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Compare 299 Vacation Homes in Weston with updated reviews, rates, and availability.

Lower Lvl Private 2BR/1BA Family/Pet Friendly

10.0 out of 10, Exceptional, (116)
"We had a great time staying in this property. It offers more amenities than if staying in a hotel, and at a reduced cost. Communication with owner was excellent, would highly recommend, and would definitely stay again."
Lower Lvl Private 2BR/1BA Family/Pet Friendly

Lakehouse, Private Beach, Kayaks, FirePit, Gym, Movie Room, Pool Table, Air Hock

9.6 out of 10, Exceptional, (80)
"Thank you for allowing us to reside at your beautiful property. We appreciate your expedited communication & commitment to quality. We thank Jehovah for a safe enjoyable trip & as we return back to Atlanta, GA. "
Lakehouse, Private Beach, Kayaks, FirePit, Gym, Movie Room, Pool Table, Air Hock

Waterview House Walking Distance from Cove Beach

9.0 out of 10, Wonderful, (18)
"This was a late holiday gathering of family members from St. Louis and Rye New York. Great and easy spot to get to. Pretty setting with the water view. I am sure in warmer seasons it be great spot for all the outside amenities. Six adults and one baby. Space nice set up. "
The price is SAR 1,899
SAR 3,759 total
includes taxes & fees
16 Jan - 17 Jan
Waterview House Walking Distance from Cove Beach

Candlewood Lake - Family Getaway with direct lake access. 3775 sqft home.

10.0 out of 10, Exceptional, (16)
"My time spent at the lake house with my family was unforgettable. Nestled along the serene shoreline, the house offered stunning lake views from every window. Mornings began with coffee on the spacious deck, watching the sun rise over the water. Days were filled with family fun. The house itself was cozy yet modern, with plush furnishings, a crackling fireplace, and a fully-equipped kitchen where we cooked meals together. Evenings were spent playing board games, hanging out by the fire pit. It...
Candlewood Lake - Family Getaway with direct lake access. 3775 sqft home.

Cheerful 4 bedrooms residential house.

9.8 out of 10, Exceptional, (25)
"Great communication and accommodations from the host. We were in town for a concert and the location couldn't have been better! Would recommend this stay for anyone looking within the area."
Cheerful 4 bedrooms residential house.

New Beach Home near Stamford Downtown/Shippan

10.0 out of 10, Exceptional, (17)
"We had a great time and it was a very spacious and clean location "
The price is SAR 1,378
SAR 3,098 total
includes taxes & fees
15 Jan - 16 Jan
New Beach Home near Stamford Downtown/Shippan

Direct Lakefront Living - Floating Dock, Boat Watching, Kayaks, & EV Charger

9.8 out of 10, Exceptional, (27)
"Our family's stay at Helen and Richie's property for the holidays was perfect. Waking up to views of the lake every morning, watching flocks of birds travel on the water and being surrounded by nature was all we could ask for. The house has all amenities provided in the kitchen, bathrooms etc. Location is convenient near shops, grocery, and restaurants in New Fairfield. The hosts were very responsive in communication and I appreciated them providing everything we needed. "
Direct Lakefront Living - Floating Dock, Boat Watching, Kayaks, & EV Charger

Coastal Retreat: Charming 3-Bedroom Fairfield Townhouse nr Beaches & Town Center

9.8 out of 10, Exceptional, (17)
"This place was super clean and exactly as described. "
Coastal Retreat: Charming 3-Bedroom Fairfield Townhouse nr Beaches & Town Center

Traveling Nurse or Business Professional

10.0 out of 10, Exceptional, (7)
"The neighborhood was clean, upscale, and beautifully kept. It came with Candlewood Beach access. The second story suite was gorgeous, clean, and well apportioned. The bed was comfortable. The whole house was well maintained and a wonderful,"homey" feel to it. The Hostess was friendly, cheerful, and very accommodating. The house is on the hillside leading to Lake Candlewood. As can be imagined, the views from the windows were outstanding."
Traveling Nurse or Business Professional

Bright Stylish Chic 4BR 4BA Home Pet Friendly!

10.0 out of 10, Exceptional, (93)
"Dierdre's home was a perfect spot for our family Thanksgiving. Well located, well stocked, and very well cared for!"
Bright Stylish Chic 4BR 4BA Home Pet Friendly!

Modern 3 Bdrm Home w/ Parking, Park Views, Backyard, King Bed | Near...

