Vacation rentals in Dellwood

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Top-rated vacation rentals in Dellwood

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Top guest favorite
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.

FamilyLocationHot tub

4.99 out of 5 average rating, 102 reviews
Guest favorite
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

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. --

LocationValueWalkability

4.93 out of 5 average rating, 127 reviews
Superhost
A blue cottage is set against a backdrop of greenery, revealing a well-kept lawn. A wooden deck is visible in front, furnished with a table and chairs. The structure features a pair of garage doors, enhancing the home's functionality.
Home in Friendship

BIG BLUE COTTAGE! STEPS FROM LAKE!*Wifi*BEST VALUE

3 bed and 2 bath cozy BUT BIG house/cottage. Our house could not be more ideal for enjoying all the magic of Friendship. We are a couple blocks from Castle Rock Lake & only 3 min to Public Beach and 30 min from the Dells! -public beach nearby and boat launch, -golf courses, -hiking and atv trails, -fishing (ice fishing too), -delicious dining options and many, many more! -2 pets max or reach out and ask ***Certified by the State of Wisconsin Health Department and Licensed by Adams County***

FamilyLocationGrill

4.7 out of 5 average rating, 93 reviews
Top guest favorite
Cabin in Adams

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!

LocationValueCondition

4.95 out of 5 average rating, 502 reviews
Guest favorite
Cabin in Necedah

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.

LocationValueCheck-in

4.92 out of 5 average rating, 199 reviews
Top guest favorite
A spacious deck is shown, furnished with several seating options, including a table and chairs, alongside a grill. Colorful Adirondack chairs can be seen arranged in a grassy area surrounded by trees, enhancing the outdoor setting.
Home in Friendship

Lakefront Beauty with Hot Tub and Dock

Sept-May: Ask about early check in/late check out 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!

LocationFamilyPets

5.0 out of 5 average rating, 90 reviews
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

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!

FamilyValuePets

4.97 out of 5 average rating, 148 reviews
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

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.

ValueLocationIndoor spaces

5.0 out of 5 average rating, 32 reviews
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

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!

FamilyLocationCondition

4.98 out of 5 average rating, 42 reviews
Guest favorite
The exterior of the cabin showcases a large deck with multiple seating areas and an angled roof. Expansive windows highlight the main level, allowing natural light to fill the interior. Stone and wood finishes create a warm, rustic appearance, complemented by vibrant autumn foliage surrounding the property.
Cabin in Necedah

Lake Cabin w/ Pier+Kayaks/SUPs+Game Rm & Bar +Dogs

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.

LocationFamilyGetting around

4.96 out of 5 average rating, 155 reviews
Superhost
Cabin in Friendship

Cozy Retreat w/HOT TUB•King Bed•Trails•Lake

Welcome to Hawk’s Shadow Cottage, a cozy retreat surrounded by open fields, fresh air, trees, wondering deer, and a breeze from the nearby lake. Located close to trails, golf courses and fishing spots. Spending a day in the Dells? Come back and unwind in the quiet of nature. Enjoy a peaceful walk to the beach through the neighborhood (and bar!), soak in the hot tub, or relax by the fire.

HospitalityDecorCleanliness

New place to stay
Top guest favorite
Cabin in Friendship

Timber Haven - Cozy A-frame + Hot Tub + Fireplace

Escape to Timber Haven—a cozy cabin on a wooded half acre with a hot tub, fire pit, bikes, and more. Unwind with family or friends, then explore nearby trails, lakes, and parks. -2 mins to Castle Rock Lake Park & playground -10–15 mins to Adams/Friendship for dining -30 mins to water parks and food at Wisconsin Dells

ValueFamilyAccuracy

4.94 out of 5 average rating, 153 reviews

Popular amenities for Dellwood vacation rentals