Vacation rentals in Westborough

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Top-rated vacation rentals in Westborough

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Guest favorite

Home in Framingham

4.89 out of 5 average rating, 246 reviews

1BR—Bright & Cozy 2-Level Home — 25 Min to Boston

750sqft One-Bedroom, 2-Level Apartment @ our 3-Rental Property 1st Floor: —Fully Stocked Granite Kitchen w/Dishwasher + Essentials & Cookware —Living Room w/Queen Sofa Bed & Dining Table 2nd Floor: —Bedroom - Queen Memory Foam Bed + Full Length Mirror —Bathroom - Shower/Tub —Desk & Chair + Wardrobe Backyard Patio Laundry Room (Basement) Driveway Parking 25 min to Boston 15 min walk to Train 5 min walk to Jack’s Abby Brewery 3 min walk to Park/Playground Cleaned & Sanitized/COVID Conscious Host

May 1 – 8

R3,094 ZAR per night

Guest favorite

Cottage in Worcester

4.87 out of 5 average rating, 105 reviews

Unique and Private Cottage in Worcester

Unique and private - your own cottage in the desirable West Side of Worcester. The carriage house of a larger property, the cottage is situated in lush gardens, with on-street parking on your doorstep. 5 minute walk to WPI, 5 minute drive to city center and 15 mins to UMass Med. Furnished tastefully and simply with antiques and original art works; brand-new bathroom with shower; washer and dryer; fully-equipped kitchen. An ideal retreat or longer professional let - fast Eero mesh wifi network.

Mar 11 – 18

R2,641 ZAR per night

Guest favorite

Guest suite in Thompson

4.98 out of 5 average rating, 114 reviews

Meadowside: Perfect Location w/ Endless Recreation

Perfect location, great value, & tons of privacy! Come stay at Meadowside! You'll be in a beautifully appointed and completely private 620 sq ft in-law suite. We're a quarter mile away from Webster Lake and an easy drive to all area attractions! Bring your boat, as we have plenty of room for your trailer in our parking lot-sized driveway! Room to sleep up to 4, king bed in the master, 1.5 baths, kitchen, laundry, front farmer's porch, and garden dining! You name it, it's here at Meadowside!

Aug 23 – 30

R2,852 ZAR per night

Guest favorite

Guesthouse in Uxbridge

5.0 out of 5 average rating, 123 reviews

Zen Inspired Private Suite with 2-mile Trail Loop

Zig-Zag Trails unique offering is a harmonious blend of modern comfort and the timeless allure of rural living. A newly built 1000 sq ft guest suite situated on over 65 acres of private meadows and forests with zig-zagging trails throughout, providing the ultimate getaway to relax and recharge. This property is a haven for nature lovers and homebodies alike. We are conveniently located in the heart of the Blackstone Valley, 1hr from Boston, 35min from Providence, and 25min from Worcester.

Aug 18 – 25

R3,094 ZAR per night

Guest favorite

Guest suite in Uxbridge

4.99 out of 5 average rating, 134 reviews

The 1780 Suite

Join us for a step back in time at our unique bucolic property. Set on a scenic road, the post and beam farmhouse was built in 1780 and has been restored and updated by two generations of architects in the family. Guests have a private entrance and wind their way up the period staircase to the second-floor suite with two bedrooms, a sitting room, a breakfast nook, and a bathroom. Enjoy your morning coffee outside on the Adirondack chairs as you contemplate the charms of country living.

Jan 11 – 18

R1,992 ZAR per night

Guest favorite

Barn in Holden

4.9 out of 5 average rating, 377 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 through our Lavender Labyrinth and hike our 1 mile nature walk. Convenient to local skiing & golfing.

Jun 10 – 17

R3,536 ZAR per night

Guest favorite

Guest suite in Littleton

4.91 out of 5 average rating, 312 reviews

Historic Loft with bathroom & kitchenette

A beautiful 1840s barn loft steps away from miles of hiking trails. Fully separate and private entrance, bathroom, and kitchenette. Enjoy a serene, rustic cabin atmosphere with a historic brick hearth and exposed beams. Southeast facing windows overlook patio, garden and ruins. Off the beaten path but only 5 min. to Rte 2, Rte 495, and Boston commuter rail. Drive times w/o traffic: 45 min. Boston, 20 min. Lowell/ Rte 3, Burlington, Bedford, Nashua 30 min.

Sep 3 – 10

R2,028 ZAR per night

Superhost

Home in Shrewsbury

4.85 out of 5 average rating, 197 reviews

A Fabulous House with Beautiful Views

Gorgeous home with spectacular views and sunset! This big house overlooks the rolling Worcester hills for miles and miles. Convenient location, quiet neighborhood, big backyard, expansive deck, and nearby scenic hiking trails. The house has 3 bedrooms, 1 kitchen, 3.5 bathrooms, washer & 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.

Aug 2 – 9

R2,909 ZAR per night

Superhost

Apartment in Worcester

4.89 out of 5 average rating, 392 reviews

Private Suite with separate entrance in Worcester

This private suite has a quiet vibe. The privacy is second to none, from check in to check out with private entrance gate. The living room has variety of books at the guests library, 55" TV with Internet streaming channels and fully subscribed YouTubeTv. The main bedroom has a refrigerators, brand new air fryer, air filter and humidifier, Keurig coffee maker and a vacuum cleaner. Also the apartment has a full private bathroom and patio.

