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.

Guest favourite
Flat 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.
24–31 May
£77 per night
4.96 out of 5 average rating, 124 reviews
Guest favourite
Guest house 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.
23–30 DecIndividual Host,
£177 per night
4.94 out of 5 average rating, 158 reviews
Guest favourite
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.
6–13 SeptIndividual Host,
£101 per night
4.9 out of 5 average rating, 130 reviews

Popular amenities for Glenwood holiday rentals

Other great holiday rentals in Glenwood

Guest favourite
Guest house in Catonsville
Fox Cottage *Pet Friendly*
4–11 Dec
£152 per night
4.97 out of 5 average rating, 193 reviews
Guest favourite
Guest house in Smithsburg
Jewel Vinsota Artist's Guesthouse
3–10 NovIndividual Host,
£82 per night
4.97 out of 5 average rating, 632 reviews
Guest favourite
Cabin in Myersville
Cabin on Middle Creek - Myersville MD - Middletown
2–9 NovProfessional Host,
£102 per night
4.97 out of 5 average rating, 247 reviews
Guest favourite
Home in Blue Ridge Summit
Colonial Era Spring House
28 Aug – 4 Sept
£121 per night
5.0 out of 5 average rating, 438 reviews
Guest favourite
Home in New Market
Historic Peace and Plenty Farm: Pool House
6–13 OctIndividual Host,
£226 per night
4.94 out of 5 average rating, 111 reviews
Guest favourite
Guest suite in Glenelg
Lovey guest house with gourmet kitchen & King bed
21–28 Jun
£164 per night
4.98 out of 5 average rating, 54 reviews
Guest favourite
Guest house in Woodbine
Garden Cottage
2–9 Jun
£83 per night
5.0 out of 5 average rating, 15 reviews
Guest favourite
Guest house in Mount Airy
Treasured Hideaway on the Hill
22–29 Sept
£126 per night
4.99 out of 5 average rating, 68 reviews
Guest favourite
Home in Clarksville
Private _ Cozy & peaceful
8–15 MayIndividual Host,
£84 per night
4.92 out of 5 average rating, 79 reviews
Guest favourite
Guest house in Dayton
Cozy Cottage in Dayton
3–10 Jul
£115 per night
4.86 out of 5 average rating, 36 reviews
Guest favourite
Home in Sykesville
Charming Victorian, steps from Main Street
12–19 Apr
£185 per night
4.89 out of 5 average rating, 76 reviews
Guest favourite
Guest suite in Mount Airy
Private in-law suite on farmette
2–9 AugIndividual Host,
£124 per night
4.96 out of 5 average rating, 54 reviews

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