
House vacation rentals in Weston
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Top-rated house rentals in Weston
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Popular amenities for Weston house rentals
House rentals with a pool

Nana-tucket Inn
We had an absolutely wonderful experience staying at this Airbnb! The home was impeccably clean, cozy, and well-stocked with everything we could possibly need. The host's attention to detail was evident in every corner, from the kids' toys to the thoughtful touches like snacks, coffee, and local guidebooks. The location was perfect—peaceful and quiet but still close to shops and restaurants. I especially loved relaxing in front of the fire and enjoying the serene surroundings. The host was incredibly responsive and went above and beyond to ensure our stay was seamless, offering great tips about the area and checking in (without being intrusive). I highly recommend this spot to anyone visiting North Andover or the greater Boston area.

Villa with private Pool in Boston's Elite Enclave
Serge was helpful with marathon weekend details and was very responsive. House is as described, quite spacious and easily sleeps 8 adults. The game room includes billiards, darts, a massage chair, and 3 comfortable theater chairs. The kitchen is fully equipped with everything needed to prepare large family meals. It’s a 30 minute walk to the Newton Center green line train stop, which is recommended for transportation to and from downtown Boston. The price was a little high, but everything in the area was increased for marathon weekend. Would recommend.

Large Pool, Nature Trails, Redd's Pond, 4-Bed
Everything was as listed and very responsive and great host. The property was in a very nice and in a great town. We enjoyed our time there.

Hopkinton Mass 3+ Bedrooms - Great location!
Six of us stayed over the weekend. We were very comfortable and Brad was very helpful and responsive. House had everything that we needed. Brad is a great host. Would 100% recommend a stay.

Courtyard Garden | Pool | BBQ+Fire Tbl | Fireplace
booked this charming property in Worcester as a convenient spot to visit my son, who attends college nearby, and for family weekend at Boston University, where my daughter just started school. Hotels in Boston were priced from $600 to $1,200 per night, so finding this home was ideal. I brought along my elderly mother, who is in the early stages of Alzheimer’s, and I was hoping for a place that would feel like a true home—a space where we could spend quality time together in the evenings and early mornings. This home exceeded our expectations. The description was spot on, and the space was everything we needed and more. I especially enjoyed sitting outside by the fireplace each morning for my prayers and reflections. The rooms were fantastic, and watching our football game on Sunday night on the "big screen wall" was a highlight. Many thanks to the hosts for providing such a welcoming and memorable place for our family.

Beautiful Spacious 4BRM House!
Maxine anticipated every possible need and so much more available. She went beyond any host I have ever stayed with and I travel quite often. I highly recommend Maxine's place

Cedar Ridge: House or House+Apartment
We love the house! It’s spotless (very clean), very comfortable and super peaceful in a beautiful location! Highly recommend!

Sanctum by the Lake
We really enjoyed staying here. Worked great for our family of five plus two grandparents, the one room is off to one side of the house. We used it for Boston plans, as it was more affordable than staying directly in Boston. About 50 mins into downtown. We also really enjoyed it as an opportunity to get to beautiful Maine coastal towns in just over an hour. The hot tub was clean and in great shape. Would stay here again.
Weekly house rentals

Spacious waterfront free parking &Wi-fi
Had a wonderful stay here, perfect location and was able to enjoy the sounds of the ocean the entire time. Would definitely recommend staying here and I’d look forward to being here again in the future. Thank you so much!

2 Bedroom Beach Bungalow, Steps from the Beach!
Out of the Airbnbs I’ve stayed at, this one has been my favorite! Sharon was very accommodating, left the best personal touches, and was so friendly and welcoming. Highly recommend this place for you & your loved ones

Entire House Near South Shore Hospital/Whole Foods
My groups stayed at Trang’s home for 2 night and our stay was perfect. The home was exactly as pictured in the listing and was very clean and spacious. Check-in instructions were straight forward and easy to understand. Would definitely stay again in the future if we ever find ourselves in the area.

“Salty Girl” Plum Island, MA
Another amazing stay at Salty Girl! Erin’s home is spotless and calm and inviting. There were so many small touches to make a family’s stay easy like a toy drawer, step stool in the bathroom, and stuffed animals for the kids in the bunk room! Truly so thoughtful. The location couldn’t be better with an easy walk to the bay and beach. Really peaceful surroundings. Thank you! We can’t wait to return!!!

Beach Bums' House - Perfect for Families & Friends
This is an older ranch with a spacious kitchen and super comfortable beds. A beautiful beach is steps down the road. It is the first house off the highway, so you may hear traffic noise. There is a dehumidifier, which you will need to turn to the highest setting. The host is friendly and very responsive.

