
Holiday rentals in Westborough
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Top-rated holiday rentals in Westborough
Guests agree: these stays are highly rated for location, cleanliness and more.

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.

Cider House Cottage
Antique guest cottage on a becountry farm property with acres of fields, ponds, forests and streams, adjoining Quabbin Reservoir domain. Ideal for hikers, bird watchers, and bicyclists, this quiet country retreat offers trails and terrain to explore, only 3 miles away from small historic New England town. Make yourself at home in the comfortably furnished post and beam home with terrace and pond views, adventure in the surroundings, dip in fresh water streams, and relax in the claw foot bathtub

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.

Hopkinton Mass 3+ Bedrooms - Great location!
This my home in which I am now an "empty-nester". I have 3 bedrooms available, each with a Queen bed, plus a room over the garage with 2 futons and a mattress. NOTE: I live here and will be home during your stay. You'll have access to a private bathroom and the rest of the house: kitchen, dining room, living room, etc. NO pets allowed My place is close to Boston, Worcester, Providence, state parks, etc. Good for singles, couples, business travelers and families. Great pool and hot tub!

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.

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.

Beautiful & Cozy 2 BR/ 2Beds/ Netflix/Alexa/Roku.
Cozy, Beautiful & Private 2nd floor unit in a quiet Shrewsbury neighborhood! Perfect for family getaway or work! Unit has electric cooktop. 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 host you!

Scenic House on Hilltop
Gorgeous home with spectacular views and sunset! This big house overlooks the rolling Worcester hills for miles and miles. Convenient location, quiet neighborhood, private backyard, expansive deck, and nearby scenic hiking trails. The house has 5 bedrooms, 2 kitchens, 4.5 bathrooms, washing machine & dryer, enclosed porch, and lots of parking space. Great place for large group gatherings. Beautiful and comfortable, with everything you'd need for cooking and relaxing.

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!

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.

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

Private Mother-In-Law apartment on the lake!
Waterfront on the Lake with a private beach and dock. Relax on your deck and Patio with Wonderful Views. This is a mother-in-law private downstairs apartment complete with kitchen and separate entrance. Enjoy the lake with a fire pit and use of paddle boat and kayaks (life jackets provided). Enjoy the wonderful eclectic restaurants in downtown Hudson including a Micro Brewery, Pub, Martini Bar, Micro Creamery and even a SpeakEasy.
Popular amenities for Westborough holiday rentals
Other great holiday rentals in Westborough

New listing renovated entire Studio

A Home Away from Home Welcomes You

Hollywood Bungalow 4

Large, Private Space, Prime Location, Great Price!

Exquisite 1 Bedroom Suite-Charming,W/Private Entry

The Outlaw's In-Law

2-Bedroom in Hopkinton-home of the Boston Marathon

Sakura House: Spacious 4BR w/ Gym & Premium Design
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 £15 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
Destinations to explore
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- Fenway Park
- Boston Common
- TD Garden
- Harvard University
- Revere Beach
- Brown University
- Lynn Beach
- Monadnock State Park
- New England Aquarium
- Freedom Trail
- MIT Museum
- Canobie Lake Park
- Museum of Fine Arts, Boston
- Quincy Market
- Oakland Beach
- Prudential Center
- Roger Williams Park Zoo
- Salem Willows Park
- Franklin Park Zoo
- Symphony Hall
- Boston Children's Museum
- Bunker Hill Monument
- Island Park Beach
- Isabella Stewart Gardner Museum




