Cottage vacation rentals in Watch Hill, Westerly

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Top-rated cottage rentals in Watch Hill, Westerly

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Guest favorite

Cottage in Riverhead

4.98 out of 5 average rating, 126 reviews

Savor Blazing Ocean Sunsets at a Soothing Beachfront Haven

Newly renovated, The Beach Cottage has been designed and decorated in a modern organic style, with a palette of whites and neutrals to create a serene and peaceful escape. Relax in the airy, light and open living room, which features a wall of glass for indoor/outdoor living with expansive, uninterrupted water views. Enjoy the designer kitchen with all new appliances, as well as a brand new bathroom, updated bedrooms and outdoor shower. This chic 2-bedroom, 1-bathroom home, which can sleep up to 5, has been designed with an eye for detail, style and relaxation. The master bedroom enjoys a queen sized bed that's perfect for 2 adults. The second bedroom can accommodate up to 3 people with a double bed for two people, and a single bed for one person. Only 80-miles from Manhattan, a 90-minute drive and close to the towns of Jamesport, Southold and Greenport, The Beach Cottage is the perfect summer escape. Stay on the property for swimming, paddle boarding, beach walks and BBQs or venture out to enjoy all the North Fork has to offer. Wine tasting at the French run winery Croteaux, lunch at the world class North Fork Table and Inn, shop at the many Organic Farms or explore the charming historic seaport village of Greenport, all short drives from the cottage. Upon request, Pets are allowed, for an extra fee of $200 per stay. Guests have access the entire property, including a private path to the beach. This stylish retreat is nestled on a private Soundfront beach at the end of a 7-acre property. Wine tasting at Croteaux, lunch at world-class North Fork Table and Inn, and the historic seaport village of Greenport are all within a short drive. The closest Jitney stop is Aquebogue or Riverhead. I am an Australian born designer that lives in NYC and has been renovating homes for the past several years. Our Flatiron loft in NYC was featured in Dwell Magazine, I designed the Upper West Side apartment for the founder & CEO of Soul Cycle, and my husband and I recently renovated our family's weekend beach house on the North Fork. I have a passion for turning houses into homes by bringing the clean, breezy and natural aesthetic, inspired by my homeland in Australia.

Jan 11 – 18

G$155,632 GYD per night

Guest favorite

Cottage in South Kingstown

4.93 out of 5 average rating, 107 reviews

The Snug Cottage: Walk to Water-Newly Renovated

Completely remodeled & simply adorable studio cottage. 216 sq.ft. New central AC & heat, kitchen w/ stove, oven, refrigerator, sink, & cabinets. Outfitted w/ plates, dishes & cookware. Eating area has a drop leaf table seats 5! Comfortable, memory foam double bed w/ storage bins underneath. Bathroom w/ shower stall & pocket door. An outdoor shower for an easy post beach rinse too. Smoking not permitted in or on the premises. 2 parking spots on the property; NO BOATS/TRAILERS ALLOWED ON PROPERTY

Sep 9 – 16

G$33,869 GYD per night

Guest favorite

Cottage in Narragansett

5.0 out of 5 average rating, 188 reviews

♥CozyGetaway-Narragansett-15min to Newport-HotTub♛

Your ideal beach, kayaking, surfing, hiking, vacation awaits! Come stay at this comfy home equipped with an outdoor shower, hot tub, laundry, WiFi, AC, 2 private rooms (sleeps 4). Located just walking distance to Narrow River and a neighborhood beach, this home is minutes from RI's most popular beaches, the Block Island Ferry, and Newport RI. Explore nearby award-winning restaurants and landmarks. Whether it's history, adventure, good food, or island-time aspirations, we've got you covered.

Mar 8 – 15

G$43,772 GYD per night

Guest favorite

Cottage in Mystic

4.98 out of 5 average rating, 208 reviews

Mystic Cottage Retreat, near downtown

This recently renovated cottage is at the top of a quiet lane with a sweeping meadow view. Single level. Two bedrooms sleep four (queen and two twin beds); new, well-equipped kitchen and one bath, open living area, deck and patio. Light and spacious. Working fireplace, central A/C; W/D; expanded cable TV and wifi; off street parking for two cars. Market/deli nearby; pleasing walk (less than a mile from center of Mystic)- restaurants, shops, marinas, etc. Near Amtrak station. Great retreat!

