Vacation rentals in Weston

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Top-rated vacation rentals in Weston

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite
A spacious living area is furnished with a large brown leather sectional and matching armchairs. A flat-screen TV is mounted above a modern fireplace, while light-colored shelves display decorative plants. A dining area and kitchenette are visible in the background, creating an open, inviting space.
Home in Wellesley
5 out of 5 average rating, 52 reviews

Elegant Guest suite Wellesley

Enjoy a stylish experience at this centrally-located guest suite (attached to owners's main house), 5 min drive to Babson & Wellesley College. 15 mins walk to Linden Square /Whole Foods. Private smart access. Huge Backyard/Garden. Patio, fast WiFi, 1 covered garage, central AC /Heating with separate zone. 1 BR with Queen size bed, kingsize sofa bed and working station plus walk-in closet with washer & dryer. 2 full Bathrooms. Living room, smart TV, dinning table and full functioning kitchenette.

Top guest favorite
A washing machine and dryer are positioned side by side against a wall. A small dining table with white chairs is situated near a window, while a desk and chair are also present in the space. Light-colored walls and a nautical-themed clock add to the room's design.
Apartment in Waltham
4.97 out of 5 average rating, 369 reviews

Cozy Private Studio Unit w/ Laundry and Parking!

Almost every guest describes my place as cozy, which was the feeling I was going for when I designed the space! You'll love this good sized 300 sq. ft PRIVATE 1 bedroom studio. This unit has its own entrance w/ punch code door, full bathroom, large walk-in closet, mini fridge, freezer and microwave. It has one parking spot in the driveway and a washer /dryer. The backyard is shared but the unit has a private patio. Rental is attached to a single family home. (Please note: No full kitchen)

Guest favorite
An open living area features polished hardwood floors and large windows with horizontal blinds, allowing natural light to filter in. A comfortable seating arrangement includes a brown leather sofa and armchair, complemented by a contemporary coffee table. A dining area with a circular table is positioned nearby.
Townhouse in Waltham
4.97 out of 5 average rating, 131 reviews

Stylish 3-bedroom 2- bathroom townhouse

Built in year 1832, formally the Frost High School and Waltham's Town Hall. This urban townhouse has lots of exposed detail and original plank hardwood floors. The first floor has a modern kitchen, open layout, a large bedroom with cathedral ceilings and a king size bed, also the first floor bath features a 4-ft wide shower. The second floor you’ll find a large bedroom with a queen bed. Parallel to that, the suite, comes with a king size power adjustable bed, laundry room and master bathroom.

Top guest favorite
A charming farmhouse stands amidst a lush garden, surrounded by vibrant purple irises. The white exterior of the house contrasts beautifully with the greenery, providing a serene atmosphere. Tall trees and a manicured lawn enhance the inviting landscape of the property.
Guest suite in Weston
4.99 out of 5 average rating, 178 reviews

Flower Farm Getaway 2BR, 20 Min To Boston

Spacious two-bedroom in-law suite attached to 1700’s farmhouse, situated on our small flower farm and garden co-op just 20 minutes from Boston. Only a mile from the Mass Pike & Rt. 128 (I-95). Centrally located to all Rt. 128 businesses, colleges & hospitals. A 7-min drive to Riverside Green line “D” subway stop into Boston (parking available), or commuter rail stops (Auburndale, Wellesley & Kendal Green Stations). It's a 15-minute drive to Amtrak's "Route 128" station to NYC and points south.

Top guest favorite
The exterior of a Victorian home is showcased, featuring a light-colored facade with decorative trim. A welcoming porch area is accented by potted plants, and steps lead up to a wooden front door flanked by tall windows. Lush greenery surrounds the property.
Apartment in Newtonville
4.88 out of 5 average rating, 545 reviews

Country Charm minutes from the Hub - 1st Floor Apt

Private, smoke/pet-free 1st floor efficiency apartment with independent access for ONE PERSON ONLY at back of family home. Includes full bathroom, refrigerator, microwave, coffee maker + WiFi. All basic supplies provided. Driveway parking. Mins from MBTA transit including commuter rail. Laundry-room access for rentals of 7 nights ore more. Sorry, no vaping and no smokers - even if you smoke outside - because smoke odor on you or your clothes can be left in your wake in the room. No open flame.

