Westboro Vacation Rentals

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Vacation Rentals in Westboro

Terrace/patio
Discover Hawkins charm in our 3-bedroom retreat near ATV & Snowmobile Trails.

Discover Hawkins charm in our 3-bedroom retreat near ATV & Snowmobile Trails.

2.0 star property
Hawkins
9.8 out of 10, Exceptional, (18)
"Amazing place to stay! So convenient and affordable, always a pleasure to stay😊"
United States
Hannah
$145 nightly
The price is $153
Dec 4 - Dec 5
Total with taxes and fees
Discover Hawkins charm in our 3-bedroom retreat near ATV & Snowmobile Trails.
Exterior
Off grid solar a-frame cabin Northwoods Farm Stay Hundreds of Acres to Explore

Off grid solar a-frame cabin Northwoods Farm Stay Hundreds of Acres to Explore

Prentice
9.4 out of 10, Exceptional, (12)
"We had a great time at the cabin. It was very clean and well maintained. The hosts made sure there was ample water and firewood.The property was beautiful with plenty of options to keep you busy.Bugs were definitely bad, but wearing the right clothing and using bug spray, worked well.I did find some ticks on my dog, but this is the woods and it’s to expected.I will definitely be back!"
United States
William R.
$138 nightly
The price is $146
Dec 31 - Jan 1, 2026
Total with taxes and fees
Off grid solar a-frame cabin Northwoods Farm Stay Hundreds of Acres to Explore
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Westboro Hotel Reviews

"Ol Man Wavin Haven" home that has road access to UTV, ATV and snowmobile trails

"Ol Man Wavin Haven" home that has road access to UTV, ATV and snowmobile trails

10/10 Excellent
"House was very clean and organized, communication to the hosts is easy and great. Nice secluded area and will definitely return again"
Julia M. 3-night trip
Posted 13 days ago
"Ol Man Wavin Haven" home that has road access to UTV, ATV and snowmobile trails

Find out more about Westboro

Everything you need to know about Westboro vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Westboro vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Westboro vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Westboro vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Westboro. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Westboro in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $146 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Westboro rentals

At Expedia, we put the best Westboro vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Westboro rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Westboro vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Westboro. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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Frequently asked questions

Are there vacation rentals in Westboro?

Yes, we give you a choice of vacation rentals close to well known sights in Westboro, or you can choose a more remote option if you're looking for a relaxing stay.

What's the top vacation rental that Westboro has to offer?

Spacious Lakefront Lodge, Kayaks/Canoes Included! Pet Friendly!: This vacation home rental near Westboro is located on the beach and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a garden and a selection of games.

What can I see and do in Westboro?

While you're exploring the area, Medford City Park and Buccaneer Pond Park are a couple of picturesque spots to get outside and enjoy nature. Prentice Co-op Creamery Co. and Brigadoon Winery are a couple of places you'll find in the larger area.

What are vacation rentals like in Westboro?

Vacation rentals are privately owned accommodations you can stay in for a couple days or more in Westboro. Vacation rentals feature extras such as WiFi and washers and dryers so you'll have everything you need. If you're concerned about a clean environment, a vacation rental can offer a sense of safety away from shared hotel elevators and busy reception areas while still allowing you the enjoyment of travel. You'll also find more space in a vacation rental than in a standard hotel, which makes a vacation rental an attractive choice for family trips or small group gatherings.