House vacation rentals in Weston

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Popular amenities for Weston house rentals

House rentals with a pool

Guest favorite
The entrance to the home features a welcoming porch adorned with a hanging planter and a white chair. Vibrant tulips and various flowers create a colorful border along the stone pathway, leading toward the front door framed by classic shutters.
Home in North Andover
4.94 out of 5 average rating, 152 reviews

Nana-tucket Inn

JeremyRating, 5 stars5 months ago
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.
Top guest favorite
A private heated pool is surrounded by lush greenery, providing a tranquil setting. Loungers are positioned nearby, and a blue lane divider is visible across the pool. Sunlight reflects off the water, enhancing the serene atmosphere.
Home in Newton
5 out of 5 average rating, 14 reviews

Villa with private Pool in Boston's Elite Enclave

LucyRating, 5 stars6 days ago
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.
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, 13 reviews

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

ChristopherRating, 5 stars6 days ago
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.
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, 153 reviews

Hopkinton Mass 3+ Bedrooms - Great location!

RenaeRating, 5 stars1 week 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.
Superhost
Home in Winchendon
4.95 out of 5 average rating, 22 reviews

Amazing Lakefront Home with Pool- Tatum's Place

NidhiRating, 5 stars1 week ago
Great stay overall — just be mindful of seasonal comfort! We had a lovely time at this beautiful property — it’s well-maintained, peaceful, and has a lot of charm. The host was responsive and check-in was easy. Just a heads-up for future guests: the property has seasonal settings, so you’ll either get heat or A/C depending on the time of year, not both. It made things a bit uncomfortable during a weather transition, but manageable. Still, the beauty and uniqueness of the space definitely made up for it. Would recommend with that one caveat in mind!
Guest favorite
An inviting living space is highlighted by a mix of vibrant plants and decorative elements. A striking bead curtain creates a visual division, while large windows allow natural light to illuminate the area. Various seating options offer comfort, accented by colorful cushions and artistic decor.
Home in Worcester
4.96 out of 5 average rating, 98 reviews

Courtyard Garden | Pool | BBQ+Fire Tbl | Fireplace

AyannaRating, 5 stars6 months ago
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.
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, 235 reviews

Cedar Ridge: House or House+Apartment

SuzanneRating, 5 stars1 month ago
We love the house! It’s spotless (very clean), very comfortable and super peaceful in a beautiful location! Highly recommend!
Top guest favorite
The exterior of the beach house features a welcoming front porch with a railing, bordered by greenery and trees. A stone pathway leads to the entrance, and large windows provide a view of the well-maintained lawn and inviting surroundings.
Home in Plymouth
4.97 out of 5 average rating, 32 reviews

Getaway with pool

JoanneRating, 5 stars4 months ago
We absolutely loved our stay at this rental! The space was incredibly well-equipped, providing everything we needed and more. The rooms were spacious and comfortable, making it easy for us to relax and enjoy our vacation. The attention to detail in the amenities was impressive, from the fully stocked kitchen to the cozy living areas. We felt right at home and appreciated all the thoughtful touches that made our stay so enjoyable. Highly recommend to anyone looking for a wonderful and well-appointed place to stay!

Weekly house rentals

Superhost
The lakefront home features multiple decks overlooking Contoocook Lake, surrounded by lush greenery and tall trees. A staircase leads from the property down to the water's edge, where kayaks and boats are visible at the dock, highlighting access to year-round outdoor activities.
Home in Rindge
5 out of 5 average rating, 3 reviews

Secluded lakefront vacation home

ClaudiaRating, 5 stars2 months ago
Beautiful home. Well kept. Hosts super accessible and very friendly. We felt like home and house is super cozy
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, 210 reviews

Spacious waterfront free parking &Wi-fi

AnthonyRating, 5 stars2 days ago
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!
Guest favorite
An open-concept living area features a cozy seating arrangement with a gray sofa and accent chairs. Bright lighting enhances the space, which leads into a dining room with a modern table and chairs, while a stairway provides access to the upper levels.
Home in South Weymouth
4.93 out of 5 average rating, 117 reviews

Entire House Near South Shore Hospital/Whole Foods

ChloeRating, 5 stars4 weeks ago
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.
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, 129 reviews

“Salty Girl” Plum Island, MA

AshleyRating, 5 stars4 days ago
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!!!
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, 119 reviews

