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Top Holiday Rentals in Westboro

Smart TV, fireplace, video games, DVD player
Beautiful secluded Lake Home
10.0 out of 10, Exceptional, (1)
"Beautiful cabin, spacious, clean, almost lived in the screened in porch. On a small, very clean/clear lake. Owner very responsive. We made lots of good memories."
Beautiful secluded Lake Home
Property grounds
Spacious Lake Home near Ladysmith, with a private dock on the Dairyland Flowage!
10.0 out of 10, Exceptional, (12)
"We enjoyed our stay in this home. The lake view we had was beautiful and even more beautiful because of the snow. We were in town for some family emergency services but we still enjoyed our time and felt very relaxed even with the family circumstances. We took lots of pictures and enjoyed every minute we could. The home is well stocked with pans and supplies."
Spacious Lake Home near Ladysmith, with a private dock on the Dairyland Flowage!
Property grounds
In the heart of nature! Romantic getaway!
10.0 out of 10, Exceptional, (4)
"Would rent it again it was an excellent piece of property and we had a great time"
In the heart of nature! Romantic getaway!
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The Big House at Somo View Resort
10.0 out of 10, Exceptional, (5)
"long weekend was nice , might need a new toaster lol"
The Big House at Somo View Resort
View from property
The Eagle’s Nest perched above the Jump River!
The Eagle’s Nest perched above the Jump River!
Fridge, microwave, oven, stovetop
Newly Renovated Cabin (dog friendly)
10.0 out of 10, Exceptional, (30)
"Very clean, peaceful, and great location!"
Newly Renovated Cabin (dog friendly)
Interior
Spacious Lakefront Lodge, Kayaks/Canoes Included! Pet Friendly!
10.0 out of 10, Exceptional, (46)
"What a gem of a property! Our stay was simply lovely. We were inundated with snow which made for a very picturesque view out the common space windows. They have thought of everything from plenty of blanket type throws around the home to a full cabinet of spices. We will have to come back to experience the enticing outdoors - but made the most of relaxing in this cozy cabin."
Spacious Lakefront Lodge, Kayaks/Canoes Included! Pet Friendly!
Fridge, microwave, oven, stovetop
NEWLY RENOVATED from top to bottom. Northwoods cabin on the shores of Somo Lake
9.8 out of 10, Exceptional, (17)
"My family of four stayed here for a week. We had great weather and enjoyed exploring Lake Somo and the river with our kayaks. Though the cabin is cozy for the four of us, we had enough space and spent most of our days outside. Was easy to get into town but far enough away that the lake was pretty quite during the week. As expected, a little busier on the weekends. The pier was great and had a great view of the lake and sunsets. The grill was great to have and kitchen was fine just could use a...
NEWLY RENOVATED from top to bottom. Northwoods cabin on the shores of Somo Lake
Private kitchen
Quiet - 1 Bedroom Rental Unit on Main Level
10.0 out of 10, Exceptional, (2)
"The host was very helpful and responsive. The apartment was nice and welcoming."
Quiet - 1 Bedroom Rental Unit on Main Level
Fridge, microwave, oven, stovetop
"Ol Man Wavin Haven" home that has road access to UTV, ATV and snowmobile trails
10.0 out of 10, Exceptional, (1)
"Well laid out property, fully stocked kitchen, very clean and large. The lawn was well maintained and we saw some wild life! We will back."
"Ol Man Wavin Haven" home that has road access to UTV, ATV and snowmobile trails
Fridge, microwave, oven, stovetop
Complete serenity on this 5.5 acre modern waterfront property.
10.0 out of 10, Exceptional, (9)
"The house was beautiful and worked well for our needs as we had come for a family funeral. The rooms were clean and comfortable. We enjoyed the little touches, such as all the light switches marked and the short youtube videos showing how to work the TV. We have stayed in several vrbo's and this is by far the nicest one!"
Complete serenity on this 5.5 acre modern waterfront property.
NORTHWOODS cabin. Fish hunt snowmobile Family reunion destination
9.2 out of 10, Wonderful, (30)
"This place was smelly the pillows and blankets had a terrible smell to them! The couch was all matted and smelly ans we wouldn't even sit on it! We had no towels but the owner told us to go get them in his storage but we didn't as the place was just too dirty for us to stay in! The worst part about this as it was our anniversary Weekend getaway that we traveled 3 hours to get here thinking it was going to be a wonderful place and it was definitely a big letdown! Hopefully this never happens to...
NORTHWOODS cabin. Fish hunt snowmobile Family reunion destination
Exterior
Cozy off grid a-frame cabin Northwoods Farm Stay Hundreds of Acres to Explore
10.0 out of 10, Exceptional, (8)
"There is only one word to describe our stay. Perfect! Was exactly what we were looking for! Quite, clean, and exactly as described. Communication was top notch! We explored the property and the surrounding areas relaxing in the beauty of the fall colors. Thanks again"
The price is £117
per night
30 May - 31 May
Cozy off grid a-frame cabin Northwoods Farm Stay Hundreds of Acres to Explore
Private kitchen
Beautiful views! Tons of nature!
10.0 out of 10, Exceptional, (3)
"This is a super place to stay for a weekend, a week, or a month. Gorgeous views of the lake from the deck, spacious and well appointed, cozy, clean, and very welcoming. Cheryl was a super host and I hope we get a chance to come back for more."
Beautiful views! Tons of nature!
Property grounds
Rustic Log Cabin built 1897 just steps from lake
6.0 out of 10, (1)
"Rustic cabin on the lake. Very close to neighboring cabins. However it was still fairly quiet. The cabin and especially the bed pillows had a musty smell but otherwise the cabin was clean."
Rustic Log Cabin built 1897 just steps from lake
Property grounds
Tomahawk Cottage on Somo River < 1 Mi to Lake!
Tomahawk Cottage on Somo River < 1 Mi to Lake!
Property grounds
Quiet Country Aire is what we are all about. Relaxing, peaceful, and beautiful!
10.0 out of 10, Exceptional, (3)
"VERY CLEAN AND SPACIOUS"
Quiet Country Aire is what we are all about. Relaxing, peaceful, and beautiful!
Exterior
Candy Red Country Home
10.0 out of 10, Exceptional, (11)
"This house is absolutely great. It is very clean and had all ammenaties one could want. The location is close to Medford, but out enough to have a serene place to enjoy. I rented the place for myself and 3 friends to hike the Chequamegon Forest part of the Ice Age Trail. Perfect location for us before heading to the woods. Plenty of room and very comfortable beds. I would absolutely recommend this place. The owner was also very responsive and accomodating."
The price is £127
per night
30 May - 31 May
Candy Red Country Home
Property grounds
Lakefront Ogema Vacation Rental Cabin w/ Fire Pit!
Lakefront Ogema Vacation Rental Cabin w/ Fire Pit!
Terrace/patio
Relax at The Lincoln Log Cabin perched along the Jump River.
10.0 out of 10, Exceptional, (4)
"Everything was exactly like the listing. Decently secluded and right on the Jump River! We were able to go kayaking, fishing and even explored the little town of Sheldon. They supplied wood for the fire pit which was very nice. There was so many things to do in this cabin and me and my boyfriend enjoyed this home away from home! We will definitely be back in the future."
Relax at The Lincoln Log Cabin perched along the Jump River.
Don't see what you're looking for?
See all available properties in Westboro
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.

