Vacation rentals in Watch Hill

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Top-rated vacation rentals in Watch Hill

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite
An inviting entrance is framed by a dark archway and a decorative gate. Lush greenery and blooming flowers line the path, which is paved with bricks. Soft colors from the garden create a serene atmosphere, inviting visitors to explore the landscaped area beyond.
Apartment in North Kingstown
4.97 out of 5 average rating, 172 reviews

Wickford Waterfront 12 min to Newport & 15 min URI

Enjoy sweeping views of Narragansett Bay, including Jamestown, Fox Island, and the bridges to Jamestown and Newport. Wake to spectacular sunrises and the sounds of the water lapping at the shore. This two- bedroom open living apartment is two minutes to Wickford, 15 minutes to Jamestown, Newport, and 20 minutes to URI. The living room opens to a private deck for grilling, relaxing or watching the boat activity as the moon rises over the bay. On site kayaking swimming and other water activities.

Top guest favorite
Guesthouse in Westerly
4.99 out of 5 average rating, 115 reviews

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.

Top guest favorite
An inviting living space is characterized by high post and beam cathedral ceilings, with a floor-to-ceiling fieldstone fireplace as a focal point. Cozy seating is arranged around a central coffee table, with warm lighting provided by string lights. The area reflects a blend of rustic charm and modern comfort.
Cabin in Westerly
5 out of 5 average rating, 159 reviews

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

Guest favorite
A glass desk is positioned beside large windows, offering views of the water and sky. A cozy chair with a fluffy seat cover complements the desk. A stack of books, binoculars, and a soft-lit lamp are arranged on the desk, enhancing the workspace atmosphere.
Apartment in Stonington
4.94 out of 5 average rating, 323 reviews

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!

Top guest favorite
The exterior of the house is displayed, featuring a well-maintained yard and a spacious deck accessible via sliding doors. A large tree provides shade, while a chimney offers a traditional architectural detail. The sky is bright with clouds scattered above.
Home in Westerly
4.93 out of 5 average rating, 106 reviews

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.

Top guest favorite
Guest suite in Stonington
4.98 out of 5 average rating, 347 reviews

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!

Top guest favorite
The exterior of a tiny-log cabin features warm wooden logs and a welcoming front door, framed by a black railing on a spacious deck. Soft lighting fixtures are mounted along the railing, creating a charming entrance. Grass is visible in the foreground, with neighboring structures in the background.
Tiny home in South Kingstown
4.98 out of 5 average rating, 121 reviews

Log Cabin by the Beach!

Brand new tiny-log cabin. One bedroom, one bath with nice front deck at the Village at Potter Pond. Deck with water views. Air conditioning and heat via mini split. Flatscreen TV in living room and bedroom, Wi-Fi included. Login to your own Netflix, or subscription TV apps. Full kitchen inside & Gas grill on deck. Across the street from two of RI's best: Matunuck Oyster Bar & Cap'n Jacks! Walk to East Matunuck State Beach. 2 kayaks for your use. Kayak launch is steps away.

Top guest favorite
A serene bedroom features a spacious bed adorned with soft grey linens. Two bedside tables, each with a lamp, flank the bed. A vibrant piece of artwork and a framed print add color to the walls, enhancing the room’s inviting ambiance.
Guest suite in Westerly
4.98 out of 5 average rating, 164 reviews

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

Guest favorite
The exterior of a single-story apartment features a beige facade with brown trim. A welcoming front door is flanked by potted plants, and a covered porch is visible. Natural light illuminates the surroundings from a clear blue sky.
Apartment in East Haddam
4.89 out of 5 average rating, 196 reviews

Penny Corner Airbnb

My place is located up the hill from Good Speed Opera House. The Opera House is on the same side of the river as my place. The folklore is that vacationers used to pay a penny to have their belongings transported by ox and wagon from the port at the river to this corner. A two family home built in 1884. The space is a ground level 1 bedroom apartment with private entrance. There is no TV in the unit, WIFI is available for your devices.

Guest favorite
An expansive view of the ocean stretches across the horizon, framed by wooden sliding doors. Gentle waves wash onto a sandy beach, with greenery in the foreground. A potted plant rests on the railing, adding a natural touch to the serene scene.
Apartment in Montauk
4.88 out of 5 average rating, 128 reviews

Recharge at our Renovated ocean front unit

Looking for a relaxing weekend to recharge on the beach? Then this newly renovated, bohemian-chic, apartment is perfect for you. Imagine waking up every morning to beautiful unobstructed ocean views and ending your night with a drink in hand watching the sunset. If you’re lucky, you might see some whales or dolphins breaching in the water right off our private beach. We would love to host you for your Montauk beach getaway.

Top guest favorite
A spiral staircase with a sleek black railing leads to the loft bedroom. A mirror with a burgundy frame is mounted against the wall, reflecting the light. The open living area features a light-colored couch and a wooden dining table, visible through large windows offering views of the outdoors.
Guesthouse in Mystic
4.98 out of 5 average rating, 670 reviews

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.

Top guest favorite
Guest suite in Westerly
4.95 out of 5 average rating, 117 reviews

Westerly Gap

Westerly Gap is a lovely private suite. located in a quiet, residential neighborhood a mile from the Rhode Island coast. Close to some of the most beautiful beaches the Northeast has to offer. A private outdoor sitting area, outdoor shower and comfortable living space make this the perfect spot for your relaxing beach vacation. Take it easy at this unique and tranquil getaway.

Popular amenities for Watch Hill, Westerly vacation rentals

Quick stats about vacation rentals in Watch Hill

  • Total vacation rentals

    Explore 10 vacation rentals in Watch Hill

  • Nightly prices starting at

    Watch Hill vacation rentals start at ﺩ.ﺇ477 per night before taxes and fees

  • Verified guest reviews

    Over 180 verified reviews to help you choose

  • Family-friendly vacation rentals

    10 properties offer extra space & kid-friendly amenities

  • Wi-Fi availability

    10 of Watch Hill vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Beachfront, Gym, and BBQ grill across Watch Hill rentals

  • 4.9 Average rating

    Watch Hill stays are highly rated by guests—averaging 4.9 out of 5!

  1. Airbnb
  2. United States
  3. Rhode Island
  4. Washington County
  5. Westerly
  6. Watch Hill