Holiday rentals in Westfield

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.

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.

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

Nostalgic Lakehouse with Ferry Pontoon & Hot Tub

This thoughtfully restored 1960s cottage sits on peaceful Spring Lake: perfect for swimming, fishing, and creating nostalgic memories lake with your family. Outside you'll enjoy a beautiful private backyard with a hot tub, paddle/solar-powered pontoon boat, yard games, fire pit, fishing poles, and dock. Inside you'll make lifelong nostalgic memories with the huge selection of 1980/90s video games, Goosebumps books, board games & VHS films. Centrally located in an activity-filled area of WI!

Private Riverfront, Converted Barn *EV Charger*

Fox River Barn is located in a picturesque setting with stunning views of the Fox River in Princeton, WI. This 1940s barn has been lovingly converted into a comfortable living space with modern features and amenities, making it the perfect retreat for a romantic getaway or a peaceful escape from the city. Inside, the bones of the barn are present. From beams and rafters on the main level to the tall, gable barn ceiling. Just imagine all the different ways the barn had been used over time.

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.

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.

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.

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.