House vacation rentals in Weston

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Popular amenities for Weston house rentals

House rentals with a pool

Guest favorite
A vibrant garden is visible, featuring a variety of colorful flowers, including pink roses and white blooms. A white picket fence lines the path, complemented by lush greenery and tall trees in the background, creating a serene and inviting atmosphere.
Home in North Andover
4.94 out of 5 average rating, 157 reviews

Nana-tucket Inn

AdamRating, 5 stars6 days ago
The Nana-Tucket Inn is an absolutely gorgeous and pristine property with everything a family could need! It was perfect for our family while we were visiting New England. It was a great space for family time and our teenagers had plenty to do. Nancy and Joe are the perfect hosts! They are kind and extremely helpful while they maintain the beautiful property. They are not intrusive at all but are there if you need anything. During our stay, a huge storm blew through Massachusetts with extremely strong winds and tons of rain. Nancy and Joe had the mess made by the storm was cleaned up immediately by a professional crew the next morning so that we did not miss a single moment of the property amenities! Nancy also made us a blueberry crumble cake that was delicious and so kind. We thoroughly enjoyed our stay and we cannot wait to return during our next New England trip.
Top guest favorite
An indoor pool is surrounded by light blue walls and gray tile accents. Natural light filters in through large windows, illuminating the water's surface. Steps lead from the pool to a door that opens to the outside area.
Home in Hampton
5 out of 5 average rating, 42 reviews

Sleeps 10, Indoor Pool, Hot Tub, Pups Ok

KyleRating, 5 stars1 day ago
Very nice house, very clean and quiet neighborhood along with some friendly neighbors that stopped and chatted while we were outside here and there. We had a large group of 10 that fit the house very comfortably! Excellent house and everything we were looking for.
Top guest favorite
The outdoor space features a spacious fenced-in pool surrounded by a neatly manicured lawn. Several lounge chairs are set up around the pool, which is accompanied by colorful floats. A tree-lined backdrop and a house with multiple windows enhance the serene atmosphere.
Home in Lakeside Marblehead
5 out of 5 average rating, 16 reviews

Large Pool, Nature Trails, Redd's Pond, 4-Bed

AlanaRating, 5 stars2 days ago
Amy was very responsive and communicative. The house was clean and maps took us right to the home. It was too early in the season to enjoy the pool but it was pristine and would have been great for hot summer weather. Amy was wonderful with trying to accomodate any requests and we liked the location from easy access to Salem and within a one hour drive to Boston!
Guest favorite
An outdoor swimming pool is surrounded by a spacious patio and lush greenery. Sun loungers are arranged around the pool, with a shaded seating area nearby. The house features a multi-level deck overlooking the pool, creating a relaxing outdoor space for guests.
Home in Hopkinton
4.95 out of 5 average rating, 154 reviews

Hopkinton Mass 3+ Bedrooms - Great location!

RenaeRating, 5 stars1 month ago
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.
Guest favorite
A clear blue pool reflects the surrounding area, framed by a patio with lounge chairs. A shaded seating area is visible next to the pool, enhancing outdoor relaxation options.
Home in Worcester
4.96 out of 5 average rating, 100 reviews

Courtyard Garden | Pool | BBQ+Fire Tbl | Fireplace

RobertRating, 5 stars2 weeks ago
It's a shame I can't give 6 stars. Tania and Glenn anticipated every need for us - it was like a home away from home. We traveled for a family event and stayed for 5 days. The whole house had a tranquil, but hip, vibe. We were able to come into a prepped kitchen, and also grill out on this amazing patio with an immaculate garden. The house was so quiet that we all slept late every day. As hosts, Tania and Glenn went above and beyond. Not only did they prep us with area recommendations before we arrived, but checked in with us to make sure the stay was going well, and were so easy to work with as some plans changed mid-trip. Moreover, the house was completely prepped, with organized and easy-to-understand instructions for everything. All told, I felt more like family than an AirBNB renter.
Guest favorite
A serene swimming pool is surrounded by well-maintained greenery, with lounge chairs placed along the deck. Large blue umbrellas provide shade, enhancing the outdoor space suitable for relaxation. A stone wall borders the area, adding a natural touch.
Home in Woodstock
4.94 out of 5 average rating, 238 reviews

