Vacation rentals in New Windsor

UB Paradise - Rustic, Relaxing, Amazing View

A unique rustic atmosphere, relaxing location with amazing view. Private entry, open floor plan basement is 1,300 square feet; 4 double beds, wrap around window seat, bar with kitchenette, bath/shower, and game area. We welcome those who are looking for a unique place to stay. We are close to Taneytown (Antrim 1844), Gettysburg, Frederick, Ski Liberty, Catoctin Mountain, Carroll County Wine Trail, Flood Zone. We do live upstairs, you are renting a walkin basement, and have use of outdoor spaces.

Cabin in the Woods - Weekday Specials!

Welcome to our log cabin! This three bedroom, two bath, all-wood home is set on five wooded acres less than a mile from the main highway. There is easy access to historic Frederick and Gettysburg. Surrounded by beautiful National and State Parks and only 20 minutes from Ski Liberty. Enjoy a relaxing time surrounded by trees or take a walk along the neighborhood orchards. Sit on the covered porch, relax by the fire-pit and eat on the back patio – or if it’s cold outside, enjoy the wood stove!

Spacious 1 Bedroom Apt, Main St. Westminster, MD

This spacious 1 bedroom, 1 bath apartment was completely renovated in Dec., 21. Apt easily accommodates 4 guests with the queen bed in the Master & the queen sleeper sofa in the living room. Great Main St. location makes it easy to enjoy shopping, restaurants, Westminster’s Farmers Market, theater, art galleries, and many other specialty boutiques! We are conveniently located and are approximately 35 miles from Baltimore, MD, 35 miles from York, PA & are mere minutes from McDaniel College.

The Ivy Loft in Westminster

The Ivy Loft is a beautiful, serene one bedroom loft with private garage entrance. This modern suite is nestled within Westminster, a town rich in history. It is minutes from shopping, historic landmarks, Baugher's PYO farm and orchards and just miles from America's 9th ranked winery. Amenities include a full kitchen, smart tv, WiFi and in-unit laundry. Perfect for R&R, we have included life's little pleasures such as a Nespresso machine, towel warmer and mini library to enhance your stay.

Triple F Farm. A Country Retreat

A Unique Farm Venue. 35 miles to Baltimore & 52 miles to DC. Perfect for a weekend getaway. Many nearby wineries, hiking, historic towns, local festivals, and Gettysburg . Minutes to multiple wedding venues. Explore or just relax by the pond, the barn side fire pit, and sip wine in the converted historic barn/stables. Unwind the day away in a hammock under a tree covered canopy reading your favorite book. Walk the properties farm trails to a perfect Sunset over looking the countryside

Keymar Cottage

Stay in this stone rancher in beautiful rural Frederick County half an hour from historic Gettysburg and Frederick. The property is surrounded by fields on three sides with a great view of the mountains (unless the corn is too tall). Watch the sunrise from the front porch and sit on the back patio to watch the sunset. There is a two-car garage and a macadam driveway for parking. The six-tenths acre property includes a nice grassy lawn, trees and shrubbery and a picnic table on the patio.

Farm Retreat- Sauna, Hot Tub, Cold Plunge, Trails

Welcome to our 210 acre farm retreat, featuring a beautifully renovated farmhouse from the 1800s. With 4 spacious bedrooms and 2 baths, it's perfect for family gatherings and wellness retreats. Enjoy a 4-person hot tub, sauna, and cold plunge for relaxation. Explore scenic trails ideal for hiking and biking amidst stunning landscapes. Experience farm education and immerse yourself in nature’s tranquility. This is the perfect setting for unforgettable memories. Book your escape today!

Poole House at Friendship Farm

Welcome to Poole House at Friendship Farm! Escape to the country at this historic stone house built in the 1700s. With accommodations for eight guests it is perfect for a getaway with friends and family, wedding parties and work retreats. The house received a meticulous restoration that includes all mechanical systems and a modern addition with a gourmet kitchen and master bedroom. The property also includes a three car garage as well as a restored smoke house and log cabin.

Sunsets from a Haven on a Hill

Come rest & relax in the high hill country of Mount Airy, MD. Find an oasis of beautiful views, rolling hills, open skies, and pastureland. This three-story farmhouse sits on one of the highest points in Mount Airy, MD with views of both the sunrise and the sunset. With an open kitchen plan, large family room, and beds to sleep 9, it’s a perfect place to gather family together for the holidays. Unwind, unplug, and connect with your loved ones in this beautiful farm setting.

Private Sauna, Fireplace & Country Views

A peaceful Mount Airy retreat with an infrared sauna, cozy fireplace, 1 GB Wi-Fi, and plenty of space for families, wedding guests, winery weekends, and quiet midweek getaways near Frederick. Enjoy nature views, deer and bird sightings, workspace, game room, stocked kitchen, comfy beds, and inviting gathering spaces. Quiet cul-de-sac—less than 10 minutes to groceries, restaurants, Walmart, and downtown Mount Airy, with easy access to Frederick, DC, Baltimore, and Gettysburg.

Luxury, Charm and Privacy in Spacious Apartment

This light and airy, basement walkout apartment is located off the beaten path on a beautiful country acre. This airy space is filled with character and charm and is fully equipped. The apartment is perfect for couples, solo adventurers, and business travelers. Located 7 miles from McDaniel College and Westminster, 20 miles from Gettysburg, and 23 miles from Frederick, it's a great location for dining, exploring, shopping and enjoying all the college has to offer.

The Red Barn

The Red Barn is located in a very rural setting about 10 miles from Gettysburg. The Red Barn is approximately 1/2 mile off the main road and within a stone's throw of the Mason Dixon Line. If you are looking for a quiet space with not super internet this is the place. Plenty of books to read, miniature donkeys to watch playing with their border collie pal and on a clear night - see some awesome stars!