Superhost
The spacious living area features a comfortable sofa paired with a coffee table. A dining space with wooden chairs and a well-equipped kitchen is visible in the background, complemented by modern appliances and natural light from large windows.
Apartment in Waltham
4.83 out of 5 average rating, 115 reviews

2bed/2bath Apt at Waltham Landing. Corner Unit

This apartment complex was built in 2016. It is 1 block from The Charles River and Waltham's famous Moody Street, aka "Restaurant Row." Across the street from Waltham Station: Fitchburg Line - Commuter Rail. Bentley and Brandeis are 1 mile away. Monthly rentals accepted (inquire for best rate), discounts for groups and long-term rentals. Perfect for business travelers, families, anyone in between housing or visiting town! Free parking in the parking lot. Yes there is an Elevator.

Top guest favorite
A spacious living area features a vaulted ceiling, large windows allowing natural light, and a comfortable sofa. A wooden coffee table sits at the center, complemented by patterned armchairs. Adjacent, a farmhouse dining table accommodates six, enhancing the open layout.
Place to stay in Sherborn
4.97 out of 5 average rating, 316 reviews

Entire Historic Carriage House with Fireplace & AC

Escape to our charming Carriage House in the Historic District of Sherborn which offers the feel of a country retreat without being far from civilization. Great for travelers looking for a peaceful getaway, checking out nearby colleges or attending a celebration like a wedding or graduation. You will love the feel of the Carriage House, its spacious living and dining room, well-equipped kitchen, and the beautiful grounds. Check us out on IG @carriagehousema. NEW in 2022: Mini-split AC!

Top guest favorite
Home in Weston
4.97 out of 5 average rating, 105 reviews

Spacious vacation unit in premium suburban town

Weston is one of Boston area's most desirable towns. <30 min to downtown Boston with a lot of open space. Centrally located with easy access to highways, train stations, etc. Next to a park with hiking trails, this is a secondary unit (Duplex units) with its own separate entry/exit. 3 bedrooms (one on lower level, two on 2nd level), kitchen, 2 baths (both on lower level). ~2K Sqft of space. There are chickens in the backyard...the host can provide some fresh eggs too if desired.

Guest favorite
An open living space features a modern gray sofa paired with a dark green accent chair. A round coffee table sits on a textured blue rug. Natural light enters through large windows, illuminating the dining area and kitchen with stainless steel appliances and wooden cabinets.
Condo in Waltham
4.93 out of 5 average rating, 191 reviews

New Super Modern 2 bed in Waltham

A tastefully decorated unit on the 1st floor. Just across from the Waltham Watch Factory. 10-min walk to Moody St. and Charles River path. Built in 2014, open living, dining, and kitchen areas are ideal for working or entertaining. Stainless steel appliances and high class kitchenware. Spacious 2 bedrooms and 1 bathroom. Private deck. In unit washer/dryer. Baby friendly. Parking spot#1. Tax of 11.7% starts 7/1/19. Open and no-contact fire stairway is accessible from the parking lot.

Top guest favorite
A stylish wooden bed frame with a floral-patterned comforter and two pillows is featured in the sleeping area. A bedside table with a lamp stands next to the bed, and a wooden dresser is positioned nearby against the wall.
Apartment in Framingham
4.97 out of 5 average rating, 296 reviews

Comfortable apartment in Framingham

Newly renovated basement apartment. Private entrance and living space which includes a kitchen, bedroom, hallway and bathroom. The kitchen has a microwave and refrigerator, but no stove. Very clean and well maintained. Comfortable queen size bed. Driveway space for 1 car and plenty of street parking. Great location. Walking distance to Dunkin' Donuts, Domino's Pizza, and local shops. Less than 2 miles from the Mass Pike. No Pets / No Smoking inside