9.2 out of 10, Wonderful, (5)
"It’s nice to have a place for our family of 5 that actually fits us all. Plenty of space and very clean. Thanks "
The price is SAR 668
SAR 1,617 total
includes taxes & fees
16 Jan - 17 Jan
Modern 3 Bdrm Home w/ Parking, Park Views, Backyard, King Bed | Near...

Lakehouse, Boat Dock, Kayaks, Fire-Pit, King Bed, 1 Hour & 15 Min from NYC etc!

9.2 out of 10, Wonderful, (7)
"We had a wonderful time. Quiet and pleasant "
Lakehouse, Boat Dock, Kayaks, Fire-Pit, King Bed, 1 Hour & 15 Min from NYC etc!

Beautiful Fairfield Beach Area home, 5 minute walk to beach, town & train

10.0 out of 10, Exceptional, (11)
"This was our 2nd stay and everything was fantastic once again! Highly recommended!!"
Beautiful Fairfield Beach Area home, 5 minute walk to beach, town & train

Beautiful 5 bedroom Darien house with pool

Beautiful 5 bedroom Darien house with pool

171 Broadway · Renovated House Steps Away From The Ocean

8.4 out of 10, Very Good, (8)
"**Overall lowest experience of all vacation rental experiences** Pros: - Out-of-season pricing (in-season is total rip-off), - Relatively clean - Safe community - Comfortable beds - Decent bathrooms - Good AC (except for noise - see below) Cons: - Front & Rear door locks both beeped and auto unlocked at the same time at midnight on the last night - Cheap shades in bedrooms didn't fully cover windows - Under-furnished. Despite red flags in reading reviews & owner responses on there not being...
171 Broadway · Renovated House Steps Away From The Ocean

Spacious Family Home

The price is SAR 1,502
SAR 3,133 total
includes taxes & fees
12 Jan - 13 Jan
Spacious Family Home

Minutes to Walnut Beach, newly renovated 3 bedroom home

10.0 out of 10, Exceptional, (2)
"Cute little place that was perfect to walk to the wedding venue. Communication with the host was perfect and very helpful."
Minutes to Walnut Beach, newly renovated 3 bedroom home

Seaview Ave House-4BR/8PPL Retreat

9.8 out of 10, Exceptional, (7)
"I cannot express how beautiful this home is. Much more beautiful and spacious in person. My family and I stayed over Thanksgiving and were so thankful we did. There were 5 of us: 4 adults, 1 child and a fur baby. And there was still space for more! The home is beautifully decorated and everyone felt like they had enough privacy and space. We loved the living area. I brought my utensils, pots and pans to prepare the feast but I did not need it. The house was stocked with everything you can...
Seaview Ave House-4BR/8PPL Retreat

Stunning direct waterfront beach house!

10.0 out of 10, Exceptional, (6)
"My wife and I, our Son and his three teenagers had a wonderful week at this well appointed home right on the Beach! It was well outfitted with all the accomodations you could want for a great time. We have stayed at many Vrbo's, and most are run like a business, with limited supplies and accomodations. This property was supplied with everything as if it was our own place! Beach chairs, beach towels, fire pit with wood to burn, a fully equiped kitchen, extra suppliers, etc.The pictures are...
Stunning direct waterfront beach house!

Beach Cottage on the Harbor!<br>

10.0 out of 10, Exceptional, (3)
"The house was gorgeous, welcoming and a joy to stay. The owners really thought of everything and had everything we needed. I loved drinking coffee on the front porch and watching the boats and swans. Beautiful area to bike and explore. "
Beach Cottage on the Harbor!<br>
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, (36)
"beautiful cottage with all the amenities you need.. charming historic property.. would highly recommend "
The price is SAR 732
SAR 1,123 total
includes taxes & fees
12 Jan - 13 Jan
Adorable 1-Bedroom Cottage in Weston, CT

Stamford Suites

3.0 star property
6.8 out of 10, (773)
"It was in walking distance of the event we were going to."
The price is SAR 763
SAR 877 total
includes taxes & fees
22 Jan - 23 Jan
Stamford Suites

DUNE Fairfield Beach

3.0 star property
8.8 out of 10, Excellent, (46)
"Place was clean and comfortable. Some nights were louder than others with by passers from the bar next door. Otherwise pleasant visit. Could not get in the first night. Needed to get another hotel stay. Was not able to reach anyone."
The price is SAR 857
SAR 1,192 total
includes taxes & fees
14 Jan - 15 Jan
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.