Weekapaug, Westerly vacation rentals

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Top-rated vacation rentals in Weekapaug, Westerly

Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.

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Superhost

The spacious rooftop deck features outdoor seating arranged around a coffee table, with a light-colored area rug beneath. Greenery from nearby trees adds a natural touch, while the view extends toward Newport Harbor and distant buildings under a clear blue sky.

Condo in Newport

4.73 out of 5 average rating, 60 reviews

Gorgeous Condo w/Roof Deck, Harbor Views on Thames

This two bedroom condo is in a charming building, dating back to the 1800's! Cathedral ceilings and large windows accent the main floor living and dining area. On the second floor, you'll find the master bedroom and en-suite bathroom, with a kitchenette and a spacious rooftop deck overlooking Thames Street and Newport Harbor. Watch the sunset from the roof deck and see the ships sail in the harbor. This home is professionally managed and is part of The Newport Lofts portfolio of properties.

Guest favorite

Villa in Norwich

4.89 out of 5 average rating, 399 reviews

Peaceful Spa Escape minutes to Mohegan Sun Casino

CLEAN-COZY-SAFE-PRIVATE-SPA-WOOD BURNING FIREPLACE Just 3 minutes from Mohegan Sun Casino! This 1 bedroom unit is perfect for solo explorers, couples, girls getaways, or small families looking to experience the excitement of the Casino, while also getting away from it all. Amenities include; 2 seasonal outdoor saltwater pools, jacuzzi, cardio room, and sauna! Beautiful shared grounds w/ The Spa at Norwich Inn and The Norwich Golf Course. Laundry facility onsite. Plenty of free parking!

Guest favorite

A waterfront gazebo is depicted, featuring a round table adorned with a vase of flowers. Two white chairs are positioned around the table, and autumn foliage adds warmth to the scene, with the glistening water visible in the background.

Villa in New London

4.86 out of 5 average rating, 28 reviews

Waterfront Holiday Vacation Villa New England

Have fun with the whole family at this stylish VILLA with water (kayak) access to Ocean State Beach Park and a 4 minute drive to the quaint Waterford Beach. This idyllic leisure home has everything you need to enjoy your gateway. SECLUDED setting with 300 ft of waterfront access for kayaking , fishing. Sauna, bicycles, waterfront gazebo with fire pit , basketball hoop and hammocks. All spaces are newly renovated and tastefully decorated. New fully stocked kitchen . Close to Mystic - Foxwoods

Guest favorite

A wooden deck overlooks Johnson's Pond, with a table at the center surrounded by four chairs. Two red cushioned rocking chairs provide a comfortable seating option, and a vibrant red umbrella offers shade. Lush green trees frame the serene water view.

Home in Coventry

4.86 out of 5 average rating, 131 reviews

Awesome 3 bed vacation lake house. Great location!

Three bedroom house right on Johnson’s Pond with private water access right in the back yard. House features queen master with deck overlooking the pond. 2nd bedroom features a full bed with twin bunk bed above along with a stand alone twin bed. 3rd bedroom has a queen bed. Perfect for one or two couples to share. Full kitchen and laundry along with WiFi and streaming services. Use of 2 kayaks and pedal boat. Just two miles from I-95, so everything in southern New England is just minutes away!!

Guest favorite

Cottage in Oakland Beach

4.98 out of 5 average rating, 142 reviews

Renovated cottage w water views and walk to beach

This beautiful cottage has waterviews from most rooms. 1st floor has 4 season porch, Living room opens to white kitchen w quartz countertops, dining area , bedroom and 1/2 bath. 2nd floor has 2 bedrooms & full bath with laundry. Outdoor sitting at Small table in the front garden & Adirondack chairs in the backyard. 1/2 block to the beach, kayak, fishing, boat launch, cafe & 2 restaurants. Home has been renovated w love and caring. No parties. Please be considerate of cleaning person.

Superhost

Home in Newport

4.86 out of 5 average rating, 382 reviews

Central Downtown Newport House & Courtesy Parking

Location, location, location: Your luxurious and spacious vacation home in the center of historic downtown Newport - just steps to harbor and wharves, waterfront restaurants, wedding venues, the water taxi to the Jazz and Folk festivals at Fort Adams, Brick Market Place, Thames Street shops, cafes, Starbucks, museums, Jane Pickens Theater, Trinity Church, and a short stroll to Goat Island, trendy Broadway, Bellevue Avenue shopping and mansions, Tennis Hall of Fame, and summer farmers market.