Jan 8 – 15

R1,558 ZAR per night

Guest favorite

Apartment in Hudson

4.85 out of 5 average rating, 293 reviews

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.

Nov 14 – 21

R1,672 ZAR per night

Guest favorite

Apartment in Hudson

4.92 out of 5 average rating, 425 reviews

Newly Renovated Apartment Near Downtown Hudson

Newly renovated private attic apartment near downtown Hudson with kitchenette, living room and bedroom/office. A warm, cozy space with plenty of natural light! Just upgraded to a new king sized bed! Free parking on site Walking distance to restaurants, cleaners, antique shops, roller skating, shopping center, gym, breweries, golf course... & lots more! Nearby there are lots of historical sites, ski areas, and areas for swimming!

Aug 21 – 28

R3,056 ZAR per night

Guest favorite

Guest suite in Marlborough

4.88 out of 5 average rating, 248 reviews

Professional Accommodations!

Across from Lake Williams near 20 and 495, completely separate entrance and parking, all newly renovated, central air, high speed fios internet, 43 inch smart tv, desk, mini fridge, microwave in separate eating area, walk to Dunkin Donuts, Your completely private space! Walk to restaurant with indoor and outdoor seating. For your safety during Covid I keep 72 hours Between guests and have unit professionally cleaned!

Aug 27 – Sep 3

R1,409 ZAR per night

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Westborough vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Stay near Westborough's top sights

Wegmans39 locals recommend

Uhlman's Ice Cream4 locals recommend

Harry's Restaurant3 locals recommend

Ted's Montana Grill5 locals recommend

Julio's Liquors4 locals recommend

Sapporo Restaurant3 locals recommend

Other great vacation rentals in Westborough

Guest favorite

Apartment in Natick

4.98 out of 5 average rating, 331 reviews

Scandi-Modern Apartment

Sep 19 – 26

R2,432 ZAR per night

Guest favorite

Guest suite in Uxbridge

5.0 out of 5 average rating, 269 reviews

Beautiful, Unique, & Cozy Cedar Flat

Jul 10 – 17

R3,452 ZAR per night

Guest favorite

Apartment in Framingham

4.95 out of 5 average rating, 181 reviews

Comfortable apartment in Framingham

Jun 23 – 30

R2,106 ZAR per night

Guest favorite

Apartment in Holliston

4.95 out of 5 average rating, 110 reviews

Lake Link

Oct 14 – 21

R3,010 ZAR per night

Guest favorite

Guest suite in Dover

4.98 out of 5 average rating, 182 reviews

Peaceful Country Home, Dover, Ma: Private Entrance

Jan 30 – Feb 6

R2,861 ZAR per night

Guest favorite

Guesthouse in Worcester

4.83 out of 5 average rating, 206 reviews

Carriage house apartment

Dec 10 – 17

R2,798 ZAR per night

Guest favorite

Guest suite in Westborough

4.98 out of 5 average rating, 49 reviews

Large, Private Space, Prime Location, Great Price!

Sep 14 – 21

R1,574 ZAR per night

Guest favorite

Apartment in Westborough

4.85 out of 5 average rating, 13 reviews

Very Accessible Triplex Unit

Sep 10 – 17

R3,617 ZAR per night

Show all

Quick stats about vacation rentals in Westborough

Total rentals
20 properties
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Rentals with a pool
10 properties have a pool
Pet-friendly rentals
10 properties allow pets
Family-friendly rentals
10 properties are a good fit for families
Total number of reviews
1.3K reviews

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 wifi, over 10 homes with air conditioning, over 10 homes with free parking, and more. Indulge in the ultimate retreat, tailored to your preferences.
Are there Westborough vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 10 vacation homes with pools in Westborough, available on Airbnb. Make a splash and soak up the sun in style!
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 vacation rentals with a dedicated workspace in Westborough?
Yes! Work meets play with ease at over 20 vacation 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.

Vacation rentals in Westborough

Top-rated vacation rentals in Westborough

Vacation rentals for every style

Hotels

Unique stays

Homes

Popular amenities for Westborough vacation rentals

Stay near Westborough's top sights

Other great vacation rentals in Westborough

Apartment in Natick

Guest suite in Uxbridge

Apartment in Framingham

Apartment in Holliston

Guest suite in Dover

Guesthouse in Worcester

Guest suite in Westborough

Apartment in Westborough

Quick stats about vacation rentals in Westborough

Total rentals

Rentals with dedicated workspaces

Rentals with a pool

Pet-friendly rentals

Family-friendly rentals

Total number of reviews

Frequently Asked Questions

Are there family-friendly vacation rentals in Westborough?

Are there pet-friendly vacation rentals in Westborough?

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

Are there Westborough vacation rentals on Airbnb with pools?

Do house rentals in Westborough have air conditioning?

Are there vacation rentals with a dedicated workspace in Westborough?

Do house rentals in Westborough have free parking?

Do house rentals in Westborough have wifi?

Destinations to explore