Cedar Ridge: House or House+Apartment

HilaryRating, 5 stars2 weeks ago
Very responsive hosts who helped us with restaurants. House was very clean, well appointed and had everything we needed. Great for families or a girls weekend!
Superhost
A peaceful single-story home is visible, surrounded by tall trees and a fenced pool area. The house features a sloped roof and is adorned with a small front porch. A paved driveway leads to the side of the house, providing access to the surrounding neighborhood.
Home in Bedford
4.69 out of 5 average rating, 35 reviews

Bedford Retreat: pool, fenced yard.

TaylorRating, 5 stars3 weeks ago
I stayed at the Bedford Retreat for 3 months and felt right at home. Beautiful house with everything you need, close to downtown Manchester, close to stores and restaurants. Nice porch and backyard. Daniel was very responsive and friendly throughout my stay. Will definitely consider this place if I’m in the area again. Thank you!
Guest favorite
A spacious living room features a large sectional couch and an accent chair, both positioned on a patterned area rug. A wall-mounted TV is visible, with light streaming through the windows, highlighting the natural wood flooring and airy design.
Home in Derry
4.92 out of 5 average rating, 183 reviews

Sanctum by the Lake

Gregory & MelissaRating, 5 stars1 week ago
We’re very glad that we got this place to stay. It’s very comfortable and very well laid out and very quiet on memorial day weekend. The one bathroom is located near the entry so that nobody had to go through anyone’s bedroom to get to the bathroom and that was a plus for us. The beds were comfortable. The kitchen is very functional and the couch is very comfortable and a great hang out space too. We were three adults and two kids and had two other adults join us for dinner. The location is beautiful and quiet. Everyone said they’d like to stay there again. I’m a busy person and had a few questions before arriving and each time the host was very responsive.

Weekly house rentals

Guest favorite
A view through the window showcases the ocean and beach, framed by a stone column and a decorative railing. Comfortable seating in teal decor is visible, inviting relaxation while enjoying the coastal scenery.
Home in Salisbury
4.88 out of 5 average rating, 217 reviews

Spacious waterfront free parking &Wi-fi

TanyaRating, 5 stars1 week ago
We took a family weekend away to say the kids were beyond happy with this trip even with poor weather would be under statement. The kids are already raving about coming back again. Plus they were so excited about meeting Diana herself and her adorable puppy. Diana was super friendly and even made stop by to make sure the grill was ready to be used.
Top guest favorite
The exterior of the cottage is visible, featuring light gray siding and multiple windows with white trim. A vibrant display of pink flowers is situated in the foreground, providing a colorful contrast to the structure.
Home in Hampton Beach
4.96 out of 5 average rating, 277 reviews

2 Bedroom Beach Bungalow, Steps from the Beach!

AilishRating, 5 stars2 weeks ago
We had a nice 1 night stay at Sharon's! everything was as described, with close proximity to the beach and town. thanks Sharon!
Top guest favorite
A modern living area features vaulted ceilings and wooden accents, creating an open atmosphere. A large flat-screen television is mounted on a white media console. Comfortable seating is provided on a dark sectional sofa, complemented by natural light from skylights and windows.
Home in Newburyport
4.99 out of 5 average rating, 138 reviews

“Salty Girl” Plum Island, MA

JamesRating, 5 stars1 week ago
The house was very clean, beautifully furnished and well kept. The host provided all the supplies we need to support our stay, including beach chairs, morning coffee and cleaning supplies. The house was within easy walking distance to the beach. I would highly recommend this house and host for families looking to have a great beach escape to Plum Island.
Guest favorite
A mid-century house is positioned among lush greenery, showcasing a modern exterior in muted tones. A paved driveway leads up to the entrance, framed by a natural landscape of trees and grass, creating a serene and inviting outdoor environment.
Home in Lexington
4.92 out of 5 average rating, 120 reviews

