Pet-friendly holiday rentals in Sawyer County

4.94 out of 5 average rating, 350 reviews

Two hanging chairs are suspended from a rustic wooden frame adorned with string lights, creating a warm glow. A fire pit made of stones is positioned below the chairs, surrounded by a wooded setting. A cabin can be seen in the background, softly illuminated through its window.

Cabin in Hayward

The Timberjack

Although it's a rustic homage to the lumberjacks and jills of yesteryear, this cabin includes many of the comforts we now enjoy including a queen bed, kitchenette with fridge, hot water, AC/heat, a Keurig coffeemaker, smart TV and charcoal grill. The Timberjack is surrounded by trees right on Lake Hayward and close to downtown Hayward. Launch your canoe just steps from the cabin, walk into town for lunch, or go hiking or skiing on the nearby trails, this cabin is nestled in the ideal location!

4.98 out of 5 average rating, 112 reviews

A single-story cabin features a light blue exterior complemented by a red roof. Large windows provide natural light, and the front deck invites outdoor enjoyment. Surrounding greenery and autumn foliage add a touch of color, enhancing the tranquil lakeside setting.

Cabin in Hayward

Amy’s Cozy Lakeside Cottage

Relax with the whole family in this cozy lakeside cabin located on Nelson Lake in Hayward, WI. Just 7 minutes from town and the famous Main Street shops, and centrally located to all of the lakes' restaurants & bars. This is a space you can truly call a home away from home. Enjoy nightly bonfires, fishing, swimming, and backyard BBQs. Other amenities include: -Electric fireplace -Flat screen TV -WIFI -Fully stocked kitchen -Luxurious bedding & towels -Private dock -Outdoor furniture

A spacious living room features a sectional and additional seating arranged around a glass coffee table. Natural light enters through large windows, highlighting wooden walls and ceiling. A flat-screen TV is mounted on the wall, and decorative curtains frame the windows.

4.94 out of 5 average rating, 149 reviews

Hayward House | Trailers Ok, King Bed, 1mi to Town

The Hayward House is your comfortable home retreat close to downtown Hayward on 2+acres with a spacious living room. ATV right from the house! Plenty of parking for anything - boats, snowmobile & atv trailers. 1 mile to Downtown Hayward. 5 miles from Hatchery Creek for the CAMBA singletrack and Birkie Trail. Less than 1 mile from the start of the Chequamegon 40 and the Birkie Finish Line! Wifi, Smart TV (YouTubeTV, Netflix, Disney+, Amazon), washer & dryer. New heating and central a/c system.

4.96 out of 5 average rating, 51 reviews

Cabin on Pine Cone Pond

Welcome to our Cabin, your year-round Northwoods retreat! Relax with the whole family in this newly built cabin that is nestled within a peaceful & private wooded community; a tranquil pond surrounded by 28 acres of woodlands. Minutes from Hayward, with convenient access to fishing, ski trails, & biking, hiking, ATV, & snowmobiling trails. Designed with guest comfort in mind, the cabin features a perfect blend of boho-chic furnishings creating a tranquil, cozy & natural yet stylish retreat.

4.87 out of 5 average rating, 141 reviews

The cabin exterior showcases rustic log construction complemented by flower beds filled with colorful blooms. A spacious deck wraps around the upper level, featuring white chairs and vibrant hanging planters. Large windows allow for ample natural light, enhancing the inviting atmosphere of the home.

Cabin in Exeland

Lakeside Northwoods Retreat

Hand-crafted and full of charm, this eclectic cabin possesses all the comforts: a warm shower and cool sheets after a day in the sun. The quiet lakefront location provides unique fishing, swimming, and boating opportunities for you and your family. A morning cup of coffee on the deck and lakeside evening campfires are downright magical. This spacious cabin makes for a wonderful week-long retreat, weekend getaway, or a place from which to launch your Northwoods adventures.

4.97 out of 5 average rating, 375 reviews

A spacious interior features a high, circular wooden ceiling with exposed beams, providing a cozy atmosphere. The open layout includes a dining area with wooden chairs, a fireplace, and views of the loft area. The room is warmly lit by decorative light fixtures.

