Vacation rentals with a kayak in Vilas County

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

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.

Beautiful, newly renovated log lakefront home

Escape to our beautifully updated 3BR, 2BA lakefront log home on LITTLE OXBOW LAKE —perfect for families or friends. 3.6 miles from downtown Presque Isle WI! Enjoy stunning lake views, sunsets, private dock, kayaks, fire pit, fully stocked kitchen, large bedrooms, 2 living rooms, fast Wi-Fi. Relax on the deck, fish, swim, or explore nearby hiking and bike trails and quaint towns with amazing restaurants and shopping. Pontoon rentals available from local marina. Your perfect Northwoods place!!

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

Cottage on High Lake

Dog-Friendly Lakefront Cottage w/ Dock, Kayaks, Canoe, and Snowshoes Experience everything the Boulder Junction area has to offer at this cottage located on beautiful High Lake in Land O’ Lakes. This rental is ideally situated at the gateway to year-round outdoor adventures, whether you're looking to get out on the water, explore the woods, or race through the snow. This home features lakefront access with level fisherman frontage and a private dock. At night, enjoy the wood-burning fireplace.

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!

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.

North Woods Pristine Lake Paradise!

** Note - This wonderful northwoods cabin rents for a minimum of 3 consecutive nights. ** Your own private guest cabin on 6 private acres overlooking crystal clear Big Portage Lake. Sand beach, canoes, kayak, great lake views! Refrig, coffee maker, microwave and toaster, but no kitchen (great restaurants nearby). Come and go as you please. Host is usually on property, residing in main house. Kids over 8 years welcome. NO pets, jet-skis, ATVs, fireworks, loud music or powerboats, please.

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!

Sandy Bear Chalet with pontoon available for rent

Come and enjoy everything the Northwoods has to offer at The Sandy Bear Chalet. This cozy 2 bedroom, 1 bath waterfront property is just steps from the beach! Located in the heart of the former Black Bear Lodge on Little St. Germain lake. Spend your days relaxing on the beach, swimming in clear, sandy water, or park your boat on the dedicated slip to enjoy one of the best recreational lakes in the area. Wind your evenings down enjoying the sunset at the fire pit, or watching the stars!

Lands End at Edge Loft-Trees, Trails & Tranquility

Zenny, cozy, QUIET retreat in WI Northwoods near NHAL forest wilderness. Private screened-in deck in trees. Birdwatch, swing, just BE. Gas grill, firetable.WIFI, adjustable Qn bed, elect FP, full fridge, kitch. 2 kayaks. 15min to 52mi Heart of Vilas paved bike trl! Mtn bike Lumberjack St Trl & logging roads, kayak/paddleboard no motors Lost Canoe Lake, fish 10 lakes-all just 5 min away! Semi-secluded yet 8mi to Boulder Junction for trail bike rental, coffee, ice cream, restaurants, music!

Retreat C on Little Spider Lake (Towering Pines)

Our property offers a Peaceful Getaway in a Resort Setting on a Quiet Lake. "Great Location", "Amazing Views", "Clean", "Cozy", "Perfect", "Peaceful", "Comfortable", and "Relaxing" are what we repeatedly hear from our guests after their stay. The Heart of Vilas County Bike Trails and numerous Hiking trails are just minutes away. The #5 Snowmobile/ATV trail runs across the front of the property along Hwy 51 and we are surrounded by many area lakes and the Northern Highland State Forest.