Holiday houses in Arlington

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Top-rated holiday rentals in Arlington

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

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Top Guest favourite
A comfortable living area features a black leather sofa adorned with red and yellow pillows. A wooden coffee table sits in front, and a colorful area rug adds warmth to the space. The background reveals a well-lit kitchen with modern fixtures.
Home in Madison
4.98 out of 5 average rating, 284 reviews

Charming Campus Area Home • Entire Home Near UW

Steps to Camp Randall & an easy walk to UW–Madison! Spacious home for up to 10 guests with a comfortable layout, multiple bedrooms, full kitchen, and inviting gathering spaces. Enjoy the back patio—perfect for unwinding after a day on campus or exploring the city. Ideal for Badgers game weekends, family visits, and group stays. Please note: during football weekends, the host may use the garage and part of the driveway for tailgating; parking may be shared. Cleaning fee $150. No pets or smoking.

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Top Guest favourite
Home in Windsor
4.93 out of 5 average rating, 15 reviews

Par-fect Escape on Lake Windsor Golf Course

Relax and unwind at this cozy retreat on Lake Windsor Golf Course! Enjoy beautiful fairway views, a fully equipped kitchen, private patio, bar/rec room for entertaining and open living space perfect for families or couples. Thoughtful touches throughout — from fresh linens and high-speed Wi-Fi to smart TVs and a washer/dryer for longer stays. Close to Madison, dining, and shopping. Whether you’re here to golf, explore, or relax, this peaceful getaway offers comfort, convenience, and tranquility.

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Top Guest favourite
Home in Baraboo
5.0 out of 5 average rating, 53 reviews

Tree House Lodge, Baraboo Bluffs

Not just a place to stay but an experience! One of a kind, stunningly beautiful, peaceful retreat on a dead end road in the Baraboo Bluffs. Feel one with nature with more windows than walls. Listen to the owls talk to one another and see deer and turkey pass through daily. Numerous critters to see and hear whether sitting inside or out. Just minutes from Devils Lake, Devils Head, Durwards Glen, ice age trails, winery's and only 25 min from the Dells but you probably won't want to go anywhere!

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Top Guest favourite
The open living area features high ceilings and large windows that allow natural light to fill the space. A green sectional sofa and matching ottoman are arranged around a coffee table. A wooden dining table is visible in the background, along with a modern kitchen.
Cabin in Portage
4.95 out of 5 average rating, 133 reviews

Secluded WI River Getaway w/ Hot Tub near Golfing

Get away from daily routines & refresh by the Wisconsin River at your private & peaceful retreat located near Devil's Lake, Cascade Ski & Devil's Head Ski/Golf Resorts & WI Dells. Perfect for families w/ 9 beds, 8 person Hot Tub, 6 Kayaks (May-Oct), Ping Pong, Foosball, Darts & Outdoor Games. The modern spacious design is filled w/ natural light, luxury comforts & new furnishings w/ Chef’s Kitchen, Weber Grill, Fireplace & Solo Stove. Ask us about nearby River Islands or day trips to ski/hike.

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Guest favourite
A spacious dining area features a wooden table set for six, adorned with lace placemats and a floral centerpiece. The open layout leads to a cozy living room, highlighted by comfortable seating and large windows allowing natural light to brighten the space.
Home in Portage
4.94 out of 5 average rating, 126 reviews

Grandma's House: Summer Vacation Time!

Welcome to Grandma's House, a single level home nestled in the beautiful hills of Caledonia, between Portage and Baraboo. Three bedrooms, sleeps 8, full kitchen, dining room, living room and an attached 2-car garage. Just 4 miles from I90/94, Grandma's House enjoys easy access to Portage, Baraboo and Wisconsin Dells. Renovations include, new vanity mirror in bathroom, new queen hide-a-bed with memory foam mattress (no bar at the back), and new queen bed with pillow- top mattress.

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Top Guest favourite
Cabin in Lodi
4.98 out of 5 average rating, 66 reviews

Private Resort Cabin | Pool • Hot Tub • Sauna

Escape to your own private resort in the Wisconsin countryside. Set on 8.43 peaceful acres, Wanderlust Cabin brings together the warmth of a true log home with everything you need for an unforgettable getaway—private heated pool, 8-person hot tub, outdoor sauna, firepit, fireplace and beautiful spaces to gather. Secluded enough to truly unwind, yet just minutes from Lake Wisconsin, hiking trails and downtown Lodi, with skiing, wineries, dining and plenty to explore nearby.

