Holiday houses in Dellwood

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Top-rated holiday rentals in Dellwood

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Guest favourite

Cabin in Friendship

4.96 out of 5 average rating, 105 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 favourite

Dome in Wisconsin Dells

4.98 out of 5 average rating, 130 reviews

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.

Top Guest favourite

Cabin in Adams

4.94 out of 5 average rating, 442 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!

Guest favourite

Cabin in Necedah

4.93 out of 5 average rating, 162 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.

Guest favourite

Tiny home in Elroy

4.97 out of 5 average rating, 167 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.

Guest favourite

Cabin in Friendship

5 out of 5 average rating, 9 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

Cabin in Arkdale

4.92 out of 5 average rating, 136 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 favourite

Home in Friendship

4.96 out of 5 average rating, 110 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.

Top Guest favourite

Home in Friendship

5 out of 5 average rating, 63 reviews

Lakefront Beauty with Hot Tub and Dock

Bring the whole family to this great destination with lots of room for fun, when you stay at this spacious 5-bedroom, 3-bathroom home! Spend your days soaking in the sun from the deck or boating around the lake before firing up the grill for a delicious meal. Enjoy the evening by relaxing by the fire pit and telling your scariest stories while munching on s’mores. And end the night in the hot tub, enjoying good company under the stars!

Top Guest favourite

Cabin in Necedah

4.98 out of 5 average rating, 124 reviews

Lake Cabin w/ Beach, Dock, Kayaks & Bar

Escape to King’s Castle! 45 min to WI Dells, this dog-friendly lake cabin has a private sandy beach, dock & 3 kayaks - just 10 min by boat to Castle Rock Lake! Perfect for families, friends & couples. Spend sunny days on the water, then enjoy campfires, air hockey, foosball, board games & big-screen movies. Sip cocktails on the deck or gather at the game-room bar for unforgettable nights.

Guest favourite

Cabin in Friendship

4.99 out of 5 average rating, 78 reviews

Ascape | Modern A-Frame retreat| NEW HOT TUB

Create lasting memories at the cozy Ascape cabin nestled in Friendship, WI. Completely renovated in 2023, this peaceful retreat sits on a quiet road surrounded by forest. Enjoy nearby attractions like Castle Rock Lake, Roche-A-Cri State Park, and the renowned Wisconsin Dells – home to the country’s largest waterpark – all just minutes from your doorstep, making it the perfect escape.

Guest favourite

Cabin in Wisconsin Dells

4.98 out of 5 average rating, 192 reviews

Black Fox cabin with Barrel Sauna

Tucked in the peaceful Wisconsin woods, our three-cabin retreat offers the perfect blend of nature and comfort. Surrounded by towering trees, deer, and birdsong, you'll feel worlds away—yet just 10 minutes from downtown Wisconsin Dells. Ideal for couples, the cabin features a spacious deck for relaxing or dining outdoors. A perfect spot to unplug, recharge, and reconnect.