Holiday Rentals in Weston

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Holiday Rentals in Weston

The Mansion Hotel-style
4.5 star property
8.0 out of 10, Very good, (6)
"Super clean, our host was a great, we felt valued and welcomed. 100% we will be staying at The Mansion Hotel. "
United States
Maslah
The price is €145
includes taxes & fees
4 Nov - 5 Nov
The Mansion Hotel-style
Renovated 2BR Retreat / Modern Comforts Included
10.0 out of 10, Exceptional, (2)
"My stay was comfortable for an over night stay after family celebration. I would definitely use this unit again if I travel without a senior person. My suggestion is to clearly identify the unit regarding the stair climbing for prospective renters for the second and third floor. Thank you,"
United States
Magalie L.
The price is €258
includes taxes & fees
4 Nov - 5 Nov
Renovated 2BR Retreat / Modern Comforts Included
Business or Weekend escape
9.2 out of 10, Wonderful, (51)
"Loved all the different things on the walls, the only negative thing i have to say is that the driveway was very narrow and hard to park my truck in with others parked on the street."
United States
Jeffrey S.
The price is €126
includes taxes & fees
4 Nov - 5 Nov
Business or Weekend escape
New One Bedroom Apartment Centrally Located in Southbury
9.8 out of 10, Exceptional, (16)
"Excellent stay !!!! Everything was perfect. Communication was phenomenal.!!!!"
United States
daniellle
The price is €108
includes taxes & fees
16 Nov - 17 Nov
New One Bedroom Apartment Centrally Located in Southbury
Charming & Private 1-bed & 1 ba ,sleeps 2, on 1st floor of a 5 bed 3ba House,
9.0 out of 10, Wonderful, (2)
"The house was very clean. Rudolph and his son were very personable and welcoming. Very much enjoyed our stay."
United States
Alex C.
The price is €175
includes taxes & fees
9 Nov - 10 Nov
Charming & Private 1-bed & 1 ba ,sleeps 2, on 1st floor of a 5 bed 3ba House,
Sunny & Spacious 2BD, 1BA WFH Apt-Huge Yard & Patio
10.0 out of 10, Exceptional, (1)
"A very nice, easy, clean upper level unit. Very comfortable and easy to stay. Room for our family move and enjoy the area! "
United States
Chad L.
Sunny & Spacious 2BD, 1BA WFH Apt-Huge Yard & Patio
Private Apartment in Southbury 101
9.4 out of 10, Exceptional, (6)
"Great stay. Clean, open space, easy access, and a nice pond in back to bring the dog. Would come back again."
United States
Rooster D.
The price is €257
includes taxes & fees
5 Nov - 6 Nov
Private Apartment in Southbury 101
Renovated 2 bedroom entire apartment w/parking
10.0 out of 10, Exceptional, (1)
"Good location and great landlords."
United States
Ricardo S.
The price is €220
includes taxes & fees
5 Nov - 6 Nov
Renovated 2 bedroom entire apartment w/parking
2BR, 1 BA, and Kitchenette in Lakeside Home in Greenwich with private dock.
9.6 out of 10, Exceptional, (20)
"Perfect place to rest. Excellent service! "
Mexico
Lucymar
The price is €182
includes taxes & fees
9 Nov - 10 Nov
2BR, 1 BA, and Kitchenette in Lakeside Home in Greenwich with private dock.
The Blue Sapphire: Modern & Stylish 2BR w/ 2 King Beds & Full Kitchen
8.0 out of 10, Very good, (1)
"It was clean "
United States
Burton
The Blue Sapphire: Modern & Stylish 2BR w/ 2 King Beds & Full Kitchen
DUNE Fairfield Beach
3.0 star property
9.0 out of 10, Wonderful, (75)
"Great stay"
Canada
Gilles
DUNE Fairfield Beach
Orange & Groovy Stylish Amphitheater, Park, Metro North, Ferry All 2-10min walk
9.0 out of 10, Wonderful, (6)
"My daughter and I stayed here for two nights. We drove from Philadelphia, PA to see a Conan Gray concert on Friday night. The apartment was absolutely beautiful! There were two huge water bottles in the refrigerator, snacks to hold us over until we could get our own food, and all kinds of small amenities (toothbrushes, toothpaste, ear plugs, q-tips, shampoo, conditioner, etc). The apartment was spotless and beautiful, and the bed was the most comfortable bed my daughter and I have ever slept on....
United States
Lisa
The price is €204
includes taxes & fees
7 Nov - 8 Nov
Orange & Groovy Stylish Amphitheater, Park, Metro North, Ferry All 2-10min walk
Gem by the water - Charming 2-bedroom house in fabulous Stamford with AC, WiFi
10.0 out of 10, Exceptional, (5)
"Exceptional space for our needs. We’d absolutely book again if the opportunity arises. Maritza was communicative and everything was easily accessible"
United States
Joanne
The price is €292
includes taxes & fees
7 Nov - 8 Nov
Gem by the water - Charming 2-bedroom house in fabulous Stamford with AC, WiFi
Private Apartment in Southbury 103
10.0 out of 10, Exceptional, (2)
"The host was amazing! We had no problems at all whatsoever. "
United States
Manduella F.
The price is €260
includes taxes & fees
1 Dec - 2 Dec
Private Apartment in Southbury 103
Beach Apartment in Woodmont Milford
2.0 star property
9.0 out of 10, Wonderful, (2)
"Beach location is perfect and the interior of this unit is immaculate and brand new. Communication with the owner was good and extremely responsive. Lots of stairs not a problem for us and exterior not well lit for arrivals in the dark. There is off street parking. "
United States
Joanna T.
The price is €359
includes taxes & fees
4 Nov - 5 Nov
Beach Apartment in Woodmont Milford
Marine Theme - 4 BR - Backyard - Fire pit
9.8 out of 10, Exceptional, (7)
"We were in town for a short stay and everything was very nice"
United States
Kevin B.
The price is €368
includes taxes & fees
4 Nov - 5 Nov
Marine Theme - 4 BR - Backyard - Fire pit
Beechmont - Perfect for Family Retreat!
5.0 star property
The price is €977
includes taxes & fees
6 Nov - 7 Nov
Beechmont - Perfect for Family Retreat!
Peaceful apartment on 3.5 acres w/ artist studio.
9.6 out of 10, Exceptional, (19)
"This adorable cottage attached to the main house was fabulous for my wife and I for 4 nights! It has a little kitchen, space heaters everywhere (us southerners can’t handle the New England winters like we used to!) and was very clean! We have never stayed in an attached rental before and I would say we would be open to exploring more because of our experience! "
United States
Mike M.
The price is €172
includes taxes & fees
5 Nov - 6 Nov
Peaceful apartment on 3.5 acres w/ artist studio.
Charming Colonial for Events! – Perfect for Family Reunions and Group Getaways!
9.6 out of 10, Exceptional, (4)
"Extremely clean and well prepared home stocked with items we may need. Plenty of space for all guests. Comfortable beds. Felt safe with the use of electronic keypad entry and security system. Very well maintained. Historic feel with modern amenities. Great location in regards to where we needed to be. Able to communicate with host who assisted in accommodations. Plenty of parking. Lovely place. "
United States
natalie c.
The price is €1,229
includes taxes & fees
4 Nov - 5 Nov
Charming Colonial for Events! – Perfect for Family Reunions and Group Getaways!
Bright Escape, Top-Rated Design, Fire pit, Near Beach
10.0 out of 10, Exceptional, (10)
"This house is adorable! We rented it for our adult children and two grandchildren for our wedding weekend. The owner is excellent at communicating and providing information about things to do in the area. The house is immaculate and the sleeping quarters are perfect! I would definitely recommend this house for a family looking in the area and am keeping their information in my records for future use! Cannot say enough good things about the house and the owner!"
United States
Judy F.
The price is €445
includes taxes & fees
4 Nov - 5 Nov
Bright Escape, Top-Rated Design, Fire pit, Near Beach
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Weston Hotel Reviews

