Vacation rentals in Dellwood

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Top-rated vacation rentals in Dellwood

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Guest favorite
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
4.97 out of 5 average rating, 117 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! 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! Furry friends (dogs) are welcome for your Pawesome adventure!

Top guest favorite
A rustic log cabin is framed by trees, featuring a wrap-around porch with ample seating. The exterior showcases natural wood tones, while large windows allow for abundant light. The surroundings appear serene, with a well-kept lawn leading to the entrance.
Cabin in New Lisbon
4.99 out of 5 average rating, 349 reviews

Log Cabin Near Castle Rock Lake

This is a real Amish built log cabin located in Central, WI. Located 30 min from WI Dells and 10 min to Castle Rock Lake/Petenwell Lake area. Close to State Parks and State bike trails. Close to Neceedah wildlife refuge. Renting year-round. Discounted weekly rate. Very private. Great reviews! One bedroom with 2 queen beds, strict 4 guests max! We only welcome responsible renters to share our family's treasured cabin, no party situations. Please be honest about # of guests to avoid eviction.

Top guest favorite
Cabin in Adams
4.94 out of 5 average rating, 457 reviews

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!

Superhost
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, 172 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 favorite
A well-appointed interior space features a cozy sleeping area with a light-colored bed and natural wood accents. A small dining table is set with plates and candles, while a comfortable seating area includes a leather couch adorned with a green throw pillow. Large windows offer views of the surrounding woods.
Tiny home in Elroy
4.96 out of 5 average rating, 175 reviews

Emerald Little Lodge Overlooking Woodland Pond

Check out Opal Little Lodge also! - - - - - - - - - - - - - - - - - - - - - This cozy modern little lodge designed and built by Wisconsin Tiny Homes, is tucked into the woods 150 ft above a small woodland pond in the valley below. A bird lover's paradise. Comfortably and thoughtfully appointed, it's the perfect getaway to enjoy with a companion or as a solo retreat. Immerse yourself in nature and treat yourself with luxurious accommodations and private hiking trails.

Superhost
An outdoor fire pit is surrounded by four wooden seating areas, positioned on a grassy patch. A cabin with brown wooden siding is visible in the background, complemented by a spacious deck. Trees are scattered around the property, providing a wooded setting.
Cabin in Friendship
4.79 out of 5 average rating, 48 reviews

The Deer Path Cabin

Welcome to The Deer Path Cabin! This cozy two bedroom, one bathroom wooded retreat is the perfect escape from your reality. After spending the day on the lake, come back and grill out with the provided charcoal grill and challenge your friends/family to a game of bags. When the sun goes down, gather around the outdoor fire pit under a star filled sky. In addition to the lake, the area offers an abundance of ATV/UTV trails, snowmobile trails, and hiking trails. Book today!

Top guest favorite
A spacious bell tent is nestled among trees, adorned with string lights that create a subtle glow. A comfortable seating area is arranged nearby, inviting relaxation amidst lush greenery. The path leading to the tent is surrounded by dense plants, enhancing the serene camping experience.
Tent in Kendall
4.89 out of 5 average rating, 133 reviews

Driftless Glamping on a Bluff

Rustic camping in the Driftless Region on the top of a bluff in a 20ft. Bell Tent. Relax, without having to pack, set up camp, and tear down and put away when you get home, more time to do things you enjoy. Go trout fishing, walk or ride the Omaha Trail Tunnel, Elroy- Sparta Trail, or the 400 Trail. Necedah Wildlife Refuge, Buckhorn, Castle Rock, Wisconsin Dells, Amish scenic drive, and Wildcat State Park with canoeing down the Kickapoo River are all within 30 minutes.

Top guest favorite
A firepit illuminates the darkness with vibrant flames dancing above a circle of stones. Charred wood and glowing embers are visible, providing warmth to the surrounding area. The surrounding environment remains shadowy, creating a cozy atmosphere for evening gatherings.
Cabin in Friendship
5 out of 5 average rating, 11 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.

Superhost
The cabin's exterior is characterized by a warm wood finish, complemented by well-maintained landscaping featuring lush greenery and red mulch. A welcoming entryway is visible, with a screen door providing access. An American flag subtly waves, adding a touch of charm to the setting.
Cabin in Arkdale
4.92 out of 5 average rating, 139 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 hideabed 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. Bring your snowmobile, atv, or utv for the many trails or clubs for the golf courses!

Guest favorite
A warmly lit entrance to the home features a wooden sign reading 'Welcome to Sunset Cottage.' Natural wood accents, including decorative fish, complement the rustic design. A ceiling fan above provides a sense of comfort, while the inviting space transitions into the cozy living area.
Home in Friendship
4.96 out of 5 average rating, 117 reviews

Sunset Cottage

Quaint quiet two bedroom house with a full kitchen, spacious living room, hot tub, fire pit, gas grill along with a nice view of Castle Rock Lake. Relax with the whole family playing games at this peaceful place. This house is a no smoking , no pets. When using the hot tub, food and glass containers are not allowed.We have added a washer and dryer, electric fireplaces and a work space that is at the table in the rec room. The Wi-Fi is wireless.

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, 111 reviews

Parker Lake Chalet | 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.

Top guest favorite
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
5 out of 5 average rating, 20 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!

Popular amenities for Dellwood vacation rentals

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