Vacation rentals in Dellwood

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Top-rated vacation rentals in Dellwood

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favourite
A modern cabin exterior features a striking combination of black and natural wood finishes. Large glass panels illuminate the interior, reflecting warm light. A covered patio with seating options and a stylish hanging chair is set against a backdrop of surrounding trees.
Cabin in Wisconsin Dells
4.96 out of 5 average rating, 103 reviews

Black sheep cabin with barrel sauna. New build!

Discover peace and style in this brand-new cabin tucked away in the woods—just minutes from the Dells. Modern aesthetic and thoughtful details, this secluded retreat blends natural beauty with upscale comfort. Wake up to birdsong, sip coffee on the private patio, and unwind in a space that feels serene & sophisticated. Whether you're seeking a romantic getaway, a quiet workcation, or a base for Dells adventures, this peaceful woodland hideaway offers the perfect balance of privacy and proximity

Guest favourite
An inviting log home is set amidst a natural landscape, surrounded by trees showcasing autumn colors. A fire pit with stone edging is complemented by several red Adirondack chairs arranged around it. The spacious yard offers ample outdoor space for relaxation and gatherings.
Home in Arkdale
4.93 out of 5 average rating, 114 reviews

Cozy Hideaway

Kick back, Unplug. Connect with nature and enjoy this calm, cozy and relaxing place. Over 1,000 sqf of log home on 8 acres of pure nature, Bring your boat or watercraft to use on many nearby lakes or enjoy a day at the beach (10 min away), many state parks in the area. Fish, hike, bike, swim. The outdoor recreational opportunities are endless. Bring your snowmobile or ATV. Property will satisfy anything from a romantic getaway, family get together, or simply taking a few days off to recharge. --

Guest favourite
A cozy living area is presented with two gray sofas adorned with patterned throw pillows. A wooden coffee table sits on a decorative area rug, creating a comfortable space. Light streams in through a window, complemented by wooden panel walls and a small air conditioning unit.
Cabin in Necedah
4.93 out of 5 average rating, 185 reviews

Castle Rock Hideaway

This quaint cabin in the woods is the perfect getaway from your busy life. On the doorsteps of Castle Rock Lake, Petenwell Lake, and Wisconsin River; making it a utopia for outdoor adventures. From hiking, fishing, and boating in the summer to snowmobiling, snowshoeing, skiing, and ice fishing in the winter there is always plenty to do. The cabin is fully furnished and comfortably accommodates all guests. Only a short drive from Wisconsin Dells and other festivals occurring year-round.

Top guest favourite
Cabin in New Lisbon
4.91 out of 5 average rating, 105 reviews

Beautiful remodeled private cabin in the woods

Adventure into the Wisconsin wilderness at this newly remodeled cabin! One mile to Castle Rock Lake boat launch & beach, or 20 miles to WI Dells. At this 3 bedroom 2 bath cabin, you can enjoy a full kitchen, open-concept living area, large screen porch, new metal roof,vand yard with grills and fire pit. Enjoy the Juneau County Fair, Necedah Wildlife Refuge, Buckhorn State Park, or explore the forest from the trails in your backyard! Great area for hiking, fishing, boating or kayaking.

Superhost
The cabin features a modern design nestled among tall pine trees, showcasing a spacious deck with multiple outdoor chairs. Large windows offer views of the surrounding greenery, while a set of stairs leads to the lower level of the home.
Cabin in Friendship
4.86 out of 5 average rating, 70 reviews

Lakeview Cabin|Dells 35 Min|Near Beach|Bar|Dogs OK

Grand Duke is a modern/rustic cabin w/ breathtaking views of Castle Rock Lake. Although there is not direct lake access from the house, a public boat landing & beautiful beach are only 1.5 miles away! You can park your boat in our driveway during your stay. A perfect family getaway, girls/guys trip or couples vacation. Spend all day on the water, stop at one of the lakeside bars/restaurants, hike, golf at Sand Valley & Lake Arrowhead or take a day trip to WI Dells or Devil's Lake.

Guest favourite
The collage highlights Wild Peak Cottage, featuring the A-frame exterior surrounded by greenery, a relaxing hot tub lit by string lights, a cozy bedroom with a plush bed, and a dog-friendly ambiance, inviting guests and their furry friends to enjoy the serene environment.
Cabin in Friendship
4.96 out of 5 average rating, 138 reviews

Oasis, NEW Hot Tub, Fire-pit lounge and Coffee Bar

Wild Peak Cottage a newly renovated A-Frame, just a hop, skip, and a jump from Castle Rock Lake, less than 1 mile! Brand NEW hot tub as of 2/18/2026!! Gather around the fire pit, swing on hammocks, roast marshmallows, and create lasting memories. Relax in our large hot tub, under the stars surrounded by pine trees Walking distance (less than 1 mile) to Castle Rock Lake, 25 minutes to Wisconsin Dells, and a short distance to hiking, fishing, wineries, and so much more!

