Holiday rentals in Westborough

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Top-rated holiday rentals in Westborough

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Top guest favourite
The exterior of a two-level home is depicted, surrounded by lush green lawns and mature trees. A pathway leads to the welcoming entrance, flanked by garden beds featuring various plants. The house features a traditional design with large windows allowing for ample natural light.
Home in Holliston
4.97 out of 5 average rating, 109 reviews

All New Private Country Setting (2 Level-No Share)

We built this 2 level home 6 years ago and it is located on Washington St in the towns Historic district. The home is set back from street with a long country style driveway. We designed it with large windows in all rooms, welcoming the sunlight and peaceful setting. Access to clean and empty garage for storage (No parking). We have no personal items in the guest level - all closets and dressers are empty and yours for full use! Co Host reside in lower separate entrance suite. Nothing Shared.

Guest favourite
A spacious, brown leather sofa is positioned in the living area, adorned with two red throw pillows. Bright natural light filters through elegant window treatments featuring floral patterns. A glass coffee table sits in front, complemented by a decorative vase of red roses.
Guest suite in Shrewsbury
4.83 out of 5 average rating, 158 reviews

Beautiful & Lovely 2 BR/2 Beds/ Netflix/Alexa/Roku

Beautiful 2BR 1st floor unit in the heart of Shrewsbury! ☀️ Bright, clean & cozy with full kitchen. 👶 Baby crib available! Walk your pup in a quiet neighborhood 🐾. Great for 🩺 travel nurses & 💼 professionals with ⚡ high-speed WiFi, 📺 Roku TV & 🎬 Netflix. Easy access to UMASS and St Vincent Hospitals 🏥 for work or care for loved ones. Conveniently close to 👵 Southgate Shrewsbury—perfect for visiting Grandma & Grandpa! Beautiful Dean Park— great for outdoor lovers! We’d love to ho

Top guest favourite
The exterior of a charming wooden structure features light brown shingle siding and a welcoming entrance. Two windows flank a set of double black doors, accentuated by decorative lanterns. A stone pathway leads to the entrance, bordered by manicured greenery.
Guest suite in Uxbridge
4.99 out of 5 average rating, 377 reviews

Beautiful, Unique, & Cozy Cedar Flat

Come enjoy this new and beautifully designed space in historic Uxbridge, MA. Set up like a tiny house, it is the most cozy and clean place you will visit. A ship’s ladder will take you to the queen loft bed or use a new PotteryBarn sleeper sofa. The Frame TV will act as a beautiful painting if you prefer to "unplug." Climate control and a hammock chair are a perfect combo! Located on a quiet street, it is an easy 25 min. drive to Providence or Worcester, and only 50 min. to downtown Boston.

Top guest favourite
Flat in Hopkinton
4.9 out of 5 average rating, 21 reviews

2-Bedroom in Hopkinton-home of the Boston Marathon

Welcome to your home away from home! This spacious "in-law apartment" spans the entire lower level of our home , with a private entrance and walk-out patio. Features include two bedrooms with Tempur-Pedic beds, a sunny king-size primary, full kitchen, laundry, and open living/dining area — perfect for relaxing, working remotely, or gathering with family. You'll enter on the main level and the apartment is down a flight of stairs. This is a dog-friendly home - you'll see him in the backyard.

Top guest favourite
A spacious family room is shown, featuring a comfortable brown sofa with decorative pillows and an armchair. A large television is prominently displayed, with a media console below. The walls are a warm tan, and decorative artwork and accents provide visual interest.
Guest suite in Westborough
4.98 out of 5 average rating, 62 reviews

Large, Private Space, Prime Location, Great Price!

PLESE NOTE: Make sure to add all extra guests before booking. Only guests registered in the reservation are allowed to stay in the apartment. Please read additional house rules for details. Perfect location, great value and lots of privacy. Tastefully furnished, clean, organized space, with two bedrooms, a full bathroom, a large family room, and a laundry facility. Very private basement located in the quiet, desirable town of Westborough where you can enjoy a peaceful and relaxing stay.

Superhost
A neatly arranged bedroom features a spacious bed with a patterned beige comforter. Nightstands with lamps flank the bed, and a mirror is positioned above a wooden dresser. Soft beige walls create a warm ambiance, while carpet flooring enhances comfort.
Flat in Hopkinton
4.85 out of 5 average rating, 72 reviews

Cute family getaway near Boston

Have fun with the whole family at this stylish newly built apartment. In the apartment - a bedroom, a TV-room that can be converted to a bedroom (with a convertible Sofa Bed), dining/working space, kitchen. Full bath. The apartment is about a 2 miles from the Hopkinton marathon start line, and has access to a supermarket and restaurants within walking distance. Boston Airport and Boston downtown are about 35 minutes drive (without traffic). If you need, laundry is available on premises.

Top guest favourite
A historic stone farmhouse is set on a spacious green lawn, complemented by a vibrant red barn in the background. Tall trees provide shade, and a carefully arranged stone border outlines the lush garden area, creating a tranquil outdoor setting.
Farm stay in Hopkinton
4.96 out of 5 average rating, 146 reviews

1790 Stone Manor Farm

This historic New England farm and home is on almost 7 acres of land with mature gardens and places to hike, it is a warm and inviting place to spend lovely summer days by the pool and enjoy warm nights by the fire in the fall and winter. Kitchen and bathrooms all renovated. Located centrally in Ma- 90/495 interchange. Located 45 minutes from Boston, beach, history, mountains, lakes, & NE sports. This home is in historic Hopkinton, where the Boston Marathon starts, center of MA.

