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Compare 50 Cottages in Weston with updated reviews, rates, and availability.

Cozy Cabin @ Sticks & Stones Farm

8.0 out of 10, Very Good, (1)
"This property was just what we needed when visiting the area. The rustic but peaceful setting is one we wish we could have enjoyed more of. We would have loved to have spent more time on property with a fire in the wood stove or relaxing by the brook out back. The mattresses were comfortable and we slept well. "
The price is AED 511
AED 889 total
includes taxes & fees
1 Jan - 2 January 2025
Cozy Cabin @ Sticks & Stones Farm

California cozy cottage/studio in the middle of the Greenwich

10.0 out of 10, Exceptional, (1)
"This VRBO was a pleasure! Host Olga was very accommodating. This was my first VRBO experience and I will definitely do this again. So much nicer than a hotel stay. It was a wonderful 5 days! I would highly recommend Olga and her California Cottage. "
California cozy cottage/studio in the middle of the Greenwich

Westport "Gold Coast" across from Southport beach

10.0 out of 10, Exceptional, (82)
"The property was perfectly located for my needs, nicely appointed, comfortable furnishings, spacious, nice light, and felt like home."
Westport "Gold Coast" across from Southport beach

Sweet Dotti's Cottage on Candlewood Lake - 60M NYC

9.6 out of 10, Exceptional, (14)
"Landscaping was spectacular and we enjoyed a beautiful view of the lake. Baths and bedrooms very clean. Plenty of charging ports. Terrible mold and mildew smell in lower level. Number of hazards noted, handrail missing on stairs, no lights on outdoor stairway, thermostat access by leaning over the stairs. The property needs a good deep cleaning."
Sweet Dotti's Cottage on Candlewood Lake - 60M NYC

🔥Fairfield County Cozy cottage , super close great adventure

9.8 out of 10, Exceptional, (7)
"Clean property, quiet neighborhood, great location. Close to Sacred Heart Univ."
🔥Fairfield County Cozy cottage , super close great adventure

Trendy 1 bedroom +loft apartment w/ parking

10.0 out of 10, Exceptional, (5)
"This was our home base while we explored NYC. The place was lovely and well-appointed. It’s almost a shame that we hardly spent any time there. Just in and out to sleep, shower and eat breakfast, then back to the commuter train into NYC. Found free unlimited street parking a few blocks from the train station. Appreciated access to laundry on our last morning to start the next leg of our trip with fresh clothes. "
Trendy 1 bedroom +loft apartment w/ parking

Beach cottage on private beach!

10.0 out of 10, Exceptional, (4)
"It was a very nice cottage. Great price for staying right on the beach"
Beach cottage on private beach!

Lake Cottage, Private Beach, Kayaks, FirePit, Grill, 1 hour & 15 Minutes to NYC!

9.4 out of 10, Exceptional, (87)
"The parking situation was a bit tricky because there was no good way to back in. Other than that, location was great - cute area! "
Lake Cottage, Private Beach, Kayaks, FirePit, Grill, 1 hour & 15 Minutes to NYC!

Adorable 1-Bedroom Cottage in Weston, CT

10.0 out of 10, Exceptional, (34)
"beautiful cottage with all the amenities you need.. charming historic property.. would highly recommend "
The price is AED 716
AED 1,103 total
includes taxes & fees
30 Dec - 31 Dec
Adorable 1-Bedroom Cottage in Weston, CT

Renovated Milford Beach home by Charles Island/Silver Sands Pk

10.0 out of 10, Exceptional, (3)
"Our family of 4 stayed comfortably. Towels and sheets were well stocked. We loved walking across to the beach. Our 10 year old could take our 5 year old. We biked on street and sidewalks to downtown Milford, public library, playground. We loved Pennys used books. It was such a relaxing trip and we will be back to stay at Susana's lovely place."
Renovated Milford Beach home by Charles Island/Silver Sands Pk

Historic Pound Ridge Cottage, 2 Beds, Fully Furnished

9.4 out of 10, Exceptional, (3)
"I spent 2 serene weeks here and hope to return some day! With modern creature comforts in the kitchen, the rest of this home is very rustic. If you are looking for peace and quiet, and are into drawing, cooking or reading books to the sounds of trees rustling and water flowing across the street, you will be in heaven here. For summer months, note that there is only a small portable AC unit in the sunroom. There are several fans and it was manageable in early summer, but I imagine it is quite...
Historic Pound Ridge Cottage, 2 Beds, Fully Furnished

Beachfront Connecticut Retreat w/ Views!

