
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.

The Airy Aerie: Owners' Club access, golf nearby!
Welcome to the Airy Aerie: an avian themed townhome in the heart of the Galena Territory. Our space has been carefully curated to reflect the diversity of birds you will find in the natural surroundings of the area. There are two ensuite bedrooms and a full kitchen featuring granite countertops and stainless steel appliances. There is a loft space upstairs where a rollout twin bed can be set up. Our home can accommodate a maximum of 6 overnight guests (assuming 1 person on the twin rollout bed).

Galena Getaway
Peaceful, pet-friendly ($50 fee per reservation) vacation home in the Galena Territory. 3 bedrooms, 3 bathrooms, two living rooms, 2 wood fireplaces, screened in porch, upper level porch, deck, firepit, access to owner's club (pool, exercise room and game room), marina and 24 miles of hiking trails. Sleeps up to ten people. (Please ensure your guest count is accurate when you make your reservation. The guest count can be updated if needed. Inaccurate reservations will be charged accordingly. )

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, 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 Wanderlust at the Sunset Cove
Riverfront one bedroom condo in a tranquil area of Downtown Wisconsin Dells. Take a stroll near the beautiful River Walk and enjoy the magnificent scenery and unique attractions of Downtown Wisconsin Dells. Whether you need a few days to relax and decompress or if you are in town for business or games, our condo offers a fully equipped kitchen, a king size bed and a queen size pull out couch . There is an indoor community pool, hot tub and sauna. There is also a seasonal outdoor pool .

*Hot tub-Fire-3 king beds-Game room*Winter fun!*
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.

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.

Winter Escape | Hot Tub Soaks + Fireside Nights
Welcome to Shenandoah Ridge—our thoughtfully designed 4-bedroom, 4.5-bath vacation rental tucked into the woods of The Galena Territory. Spacious, peaceful, and full of cozy touches to help you unwind. Whether you’re here for a family getaway, group trip, remote work retreat, or just time in nature, you’ll find everything you need to feel at home. Just 7 minutes to the Owners Club and 15 minutes to downtown Galena—close to the action, but still calm and quiet.
Popular amenities for Fitchburg rentals with a pool
House rentals with a pool

Comfortable 4 Bed 4 Bath in the Galena Territory!

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

*New Kitchen*Screened Hot Tub*Owners Club*Dogs OK*

Perfect Location! Owner Club Access, Steps to Pool

Cozy Retreat | Hot Tub | Firepit | Dog-friendly

Modern Home w/Amazing Views, Hot Tub, Game Room

Tranquil Home Away From Home

Sweet Escape
Condo rentals with a pool

Lakefront Luxury for Families or Couples

3 bedroom deluxe Wyndham Glacier Canyon WI Dells

FUN-tana All Year Round Abbey Springs Fontana WI

*Pool/Hot Tub | 2 BR Condo | Waterfront | Downtown

Mel’s Marina, on the River, walk downtown.

Long Bay Point Unit C11 The Galena Territory

Wyn Glacier Canyon, 2 BR, 8 FREE WaterPark Passes!

Abbey Springs | Private Community & Amenities!
Other vacation rentals with a pool

The Tree House

12PM CheckIn l HOT TUB l A&D Rise Getaways

Treehouse • Hot Tub + Fireplace • Secluded Getaway

Stunning 5 bdm home on The General in Galena Terr!

Serene 2 King Bd Villa, Fireplace, Near Spa & Ski

Tower House Galena • Heated Pool, Hot Tub, Sauna

Exec Retreat Heated Pool 7 Beds; 2.5 Bath 6000 sf

Wonder Bear Lodge | 7 Bdrms, King beds | Hot Tub
When is the best time to visit Fitchburg?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | € 70 | € 72 | € 76 | € 94 | € 94 | € 96 | € 91 | € 101 | € 94 | € 79 | € 76 | € 68 |
| 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 € 77 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 & kid-friendly amenities

Wi-Fi availability
20 of Fitchburg vacation rentals include wi-fi 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!
Destinations to explore
- Chicago Vacation rentals
- Upper Peninsula of Michigan Vacation rentals
- Platteville Vacation rentals
- Downtown Chicago Vacation rentals
- Indianapolis Vacation rentals
- Minneapolis Vacation rentals
- Wisconsin River Vacation rentals
- Milwaukee Vacation rentals
- Ann Arbor Vacation rentals
- Twin Cities Vacation rentals
- West Side Vacation rentals
- North Side Vacation rentals
- Rentals with a washer and dryer Fitchburg
- Rentals with outdoor seating Fitchburg
- Family-friendly rentals Fitchburg
- Rentals with a patio Fitchburg
- Rentals with a fire pit Fitchburg
- Fitness-friendly rentals Fitchburg
- House rentals Fitchburg
- Apartment rentals Fitchburg
- Rentals with a fireplace Fitchburg
- Pet-friendly rentals Fitchburg
- Rentals with pools Wisconsin
- Rentals with pools United States
- Devil's Lake State Park
- Mt. Olympus Water & Theme Parks
- Noah's Ark Waterpark
- Wisconsin State Capitol
- Mt. Olympus Parks, Outdoor Theme Park
- Lake Kegonsa State Park
- Mirror Lake State Park
- Yellowstone Lake State Park
- Tyrol Basin
- Cabin 857-1- Christmas Mountain Village
- Kalahari Indoor Water Park
- Mt. Olympus Parks, Parthenon Indoor Theme Park
- Henry Vilas Zoo
- Cascade Mountain
- Wild Rock Golf Club
- Wollersheim Winery & Distillery
- Alligator Alley
- Lost World Water Park
- Tom Foolerys Adventure Park
- Wild West water park
- Klondike Kavern Water Park
- University Ridge Golf Course
- Pirate's Cove Adventure Golf
- Baraboo Bluff Winery