Mid-Century Modern in Historic Lexington
Great place for our coaches to meet up and sleep after a full day of coaching in Boston area. Very comfortable space. Highly recommend this home.

Scenic House on Hilltop
We really enjoyed the spaciousness, convenient location and spotless condition of this house for our son's wedding. Would definitely stay there again.

LargeDuplex10Beds w/prkg near Downton
Fatima's place was welcoming, clean, and well-equipped. She was extremely accommodating and helpful. I enjoyed the amount of space we had for a large group. The transit nearby was down but they still had busses to accommodate. Definitely an amazing value for what we paid. I'd definitely recommend it for a bachelor party or any large group outing. We couldn't have had a better time!
Private house rentals

Winterfell - Beautiful Beachhouse (Private Beach!)
Tommy was great. He was easy to contact and communicated wonderfully. The house was set up for a guest with everything you needed for a comfortable stay. The furniture and beds were so comfortable as well as the welcoming feel. Plenty of spacious rooms. Even spaces you could have alone time. When they described the house on the ocean, it really is. This was by far the best Airbnb we’ve stayed at. Hope to rent it again next year. I can’t say enough on how comfortable the house is. This is the first house we’ve recommend for other people to stay at. Peg

Master Suite with magnificent views of the ocean
We had a lovely long weekend at Natasha's gorgeous home. Spotlessly clean, with modern upgrades and appliances. The layout is a bit unusual as the house has been renovated and split into at least 2 units. Located on main road into Swampscott, with a view of the ocean (across the road) out the front windows--very beautiful even in the middle of winter! We had snow 2 out of 3 nights, and on the first of these there was a gentleman outside shoveling the driveway and back steps around noon. But by our check out time (noon) on Monday, nobody had cleared the snow. Got our car out ok, and we cleared off the back steps so we could bring our luggage out. There was conflicting info between the listing and what we were told by the owner re check-in and check out times--we messaged owner (twice) to clarify check out time and never heard back from her, so called her on check out morning--she apologized and honored the original listing. Info in owner's instruction booklet at house needs updating.

Tewksbury, MA --5 night minimum stay--4 beds, 2.5 baths, quiet street, 5 min drive to shops
Lauren’s house was the perfect place to stay for Christmas. It had everything we could possibly need and the garage was so convenient. I appreciated the night lights throughout the house. I felt very much at home and would highly recommend staying at Lauren’s!

Charming Home in Reading with a Large Yard
We thoroughly enjoyed our stay. The location was wonderful and the hosts were extremely easy to work with

Quaint Little New Hampshire Lake House Getaway!
James was an excellent host for my family and me. We thoroughly enjoyed the place and its beautiful surroundings.

The House by the Sea
This was the PERFECT place for my family’s girls trip to Salem. It was only a 12 minute drive into town. The house is breathtaking!!! The pictures do not do it any justice. Everything is spotless and very welcoming. The private beach is a 3 minute walk up the road. The neighborhood is very peaceful and the neighbors were also very friendly. Tracy was an amazing host!!! 10/10 recommendation.

Backyard Oasis with Hot Tub
A wonderful place that felt even larger than in the pictures, surrounded by beautiful scenery, offering complete privacy, and the perfect touch of a delicious hot tub experience under a snowy night.

Lovely Family House Steps Away from Sandy Beach
Loved my stay at this beautiful home. Very clean, and felt like home. All my friends slept well and were comfortable everywhere we gathered in the home. Dominique was wonderful and responsive. I would certainly rent this again in the future.
Quick stats about house rentals in Weston
Total rentals
20 properties
Total number of reviews
500 reviews
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wifi availability
20 properties include access to wifi
Popular amenities
Kitchen, Wifi, and Pool
Local attractions
Boston Marriott Newton, Market Basket, and Costco Wholesale
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- Hampton Beach
- Boston Common
- TD Garden
- Fenway Park
- Harvard University
- North Hampton Beach
- Brown University
- New England Aquarium
- Faneuil Hall Marketplace
- Freedom Trail
- Prudential Center
- Symphony Hall
- Roger Williams Park Zoo
- Oakland Beach
- Boston Public Library
- Crane Beach
- Pinehills Golf Club
- Aaronap Cellars
- John Hancock Tower
- Boston Children's Museum
- Quincy Market
- Pavilion Beach
- Museum of Fine Arts, Boston
- Douglas State Forest
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