Woodruff Holiday Rentals

  • Plan, book, stay with confidence

    • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Holiday Rentals in Woodruff

Cozy cabin gas fire place heated floors perfect for snowmobiling on trail 51
Fridge, microwave, oven, coffee/tea maker

Cozy cabin gas fire place heated floors perfect for snowmobiling on trail 51

10.0 out of 10, Exceptional, (31)
"Celebrated our 50th anniversary at this lovely cottage. Enjoyed the wonderfully decorated cottage along with the lake front. Great location!"
Cozy cabin gas fire place heated floors perfect for snowmobiling on trail 51
Charming Cabin w/ Lake Views and Trail Access - Family-Friendly
Property grounds

Charming Cabin w/ Lake Views and Trail Access - Family-Friendly

8.0 out of 10, Very good, (20)
"We had a quick stay and mainly used the property to sleep and shower. It was in a lovely secluded place, very quiet!! Wish we would have had more time to enjoy it. Only thing I would suggest is that they clean the cobwebs out of the bathroom and the windows. Everything else was very clean!"
Charming Cabin w/ Lake Views and Trail Access - Family-Friendly
Lakefront cabin with kayaks, firepit, dock & spacious interior
Exterior

Lakefront cabin with kayaks, firepit, dock & spacious interior

9.2 out of 10, Wonderful, (15)
"The home is lovely, nestled in a large wooded lot with a bit of a view of Sumach Lake. It is decorated very well, homey and very clean. The deck and large screened porch are great assets to the home. Everything you need is provided in this home. Even a trunk of games and puzzles! There is a great outdoor fire ring with Adirondack chairs. Lots of outdoor seating areas are provided, too. The attached garage has been converted to a family room and second bathroom. WiFi is spotty. The only drawback...
Lakefront cabin with kayaks, firepit, dock & spacious interior
Serene Woodruff Cottage: Lakefront Access!
Outdoor dining

Serene Woodruff Cottage: Lakefront Access!

9.0 out of 10, Wonderful, (27)
"Nice place"
Serene Woodruff Cottage: Lakefront Access!
Stunning 180 degree views from Gresham Retreat's 520 ft of private lakefront
Interior

Stunning 180 degree views from Gresham Retreat's 520 ft of private lakefront

9.8 out of 10, Exceptional, (129)
"4 families(12 people) perfect in every way. The views were amazing, would love to stay over the summer to enjoy the lake and amenities. "
Stunning 180 degree views from Gresham Retreat's 520 ft of private lakefront
Family-Friendly, Lakefront Duplex Getaway with Lake Views and a Dock
Property grounds

Family-Friendly, Lakefront Duplex Getaway with Lake Views and a Dock

9.0 out of 10, Wonderful, (11)
"The property has a rustic charm on northern Wisconsin lake"
Family-Friendly, Lakefront Duplex Getaway with Lake Views and a Dock
Secluded YEAR ROUND home on Little St. Germain Lake!
Outdoor dining

Secluded YEAR ROUND home on Little St. Germain Lake!

10.0 out of 10, Exceptional, (69)
"We had a total of 19 staying with us for a family reunion/birthday gathering. I'm OCD when it comes to cleanliness and staying in places away from home. Here at this VEBO, I didn't feel the need to wipe anything down before touching/using it..... this is HUGE for me!! We cooked ALL ENTIRE WEEKENDworth 6 of us women in and out of the kitchen, constantly, and the layout was absolutely perfect. I plan to stay here next time we're up North, and i highly recommend this house! "
Secluded YEAR ROUND home on Little St. Germain Lake!
Beautiful Cabin on the Chain of 28 Lakes . Cranberry Festival Oct 4-6
Lake

Beautiful Cabin on the Chain of 28 Lakes . Cranberry Festival Oct 4-6

9.8 out of 10, Exceptional, (170)
"Great location. Minutes from Eagle River in quiet, wooded area. Excellent view of Otter Lake out the picture window. Clean and nicely decorated. Host provided home made cookies and the recipe as well! "
Beautiful Cabin on the Chain of 28 Lakes . Cranberry Festival Oct 4-6
Dog-friendly lodging w/ scenic deck, pool table, lake dock, & free WiFi
Property grounds

Dog-friendly lodging w/ scenic deck, pool table, lake dock, & free WiFi

9.8 out of 10, Exceptional, (53)
"Seven of us had a great stay at this beautiful house in St. Germain. Don’t be fooled by the exterior (needs a bit of TLC), the inside is gorgeous! Clean, spacious, comfortable. We’d have no hesitation in visiting again!"
Dog-friendly lodging w/ scenic deck, pool table, lake dock, & free WiFi
Mitten Lake Hideaway
Outdoor dining

