Vacation rentals in Watch Hill Beach Association Beach

Guesthouse in North Stonington

4.98 out of 5 average rating, 189 reviews

"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.

4.95 out of 5 average rating, 289 reviews

Apartment in Stonington

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!

The exterior of a seaside cottage is showcased, featuring rustic wooden siding and large windows. A landscaped garden filled with pink flowers borders the stone pathway leading to a welcoming entrance. The serene water view is visible in the background, framed by grassy areas.

4.96 out of 5 average rating, 189 reviews

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.

Guest suite in Stonington

A well-equipped kitchen is featured, showcasing a stainless-steel kettle on an electric cooktop. Behind it, a microwave and a wooden countertop are visible, along with neatly organized kitchen tools in wooden holders. Open shelving displays various dinnerware items.

4.99 out of 5 average rating, 266 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!

Two white adirondack chairs are positioned on a grassy area, facing a serene water view. In the distance, trees line the shoreline, complementing the tranquil landscape under a clear blue sky.

4.97 out of 5 average rating, 113 reviews

Unobstructed Water Views & Huge Patio with Hot Tub

Gorgeous water views abound! Let you and your loved ones take in the serenity and charm as you arrive at our home set back from the road, facing the Pawcatuck River. Take in the view from most rooms of the house. Wake up with your first cup of coffee gazing at the river from the sunroom sofa, before a day at the beach or sight-seeing at picturesque towns nearby! After kayaking or sunning at nearby fabulous beaches, enjoy a BBQ dinner, and relax in the hot tub. Be our guest and enjoy!

4.98 out of 5 average rating, 122 reviews

A spacious outdoor area features a wooden deck with multiple seating options, including comfortable lounge chairs and a dining table under a large umbrella. Surrounding planters with greenery contribute to the natural setting, while a gas grill is positioned for shared use.

Guest suite in 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

4.97 out of 5 average rating, 143 reviews

A stone staircase descends towards a serene pond, bordered by lush greenery and vibrant hydrangeas in bloom. The calm water reflects the surrounding trees, creating a peaceful natural setting.

Guest suite in Westerly

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.

Superhost

Condo in Westerly

4.79 out of 5 average rating, 212 reviews

Cozy Condo.Walk to the Misquamicut Beach. Unit 1

Well-located in the center of the Misquamicut Beach, my place is excellent location for relaxing on the beach, bringing your bike, jogging, swimming, surfing, have a fun time at the beach. There are lots of restaurants and local bars in the area depends on your tastes and choices. Feel free to drive your car, ride your bike or walk to Watch Hill. Tasting Clam chowder in the very famous Ocean House may be one of the best choices. Options are endless.

4.98 out of 5 average rating, 627 reviews

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

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.

4.91 out of 5 average rating, 445 reviews

The treehouse is elevated on wooden stilts, surrounded by vibrant autumn foliage. Large windows reflect warm light, showcasing a rustic wooden exterior. A staircase leads up to the entrance, inviting guests to explore this serene retreat among the trees.

Treehouse in Willington

Treehouse - Countryside - Farm Animals - Fire Pit

4.93 out of 5 average rating, 122 reviews

A serene beach scene features gentle waves lapping at the shore under a colorful sunset. Wooden fencing leads toward the water, surrounded by soft sand and tall grasses, creating a tranquil pathway to the beach.

Condo in Westerly

Beach Escape. Walk to Beautiful Beaches

Two bedroom, two bathroom, open floor plan, two beautiful decks to watch the sunrise and sunset. Less than five minute walk to the beach. Feel free to reach out with any questions. I’ll get back to you as soon as I can. Parking accommodations: There is only ONE assigned parking spot. Additional vehicles will need to park off property. ONE ASSIGNED PARKING SPOT.

Cabin in North Stonington

A charming cabin with a red exterior sits surrounded by colorful autumn foliage, reflecting on the calm surface of a pond. A spacious deck is visible, featuring a patio chair and table, while a kayak rests nearby on the grassy shore.

4.97 out of 5 average rating, 210 reviews

The hummingbirds, herons, and turtles are back!

Come to the woods of Southeastern Connecticut and enjoy some solitude and connection in the woods while wrapped in our flannel LL Bean bathrobes. Snuggle with a glass of wine or coffee by the fire and unplug, rest, and rejuvenate with your partner or by yourself. Only fifteen minutes away from casinos, shopping or restaurants in Mystic or downtown Westerly, RI.

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Other great vacation rentals in Watch Hill Beach Association Beach

5 out of 5 average rating, 8 reviews

A cyclist is seen riding along a charming street lined with shops and eateries. American flags hang from the buildings, contributing to the village's quaint atmosphere. The sidewalks are accented with planters filled with greenery, showcasing the local community's inviting character.

