
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.

"Mystic Country" Farm Stay at 100 Acre Wood
Let us welcome you to 100 Acre Wood, a historic farm and working cattle ranch. Owl's House is a private and stylish guest house nestled within the trees and garden and offers 180° views. Our farm store is stocked with our own TX Longhorn beef and pasture-raised chicken and eggs, plus curated with local products. Enjoy pastoral farm life and our private forest trails, or get out and play in the area's abundance of fine dining, wineries, seasonal attractions, outdoor activities, and entertainment.

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 or the Knick for a night of entertainment and dancing, hop the Amtrak for a night out in Mystic, CT or take a stroll through historic Wilcox Park. Or, grab some fresh lobsters to bring home and enjoy all that DownWest has to offer.

Autumn Leaves & Winter Fires - Private, 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

Cozy coastal tiny house getaway
Situated on Easton's Point, brand new ocean front tiny house looks across to Mansion Row with access to a rocky beach for lounging, swimming, or fishing. The property is close to downtown Newport & ideally located between three beaches. The cozy unit has a queen bed, full bath & kitchenette with coffee maker, fridge, and toaster oven. There is a small deck with ocean views, access to ocean front, outdoor shower and off street parking. We provide beach chairs, a beach umbrella and towels.

Ocean Shire Coastal Retreat + Beach Pass
Ocean Shire: Warm modern updated private coastal cottage located 3 miles of stunning beaches (Misquamicut and Watch Hill). Season beach pass included. Kids welcome. 1100 sq. ft, two bedroom, 1.5 bath attached cottage on 1.4 acres. Watch Hill/Ocean House: 5 min. drive Mystic, CT: 10 miles Stonington, CT: 8 miles Newport, RI: 38 miles Wooded yard is a beautiful tranquil outdoor space. Easy access to shops, restaurants, bars, sailing, water sports and beach are all available at your door.

Lake Home w/Game Room 5 Min To Foxwoods & Mohegan
Relax and enjoy the breathtaking views of this new contemporary lake front home. Offering the best of New England, 5 min. from Foxwoods, 10 min. from Mohegan Sun, with multiple choices of hiking, boating, shopping and dining. Stunning 14' cathedral ceilings, fully equipped kitchen w/ granite counter tops, tiled shower w/ full amenities and a full game room. You can not get any closer to the water! This 1 Bdrm, w/ open low ceiling loft, sleeps 6, 1100 square ft. building completed in 2022.

Romantic Seaside Cottage in Mystic
This cozy seaside cottage with sleep loft has the look and feel of an old classic yacht inside with modern amenities. Couples will love the water views, screened porch, gas-wood stove, heated stone floor in cedar bathroom, outdoor shower and patio. Another larger 2 bedroom cottage on property is for rent also for families with younger children. This rental is NOT suitable for toddlers or children under 12 due to the open balconies, railings and narrow spiral staircase to the loft.

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!

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!

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.
Popular amenities for Watch Hill, Westerly vacation rentals
Watch Hill, Westerly beach vacation rentals

Sunset Oasis 1 @ Ocean Beach: $1Mil View 6 Queen

Wickford Waterfront 12 min to Newport & 15 min URI

Sea Roost

Newport Studio close to Downtown and Waterfront.

Thames River Cottage · Near Casinos + USCGA

True Ocean Front Vacationing - Groton/Mystic

Beachfront Paradise

Vinola-Lakeside Cabin on Beach Pond with Sauna
Watch Hill, Westerly house rentals

The Surf Shack - Ocean Views From Every Room

Unique Home with Panoramic Ocean and Pond Views

Lux 4BR Private Indoor Heated Pool - Mystic Home

Salty Breeze - Waterfront Cottage on the Cove

Charming Dunn’s Corners (Westerly) Cape

Spacious RI Beach Escape

The Perch

Clean & quiet 2 bedroom w/office-dog friendly
Beach house rentals in Watch Hill, Westerly

RI Hidden Gem with Bay Views and Nautical Theme

Coastal New England Waterfront Home-The Reed House

3 BR -no guest fee-cozy beach house- near newport.

Waterfront 10 min to Uconn - fire pit outdoor tv

Private beach, fully updated house, on 2 acres.

Shoreline Beach House + Free Ocean Beach Pass

Charming Waterfront cottage

Ocean views! Scarborough Beach, Narragansett, RI
Quick stats about vacation rentals in Watch Hill

Total vacation rentals
Explore 20 vacation rentals in Watch Hill

Nightly prices starting at
Watch Hill vacation rentals start at R2,250 ZAR per night before taxes and fees

Verified guest reviews
Over 200 verified reviews to help you choose

Family-friendly vacation rentals
20 properties offer extra space & kid-friendly amenities

Wi-Fi availability
20 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!
Destinations to explore
- Foxwoods Resort Casino
- Brown University
- Charlestown Beach
- Southampton Beach
- Cooper's Beach, Southampton
- Point Judith Country Club
- Ocean Beach Park
- Easton Beach
- Shinnecock Hills Golf Club
- Blue Shutters Beach
- Oakland Beach
- Groton Long Point Main Beach
- Napeague Beach
- Roger Williams Park Zoo
- TPC River Highlands
- Horseneck Beach State Reservation
- Brownstone Adventure Sports Park
- Second Beach
- Sandy Beach
- Ninigret Beach
- Island Park Beach
- Amagansett Beach
- The Breakers
- Groton Long Point South Beach