Search Cottages in Weston

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Compare 51 Cottages in Weston with updated reviews, rates, and availability.

Westport "Gold Coast" across from Southport beach
10.0 out of 10, Exceptional, (74)
"Peaceful, lovely, 2nd floor apartment located a short walk to the beach and close to amenities including dining, shopping, & entertainment."
Westport "Gold Coast" across from Southport beach
Lake Cottage 3 Private Beaches w/ Kayaks, 1 hour & 15 Minutes from NYC
9.4 out of 10, Exceptional, (75)
"We had such an awesome stay! Check in process was easy! Amazing scenery amazing adventure we had with our two furr babies!"
Lake Cottage 3 Private Beaches w/ Kayaks, 1 hour & 15 Minutes from NYC
Adorable 1-Bedroom Cottage in Weston, CT
10.0 out of 10, Exceptional, (26)
"The cottage has everything you need! Everything- very clean and cute! This owner is great and our family and dog love it!"
The price is AED 716
AED 1,114 total
includes taxes & fees
14 Jun - 15 Jun
Adorable 1-Bedroom Cottage in Weston, CT
Save an average of 15% on thousands of hotels when you're signed in
🔥Fairfield County Cozy cottage , super close great adventure
9.8 out of 10, Exceptional, (6)
"Comfortable house, not huge, but nicely decorated. Host was very quick to respond when I had trouble with door code. The only con for us was lack of handrails on steps to exterior doors (front and back). Otherwise a great place to stay."
🔥Fairfield County Cozy cottage , super close great adventure
The Carriage House at Rose Hill - Minutes to Yale! Dog Friendly!
10.0 out of 10, Exceptional, (2)
"My mother and i were so happy to check into this beautiful and relaxing place after a long day of travel. Abigails attention to detail and artistic flare in decor creates a unique experience. She was also extremely responsive and kind. It was moms first time at a vbro and so safety was key- this fit the bill. The beds were very comfy. Absoutely perfect stay , i would go back again!"
The Carriage House at Rose Hill - Minutes to Yale! Dog Friendly!
Sweet Dotti's Cottage on Candlewood Lake - 60M NYC
9.8 out of 10, Exceptional, (13)
"Perfect location for families with young children and pets to play in the water with limited boat traffic. Great yard with patios and fire pit for relaxing. Property manager was very responsive and great to work with. Would definitely stay again. Thank you for the great vacation memories!"
Sweet Dotti's Cottage on Candlewood Lake - 60M NYC
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!
Renovated Milford Beach home by Charles Island/Silver Sands Pk
10.0 out of 10, Exceptional, (2)
"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
10.0 out of 10, Exceptional, (2)
"John was a fantastic host - his home was the perfect solution for us for a few days while we were in the process of moving to the area and our home wasn't ready yet. Great communication with us prior to check-in, very responsive to our questions and needs at the beginning and throughout our stay. Home is as pictured in the photos with very nice touches throughout. Washer/dryer and dishwasher in great working condition. Location super close to Scotts Corners where there are nice local...
Historic Pound Ridge Cottage, 2 Beds, Fully Furnished
Beachfront Connecticut Retreat w/ Grill & Views!
9.6 out of 10, Exceptional, (5)
"the house and the beach were great! the owner was available for anything you needed. will be back!"
Beachfront Connecticut Retreat w/ Grill & Views!
Second floor cottage apartment located in a private community.
10.0 out of 10, Exceptional, (11)
"This was a great property - location was perfect and the hosts were so easy to communicate with. It was exactly as pictured and was a great stay!"
Second floor cottage apartment located in a private community.
Beachfront cottage located in the heart of Fairfield Beach!!
9.4 out of 10, Exceptional, (13)
"Perfect setting, great location! Cottage was very clean, updated. My family and I enjoyed our visit immensely! Even our dog enjoyed his beach walks! Loved being on the beach! The hosts Paul and Julie were very responsive to inquiries, thank you!"
Beachfront cottage located in the heart of Fairfield Beach!!
Adirondacks in Westchester
10.0 out of 10, Exceptional, (1)
"This location is gorgeous! I could just sit on the porch all day and look out at the trees, stream, and lake. It was a perfect get away from 2 days."
Adirondacks in Westchester
Lakefront Brewster Vacation Rental w/ Private Dock
Lakefront Brewster Vacation Rental w/ Private Dock
Sun and Fun on the beach!!
9.2 out of 10, Wonderful, (9)
"The location was perfect. House a little too close to next door neighbor. House was clean. We had good weather and the view of the Sound was lovely."
Sun and Fun on the beach!!
Lordship Stratford , Ct 2Bed/2bath professional home Steps to Beach/bluffs/ eat
Lordship Stratford , Ct 2Bed/2bath professional home Steps to Beach/bluffs/ eat
Come Home to Water views and a Private Beach
Come Home to Water views and a Private 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!
New Fairfield Home w/ Beach Access & Fire Pit
3.0 star property
9.0 out of 10, Wonderful, (2)
"Enjoyed our stay was clean "
New Fairfield Home w/ Beach Access & Fire Pit
Don't see what you're looking for?
See all available properties in Weston
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.

Other property types in Weston

Adorable 1-Bedroom Cottage in Weston, CT
10.0 out of 10, Exceptional, (26)
"The cottage has everything you need! Everything- very clean and cute! This owner is great and our family and dog love it!"
The price is AED 716
AED 1,114 total
includes taxes & fees
14 Jun - 15 Jun
Adorable 1-Bedroom Cottage in Weston, CT
Stamford Suites
2.5 star property
6.8 out of 10, (719)
"Not a bad stay overall. Nice location opposite the police headquarters and courthouse. Friendly staff. Brianna the hostess was very nice. The suite was very large. The only thing is that the carpet needs changing. The continental breakfast wasn't appetizing but there's food all around the area. But all in all it was an enjoyable stay."
The price is AED 559
AED 626 total
includes taxes & fees
19 Jun - 20 Jun
Stamford Suites
Business or Weekend escape
9.6 out of 10, Exceptional, (12)
"The place was clean. Very comfortable. He had refreshments in the fridge. 2nd time here. The host is very easy to get to answer from. We are coming back again soon."
The price is AED 294
AED 517 total
includes taxes & fees
12 Jun - 13 Jun
Business or Weekend escape
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.

Recent reviews of Weston hotels
Expedia verified reviews