Vacation rentals with a pool in Fitchburg

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Top-rated rentals with a pool in Fitchburg

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Guest favourite

Guest suite in Spring Green

4.9 out of 5 average rating, 112 reviews

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.

Oct. 7 – 14

$185 CAD per night

Guest favourite

Home in Galena

4.99 out of 5 average rating, 141 reviews

Adorable Settlement home, views of lake/waterfall

Views of the waterfall and lake Galena in the fall, winter and spring. This home was just fully remodeled. All new furniture, flooring,cabinets and bathrooms. You will have access to 6 proxy cards to enter into the Owners Club. Parking is on site, WI-FI, all smart TV's to login into your NetFlix acct. Each of the bedrooms has their own private bathroom. The kitchen is stocked with mostly everything you need. Towels, linens, throw blankets, coffee, creamer provided. Toilet paper, paper towels too

Dec. 27 – Jan. 3

$292 CAD per night

Guest favourite

Home in Galena

4.97 out of 5 average rating, 100 reviews

Summer Fun! Hot tub/game rm/scenic views/6BR/6BA

Welcome to The Double Eagle! Experience Galena and the Territory while you relax in this 6 bedroom/6 bath home overlooking the fairway. This well-stocked and spacious three story home easily accommodates multiple families or large groups and has many outdoor spaces to enjoy! Sip your morning coffee in the 3-season room with cozy sectional, make the most of your afternoon playing pool or foosball in the game room, and finish the day by grilling out on the back deck and relaxing in the hot tub.

Dec. 18 – 25

$1,228 CAD per night

Guest favourite

Townhouse in Galena

4.91 out of 5 average rating, 115 reviews

The Airy Aerie: bright townhome near amenities

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).

Feb. 17 – 24

$322 CAD per night

Guest favourite

Chalet in New Glarus

4.86 out of 5 average rating, 66 reviews

Authentic Swiss Chalet

Welcome to your own authentic Swiss Chalet in the rolling hills of Green County, just minutes from the fun town of New Glarus! This beautiful and spacious home would be perfect for a family reunion of all ages. With lots of rooms, comfy beds, plenty of green space, your own pool, multiple kitchens, balconies, a grill, fire pit, and a sauna, your stay here will not disappoint. The private saltwater heated pool is well maintained, clean and FUN! **Book your SUMMER 2023 FamilyReunion today!**

Dec. 2 – 9

$1,270 CAD per night

Superhost

Home in Milton

4.85 out of 5 average rating, 184 reviews

Tree Top House with mini indoor pool and sauna

Welcome to the tree top house. A great place to stay any time of year Situated in a wooded setting on 10.5 acres this beautifully hand crafted home offers a great outdoor environment and many amenities including a mini indoor heated pool, sauna, two fireplaces, cathedral wood ceiling great room and dining area, spacious deck and private fire pit. Four private bedrooms, two of which have fireplaces in them and all with beautiful wood views. Three nature paths are available for taking walks.

Apr. 16 – 23

$315 CAD per night

Guest favourite

Home in Galena

4.95 out of 5 average rating, 106 reviews

Awesome Lodge in Galena Territory

Bring the whole family to our Galena home for fun, games, and making memories! Located 1.3 miles from the Owner's Club in The Galena Territory, enjoy many amenities and everything Galena has to offer! 15 mins to downtown! 3 bedrooms and 3 full bathrooms, the house is equipped with great Wi-Fi and 8 key cards to access Territory amenities! There is tons of space to spread out across 3 floors . Enjoy the game room, hot tub, three seasons room, deck, and outdoor space in this awesome home!

Jan. 12 – 19

$642 CAD per night

Guest favourite

Home in Galena

4.82 out of 5 average rating, 277 reviews

Galena Retreat - Eagle Ridge Territories

The perfect place to relax and unwind in a wooded setting far away from the hustle of daily life. Short drive to downtown Galena for shopping and dining. Short drive to skiing and you can walk to the resort for dining and adult beverages. Indoor and outdoor swimming pool at the owners club along with other activities. 1 bedroom w/one queen, 1 bedroom w/two single beds, 2 full bathrooms, Kitchen, Living Room Dinning area, Screened Summer room, Fully equipped Kitchen, Cable TV and wifi.

Mar. 31 – Apr. 7

$265 CAD per night

Guest favourite

Home in Galena

4.95 out of 5 average rating, 201 reviews

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.

Dec. 27 – Jan. 3

$283 CAD per night

Guest favourite

Home in Spring Green

5.0 out of 5 average rating, 22 reviews

The Hemlock/$0 Cleaning Fee/Hot Tub/Golf

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.

Feb. 11 – 18

$329 CAD per night

Guest favourite

Home in Madison

4.92 out of 5 average rating, 224 reviews

Luxurious BBQ and Pool House

Hosting a summer barbecue, a pool party, or just looking for a relaxing getaway with your friends? The unique combination of indoor and outdoor space provides something for everyone. This is a modern, spacious, and luxurious 3 bedroom, 2.5 bath home, conveniently located 15 minutes from downtown. Situated on a 3/4 acre lot, this house is fully equipped w/ premium amenities for your friends and family:Swimming pool, hot tub, big yard, deck with a gas grill and dining area

Sep. 29 – Oct. 6

$878 CAD per night

Guest favourite

Treehouse in Galena

4.98 out of 5 average rating, 61 reviews

Octagon house in woods- Hot tub, fireplace, pool

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 new 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.

Dec. 6 – 13

$521 CAD per night