Holiday houses in Weekapaug, Westerly

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.

4.98 out of 5 average rating, 374 reviews

Sweet Retreat Circa 1900 Restaurants, Park, Beach

Beautiful beach town 2nd floor self contained apartment in antique home! Perfectly located - a short walk to downtown cafes, park and 10 mins. to Westerly beaches. Quiet residential neighborhood. 3 bedroom apartment with ac & heat - kitchen, living room, bath and lovely porch. Mini splits & ceiling fans in BRs Zero contact entry. Family friendly! The first floor owner occupied. Close to casinos, Mystic, Newport, Prov. Stonington, Narragansett, URI and to the best beaches on the East Coast!

5 out of 5 average rating, 124 reviews

Cabin in Westerly

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

5 out of 5 average rating, 28 reviews

Bird's Eye View Waterfront Unit

Bird’s Eye View is a private waterfront apartment occupying the entire third floor of our historic house in the Weekapaug area of Westerly. The property sits at the end of Winnapaug Pond, one of the area’s most stunning salt ponds and home to a rich variety of local and migrating wildlife, particularly aquatic birds. Our property is a 15 minute walk to the oceanfront and short drive to downtown Westerly, a vibrant hub with eclectic dining, small boutiques, live music and cultural events.

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!

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)

4.98 out of 5 average rating, 121 reviews

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

4.96 out of 5 average rating, 142 reviews

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.

4.79 out of 5 average rating, 136 reviews

Condo in Westerly

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.

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.

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!

4.93 out of 5 average rating, 122 reviews

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.

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Other great holiday rentals in Weekapaug, Westerly

4.6 out of 5 average rating, 169 reviews

Cottage in Westerly

Misquamicut Beach cottage

JudithRating, 5 stars4 days ago

Tradional type beach cottage. Location and private beach is perfect! It was very quiet!

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.

4.92 out of 5 average rating, 13 reviews

Entire 1-bed apt for relax & remote business trips

JayneRating, 5 stars3 days ago

Confusion checking in due to host being out of the country on vacation. Lovely apartment recently remodeled. Extremely clean and private.

4.99 out of 5 average rating, 77 reviews

Heathers On High Street King Bed/Twin Bed

KimberlyRating, 5 stars1 day ago

This was our first Airbnb stay and it was outstanding! Heather was so hospitable and the attention to detail was amazing! From the great communication to the thoughtful details of a personalized welcome card, to snacks, to ammenities she thought of everything, and I do mean everything! I work in customer service and it means alot when someone goes above and beyond for their guests. The cleanliness of the space was beyond my expectations, and I am picky! She was so kind and welcoming, we will definitely be back. We will be spoiled by this perfect experience, we just wish we had more time to enjoy the lovely back yard as well. Ammenities beyond compare should be the name of Heather's place! We will make up a reason to come to RI to stay here :-)

4.92 out of 5 average rating, 39 reviews

Holiday home in Westerly

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.

5 out of 5 average rating, 31 reviews

Cottage in Westerly

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!!!

4.87 out of 5 average rating, 67 reviews

Cottage in Westerly

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!