Mitten Lake Hideaway

10.0 out of 10, Exceptional, (18)
"My wife, our 2 year old and two dogs spent a wonderful week at this cabin. The cabin provided us a perfect location where we had lots of privacy and a beautiful setting to hang out and enjoy being a family. We fished, took long walks in the national forest, and had campfires. It was perfect. We definitely would love to come back in the future. had c"
Mitten Lake Hideaway
•Pet Friendly• Lg. Lake Lodge w Alexa, Water Toys & Game Rm. w Pool Table!
Fridge, microwave, oven, stovetop

•Pet Friendly• Lg. Lake Lodge w Alexa, Water Toys & Game Rm. w Pool Table!

9.4 out of 10, Exceptional, (23)
"Wonderful night. Pool table was great. Fire and view were great too!!"
The price is HK$2,253
HK$4,304 total
includes taxes & fees
5 Jan - 6 Jan 2025
•Pet Friendly• Lg. Lake Lodge w Alexa, Water Toys & Game Rm. w Pool Table!
Dog-friendly, lakefront home with large deck, high-speed WiFi, firepit & dock
TV, fireplace

Dog-friendly, lakefront home with large deck, high-speed WiFi, firepit & dock

9.4 out of 10, Exceptional, (53)
"Property is nice, needs some maintenance. Fridge had cracked drawer and didn’t keep everything cool as it should, grill outside was dirty and fire pit area a mess. Dining table and chairs and sectional sofa needs to be replaced. Biggest issues is the management company, Vacasa, and their horrible communication! The cabin has no cell service and no land line so we couldn’t contact them from the cabin with a snowstorm approaching. We had to call their customer service number when we went into town...
Dog-friendly, lakefront home with large deck, high-speed WiFi, firepit & dock
The King's Cottage ~ A Very Quiet Northwoods Retreat/Abuts Bearskin State Trail
Exterior

The King's Cottage ~ A Very Quiet Northwoods Retreat/Abuts Bearskin State Trail

9.6 out of 10, Exceptional, (124)
"Clean, quiet, great hiking on property, responsive host, comfortable bed, dog friendly, exactly what I needed."
The King's Cottage ~ A Very Quiet Northwoods Retreat/Abuts Bearskin State Trail
Wilderness retreat w/ a foosball table, wet bar, Kayaks, Paddle boards & W/D
Outdoor dining

Wilderness retreat w/ a foosball table, wet bar, Kayaks, Paddle boards & W/D

10.0 out of 10, Exceptional, (2)
Wilderness retreat w/ a foosball table, wet bar, Kayaks, Paddle boards & W/D
Loon Loft | Cabin in St. Germain
Terrace/patio

Loon Loft | Cabin in St. Germain

8.4 out of 10, Very good, (11)
"The overall experience was good. The view from the deck is outstanding. The only issue we had was when using the oven it smoked up the cottage. The amenities were great. On our first night it was cold and the furnace warmed it right up. We would return to the Loon Lodge."
Loon Loft | Cabin in St. Germain
COZY BEAR LODGE-On UTV/Snowmobile trail, Beachside Cabin w/ Porch, Private dock
Property grounds

COZY BEAR LODGE-On UTV/Snowmobile trail, Beachside Cabin w/ Porch, Private dock

10.0 out of 10, Exceptional, (45)
"Absolutely adorable. Loved watching the snow fall on the lake. "
COZY BEAR LODGE-On UTV/Snowmobile trail, Beachside Cabin w/ Porch, Private dock
Stunning Presque Isle Home - Includes Pontoon!
Fridge, microwave, oven, stovetop

Stunning Presque Isle Home - Includes Pontoon!

10.0 out of 10, Exceptional, (22)
"We were incredibly impressed with this beautifully kept gem of a property! This was one of the best VBRO”s we have stayed in. We love to travel and have rented many properties over the years, this one stands out & shines for many reasons. Compliments to Candlewood, Travis and Amanda as they were a pleasure to communicate with from the beginning/booking process, through day of checking out, & even after our return home. We truly appreciated their timely communications, great tips, info about...
Stunning Presque Isle Home - Includes Pontoon!
Cozy lakefront cabin in the heart of Wisconsin's Northwoods with canoe & kayak
Terrace/patio