Top guest favourite
A private cottage is surrounded by a large wooden deck, providing easy access through steps and a ramp. The deck features multiple seating arrangements, offering a space for relaxation. Lush greenery and tall trees add to the natural setting of the property.
Cottage in New Lisbon
4.94 out of 5 average rating, 102 reviews

Sunny Lane Cottage - Walk to Castle Rock Lake!

Located on 1.5 acres this private cottage is just over a block from Castle Rock Lake & walking distance to popular bars/restaurants, boat rental/launch & many outdoor activities close. The home is perfect for couples, solo adventurers, business travelers, hunters, friends & families. Furry friends welcome with a pet fee. Bring your boat, kayaks, canoes & fishing poles for excellent fishing/recreation & your ATVs & snowmobiles to explore the area & enjoy the trails!

Top guest favourite
Cabin in Friendship
5 out of 5 average rating, 23 reviews

Sparky’s in the Pines

Come and re-ignite the flame at Sparky’s in the Pines. Boating, fishing, hiking, golfing, swimming, relaxing at the beach, ATV/UTV, snowmobiling, exploring all within a short distance. Wisconsin Dells is less than 30" away. The peaceful neighborhood is great for walks. Relax under the stars and the pines and enjoy a night around the fire after a busy day. Castle Rock Lake is just a few blocks away. We maybe able to accommodate if you would like extra nights.

Top guest favourite
Cottage in Friendship
5 out of 5 average rating, 62 reviews

Cozy Cabin w/HOT TUB & King Bed•Trails•Lakes•Golfs

Welcome to DeerFox Cottage, a cozy escape surrounded by open fields, fresh air, trees, deer, foxes, and wandering turkeys. Located close to trails, lakes, golf courses, and fishing spots. Spending a day in the Dells? Come back to unwind in the quiet of nature. Listen to the woods, soak in the hot tub, or relax by the fire—whether you're recharging solo or spending quality time with family or friends, your peaceful escape awaits here year-round.

Guest favourite
A wooden cabin with a sloped roof is set amidst a grassy area. A shaded deck with a railing extends from one side, while trees surround the property, offering a natural backdrop. A chimney indicates heating capabilities, and additional structures are visible in the distance.
Cabin in Arkdale
4.92 out of 5 average rating, 150 reviews

Castle Rock Lake, Sand Valley Golf, Northern Bay

Our cozy, cute cabin has two bedrooms. One with queen, the other with full. There is also a hide-a-bed in the great room. Relax in great room with a warm fire or the deck with a fire table. There is a gas grill on site as well as a full service kitchen. Bring your boat or water craft to use on Castle Rock Lake, 1/2 mile away OR enjoy a day at the many parks in the area. Airbnb rated "Super Hosts" for 8-1/2+ consecutive years!

Guest favourite
The exterior of a rustic modern cabin is captured from an aerial view. The wood-clad structure features a covered porch, a welcoming entrance with steps, and a spacious driveway. The surrounding forest of pine trees creates a tranquil woodland setting, with patches of open ground visible.
Cabin in Friendship
4.97 out of 5 average rating, 30 reviews

August Inn Friendship, WI

Escape to this charming rustic yet modern cabin in Friendship, WI, just minutes from Castle Rock Lake! Enjoy the cozy wood interiors with stylish modern touches, a full kitchen, comfy beds, hot tub, recreation room, and a fire pit for starlit nights. Perfect for relaxing getaways or outdoor adventures—boating, fishing, hiking, and more await nearby. Unplug, unwind, and make memories in this serene woodland retreat!

Top guest favourite
The cabin features a rustic wooden exterior with a green metal roof, surrounded by lush greenery. A spacious covered porch is adorned with hanging plants and a wagon wheel, inviting relaxation. Two dormer windows allow natural light, while the well-kept lawn enhances the inviting atmosphere.
Cabin in Kendall
4.94 out of 5 average rating, 123 reviews

Spring Bank Cabin

Spring Bank Cabin is an 18'x42' off the grid cabin tucked in amongst the rolling hills of the driftless area, sitting on 13 acres of open meadow and forested land with a 28' covered porch! It's equipped with solar panels and a generator, and has a full functioning bath and kitchen. Ask us about our discount for children 10 and under!

Popular amenities for Dellwood vacation rentals

  1. Airbnb
  2. United States
  3. Wisconsin
  4. Adams County
  5. Dellwood