Mid-Century Modern in Historic Lexington

JeanRating, 5 stars1 month ago
It was a lot bigger then we expected which was great for our family. It was so quiet and peaceful, great to wind down on the back porch after a long day. Samuel was quick to respond to any messages. It wasn't to far from the battle green in Lexington. It was a wonderful week for us and if we return to the area I will definitely be looking for this house again.
Superhost
A spacious porch is displayed, featuring a woven seat and lounge chairs arranged around a circular table. A vibrant area rug anchors the seating area, complemented by greenery and soft lighting from string lights above, adding a cozy ambiance.
Home in Hampton Beach
4.79 out of 5 average rating, 187 reviews

Steps to Beach | Fireplace | Pat's Porch

ChadRating, 5 stars3 months ago
We enjoyed our stay in Chris' bungalow. It was just as described and clean! The kitchen is well stocked save for condiments ie salt, pepper etc. So plan to bring those type of items if you are cooking in. Chris was VERY responsive to our messages, even when we couldn't find the tv remote, offering several solutions. All in all we had a great stay and would certainly return.
Guest favorite
A scenic view showcases rolling hills adorned with vibrant autumn foliage. A wooden fence borders the foreground, complementing the natural landscape filled with trees of varying colors. The distant hills are bathed in soft, warm light, creating a serene outdoor atmosphere.
Home in Shrewsbury
4.91 out of 5 average rating, 152 reviews

Scenic House on Hilltop

VirginiaRating, 5 stars1 day ago
Third year in a row our family has stayed at Sally and Jason’s for high school and college graduations. We’re probably coming back next year and then the year after! Just perfect for our family, in every way.
Superhost
The living room features a light-filled space with large windows offering outdoor views. A sectional couch is complemented by decorative pillows and an area rug. A Roku smart TV is mounted on the wall, and a coffee table adorned with textured elements is present. The decor reflects a coastal theme.
Home in Rye
4.85 out of 5 average rating, 112 reviews

"The Surf" | Ocean & Marsh Views | Rooftop Deck

JonnyRating, 5 stars1 week ago
Loved the location! Sean was very responsive and communicative throughout. The area is peaceful with a lot of amazing views. Can’t wait to return!
Guest favorite
An inviting living area features a plush blue sofa complemented by light-colored curtains, allowing natural light to filter in. A glass coffee table rests on polished wood flooring, and a wall-mounted television displays a scenic image. A dining area with yellow chairs is visible in the background.
Home in Dorchester
4.96 out of 5 average rating, 115 reviews

LargeDuplex10Beds w/prkg near Downton

TyreekRating, 5 stars1 week ago
Fatima's place was welcoming, clean, and well-equipped. I enjoyed the amount of space we had for a large group. 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! Fatima was an incredible host, and my friends and I had an amazing time staying at her property. Everything was exactly as it appeared in photos and Fatima provided very clear instructions for us, so we hardly needed to reach out to her for questions. 100% recommend staying at this property and working with Fatima!

Private house rentals

Guest favorite
The living room features a light and airy design, with large windows providing ocean views. A comfortable sectional sofa and two armchairs are positioned around a rustic wooden coffee table. Bright decor elements and a ceiling fan enhance the inviting space.
Home in Annisquam
4.96 out of 5 average rating, 27 reviews

Beach House on a Private Beach!

