enjoy stunning lake views through oversized windows and all the comforts you need: a queen bed, fully equipped kitchenette, full bathroom, and efficient climate control. Get out on the water with free kayaks available in our nearby boat launching area. Perfect for a romantic, relaxing, or budget-friendly stay, this tiny house offers big charm in a small space.

Mystical Ocean View in Historic Stonington Borough

Enjoy stunning ocean views of Stonington Harbor and Fishers Island Sound from multiple floors of this spacious, comfortable apartment for 6. Located in historic Stonington Borough, Connecticut's oldest village, you can relax in the private library, then explore this picturesque area with acclaimed restaurants, shops, and museums all within walking distance. And with Downtown Mystic, I-95, and RI's beaches just a short drive away, you can have it all, located half way between Boston and NYC!

Bird's Eye View Waterfront Unit

Bird’s Eye View is a private waterfront apartment occupying the entire third floor of our historic house in the Weekapaug area of Westerly. The property sits at the end of Winnapaug Pond, one of the area’s most stunning salt ponds and home to a rich variety of local and migrating wildlife, particularly aquatic birds. Our property is a 15 minute walk to the oceanfront and short drive to downtown Westerly, a vibrant hub with eclectic dining, small boutiques, live music and cultural events.

Morgan Suite - spacious | hot tub | water views!

The Morgan Suite is a private Airbnb located in a quiet neighborhood along the Pawcatuck River. Just minutes to downtown Westerly, downtown Mystic, beaches, breweries, wineries, shops, restaurants and much more. This Airbnb a perfect for a romantic getaway or a relaxing memorable vacation with a friend. If you are looking to explore a new area and relax, the Morgan Suite is for you! The home is spacious, newly renovated with excellent amenities. Newly added - hot tub and massage chair!

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

Waterfront in the Heart of Watch Hill

Wake up, step onto your balcony and stare out across 3 states at the same time. With vaulted ceilings, 2 separate decks and bay windows that really DO look out over the bay, this property is truly unique. The ideal home away from home, this unit couldn’t be more centrally located. Swim, shop, enjoy a nice dinner, then retire to the third floor balcony to watch sunsets that defy description. However long your stay, this space is a great reminder of the unique gem that is Watch Hill.

the single fin

Welcome to our home in Westerly. We are nestled in a bustling downtown in close proximity to RI's beautiful coastline. Our tight knit community is drawn to the ocean and interconnected through everything within. Become a local if even for just a weekend. Walk downtown on Elm St and through Wilcox Park in route for a well crafted meal, live music, or to browse our shops. Whether packing a surfboard, fishing rod, or a good read, make sure you've got plenty sun screen and an appetite.

South County House

South County House is a 1500 sq ft two bedroom, 1.5 bath cape built in 1936 that sits on nearly an acre of land, 3/4 of a mile from the ocean in Westerly, RI. It borders preserved forest, and there is a small family farm across the street. The house has been thoughtfully redesigned and renovated with relaxation in mind, and provides an ideal escape from the distractions and noise of modern life. Recently featured in Vogue, Architectural Digest, Travel + Leisure, Remodelista, etc.

Renovated cottage with theater 0.2 mi from beach!

Our newly renovated cottage is less than 2 blocks (0.2 mi) from the beach! Your stay includes exclusive access to the 3 gorgeous beaches in the Fire District of Misquamicut, RI, located in the beautiful town of Westerly. Lunch or dinner on the beach is within walking distance, or can easily be made in our well appointed kitchen and enjoyed on our beautiful porch or back deck. We’re just 2.5 mi from Watch Hill, 13 mi from downtown Mystic, and 17 mi from Foxwoods Resort Casino.

Ocean Shire Coastal Cottage + Beach Pass

Welcome to this modern spotless beach cottage, 5 mins from amazing Watch Hill and Misquamicut beaches. Beach pass included. Kids most welcome. 🏖️ Watch Hill/Beaches: 5 mins ⚓ Historic Mystic: 18 mins 🏰 Newport: 50 mins ✈️ Block Island flight : 5 mins Cottage on 1.4 acres total privacy surrounded by trees with lavish gardens to enjoy morning coffee. Easy access to downtown, stores, restaurants, and wineries. Water sports and beach life at your doorstep.

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