Holiday rentals with beach access in Westerly

Ocean Shire Coastal Cottage Escape + Beach Pass

Welcome to this modern spotless attached beach cottage, 5 mins from amazing Watch Hill and Misquamicut beaches. Beach pass included. Kids and pets most welcome. Bike to the beach. 🏖️ Westerly 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 abundant gardens to enjoy morning coffee. Easy access to downtown, stores, restaurants, and wineries. Water sports and beach life at your doorstep.

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!

Charming home just a few miles from the beach!

Welcome to Good Vibrations! **New for 2026: an addition of a new master suite for a total of 4 bed, 2 bath** It is located 3 miles from the beach as well as 3 miles from downtown Westerly. The house is in the middle of everything you could need to make your stay more enjoyable; it's within walking distance to restaurants, groceries, and ice cream. Mystic village/aquarium, casinos, and museums are all within 25 minutes. We are on a nice half acre yard perfect for yard games and families.

Spring Weekend Beach Escape: Walk to Coffee & Yoga

Spring in Westerly is a hidden gem. Cool mornings, quiet beaches, and no summer crowds. Walk to coffee, take a yoga or sculpt class at BarreCoast just steps away, then spend the afternoon shopping, exploring Watch Hill, visiting vineyards or strolling the shoreline. This is the perfect spot for: - A girls’ weekend - A couples’ coastal escape - A wellness reset - Remote work with beach walks in between - Spending the night post theater or Casino Everything is open — just calmer.

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.

Peaceful Oceanfront Cottage

Welcome to our oceanfront guesthouse. Enjoy the waterfront view as our guests on this beautiful private family compound. A modernized quintessential 18th century get-away. The entire cottage is yours, with 2 bedrooms, 1.5 bathrooms, full kitchen, patio with picnic table, living room and sunroom all offering stunning views of the water and evening sunsets. Just a short walk to a sand bar (great for walking and kids) and near multiple beaches. A very quiet and safe neighborhood .

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)

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

Room with a View on Spring Pond

Fab newly decorated suite in 1957 home set on a private pond near Watch Hill, RI. Private entrance with mini kitchen, fridge,microwave, portable induction cooktop,toaster,coffeemaker- every thing but the kitchen sink! Please note: there is no kitchen sink nor oven. Ensuite bath with new towels,robes,linens,and bedding. Outdoor shower ( in addition to an indoor one!) ,grill,lounging area. Near beaches,music,food, Mystic Ct attractions. Great relaxing venue.

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!

Westerly Garden Apartment Minutes Walk to Downtown

Comfortable, spacious apartment walking distance to downtown Westerly with patio, outdoor dining and fire pit. Let DownWest Apartment be your landing pad to enjoy nearby beautiful ocean beaches, historic towns, renowned dining and casinos. Head to the United Theater for a night of entertainment of movies or live music. Hop the Amtrak for a night out in Mystic, CT or take a stroll through historic Wilcox Park.

Gorgeous Waterfront Getaway

Perfect getaway from the city for couples wanting peace and tranquility and stunning views. A beautiful waterfront one bedroom guesthouse, one and one-half miles from downtown Mystic CT. Beautifully decorated with art and antiques. Kitchenette, full bath and loft bedroom. Queen bed. Air conditioning and heated. Belgian linen bedding! Private patio. Dock. Kayak/Canoe rentals close by. Internet.