Cottage holiday rentals in Westerly

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Popular amenities for cottage rentals in Westerly

Cottage rentals with a hot tub

Cottage in Jamestown
4.93 out of 5 average rating, 118 reviews

Jamestown Family-friendly Cozy Cottage in town

EmilyRating, 5 stars1 week ago
Great house for our girls weekend. Jamestown is so cute and we decided to eat out for the weekend but the kitchen was stocked if we’re to stay in. SteveO is a great host and great communicator. The hot tub was perfect. Would definitely stay again and highly recommend to anyone visiting the area.
Superhost
Cottage in East Hampton
5 out of 5 average rating, 4 reviews

Walk/Bike to East Hampton Village & Ocean Beaches

JimmyRating, 5 stars8 months ago
I had a wonderful weekend at Andrew’s place in East Hampton. It was gorgeous, perfect location, perfect layout, and such a central location to everything. It was incredibly clean and organized and the backyard was beautiful for relaxing. Andrew was also a terrific host- he left us beverages, was super communicative and flexible and I’m so happy I stayed here. Hopefully I’ll rent again soon!!
Top guest favourite
Cottage in Narragansett
5 out of 5 average rating, 223 reviews

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

JudelieRating, 5 stars2 weeks ago
We had a wonderful stay at Leann’s! The home was absolutely lovely—clean, cozy, and beautifully decorated. The amenities were just what I needed for a relaxing getaway. Leann was a great host, and we truly can’t wait to come back. Highly recommend!
Guest favourite
Cottage in Bridgehampton
4.97 out of 5 average rating, 88 reviews

Bridgehampton Cottage Close to Town, South of HWY

ChancellorRating, 5 stars1 month ago
Wow!! The perfect peaceful getaway that is close to everything!! Tucked away off the road the house is quiet with a beautiful yard. The interior is both stylish and comfortable. The kitchen is extremely well outfitted. Andrew is a great host and an excellent communicator. We only wished we could have stayed longer!! The question isn’t will we come back, it’s simply when!
Guest favourite
Cottage in Woodstock
4.85 out of 5 average rating, 62 reviews

Lakefront Cottage Complete with Kayaks!

AnnieRating, 5 stars3 weeks ago
Our stay at this lakeside retreat was perfect! The house was exactly as described, with stunning views that exceeded expectations. Mornings with coffee and evenings with cocktails on the back porch became our favorite ritual. The picturesque fire pit and thoughtful touch of Hershey bars for s’mores were delightful, though we didn’t get to use them this time. Our host was incredibly responsive, quickly resolving a hot tub issue, and their winery recommendations were spot-on! Quick tip: If arriving after dark, keep exterior lights off initially to avoid lakeside gnats. We noticed a few stink bugs on day one (nature’s welcome!), but they completely disappeared afterward. Neither affected our enjoyment of this beautiful property at all. Thank you for an unforgettable stay!​​​​​​​​​​​​​​​​
Guest favourite
Cottage in Ledyard
4.93 out of 5 average rating, 253 reviews

Lakeside cottage with beautiful views up the lake!

KerriRating, 5 stars2 weeks ago
We always love going to this cottage. It’s our favorite. It’s actually one of our favorite places. To go a few times a year winter summer. We just spent memorial weekend there. A little doggies loved it. Home away from home so cozy. Bobby the host is wonderful. My daughter boyfriend came up and they absolutely loved it and my son came from Texas to spend one night. It was his first time there he loved it. We already planning on going back. Fantastic getaway. If you need to distress and want calmness. This is the place to come to. And the town of Mystic has great restaurants Like I said it’s our favorite place to come to and I’ve been to quite a few…. Just got home today and I’m seeing if I can book some sometime in October to go back we love it.
Cottage in North Fork
4.69 out of 5 average rating, 197 reviews

Lovely 2 BR Beach House No. Shore

MagaliRating, 5 stars2 weeks ago
beautiful house, great location and very nice and peaceful neighborhood close to the beach and the vineyards the house is very well equipped ! Richard was very nice and even find a little bed for our baby boy ! thanks !
Superhost
Cottage in Swansea
4.93 out of 5 average rating, 193 reviews

Romantic Beach Cottage Getaway - Non Smokers only

LindaRating, 5 stars1 month ago
I loved this space so much. I felt at home and comfortable as a solo traveler and only wished for more time to enjoy and explore the area! ❤️

Pet-friendly cottage rentals

Guest favourite
Cottage in Middletown
4.92 out of 5 average rating, 147 reviews

Quahog Cottage- Full Home with a private yard

KelseyRating, 5 stars1 week ago
Had a great 3 night stay at Pats cottage! Charming place with great amenities. Appreciated that it had a crib and gates for the kids. Only feedback would be that the sandbox needs a clean up and maybe some fresh sand, but that could have been limited for us bc we rented early in the season. Pat was great with communication before and during.
Guest favourite
Cottage in Narragansett
4.81 out of 5 average rating, 80 reviews

Lux Waterfront Cottage-Bonnet Shores, Narragansett

ErinRating, 5 stars6 days ago
Cute, quaint and quintessential New England cottage. A perfect place to rest, relax and unwind. A very quiet, private and peaceful retreat from the craziness of everyday life. Richard was extremely responsive and helpful for the few questions I had. I did not get the chance to meet him but maybe next time, I’ll certainly be back! If you love the proximity to the hustle and bustle of summer in Narragansett but prefer to be a few short minutes in the quieter bubble of Bonnet Shores, this is your place. 7am walks to the beach and 6pm wine on the patio for sunset. Pure heaven!
Top guest favourite
Cottage in North Stonington
5 out of 5 average rating, 21 reviews

