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Vacation rentals in Westfield

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Top-rated vacation rentals in Westfield

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Cabin in Montello

4.84 out of 5 average rating, 154 reviews

Cabin in the woods with a pond and pet friendly!

Escape reality and surround yourself with nature at this quiet peaceful cabin sitting on 20 acres in the woods. Private stocked pond with paddle boat and kayak available. Bonfires, grilling, fishing, wandering around in the woods and hanging by the pond. 3 bedrooms with queen beds, a large loft with 1 queen size bed, 2 full baths. Half hour from Wisconsin Dells, 10 minutes to downtown Montello for groceries & restaurants, 30 minutes from Cascade Mountain, and 40 minutes from Devils head resort.

May 10 – 17

G$30,514 GYD per night

Cabin in Hancock

4.95 out of 5 average rating, 383 reviews

Peaceful Wooded Sanctuary- with private dog park!

Unplug. Unwind. Connect with nature. Come enjoy our 700 sq.ft. cabin on 6 wooded acres. Fish the trout stream, hike, bike, swim! See hummingbirds hover at the feeder, watch for deer or bald eagles. The outdoor recreational opportunities are endless. Listen to the wind whisper while you sway in the hammock. Play in the treehouse! Escape to the peaceful pines and let whippoorwills sing you to sleep at day's end. The cabin accommodates every guest, dogs too! New in 2023, a 1,200 sq. ft. dog park.

Oct 31 – Nov 7

G$32,750 GYD per night

Cottage in Westfield

4.94 out of 5 average rating, 53 reviews

Cozy Lake House in Scenic Westfield, WI!

You will love everything about your stay at this clean cozy 2-bed, 1-bath vacaction Lake House in Westfield. Located on School Section Lake, this cabin is ideal for friends or a small family. Spend your days fishing, kayaking, hanging out on the big deck overlooking the water, or simply reading in the peaceful outdoors. Spend your nights under the stars, hanging out at the fire pit, playing outdoor games, or inside playing bumper pool, or one of our many board games/puzzles. Central A/C, W/D.

Feb 25 – Mar 4

G$43,213 GYD per night

Cabin in Oxford

4.94 out of 5 average rating, 103 reviews

Lakefront Escape: Private Pier, 30min to Wi Dells

Nestled in the serene surroundings of Westfield, Wisconsin, Possum Lodge beckons with its tranquil charm. Step onto your own private pier on Lawrence Lake, where you can spend leisurely hours fishing or gliding along in a kayak. For adventures, take advantage of the golf course, and splash pad in town. When you're ready for a change of pace, a short drive will lead you to Wisconsin Dells. Whether you seek relaxation or excitement, Possum Lodge offers the perfect blend for a memorable getaway.

May 6 – 13

G$28,532 GYD per night

Home in Briggsville

4.92 out of 5 average rating, 141 reviews

The Lake House on beautiful Mason Lake

"The Lake House" is located on beautiful Mason Lake in Briggsville, WI. Our home is a freshly remodeled 2 bedroom, 1 bathroom lake house with 36 ft. of lake frontage. The property has a huge fenced in back yard, concrete patio and a new pier (2021) for outside fun. We can accommodate two vehicles on the black top driveway, public street parking and a large public parking lot for boat / rec. trailers right across the street. The property is also located on a ATV/UTV and snowmobile trail system.

Feb 6 – 13

G$20,243 GYD per night

Guesthouse in Wisconsin Dells

4.83 out of 5 average rating, 247 reviews

Waterfront Cottage with beautiful views

This waterfront cottage has beautiful views of the Wisconsin River. My husband and I have lived here for more than 20 years. We love this area - there is nothing like a cool, crisp Midwest morning overlooking the Wisconsin River. Or enjoying a great glass of wine (or Wisconsin beer) while watching a spectacular summer sunset from the deck. Expect peace and tranquility as we are far enough from Downtown Dells to avoid the crowds and noise. We look forward to hosting you and your loved ones.

Feb 4 – 11

G$18,217 GYD per night

Apartment in Coloma

4.92 out of 5 average rating, 113 reviews

Whispering Pines of Pleasant Lake

Summer Lake Life! Large private yard. Firepit & grill. Wifi. Kitchen fully equipped. Ice Age Trail, swim, fish, canoe, bicycle routes. - comfortable mattresses with linens -fully furnished kitchen -4k flat screen tv to stream using your subscription -hike the ice age trail - Fishing -Swimming -Canoe provided -fire ring with chairs for campfire and smores -Grill, picnic table - Pleasant Lake is just 100 steps away, right out your door! -State licensed Just minutes from I-39 and Hwy. 21

Dec 7 – 14

G$28,207 GYD per night

Cabin in Montello

4.96 out of 5 average rating, 112 reviews

True Log Cabin Montello 1/2 hr to WI Dells on 10ac

Lazy Fawn Cabin Escape reality and surround yourself with nature at this quiet peaceful log cabin sitting on 10 acres. Camp fires, grilling or lay in the hammock. 2 bedrooms with queen beds and a large loft with 1 queen and 2 full beds. 1/2 hour from Wisconsin Dells and 7 minutes off I-39. Rustic cabin with all the modern amenities. Area lakes for fishing or recreation, or take a ride to an amazing Amish bakery and shops. 10 minutes to downtown Montello for groceries and restaurants.