Cozy lakefront cabin in the heart of Wisconsin's Northwoods with canoe & kayak

9.4 out of 10, Exceptional, (38)
"A simple renters note book saying how to operate TV, saying tv is only Netflix apparently also and how to operate each room thermostat. We never seen a thermostat like that and didn't know what to do."
Cozy lakefront cabin in the heart of Wisconsin's Northwoods with canoe & kayak
Lakefront home with game rooms, dock, kayaks, private beach, fireplace, firepit
TV, fireplace, DVD player, ping pong

Lakefront home with game rooms, dock, kayaks, private beach, fireplace, firepit

10.0 out of 10, Exceptional, (9)
"Place was clean and beautiful. Nice amenities—pool table, video games, board games, ping pong, tvs, comfy beds, everything was perfect. We didn’t catch a single fish in the lake but saw a lot of trout. Beautiful lake for kayaking, canoeing, playing in. We brought our boat to another lake daily and caught lots of fish. The stay was perfect. The only thing I wish we would’ve had more of was dish cloths. There were no wash cloths for the kitchen, but there was a sponge. If you’re staying with a...
Lakefront home with game rooms, dock, kayaks, private beach, fireplace, firepit
Dog-friendly, lakefront home with dock, kayaks, canoe, bike & fireplace
Outdoor dining

Dog-friendly, lakefront home with dock, kayaks, canoe, bike & fireplace

8.8 out of 10, Excellent, (44)
"There was plenty of room for all of us. The cabin was clean and well appointed. We very much enjoyed our stay!"
Dog-friendly, lakefront home with dock, kayaks, canoe, bike & fireplace
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.
Don't see what you're looking for?
See all available properties in Woodruff
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Other types of properties in Woodruff you may be interested in

Charming Cabin w/ Lake Views and Trail Access - Family-Friendly
Property grounds

Charming Cabin w/ Lake Views and Trail Access - Family-Friendly

8.0 out of 10, Very good, (20)
"We had a quick stay and mainly used the property to sleep and shower. It was in a lovely secluded place, very quiet!! Wish we would have had more time to enjoy it. Only thing I would suggest is that they clean the cobwebs out of the bathroom and the windows. Everything else was very clean!"
Charming Cabin w/ Lake Views and Trail Access - Family-Friendly
Cozy cabin gas fire place heated floors perfect for snowmobiling on trail 51
Fridge, microwave, oven, coffee/tea maker

Cozy cabin gas fire place heated floors perfect for snowmobiling on trail 51

10.0 out of 10, Exceptional, (31)
"Celebrated our 50th anniversary at this lovely cottage. Enjoyed the wonderfully decorated cottage along with the lake front. Great location!"
Cozy cabin gas fire place heated floors perfect for snowmobiling on trail 51
Lakefront cabin with kayaks, firepit, dock & spacious interior
Exterior

Lakefront cabin with kayaks, firepit, dock & spacious interior

9.2 out of 10, Wonderful, (15)
"The home is lovely, nestled in a large wooded lot with a bit of a view of Sumach Lake. It is decorated very well, homey and very clean. The deck and large screened porch are great assets to the home. Everything you need is provided in this home. Even a trunk of games and puzzles! There is a great outdoor fire ring with Adirondack chairs. Lots of outdoor seating areas are provided, too. The attached garage has been converted to a family room and second bathroom. WiFi is spotty. The only drawback...
Lakefront cabin with kayaks, firepit, dock & spacious interior
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.

Frequently asked questions

Can I find a holiday rental in Woodruff?

Yes, there are holiday rentals in Woodruff close to Rock Falls Riding Stable LLC, or you can select a more secluded option if you're looking for a relaxing stay. Woodruff is known for its lake views and bars.

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

Charming Cabin w/ Lake Views and Trail Access - Family-Friendly: This highly rated holiday home rental in Woodruff 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 dishwasher, a fridge and a stovetop. Make the most of games in this rental home to help you unwind.

How many holiday rentals are there in Woodruff?

Choose from 45 Expedia holiday rentals in Woodruff for a memorable holiday.

What can I see and do in Woodruff?

Wildwood Wildlife Park and Nature Center and Madeline Lake are a couple of lovely local spots to enjoy the outdoors, whereas family-friendly attractions include Rock Falls Riding Stable LLC. While here, Mid Lake and Little Arbor Vitae Lake are other places worth a visit.

What are holiday rentals like in Woodruff?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Woodruff. Holiday rentals feature amenities such as patios, hot tubs and fire pits to help you enjoy your stay. If you're concerned about cleanliness, holiday rentals can offer a sense of security away from public hotel lifts and busy concierge desks while still allowing you the experience of travel. You'll also have more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is an attractive choice for small groups.