Holiday rentals in Eileen

Bayfield Rustic Yurt 1 (Evergreen)

Explore thousands of acres of the Bayfield County Forest and enjoy endless miles of exceptionally maintained non-motorized recreational trails. The yurt has direct access to CAMBA mountain bike trails and Mt. Ashwabay ski trails. The landscape is also spectacular. Take in the panoramic views of Lake Superior and the Onion River valley. This is a rustic, minimally maintained yurt set in the middle of the county forest, so come prepared to relax, unwind and explore the wonders of the north woods.

Norrsken Scandinavian Cottage

The guest cottage is painted to resemble a Scandinavian retreat. Complete with separate bedroom, extra fold-out sofa queen bed, kitchenette, wood burning stove, WiFi (the best we can find but not great!!!) and large television (DirecTV), it is a great getaway for a couple or a family. Owners live on property if you need anything. If you are a bit adventurous, we can put up a tent right next to Lake Superior. The entire property is smoke free. For a quiet stay, no snowmobiles or ATVs.

Borealis Cottage by Siskiwit Bay

Borealis Cottage sits on a 2-acre, private, wooded lot in the sustainably designed Sawgrass Community of Cornucopia. Light-filled cottage with open floor plan includes a sleeping loft, screened porch, gas fireplace, and fully-equipped kitchen. A quick, quiet walk from the cottage takes you to a private wooded path with access to Cornucopia Beach on Siskiwit Bay. Explore the Apostle Islands National Lakeshore--our cottage is located 4 miles from Meyers Beach and 20 miles from Bayfield.

One Minute Walk to Lake Superior. Brookside #10

Amazing location! Uddated Wifi in 2026. This Comfy Studio Condo sleeps 4, King bed & Queen sofa sleeper. kitchen, balcony, AC, CableTV, BBQ, fire pit, jet-tub/shower. Walk to the restaurant, bar, marina and pool. The pool opens in July. Brookside is 2.3 miles from Bayfield. Hike or bike the Brownstone trail along the lake. Ride the ferry to Madeline or cruise the Apostles. Sail, fish, kayak, golf, orchards, ski. Mt Ashwabay, Big top , Bayview beach plus many trails within minutes.

Lake Delta Deer Trail Delight

Deer Trail Cabin 6 is on the shore of Lake Delta in the heart of Delta. Popular day trips include the Hayward lakes area, the Apostle Islands National Lakeshore and Bayfield or exploring the endless trails, waterfalls and wilderness within Bayfield County. This is a furnished two bedroom cabin with full kitchen and bath. Great view of Lake Delta and next to swimming beach. There is direct ATV trail access from your cabin but we ask that you do not ride around the property.

Bungalow (House) on Chequamegon Bay.

This newly renovated fully furnished home is located within one block from beautiful Chequamegon Bay, Ashland's Oredock Pier, walking and bike trail, boat ramp, and beach. Grab a pole and head down to fish off the Ashland Oredock pier, or pack up for picnic at the beach, launch your boat, kayak or canoe. Take a walk, bike, or run on the walking trails. It is short walk to a few local restaurants and the downtown area. Access snowmobile trails. No pets are allowed.

Main Street apt 2 blocks from Lake Superior!

STELLA South Shore Stay is a new, gorgeous, one bedroom apartment just two blocks from Lake Superior, located on Main Street in Ashland, WI. Enjoy amenities like memory foam mattresses, high-quality bedding, Wi-Fi, all natural skin care, and much more. Walk to Lake Superior in minutes, get a coffee at the Black Cat or a pastry at the bakery, or enjoy the many restaurants and shops on Main Street. You can also enjoy the many local hikes or check out the Apostle Islands.

Parking, Walk to Town, King Bed - The Cable Cabin

Locally owned and managed. Our cabin is tucked behind pines right on Highway 63 in Cable. Full off street, private parking w/ room for trailers and toys, plus full locked gear room in basement. Easy walking distance to everything in Cable. It can sleep 5-6, but makes a great space for 2-4. 3 mi from the Birkie start, 2.5 mi from the North End Cabin. ATV & Snowmobile right from the driveway. Full furnace for heat and central air conditioning for those hot summer days!

The Red Onion House near Bayfield

Located 10 minutes s. of Bayfield, this is a casual, comfortable, and welcoming two-bedroom located across the highway from Lake Superior and the Apostle Islands and less than a mile from near the best beaches in the region. Named for the Onion River that flows nearby, this rental has a combo of pine floors & tile. Upstairs kitchen & dining area. Large lawn with easy, plentiful parking. Mt. Ashwabay, Big Top Chautauqua nearby. Outdoor patio + campfire area.

The Loft @ Silver Creek B&B

The Loft at Silver Creek B&B is a cozy lofted condo unit outside of beautiful Two Harbors. It is one of three private units at the home, nested on 11 explorable acres. Perfect for outdoor enthusiasts and those seeking relaxation. Be sure to enjoy our Sauna! We are located 5 miles off lake Superior near some of the best outdoor activities MN has to offer: Gooseberry Falls (13min), Split Rock (20min) and Stewart river (3mi) for trout fishing.

Cozy Fireplace in a Northwoods Tiny House

Deer Haven is a tiny house (192 sq feet) located in my backyard, overlooking acres of woodland. The space is small and simple. Get to the queen bed in the sleeping loft by climbing the ladder. Bathroom has a toilet and stock tank shower. The kitchen has basic amenities - fridge, microwave, hot plate, griddle, dishes, etc. Best spot in the house is on the couch, where you can see the fireplace and the gorgeous woods out the patio door.

Romantic Vineyard Cabin, Sauna, Plunge Pool

Come and celebrate all that Bayfield has to offer at this quiet vineyard and forest getaway, just 2 miles from downtown. Located in Bayfield's charming Fruit Loop, you'll be surrounded by vines, forest, orchards, and berry farms. The Scandinavian cabin, forest facing sauna with plunge pool, and vineyard sit within acres of secluded woods. The cabin has an occupancy limit of 2 adults and one dog. There is a $40 pet fee.