Vacation rentals in Woodstock

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Top-rated vacation rentals in Woodstock

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 25 – Jun 1
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.
Jun 12 – 19
ﺩ.ﺇ515 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 Woodstock vacation rentals

Other great vacation rentals in Woodstock

Guest favorite
Cottage in Glen Burnie
Home away from home
Nov 2 – 9
ﺩ.ﺇ253 per night
4.92 out of 5 average rating, 136 reviews
Guest favorite
Home in Pikesville
Spacious rancher close to highways
Jan 15 – 22
ﺩ.ﺇ799 per night
4.94 out of 5 average rating, 311 reviews
Superhost
Tiny home in Silver Spring
★Cozy Tiny House★ Private and Quiet
Aug 8 – 13
ﺩ.ﺇ410 per night
4.85 out of 5 average rating, 328 reviews
Guest favorite
Apartment in Monkton
Apartment in the 1858 Monkton Hotel!
Jun 4 – 11
ﺩ.ﺇ374 per night
4.94 out of 5 average rating, 134 reviews
Guest favorite
Guesthouse in Baltimore
Woodberry Studio Retreat
Jun 29 – Jul 6
ﺩ.ﺇ333 per night
4.88 out of 5 average rating, 180 reviews
Guest favorite
Home in Woodlawn
Hummingbird house
Feb 9 – 16
ﺩ.ﺇ366 per night
4.85 out of 5 average rating, 26 reviews
Guest favorite
Guest suite in Columbia
Inviting, Restful Home in Columbia
Apr 14 – 21
ﺩ.ﺇ344 per night
4.97 out of 5 average rating, 38 reviews
Guest favorite
Apartment in Ellicott City
Tiny Studio Apartment Off Main
May 5 – 12
ﺩ.ﺇ258 per night
4.92 out of 5 average rating, 38 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
Guesthouse in Woodbine
Garden Cottage
May 4 – 11
ﺩ.ﺇ314 per night
5.0 out of 5 average rating, 15 reviews
Guest favorite
Home in Ellicott City
Historic Riverside Cottage
Jun 15 – 22
ﺩ.ﺇ791 per night
5.0 out of 5 average rating, 18 reviews
Guest favorite
Guesthouse in Owings Mills
The Garden Studio
Aug 14 – 21
ﺩ.ﺇ393 per night
4.98 out of 5 average rating, 93 reviews

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