Holiday rentals with a kayak in Eagle River

Lakefront Haven w/ Views, Games & Kayaks

Tranquil Lakefront Escape | Stunning Views, Game Room, Kayaks & Fireplace Welcome to Otter’s Retreat - experience the best of lakeside living at this stunning multi-level hideaway nestled along the sandy shoreline of Scattering Rice Lake in Eagle River - part of a magnificent chain of lakes. Designed for relaxation, recreation, and unforgettable memories, this beautiful home offers breathtaking water views and thoughtful amenities for guests of all ages. Inside, the main living space is classic Northwoods—vaulted wood ceilings, floor-to-ceiling windows, plush seating, and a cozy fireplace for slow mornings and tranquil evenings. The fully equipped kitchen features modern appliances, an oversized island, and a true coffee bar (drip, Keurig, kettle), flowing into a spacious dining area made for gathering. Step out for drinks on the large balcony with sweeping lake views or head down to the shoreline for sun and sand. Outside, enjoy easy water access via stone steps or a paved path leading to the boathouse – replete with a fire pit encircled by Adirondack chairs above - and expansive private dock. Spend your days on the lake with the included kayaks and paddleboards, then linger at sunset with a glass of wine as the water glows. In winter, nearby ATV and snowmobile trails make this an ideal year-round getaway. Explore the charming town of Eagle River, known for its cozy cafés and local dining, or venture to nearby outdoor favorites like Riverview Park, Wildwood Outdoor Adventures, and Three Lakes Winery—all within 15 miles. Back inside the house, entertainment awaits at every turn. The lower-level den is a true game-room haven, featuring foosball, air hockey, a combo pool and ping-pong table, and a wide selection of board games. A spacious bar stocked with glassware and cocktail tools overlooks a cozy seating area with a large TV—perfect for movie nights or watching the big game. After a day on the water, retreat to comfortable bedrooms outfitted with plush linens and thoughtful touches. The spacious primary suite opens to the balcony and includes a sleeper chair and a spa-inspired en-suite bathroom with a jacuzzi tub and zen-style shower. Upstairs, a private bedroom sits near a loft overlooking the main living area—an ideal quiet nook with a workspace and a cozy corner perfect for evening cocktails. Downstairs, kids will love the “bear-y” fun bunk room with plenty of space to play and a full bathroom just steps away. A sofa-bed sits just outside the bunk room as well. As evening falls, sip wine on the deck while taking in the glowing lake views as the kids enjoy the game room below. Whether you’re seeking adventure, relaxation, or quality time together, Otter’s Retreat offers something for everyone. Sleeping Arrangements: Bedroom 1 - Queen Bed Bedroom 2 - King Bed with twin sofa-bed Bedroom 3 - Queen bed Bedroom 4 - Queen bed Bedroom 5 - 2 twin over double bunk beds (sleeps 6) Basement - Queen Sofa Bed -2 double kayaks, 4 single kayaks, life jackets, and 2 paddle boards are provided -No pets allowed -4WD/traction may be required in winter -Free parking for up to 5 vehicles -Keyless entry with a unique digital code for each stay -Ring camera located at the front door County Permit Number: szen-cymsee

Location · Biking · Hospitality

Lakeside Loft, Roof Deck + Sauna

Wanderloft, designed by architect David Salmela, combines modern Scandinavian design with the natural beauty of Wisconsin's Northwoods. Located on one of Vilas County's highest points, this cabin offers stunning 360-degree views from multiple levels, overlooking Manuel Lake and 9.4 acres of land. Beyond its striking design, Wanderloft is defined by its profound sense of peace and quiet - where natural beauty and thoughtful architecture create space for rest, creativity, inspiration, and renewal.

Location · Value · Family

Cozy 1 Bedroom Cabin C2

Enjoy the peaceful serenity of the Wisconsin north woods any time of year in our cozy, modern 1 bedroom cabins. Each cabin is equipped with a fully stocked kitchen, full bathroom, 1 bedroom, 1 pullout couch, dining indoor and outdoor, grill, firepit and heated floors! These are perfect for couples, families & friends! Offering water access across the road & UTV/snowmobile trail on the property. Minutes from the derby track & downtown Eagle River hosting a variety of restaurants, shops & events.

