Holiday rentals in Madison

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Top-rated holiday rentals in Madison

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Guest favourite

Home

4.93 out of 5 average rating, 227 reviews

Charmed Lodge. Sauna. Games & lots of charm

Timber Lodge Escape! Wisconsin Dells premier vacation rental! Sleeps 16! 5 minutes from Noah's Ark, 7 minutes to downtown Wisconsin Dells, less than 10 minutes to all major resorts and Dells attractions! Plenty Of Amenities! Fireplace in living room, large deck, outdoor fire pit, Jacuzzi in basement + games. 3 levels. Plenty of space for large family gatherings and groups! Very peaceful and quiet. Newly updated Golf/waterpark/Dells Trolley tickets available at a discounted rate!

Guest favourite

Home

4.98 out of 5 average rating, 166 reviews

Willow Lake Getaway Cozy for 2 - or large families

Beautiful 4 bedroom private lakefront home, cozy enough for 2, large enough for family gatherings for holiday/wk end escape/vacations. Hot tub for cool eves October-April. Extensive private decks with BBQ, outdoor dining & circular daybed with umbrella. 2 docks, 2 SUP boards, paddle boat, 2 kayaks, pingpong table, books and board games. 2 Master Suites with smart tv with private balcony & seating area. fire pit located next to 1st dock. Couples get a 10% discount, message me for details.

Guest favourite

Bungalow

4.99 out of 5 average rating, 133 reviews

Private Cozy Cottage Lake Geneva, WI

Come stay at our top rated Bed & Breakfast, located two blocks from the beautiful Lake Geneva. Relax in our California king suites, each contains a spa tub and shower, with heated floors and towel rails in the bathroom. Your complimentary breakfast basket is placed in your fridge prior to arrival, as well as complimentary gift of wine & cheese. Free WIFI is available on the property. No Pets, ADULTS over 21 ONLY. *NOTE all guests are required to pay a 8% Lake Geneva Bed Tax at check in.

Guest favourite

Home

4.98 out of 5 average rating, 129 reviews

Updated luxury country getaway short walk to lake!

Luxury getaway close to private beaches, downtown Lake Geneva, and many area amenities. Relax in comfort in this newly renovated 3-bedroom. Enjoy all that the Lake Geneva area has to offer while unwinding in a modern, comfortable retreat. Conveniently located a 3-min walk to Lake Como and a 10-min drive to downtown Lake Geneva. Charming golf cart community with so much to do. Perfect for couples, families, and business travelers. Ideal space for up to 4 adults and great for families of 5.

Guest favourite

Home

4.94 out of 5 average rating, 33 reviews

The Clean Slate, Walk to down town, pet friendly

The Clean Slate is the latest offering from Lake Geneva luxury Rentals. Half mile walk to downtown. Pet friendly The house can accommodate 8 guests, but can be rented with its sister property, The White House, to accommodate larger groups. Contact host to inquire about renting both houses. This newly built home will surely delight. Tastefully decorated with all modern amenities. Easy access to downtown Lake Geneva’s shops, restaurants, Riviera Beach, and Geneva Lake Shore Path.

Guest favourite

Home

4.91 out of 5 average rating, 152 reviews

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.

Guest favourite

Home

4.98 out of 5 average rating, 121 reviews

Cozy Country Cottage near Lake Geneva, WI

Our Cozy Cottage features 3 comfortable bedrooms and nightly magnificent sunsets. Nestled on a country road, the house offers plenty of space to rest after visiting Lake Geneva, Lauderdale lakes, biking at Kettle Moraine or site seeing in the area. It’s close to Walworth County fair grounds where the flea market, Das Fest and Rib Fest are held. This is country living with plenty of opportunity to enjoy the beautiful outdoors or the peace and quiet of the countryside.

Superhost

Apartment

4.85 out of 5 average rating, 271 reviews

Williamson Family Condo at Lighthouse Cove

NO SMOKING Upgrade to our Noah's Ark package after booking! Williamson Family Condo II is recently updated and located in Lighthouse Cove on Lake Delton in the heart of the Dells. Enjoy beach access, in & outdoor pools w/ hot tubs, and convenient parking. This condo is great for a couples or families. Let the older kids wander to and from Noah's Ark or go fishing at the lake while you take a much-deserved time out. Inquire about using our boat slip.

Guest favourite

Cabin

4.88 out of 5 average rating, 210 reviews

Lake-view 3-bedroom Cabin Home on Lake Delton

Our place is close to ALL Lake Delton, WI Dells Downtown attractions. You’ll love our place because of the views of lake & pine trees, quiet setting, brand-new remolded interior with upscale furnishings, high ceilings, and the cabin coziness. Our Large, cabin accommodates up to 8 people very comfortable at over 1600 sq. ft. Best Resort in Town!!! Family fun atmosphere with two sandy beaches & large swimming pool. Kids love to fish off the piers.

Guest favourite

Home

4.97 out of 5 average rating, 160 reviews

*Luxurious Turkey Run*

Turkey Run is a beautiful, welcoming home that we can't wait to share with you. From top to bottom, you'll find attention to detail; comfy beds, warm, relaxing decor and a great pool table and media room to relax. Wisconsin Dells has so much to offer, but you'll really appreciate coming home to this private haven just a couple of minutes out of town. Turkey Run gets it's name from the wild turkeys that roam the property and adjoining fields.

Guest favourite

Home

4.87 out of 5 average rating, 119 reviews

Picturesque Hillside Home w/Golf Course Views⛳️

After serving as a private family getaway for over 20 years, this hidden gem is now shared with guests from far and wide! Spend your Galena vacation within 5 minutes of the Owner’s Club and all four award-winning golf courses in the Territory. You’ll also be a stone’s throw away from the trailhead to Stony Point Lookout, which has perhaps the best scenic overlook in the entire region. We can't wait for you to see it for yourself!

Guest favourite

Home

4.87 out of 5 average rating, 140 reviews

Lovely Waterfront Two Bedroom House

Lovely two bedroom, one bath in a rural residential area of McFarland on inlet that connects to Yahara River and Lake Kegonsa. The home is situated next to a charming campground and marina in nature. Walkable fishing areas. Lake Kegonsa State Park Trail is nearby for walking or snowshoeing. Just a 20 minute drive to downtown Madison! NO PARTIES. You will be asked to leave if there is any party activity seen.