9.6 out of 10, Exceptional, (7)
"Just a wonderful beach cottage in a great spot that had all we needed"
Beachfront Connecticut Retreat w/ Views!

Second floor cottage apartment located in a private community.

9.6 out of 10, Exceptional, (14)
"What a lovely apartment hidden away on a private street. It is very clean and well-kept, and extra attention is given to making sure guests have what they need. Communication with hosts was easy and straightforward. We were very pleased with our stay. "
Second floor cottage apartment located in a private community.

Beachfront cottage located in the heart of Fairfield Beach!!

9.6 out of 10, Exceptional, (15)
"This is my third year staying at this property. I have friends that live around the area so it is a nice quiet private space to reconnect. Paul the host is always quick to respond to any concerns I may have while staying. My dog Angel is in heaven literally 5 steps to the water . The beach and people are so kind and friendly. Love it!"
Beachfront cottage located in the heart of Fairfield Beach!!

Bright Milford Beach House w/ Outdoor Shower

3.0 star property
Bright Milford Beach House w/ Outdoor Shower

Lakefront Brewster Vacation Rental w/ Private Dock

10.0 out of 10, Exceptional, (4)
"Felt relaxed from first step in the door! Wonderful view, comfortable beds, helpful management, great kitchen! Loved the heated tile floor in main bath! Lots of birds to enjoy with books and binoculars for identifying. "
Lakefront Brewster Vacation Rental w/ Private Dock

Sun and Fun on the beach!!

9.6 out of 10, Exceptional, (15)
"Very good place on the beach….and beach walking Paul communication was very timely"
Sun and Fun on the beach!!

South Salem Vacation Rental w/ Furnished Deck!

10.0 out of 10, Exceptional, (1)
"Everything was easy and fine at the space. I had to stay for family reasons - so "location" was the most important factor to me. The worst thing in the unit is that the spiral stair is narrow - and a fat person or person with bad knees is NOT going to be using that stairwell easily. Otherwise, the unit had everything I needed and was perfectly appointed for an easy weekend stay. Enjoy!"
South Salem Vacation Rental w/ Furnished Deck!

Charming West Haven Home - Walk to Beach!

3.0 star property
Charming West Haven Home - Walk to Beach!

Fairfield Cottage · Charming Fairfield Cottage By The Sea

10.0 out of 10, Exceptional, (31)
"What a wonderful find, and only an hour away from NYC. Fairfield CT is beautiful, friendly people, great restaurants, dog friendly, beautiful private beach, the list goes on and on. Thank you to Gerard for being so helpful, kind and always there to answer any questions, and give great recommendations. If you ever need a break from the city, this is the place to go to. Thanks again for such a wonderful holiday! We will be back."
Fairfield Cottage · Charming Fairfield Cottage By The Sea
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other property types in Weston

Adorable 1-Bedroom Cottage in Weston, CT

10.0 out of 10, Exceptional, (34)
"beautiful cottage with all the amenities you need.. charming historic property.. would highly recommend "
The price is AED 716
AED 1,103 total
includes taxes & fees
30 Dec - 31 Dec
Adorable 1-Bedroom Cottage in Weston, CT

Stamford Suites

2.5 star property
6.8 out of 10, (772)
"It was in walking distance of the event we were going to."
The price is AED 515
AED 592 total
includes taxes & fees
3 Jan - 4 January 2025
Stamford Suites

DUNE Fairfield Beach

3.0 star property
8.8 out of 10, Excellent, (44)
"Good communication and easy to check in and out. The blow dryer was broken. The internet kept going out; I dropped off a work call and had a hard time getting back on. Please fix the WiFi."
The price is AED 800
AED 1,291 total
includes taxes & fees
27 Dec - 28 Dec
DUNE Fairfield Beach
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Frequently asked questions

How much do cottages in Weston cost?
You’ll pay between AED 533 and AED 716 per night for cottages in Weston. No matter your budget, a wonderful stay is just clicks away on Expedia. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many cottages are there in Weston?
Pack your suitcase and pick from 50 cottages in Weston. Imagining a place where you can relax and stay in touch with nature? Expedia can help you find the ideal escape in only a click or two.
Why book your cottage in Weston with Expedia?
Booking a cottage in Weston is as easy as clicking on your travel dates and choosing an ideal place for a getaway in the outdoors. From upmarket retreats to low-cost properties and cottages that come with amenities like a kitchenette, Expedia has something for all tastes and styles. As for irresistible deals? We’ve have them as well!
How can I find cheap cottages in Weston?
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