
Holiday rentals in Westfield
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Top-rated holiday rentals in Westfield
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20 Acre Farm - Goats, Fresh Eggs & Free Movies
Unplug and recharge on a peaceful 20-acre Wisconsin farm surrounded by towering pines, friendly goats, and wide-open skies. Spend your days exploring the land, collecting fresh eggs, walking with the goats, or relaxing on the screened porch while the kids run free. At night, gather around the fire pit under a sky full of stars or unwind indoors with our retro arcade and cozy farmhouse charm. As a bonus, guests receive free access to movies at our historic Montello Theater just 10 minutes away.

Dells Domes - Riverview Escape - Glamping Dome 4
Staying in a dome amidst nature is a unique experience. The circular structure offers an amazing view of the surroundings, with peaceful sounds of rustling leaves, chirping birds, and a flowing river below. The cozy dome has a queen size bed, night stands, a seating area, mini fridge, and a k-cup coffee maker & heater/ac. At night, the starry sky and nature's sounds lull you to sleep. Waking up, you feel refreshed, and the peaceful surroundings and breathtaking views leave a lasting impression.

40 mins to Dells! Lakefront cabin. Kayaks included
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.

Cozy Log Cabin in the Woods
Adams County TRH License #7333 Welcome to the Lucky Dog Cabin! Nestled in the trees, our charming log cabin is located 25 minutes North of the Wisconsin Dells and less than 10 minutes from Castle Rock Lake, Wisconsin River, and Quincy Bluff State Park. Come relax, unplug, and get away from it all. Enjoy the fresh air, starry nights, and peaceful nature sounds. Our 9 acre property offers a beautiful trail that leads to gorgeous sunset views, through the forest. A true nature-lover's paradise!

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

RiverFront Cottage>Private Pier>Firepit & Wildlife
Cute little cottage located right on the Fox River overlooking the peacefulness nature has to offer. Enjoy your very own private dock as well as 200 feet of river frontage surrounded by tall mature trees. Be submerged by the community of fishermen (& women) located on Puckaway Lake, surround yourself with wildlife, or paddle down the Fox River. Soak up the sun on the dock or learn how to build the best fire in the fire pit! The adventure is all around you! Which one will you be choosing?

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.

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.

Fish Haven Place Pet friendly Rural One bedroom
The home is nestled in a tranquil, 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 with the fourth side being the lake. Wi. Dells is just 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 across 6,500 acres.

Cozy A-Frame w/a View: Fishing, Boating, Hot Tub!
Relax in peace and experience “Up North” vibes without the long drive. Perfect for families, a girls’ getaway, or a romantic retreat. 🌊 Panoramic views of Little Hills Lake 🛁 Hot tub 🐾 Pet-friendly 🛶 Private dock and raft on crystal clear lake 🚤 Motorboat rentals available (with dropoff) 🍽️ Great dining and shopping minutes away in Wautoma ⛷️ 15 minutes to skiing & tubing at Nordic Mountain 🚗 1.5 hrs from Madison | 2 hrs from Milwaukee | 3.5 hrs from Chicago

Cabin in the woods with a pond and pet friendly!
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.
Popular amenities for Westfield holiday rentals
Other great holiday rentals in Westfield

Lakeside A-Frame Retreat on Jordan Lake

Restored Farmhouse Close to WI Dells

Black swan A-frame with Barrel sauna. New build!

Sauna | Hot Tub | EV+ | Luxury | Cozy | Private

Waterfront Escape - 30 min from Dells/Cascade

Hinterland Hideaway | Charming Lakefront Log Cabin

~High Point Acre secluded aframe, NEW HOT TUB

Lakeside Serenity: Quiet Haven Near Wisc. Dells
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