
Holiday 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).

Treehouse! Hot Tub • Fire-pit • Spacious
🌲7 minutes to Owner's Club 🌲10% Weekly Discount 🌲3 BRDM+3.5 BTH (all ensuite) 🌲Secluded + Spacious on 2-acre lot 🌲Hot tub! 🌲Smokeless firepit (wood provided)🪵 🌲Year-round community indoor pool & seasonal outdoor pool 🏊♂️ + zero entry kiddie pool 🌞 🌲Open concept main level 🌲Games & puzzles for all ages 🧩 🌲Axe throwing game 🎯 🌲Large connect 4 game & jenga 🌲New & fully equipped kitchen 🍽️ 🌲Kid & Dog friendly 👧🏼🐶 🌲Seasonal valley views 🌲Gym access 🌲High-speed internet

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.

Wooded Villa with Resort Access, Fireplace, K Bed
⭐King bed with plush bedding in a peaceful, private setting ⭐Wood-burning fireplace — perfect for cozy evenings together ⭐2-minute drive to the North Golf Course, driving range, & Stonedrift Spa ⭐Wooded nature views & tranquil surroundings for a relaxing escape ⭐Just 12 minutes to downtown Galena — excellent shopping, dining, & sight-seeing ⭐Access to Owner’s Club amenities including indoor pool & fitness center ⭐15 miles to Chestnut Mountain Skiing ⭐2 Full bathrooms & newer full size sofa bed

*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.

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.

Cozy Home/Large Backyard/Privacy FenceThe 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.

Kate's Place - Newly Remodeled - Romantic
NO SMOKING Max Occupancy: 4 People (2 Adults) Upgrade to our Noah's Ark package after booking! Kate's Place is recently updated and located in Lighthouse Cove on Lake Delton in the heart of the Dells. Enjoy beach access, indoor & outdoor pools and hot tubs, and convenient parking. This condo is great for a couples or small families. The kitchen has all the tools you need to stay in, but the location is super close to great supper clubs for an evening out as well.

Hot tub,Fireplace,Pool/Marina Access,Games, Space!
3br/3bth home - hot tub - Relax by indoor fireplace - 2 acres for privacy, especially in the back of the home with woods. - Outdoor firepit with wood provided - Year round community indoor pool and seasonal outdoor pool 🏊♂️🏊♀️👙🤿 - Great for kids or kids at heart- home has popcorn machine 🍿 - Axe throwing game - snow cone maker 🍧 - cotton candy maker - air hockey/ping pong table - hammock - Ms. Pac Man Arcade game - Large Connect 4 game - sleds - gym access

Lakefront condo with magnificent view & fireplace
Welcome to this serene waterfront villa in Lake Geneva, Wisconsin, a haven for relaxation. This elegantly designed one-bedroom retreat is perfectly nestled on the shores of Lake Como, offering a blend of rustic charm and modern comfort. The real brick walls and cozy fireplace create a warm and inviting atmosphere, providing unforgettable memories in this beautiful Wisconsin setting. Local laws require all guests names and address be provided prior to check in.

Hot Tub & Fire Pit | Galena Spring Escape
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!

Cozy Retreat | Hot Tub | Firepit | Dog-friendly

Awesome Lodge in Galena Territory

Lake Views | Hot Tub | Nature Retreat | Movie Room

Sunset retreat oasis Pool hot tub river fishngame

Galena Territory - Pets - Fireplace - Pool Access

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

Private Pool - Hot Tub - Game Room - 20 min DT
Condo rentals with a pool

Lakefront Condo - Private Beach | Boat Slip| Pool

Chic Condo in Lake Geneva.

FUN-tana All Year Round Abbey Springs Fontana WI

Tranquil Retreat: Cozy Studio @ Wyndham Galena

Dells Retreat-A Romantic Haven-Jacuzzi,Pool&HotTub

Luxury Family Getaway | 4BR Condo - Glacier Canyon

LG Quaint Condo on Lakeshore Dr.

Lake Geneva relaxation!
Other holiday rentals with a pool

Private 3BR/2BA Home in the Trees | Stonecrest

Private yet close to everything!

The Ho Hum East on Apple Canyon Lake

Long Bay Point Getaway

Cozy retreat in Galena Territory

The Tree House

Modern Cabin with pool, hot tub and outdoor sauna

Spacious Delightful 2 Bedroom Home
When is the best time to visit Fitchburg?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $114 AUD | $118 AUD | $124 AUD | $153 AUD | $153 AUD | $157 AUD | $149 AUD | $164 AUD | $153 AUD | $139 AUD | $139 AUD | $139 AUD |
| 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 holiday rentals with a pool in Fitchburg

Total holiday rentals
Explore 20 holiday rentals in Fitchburg

Nightly prices starting at
Fitchburg holiday rentals start at $98 AUD per night before taxes and fees

Verified guest reviews
Over 590 verified reviews to help you choose

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

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
20 of Fitchburg holiday 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!
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- Rentals with a fireplace Fitchburg
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- Rentals with a fire pit Fitchburg
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- Rentals with pools Dane County
- Rentals with pools Wisconsin
- Rentals with pools United States
- Devil's Lake State Park
- Glacier Canyon Lodge
- Noah's Ark Waterpark
- Wisconsin State Capitol
- Lake Kegonsa State Park
- Mirror Lake State Park
- Cascade Mountain
- Henry Vilas Zoo
- House on the Rock
- Wollersheim Winery & Distillery
- Kohl Center
- Chazen Museum of Art
- American Players Theatre
- Madison Childrens Museum
- Camp Randall Stadium
- Governor Dodge State Park
- Monona Terrace Community And Convention Center
- Dane County Farmers' Market
- Overture Center For The Arts




