Weston Vacation Rentals : Short-Term Rentals for 2025

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Vacation Rentals in Weston

"It was in walking distance of the event we were going to."

CA $272 total

includes taxes & fees

Feb 24 - Feb 25

Private beach nearby, sun loungers, beach umbrellas, beach towels

"Sweet location and they remodeled it nice. However, be warned the bar next door does loud live music and the whole building shakes. Would only reccomend to the young party crowd. Not ideal for families. The manager was nice and did try to offer a refund for a night. Not sure how many people want to hear music vibrating until 2am. Young me would not have cared. Sweet beach access"

CA $454 total

includes taxes & fees

Feb 11 - Feb 12

"Perfect location. Great service. Amenities pretty cool "

"No complaints. Stayed during the winter so ne er got the full experience with the lake but it was a great home."

"Great location right around the corner from everything. Comfy and clean furniture great sense of humor with decorations on the wall overall great experience 10/10 will definitely rebook"

CA $193 total

includes taxes & fees

Feb 11 - Feb 12

"Great space would be better if there were kuerig cups to go with the machine in the kitchen"

CA $459 total

includes taxes & fees

Mar 3 - Mar 4

On the beach, sun loungers, beach towels

"The Arts and Crafts home was more beautiful than the pictures reflected! We loved all of the details in the woodwork, hidden little corners, tons of space to spread out and wonderful places to gather together. Having recently sold our "family home" we were thrilled to find this home in which to have a mini- family reunion. The kitchen was incredibly well-stocked- from serving platters to garlic powder to paper towels...We had everything we needed. The gas fireplace created a beautiful focal...

"Wonderful little bungalow. Owners are really nice and responsive. House is well maintained, cleaned and better stocked than any other rental we've been in. Thank you!!"

"The house was beautiful and a perfect place for our family to be at while visiting our daughter who is a student at Yale. We saw the sunrise over the ocean from our bedroom window. Wish we found this sooner!"

"We had a friend group boardgaming weekend and this was perfect for our purposes. The table was large enough for our biggest games and the pool table doubled as a backup playing space. The race cars are a nice touch of whimsy too :-) Our only suggestion would be to replace the oversized, too-low chandelier over the table but really only a minor thing."

"The parking situation was a bit tricky because there was no good way to back in. Other than that, location was great - cute area! "

"If you pictured this property minutes from the historic district of Newtown it’s exactly that. The space brings to life the feeling of the rustic yet comfortable aspect of Connecticut. My adult son and teenage daughter were comfortable but thoroughly enjoyed the living room fireplace. This location is 10 minutes away from restaurants that will please most families with a mix of family to high end with a side of fancy. "

CA $277 total

includes taxes & fees

Feb 11 - Feb 12

"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...

"Everything was great except the key pad. Many times I couldn’t lock the house when I left and I couldn’t open it a couple of times. Otherwise the house is adorable, comfortable and clean. "

"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. "

"We had a small wedding with 16 guests and this was the perfect property for it! It had everything we needed and offered a lot of unique features that most properties don’t have. We had the best wedding weekend here and are so thankful! "

Fridge, microwave, dishwasher, coffee/tea maker

"The house was clean, comfortable, and kitchen was great. Only problem was stairs for my handicapped sister-too steep but possible. Manager very nice"

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Individually decorated, individually furnished, desk, laptop workspace

"I enjoy the stay here because of the cost, the area, and for having a quiet atmosphere. This is one of my go to places to shut everybody out."

CA $164 total

includes taxes & fees

Feb 16 - Feb 17

"Returned again to this hotel for a few days and what stood out was the efficient kindness of the front desk, staff and the excellent chambermaids cleaning of the room. "

CA $166 total

includes taxes & fees

Feb 11 - Feb 12

"This hotel was extremely accommodating. Front desk staff were at the top of their game. I only stayed one night before returning to the city (had an interview in area) but would recommend the property for longer stays. My room was upgraded. Room service was promptly delivered and staff in their department were very friendly. The room was head to toe clean. Mattress was comfy. Pillows were a bit too hard but it was not a big deal. Kudos to the crew! Will rebook again at the hotel! "

CA $275 total

includes taxes & fees

Feb 28 - Mar 1

Find out more about Weston

Everything you need to know about Weston vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Weston vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Weston vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Weston vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Weston. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Weston vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Weston vacation rentals we have selected for you start as low as per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Weston rentals

At Expedia, we put the best Weston vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Weston rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Weston vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Weston. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Weston Vacation Rental Travel Info

Number of vacation rentals	16
Popular accommodation	Weston private vacation homes
Known landmarks	Norwalk Maritime Aquarium, Ridgefield Playhouse and Jennings Beach
International airports	New York, NY (JFK-John F. Kennedy Intl.), Newark, NJ (EWR-Liberty Intl.) and New York, NY (LGA-LaGuardia)

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Frequently asked questions

Can I find a vacation rental in Weston?

Yes, there are vacation rentals close to well known attractions in Weston, or you can choose a secluded option if you want a relaxing place to stay.

What are some of the best vacation home rentals that Weston has to offer?

Lakehouse, Private Beach, Kayaks, FirePit, Gym, Movie Room, Pool Table, Air Hock: This vacation home rental outside of Weston is located on the beach and has a balcony, a garden, and a barbecue grill to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like a selection of games.

How many vacation rentals are there in Weston?

Choose from 14 Expedia vacation rentals in Weston for a memorable vacation.

What’s there to see and do in Weston?

Lucius Pond Ordway / Devil's Den Preserve and Trout Brook Valley State Park Reserve are a couple of lovely local spots to get outside and enjoy nature. Westport Country Playhouse and Levitt Pavilion are a couple of places you'll find in the larger area.

What’s a vacation rental in Weston like?

Vacation rentals are private properties you can reserve for a short or long stay in Weston. Vacation rentals feature extras like kitchens and laundry facilities so you'll be comfy for your stay. If you're concerned about a sanitized environment, vacation rentals can offer a sense of security away from shared hotel elevators and busy front desks while still allowing you to travel. You'll also have more space in a vacation rental than in a standard hotel, which makes a vacation rental an attractive choice for families.

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Weston Vacation Rentals

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Vacation Rentals in Weston

Stamford Suites

DUNE Fairfield Beach

Luxury Apartments by Hyatus at The Asher

Lakehouse; Kayaks, Grill, FirePit, Gym, Movie Room, Pool Table, Air Hockey etc!

Business or Weekend escape

Guesthouse at Norwalk Inn

Beach Front Arts & Crafts House With Gorgeous Views Of The Sound

BREATHTAKING BUNGALOW-HOME AWAY FROM HOME

Beautiful, Spacious, Beachfront Home - Perfect for Entertaining Family & Friends

Escape to a Celebrity Chef's Waterfront Lake House

Lakehouse Boat Dock, Kayaks, Fire-Pit, Pool Table, Air Hockey, Hammock, King Bed

Lake Cottage, Kayaks, FirePit, Grill & Deck, 1 hour & 15 Minutes to NYC!

Cozy Cabin @ Sticks & Stones Farm

Luxurious Riverside Ranch with Panoramic Views

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

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

Lake house cozy to relax with a family. 6 bedroom very spacious house.

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

Entertainers Dream, Candlewood Lake, Hot Tub,Disco,Theatre,Music studio..more!

Cheerful 4 bedrooms residential house.

Other types of properties in Weston you may be interested in

EVEN Hotel Norwalk by IHG

Amsterdam Hotel

Hyatt Regency Greenwich

Find out more about Weston

Weston Vacation Rental Travel Info

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Frequently asked questions