
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.

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.

*Family Retreat* *Indoor Pool* *Arcade*
The Pool House is the perfect family retreat for any group that wants quality time with quality amenities. Come enjoy everything our home has to offer and make all those wonderful memories with the ones you love. The indoor heated pool is perfect for that private party experience that can be followed up with the fully loaded arcade room. Enjoy the pinball machines and great classic arcade games then go off to the full size Golden Tee and Buck Hunter and see if you can get the new high score.

Fast Wi-Fi | EV Charger | Fireplace | Hot Tub
Unwind in our comfortable Galena Territory cabin with 3 bedrooms, 3 full baths and sofa sleeper. EV Charging outlet in garage. Strong Eero boosted Wi-Fi; Roku streaming on every floor. Stone wood burning fireplace. Three-season room with scenic sunrise and wooded views. Lower-level walkout to patio with hot tub, fire pit and beautiful stargazing. Minutes away from the Lake Galena Marina, golf, tennis, pool, and fitness center. 15 mins from Chestnut Mountain and historic downtown Galena.

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 .

Lake Views | Hot Tub | Nature Retreat | Movie Room
Looking for nature? Come immerse yourself in nature at this private oasis. • 3 bed/3.5 bath (7 adults comfortably w/max 8 guests) • 12 mins to downtown Galena • Outdoor hot tub • Grill & dining space on upper deck • Seasonal views of Lake Galena • Lounge/Movie room with pool table, electric fireplace & smart TV • Full Kitchen w/fridge, oven, microwave, dishwasher, keurig coffee machine, air fryer, instant pot, & crockpot • Upstairs family room with smart TV, fireplace, & board games

Farmhouse Chic|Fireplace|View|Peloton|Near Town
Are you searching for a serene and idyllic countryside escape in a winter wonderland? Look no further. Our elegantly appointed farmhouse-inspired townhome is located in the picturesque Galena Territory, boasting an array of amenities such as indoor/outdoor swimming pools, a fitness center, game room, tennis courts, 20+ miles of hiking trails, a private lake and more. Surrounded by verdant hills, the home offers a peaceful retreat while being only 20 min from Chestnut Mountain Ski Resort.

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.

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

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.

LG Quaint Condo on Lakeshore Dr.
Charming 1+1 condo off Lakeshore Blvd, just minutes from downtown Lake Geneva. A perfect blend of quaint and modern, with a full coffee and tea station and a fully equipped kitchen. Stroll to the lake, take a boat ride, or enjoy a scenic drive to downtown. Experience the peaceful charm of Lake Geneva with the convenience of being close to all its attractions. Book this condo alone or with another in the same building for extra space.

Hot Tub | Fireplace | Screened Porch | Pool Access
Escape to this cozy 2-bedroom + loft retreat in The Galena Territory—perfect for relaxing, reconnecting, and enjoying everything Galena has to offer. ✨ HIGHLIGHTS • Private hot tub + outdoor fire tables • Screened-in porch surrounded by nature • Wood-burning fireplace • Access to Owner’s Club (pool, fitness center & more) • Smart TVs + fast WiFi • 12pm check-in & check-out • 11 minutes to downtown Galena
Popular amenities for Fitchburg rentals with a pool
House rentals with a pool

Comfortable 4 Bed 4 Bath in the Galena Territory!

4 Bed/4.5 Bath*Hot Tub*Screened Porch*Owners Club

Quiet Yet Close/Steps to Pool/Paths, Pet Free Home

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

4 Bed, 3 Bath with Pool, Hot Tub, Gym, Fire Pit

Inviting & Bright | Firepit Sauna Hot Tub & Games!

Galena Territory - Pets - Fireplace - Pool Access

Private Pool - Hot Tub - Sauna - Game Room - Pets
Apartment rentals with a pool

Lakefront Condo - Private Beach | Pool

Beachfront Condo Retreat at Delton Grand

Chic Condo in Lake Geneva.

FUN-tana All Year Round Abbey Springs Fontana WI

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

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

LakeView-SummerPool-FamilyFriendly-CloseToTown

Sunset + Lake View Stylish Condo in Lake Geneva
Other holiday rentals with a pool

Private yet close to everything!

The Tree House

Modern Cabin with pool, hot tub and outdoor sauna

Hook Wine And Sinker - Golf, Shop, Pools, & Relax

Exec Retreat Heated Pool 7 Beds; 2.5 Bath 6000 sf

Spacious Delightful 2 Bedroom Home

1BR Professionally Serviced Private Apartment

Farmhouse with Heated Pool on almost 160 Acres!
When is the best time to visit Fitchburg?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £74 | £74 | £74 | £81 | £81 | £83 | £79 | £87 | £81 | £74 | £74 | £74 |
| 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 £52 per night before taxes and fees

Verified guest reviews
Over 610 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space & child-friendly amenities

Wifi availability
20 of Fitchburg holiday 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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- Devil's Lake State Park
- Noah's Ark Waterpark
- Wisconsin State Capitol
- Lake Kegonsa State Park
- Mirror Lake State Park
- House on the Rock
- Wollersheim Winery & Distillery
- Cascade Mountain
- Governor Dodge State Park
- Henry Vilas Zoo
- Devil's Head Resort
- Glacier Canyon Lodge
- Kohl Center
- Camp Randall Stadium
- American Players Theatre
- Overture Center For The Arts
- Apple River Canyon State Park
- Chazen Museum of Art
- Alliant Energy Center
- Dane County Farmers' Market
- Monona Terrace Community And Convention Center
- Madison Childrens Museum
- Cave Of The Mounds Lowest Point
- Parfrey's Glen State Natural Area





