Holiday rentals with a hot tub in Madison

4.86 out of 5 average rating, 228 reviews

Home in Lake Geneva

3BR Home w/ Hot Tub 1.5 blocks from Lake Como

Fully equipped 3 bedroom 1 bathroom home in the great neighborhood of Lake Como. Basement has a separate door and is considered the 3rd BR. House is located 1.5 blocks from the lake and is less than a 10 minute drive to Lake Geneva. Featuring an outdoor hot tub, gated backyard and an amazing basement bar. Spend the afternoon shopping and enjoying the many activities the area has to offer. Spend the evening with a cocktail in the 4 person hot tub on the deck or have some s'mores by the firepit.

4.87 out of 5 average rating, 123 reviews

Home in Galena

Sweet Escape~Galena Territory~Hot Tub~Pool Table

Beautiful 6 bedroom, 5.5 bath home with a screened-in hot tub, pool table & fire-pit table in the gorgeous Galena Territory - perfect for enjoying Galena! The home boasts 4 en suite bedrooms, 3 king beds, 3 queen beds, and 1 twin bed. Bedrooms have a 32" smart TV. The large kitchen has a table that seats 6 and 3 island bar stools. The dining room seats 8. There are 2 refrigerators. There is a deck and screened-in porch, a living room and family room with a 65" flat-screen TV & DVD player.

4.89 out of 5 average rating, 248 reviews

Home in Argyle

Relaxing 3 Bedroom Cabin with Hot Tub and Scenery

Tucked away in the rolling hills of Southern Wisconsin sits a little log home ready for your arrival. Hand built by the caretaker and his family; the Braezel Branch Retreat is named after the stream that runs through the valley. Relax with the whole family in this two-bedroom, two-bathroom cabin with a comfortable open floor plan. Wander through the beautiful walking trails and enjoy the view of the valley from the large front porch. There is also local tubing, kayaking, golfing and wineries.

4.91 out of 5 average rating, 188 reviews

Home in Poynette

Island View Hideaway-Peaceful, On Water, Sandbars!

Rent this furnished cottage to enjoy the beauty of nature on the Wisconsin River and Lake Wisconsin. Conveniently located on the Lake Wisconsin waterfront between Madison and the Wisconsin Dells, just 1.5 hours from Milw and 3 hours from Chicago. We are pet friendly for well behaved dogs with a $25/night pet fee per dog. Beautiful views out the large living room windows look onto green, sandbars, islands and the undeveloped distant shores of the Wisconsin River as it opens up into Lake WI.

4.98 out of 5 average rating, 146 reviews

Home in Elkhorn

Red Lodge - Game Room, Hot Tub, Near Lake

Looking for a memorable Wisconsin vacation experience? The Red Lodge is the ideal blend of comfort and style. Super clean, fully stocked, with gorgeous outdoor green spaces and unique amenities, you'll love it here! Jeff - "The devil is in the details, and no detail is overlooked here." Kelsey - "We are obsessed! This is THE nicest Airbnb we've stayed in across the country.. There was something truly unique about each room." Alia - "Hands down the best Airbnb we have ever stayed in."

4.9 out of 5 average rating, 119 reviews

Home in Galena

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

Modern home on the hill with great views overlooking the valley. Main level features a dining room, living room w/fireplace & sitting area for reading time. Nice size deck off the main w/gas grill & seating. Good size kitchen! ML also has King bedroom/full bath. Upper Level has 2 bdrms/full bath. Lower level has bar area, foosball, air hockey, bdrm/bath, walkout to deck & HOT TUB! Outside features a firepit and play area for the kids. Great place for families to enjoy!!

4.92 out of 5 average rating, 157 reviews

Home in Galena

DunPuttin Place

Nestled on a secluded hillside that overlooks miles of Galena Territory's wildlife preserve, DunPuttin Place offers its guests total privacy, yet the convenience of being only minutes from the area's many popular amenities. DunPuttin Place is not just another carbon copy resort rental. It is a unique private home that has many features seldom found in vacation rentals. It has been tastefully designed and decorated to comfortably accommodate up to 12 guests of all ages.

4.96 out of 5 average rating, 155 reviews

Home in Dousman

Meracle Acres

Secluded among 50 acres of dense forest, stunning walking trails, wildlife and natural ponds, this one-of-a-kind log cabin is the perfect place to unplug and unwind. Whatever you’re looking for, you can find it all in this beautiful and tranquil getaway. Weekenders can enjoy hiking and exploring the gorgeous nature trails. The log cabin features a custom made bar, vaulted ceilings, a sauna room and outdoor hot tub with gorgeous views of the wildlife that surrounds.

4.95 out of 5 average rating, 136 reviews

Cabin in Galena

Family Fun! <-Hot tub-Fires in/outdoor-Game room->

Enjoy the ultimate summer retreat at our stylish 4-bedroom cabin in Galena Territory! Sip your morning coffee on the deck, then explore nearby trails or relax in the hot tub. Challenge family and friends to arcade games, air hockey, darts, and board games. With 10 amenity cards, access the Owner’s Club for swimming, fitness, and indoor pickleball—rackets and balls provided! Whether you seek adventure or relaxation, this cabin is your perfect summer getaway!

4.97 out of 5 average rating, 175 reviews

Condo in Wisconsin Dells

Stunning Condo, Beachfront, Fireplace, Jacuzzi

This condo is not just a place to stay; it’s a retreat where luxury meets convenience, offering an unforgettable beachside experience. HIGHLIGHTS - Jacuzzi Tub - Modern Fireplace - Large Smart Tvs - Open Concept, new furniture - Short walk to Noah's Ark - A few steps to the beach and picnic area - New beds with memory foam mattresses - Free use of Kayaks - Free Pontoon ride - Great outdoor space with comfy furniture - First Responder Discounts

4.97 out of 5 average rating, 152 reviews

Cottage in Baraboo

Cottage · Cottage · Relaxing Cottage near Devils L

Escape to Pinehaven Cottage, a cozy getaway near Devil's Lake and Wisconsin Dells. This charming cottage features two bedrooms, an indoor double-jetted tub, and a fully stocked kitchen. Unwind in the living room with satellite TV, enjoy the warmth of a Vermont wood stove, or savor nature from the porch swing. The beautiful Baraboo bluffs and a serene 2-acre pond complete this tranquil setting. Book now to create lasting memories at Pinehaven!