Vacation rentals in Glenwood

Spacious and beautiful Alexandria home

This home is set up like a duplex with owners occupying the top (we do have 3 young children) and guests having full, private access to the bottom half. Guests are given a private garage and back yard that includes free firewood. Private entry gives access to over 2,200 sq ft of private space that includes a semi-four seasons room with gas fireplace, laundry, and full kitchen. Close to the bike trails, beaches, mini-golf and many more locations. We're happy to answer any questions you have!

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.

Private Cottage Lake Minnewaska

Relax in your own private cottage near the beach & much more! Two bedrooms with full beds, full kitchen, bath, open living space with smart TV, futon and ample seating. Large deck with gas grill & lake views. Directly across is beautiful Starbuck Beach & boat launch. Take the bike trail for some ice cream by the marina or head to the State Park for hiking, horse trails, & winter trails too. Try one of the area restaurants, breweries or wineries many with lake views! Lake living at it's best!

“Tiny Timber” Scandi cabin W/ Sauna, plunge tub!

Escape to the serenity of the Tiny Timber cabin, where stunning nature views and modern comfort await. This charming 450 sqft cabin offers a cozy respite from the hustle and bustle, with breathtaking scenic views that will leave you in awe. Nestled within reach -fantastic lakes, nearby restaurants, and a host of recreational activities, this is the perfect base for your getaway. Unwind, have a campfire, enjoy the sauna, play games or simply relax and soak in the beauty of the surroundings.

Molitor Milk Barn- Farm Stay

Come visit Feathered Acres Learning Farm + Inn. Immerse yourself in real farm life at Feathered Acres Learning Farm + Inn! Stay in our beautifully renovated milking barn and experience the charm of a working regenerative farm. We have baby animals year-round and pasture-raise sheep, hogs, and chickens! Farm Tours: - Included with stays of 2 or more nights - Available as a $45 add-on for one-night stays Meet our friendly pigs, sheep, chickens, ducks, geese, and farm cats on your tour!

The Maynard Cabin, a Civil War era log cabin

The Maynard Log Cabin was erected by a homesteader after the civil war. We have moved and restored it and made it available for rent. It is off the grid, but it has a complete functioning kitchen, wood stove and sitting room downstairs. There are two antique beds with new mattresses upstairs. There is no electricity but the cabin is furnished with kerosene lanterns. The bathroom facilities consist of wash basins and outhouse. The cabin is surrounded by 40 acres of woods and meadows.

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**

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.

2 bedroom Ranch @ Maple Gardens

THIS LISTING IS FOR MY MAIN LEVEL WHERE I LIVE. IF YOU BOOK IT, I WILL BE TRAVELING SO YOU'LL HAVE THE MAIN LEVEL TO YOURSELF. This listing is for the main level of my sprawling ranch home where I live full time, however, when it is booked by guests . I always have an excuse to travel with children located across the country so please refer to the availability calendar which is always up to date.