Location · Outdoor spaces · Heating

New Listing! Near Lakes & Trails, Hot Tub, Pets OK

Surrounded by forest and near some of the area’s beautiful lakes, Dawson’s Den blends rustic charm with the comforts of home. Whether you're exploring trails, relaxing in the hot tub, or unwinding in the cozy screen room, this cabin is the perfect escape. • Private hot tub • Outdoor firepit • Three-seasons screen room with cozy seating + helmet rack • Central A/C • Smart TVs + DVD library + Board games • Electric fireplace • Propane + Charcoal grill • Parking for two trailers • Kayaks included

Location · Outdoor spaces · Indoor spaces

Eagle’s Wings Cabin

Charming full log cabin nestled on 6 wooded acres with full recreation, private lake access. This beautiful property comes with 2 bedroom, one bath with a shower, fully stocked kitchen. Baseboard heat and pellet stove. Outside there is a wrap around deck, a gas grill, a fishing boat, canoe, 2 kayaks, and a fire pit. Supper clubs, grocery store, gas station, bowling alley, pub/restaurant only 3 miles away. Many trails, UTV, snowmobile, hiking near by. Snowmobiling trails are is top notch!

Location · Outdoor spaces · Sleep quality

Four Pines on Dam Lake

Located just 65 feet from the shoreline of Dam Lake on the Sugar Camp Chain, this cottage boasts a perfect sunrise view looking east. Your pier is only steps away and your boat is welcome, or just enjoy the 400 feet of sandy shoreline and the surrounding Northern Highland-American Legion State Forest just minutes south of St Germain and Eagle River, WI! Formerly part of the 3D's Resort and now part of Bear Paw Vacations Homes, this cottage will build memories for years to come for your family.

Outdoor spaces · Value · Hospitality

Carter Northwoods Escape Cabin

Super Quiet place in the Northwoods!This rustic cabin built in the 1950’s has it owns quirks and charm. The cabin is nestled on a private lake is exactly what you’re looking for. Privacy around cabin;untouched nature, bald eagles, deer, loons and hummingbirds. Complimentary row-boat, kayak, canoe, paddle boat and stand up paddle board for use. These 2 acres, surrounded only by trees, boasts a perfect experience of Northern Wisconsin vibes. Very quick access to the Heart of Vilas bike path.

Value · Location · Shared spaces

Luxury Lakefront - 4 BDR | 10 Beds | 4 Bath

Welcome to the Northwoods Experience lakeside luxury at our designer-built property, nestled in the stunning 377-acre Anvil Lake, surrounded by the pristine Chequamegon-Nicolet National Forest. Located 10 miles east of downtown Eagle River. Enjoy evenings by the wood-burning fireplace, or unwind on the large deck with BBQ, fire pit, and breathtaking views. Adventures await with boating, fishing, hiking, and winter sports right at your doorstep! We can't wait to share this place with you!

Location · Outdoor spaces · Checkout

The Elkstone - Renovated Home - HOT TUB

Welcome to The Elkstone! Experience the Northwoods in comfort and style in a completely renovated, unique and spacious home with all the amenities. Enjoy a peaceful and private vacation nestled in the pines with river frontage and lake access. Bring your own boat to access the crystal clear waters of Pioneer Lake, just a 15 minute boat ride away. Make use of our pier, fire pit, 2 kayaks, 2 paddle boards, rowboat, canoe, covered porches and more. All this just a short drive from Eagle River.

Value · Outdoor spaces · Family

The Henry Hideaway

Unexpected Gem! Whether you’re a family vacation, sledders, girls weekend or writer seeking solace, we think you’d enjoy yourself here! Plenty of parking in back, & access to all you could need for a beach trip at the cutest public beach up the road! Trails are nearby too! Intimate but also easy to walk to all the shops, or summer night ice cream! Laundry in basement. Designated workspace. Stocked with games and toys but pleasing aesthetic! We have anything you would need for a great trip!

Outdoor spaces · Location · Check-in

Lakefront, near downtown and trails! Dog-approved

Our Breakfast at Tiffany House sits on Yellow Birch, has dock/water access for your toys, is a short walk from downtown shopping and events. You'll find everything you need, including tons of extras to make you feel at home, with lake home themes and pops of Tiffany Blue throughout. Room for parking trailers, close to snowmobile/ATV trails and snowmobile/boat rentals! We supply 2 adult kayaks, 1 children’s kayak, 2 inflatable paddle boards, and life jackets. Come Getaway With Us!

Value · Location · River

Cozy Lakeside Log Cabin on Private Sunset Lake

Relax with family and friends on private peaceful Sunset Lake. Spend your days swimming, fishing, napping, sunbathing on the beach, reading a good book, or simply enjoying the view from the spacious deck, lakeshore, or screened porch. Ask about renting our pontoon boat to explore the lake. In every season, the area offers something special—beautiful fall colors, biking, snowshoeing, hiking, cross country skiing, snowmobiling, and ATV trails are all nearby.

Outdoor spaces · Location · Skiing