Vacation rentals in Weston

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Popular amenities for Weston vacation rentals

Stay near Weston's top sights

Tusk & Cup Fine Coffee10 locals recommend
Nod Hill Brewery4 locals recommend
Wire Mill Saloon & Barbeque7 locals recommend
Village Market7 locals recommend
Peter's Weston Market6 locals recommend
Wilton Historical Society6 locals recommend

Other great vacation rentals in Weston

Superhost
An expansive outdoor area showcases a heated pool surrounded by wooden decking. Sun loungers and umbrellas are arranged around the pool, with colorful seating accents visible. Pathways meander through lush greenery, integrating seating and recreational spaces within the tranquil courtyard.
Apartment in Downtown Stamford
4.83 out of 5 average rating, 6 reviews

Sunny 1BR Apartment

JoanRating, 5 stars4 months ago
Clean , modern apt. Very easy to navigate with the technology. Staff very friendly and helpful. A bit noisy on street outside with traffic. Will definitely rent again with URBY, but request a courtyard side unit
Guest favorite
A bay window showcases three large panes, offering a clear view of the serene lake and lush greenery outside. A small decorative piece sits on the windowsill, emphasizing the bright, natural light that fills the space.
Home in Putnam Valley
4.97 out of 5 average rating, 78 reviews

Crystal Wave LakeHouse

LauraRating, 5 stars3 weeks ago
It was a great getaway for my adult children and 84 year old dad and 2 dogs. Big, comfortable and clean home. It worked for all of us. Kayaks and canoes were easy and convenient to use. Nice amount of bedrooms for everyone to have their own space along with a great communal kitchen/living/dining area. We’re hoping to go again, I would definitely recommend staying here!
Guest favorite
A wooden deck features two chairs and a small table, surrounded by lush greenery. The spacious backyard is visible in the background, with a variety of trees and shrubs providing natural shade.
Home in Beacon
4.92 out of 5 average rating, 97 reviews

Beacon 2BR house w/ backyard, easy walk to main st

SarahRating, 5 stars3 weeks ago
We stayed here for our wedding weekend and couldn’t have asked for a better experience! The house was cute, clean, and comfortable - exactly what we needed during such a busy and exciting time. We especially appreciated how close it was to everything; it made it so easy for us to get around without stress. Eva was wonderfully responsive and kind, answering any questions quickly and making sure we had everything we needed. It truly felt like a home away from home. We’re so grateful to have had such a great place to stay during such a special moment in our lives!
Guest favorite
The spacious kitchenette features modern appliances, including a refrigerator and a stove, set against rustic wooden beams and a brick fireplace. Natural light filters through the wooden windows, illuminating the inviting wood flooring and enhancing the open layout.
Cottage in Norwalk
4.94 out of 5 average rating, 68 reviews

Seaside Serenity: 2B 1B, Patio,Near Beach

AdamRating, 5 stars2 weeks ago
We had a wonderful stay at the cabin. It was a perfect size for our family and our son had a great time playing in the yard and the playground right next door. Our hosts were super responsive the couple of times we needed something. We'll definitely be back!
Guest favorite
A large beach house is visible, featuring multiple gables and a spacious deck with balcony. The facade is painted in light grey, complemented by white trim. In the foreground, sandy beach leads toward the house, framed by green grass and shrubs on either side.
Home in West Haven
4.95 out of 5 average rating, 19 reviews

Beach House steps from sand & Amazing Views

DonnaRating, 5 stars3 weeks ago
Beautiful home with lovely views. Great kitchen for cooking. We had 8 of us and the house was spacious and welcoming for the group.
Guest favorite
A shoreline is depicted with a mixture of smooth, round pebbles covering the sand. Gentle waves are seen rolling onto the beach, and a colorful sunset fills the sky, casting reflections over the water's surface.
Cabin in Rocky Point
4.89 out of 5 average rating, 486 reviews

Great little place just for a couple

MeganRating, 5 stars2 days ago
A wonderful spot and wonderful host. Everything was cheery and thoughtfully done. I knocked off a star for the price mostly because I wasn't anticipating how expensive it is to get around by Uber in the area, and to find an accessible grocery store - otherwise necessary to have a car. Ended up ordering UberEats... my mom was at another Airbnb down the road and the difference in how we were treated as guests was astronomical. Marina did not charge me for having my little dog, there was a little firewood for us to use, fresh coffee and tea, and all the amenities! Marina was also very responsive and kind, and left a very helpful note about whether the beach is public or not. 100% recommend. In contrast, my mom felt badly treated by the host, the place was poorly kept and she felt it was way overpriced in comparison to mine (Marina's). Good thing she was able to come here during the day, and we spent most of our time here, in the yard or the short walk to the beach.
Guest favorite
Home in Yonkers
4.96 out of 5 average rating, 24 reviews

Sweet & cozy house

AndyRating, 5 stars1 week ago
A wonderful place to stay with family. Clean and spacious, lots of amenities and extras with the place. Felt right at home, miles better than a hotel. Would recommend if you're looking for a comfortable and wonderful stay.
Guest favorite
A shaded porch is visible, featuring a round table with a floral tablecloth and several chairs. The tranquil ocean is seen in the background, while distant land can be discerned on the horizon. Soft light illuminates the space, enhancing the inviting setting.
Home in Woodmont
4.98 out of 5 average rating, 43 reviews

Beachfront paradise- come, stay, relax!

TheoRating, 5 stars4 months ago
we rented La Spiaggia in December, and while it's mostly going to be more beautiful and better in the summer (since it's a beach house) it was still perfectly fine in the winter; well insulated and with good strong heaters. speaking of the beach I can't stress enough of how close this place is to the water; I'm talking literally ten steps to the sand. I would certainly recommend the place as a great summer getaway!

Quick stats about vacation rentals in Weston

  • Total rentals

    60 properties

  • Nightly prices starting at

    $40 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 bbq area, over 40 homes with wifi, over 40 homes with air conditioning, over 10 homes with a gym, 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 house rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 10 house rentals with pools in Weston, available on Airbnb. Make a splash and soak up the sun in style!

Destinations to explore

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