Top guest favourite
A spacious living area showcases large windows that invite natural light and views of the surrounding landscape. Comfortable seating includes a couch and armchair, complemented by a decorative fish tank. A dining table is visible in the background, enhancing the open and airy atmosphere.
Guest suite in Uxbridge
5 out of 5 average rating, 285 reviews

Zen Inspired Retreat with Private Forest Trails

Zig-Zag Trails blends modern comfort with the charm of rural living. Set on 65+ acres of private meadows and forests, our master guest suite is the perfect retreat to relax and recharge. Explore scenic zig-zagging trails, perfect for hiking, mountain and E-biking, and unwinding in nature—a haven for outdoor enthusiasts and homebodies alike. 📍 1 hour from Boston 📍 35 minutes from Providence 📍 25 minutes from Worcester Escape to Zig-Zag Trails—where tranquility meets adventure.

Guest favourite
A small seating area is presented with a pink loveseat adorned with patterned pillows, positioned beside a bedside table. A soft lamp is placed atop the table, and a tissue box is situated nearby. Light wood flooring complements the neutral color scheme.
Guest suite in Framingham
4.83 out of 5 average rating, 93 reviews

Exquisite 1 Bedroom Suite-Charming,W/Private Entry

An exquisite and convenient I BR Modern suite nestled between Boston and Worcester is available for you. Bright and charm w/ a . Beautiful kitchen, remodeled bathroom and a bedroom. Private entrance w/ it’s lovely courtyard to sit outdoor, a free parking spot/ WiFi. The apartment is conveniently located to Babson and Wellesley College, both within 7 miles , FSU is 1 mile train station 2 miles , easy drive to Cape Cod. For all travelers & enjoy your stay her !

Top guest favourite
Cottage in Southborough
4.94 out of 5 average rating, 54 reviews

Willow Creek Cottage

Set up your home-away-from-home-office at Willow Creek Cottage. Close access to Massachusetts' business corridors. Conveniently located for the i90, 495 and biohubs in the Boston Metrowest. Walking distance (1 mile) to Southborough MBTA station. Fully equipped kitchen with washer & dryer. Off street parking. Level 2 CCS car charger available upon request. Idyllic location on a small farm. Forest trails nearby at Hopkinton State Park. Strictly no pets. Non-smokers only

Guest favourite
Flat in Shrewsbury
4.93 out of 5 average rating, 111 reviews

Clean & Cozy 2BR Across from Quinsigamond Lake

Unwind in our comfy 2-bedroom apartment with all the essentials for a comfortable stay. Work remotely while facing the lakeview. Super close to UMass Memorial, UMass campus, and just minutes away from Starbucks, Whole Foods, TraderJoe's and many more. Surrounded by many restaurants with great variety of taste. Easy access to the highway. Escape the ordinary and make this homy lakeview apartment your home away from home. Book now for a delightful experience!

Guest favourite
The stone barn building is framed by vibrant lavender fields in the foreground. Evening light illuminates the windows, while a calm sunset creates a soft gradient in the sky, transitioning from warm hues to deep blues.
Barn in Holden
4.89 out of 5 average rating, 500 reviews

Farm stay in a Historic Ski Lodge turned Barn

Once a ski lodge, then a horse barn, the hayloft in this unique stone barn has been converted to a comfortable & peaceful getaway. Enjoy a tranquil farm stay on a working Lavender farm. Help feed (if you wish) the sheep and see the horses and chickens. Enjoy the serene views and take in a sunrise or sunset or the stunning evening stars and moon on the back patio, stroll around the farm and hike our 1 mile nature walk. Convenient to local skiing & golfing.

Popular amenities for Westborough holiday rentals

Frequently Asked Questions

  • Are there family-friendly vacation rentals in Westborough?

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

  • Are there pet-friendly vacation rentals in Westborough?

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

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

    Enhance your stay in our House Rentals with the most popular amenities: over 10 homes with air conditioning, over 10 homes with wifi, over 10 homes with free parking, and more. Indulge in the ultimate retreat, tailored to your preferences.

  • How much does it cost to stay in house rentals in Westborough?

    Experience the best of Westborough with our house rentals, starting at about $60 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Do house rentals in Westborough have air conditioning?

    Absolutely! We offer over 10 house rentals with air conditioning in Westborough. Enjoy a tailored experience with all the comforts you desire.

  • Are there house rentals with a dedicated workspace in Westborough?

    Yes! Work meets play with ease at over 10 house rentals in Westborough featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Do house rentals in Westborough have free parking?

    Absolutely! We offer over 10 house rentals with free parking in Westborough. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Westborough have wifi?

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

Quick stats about holiday rentals in Westborough

  • Total holiday rentals

    Explore 20 holiday rentals in Westborough

  • Nightly prices starting at

    Westborough holiday rentals start at € 17 per night before taxes and fees

  • Verified guest reviews

    Over 1,820 verified reviews to help you choose

  • Family-friendly holiday rentals

    10 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    20 of Westborough holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Westborough rentals

  • 4.7 Average rating

    Westborough stays receive an average rating of 4.7 out of 5 from guests