Mid-Century Modern in Historic Lexington

MichaelRating, 5 stars3 weeks ago
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.
Top guest favorite
Home in Wrentham
4.88 out of 5 average rating, 105 reviews

Backyard Oasis with Hot Tub

AndresRating, 5 stars2 months ago
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.
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, 150 reviews

Scenic House on Hilltop

BarbaraRating, 5 starstoday
We come to this large house to Quilt and knit twice a year. On a nice day the back deck is a great place to sit and enjoy the trees and view. It's a comfortable place to be.
Guest favorite
A classic staircase with rich wooden handrails leads to the upper levels. A small console table beside the stairs features decorative items, including a flower vase and framed wall art with welcoming messages. The rustic accent wall adds charm to the entryway.
Home in Dorchester
4.96 out of 5 average rating, 114 reviews

LargeDuplex10Beds w/prkg near Downton

RyanRating, 5 stars3 weeks ago
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

Top guest favorite
The image captures a serene view from the property, featuring a sandy pathway that leads directly to the beach. Gentle waves can be seen lapping at the shore under a clear blue sky. Lush greenery frames the scene, providing a tranquil backdrop.
Home in Marshfield
4.93 out of 5 average rating, 71 reviews

Winterfell - Beautiful Beachhouse (Private Beach!)

PegRating, 5 stars4 months ago
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
Superhost
A view from an open door frames a pathway leading toward a coastal scene. The ocean is visible in the background, with a picket fence adding charm. Sunlight illuminates the outdoor area, highlighting the natural beauty of the surroundings.
Home in Swampscott
4.96 out of 5 average rating, 27 reviews

Master Suite with magnificent views of the ocean

JaimeRating, 5 stars2 months ago
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.
Top guest favorite
The exterior of the house features a light yellow façade with white shutters. A covered front porch welcomes guests, complemented by neatly landscaped shrubs and a well-maintained driveway leading to a two-car garage. Surrounding greenery adds a natural touch to the property.
Home in Tewksbury
4.98 out of 5 average rating, 54 reviews

Tewksbury, MA --5 night minimum stay--4 beds, 2.5 baths, quiet street, 5 min drive to shops

MaureenRating, 5 stars4 months ago
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!
Guest favorite
A modern two-story house is surrounded by a spacious yard, featuring a well-maintained lawn and trimmed evergreen shrubs. A gravel driveway leads to the property, while trees provide a natural backdrop. The clear blue sky and gentle cloud formations add to the outdoor atmosphere.
Home in Reading
4.95 out of 5 average rating, 61 reviews

Charming Home in Reading with a Large Yard

T.J.Rating, 5 stars2 weeks ago
We thoroughly enjoyed our stay. The location was wonderful and the hosts were extremely easy to work with
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, 149 reviews

Quaint Little New Hampshire Lake House Getaway!

NaserRating, 5 stars3 weeks ago
James was an excellent host for my family and me. We thoroughly enjoyed the place and its beautiful surroundings.
Top guest favorite
A welcoming entrance is framed by stone steps leading up to a light gray home, complemented by white trim and railings. Potted plants add a touch of color to the outdoor space, while shrubs and flowers line the path, creating an inviting first impression.
Home in Swampscott
5 out of 5 average rating, 22 reviews

The House by the Sea

AngelicaRating, 5 stars5 months ago
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.
Guest favorite
A covered porch features multiple wooden chairs and side tables arranged for comfort. Large windows provide unobstructed views of the nearby sandy beach and ocean. The space is accessed through a series of wide openings, allowing for ample natural light and air circulation.
Home in Marshfield
5 out of 5 average rating, 37 reviews

Lovely Family House Steps Away from Sandy Beach

ChevonRating, 5 stars4 months ago
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.
Superhost
The exterior of a two-story duplex features a light beige facade and welcoming entryway. A parked vehicle is seen in the driveway, with two small chairs placed nearby. A decorative wreath adorns the door, and an American flag flutters gently in the breeze.
Home in Marshfield
4.86 out of 5 average rating, 14 reviews

"The Fieldstone Beach House"

JenniferRating, 5 stars7 months ago
Nice place with everything we needed in it. Andreas was super great. We went in a fishing charter and he let us borrow a cooler for our trip. The showers were amazing. The outside sitting area with a fire pit was one of the greatest features. We are a cooking family and although there were two cooking areas to stay together and cook it was a tight fit. What we got for the price was a really good deal.

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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