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.

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Top guest favourite
Home in Holliston
4.97 out of 5 average rating, 117 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 favourite
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, 169 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!

Top guest favourite
A serene porch area is adorned with hanging ferns and greenery, casting gentle shadows. Vibrant plants sit on the floor, while a wooden railing frames the view of a weathered building partially covered in ivy. Sunlight filters through the space, creating a tranquil atmosphere.
Flat in Newtonville
4.87 out of 5 average rating, 564 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.

Top guest favourite
A comfortable seating area is highlighted by two stylish armchairs and a soft sofa. Natural light filters through large windows that overlook the greenery outside. A modern rug is placed on the wooden floor, complementing the decor, while a lamp and coat rack add functional touches.
Home in Framingham
4.97 out of 5 average rating, 106 reviews

Cozy en suite w/ high ceilings

 Relax in this peaceful private en suite with breathtaking backyard views of the tall pine forest. Lots of natural light fills the space with room darkening shades to sleep in. Enjoy cozy nights by the fireplace and a well stocked granite kitchen. Great location only minutes to the Mass Pike. 25 min to Boston. 30 min. to Foxboro Stadium. Enjoy shopping at the Natick Mall, AMC movies, tons of diverse dining & grocery options. Backyard has firepit for outdoor eves. Safe walkable neighborhood.

Guest favourite
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, 74 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
Guest suite in Hope
4.99 out of 5 average rating, 311 reviews

Sunny studio on the East Side!

Quiet, sunny 300 sq foot studio, great neighborhood, on National Historic Register! Close to Miriam, Brown & RISD. You have the entire second floor to yourself, w/ driveway parking, private entrance & bath, lounge, work/eating counter, high speed WiFi & Roku Smart TV. There's a small fridge, microwave, Brio hot/cold filtered water dispenser, Keurig. Coffee, tea, milks, homemade muffins, granola bars :). Please note: GUESTS MUST BE ON THE LISTING. VISITORS MUST BE APPROVED PRIOR TO STAY.

Top guest favourite
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, 333 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 favourite
Home in Shrewsbury
5 out of 5 average rating, 10 reviews

Crescent Moon: Cozy house in Charming Shrewsbury

Crescent Moon is perfect for anyone looking for a comfortable private house with driveway parking. This special place is close to everything, making it easy to plan your visit. Enjoy easy access to Downtown Worcester, Westborough Station, UMASS Med University Hospital, and a plethora of shops. Perfect for traveling professionals who need access to the city’s businesses, universities, and medical facilities. Enjoy a suburban lifestyle with easy access to major cities, including Boston.

Guest favourite
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.
Flat in Hudson
4.85 out of 5 average rating, 361 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.

Guest favourite
Guest suite in Marlborough
4.86 out of 5 average rating, 304 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!

Guest favourite
Guest house in Shrewsbury
4.96 out of 5 average rating, 26 reviews

New Private Apartment

Enjoy your privacy and comfort in this calm, meticulously created walkout guest suite. Featuring a completely separate entrance, a full bathroom, queen bed, a well equipped kitchenette, and all the basic amenities to allow you to unwind in a clean, minimal aesthetic. With easy access to local hospitals, highways, shops, and restaurants, it's a perfect central location for any of your travels.

Top guest favourite
Guest house in Framingham
4.98 out of 5 average rating, 320 reviews

Private guest house on beautiful country road

Welcome to Grove Street Studio - our detached guest house which sits right behind our home on one of the most beautiful streets in the area. This two-room studio has everything you need for a comfortable stay including your own deck looking out to the woods behind. Perfect for for a hotel alternative for someone working temporarily at nearby businesses.

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 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.