Vacation rentals in Greenwald

Lakeshore Home - 4 bedroom w/ golf nearby

Your family will be close to everything when you stay at this centrally-located place. Location! Location! Location! This unique home is in the City of Sauk Centre, on gorgeous Sauk Lake, and across the street from The Old Course (golf course). You will find yourself feeling at home in this beautiful, cozy, & unique home/cabin. Wake up and enjoy our coffee bar, the lake, some golf, our historic gem of a town or just simply watch TV in one of our 2 family rooms. We can't wait to have you!!

Peace of Nature Rustic Retreat

Peace of Nature Rustic Retreat is located in a beautiful wooded property between a lake and a pond and wetland. The retreat features private entrance & covered patio with woods & lake views. A bird watchers dream with a variety of woodpeckers, nuthatch, hummingbirds, Bluejays & cardinals. Enjoy observing the many other critters here too — deer, ermine, otter, trumpeter swan, blue Herron, fox squirrels and more. Located within 10 minutes to fishing, hiking, bike trails, cc skiing and much more.

Treehouse (LOTR) Stargazer Skycabin

Our LOTR themed treehouse, along with our LOTR Wizard's Cottage, have been described as a "love letter to Tolkien himself." We have been featured on PBS and WJON radio. Joan and I live on the acreage, about 200 ft. from the Wizard's Cottage and very far from the treehouse, which is located on the back part of the acreage. It has a fenced-in portion that makes up the Shire Garden. Down the hill is our nod to Mordor. Feel free to visit and dare to open the "Mor Do(o)r." Diversity is welcome.

Cozy Cabin in Krons Bay on the Horseshoe Chain

This cabin is ideal for a getaway year round. Set in a peaceful, wooded, quiet bay on Horseshoe Lake on the Chain of Lakes. This cozy, inviting cabin has a gorgeous shoreline with a sandy beach, stunning sunset views, a dock that is perfect for fishing (or jumping in!), a raft to swim to, hammocks to lounge in, and a large bonfire area to end your day. Endless outdoor activities year round! This cabin has everything you need for a memorable, relaxing vacation! No detail has been overlooked.

Cabin in Paradise with Gazebo & Hot Tub

The perfect solution for cabin fever! This romantic & private log cabin overlooks beautiful Diamond lake. Two queen size beds, one is adjustable w/massage. Hand-hewn rock gas fireplace, massage chair, fully stocked modern kitchen, wifi, YouTube TV (local channels & espn) & streaming. Enjoy the gazebo & hot tub next to the cabin throughout the seasons. I live across the street & clean and sanitize, so I know it is done properly. Note: Optional (additional charge) game room available.

Tiny Home Getaway | Firepit | Glamping Retreat

Escape to Oak Crest Tiny Home 🌲 Cozy Retreat for 2. Slow down and snuggle up in this cozy, fully stocked retreat for two. Sip local coffee, curl up with soft blankets, games, and TV, or unwind by the fire ring under string lights. 💐 Add a Sweet Touch: Upgrade your stay with Baking in Bloom—freshly baked goods and homemade jams by my sister. Message 24 hrs ahead to add, for a small fee. 🔥 Seasonal Comforts: Warm local touches make this tiny home the perfect fall/winter getaway.

Cabin with private beach access to Lake Minnewaska

Take a break and unwind at this peaceful cabin. It is steps away from a privately owned beach for you to sit back, enjoy the sunrise/sunset with a firepit. 5 minute walk away from the well-known Barsness park. Also, 5 minute walk away from Lake Minnewaska public boat landing and public beach. Or enjoy a nice walk to go downtown Glenwood to enjoy all the city has to offer!! Not handicap accessible **Property is an approved short term rental and licensed with the City of Glenwood**

O'Halloran House-Feathered Acres Learning Farm

Come visit Feathered Acres Learning Farm + Inn. Immerse yourself in real farm life! Stay in our beautifully renovated milking barn and experience a working regenerative farm. We have baby animals year-round! Farm Tours: - Included with stays of 2 or more nights (April-August) - Available as a $50 add-on for one-night stays during summertime (April-August) -If staying in September- November you can add a farm tour on for $60! -December-March farm tours can be requested for free !

NEW Lake house on Nest Lake with a gorgeous view!!

Brand new family vacation lake house on the east shore of Nest Lake. Whether jumping off the dock, kayaking around the islands, casting a line to catch that trophy fish, or lounging on the patio, you will have plenty of opportunities to soak up the sun during your stay! Spend the evening grilling up your catch, admiring the sunsets, and playing a few games on the pool table. This lake house has fun activities for the whole family to enjoy! We do offer weekly discount!!!

Farmer's Cabin - Serene Views, SAUNA, peaceful

Nestled at the end of a quiet dead-end road, our newly renovated, farm-themed cabin offers the ultimate cozy lake escape. Wake to peaceful water views, sip coffee on the large patio, and enjoy a flat sandy shore perfect for swimming and playing. We provide a raft, lily pad, paddle board, tons of water toys, and a relaxing sauna. Inside, everything is fresh, bright, and filled with charm — a perfect private retreat to unwind, recharge, and make lasting memories.

City on the Pond Apartment

Discover this beautifully updated 1-bedroom apartment, ideally situated just one block off Main Street in New London. Perfect for a relaxing getaway, this unit comfortably sleeps four and boasts a brand-new kitchen and bathroom for a fresh, contemporary feel. Enjoy the comfort of central air and stay connected with included Wi-Fi. You'll be just minutes from all the local lakes and area attractions, making it easy to explore everything New London has to offer.

Quiet Countryside Apartment with Lake View

One bedroom apartment with private entrance located on 40 acres of rolling hills. Apartment is on second floor. Quiet location with beautiful views of a lake and countryside. Perfect place for a personal or writer's retreat or if you enjoy a quiet night's sleep. The apartment is attached to a single-family home which is our personal residence. Our home was constructed in 2014.