Vacation rentals in Weekapaug, Westerly

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Top-rated vacation rentals in Weekapaug, Westerly

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Top guest favorite

Guesthouse in North Stonington

4.98 out of 5 average rating, 188 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.

Top guest favorite

The exterior of Woodhaus is depicted at dusk, showcasing a welcoming wooden façade with a vibrant red front door. Soft lighting illuminates the expansive wrap-around porch, where rocking chairs are visible. A tree-lined background adds to the serene atmosphere, inviting guests to relax.

Cabin in Westerly

5 out of 5 average rating, 124 reviews

Woodhaus Westerly - Modern Log Home w/ BEACH PASS

NEW THIS SUMMER: Westerly Town Beach Pass now INCLUDED! Welcome to Woodhaus! Where, within 5 miles, you can be lounging on the best Westerly OR Charlestown beaches and enjoy shopping and dining in historic downtown. With 3 private acres, you can enjoy a refreshing outdoor shower, bonfire with friends, backyard games, and walking trails. On cooler nights, fire up the wood stove and cozy up with a blanket. We are a dog and kid friendly home! View more photos and updates @Woodhaus_Westerly

Top guest favorite

A private beach area is shown with four lounge chairs arranged on a sandy patch, accompanied by a large umbrella for shade. In the background, the cottage is visible, framed by lush greenery and steps leading to the entrance.

Home in South Kingstown

4.97 out of 5 average rating, 100 reviews

Stunning Waterfront Cottage with Big Yard & Dock!

Escape to the tranquil beauty of "A Summer Place," a charming 1,500 sq ft waterfront cottage nestled just steps from RI's stunning coastline and pristine beaches. Whether you're planning a family getaway or a retreat with friends, this idyllic home offers the perfect blend of rural charm and modern amenities, all in a prime location near local shops, bakeries, cafes, and top-rated restaurants. The expansive yard and private dock provide an unbeatable setting while you sit back and relax!

Top guest favorite

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.

Guest suite in Stonington

4.99 out of 5 average rating, 265 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

Home in Pawcatuck

4.95 out of 5 average rating, 185 reviews

Eco Friendly 1700s home! 0.3 miles to Westerly RI!

Welcome to Farley Ave! Our 1700’s home was originally a barn to the farm house next door, hence the close proximity and lower original ceilings/beams. Both were converted to a homes in 1905 and then we restored this house in 2021 to give it the character it once had, and bring it back to life. Our home is walking distance to bars and restaurants in downtown Westerly, as well as 10 minutes from Westerly beaches and 10 minutes to Mystic CT! Equipped with bikes, beach essentials and more!

Guest favorite

A charming cape-style home is featured, set against a backdrop of lush greenery. The front yard showcases a stone wall bordered by garden beds filled with blooming flowers. Classic dark shutters and a bay window accentuate the home's exterior, creating an inviting appearance.

Home in Westerly

4.95 out of 5 average rating, 120 reviews

Charming Dunn’s Corners (Westerly) Cape

This deceptively spacious Westerly cape is ready for the perfect vacation! Centrally located in Dunn’s Corners, the home is less than 2 miles from Westerly’s town and state beaches, and less than 5 miles from stunning Watch Hill. The home’s enormous deck and yard are ideal for outdoor gatherings with family and friends. Second floor master bedroom suite. Kitchen/dining room perfect for all dining needs. Outdoor shower! RI RE.01692-STR (Rhode Island) STR-22-357 (Town of Westerly)

Top guest favorite

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

4.98 out of 5 average rating, 121 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

Top guest favorite

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

4.96 out of 5 average rating, 142 reviews

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 Misquamicut

4.79 out of 5 average rating, 136 reviews

Misquamicut Beach Cozy Condominium. Unit 6

This unit is located within walking distance to Misquamicut Fire department beach (a private beach). Guest have access to 1 sofa bed and 1 Queen-sizes bed, maximum occupancy is 4 people. Private bathroom with shower, and the condo features outdoor showers. We provide parking for ONE car only and a private beach pass. Parking is unavailable before Check-in and after check-out. Extra vehicles without parking pass will be towed at the owner's expense.

Top guest favorite

A modern kitchen features white cabinetry, a large island with a sink, and stainless steel appliances, including a microwave and oven. Pendant lights hang above the island, illuminating the space. A door leads to an outdoor area, with large windows providing natural light.

Home in Westerly

4.98 out of 5 average rating, 125 reviews

Cheerful Cozy Colonial

Relax at this warm, welcoming peaceful place to stay, with hiking trails nearby and only 10 minutes to the beach and downtown Westerly. Set on 2+ acres, rejuvenate and connect with friends and family around the outdoor fire pit. Inside you will find a comfortable space with full kitchen, living room, dining room, three bedrooms and a full and half bath. In the warmer weather, enjoy the outdoor shower after a long hike or trip to the beach.

