Vacation rentals in Westborough

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Top-rated vacation rentals in Westborough

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Top guest favorite
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, 115 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.

Top 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, 167 reviews

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!

Superhost
A cozy living room is presented, featuring a comfortable sofa and an accent chair, both styled with soft pillows and a throw blanket. A round coffee table sits in front, complemented by a decorative indoor plant. Natural light filters through the windows with blinds.
Apartment in Worcester
4.82 out of 5 average rating, 38 reviews

Newly Refreshed 3bd Spacious Unit Minutes from 290

Enjoy this stylish space at this centrally located apartment right in downtown Worcester, facilitated for you and your family to relax, and have a place to call home away from home. We designed this space to accommodate your everyday needs as well as please the eye. This unit is a very spacious top level of a home. ✓ 5 Mins to Downtown ✓ 3 Mins to Hwy 290 ✓ 5 Mins to UMass Medical ✓ Tons of things to do/eat close-by ✓ Free on-site parking ✓ Porch Access ✓ Private Entrance ✓ Quiet Neighborhood

Top guest favorite
A red door framed by white trim is adorned with a seasonal wreath. Greenery is draped above and beside the entrance, enhancing the welcoming atmosphere. A decorative lantern is mounted next to the door, and a small potted plant sits on the stone step.
Guest suite in Uxbridge
4.97 out of 5 average rating, 218 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 offers a haven of peace and tranquillity after a busy day of exploring New England. 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.

Top guest favorite
Guest suite in Hopkinton
4.91 out of 5 average rating, 23 reviews

2BR Private Suite Close to World Cup Sleeps 6

Welcome to your home away from home! This private, spacious two-bedroom guest suite spans the entire lower level of our home and features a private entrance, walk-out patio, full kitchen, laundry, and open living/dining area. Located just 26 minutes from Gillette Stadium/World Cup via an easy highway drive and in Hopkinton, the start of the Boston Marathon. It’s ideal for event travelers, runners, and families. Entry is through the main level and down one flight of stairs. Dog-friendly home.

Top guest favorite
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, 63 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.
Apartment 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 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
4.98 out of 5 average rating, 330 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!

Guest favorite
A stone patio overlooks the calm lake, featuring a fire pit surrounded by low seating and greenery. A wooden dock extends into the water, complementing the serene landscape. Lush trees frame the view, enhancing the natural setting.
Apartment in Hudson
4.85 out of 5 average rating, 360 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.

Superhost
A spacious living area features a dark gray futon adorned with patterned cushions, accompanied by a wooden coffee table. A rustic wooden cabinet houses a television, while natural light is invited through the glass doors leading to an exterior space.
Apartment in Hudson
4.91 out of 5 average rating, 563 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!

Guest favorite
A well-lit sleeping area features a spacious bed covered with a light-colored blanket. A desk and chair are positioned near a window with blinds. A decorative plant sits in a pot beside a wooden dresser, adding a touch of greenery to the neutral palette.
Guest suite in Marlborough
4.86 out of 5 average rating, 303 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!

Top guest favorite
A red house with a spacious driveway is shown. A garage with multiple doors is visible on the left side. The front porch features white railings and steps leading up to the entrance. Surrounding trees display autumn colors, enhancing the natural setting.
Apartment in Sutton
4.86 out of 5 average rating, 92 reviews

Spacious, 1 bedroom, full kitchen and laundry.

Spacious and bright one bedroom, basement/studio apartment with full eat-in kitchen, sitting areas, and bathroom with full sized laundry. On-premise parking. One level with no stairs. Quiet residential location. Lots of storage make it perfect for longer stays! We are an older, working couple without pets at this time, living upstairs. Occasionally our grandchildren visit and may spend the night.

Popular amenities for Westborough vacation 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 free parking, over 10 homes with wifi, 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.