LeticiaRating, 5 stars1 week ago
Gabriela's house is wonderful. All the amenities you need are available. She's very responsive to questions. The private beach is even prettier than the pictures, believe it or not. Very close driving distance to Gloucester and Rockport. Would definitely stay again.
Superhost
Aerial view of a peninsula with mixed trees and open water surrounding it, showcasing the tranquil shoreline. Power lines can be seen above, and various watercrafts are visible in the distance, emphasizing the serene atmosphere of the location.
Home in Shrewsbury
4.93 out of 5 average rating, 14 reviews

Lake "Island" near Boston

SteveRating, 5 stars1 week ago
If you want to stay in a quiet and peaceful location without any neighbors and plenty of outdoor space, this is the place to stay. You can sit by the lake and watch all of the wildlife, go fishing, go for a hike and not be stuck in a hotel. We will definately come back to this location in the future as long as we have family nearby. Thank you to the Martins for being awesome hosts.
Superhost
A charming ranch-style home is showcased with a blue front door and classic window shutters. Two light-colored chairs are placed on the manicured lawn, surrounded by vibrant pink flowers. The entrance is framed by white railings and a well-maintained pathway.
Home in Seabrook Beach
4.76 out of 5 average rating, 83 reviews

Beach Bums' House - Perfect for Families & Friends

JanRating, 5 stars2 weeks ago
It was great to be right next to the beach.. beautiful! Justine is Awesome!!!!
Top guest favorite
The living room features a comfortable blue sofa surrounded by two teal chairs. A round coffee table sits on a vibrant rug, displaying a variety of magazines. Art pieces adorn the walls, and sunlight is allowed in through the large windows.
Home in Providence
4.97 out of 5 average rating, 131 reviews

Charming 3 br apartment/East side

ElizabethRating, 5 stars3 weeks ago
This place was great! It was close to the Brown campus, which was helpful. The host, Pat, really went above and beyond by proactively reaching out in preparation for our visit (and offered to get an air purifier to mitigate spring pollen allergies, which was quite thoughtful). Further, the Airbnb was well-stocked with food in the fridge, snacks, and kitchen/cooking supplies. In addition, Pat brought treats to us part way through our stay, which made for a special weekend. Highly recommend! Thank you!
Guest favorite
A serene view of the lake is framed by two bright blue chairs and a small white table topped with a pot of yellow flowers. Lush greenery surrounds the water, with residential homes visible in the distance.
Home in Salem
4.95 out of 5 average rating, 153 reviews

Quaint Little New Hampshire Lake House Getaway!

KevinRating, 5 stars1 week ago
We really enjiyed our stay and would recommend to anybody else.
Superhost
A tranquil bedroom features a spacious bed with floral-patterned bedding. Two nightstands with matching lamps are positioned on either side. Natural light filters through sheer curtains, complementing the soft wall color and enhancing the serene ambiance of the room.
Home in Canton
4.83 out of 5 average rating, 172 reviews

3 bedroom impeccable private home, quiet street

PhilipRating, 5 stars1 month ago
We found the perfect spot to visit Trillium for the Boston Hot Sauce Party! The guys from Full Slice Podcast and Table Top Trio say thank you and hope to come back next year!
Top guest favorite
A charming two-story house features a covered front porch with wooden railings and rocking chairs. Lush greenery surrounds the entrance, while a paved pathway leads to the front door. The exterior showcases a rustic brown color, complemented by dark shutters and a steep roof.
Home in Wrentham
4.88 out of 5 average rating, 106 reviews

Backyard Oasis with Hot Tub

JasonRating, 5 stars1 day ago
Went for post malone concert at gilette stadium. Super conveniently located, spa was super nice. Pool was fresh. Beautiful home and space all in all!
Guest favorite
The living room is designed for relaxation with a comfortable sofa and a flat-screen TV. Natural light fills the space through large windows, illuminating the hardwood flooring. A center coffee table enhances the inviting atmosphere, encouraging gatherings after a day of exploring.
Home in Quincy
4.88 out of 5 average rating, 150 reviews

284 - 5BR Boston | Peaceful Stay near Clipper

AmandaRating, 5 stars3 weeks ago
We loved our stay! Jenny’s place was a great deal for my group of eight 30 year old women to come together. Plenty of beds and bathrooms. The TV was big and easy to work for group JackBox games. It was well kept and clean. One note - the fridge water and ice dispenser is not hooked up so bring water if you don’t like drinking from the tap.

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

Destinations to explore

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