Vacation rentals in Woodsboro

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Top-rated vacation rentals in Woodsboro

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

Guest favorite

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.

Mar 19 – 26

G$23,743 GYD per night
Guest favorite

Apartment in Frederick

4.87 out of 5 average rating, 200 reviews

Downtown Frederick Modern Studio

Modern 1-bedroom studio apartment located on North Market Street (NOMA) in charming downtown Frederick. Walking distance to great restaurants, shops, breweries and nightlife. Studio includes a full kitchen and luxurious bathroom providing everything you need to enjoy your time in downtown Frederick. Conveniently located behind laundromat (Noma Laundry) which is open from 5AM-11PM. 5 minute walk to the heart of Frederick and minutes away from Gravel & Grind coffee cafe and Olde Mother brewery.

Jan 8 – 15

G$22,245 GYD per night
Guest favorite

Guest suite in Littlestown

4.88 out of 5 average rating, 213 reviews

Gettysburg Mini Farm

A quiet mini farm just outside historic Gettysburg. Private entrance. Living area, full kitchen stocked with condiments and breakfast items. One bedroom with queen bed and twin daybed with trundle. We currently have chickens, an apiary and alpacas. We sometimes have cows. TV works with dvd's. we have some feel free to bring your own. SLOW internet, but the best we can get here. Some phones do not work very well out here. Only 15 minutes from downtown Gettysburg but we are far from services.

May 14 – 21

G$17,921 GYD per night

Popular amenities for Woodsboro vacation rentals

Other great vacation rentals in Woodsboro

Guest favorite

Guest suite in Hagerstown

4.99 out of 5 average rating, 394 reviews

Oak Hill Private Suite Historic North End

Aug 23 – 30

G$16,640 GYD per night
Guest favorite

Apartment in Union Bridge

4.99 out of 5 average rating, 196 reviews

Luxury, Charm and Privacy in Spacious Apartment

Sep 15 – 22

G$20,137 GYD per night
Guest favorite

Guesthouse in Middletown

4.95 out of 5 average rating, 242 reviews

Indulge, Fresh Flowers, Frederick County Haven

Mar 20 – 27

G$22,211 GYD per night
Guest favorite

Cottage in Emmitsburg

4.94 out of 5 average rating, 136 reviews

Romantic River Side Historic Country Cottage

Jun 7 – 14

G$40,335 GYD per night
Guest favorite

Cabin in Shepherdstown

4.95 out of 5 average rating, 419 reviews

The Log Cabin

Oct 17 – 24

G$22,267 GYD per night
Guest favorite

Apartment in Sykesville

4.82 out of 5 average rating, 335 reviews

Quiet Studio Basement Apartment

Jul 28 – Aug 4

G$13,730 GYD per night
Guest favorite

Home in Keymar

4.92 out of 5 average rating, 24 reviews

Keymar Cottage

Apr 21 – 28

G$19,455 GYD per night
Guest favorite

Guesthouse in Frederick

5.0 out of 5 average rating, 75 reviews

A Quiet Haven

May 11 – 18

G$23,832 GYD per night
Guest favorite

Home in Union Bridge

4.88 out of 5 average rating, 26 reviews

Farmhouse Getaway | Close to Wineries & Breweries

Jan 29 – Feb 5

G$27,540 GYD per night
Guest favorite

Treehouse in Frederick

4.96 out of 5 average rating, 46 reviews

Charming Downtown Treehouse

Mar 20 – 27

G$22,576 GYD per night
Guest favorite

Cabin in Myersville

4.98 out of 5 average rating, 58 reviews

Sleepy Hollow Log Cabin

Oct 16 – 23

G$29,610 GYD per night
Guest favorite

Guest suite in Union Bridge

4.95 out of 5 average rating, 21 reviews

UB@Peace- Fully Separated 2 Bedroom Guest Suite

Aug 30 – Sep 6

G$26,585 GYD per night

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