Vacation rentals in Westfield

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Top-rated vacation rentals in Westfield

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Superhost

A peaceful scene on a private pond features individuals enjoying the water. One person paddles a yellow kayak, accompanied by a dog, while two others relax on a floating lounge. Lush greenery surrounds the pond, providing a serene natural backdrop.

Cabin in Montello

4.86 out of 5 average rating, 216 reviews

Cabin in the woods with 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.

Superhost

An outdoor seating area is centered around a fire pit, surrounded by shaded trees and lush greenery. Two picnic-style tables are positioned nearby, providing ample space for gatherings. In the background, a serene lake is visible, enhancing the tranquil setting.

Cabin in Oxford

4.92 out of 5 average rating, 167 reviews

Kayaks included! Lakefront cabin 40 mins to 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.

Guest favorite

The exterior of a spacious single-story building is showcased, featuring a combination of light green siding and stone accents. Multiple windows allow natural light in, while two sets of double doors provide access to the property.

Apartment in Coloma

4.93 out of 5 average rating, 133 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

Guest favorite

The log cabin features a covered front porch with seating areas, surrounded by landscaped greenery. Tall trees and shrubs frame the property, creating a sense of privacy. A gravel path leads to the entrance, enhancing the rustic charm of the home.

Cabin in Montello

4.94 out of 5 average rating, 142 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.

Top guest favorite

The A-frame cabin is surrounded by mature pines, featuring a spacious lawn with a fire pit and several blue adirondack chairs. A charcoal grill is visible, and the deck includes umbrellas for shade, offering an inviting area for outdoor relaxation.

Cabin in Princeton

4.97 out of 5 average rating, 225 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.

Guest favorite

A hot tub is set against a backdrop of snowy terrain and bare trees. The clear blue water appears inviting under the bright sky, with steps leading up to the side for easy access.

Cabin in Grand Marsh

4.93 out of 5 average rating, 192 reviews

Easton Lake Retreat – Cozy Cottage & Hot Tub

Come unwind and relish our cozy, private cabin in a serene neighborhood, embraced by a secluded wooded yard. This 2-bed, 1-bath haven is immersed in Wisconsin charm – ideal for relaxation and wildlife gazing. Yet, a mere 20 minutes from the vibrant Wisconsin Dells (Uber available). Explore state parks, indulge in Ho Chunk Casino's excitement, or dive into snowmobiling, four-wheeling, and skiing, all just minutes away. Your retreat to rustic bliss awaits! Book your stay on Airbnb now!

Top guest favorite

The cabin features a welcoming front porch with a swing and a picnic table. A charcoal grill is positioned nearby, set against a backdrop of lush greenery. The exterior is adorned with wood siding and large windows, creating a pleasant connection with the surrounding nature.

Cabin in Hancock

4.96 out of 5 average rating, 223 reviews

Peaceful Cabin in the Woods

🌲 Welcome to Your Secluded Cabin Getaway 🌲 Escape the city and enjoy a peaceful retreat on 5 private acres in Hancock, Wisconsin, just minutes from downtown Wautoma. Surrounded by woods, our cabin offers the perfect setting to: Sip your morning coffee or an evening glass of wine on the front porch swing ☕🍷 Relax around the crackling fire pit 🔥, roasting marshmallows, and enjoying the stars ✨ This cabin is designed for comfort, relaxation, and creating unforgettable memories.

Guest favorite

An open second-floor area is depicted, showcasing a sleek wooden bookshelf filled with books and decorative items. A spacious bed is positioned near a window, while a cozy seating area with black leather sofas invites relaxation. Natural light streams through the windows, highlighting the wood flooring.

Cottage in Neshkoro

4.95 out of 5 average rating, 145 reviews

Pet Friendly Antique Schoolhouse with Fenced Yard

Pond Lily is truly a unique stay; a historic schoolhouse among tranquil surroundings. Beautiful traditional craftsmanship meets all the comforts of a modern home. Pet friendly with a fenced yard. A well-stocked kitchen makes for easy home-cooked meals. The layout is ideal for small groups looking to enjoy a peaceful getaway. Snuggle up by the wood-burning fireplace in the cold months or enjoy the firepit in the warm weather. For the outdoorsman, public lands are 5 minutes away.

Top guest favorite

A charming wooden cabin nestled among tall pines showcases a welcoming deck with steps leading to the entrance. A flower-filled barrel planter adds a touch of color, while the surrounding natural landscape enhances the serene atmosphere of this secluded retreat.

Cabin in Hancock

4.95 out of 5 average rating, 434 reviews

Peaceful Wooded Sanctuary:A/C and 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. Bring your pup and enjoy the 1,200 sq. ft. private dog park.

Guest favorite

The inviting interior features a wooden ceiling and walls, with a cozy wood-burning stove providing warmth. A comfortable seating area includes a traditional sofa, rocking chair, and two wooden chairs. A dining table sits adjacent, surrounded by patterned rugs and softly lit lamps.

Cabin in Coloma

4.94 out of 5 average rating, 144 reviews

Hunter's Drift - a cozy cabin in the woods

Our quaint log cabin overlooks a small pond and is situated on 40 acres of woodland; the only other development on the property is a charming farmhouse down the lane (our home). Cozy up with a good book next to the wood-burning stove. Watch the local wildlife from a rocking chair on the covered porch. Gaze at the stars on a clear night. Visit nearby trout streams, antique stores, and local sights, then come back to this simple, well-appointed respite in the woods.

Top guest favorite

A charming chalet is nestled among tall trees, featuring a stone and wood exterior. The expansive deck wraps around the house, with an inviting gas grill positioned for outdoor cooking. The sun sets in the background, casting a warm glow through the leaves.

Chalet in Oxford

4.99 out of 5 average rating, 105 reviews

Sept Deal – 15% Off | Dock, Near Dells, Fire Pit

Welcome to Parker Lake Chalet! Your perfect lakeside getaway awaits at this modern 3-bedroom lake house in Oxford, WI—just 20 minutes from the Dells and an hour from Madison. Enjoy stunning lake views from huge windows, paddle the crystal-clear waters, or kick back on the deck, dock, or around the fire. Inside, we've thought of everything to make your stay effortless and fun. In winter? Hit the slopes at Cascade Mountain, just 30 minutes away.

Guest favorite

Cabin in Westfield

4.93 out of 5 average rating, 107 reviews

Cozy Forest A-Frame | Dry Sauna | Peaceful Escape

Tucked away on 7.5 wooded acres with a peaceful creek, this spacious cabin offers the perfect blend of seclusion, comfort, and adventure. Ideal for families or groups, you'll be just 30 minutes from the Dells, Cascade Mountain, Nordic Mountain, and several scenic state parks—plus Granite Peak is under an hour away. After a day of exploring, unwind in the 6-person dry sauna and soak up the complete privacy and serenity of nature.