Vacation rentals in Weston

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Popular amenities for Weston vacation rentals

Stay near Weston's top sights

Devil's Den Preserve32 locals recommend
Tusk & Cup Fine Coffee10 locals recommend
Nod Hill Brewery8 locals recommend
Caraluzzi's Georgetown Market7 locals recommend
Wire Mill Saloon & Barbeque7 locals recommend
Village Market7 locals recommend

Other great vacation rentals in Weston

Superhost
A stylish lobby area features large glass walls allowing natural light to flood the space. Lush greenery is displayed in various decorative pots, enhancing the vibrant atmosphere. Comfortable seating is arranged on a patterned rug, providing a welcoming environment for guests.
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
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 stars2 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!
Top guest favorite
A sunlit sunroom features large windows that provide views of the surrounding greenery. Comfortable seating is arranged around a wooden coffee table, which is adorned with plants and decorative items. Light-colored furnishings complement the blue area rug, creating a relaxed atmosphere.
Cottage in Guilford
4.99 out of 5 average rating, 136 reviews

"Red House on the Knoll" at Indian Cove

MaryRating, 5 stars2 weeks ago
My family and I loved staying at Gail’s place! We grew up in Madison and were back for a visit. It was such a great place and allowed us to re-live many fond memories of growing up in the area!
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, 485 reviews

Great little place just for a couple

PaulRating, 5 stars4 days ago
The property was cozy and clean with great graden sitting are and almost everything you could need. Only qualm was that the property was advertised to have a fence but there isn’t one, there is a hedge but not a gate to make an enclosed space for a dog. This isn’t a huge deal because the beach is so close and great for walks just a minor disappoint other than that the place is incredibly cozy and we would be happy to stay here again
Guest favorite
Home in Yonkers
4.96 out of 5 average rating, 24 reviews

Sweet & cozy house

AndyRating, 5 stars5 days 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 charming beachside home is showcased, featuring a wrap-around porch with seating. The sandy beachfront extends along the water's edge, and a clear blue sky overhead enhances the coastal atmosphere. Nearby houses are visible, offering a sense of community along the shore.
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 gym, over 40 homes with wifi, over 10 homes with a bbq area, over 40 homes with air conditioning, 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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