Tiny home in Stonington

"Little Red" Tiny House Stonington, CT New England

MichaelaRating, 5 stars4 days ago

such a lovely spot, very walkable to restaurants, shops, playground and beach in Stonington. very close to other great towns and areas to visit with a short car ride.

Private room in Stonington

4.95 out of 5 average rating, 264 reviews

Twin beds in classic New England home near the sea

MaryRating, 5 stars2 days ago

Tom and Kate were lovely hosts. I was visiting the area for a wedding. When my scheduled arrival plan went awry, Tom and Kate were accommodating and flexible to meet my needs. The home was within a 5-minute ride to the wedding venue, making it a perfect place to stay. The home is beautifully renovated and welcoming. The bedroom is cozy and I slept soundly. The bathroom is small but suitable, and very clean. I enjoyed a wonderful conversation with the hosts in the morning, finding common interests with Kate in gardening and skiing. I would stay here again if I am fortunate enough to be in the area, and highly recommend it as an ideal place to stay.

5 out of 5 average rating, 31 reviews

A serene coastal scene is captured at sunset, featuring vibrant hues of orange and pink in the sky reflecting on calm waters. Gentle dunes covered in grass lead towards the beachfront, while a wooden fence lines the sandy path, creating a tranquil natural landscape.

Cottage in Westerly

Peaceful Cottage + Spa services + Gardens+ Beaches

KelleyRating, 5 stars1 week ago

We loved our stay and would definitely return. Getting in was easy and communication with the hosts was smooth. The cottage is on a main road next door to a spa and shares a parking lot, but it was quiet and felt private. The location is very convenient to Westerly and Watch Hill. It was easy to get around and everything you might need is near by (restaurants, groceries, CVS, Starbucks and Dunkin). The place is very nicely decorated, spotlessly clean and we felt very comfortable. My husband wished there was a couch, but the tv turns towards the bed or the two comfy papasan chairs. There is a large gap between the wall and the mattress, so we used the two poufs and some pillows as a backrest, and that worked great. We planned to go to the beach, but it rained. I booked a facial at the spa (discount provided for cottage guests), and it was amazing. Highly recommended!!!

Superhost

A circular stone patio is surrounded by lush greenery, featuring a central fire pit. Various seating options, including wooden benches and colorful chairs, create a welcoming gathering space. The natural surroundings provide a tranquil atmosphere, ideal for outdoor relaxation and conversations.

4.93 out of 5 average rating, 15 reviews

Comfortable 3 bedroom home on large wooded lot

ChristopherRating, 5 stars1 week ago

Beautiful home with everything you need. Perfect for our weekend getaway, and it is a nice location. Really comfortable beds. Host David was very responsive when the initial door code didn't work, and he quickly gave us a new code. My only caution is the stairs - probably not a good idea if you have older guests (a couple of us had a mishap or near-mishap on the stairs).

The living area is seen through a decorative pine cone frame, highlighted by an open-plan layout filled with natural light. A cozy seating arrangement includes colorful cushions and a coffee table on a patterned rug, while large windows provide views of the surrounding greenery.

5 out of 5 average rating, 8 reviews

The Clubhouse on Pequot Trail

LilyRating, 5 stars1 week ago

loved our stay at the clubhouse! it's exactly as pictured and very convenient location. the kitchen is extremely well stocked and the house has many little touches that make you feel at home. the king bed downstairs was comfortable too!

4.97 out of 5 average rating, 39 reviews

An inviting entrance area features a combination of modern design and rustic charm, with a black door framed by exposed brick walls. Dark flooring emphasizes the contrast with the lighter walls, while a welcome mat adds practicality to the space.

Apartment in Stonington

Studio Apt on the Pawcatuck River-10 min to Beach

ErickRating, 5 stars2 days ago

Beautiful spot in a great location. Really enjoyed the stay and hope to visit again.

4.89 out of 5 average rating, 65 reviews

An illuminated outdoor space features a low-maintenance lawn bordered by white privacy fencing. Light fixtures mounted on the corners provide brightness to the area, emphasizing the pathway leading to a gate in the background. The ground exhibits a textured, cracked surface.

Guest suite in Groton

Live life

MarthaRating, 5 stars5 days ago

Clean, quiet, newly decorated upstairs apartment on outskirts of Groton. Easy self check in. very affordable. Helpful & responsive host.

A sunlit sunroom features large windows allowing natural light to fill the space. A cozy daybed with decorative pillows is positioned against the wall. A small basket is placed on the floor, and scenic views of the surrounding greenery can be seen through the windows.