Holiday houses in Westfield

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Top-rated holiday rentals in Westfield

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Top Guest favourite

An A-frame home is featured, showcasing large glass windows that allow natural light to fill the interior. An outdoor deck is furnished with a cozy seating area and a fire pit. A hot tub is positioned nearby, surrounded by trees on the spacious property.

Home in Hancock

Luxury A-Frame | Sauna | Hot & Cold Tub | 7 acres

Welcome to Cedar Sands, our A-Frame resort style oasis 10 miles (13 min drive) to Sand Valley Golf Club on 7 acres of forest. Our year-round outdoor sauna, ice bath, hot tub, and firepit are the perfect amenities to create a wellness spa atmosphere after a long day on the course, trails, or lake. The property nestles up to a trout stream you can fish at the back of the lot. Inside, enjoy our hardwood floors, electric fireplace, coffee bar, and more to make your time away as relaxing as possible.

4.99 out of 5 average rating, 102 reviews

Guest favourite

A cozy dining area features a dark wooden table surrounded by four chairs, with a view of the lake visible through large windows. The ceiling showcases natural wood finishes, complementing the warm, neutral tones of the room. The front door is situated to the left, maintaining easy access.

Cabin in Oxford

Lakefront cabin, kayaks, just 40 min to the 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.

4.91 out of 5 average rating, 194 reviews

Top Guest favourite

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

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.

4.95 out of 5 average rating, 154 reviews

Guest favourite

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

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

4.93 out of 5 average rating, 142 reviews

Top Guest favourite

Home in Oxford

Fish Haven Place Pet friendly Rural One bedroom

The home is in a rural cul-de-sac where you can enjoy a bike ride, a walk, a ride in the canoe or simply relax and enjoy the serenity of the area. It is pet friendly with a large back yard that is fenced on three sides, the fourth side being the lake. For a little more adventure: Wi. Dells is a half-hour drive, Baraboo offers a variety of circus-related activities, Roche-A-Cri State Park spans over 650 acres and Quincy Bluffs with rock formations and logging roads has 6,500 acres.

4.99 out of 5 average rating, 134 reviews

Guest favourite

A circle of colorful Adirondack chairs surrounds a fire pit, with evening reflections shimmering on the calm lake. The backdrop features sparse trees and a fading sunset, while a distant inflatable water trampoline is visible on the water, enhancing the serene lakeside ambiance.

Home in Westfield

Sugar Sand Beach House 8bd/7 bath/Sleeps30/Jetski

This stunning 6,000 sq ft lakefront retreat, newly remodeled and exquisitely furnished, is uniquely catered to large families with kids of all ages seeking an unforgettable vacation. The quality of the sand and clear water make this property truly unique to anything else you can find. No weeds, gentle slope into the lake, shades area for little ones with sand toys, trampoline with launcher, two swim decks, peddle boat, adult and kid kayaks, stand up paddle boards and loungers to relax.

4.95 out of 5 average rating, 22 reviews

Top Guest favourite

Cabin in Montello

Haven on the Lake

Welcome to our unique A-Frame, Haven on the Lake! -1 hour from Madison -3 hours from Chicago -30 minutes from Cascade Mountain -40 minutes from WI Dells & Devil's Head Resort Nestled on a serene, five-acre lot overlooking Willams Lake, this renovated A-frame cabin is the perfect escape for families seeking peace, adventure, and natural beauty. The cabin offers a unique blend of modern amenities and old cabin charm, creating a cozy retreat in the heart of nature.

5.0 out of 5 average rating, 108 reviews

Top Guest favourite

A spacious living area showcases a wooden ceiling and large windows with views of the lake. Comfortable seating is arranged around a coffee table, with a television mounted above the fireplace. A lighted entrance leads to a kitchen area in the background.

Cabin in Grand Marsh

Peaceful Lakefront Vacation near Wisconsin Dells

Three Pines Lakehouse is the perfect spot for your next vacation! Just 30 minutes north of Wisconsin Dells, this is your up north getaway without the long drive! Located on sunny & sandy Patrick Lake - this 3 bedroom, 2 bath home offers the best of both worlds. You can relax and unwind as you enjoy fishing from the dock, swimming on the sandy beach, taking out the provided kayaks and canoe or watching the beautiful sunsets from one of three porches!

4.96 out of 5 average rating, 114 reviews

Guest favourite

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

Cabin in the woods with a pond!

Escape to Nature on 20 Private Acres! Unwind at our peaceful cabin on 20 acres of Wisconsin woods. Enjoy the private stocked pond with a kayak and paddle boat, fishing, bonfires, and trails. The cabin has 3 private bedrooms (1 king, 2 queens) plus a loft queen bed open to the living room, 2 full baths, perfect for families or friends. 30 min to Wisconsin Dells, 10 min to downtown Montello, 30 min to Cascade Mountain, 40 min to Devil’s Head Resort.

4.88 out of 5 average rating, 262 reviews

Top Guest favourite

Chalet in Oxford

Lakefront Chalet, Fire Pit, Dock, 20 Mins to Dells

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.

4.99 out of 5 average rating, 163 reviews

Guest favourite

A serene lakeside view is captured during twilight. A gently illuminated pathway leads to a dock, framed by tall trees. The calm water reflects the fading light, while a fire pit is positioned nearby, surrounded by stones, offering a cozy outdoor gathering space.

Cottage in Oxford

Private Lakefront Cottage with Beautiful Views!

The perfect getaway for you and your family! Rustically decorated and complete with 2 bedrooms, 1.5 full baths, a fully equipped kitchen, washer and dryer, 2 TV's, fiber Wifi and your own workstation. Additionally, there are 2 queen sized sleeper sofas, a bar, a dock, and easy access to the public boat launch. With over 100' of frontage, one 2-person kayaks, two paddleboards, and an aluminum rowboat, you will find it hard to leave!

4.97 out of 5 average rating, 61 reviews

Guest favourite

Cabin in Westfield

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.

4.94 out of 5 average rating, 127 reviews