Top guest favorite

A serene indoor hot tub is surrounded by wooden paneling and natural stone accents. Soft blue lighting illuminates the water, while greenery is positioned nearby, enhancing the calming ambiance of the space.

Condo in Norwich

4.98 out of 5 average rating, 132 reviews

The Vacay Villa

The Vacay Villa, just minutes away from Mohegan Sun, Foxwoods and The Spa at Norwich Inn, offers so many amenities you won’t even have to leave the grounds. Private balcony, fireplace, two outdoor pools currently open, year-round access to luxurious hot tub and saunas, small workout room, laundry facilities, pub and upscale restaurant allow for a one-of-a-kind stay at an incredibly affordable price. Why spend hundreds to stay at the area casinos when you can stay in your own private villa?

Guest favorite

An aerial view captures the collection of coastal cottages, surrounded by greenery and amenities. A spacious parking area is visible in the center, with cottages arranged neatly around it. A pool can be seen in the background, enhancing the community vibe of the area.

Bungalow in Middletown

4.83 out of 5 average rating, 106 reviews

Ellery Beach Bungalow #43– Walk to Beaches & Bites

The Ellery Beach Bungalows are a collection of 5 coastal cottages, each offering a refined yet relaxed setting for exploring Aquidneck Island. Stroll to nearby cafés, restaurants, and shoreline escapes, or reach Newport’s celebrated dining, boutiques, and historic landmarks in 5 minutes by car. Each bungalow includes its own private patio, ideal for unhurried evenings outdoors, and sits just a 1/4 mile from the beach, placing the island’s best experiences within easy reach.

Guest favorite

A sandy pathway leads towards a tranquil beach, framed by natural dunes. The sun shines brightly in a clear blue sky, illuminating the calm waters in the distance. Footprints are visible in the sand, suggesting a welcoming and accessible beach experience.

Home in Westerly

5 out of 5 average rating, 8 reviews

Cozy, summer house near Misquamicut beach

Cozy, recently renovated house, close to everything in a quiet residential neighborhood, house across cemetery. Walking distance to river/marina with the great restaurants. In the morning, get a coffee from Junk Java, lunch from The Pantry . 3 miles from Watch Hill and The Ocean House, 3 miles from Misquamicut Beach, 5 miles from Weekapaug Beach, 15 minutes from Block Island, 10 miles from Foxwoods and 20 from Mohegan casino, 7 miles to Mystic area, 25 minutes to Groton

Guest favorite

An open kitchen space features modern appliances, including a stainless steel stove and ample counter space. Barstools are positioned at a breakfast bar, while natural light illuminates the area through several windows. Warm wood flooring complements the neutral-colored walls.

Home in North Fork

4.94 out of 5 average rating, 108 reviews

Maritime Village Getaway with Backyard

Well located Greenport 3 bedroom, 2 bath home. Historic renovated private home with modern furnishings and updated appliances and finishings. Patio and yard with outdoor shower, fire pit, and yard. Central AC and heat. Properly licensed as a rental with Greenport Village and Suffolk County. I now add the airbnb fees and local and state taxes onto the listing. If you have questions about this please reach out. Not sure how transparent the fee structure is for guests.

Guest favorite

An expansive wooden deck features a large rectangular dining table surrounded by several chairs, suitable for outdoor gatherings. The space is bordered by greenery and offers a clear view of the surrounding landscape, creating an inviting area for relaxation.

Home in Middletown

4.86 out of 5 average rating, 29 reviews

Little Creek Retreat - RIBryan Property

Tranquil location near Pebble Beach, 3rd Beach, and Indian Ave, this 4-bedroom, 3-bath house offers privacy and seclusion on a 9-acre plot. It includes a master suite with an en-suite bathroom. The property is well-suited for families, featuring a hot tub, a fenced-in yard, and extra space available for children under 12. This home combines the comfort of expansive private grounds with the convenience of nearby coastal access, providing a peaceful retreat.

