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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.

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A serene beach view features soft sandy shores leading to calm waters. A small wooden bench is positioned in the foreground, while a sailboat glides gracefully on the horizon. Gentle waves can be seen lapping at the shoreline under a clear blue sky.

Home in Woodmont

4.92 out of 5 average rating, 26 reviews

Light-filled Beach House Steps from the Sand

FayeRating, 5 stars20 months ago

Mougeh's place is a lovely home with ample space, toys, books, games for entire family, within walking distance to the beach, and four mile drive to all shopping needs. The reason for the three star rating given in the "clean house" question was because when we arrived we noticed dog hair in the living area. We contacted the host and immediately the next day the cleaning service arrived and cleaned it. We were refunded the cleaning fee. Mougeh is very caring and responsive to her guests's needs.

The open concept living room features cedar cathedral ceilings and large windows allowing for natural light. A fieldstone fireplace is centered against a wooden wall. Soft seating options include a three-seater sofa, a lounge chair, and a daybed. A light area rug covers the floor.

Chalet in Carmel Hamlet

4.97 out of 5 average rating, 65 reviews

Secluded Lakefront Chalet-Firepit&yard Dogfriendly

ElizabethRating, 5 stars1 month ago

What can I say? This is my 2nd time renting Wylda’s place in a matter of 3 weeks 😂 Absolutely LOVE this home. The most peaceful, beautiful and unique home/location in the area. I’m sure I’ll be back in the near future, and will continue to recommend this place to friends and family visiting the area.

A lakeside retreat is nestled among lush greenery, featuring a spacious deck with blue seating. A gentle slope leads to the water's edge, where a small area is provided for relaxing. A large tree casts shade over the grassy yard, enhancing the natural setting.

Home in Putnam Valley

4.97 out of 5 average rating, 59 reviews

Waterfront Lake House

EricRating, 5 starstoday

Brian was such a great host, extremely responsive to any questions, and his place is amazing. Views of the lake are scenic, and the house was immaculate and well equipped with everything you would need. Would highly recommend - my wife and I (and our corgi) had a great time.

Top guest favorite

A well-lit wooden deck features comfortable seating arrangements with padded chairs, perfect for relaxation. Soft lights illuminate the space, creating a welcoming atmosphere. A protective railing borders the deck, with a view of a privacy fence in the background.

Home in Milford

5 out of 5 average rating, 101 reviews

Steps2Beach, Fish Pond w/Tropical Backyard Oasis!

PatrickRating, 5 stars2 months ago

Rented this for six weeks while working in the area, was perfect. I enjoyed it very much. Lots of space everything you could possibly need even down to the toothpaste and brushes, you could seriously just show up completely unprepared and you would have an excellent stay. If I am back in the area for long term again this will be my first search.

A charming guesthouse is illuminated by a warm light above the door, showcasing its well-maintained exterior. The inviting entrance features a single door and multiple small windows, framed by greenery and a pathway leading to the entrance.

Guesthouse in Westhampton Beach

5 out of 5 average rating, 3 reviews

Summer retreat cottage in WHB

DanielleRating, 5 stars9 months ago

Deborah’s place was perfect for our needs! It was a charming guesthouse that fit me, my husband, and baby very comfortably. Deborah was even so kind as to set up a pack-and-play for our baby to sleep. Her instructions were clear and she was extremely responsive when I had questions about her home or Westhampton. All in all I highly recommend this Airbnb and would stay there again in the future!

Vacation rentals for every style

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Unique stays

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Popular amenities for Weston vacation rentals

Free parking on premises

Air conditioning

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

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 stars3 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

Home in Putnam Valley

4.97 out of 5 average rating, 77 reviews

Crystal Wave LakeHouse

LauraRating, 5 stars2 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!

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.

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!

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 stars1 week 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!

A serene waterfall cascades over rocky terrain, surrounded by lush greenery. Tall trees and vibrant foliage frame the scene, enhancing the natural beauty of the area. Gentle movements of the water create a calming effect, reflecting sunlight in the peaceful setting.

Apartment in Beacon

4.85 out of 5 average rating, 105 reviews

Lovely 2 bed, 2 full bath. & private yard getaway

TylerRating, 5 starstoday

Plenty of space, great for traveling with dog, really close to some great trails, and Beacon is a great little city.

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 stars1 week 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.

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, 484 reviews

Great little place just for a couple

AllaireRating, 5 stars1 week ago

We had a great time staying with Marina. The space was so clean and the perfect size for two adults and our senior pup. The outdoor space was beautifully landscaped and the beach was only a 5 minute walk. We would definitely come back!

Home in Yonkers

4.95 out of 5 average rating, 22 reviews

Sweet & cozy house

Lauren LeeanneRating, 5 stars2 days ago

Hilda was the most amazing host. The house was beautiful. We were over from Ireland doing a show and it was the perfect place to rest after a hectic week. Stunning, clean and had everything and more. Even small things like toothpicks, toothpaste etc. Just amazing. The price was great too. I feel like Hilda doesn’t overcharge like a lot of places in NYC. I quite honestly would love to return!

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 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!

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