Vacation rentals in Glenwood

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Top-rated vacation rentals in Glenwood

Guests agree: these stays are highly rated for location, cleanliness, and more.

Guest favorite
Apartment in Sykesville
Hickory 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.
May 24 – 31
ﺩ.ﺇ259 per night
4.96 out of 5 average rating, 124 reviews
Guest favorite
Guesthouse in Glenwood
The 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.
Dec 23 – 30
ﺩ.ﺇ621 per night
4.94 out of 5 average rating, 158 reviews
Guest favorite
Tiny home in Glenwood
Ellerslie cabin
Located in Glenwood, Maryland, Ellerslie is a 50 acre farm which dates back to 1763 with scenic views, fields of corn and a tranquil stocked pond. Nestled here is a small historic log cabin, built around 1810, that is charming and cozy. It has recently been restored and is equipped with all modern amenities, including a new stainless steel refrigerator and gas stove. The cabin is perfect for a business person who prefers staying in the country to a city setting or for a weekend getaway.
Sep 6 – 13
ﺩ.ﺇ360 per night
4.9 out of 5 average rating, 130 reviews

Popular amenities for Glenwood vacation rentals

Other great vacation rentals in Glenwood

Guest favorite
Guesthouse in Catonsville
Fox Cottage *Pet Friendly*
Dec 4 – 11
ﺩ.ﺇ496 per night
4.97 out of 5 average rating, 193 reviews
Guest favorite
Guesthouse in Smithsburg
Jewel Vinsota Artist's Guesthouse
Nov 3 – 10
ﺩ.ﺇ296 per night
4.97 out of 5 average rating, 632 reviews
Guest favorite
Cabin in Myersville
Cabin on Middle Creek - Myersville MD - Middletown
Nov 2 – 9
ﺩ.ﺇ360 per night
4.97 out of 5 average rating, 247 reviews
Guest favorite
Home in Blue Ridge Summit
Colonial Era Spring House
Aug 28 – Sep 4
ﺩ.ﺇ425 per night
5.0 out of 5 average rating, 438 reviews
Guest favorite
Home in New Market
Historic Peace and Plenty Farm: Pool House
Oct 6 – 13
ﺩ.ﺇ826 per night
4.94 out of 5 average rating, 111 reviews
Guest favorite
Guest suite in Glenelg
Lovey guest house with gourmet kitchen & King bed
Jun 21 – 28
ﺩ.ﺇ585 per night
4.98 out of 5 average rating, 54 reviews
Guest favorite
Guesthouse in Woodbine
Garden Cottage
Jun 2 – 9
ﺩ.ﺇ314 per night
5.0 out of 5 average rating, 15 reviews
Guest favorite
Guesthouse in Mount Airy
Treasured Hideaway on the Hill
Sep 22 – 29
ﺩ.ﺇ451 per night
4.99 out of 5 average rating, 68 reviews
Guest favorite
Home in Clarksville
Private _ Cozy & peaceful
May 8 – 15
ﺩ.ﺇ312 per night
4.92 out of 5 average rating, 78 reviews
Guest favorite
Guesthouse in Dayton
Cozy Cottage in Dayton
Jul 3 – 10
ﺩ.ﺇ447 per night
4.86 out of 5 average rating, 36 reviews
Guest favorite
Home in Sykesville
Charming Victorian, steps from Main Street
Apr 12 – 19
ﺩ.ﺇ661 per night
4.89 out of 5 average rating, 76 reviews
Guest favorite
Guest suite in Mount Airy
Private in-law suite on farmette
Aug 2 – 9
ﺩ.ﺇ444 per night
4.96 out of 5 average rating, 54 reviews

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