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
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, 123 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. --

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
4.7 out of 5 average rating, 92 reviews

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***

Top guest favourite
Cabin in Adams
4.95 out of 5 average rating, 500 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 Arkdale
4.93 out of 5 average rating, 73 reviews

Sunset Pines Retreat- Castle Rock Lake

Directly on the fun and relaxing Castle Rock Lake, (35 minutes North of Wisconsin Dells) this private getaway has it all! Spring 2026 exterior and partial interior remodel coming! This cabin has a kayak and canoe, your own private pier/dock and ample new beds for everyone. Play in the sandy bottom lake all day and then watch the sunset while sitting around the campfire. Only 1/4 mile to Northern Bay Golf Course and very close to Sand Valley. 6 miles from Roche A Cri state park for hiking!

Top guest favourite
A serene view of a lakefront home is captured from the water, showcasing the dwelling set against a backdrop of trees. The water reflects the sky's hues, while a private dock is visible on the left, hinting at opportunities for relaxation and recreation.
Home in Necedah
4.98 out of 5 average rating, 141 reviews

Bonnie Banks - Private Dock

Relax, have fun, and leave your worries on the doorstep at this scenic lakefront home on Castle Rock Lake! This 5-bedroom 3-bath lake home is a true retreat that easily sleeps 12 of your favorite friends or family. Sandy shoreline and private pier provide easy lake access and sandy lake bottom for swimming and boat access. Home offers an indoor rec area with shuffleboard, foosball, and ping pong as well as an 86" TV to watch your favorite shows or sporting events. Plenty to do year-round.

Top guest favourite
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
5.0 out of 5 average rating, 90 reviews

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!

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
4.84 out of 5 average rating, 77 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.

Top guest favourite
Cabin in Friendship
5.0 out of 5 average rating, 10 reviews

A-Frame Hot Tub Firepit E-Bikes Near Park/launch

Escape to our cozy A-frame nestled among the pines on a private 1-acre lot! Relax in the private back yard, gather around the fire pit, warm up in the hot tub, or watch wildlife visit our pond. Enjoy easy access to Wisconsin Dells attractions and Castle Rock Lake, with kayaks and e-bikes provided for your adventure. Meet up with friends at Adams County Castle Rock Park or explore our area's restaurants and hidden gems. Check out our local guidebook for favorite spots!

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
4.97 out of 5 average rating, 147 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 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
5.0 out of 5 average rating, 31 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
5.0 out of 5 average rating, 69 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
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, 39 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