Jul 8 – 15

G$43,217 GYD per night

Cabin in Princeton

4.97 out of 5 average rating, 194 reviews

A-frame in the Pines

"Up North" cabin decor with modern amenities. Cute A-frame cabin nestled amongst mature red & white pines. Outside space to run & play or relax by the campfire or fireplace inside. Chargrill available. Bring your own charcoal. Living room with TV, dining area, kitchen & pantry, bathroom, & bedroom with a queen size bed on main level. The "loft" upstairs has 2 bedrooms, 1 with 2 twin beds , & the other space with a queen size bed and a reading area that opens up to your own private balcony.

Jan 29 – Feb 5

G$32,465 GYD per night

Farm stay in Montello

4.88 out of 5 average rating, 322 reviews

Escape to Evergreen Homestead 20 Acres of Nature

Discover the ultimate retreat at our charming, fully furnished private apartment nestled on a 20-acre homestead. Begin your day with the delight of farm fresh eggs and embark on an adventure exploring your lush 20 acre pine forest. Unwind on the porch, savoring the tranquil atmosphere, or indulge in some retro arcade games. Our property is dog-friendly, & guests can also interact with our goats. Experience the serenity and warmth of the countryside living at its finest! Dells close by.

Mar 21 – 28

G$30,371 GYD per night

Cabin in Fox Lake

4.95 out of 5 average rating, 122 reviews

Cabin on the Trail

Kick back and relax in this cozy space with up north, cabin vibes. In the summer months enjoy the excellent fishing, swimming and boating and in the winter have fun ice fishing by walking to the lake out your back door! *Please read the full description and look at all of the pictures of the property *Not suitable for parties or loud gatherings. Please note, there is a 4 person maximum, including children. *All dogs/pets must be pre-approved by the host. There is a $50 fee/stay.

Oct 12 – 19

G$22,358 GYD per night

Cabin in Wild Rose

4.91 out of 5 average rating, 319 reviews

Getaway Wild Rose - Milwaukee

An easy drive from the city, Getaway is a new way to experience the great outdoors. Nestled across dozens of acres of private woodlands, our modern, tiny cabins have everything you need (comfy bed, bathroom, fresh linens) and nothing you don’t. Featuring a private outdoor area (hello, fire pit), each cabin is designed to help you relax, unwind and disconnect from the everyday. Plus, as part of your stay, you'll receive firewood, a s'mores kit, coffee and bottled water*.

Sep 26 – Oct 3

G$23,424 GYD per night

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Other great vacation rentals in Westfield

Cabin in Oxford

4.95 out of 5 average rating, 41 reviews

Nature Nook Cabin, your peaceful hideaway

Mar 22 – 29

G$25,455 GYD per night

Home in Montello

4.93 out of 5 average rating, 56 reviews

Log Cabin Home with Swimmable Pond

Sep 19 – 26

G$29,210 GYD per night

Cabin in Westfield

4.94 out of 5 average rating, 81 reviews

Spacious A-Frame Cabin in the Woods with Dry Sauna

Feb 24 – Mar 3

G$55,598 GYD per night

Cottage in Neshkoro

4.97 out of 5 average rating, 34 reviews

Sandy Beach Cottage

Feb 9 – 16

G$24,877 GYD per night

Cottage in Oxford

4.96 out of 5 average rating, 26 reviews

Private Lakefront Cottage with Beautiful Views!

Oct 25 – Nov 1

G$40,745 GYD per night

Cabin in Grand Marsh

4.88 out of 5 average rating, 91 reviews

Wisconsin Dells - The Cottage

Apr 16 – 23

G$26,894 GYD per night

Guest suite in Wild Rose

5.0 out of 5 average rating, 16 reviews

Little Silver Fox Den

May 20 – 27

G$19,278 GYD per night

Cabin in Montello

4.99 out of 5 average rating, 96 reviews

The Loch at WhiskyWood, secluded cabin + hot-tub

Jan 23 – 30

G$61,008 GYD per night

Destinations to explore