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Guest favourite
Cabin in Merrimac
4.92 out of 5 average rating, 279 reviews

Lakeview Cabin> Unique Mid-Century Tucked in Bluff

Nestled in the bluffs of Caledonia, this cabin offers a true Wisconsin experience! Floor to ceiling windows boast amazing water views of Lake Wisconsin, all while you reside in the charm of the mid-century architecture of this cabin. Minutes from the bluffs of Devil's Lake which offer some of Wisconsin's best hiking, biking, walking trails, and swimming! Plus, a short drive from Baraboo or Wisconsin Dells, where you can check out shops, restaurants and local attractions!

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Top Guest favourite
A scenic view showcases the modern home nestled among vibrant trees on a Christmas tree farm. Rolling hills are seen in the background, adorned with foliage in shades of red, orange, and green. Neatly arranged rows of Christmas trees line the foreground.
Home in Merrimac
4.99 out of 5 average rating, 161 reviews

Real Christmas Tree Farm! Skiing nearby

Get lost in nature and stay where the magic grows on a real Christmas tree farm! Situated on rolling hills below the Baraboo bluffs, this 125 acre farm and nature preserve has several miles of hike/bike/ski trails, a private lake and two creeks. Modern home in a quiet rural neighborhood. Easy drive on beautiful country roads to the many attractions in the area--less than 10 minutes to Devil's Lake State Park, Lake Wisconsin as well as Devil's Head & Cascade ski areas.

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Guest favourite
A living room space features a brown leather sofa and a wooden coffee table with four coasters. A light-colored armchair is positioned next to the sofa. Soft lighting is provided by two floor lamps. Light filters through sheer curtains covering sliding glass doors.
Home in Deforest
4.92 out of 5 average rating, 26 reviews

HouseOnTheLeft: Lvng rm, Fmly rm, 2 Bthrm w/ showr

Private and spacious side-by-side half-duplex on quiet cul-de-sac in the Village of Deforest. Village green space behind back yard, including small park and walking/biking paths. Fifteen minutes from MSN Airport, within 15-30 minutes from Madison, and Sun Prairie locations. Local attractions include Pinseekers hybrid golf. Other attractions within one hour include Wisconsin Dells, Baraboo... Ho-Chunk casino and Devils lake state park.

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Top Guest favourite
The kitchen features white cabinetry with sleek hardware and a large sink positioned under a window. A tile backsplash adds a modern touch. Ample counter space is available for meal preparation, and kitchen essentials are organized in drawers.
Home in Sun Prairie
4.98 out of 5 average rating, 163 reviews

Nothing Else Like It!

There is absolutely nothing else like it available, and you’ll agree as soon as you step foot inside! This beautifully designed home makes your stay comfortable with it's high end furnishings, bedding, towels, mattresses and dishes. Kick back and relax in this calm, stylish space. Fully fenced backyard great for dogs, entertaining and room for kids to play. Private work space available too! All bedrooms have room darkening shades!

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Top Guest favourite
Home in Poynette
4.99 out of 5 average rating, 150 reviews

Beach Garden Bungalow-Relax Near The River

NO CLEANING FEES! Oooh, look! Here’s an awesome cottage right across the street from the Wisconsin River - Kayak heaven!! Relaxation and “re-creation” are what you’ll find here with plenty of fresh air, sunshine and river views. The home is located on nearly an acre of land with open yard space to stargaze by the fire pit as well as mature trees perfect for bird, deer, woodchuck and squirrel watching from the patio.

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Top Guest favourite
Townhouse in Sun Prairie
4.96 out of 5 average rating, 149 reviews

Prime Time - 3 Bedroom with Fireplace! Sleeps 12

Newly remodeled....3 levels, 3 bedrooms and an entire lower level with 2 queen beds and 75in TV. Access within a block to just about anything....restaurants, movie theater, gym, parks, pond, etc.... Large backyard, Fireplace for those cools nights.... 6 miles from downtown Madison. An Uber away! 30 min from Cascade Mountain for skiing, tubing hiking!! Devils Head Mountain/Lake is a short drive

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Popular amenities for Arlington holiday rentals