Cottage holiday rentals in Watch Hill, Westerly

Find and book unique cottages on Airbnb

0 of 0 items showing
1 of 3 pages

Popular amenities for cottage rentals in Watch Hill, 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.
Guest favourite
Cottage in Guilford
4.95 out of 5 average rating, 180 reviews

Luxury cottage by the sea with hot tub and pool

ElizabethRating, 5 stars1 month ago
Perfect spot for a quiet weekend getaway! We were able to go to Yale art museums for the day and then came back to check out the beaches. Definitely recommend the trip to Dockside Seafood and Grill in Branford for lobster pasta! The hot tub was also the best way to end the day with a peaceful beautiful view!! Would definitely go back again!
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 !

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 North Fork
4.97 out of 5 average rating, 154 reviews

Savor Blazing Ocean Sunsets at a Soothing Beachfront Haven

BrettRating, 5 stars6 days ago
Look no further! The Beach Cottage is beautiful, immaculate, private, and all things one would hope a vacation getaway would entail. This location feels “off the grid” albeit close to modern amenities/stores. Hope to be back soon!
Guest favourite
Cottage in Hebron
4.88 out of 5 average rating, 141 reviews

Welcome to The Holly at Amston Lake

ChristenRating, 5 stars4 days ago
We love it here! So peaceful and relaxing. Beautiful views of the lake and loved the walks and kayaking! This was our third stay. Jasmine and Jason are great hosts. There was an issue with the Keurig, and they came and replaced it with a brand new one the next day! Thank you Jasmine and Jason for a great stay!
Top guest favourite
Cottage in Shelter Island
4.97 out of 5 average rating, 108 reviews

Shelter Island Waterfront Getaway

CindyRating, 5 stars6 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!
Top guest favourite
Cottage in Guilford
4.94 out of 5 average rating, 268 reviews

The Cottage at Indian Cove

ChristineRating, 5 stars6 days ago
Cute and cozy home with lovely outdoor sitting area. Woke up to the sounds of the breeze and chirping birds! You can see the water from out the kitchen windows!
Guest favourite
Cottage in Windsor
4.9 out of 5 average rating, 191 reviews

In-law apartment in Farmington River Cottage

GaryRating, 5 stars3 days ago
Is a great place. Clean, comfortable. It is a basement apartment so the ceilings and doorways are lower than a normal house. I am 6 ft 5 in tall and I did not hit my head on the ceiling but the doorways were low where my hair would brush up. The bathroom sink and mirror were low also but all things were workable. I am NOT faulting her place at all. I am just tall. I will stay here again on my next trip to Connecticut. Elizabeth is nice and friendly. Once in a while you would hear the cat chasing the dog upstairs. but I just laughed at it. No noise was ever constant or non-stop. Slept very well. The early evening you would hear a train whistle way in the background almost like clockwork. Not disturbing, made it peaceful like you were in a small town country place. The river was nice. Hearing the river and wildlife was nice after a 10 hour workday. Highly recommend this for a stay. Only thing- wish the security light went on at 3am when I left. Hard to see going up the outside stairs.

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 stars4 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 Stonington
4.96 out of 5 average rating, 75 reviews

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

ABIGAILRating, 5 stars3 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!
Guest favourite
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!!!
Top guest favourite
Cottage in Guilford
4.99 out of 5 average rating, 102 reviews

Waterfront Joshua Cove Cottage with private beach.

ConnorRating, 5 stars2 weeks ago
Our 2 day stay at the cottage was just what we’d hoped for our wedding weekend! Annalisa was so responsive and accommodating. A wonderful host, such wonderful hospitality and an amazingly stunning private retreat! Would definitely return!
Top guest favourite
Cottage in Shelter Island
4.96 out of 5 average rating, 107 reviews

3 Bedroom Cottage Gem

MontagueRating, 5 stars5 days ago
Loved our stay! This is a gem of a house—it’s gorgeously decorated and equipped with everything you need to feel immediately at home. Shelter Island is one of my favorite places and this home made it feel all the more special. Thank you, Christopher!
Superhost
Cottage in North Kingstown
4.86 out of 5 average rating, 232 reviews

Beach Cottage by Newport-Water View-Walk to Beach

JudyRating, 5 stars8 months ago
Was a perfect home for a week for 3 of us, close enough to Newport and the airport. Such a darling beach house in a lovely neighborhood, great restaurants nearby and our host listed suggestions that were amazing. Very quiet and cozy, definitely hope to return.

Destinations to explore

  1. Airbnb
  2. United States
  3. Rhode Island
  4. Washington County
  5. Westerly
  6. Watch Hill
  7. Cottage rentals