Cabin in Birchwood

Birchwood Blue Cabin- Come to the Wild Blue

Experience the forest of NW Wisconsin at our cozy cabin situated on 40 acres of forest with 2 meadows & a small stream. (The cabin has an open floor plan, so no actual bedrooms, sleeping spaces in the loft are separated by a closet wall). Hike through gently rolling hills of oak, maple & evergreen stands... or just sit still and let nature rejuvenate you. Unplug and Unwind. (We are dog friendly &welcome well behaved dogs, let us know if you plan to bring your dog/s.

The exterior of a single-story home is shown, surrounded by a spacious yard with lush greenery. Tall trees provide shade, and a clear sky features scattered clouds. A set of steps leads to a welcoming front entrance with a porch.

5.0 out of 5 average rating, 41 reviews

Glover Lake House

Sleeps 8 and Dog Friendly. On a small private lake (Glover Lake) with great swimming, fishing, canoeing/kayaking and only 1/4 mile from the Chippewa Flowage CC North Public Boat Landing which is a separate lake than Glover Lake. Near UTV/ATV and Snowmobile trails. Glover Lake House is a 3 Bedroom 2.5 Bath Home with huge yard (9.75 acres) to enjoy the outdoors! Separate Screen House, one (1) Aluminum Boat and two (2) Canoes makes this the perfect outdoor space.

5.0 out of 5 average rating, 40 reviews

A sunlit seating area features two cushioned chairs and a small table, surrounded by large windows that offer views of the forest. The wooden ceiling showcases exposed beams, enhancing the inviting atmosphere of the space.

Cabin in Hayward

Rustic Pines Lodge - Bike/Hike/ATV from Driveway!

Rustic Pines Lodge is your ideal woodland retreat, just 5 miles from downtown Hayward. Perfectly situated for outdoor enthusiasts, the property provides seamless access to a variety of activities. Enjoy direct entry to private trails leading to the Birkie (the trail system overlaps the driveway!), or explore nearby ATV and snowmobile routes, only half a mile from the property.

All-terrain vehicles navigate a muddy trail surrounded by green foliage, with splashes of water being kicked up from the tires. The scene captures the essence of outdoor adventure in a wooded area, showcasing the natural beauty and recreational opportunities available.

4.96 out of 5 average rating, 114 reviews

Serene Retreat In The Woods of Hayward

Escape to the Northwoods of Wisconsin. This is a quiet, peaceful place to stay. The house is set in the woods with deer strolling through the property. There is access to snowmobile trails 9 and 15 and plenty of truck and trailer parking. Round Lake and other area lakes are nearby for ice fishing. We are about 5 miles from the Birkie trail parking and access.

5.0 out of 5 average rating, 49 reviews

The kitchen area features light wooden cabinetry above a spacious countertop. A double sink is positioned below a window, allowing natural light to illuminate the workspace. Essential appliances, including a coffee maker and stove, are neatly arranged, contributing to a functional cooking environment.

Cabin in Winter

The Happy Porcupine Cottage

Welcome to The Happy Porcupine Cottage, your charming retreat nestled in the heart of Sawyer County, serving as the perfect gateway to the Northwoods experience. Come and experience the Northwoods lifestyle at The Happy Porcupine Cottage – where adventure, relaxation, and natural beauty converge to create unforgettable memories. Book your stay today!

4.93 out of 5 average rating, 46 reviews

A living area features comfortable seating arranged around a central coffee table. A dining table is visible in the foreground. Bright kitchen elements are seen in the background, along with a television displaying a tranquil campfire scene.

Guest house in Winter

The Bear Den

Pet, Family, Budget Friendly!!! Safe Fenced yard space. $50/pet fee. Convenient location on Main Street, walking distance to store, gas station, cafe, and several taverns (more within 5-10 miles) .Adequate parking for all your travelers, recreational vehicles, and trailers. Next to the amazing Tuscobia Trail, and close to over 10+lakes.