Find out more about Weston

Everything you need to know about Weston holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Weston holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Weston holiday 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 holiday 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 holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Weston holiday rentals we have selected for you start as low as €108 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 holiday 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 holiday.

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. 

Frequently asked questions

Can I find a holiday rental in Weston?

Yes, there are holiday rentals close to the most popular sights in Weston, or you can select a more secluded option if you're looking for a relaxing stay.

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

Beechmont - Perfect for Family Retreat!: This holiday home rental outside Weston is located near the airport, and has a private balcony, a terrace and air conditioning to put you at ease in your new surroundings. Kitchen amenities include a full-sized fridge, a dishwasher and a stovetop. You can relax into your holiday with a private garden and a selection of games.

How many holiday rentals are there in Weston?

Choose from 13 Expedia holiday rentals in Weston for a memorable holiday.

What’s there to see and do in Weston?

While exploring the area, visit family-friendly sights like Norwalk Maritime Aquarium, or get outside and enjoy nature at Lucius Pond Ordway / Devil's Den Preserve. Trout Brook Valley State Park Reserve and Westport Country Playhouse are a couple of places you'll find in the wider area.

What’s a holiday rental in Weston like?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Weston. Holiday rentals feature extras such as kitchens and laundry facilities so you'll feel right at home. If you're concerned about cleanliness, holiday rentals can offer a sense of security away from shared hotel lifts and busy lobbies while still allowing you the excitement and enjoyment of travel. You'll also find more space in a holiday rental than in a traditional hotel, which makes a holiday rental a popular choice for a family getaway.