
Vacation rentals in Weston
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Top-rated vacation rentals in Weston
Guests agree: these stays are highly rated for location, cleanliness, and more.
Vacation rentals for every style
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Popular amenities for Weston vacation rentals
Other great vacation rentals in Weston

Fully Renovated Rural Barn
My sister and I stayed at Kevin and Mina’s beautiful barn for 5 days. It was the perfect home base as we traveled through the neighboring towns on the Gilmore Girls trail. The house itself was specious, clean, well-decorated, and comfortable. It was great having the flexibility of enjoying the natural sunlight with the skylights open during the day and being able to sleep in a little with them closed overnight. Would definitely stay here again!

Private WHOLE HOUSE + Fenced Backyard+ Parking 4br
Andrea’s place is very clean, has everything we need. Beds are comfortable, kitchen and dining room are very nice. Our kids enjoyed the playground in the backyard so much. Andrea is always responsive. Thank you!

French Guest House in Waccabuc
Beautiful place! Very tranquil, wish we stayed for longer because the room was filled with books I would have loved to read :)

River Cottage in Weston, CT
Richard and Nicci’s place was incredibly peaceful and quiet. They are so friendly, even invited my dog and I over…while I chatted, he played with their Golden. There were several hikes nearby, and it was fairly close to restaurants and shopping. I highly recommend!

Stareway to Heaven
We were visiting Fairfield for our youngest son's graduation. We are a big family, all adult children. The house was everything we had hoped for - a beautiful, roomy, easy to use kitchen with a big dining table where we could enjoy each other's company. Rooms and beds for all that were so comfortable. The scenery this time of the year was amazing. As a big family, having a place to meet and spend time together is of utmost importance for us and we were able to accomplish this during our stay. Thank you!

Waterfront Getaway - Norwalk, CT
Loved our stay here! The apartment was very clean and comfortable, and had everything we needed. Excellent location - nice view and very walkable both to Sono and East Norwalk. Communication was easy and clear, thank you! Only thing I would note is that there is a flight of stairs to get to the entrance which was a little tricky with our luggage and stroller (we were traveling with a baby) - didn’t detract from how great our stay was, and would still book again despite that.

Guest Suite at Wisteria Gardens
We really enjoyed our stay at this adorable and cozy Airbnb. Our one-year-old loved seeing the chickens and goats, and we found the area peaceful. Everything about the Airbnb was excellent — clean, beautifully decorated, with lots of thoughtful touches.

New & Modern Studio Apartment in Fairfield
We were very happy here, the place was spotless and had all the important amenities to be comfortable and feel at home. Hosts were very responsive and communicative which was much appreciated. Very convenient location for a visit with family/friends in Fairfield.
Quick stats about vacation rentals in Weston
Total rentals
60 properties
Nightly prices starting at
ﺩ.ﺇ147 before taxes and fees
Total number of reviews
1.2K reviews
Family-friendly rentals
30 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with a pool
10 properties have a pool
Frequently Asked Questions
Are there pet-friendly vacation rentals in Weston?
Four-legged friends are welcome in Weston. Choose from more than 20 vacation rentals for guests traveling with pets.
Are there vacation rentals with a dedicated workspace in Weston?
Yes! Work meets play with ease at over 40 vacation rentals in Weston featuring dedicated workspaces. Stay connected and productive in your home away from home.
Do house rentals in Weston have a gym?
Absolutely! We offer over 10 house rentals with a gym in Weston. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Weston have air conditioning?
Absolutely! We offer over 40 house rentals with air conditioning in Weston. Enjoy a tailored experience with all the comforts you desire.
How much does it cost to stay in house rentals in Weston?
Experience the best of Weston with our house rentals, starting at about $40 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do house rentals in Weston have wifi?
Absolutely! We offer over 40 house rentals with wifi in Weston. Enjoy a tailored experience with all the comforts you desire.
What are the most popular amenities for House Rentals in Weston?
Enhance your stay in our House Rentals with the most popular amenities: over 10 homes with a gym, over 40 homes with air conditioning, over 40 homes with wifi, over 10 homes with a bbq area, and more. Indulge in the ultimate retreat, tailored to your preferences.
Are there family-friendly vacation rentals in Weston?
Weston has more than 30 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
Do house rentals in Weston have a bbq area?
Absolutely! We offer over 10 house rentals with a bbq area in Weston. Enjoy a tailored experience with all the comforts you desire.
Are there Weston vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 10 vacation homes with pools in Weston, available on Airbnb. Make a splash and soak up the sun in style!
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- Times Square
- Bryant Park
- Madison Square Garden
- Grand Central Terminal
- Empire State Building
- Columbia University
- Barclays Center
- Jones Beach
- Fairfield Beach
- Yale University
- Rye Beach
- Citi Field
- MetLife Stadium
- Yankee Stadium
- Gilgo Beach
- United Nations Headquarters
- Rye Playland Beach
- Statue of Liberty
- USTA Billie Jean King National Tennis Center
- Rockefeller Center
- Bronx Zoo
- Central Park Zoo
- Radio City Music Hall
- The Metropolitan Museum of Art