Feb 28 – Mar 7

G$46,027 GYD per night

Guest favorite

Cottage in Groton

4.94 out of 5 average rating, 140 reviews

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.

Dec 31 – Jan 7

G$32,407 GYD per night

Guest favorite

Cottage in South Kingstown

4.93 out of 5 average rating, 182 reviews

Riverview beach cottage

A cozy recently updated beach cottage across from Narrow River in the Middlebridge area of South Kingstown. You can watch the boats go by in summertime on the front porch. Nice quiet neighborhood, take the 3-minute walk to the neighborhood river access and launch the kayak and paddleboard available for our guests to use. Picturesque Narrow River divides Narragansett and South Kingstown. You can take a paddle about 2 miles to the mouth of the river at Narragansett beach.

Dec 28 – Jan 4

G$36,963 GYD per night

Guest favorite

Cottage in Waterford

4.99 out of 5 average rating, 107 reviews

Coastal Cottage Private Studio

Beautiful coastal studio cottage located on the shoreline of CT. Your cottage is spacious and private with keyless entry and private dedicated parking. Originally an art studio, this recently renovated cottage is one mile to the beaches and local attractions. Our cottage is popular among Connecticut College, Coast Guard Alumni/parents and for anniversary celebrations! Enjoy...Now you can kick back and relax... you've found your home away from home! 🤩🏡 😊

Oct 7 – 14

G$39,876 GYD per night

Guest favorite

Cottage in Charlestown

4.88 out of 5 average rating, 132 reviews

Pet-Friendly Private Beach Oceanfront Cottage A/C

Azure Cottage is traditional cedar shingled cottage directly on the private beach in Charlestown, RI with stunning views of Block Island Sound. With two bedrooms and a large queen loft, the cottage sleeps 6. Doggie guests are welcome for an amazing off-the-leash beach vacation. Handheld showers on stairs make washing sandy feet and paws a breeze. Why wait? Book now to reserve for your best summer vacation ever! Pet fees are $30/day per animal.

Dec 28 – Jan 4

G$146,710 GYD per night

Guest favorite

Cottage in East Lyme

4.97 out of 5 average rating, 236 reviews

Your Nest Near The Beach

Welcome to A Shore Thing, a retro modern beach cottage. This bright and cheerful escape is perfectly located for exploring the shoreline. Whether you are visiting in the summer for sun, surf and sand or in the quieter off-season, you will find the shoreline is packed with an incredible array of inviting destinations. The cottage is just 3/4 of a mile from the beautiful private sandy beach.

Aug 31 – Sep 7

G$58,479 GYD per night

Superhost

Cottage in Scituate

4.9 out of 5 average rating, 197 reviews

5 Star cottage in historical Clayville

COTTAGE LOCATION: Located about half way between interstate 395 and 295. NEARBY DESTINATIONS: 1. North Scituate Village is 5 miles away. 2. Covered Bridge (3 mile away) 3. Ponaganset Waterfalls (1 mile away) PLEASE NOTE: Pet fee is $18,00 per night. (BED FOR PETS WILL BE PROVIDED.) (ALL HOUSE RULES ARE POSTED IN THE COTTAGE)

Aug 16 – 23

G$24,656 GYD per night

Guest favorite

Cottage in Ledyard

4.92 out of 5 average rating, 202 reviews

Lakeside cottage with beautiful views up the lake!

Perfect cottage for a family, a couple, or friends. Relax by the serenity of the lake, and enjoy our kayaks, canoe, 2 fire pits, games, and more. Foxwoods, Mystic, and other attractions are only 10 minutes away. There is a lot of nature to see, as well as attractions in town and great restaurants in the area.

Dec 11 – 18

G$36,765 GYD per night

Guest favorite

Cottage in Groton

4.95 out of 5 average rating, 272 reviews

Restored Historic Schoolhouse, Mystic River Views

This newly renovated, historic 1 BR/1 Bath former school house, is located directly on the Mystic River with amazing River views. . It started life as a one room school house. In 1857, it was moved to it's current location. Our design team meticulously furnished to create a unique historic atmoshpere.

Nov 9 – 16

G$39,438 GYD per night