Westboro Vacation Rentals

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Dec 4 - Dec 5
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Vacation Rentals in Westboro

Exterior
Secluded Northwoods Chalet on 80 Acres with Hiking and Water Views

Secluded Northwoods Chalet on 80 Acres with Hiking and Water Views

2.0 star property
Westboro
Secluded Northwoods Chalet on 80 Acres with Hiking and Water Views
House (2 Bedrooms) | Interior
Dock & Lake Access: Cabin 4 Mi to Ice Age Trail!

Dock & Lake Access: Cabin 4 Mi to Ice Age Trail!

3.0 star property
Westboro
Dock & Lake Access: Cabin 4 Mi to Ice Age Trail!
Interior
National Forest, Fishing, Trail riding, Hunting, Bars/Eatery and Pet-Friendly

National Forest, Fishing, Trail riding, Hunting, Bars/Eatery and Pet-Friendly

Gilman
10.0 out of 10, Exceptional, (9)
"Perfect place for me"
United States
Scottie S.
National Forest, Fishing, Trail riding, Hunting, Bars/Eatery and Pet-Friendly
Smart TV, fireplace, DVD player, video library
Spacious Lakefront Lodge, Kayaks/Canoes Included! Pet Friendly!

Spacious Lakefront Lodge, Kayaks/Canoes Included! Pet Friendly!

Tomahawk
10.0 out of 10, Exceptional, (67)
"This rental was amazing. So many ammenities and very comfy cozy. The beds and pillows were very comfortable. Communication with the host was really easy with fast responses. I would definitely stay here again!!! A++"
United States
Amber
Spacious Lakefront Lodge, Kayaks/Canoes Included! Pet Friendly!
Outdoor dining
NEWLY RENOVATED from top to bottom. Northwoods cabin on the shores of Somo Lake

NEWLY RENOVATED from top to bottom. Northwoods cabin on the shores of Somo Lake

Tomahawk
9.8 out of 10, Exceptional, (25)
"Relaxing location and everything you need is there. Lou, the property owner, was on location most days and provided valuable information when he wasn't busy tending to the grounds and cabins. Great place at a reasonable price. "
United States
Glick J.
NEWLY RENOVATED from top to bottom. Northwoods cabin on the shores of Somo Lake
Interior
The Eagle’s Nest perched above the Jump River!

The Eagle’s Nest perched above the Jump River!

Sheldon
9.8 out of 10, Exceptional, (15)
"Very nice accommodations with nice surroundings by the river. It was so quiet at night and no nearby road traffic to bother either. We enjoyed visiting Timm's Hill and Big Falls County Parks, which were recommendations from our host. "
United States
Susan C.
The Eagle’s Nest perched above the Jump River!
Fridge, microwave, oven, stovetop
Newly Renovated Cabin -dog friendly

Newly Renovated Cabin -dog friendly

Tomahawk
10.0 out of 10, Exceptional, (58)
"Wonderful clean space. Loved staying here. "
United States
Amy N.
Newly Renovated Cabin -dog friendly
Exterior
NORTHWOODS cabin. Fish hunt snowmobile Family reunion destination

NORTHWOODS cabin. Fish hunt snowmobile Family reunion destination

Tomahawk
9.2 out of 10, Wonderful, (36)
"Clean and cozy. Owner is friendly and responsive. Close to the water, great fishing off the dock for kids. Loved the fire pit and that we could bring our dog. Kitchen is small, but who cooks? We grilled most of the time.Everyone had so much fun!!!"
United States
Debbie B.
NORTHWOODS cabin. Fish hunt snowmobile Family reunion destination
Exterior
Collins Hideout

Collins Hideout

2.0 star property
Hawkins
9.6 out of 10, Exceptional, (5)
"This place was amazing, and we loved staying here!"
United States
Ross T.
Collins Hideout
Exterior
Somo River Home - Fire Pit, Dog Friendly, W&D, Kayaks, Canoe

