Waterfront holiday rentals in Madison

4.85 out of 5 average rating, 133 reviews

Home in Juneau

Take a Break at Lakeside Acres

Lakeside Acres; a 2-bedroom, 1 bath vacation rental home located on beautiful Lake Sinissippi. Open concept living area with furnished patio and private dock. This newly updated home provides the perfect summer getaway or winter retreat for family and friends. Whether you spend your days kayaking with the complimentary kayaks, exploring Horicon Marsh, or soaking up the sun on the dock, you're sure to have an unforgettable stay in this lakefront hideaway. Note: Docks are not in the lake Nov-Apr.

Superhost

4.83 out of 5 average rating, 231 reviews

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

**INDOOR & OUTDOOR POOL ACCESS | DISCOUNTED ATTRACTION TIX | WATERFRONT** The Riverwalk Retreat is the perfect spot to enjoy your next WI Dells trip with friends or family. This cozy vacation rental is located at the Sunset Cove Condo complex just 2 blocks off of Broadway & overlooks Crandalls Bay. Enjoy your morning coffee with a spectacular view of the WI River & the adjoining bay. This central location provides easy access to the area’s many athletics venues, nightlife, dining, & shopping.

Superhost

Home in Merrimac

4.89 out of 5 average rating, 103 reviews

Lakefront A-Frame | Stunning Views | Private Dock

Escape to our A-frame lake house on a private double lot on Lake WI! What You’ll Love: ✅ Wall of windows – floods the home with natural light ✅ Private dock – great for fishing, swimming & boating ✅ 2 wood-burning fireplaces – cozy up after outdoor fun ✅ Game area w/ pool table – family-friendly entertainment ✅ Secluded & peaceful – enjoy nature in total privacy Prime Location: 🚗 15 min → Devil’s Head Ski Resort 🎿 🚗 20 min → Devil’s Lake State Park 🏞️ 🚗 45 min → Madison & WI Dells 🌆

4.98 out of 5 average rating, 177 reviews

Home in Freeport

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.

5 out of 5 average rating, 116 reviews

Cabin in Edgerton

Waterfront modern cabin w/ kayaks (+boat optional)

NO XTRA FEES. Enjoy your own private dock including 2 kayaks (speed boat optional add on June 1-September 30th $300/24 hours or $500/48 hours) Beautiful modern riverfront cabin near Lake Koshkonong's eateries and entertainment. Soak in the gorgeous Wisconsin summer with water activities at your fingertips. The rest of the year take in the pristine wonderland views in our enclosed balcony. Only 30 minutes from Madison's world class culinary experiences, performance arts, sports & festivals.

4.88 out of 5 average rating, 106 reviews

Cabin in Fort Atkinson

Cozy Lake Cottage With The Best View & Pontoon!

Location, Location, Location! Incredible views! Retreat to this cozy Lake Koshkonong cottage with vaulted ceiling and southern exposure. Enjoy spectacular sunsets and views of the 10,000 acre lake from the north shore. Fish, hunt, boat, ski, swim, snowmobile, or simply soak up the sun and take in the view from this quiet retreat on a dead-end street. Fresh paint, bedding, and furniture make this little gem very comfortable. Great Walleye ice fishing right in front of this property!

4.91 out of 5 average rating, 96 reviews

Lakefront Condo - Private Beach | Boat Slip| Pool

Experience lake life at our luxury, lakefront condo. Wake up to morning coffee on the balcony with breathtaking views of Lake Delton. Our spacious 2 bedroom, 2 bathroom condo features a beautiful master suite with a king bed, en suite bathroom complete with a jetted massage tub and walk in shower with 3 directional shower heads. It is the perfect escape for those who want to feel like they are a world away, but are also minutes from all the fun and excitement of the Dells.

4.93 out of 5 average rating, 137 reviews

Cottage in Wonder Lake

The Cozy Lake House/ Perfect Winter Getaway!DM ?s

Welcome to The Cozy Lake House, your year-round haven for relaxation and celebration! Savor breathtaking sunsets, indulge in boating, watersports, and high-speed internet, and make special memories during holidays, bachelorette party's getaways, birthdays, family reunions, micro weddings, and more. With a fully equipped kitchen, spacious rooms, and the tranquil lakeside setting, every moment here is magical. Reserve your spot now and experience the ultimate in lakeside living!

Superhost

4.73 out of 5 average rating, 63 reviews

Steph's Waterfront Retreat - Steps to Downtown!

Upgrade to our Noah's Ark package after booking! Steph's Waterfront Retreat is a westward facing condo that looks over the boat docks in Crandalls Bay - a 6-acre body of water connected to the Wisconsin River. Steph's place is perfect for a quick getaway as a couple or bring the kids. You can easily walk to all the shops, restaurants and bars located in the downtown area of the Wisconsin Dells. Enjoy our indoor pool and hot tub year-round or the outdoor pool seasonally.

4.97 out of 5 average rating, 474 reviews

COZY, Lakefront, Fireplace, Free Kayaks

Relax on the porch and watch the boats glide by, soaking in the serene lake views. Whether you're looking for relaxation or recreation, our condo offers the best of both worlds. Book your stay today and experience the ultimate lakeside escape! Resort-Style Amenities • Indoor and outdoor pools • Hot tub • Walking distance to Noah's Ark • Proximity to numerous restaurants and activities • First Responder Discounts • Smart TVs • Jetted Tub • Fireplace • Washer/Dryer

4.88 out of 5 average rating, 146 reviews

Home in McFarland

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 (house is not directly on lake or river). 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.