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

4.96 out of 5 average rating, 125 reviews

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.

26 Jun – 3 Jul

₹7,343 per night
Guest favourite

Cabin in Myersville

4.97 out of 5 average rating, 247 reviews

Cabin 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

₹9,452 per night
Guest favourite

Guest house in Glenwood

4.94 out of 5 average rating, 159 reviews

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.

30 Jul – 6 Aug

₹14,827 per night

Popular amenities for Glenwood holiday rentals

Other great holiday rentals in Glenwood

Guest favourite

Guest house in Owings Mills

4.96 out of 5 average rating, 111 reviews

Shamrock cabin with hot tub, large yard

19–26 Jun

₹7,637 per night
Guest favourite

Guest house in Smithsburg

4.97 out of 5 average rating, 634 reviews

Jewel Vinsota Artist's Guesthouse

5–12 Mar

₹7,774 per night
Superhost

Farm stay in New Windsor

4.87 out of 5 average rating, 105 reviews

Luxe Farmhouse MD/D.C/King B/fast WiFi/sleeps 8

9–16 Aug

₹28,755 per night
Guest favourite

Guest suite in Glenelg

4.98 out of 5 average rating, 56 reviews

Lovey guest house with gourmet kitchen & King bed

9–16 Nov

₹15,325 per night
Guest favourite

Guest house in Woodbine

4.94 out of 5 average rating, 16 reviews

Garden Cottage

11–18 May

₹8,157 per night
Superhost

Guest house in Dayton

4.86 out of 5 average rating, 36 reviews

Cozy Cottage in Dayton

7–14 Jul

₹11,577 per night
Guest favourite

Guest house in Mount Airy

4.99 out of 5 average rating, 68 reviews

Treasured Hideaway on the Hill

13–20 Sep

₹12,012 per night
Guest favourite

Home in Clarksville

4.92 out of 5 average rating, 79 reviews

Private _ Cozy & peaceful

21–28 May

₹8,369 per night
Guest favourite

Guest suite in Mount Airy

4.96 out of 5 average rating, 54 reviews

Private in-law suite on farmette

9–16 Aug

₹11,606 per night
Guest favourite

Guest suite in Columbia

4.97 out of 5 average rating, 38 reviews

Inviting, Restful Home in Columbia

16–23 Apr

₹8,994 per night
Guest favourite

Home in Sykesville

4.9 out of 5 average rating, 77 reviews

Charming Victorian, steps from Main Street

30 Aug – 6 Sep

₹18,205 per night
Guest favourite

Farm stay in Laytonsville

5.0 out of 5 average rating, 40 reviews

The Lounge at The Stables of Rolling Ridge

8–15 Apr

₹16,295 per night

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