Holiday rentals in Hill City

Modern Private Lakehouse • 4-Acre Cozy Retreat

This charming cottage-style lake home welcomes you and your family with its bright and cheerful ambiance, soaring ceilings, oversized windows, and cozy free-standing gas fireplace. Looking for a peaceful and secluded retreat? The Smokey Hollow Lakehouse offers end-of-the road privacy on over 4 wooded acres! Spend time with your family on one of the most tranquil recreational lake in the area with fun for all seasons. You’ve found a hidden gem on the lake. Welcome to the Smokey Hollow Lakehouse!

A Frame-Sauna-Cold Plunge-Fire Pit-Seclusion

✔ Sleeps 4 – Lofted bedroom +pull-out couch (Both Queen Beds) ✔ Cozy & stylish – In-floor heating, A/C, 50” TV ✔ Fully equipped – Kitchen, Combo Washer/Dryer, fast WiFi ✔ Outdoor retreat – Sauna, Private patio, BBQ grill, firepit, string lights ✔ Secluded yet close to Brainerd Book now for the ultimate nature escape! -2 Miles from direct access to Paul Bunyon Trail -6 Miles from Northland Arboretum -7 Miles from Brainerd International Raceway -15 Miles from Crosby -20 Miles from Breezy Point

Luxury lakefront cabin - private beach and dock!

Welcome to your private lakeside retreat. This 2 bed, 2 bath luxury cabin offers the perfect balance of upscale comfort and natural beauty. With 200 ft of private shoreline, you’ll enjoy a front-row seat to peaceful water views and endless outdoor activities. The private beach and dock is perfect to fish, lounge or launch the included kayaks. Quiet seclusion on the lake while still being close to town. Just 10 minutes from downtown Crosby and the trails and 15 minutes from downtown Crosslake.

Up North Private Escape | Dog Friendly

Welcome to Cabin au Nord; a Scandinavian inspired cabin near Pequot Lakes, MN perfect for your up North summer getaway. Custom designed, every detail has been thought of to promote relaxation. The cabin features one queen bedroom on the first floor, large king room with nature views on the upper level, modern kitchen, spa-like bathroom, work desk area for remote workers, living/dining area with floor to ceiling windows, and an outdoor Solo Stove. 5 mins to Pequot Lakes and 10 mins to Gull.

Harvest Loon Camp

Welcome to Harvest Loon Camp in Outing. This peaceful cabin sits on a private lake, offering quiet mornings with loon calls and stunning sunset views. Spend your days kayaking, swimming, or simply relaxing by the water. Evenings are perfect for campfires under the stars. Surrounded by nature and complete privacy, it’s the ideal cozy escape to unplug, unwind, and create lasting memories with family and friends. Guests bring their own bedding. 1 queen / 3 full sized bed with trundle.

Iron Owl Cabin | Near Cuyuna Recreation Area

Enjoy this design-forward cabin in the pines, just one mile from the Cuyuna Lakes Trailhead and historic downtown Crosby. Perched above 20+ acres of wetlands, the cabin offers peaceful views, wildlife sightings, and beautiful sunrises. Designed by a husband-and-wife team, it sleeps four with a queen bedroom on the main level and a cozy loft. Relax on the patio or warm up by the tiny wood stove for a quiet, nature-filled getaway—close to adventure, lakes, shops, and great places to eat.

Aframe on Bass Lake~ Hot Tub, Firepit & Sauna

Welcome to your dream getaway on the shores of Bass Lake! This updated A-frame cabin is the perfect retreat for couples/families, comfortably sleeping up to 7 guests. From the moment you arrive, you’ll be surrounded by natural beauty & modern comforts. • Relax in the hot tub under the stars • Unwind in the barrel sauna with lake views • Roast s’mores at the firepit • Watch the game on the pergola TV • Explore the lake with kayaks or challenge your crew to outdoor ping pong & bags

First Avenue Suite

Upstairs apartment all to yourself. Large bedroom with a king Tempur-Pedic bed and sitting area w/desk; queen-size blowup bed and additional bedding available. Fully functional kitchen with microwave, stove, refrigerator, Keurig coffee maker, pots/pans, plateware, glassware, and utensils. Bathroom includes full tub and shower, pedestal sink. Roomy living room with smart TV and space to relax. Walking distance to coffee shop, restaurants, some bars, grocery. Bike trail nearby.

Stunning Retreat w/ Sunset Views on Big Sandy Lake

Highland House awaits on Big Sandy Lake! Escape to this luxury 3BR/3BA lake retreat featuring 3 king beds, soaring 9-ft ceilings, rustic wood-beam charm, a stunning stone fireplace, and breathtaking lake views through oversized windows. Relax on the spacious deck, enjoy modern amenities, and experience the best of lake life; boating, fishing, sunsets, snowmobiling and cozy evenings by the fire. You’ll never want to leave! The perfect place to relax, reconnect, and unwind.

Bear Hills Retreat with Scenic Fairway Views

Welcome to Bear Hills Retreat, your mountain-inspired escape where rustic charm meets modern comfort. Nestled on a scenic 9-hole golf course, this cozy bear-themed getaway offers fairway views, outdoor pool access, and nearby Hill Lake for excellent fishing and water activities. Explore hundreds of miles of ATV and snowmobile trails, scenic walking paths located on site, and the charm of Hill City just minutes away—perfect for golf, adventure, or a peaceful retreat.

Quadna Mountain Resort 359

Welcome to your perfect getaway nestled in the heart of Quadna Mountain Resort Townhomes—an all-season haven for outdoor adventure and lakeside relaxation. This spacious 3-bedroom, 2-bathroom townhome is thoughtfully designed to accommodate families, friend groups, or couples seeking comfort, convenience, and style. With walkable access to resort amenities and endless outdoor recreation just beyond your door, this is your ideal Northern Minnesota escape.

2 Bedroom cabin on tranquil pond near Sugar Lake

😊 Relaxing cabin on tranquil nature pond perfect for your next getaway up North. 🚗 15 minutes south of Grand Rapids 💻 hi speed wi-fi for work or streaming 🚙 plenty of parking for trailers plus a plug in station. 🚤Easy access to Sugar (Siseebackwet) Lake for boating, swimming and fishing. 🚲Mt. Bike Very close to Tioga Recreation area. Road bike loop just outside your door. 🥾hiking on the North Country Trail ⛳️ Sugar Lake Golf Course