Holiday rentals with a pool in Fitchburg

Spring Green River Pines

Spend a few days in the beautiful countryside. A private entrance to the lower level of home (completely separate from our home) that includes a central room, 2 bedrooms with kitchenette, & 1 lg bath. WiFi >500 Mbps speed. Smart 60" TV, Bluetooth Airplay/stream compatible. Parking on sight. Great location 5 min from beautiful downtown Spring Green. Close to APT, Taliesin/Frank Lloyd Wrights Home/School, House on the Rock, WI River, Gov. Dodge State Park and 1/2 hr to Devils Lake State Park.

Private Pool - Hot Tub - Sauna - Game Room - Pets

🔹Private fenced-in backyard w/ heated pool, hot tub, sauna, deck & fire pit 🔸Outdoor living w/ lounge seating, pool toys, & outdoor dining 🔹Large families & groups - 2 King, 6 Queen 🔸Game room w/ pool table, ping pong & arcade games 🔹3 min to Sun Prairie restaurants & shopping 🔸Basement gym w/ free weights & equipment 🔹Pickleball court in the garage 🔸You'll find "The Kohl Center, UW-Madison, Camp Randall Stadium, State Street, The Capitol, & The Alliant Energy Center" within 20min

Private Pool - Hot Tub - Game Room - 20 min DT

🔹Private fenced in backyard w/ heated pool w/ pool toys & HOT TUB 🔸Outdoor living w/ lounge seating on the deck, gas grill, outdoor dining & fire pit 🔹Sleeps families & groups - 3 King, 4 Queen 🔸Game room w/ pool table, smart tv, board games, & gas fireplace 🔹5 min to Sun Prairie restaurants & shopping 🔸Pets welcome 🔹Highchair & pack n’ play on site 🔸You'll find "The Kohl Center, UW-Madison, Camp Randall Stadium, State Street, The Capitol, & The Alliant Energy Center" within 20min

The Ho Hum East on Apple Canyon Lake

The Ho Hum East is a beautiful lake house with private dock on pristine Apple Canyon Lake! The house is named in honor of my grandparents who ran the Ho Hum Motel in Denison, Iowa :) A place to unwind, de-stress, and have some family fun! The house features all brand new mattresses in 3 bedrooms plus flex space; master bedroom with queen bed, guest bedroom with 1 queen and 1 twin, loft bedroom with 2 queens, pull out couch in living room, and 2 couches in the loft that pull out into twin beds.

Farm in the Driftless | Private + Family-Friendly

Welcome to our working farm in the hills of Wisconsin’s Driftless region. This is a simple, rustic, and beautiful space designed for guests who value quiet, nature, and an authentic farm experience over luxury or polish. While the apartment is comfortable and thoughtfully set up, it is not a high-end or luxury Airbnb. You will notice the rhythms of farm life here—animals, people, and the occasional noise. If that sounds appealing, we think you’ll feel right at home. Great for runners/cyclists.

Spacious Delightful 2 Bedroom Home

Entering the front door you'll feel right at home. Full Bathroom with walk-in shower and amenities. Living Rm and separate Reading/Work Den with 60" HD Roku TV. Complete Fully Functional kitchen. An additional Twin or Queen size air bed, set up with bedding, is available by request to sleep a total of six. Conveniently close 2 min. from Beloit Hospital, Grocery Store, Drug/Convenience Stores, restaurants, bike/hiking paths along the scenic Rock River, Beloit College and Downtown activities.

Sunset retreat oasis Pool hot tub river fishngame

Take it easy at this unique and tranquil getaway. romantic dinners. tranquil evenings. pool and hot tub. big yard. Foosball . yard games. close to ice age trail and multiple parks dams and waterfalls. . neibors r cool. u should be too. available for tubing and kayaking thru snb or minihaha. sugar river raceway. New Gllarus brewery and Monroe shops. bonfires n cookouts. bands down the road on sat. parties available 4 rental of both houses. please enquire. extra or tenting available.

Modern Cabin with pool, hot tub and outdoor sauna

Forget your worries in this spacious and serene space. Secluded yet close to a big city (Maddison and Wisconsin Dells) and lots of entertainment! 20 min away from 2 ski resorts, an amazing winery and distillery, spas, restaurants, casino! 3 mile away from lake Wisconsin. Hiking trailers, 24 hour ferry service across the lake and more. This luxurious villa combines comfort and style, you won't want to leave it, but the area is full of enviting places to go to, so plan for a few extra days!

Little Eden

A little Eden in the Town of Eden. This mod 1972 cabin is just four miles West of Dodgeville, nestled in a secluded glen with private pool, staggering views, 60 acres of hiking, hunting, or trout fishing, two decks, and access to all the Driftless Region is known for: hiking, biking, antiquing, thrifting, fine and regional dining, American Players Theater, Taliesen, House on the Rock, and Potosi Brewing Company. This place is perfect for two families or one big one, or a group of friends.

HD Jameson House at River’s Edge

Nestled on the Rock River, the HD Jameson House, a National Historic Register gem, blends historic charm with modern amenities. Enjoy river views and with quaint shops and restaurants exploring the Village of Rockton is a perfect family-friendly retreat. This haven is surrounded by nature but close to numerous attritions, ideal for a romantic getaway or peaceful escape. The HD Jameson House offers a heavenly retreat, blending past beauty with present allure for everyone in the family.

Lake Retreat - Hot Tub, Game Room & Two-Tier Deck

Welcome to our modern lake retreat! This 4BR, 3BA home sleeps 12 and is perfect for families and groups. Enjoy a 2-tier deck with loungers, seating, and a propane grill on a live gas line. The lower deck offers a private 7-seat hot tub, lounge area, and firepit with Adirondack chairs. Inside, the basement features a TV, arcade basketball, pool/air hockey, wet bar, and fridge. A 5th room is a kids’ playroom. Bright kitchen skylight and a master suite w/ walk-in closet complete the stay.

Homestead Hideaway Brimeyer Cabin

Set on a beautiful seven acres of wooded hillside, Homestead Hideaway offers you a unique opportunity to rest & relax within a peaceful setting. Located just 15 Miles from Galena,Illinois, our cabins in the woods can be your home away from home while you enjoy Galena, Chestnut Mountain, hiking, wineries, and Jo Daviess County When you stay at Homestead Hideaway, you can simply relax in our cozy rustic cabins, or get out and enjoy everything the area has to offer.