Other types of properties in Westboro you may be interested in

Smart TV, fireplace, video games, DVD player
Beautiful secluded Lake Home
10.0 out of 10, Exceptional, (1)
"Beautiful cabin, spacious, clean, almost lived in the screened in porch. On a small, very clean/clear lake. Owner very responsive. We made lots of good memories."
Beautiful secluded Lake Home
Standard Room, 1 Queen Bed | Desk, iron/ironing board, free WiFi, bed sheets
Woodlands Inn & Suites
3.0 star property
7.8 out of 10, Good, (236)
"My room was nice, modern and clean, bed was almost to hard and I could easily hear the folks in the next room through the wall, the lobby was neat clean and well kept, breakfast was very minimalist "continental" All in all given the other limited choices in Medford I would stsy here again. "
The price is £76
per night
2 Jun - 3 Jun
Woodlands Inn & Suites
Comfort Cottage, Multiple Beds, Non Smoking, Kitchen | Living room | Flat-screen TV
Rib Waters Inn
2.5 star property
9.2 out of 10, Wonderful, (92)
"Very cozy and easy to access."
The price is £73
per night
3 Jun - 4 Jun
Rib Waters Inn
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.

Everything you need to know about Westboro holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Westboro holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Westboro holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Westboro holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Westboro holiday rentals we have selected for you start as low as £117 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Westboro rentals

At Expedia, we put the best Westboro holiday 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 holiday.

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. 

Frequently asked questions

Are there holiday rentals in Westboro?

Yes, there are holiday rentals close to the most popular sights in Westboro, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Westboro has to offer?

The Big House at Somo View Resort: This holiday home rental outside of Westboro is located on a lake, and has a patio, a garden and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave.

What can I see and do in Westboro?

While you're exploring the area, Medford City Park and Grahl Park are a couple of picturesque spots to get outside and enjoy nature. Prentice Pines Golf Course and Brigadoon Winery are a couple of places you'll find in the wider area.

What are holiday rentals like in Westboro?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Westboro. Holiday rentals offer amenities such as kitchens and laundry facilities so you'll feel just like you're staying in your own home. If you're concerned about a sanitised environment, holiday rentals can provide a sense of safety away from shared hotel lifts and lobbies bustling with people while still allowing you a great travel experience. You'll also find more space in a holiday rental than in a traditional hotel, which makes a holiday rental an attractive option for a small group gathering.

Recent reviews of Westboro properties
Expedia verified reviews

Rib Waters Inn

Rib Waters Inn

5/5 Excellent
"Very cozy and easy to access."
A verified traveller stayed at Rib Waters Inn
Posted 4 days ago
Rib Waters Inn