
Vacation rentals with a pool in Fitchburg
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Fitchburg
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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.

Cute Galena Townhouse - Close to Resort and Spa
Location, location, location!! Forget about your worries in this nicely updated townhome. Close to everything Galena has to offer! ~0.5 mile away: -Eagle Ridge Resort -Stonedrift Spa -North Golf Course -East Golf Course -tennis courts ~1.5 miles away: -South Golf Course -Owners Club with indoor/outdoor pools, basketball court, gaming lounge ~2.0 miles away: -Thunder Bay Falls ~3.5 miles away: -The General Golf Course ~7 miles away: -Downtown Galena ~13 miles away: -Chestnut Mountain

Private, Galena Log Cabin
This custom log cabin is the perfect getaway for friends & family seeking the solitude of the Galena Territory and fine dining and shops just 10 minutes away on Galena's Main Street. Each of the 3-levels offers an owner's suite with bath. Cozy up to 2 fireplaces, grill on the deck, or make 'smores at the firepit. The cabin has high speed, fiber internet and the lower-level walkout features a 55” flat screen TV. Guests can access swimming pools & pool tables at the Owner's Club 7 minutes away.

The Docksider for Couples & Young Families
NO SMOKING The Docksider is the original Williamson Family Condo. Located right by the boat docks, this is perfect for a quick getaway as a couple or bring the kids. The property is situated right on beautiful Lake Delton in a quiet neighborhood in the heart of the Dells. The property has both indoor and outdoor (open seasonally only) pools and hot tubs for your year-round enjoyment. In the summer you are just steps away from the private beach and you can fish from the docks or the ice.

*Winter Fun* *Hot tub-Fire-3 king beds-Game room*
Relax, unwind, & explore at this winter retreat in Galena Territory! Escape to this cozy, spacious cabin for a peaceful winter getaway. Sip morning coffee as snow falls through the trees, then unwind in the hot tub or by the fireplace. Roast marshmallows around the fire or enjoy arcade games, air hockey, darts, and more indoors. Stay active with access to the owner's club—indoor pool, fitness center, and pickleball (8 amenity cards included). Perfect for relaxation and winter adventure!

Secluded Treehouse, w/great views, close to Hwy 20
Enjoy the many charms of this one of a kind Tuscan style treehouse with different levels showcasing spectacular views. This home has every amenity and personal touch of home to make your stay relaxing and memorable. Conveniently located approximately 1 mile off Highway 20 in the Galena Territory, backing up to hole 13 on The General Golf Course. Set back off the main road you will enjoy privacy without sacrificing convenience and access to the many amenities offered during your stay.

Octagon treehouse Hottub-pool-fireplace-firepit
Unique "tree house" - an octagon tiny house, surrounded by the woods! 2 bedroom, 2 bathroom home you can enjoy the views of nature all around, with floor to ceiling windows. One king bed, one queen bed. Modern comforts with fun flash blacks. Private hot tub and firepit look into serene woods! Sit by the indoor gas fireplace and enjoy our record collection. Soak in a Japanese soaking tub. Enjoy fall colors or watch snow fall! Community indoor poor, seasonal outdoor pool, gym access

Family-Friendly Wooded Retreat- 3 Ensuite Bedrooms
Loved by guests for its cleanliness, location, and value, this spacious 3BR, 3.5BA home is perfect for families, families traveling together, or groups of friends. This Galena Territories retreat is steps away from the Owners Club, Marina, and championship golf courses. After a day exploring, unwind in two comfortable living areas and enjoy private en-suite baths in every bedroom. Surrounded by wooded views, this home offers ample space to relax, recharge, and reconnect with nature.

Peaceful, Cozy Home w/ Club Amenities in Galena.
Welcome to the Toasted Marshmallow; your cozy escape from reality. Enjoy the peace and quiet of this charming three bedroom, two bath home in The Galena Territories. Kitchen is fully equipped to meet your needs. Enjoy the additional lower level family room w/ 2nd fireplace so your group may spread out. Deck with ample room for dining outside and enjoying your coffee or wine. Home includes six access passes to the GTA Owner's Club and pools. Strong Wi-Fi for remote work, if needed.