Sunset Farm Cottage great location

KellyRating, 5 stars8 months ago
Jeanette was 10 out of 10. We loved our time there and hated to leave. Loved the cows!
Top guest favourite
Cottage in Shelter Island
4.97 out of 5 average rating, 108 reviews

Shelter Island Waterfront Getaway

CindyRating, 5 stars5 months ago
Great stay, Maureen is very communicative and super helpful. Beautiful views
Guest favourite
Cottage in Westport
4.9 out of 5 average rating, 105 reviews

Kayaks and Glimpses of Westport Bay

DeborahRating, 5 stars9 months ago
Linlin was a wonderful host and we loved this adorable cottage. It was incredibly clean, while still being warm and welcoming for us (and our pup). It's a little farther from the water than we had anticipated, but it's a relatively short and private walk to a dock with kayaks and beautiful views. Highly recommend!
Guest favourite
Cottage in Tiverton
4.91 out of 5 average rating, 303 reviews

Beachfront Driftwood Cottage!

HeatherRating, 5 stars2 weeks ago
Beautiful, peaceful and serene. A place to completely recharge! For both the 2 legged and 4 legged!
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 favourite
Cottage in Westerly
5 out of 5 average rating, 30 reviews

Peaceful Cottage + Spa services + Gardens+ Beaches

KatieRating, 5 stars2 weeks ago
Perfect little cottage for our Rhode Island get away. Near great restaurants and beaches. Also has everything you need for a night in!

Private cottage rentals

Superhost
Cottage in Waterford
4.82 out of 5 average rating, 96 reviews

Peaceful Oceanfront Cottage

DeborahRating, 5 stars8 months ago
Wonderful place to get away from the busy life. We found it relaxing and a convenient 20 min drive to the academy We will definitely book again!
Superhost
Cottage in Westerly
4.6 out of 5 average rating, 169 reviews

Misquamicut Beach cottage

JudithRating, 5 stars3 days ago
Tradional type beach cottage. Location and private beach is perfect! It was very quiet!
Top guest favourite
Cottage in Westerly
4.95 out of 5 average rating, 81 reviews

RI Perfect Misquamicut Beach Cottage Get-Away

PamRating, 5 stars8 months ago
This property is the perfect combination of privacy and public. A quick easy walk to the beaches/tourist area but since it's located on a quiet street, the space itself is very private. The home is beautifully maintained and quite comfortable. The hosts kindly provided coffee and bottled water, plus toiletry items that one of our guests had forgotten to bring. we would happily stay there again and love every minute of our visit.
Top guest favourite
Cottage in Westerly
4.97 out of 5 average rating, 98 reviews

Downtown Westerly Beach Cottage Getaway

BrendaRating, 5 stars2 weeks ago
We had a wonderful stay at Josh’s place! It was perfect for our family of four—clean, cozy, and fully stocked with everything we needed. The location couldn’t have been better—right next to downtown Westerly and just a short walk to great restaurants, shopping, and beautiful Wilcox Park. We were in town for a wedding in Watch Hill, and the home was conveniently located less than 15 minutes away by car. It made the whole weekend easy and enjoyable. Josh was a great host, and everything about the space made us feel right at home. We would absolutely stay here again and highly recommend it to anyone visiting the area!
Top guest favourite
Cottage in Stonington
4.96 out of 5 average rating, 75 reviews

The Oar Cottage (24) · walk Mystic-Train/EV Lvl-2

ABIGAILRating, 5 stars2 days ago
Absolutely fantastic stay! We cannot say enough great things. We were able to check in last minute with a very quick response- yay! The attention to detail in cleaning is unmatched and so appreciated. They actually dust all the places no one else seems to. Simple touches that go a long way in convenience: towel hooks in the bathroom, a stool by the door to place your things down while you keypad in, closet full of extra pillows and odds and ends. Mystic is beautiful and this was a perfect location. Very happy we had our own outdoor space as well. Will definitely recommend to others!
Top guest favourite
Cottage in Narragansett
5 out of 5 average rating, 82 reviews

Great Island Water View Cottage

KarenRating, 5 stars3 weeks ago
We loved our stay here! The house was impeccably clean, comfortable, and we enjoyed cooking-in with the locally sourced produce and seafood from the area (the kitchen was well set up and had all the cookware we needed). The sunset/water views from the deck and living room were beautiful. Our host was outstanding and responsive, and the directions for access and use of the space were clear. We would highly recommend them if you are looking for a peaceful place out on the point, just minutes from the beaches.
Guest favourite
Cottage in Narragansett
4.96 out of 5 average rating, 55 reviews

BEACH COTTAGE-NARRAGANSETT, RI (JEM) "OSPREY"

AnneRating, 5 stars1 month ago
We had a wonderful stay here and would come back a million times. The beds were comfortable, the ocean was in walking distance, and the place was sparkling clean.
Superhost
Cottage in Westerly
4.82 out of 5 average rating, 39 reviews

Entire Misquamicut Cottage

JuliaRating, 5 stars9 months ago
We booked Michael’s cottage as overflow accommodations. Our 3 adult children were visiting and we are in a small apartment while our house is under construction. The cottage was so much more comfortable than our place, we ended up having all our family dinners there, on the deck in the sunshine and inside when the weather turned cooler. It worked out perfectly.

Quick stats about cottage rentals in Westerly

  • Total rentals

    10 properties

  • Nightly prices starting at

    ₹5,138 before taxes and fees

  • Total number of reviews

    1.1K reviews

  • Family-friendly rentals

    10 properties are a good fit for families

  • Wifi availability

    10 properties include access to wifi

  • Popular amenities

    Kitchen, Wifi and Pool

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