Top guest favorite
A spacious master bedroom is adorned with light yellow walls and features a king-sized bed with crumpled white linens. Two bedside tables with lamps on either side enhance the cozy atmosphere. Art prints of birds are displayed above each nightstand, and light enters through a small window.
Guest suite in Wellesley
4.97 out of 5 average rating, 315 reviews

Spacious Private Entrance Master Bedroom/Bath

Private entrance master bedroom w/exclusive use attached bathroom. Studio-like room; exterior staircase entrance. Walk to Wellesley College, town center, commuter rail, restaurants, grocery. Short drive to Babson. Sizable room, tasteful decor, king bed, sofa, microwave, mini-fridge (NO TV/NO KITCHEN). High-speed wifi, deck, view of treetops. Safe suburban neighborhood; good walk trails, walk to tennis/spa/gym/yoga w/reasonable day fees.

Top guest favorite
A modern bathroom features double vanities with stylish circular mirrors and a glass shelf above. Natural light floods in from the window, highlighting the neutral tile floor and sleek cabinetry. A contemporary toilet is positioned nearby, promoting a clean and functional space.
Guest suite in Brandeis
4.96 out of 5 average rating, 28 reviews

Cozy & convenient place with sunset & garden view

Clean, quiet, and airy private suite in a safe and quiet neighborhood in Waltham. You’ll find almost all amenities just like home. A few mins away from shopping malls, great restaurants, groceries in Moody st., and booming biotech hub in Waltham, and all major highways. 15-20mins to downtown Boston and airport. Scroll down for my guidebook and personal favorites. Reach out if you have any questions

Popular amenities for Weston vacation rentals

Frequently Asked Questions

  • Are there family-friendly vacation rentals in Weston?

    Weston has more than 10 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • Do house rentals in Weston have a kitchen?

    Absolutely! We offer over 20 house rentals with a kitchen in Weston. Enjoy a tailored experience with all the comforts you desire.

  • Are there pet-friendly vacation rentals in Weston?

    Four-legged friends are welcome in Weston. Choose from more than 10 vacation rentals for guests traveling with pets.

  • Where should I stay in Weston?

    Make yourself at home in Weston by choosing from our most frequently booked neighborhoods. We have over 340 vacation rentals in Newton Lower Falls, over 340 vacation rentals in Brandeis, and over 340 vacation rentals in Wellesley Farms.

  • How much does it cost to stay in apartment rentals in Weston?

    Experience the best of Weston with our apartment rentals, starting at about $50 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there vacation rentals with a dedicated workspace in Weston?

    Yes! Work meets play with ease at over 30 vacation rentals in Weston featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Do house rentals in Weston have air conditioning?

    Absolutely! We offer over 20 house rentals with air conditioning in Weston. Enjoy a tailored experience with all the comforts you desire.

  • What are the most popular amenities for House Rentals in Weston?

    Enhance your stay in our House Rentals with the most popular amenities: over 20 homes with free parking, over 20 homes with air conditioning, over 20 homes with wifi, over 20 homes with a kitchen, and more. Indulge in the ultimate retreat, tailored to your preferences.

  • Do apartment rentals in Weston have wifi?

    Absolutely! We offer over 10 apartment rentals with wifi in Weston. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Weston have free parking?

    Absolutely! We offer over 20 house rentals with free parking in Weston. Enjoy a tailored experience with all the comforts you desire.

Quick stats about vacation rentals in Weston

  • Total vacation rentals

    Explore 50 vacation rentals in Weston

  • Nightly prices starting at

    Weston vacation rentals start at R519 ZAR per night before taxes and fees

  • Verified guest reviews

    Over 960 verified reviews to help you choose

  • Family-friendly vacation rentals

    10 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Vacation rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wi-Fi availability

    50 of Weston vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Weston rentals

  • 4.8 Average rating

    Weston stays are highly rated by guests—averaging 4.8 out of 5!

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