Top guest favorite

A fenced backyard is shown, featuring a shaded seating area under a wooden pergola. Bright red chairs surround a gravel area, complemented by greenery and trees in the backdrop. The lawn is well-maintained, providing ample space for relaxation and outdoor activities.

Home in Westerly

4.99 out of 5 average rating, 135 reviews

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!

Top guest favorite

A calm waterway reflects the surrounding buildings and trees. A white swan glides gracefully across the water, while nearby eateries with outdoor seating are visible along the bank. The sky features a mix of clouds and blue, offering a serene atmosphere.

Apartment in Westerly

4.99 out of 5 average rating, 188 reviews

THE COOL HOUSE

Spacious two bedroom apartment in beautifully maintained turn of the century home, private entrance. Huge windows keeps this third-floor apartment bright and sunny all day. Within walking distance of Amtrak, downtown restaurants and bars, 10 minute drive to RI beaches, Historic Watch Hill. Also drive to Newport, Casinos and Mystic,CT. This home is a perfect get-a-way. WiFi

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Popular amenities for Weekapaug, Westerly vacation rentals

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Other great vacation rentals in Weekapaug, Westerly

Guest favorite

A compact bathroom showcases a white toilet and a blue vanity. Natural light filters through the small window, illuminating the space. A patterned shower curtain adds a touch of color, and a striped rug is placed on the wooden floor.

Home in Weekapaug

4.95 out of 5 average rating, 19 reviews

Beach House Minutes to relaxing by the ocean

ClarissaRating, 5 stars3 weeks ago

I had a fantastic time in this beautiful space, along with my bridal party of 10! From the location, to the aesthetic, to the background grounds - I felt at peace and satisfied, as it was cozy and clean. The host was very responsive/helpful and flexible.

Guest favorite

A renovated one-bedroom house is shown from the front, featuring a porch with a welcoming door. A driveway leads to a separate building on the left. The yard is green with landscaping elements, and trees provide a natural backdrop.

Home in Pawcatuck

4.94 out of 5 average rating, 17 reviews

Peaceful Beach Retreat/Casino Stay Alternative

MikeRating, 5 stars1 week ago

This place was perfect. So much to do locally and mystic is just a few miles away. would definitely stay again. GREAT HOST

Guest favorite

A spacious deck is depicted, equipped with a long table surrounded by several black wicker chairs. Lush greenery and blooming flowers are visible in the background, while a house stands in the distance under a light sky. A grill is also present on the deck.

Vacation home in Westerly

4.92 out of 5 average rating, 39 reviews

Comfy Spacious Home Close to Beach

ArielleRating, 5 stars5 days ago

Kenneth was such a gracious host. My friends and I had such a fantastic weekend. His hospitality made the weekend memorable.

Top guest favorite

Guesthouse in Westerly

4.99 out of 5 average rating, 94 reviews

Ocean Shire Coastal Retreat + Beach Pass

AmyRating, 5 stars6 days ago

Barbara’s place was really lovely. Clean, very comfortable, private, and near beaches and restaurants/shops. She provided an excellent binder with instructions as well as recommendations for things to do in the area. I would absolutely recommend staying here if you’re looking for a RI getaway.

Superhost

Cottage in Westerly

4.87 out of 5 average rating, 67 reviews

Privately Located Beach Cottage Escape

CyndiRating, 5 stars7 months ago

Absolutely loved our stay at this adorable private cottage just a short drive to the Misquamicut beach, Watch Hill, hiking trails and the charming towns of Westerly and Mystic. We had the most gorgeous October weather during our stay. My dog loved it too! Highly recommend!

Guest favorite

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

5 out of 5 average rating, 31 reviews

Peaceful Cottage + Spa services + Gardens+ Beaches

KelleyRating, 5 stars5 days 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!!!

Guest favorite

An outdoor patio area is featured, equipped with several woven chairs arranged around a small table. Green grass and blooming flowers outline the space, while a shaded dining area is visible in the background, inviting relaxation and social gatherings.

Apartment in Westerly

4.87 out of 5 average rating, 95 reviews

Westerly Apartment Minutes Walk to Downtown

TinaRating, 5 stars5 days ago

This place is in the perfect location for Rhode Island and Connecticut. Mystic is less than 20 min away. Westerly is a neat town with must try restaurant..Cinder! The airbnb has a beautiful yard and patio furniture. Inside had everything we needed.

Superhost

A cozy bedroom features light-colored wooden furniture and a spacious bed with a striped comforter. A round mirror is mounted on the wall above a dresser. Natural light filters through a window, and a door leads to the hallway.

Home in Weekapaug

4.92 out of 5 average rating, 73 reviews

Westerly-Misquamicut Beach Home

StephenRating, 5 stars3 weeks ago

Great weekend getaway. Place was perfect and as described. Elaine was very helpful and responsive. Would stay here again. We loved the golf course off the backyard, very peaceful.

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Vacation rentals in Weekapaug, Westerly

Top-rated vacation rentals in Weekapaug, Westerly

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