Guest favorite

Apartment in Newport

4.99 out of 5 average rating, 329 reviews

The Peaceful Puffin

Great location, cleanliness and exceptional amenities are some of our strongest traits. This spotless apartment is located in a desirable part of the city, in walking distance to downtown, beaches, the mansions, restaurants, the harbor and Fort Adams! Fully equipped for a wonderful vacation! Central air & laundry in unit! 2 bedrooms, equipped with luxurious bedding, a spacious open living room with a beautifully updated kitchen and a large bathroom.

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What guests are saying

Private chic waterfront retreat-newly renovated.

4.98 out of 5 average rating, 52 reviews3 weeks ago

This is truly a very special place! We had a fantastic time staying at this beautiful property. The space was exactly as described—clean, comfortable, and thoughtfully decorated. The location was ideal for what we were looking for- water view/access, secluded, and easy access to local towns like Watch Hill, Charlestown, Westerly, and Newport The location made exploring a breeze. The host Marie was incredibly welcoming and responsive, providing clear instructions and helpful tips about the area. I would definitely recommend this Airbnb to anyone visiting the Rhode Island/eastern Connecticut shore area. We look forward to staying here again on my next visit!

Home in Westerly

What guests are saying

New Shoreham Cottage

4.89 out of 5 average rating, 90 reviews5 months ago

This was our second stay with Cathy. We hope to stay at her home next year too. That’s how much we love the house, the location, and trust the host to be responsive and helpful, Wonderful hosts. Always responsive, considerate, helpful. Beautiful place to be. Feels like home. The surroundings beautiful, the shore, the island, and the town, the fields and meadows. The house is very comfortable. There is everything you would need for a comfortable, relaxing, fun stay.

Cottage in New Shoreham

What guests are saying

Black Point Retreat - Entertain & Enjoy the Beach!

5 out of 5 average rating, 10 reviews7 months ago

Our group had a wonderful stay at this beautiful, spacious home. It was spotlessly clean and well stocked with supplies. The 7 of us enjoyed gathering around a spacious table to play games in the bright roomy sunroom. It led out to a very nice patio with a comfy wicker couch and chairs. The host was very prompt in responding to us and was quick to satisfactorily address our questions. We had a wonderful,memorable time!

Home in East Lyme

What guests are saying

Grand Hide-A-Way Central to Mystic and Vineyards

4.98 out of 5 average rating, 91 reviews2 weeks ago

This house was perfect for our family weekend (parents, siblings, grandkids) trip to Mystic Seaport. The finished basement was perfect for the teenagers to have their own space. The house was spacious & well appointed. Ashley was very helpful & responsive. We would definitely stay here again. Thank you Ashley!

Home in Stonington

What guests are saying

The Sandy Shack - Coastal Escape

4.9 out of 5 average rating, 21 reviews6 days ago

As a native long islander I enjoy finding great properties I can bring my family to to take advantage of all long island has to offer. This was the DREAMIEST beach bungalow!! The bedroom with the two beds was just my favorite room especially since we visited off season. You cannot beat this location. I can't wait to book again during high season! Thanks for sharing your home with us !!

Home in North Fork

What guests are saying

Hop Skip and a Jump to the Beach

4.97 out of 5 average rating, 35 reviews8 months ago

Our first ever stay at 'Hop Skip and Jump' really met all of our expectations and needs for the week of 8/10-8/17/24! I have never in my 70+ years of spending a summer week in Old Lyme been so enveloped with 5 star luxury while at the Beach! I would recommend this rental to any small family or a group of girlfriends! Hop

Cottage in Old Lyme

What guests are saying

Large Island Lake House, near casinos

4.94 out of 5 average rating, 33 reviews4 months ago

We loved the lakehouse! The setting and house were more beautiful than the photos. Panoramic lake views abound from inside and outside the house. The kitchen has new appliances and the house was toasty on a few very cold days. Also, there is a nice fire pit, outdoor lounge area, and a new dock that is amazing at night to walk out onto and gaze up at the stars. The sunrises and sunsets are visible from the property and provide a bonus. It’s very peaceful and everyone in my group slept well. I hope to be back in the warmer weather to swim, kayak, and unwind.

Home in Preston

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