Cottage vacation rentals in Watch Hill, Westerly

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Popular amenities for Watch Hill, Westerly cottage rentals

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 stars2 weeks 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 stars9 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 favorite
Cottage in Narragansett
5 out of 5 average rating, 224 reviews

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

JudelieRating, 5 stars3 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 favorite
Cottage in Woodstock
4.86 out of 5 average rating, 63 reviews

Lakefront Cottage Complete with Kayaks!

PauletteRating, 5 stars2 weeks ago
Absolutely loved the house on the lake. So well appointed, super clean, kitchen was totally equipped and the surrounding was beautiful and quiet. We highly recommend!
Guest favorite
Cottage in Ledyard
4.93 out of 5 average rating, 254 reviews

Lakeside cottage with beautiful views up the lake!

KerriRating, 5 stars3 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 stars3 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, 195 reviews

Romantic Beach Cottage Getaway - Non Smokers only

AdiRating, 5 stars2 weeks ago
Beautiful place on the water. Quiet, off the beaten path neighborhood. Super clean and comfortable!
Cottage in Old Lyme
4.82 out of 5 average rating, 224 reviews

Private Beach Cottage

GraceRating, 5 stars3 weeks ago
Great communication with host, beach within walking distance was so nice, overall good spot within 30 mins of mystic aquarium and Foxwoods casino

Pet-friendly cottage rentals

Guest favorite
Cottage in South Kingstown
4.93 out of 5 average rating, 43 reviews

Summer cottage East Matunuck, RI 

EileenRating, 5 stars3 weeks ago
Don’s place is amazing! The location is prime, less than 10 walk to the most beautiful beach with wonderful pavilion. Morning sunrise walk to the beach and sunset walk to the beach was just incredible! The deck was very peaceful and relaxing for my husband and me and our favorite furry child to hang out and enjoy the marsh ponds. Walking distance to great restaurants. As a runner, it was a beautiful place to run and loved that it was dog friendly. Don was extremely communicative and offered an early check in and late check out, which was so appreciative. We will definitely be returning. Highly recommend!
Guest favorite
Cottage in Narragansett
4.81 out of 5 average rating, 80 reviews

Lux Waterfront Cottage-Bonnet Shores, Narragansett

ErinRating, 5 stars2 weeks 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 favorite
Cottage in Fairhaven
5 out of 5 average rating, 63 reviews

Shell Cottage at West Island

MelanieRating, 5 stars1 month ago
I recently booked this lovely cottage on West Island in Massachusetts for a weekend getaway with my mother to celebrate her 80th birthday. From the moment we arrived, we felt welcomed and comfortable. The cottage was spotless, cozy, and thoughtfully equipped for a relaxing stay. Greg is a gracious and considerate host. He provided helpful suggestions for nearby walks and accessible ways to enjoy the beach—especially thoughtful given my mother's limited mobility. The surrounding area is peaceful and quiet, perfect for unwinding. The neighborhood is residential and the neighbors we encountered were friendly and kind. I wouldn’t hesitate to book this cottage again. It was a perfect setting for a special weekend.
Top guest favorite
Cottage in Waterford
5 out of 5 average rating, 21 reviews

Game Room-Mins to Beach&Boardwalk-Walk to Marinas

KatRating, 5 stars1 week ago
Enjoyed my stay in Erin's adorable cottage! Walking distance to great restaurants and the boardwalk. Would definitely stay again!
Guest favorite
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 favorite
Cottage in Tiverton
4.91 out of 5 average rating, 303 reviews

Beachfront Driftwood Cottage!

HeatherRating, 5 stars3 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 stars8 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!
Top guest favorite
Cottage in Ledyard
4.91 out of 5 average rating, 112 reviews

Mystic, CT Pet-Friendly Cottage with Hiking Trails

OliviaRating, 5 stars1 month ago
My sister, dog and I stayed at the cottage for the weekend and had a great experience! Erika is a wonderful host and the property is beautiful. The cottage itself was exactly as pictured. Breakfast in the inn, cooked with natural and organic ingredients, is an absolute must. The location of the inn is great as well, with direct access to the Lantern Hill trail (which our dog loved) and only a short drive from downtown. Would definitely recommend staying here!

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 stars1 week ago
Tradional type beach cottage. Location and private beach is perfect! It was very quiet!
Top guest favorite
Cottage in Westerly
4.94 out of 5 average rating, 82 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 favorite
Cottage in Stonington
4.96 out of 5 average rating, 76 reviews

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

ABIGAILRating, 5 stars1 week 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 favorite
Cottage in Narragansett
5 out of 5 average rating, 84 reviews

Great Island Water View Cottage

AvaRating, 5 stars2 weeks ago
Beautiful view of the water and sunset! Great place to come with friends and just a drive away from Newport!
Guest favorite
Cottage in Narragansett
4.96 out of 5 average rating, 56 reviews

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

KellyRating, 5 stars5 days ago
We had a great stay here! Loved house and decor! Being right across the street from the beach was perfection! We look forward to staying here again! The hosts are friendly and respond right away! Their family owned cafe is delish!
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.
Guest favorite
Cottage in Westerly
4.94 out of 5 average rating, 31 reviews

Salt Air for the Soul - Cozy Beach Cottage

JackieRating, 5 stars3 weeks ago
Stayed at Carries for a girls MDW getaway and it was exactly what we needed without being too much. Location was GREAT, close to beach, not too far from cute downtown Westerly or Watch Hill. Come peak summer months this is where you wanna stay for beach access! The house has all the basics and included linens which is a win for a RI listing! Def cannot fit more than 4 adults here comfortably and it was advertised appropriately. The yard and patio were great for our mini bbq badminton tournament. Sad we didn’t get to use the outdoor shower but happy the option was available. If you’re looking for a house with a lot of extras this may not be the place for you. However if you’re looking for a simple, clean, getaway where the house doesn’t matter as much and the location does, I would highly recommend Carries!

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