Somo River Home - Fire Pit, Dog Friendly, W&D, Kayaks, Canoe

Tomahawk
9.2 out of 10, Wonderful, (7)
"Our stay was wonderful! Caught fish right off the dock within 3 casts. Kayaks were great to explore the river and lake. "
United States
Jane H.
Somo River Home - Fire Pit, Dog Friendly, W&D, Kayaks, Canoe
Property grounds
Rustic Log Cabin built 1897 just steps from lake

Rustic Log Cabin built 1897 just steps from lake

Tomahawk
9.0 out of 10, Wonderful, (4)
"Rustic log cabin. Reminded us of the family cabin we grew up with. One large kitchen/living room and a large sleeping room with two bunk beds, one with a full bed on the bottom. Nice bathroom.Easy check-in, well supplied with basics, including towels. The lake is big and quiet. So much fun!"
United States
Debbie B.
Rustic Log Cabin built 1897 just steps from lake
Smart TV, DVD player
Private Lake House. Best sunset view on Somo Lake the Lake!

Private Lake House. Best sunset view on Somo Lake the Lake!

2.0 star property
Tomahawk
9.4 out of 10, Exceptional, (3)
"Perfect place for an adult getaway weekend. The scenery was amazing, that view of the lake is breathtaking. We were up to do some trail riding. Lots of great places to eat, trails were very accessible from this property."
United States
Gauge
Private Lake House. Best sunset view on Somo Lake the Lake!
Dining
The Big House at Somo View Resort

The Big House at Somo View Resort

Tomahawk
10.0 out of 10, Exceptional, (14)
"We had a great stay at their quiet cabin lake house."
United States
Tim H.
The Big House at Somo View Resort
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, (19)
"Amazing place to stay! So convenient and affordable, always a pleasure to stay😊"
United States
Hannah
The price is ￥19,385
￥23,724 total
includes taxes & fees
Dec 6 - Dec 7
Discover Hawkins charm in our 3-bedroom retreat near ATV & Snowmobile Trails.
Fridge, microwave, oven, stovetop
"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

Hawkins
10.0 out of 10, Exceptional, (21)
"We loved it and planning on staying again."
United States
Tina
"Ol Man Wavin Haven" home that has road access to UTV, ATV and snowmobile trails
Dining
Private cottage in the woods along the Somo River, on the trails!

Private cottage in the woods along the Somo River, on the trails!

Tomahawk
10.0 out of 10, Exceptional, (4)
" Very relaxing stay"
United States
Brian W.
Private cottage in the woods along the Somo River, on the 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.
The price is ￥15,198
￥22,578 total
includes taxes & fees
Dec 31 - Jan 1, 2026
Off grid solar a-frame cabin Northwoods Farm Stay Hundreds of Acres to Explore
Exterior detail
Relax at The Lincoln Log Cabin perched along the Jump River.

Relax at The Lincoln Log Cabin perched along the Jump River.

Sheldon
9.8 out of 10, Exceptional, (19)
"It was everything as described and more. Quiet cabin in the woods with all the amenities. Ice Age Trails nearby were great hiking experiences. Stars were brilliant. Nice to have wood on-site for evening fires."
United States
David C.
Relax at The Lincoln Log Cabin perched along the Jump River.
Exterior
Candy Red Country Home

Candy Red Country Home

Medford
10.0 out of 10, Exceptional, (27)
"Great stay and property!"
United States
Anonymous traveler
Candy Red Country Home
Smart TV
Charming house on wooded acreage 1/4 mi from Sackett Lk in Medford with WiFi, AC

Charming house on wooded acreage 1/4 mi from Sackett Lk in Medford with WiFi, AC

Medford
9.8 out of 10, Exceptional, (6)
"It was the perfect location! "
United States
Kristine M.
Charming house on wooded acreage 1/4 mi from Sackett Lk in Medford with WiFi, AC
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

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

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

10/10 Excellent
"Great hosts and location. "
Paul H. 3-night trip
Posted 20 hours ago
Discover Hawkins charm in our 3-bedroom retreat near ATV & Snowmobile Trails.

Find out more about Westboro

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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.