Holiday rentals in Glenwood
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Top-rated holiday rentals in Glenwood
Guests agree: these stays are highly rated for location, cleanliness and more.
Flat in Sykesville
4.96 out of 5 average rating, 125 reviewsHickory Haven •1B King •Bsmt Apt •Clean •LG
Walk into a generously spacious, open-concept apt. The comfortable furnishings in this home blend authentic styles with modern design. Start your mornings w/ a meticulously clean bathroom. Enjoy movie night in the large living room, or lay on the comfortable king-sized bed. Read through the night by a warm stove fire. Stay in the backyard and enjoy the serenity of Sykesville! Enjoy the high-speed internet and the large space for your work-at-home needs. Stay-a-while and make the place your home.
26 Jun – 3 Jul
Cabin in Myersville
4.97 out of 5 average rating, 247 reviewsCabin on Middle Creek - Myersville MD - Middletown
Park the car & walk across the foot bridge to serenity along Middle Creek. Nestled between South Mountain State Park & Gambrill State Park, lies a beautiful & relaxed 9-acre private cabin retreat. Amazing place to unwind, de-stress & get away. Let the sound of the creek or rain on the tin porch roof put you to sleep at night. It has all the essentials of home. Enjoy the fire pit on cool evenings or take a dip in the stream on a warm day. The cabin offers a perfect peaceful or romantic setting.
13–20 Mar
Guest house in Glenwood
4.94 out of 5 average rating, 159 reviewsThe Caretaker's Cottage-Historic Roundabout Hills
The Caretaker's Cottage was built in the 1770s by Ruben Merriwether, and sits near the manor house where he and his ancestors lived at Roundabout Hills. An exceptional space with a fabulous full kitchen perfect for those who like to cook, it is truly a one of a kind place to stay. The house, where John and Fiona live, and the cottage are secluded and private, but close to all of the art, culture, restaurants and dining in the nearby towns of Frederick, Columbia, Baltimore, and Washington, DC.
30 Jul – 6 Aug
Holiday rentals for every style
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Popular amenities for Glenwood holiday rentals
Other great holiday rentals in Glenwood
Guest house in Owings Mills
4.96 out of 5 average rating, 111 reviewsShamrock cabin with hot tub, large yard
19–26 Jun
Guest house in Smithsburg
4.97 out of 5 average rating, 634 reviewsJewel Vinsota Artist's Guesthouse
5–12 Mar
Farm stay in New Windsor
4.87 out of 5 average rating, 105 reviewsLuxe Farmhouse MD/D.C/King B/fast WiFi/sleeps 8
9–16 Aug
Guest suite in Glenelg
4.98 out of 5 average rating, 56 reviewsLovey guest house with gourmet kitchen & King bed
9–16 Nov
Guest house in Woodbine
4.94 out of 5 average rating, 16 reviewsGarden Cottage
11–18 May
Guest house in Dayton
4.86 out of 5 average rating, 36 reviewsCozy Cottage in Dayton
7–14 Jul
Guest house in Mount Airy
4.99 out of 5 average rating, 68 reviewsTreasured Hideaway on the Hill
13–20 Sep
Home in Clarksville
4.92 out of 5 average rating, 79 reviewsPrivate _ Cozy & peaceful
21–28 May
Guest suite in Mount Airy
4.96 out of 5 average rating, 54 reviewsPrivate in-law suite on farmette
9–16 Aug
Guest suite in Columbia
4.97 out of 5 average rating, 38 reviewsInviting, Restful Home in Columbia
16–23 Apr
Home in Sykesville
4.9 out of 5 average rating, 77 reviewsCharming Victorian, steps from Main Street
30 Aug – 6 Sep
Farm stay in Laytonsville
5.0 out of 5 average rating, 40 reviewsThe Lounge at The Stables of Rolling Ridge
8–15 Apr
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