The Beauty on Belden: Owners' Club access & more!
Our 3 bedroom, 3 bathroom retreat located in the Galena Territory is the perfect choice for your getaway with access to the Owners' Club. Each bedroom has its own private bathroom. The four seasons room is perfect for relaxing. The home has a spacious back deck for cookouts and entertaining. The house is a 3 minute drive from the Owners' Club and minutes away from 4 golf courses, Shenandoah Riding Center and Marina. 10 minutes to downtown Galena, 15 min to Chestnut Mountain.

Hot Tub/$0 Cleaning Fee/Golf Course/The Hemlock
Our 4 bedroom, 2.5 bath home in downtown Spring Green, Home to Frank Lloyd Wright’s Taliesin, American Players Theater, the House on the Rock, and Tower Hill State Park, the vibrant village of Spring Green is a place where nature and art meet. Just 45 minutes from Madison, And the Dells Waterpark. Do You enjoy Golfing Or snow mobile Riding? Relax with the whole family at this peaceful place to stay. walk to downtown or the Rec Park with soft ball diamond and skate board Park.

★GLACIER CANYON RESORT WITH WATER-PARK AMENITIES★
Welcome to Wisconsin Dells and the city of Baraboo, a popular vacation playground best known for its beautiful river scenery, endless entertainment options and larger-than-life water parks. Inside the Wilderness Territory a theme park where family fun reign supreme is a top ranked indoor and outdoor water park. You can also find some excellent shopping, visit wineries for tastings, practice your swing on local golf courses, and win big at Ho-Chunk Casino.
Popular amenities for Fitchburg rentals with a pool
House rentals with a pool

Comfortable 4 Bed 4 Bath in the Galena Territory!

The Ho Hum East on Apple Canyon Lake

Hot tub | 3BD|3BA en-suites | Resort Amenities

The Tree House

Serene Treehouse Retreat! Hot Tub & Scenic Views

Spacious Pine Cabin at Island Pointe

Modern Home in Galena Territory

HD Jameson House at River’s Edge
Condo rentals with a pool

Lake Links Loft in Galena, Illinois

2 BD 2 BA Abbey Villa with Pool

Fall Golf Bliss at Lucky Bunker - Swing Into Galen

Dells Lake Villa - A Waterfront property

Abbey Villa Getaway |Patio | Pool | Walk to Water

Long Bay Point Unit C11 The Galena Territory

2 bedroom Deluxe Wyndham Glacier Canyon WI Dells

Galena, IL, 1 Bedroom Z #1
Other vacation rentals with a pool

Newly remodeled cottage! Pet Friendly!

Long Bay Point Getaway

House 3bd/3bth- indoor pool -close to chestnut mnt

Fast Wi-Fi | EV Charger | Fireplace | Hot Tub

Storybook Countryside Cottage

Private Galena Escape w/ Heated Pool and Views

The Cottage on Lake Galena

Perfect Getaway: Newly Renovated
When is the best time to visit Fitchburg?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $113 CAD | $118 CAD | $123 CAD | $153 CAD | $153 CAD | $157 CAD | $148 CAD | $157 CAD | $158 CAD | $129 CAD | $125 CAD | $111 CAD |
| Avg. temp | -7 °C | -5 °C | 1 °C | 8 °C | 15 °C | 20 °C | 22 °C | 21 °C | 17 °C | 10 °C | 3 °C | -4 °C |
Quick stats about vacation rentals with a pool in Fitchburg

Total vacation rentals
Explore 20 vacation rentals in Fitchburg

Nightly prices starting at
Fitchburg vacation rentals start at $126 CAD per night before taxes and fees

Verified guest reviews
Over 550 verified reviews to help you choose

Family-friendly vacation rentals
10 properties offer extra space and kid-friendly amenities

Wifi availability
20 of Fitchburg vacation rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Fitchburg rentals

4.8 Average rating
Fitchburg stays are highly rated by guests—averaging 4.8 out of 5!
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