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Woodstock Vacation Rentals

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Check prices for these dates

In two weeks
Sep 11 - Sep 13
In two months
Oct 23 - Oct 25
In three months
Nov 20 - Nov 22
In four months
Dec 18 - Dec 20

Our top choices for Woodstock vacation rentals

A small building labeled "The Snowball Stand" with a sign above the entrance.

1. Cozy Guesthouse in Woodstock, MD

Cozy Guesthouse in Woodstock, MD
Woodstock
2.0 out of 10, (1 review)
"We didn’t stay. We when arrived, instead of a room in the guest house, we were expected to stay in a tentlike structure. In addition, the bathroom facilities were outdoor showers and commodes that required a climb up a set of stairs. Luckily we were able to secure a room at another facility. The owner supposedly requested a refund for me but I haven’t heard whether this has been approved."
United States
Marie E M.
The price is CA $212
CA $323 total
includes taxes & fees
Aug 30 - Aug 31
Cozy Guesthouse in Woodstock, MD
An outdoor patio with a metal table and chairs, a swimming pool in the background, and lush greenery.

2. Rollingside Guest Suite

Rollingside Guest Suite
Catonsville
10.0 out of 10, Exceptional, (75 reviews)
"Easy and very nice place and neighborhood. Short stay for business trip but would do certainly do again."
United States
Jack B.
The price is CA $155
CA $267 total
includes taxes & fees
Sep 13 - Sep 14
Rollingside Guest Suite
A compact kitchen with a dining area, featuring a microwave, stove, and refrigerator.

3. Cozy Basement Apartment in Columbia

Cozy Basement Apartment in Columbia
Oakland Mills
9.0 out of 10, Wonderful, (14 reviews)
"Clean space, nice area, relatively close to shops and businesses "
United States
Susie A.
The price is CA $123
CA $175 total
includes taxes & fees
Aug 30 - Aug 31
Cozy Basement Apartment in Columbia
A modern kitchen with a central island, white cabinets, a red door, and a window with a view of greenery.

4. Fox Cottage *Pet Friendly*

Fox Cottage *Pet Friendly*
Catonsville
10.0 out of 10, Exceptional, (57 reviews)
"Cute place with a lot of charm. Would stay again if we are back in the area. Host is amazing and made our lives less stressful."
United States
Davin K.
The price is CA $208
CA $419 total
includes taxes & fees
Sep 20 - Sep 21
Fox Cottage *Pet Friendly*
A modern hotel room with a large bed, two bedside tables, a flat-screen TV, a seating area with a chair and a small table, and a decorative plant.

5. Newly Renovated Cozy Basement w/Private Entrance

Newly Renovated Cozy Basement w/Private Entrance
Reisterstown
10.0 out of 10, Exceptional, (2 reviews)
"Very clean and quiet studio. I would highly recommend."
United States
Jim S.
The price is CA $173
CA $232 total
includes taxes & fees
Aug 30 - Aug 31
Newly Renovated Cozy Basement w/Private Entrance
A hotel room with a bed, two bedside tables with lamps, a mirror, and a dresser.

6. Private Guest Suite in Columbia • King Bed • Free Parking

Private Guest Suite in Columbia • King Bed • Free Parking
Columbia
10.0 out of 10, Exceptional, (5 reviews)
"The suite was very clean and quiet. We had everything we needed to enjoy our week long stay. The convenience to shopping was also a plus. This is the second time we have stayed at the Suite in Columbia and look forward to a return stay in the future."
United States
Ed F.
The price is CA $167
CA $419 total
includes taxes & fees
Aug 30 - Aug 31
Private Guest Suite in Columbia • King Bed • Free Parking
A modern kitchen with stainless steel appliances, dark cabinetry, and pendant lighting.

7. Cozy & inviting 2BD 2BTH Apt Home

Cozy & inviting 2BD 2BTH Apt Home
Owings Mills
The price is CA $177
CA $368 total
includes taxes & fees
Sep 6 - Sep 7
Cozy & inviting 2BD 2BTH Apt Home
A ping pong table in a room with a television, a plant, and a sofa.

8. Charming studio with 1 queen sofa bed and 1 full bath . With AC, WiFi and TV

Charming studio with 1 queen sofa bed and 1 full bath . With AC, WiFi and TV
Woodbine
8.0 out of 10, Very good, (2 reviews)
"The stay was at a beautiful new home. Great host. Location close to Interstate 70. I had everything I needed. Took in the sights in DC via the Greenline Metro. I would definitely stay here again."
United States
Scott C.
The price is CA $139
CA $206 total
includes taxes & fees
Sep 11 - Sep 12
Charming studio with 1 queen sofa bed and 1 full bath . With AC, WiFi and TV
A modern living room with a dark wood floor, white walls, and a sofa. There is a white console table with plants and a microwave.

9. * Private Suite Full of Style & Comfort *

* Private Suite Full of Style & Comfort *
Lutherville-Timonium
9.0 out of 10, Wonderful, (48 reviews)
"Exactly as described : clean, comfy and conveniently located! Hosts were great with communication and made me feel welcome."
United States
Tonya R.
The price is CA $118
CA $240 total
includes taxes & fees
Aug 30 - Aug 31
* Private Suite Full of Style & Comfort *
A room with a large flat-screen TV on a wooden stand, a desk with a chair, and a view of greenery outside.

10. Private ground-level studio suite

Private ground-level studio suite
North Laurel
10.0 out of 10, Exceptional, (1 review)
"Very attentive host. Pleasant stay. "
United States
alysha d.
The price is CA $103
CA $269 total
includes taxes & fees
Aug 30 - Aug 31
Private ground-level studio suite
A dining room with a wooden table set for six, six chairs, a chandelier, and a kitchen in the background.

11. Royal Haven 2k SqFt Sleeps 6 Free St Prk

Royal Haven 2k SqFt Sleeps 6 Free St Prk
Midtown
9.2 out of 10, Wonderful, (11 reviews)
"Location is very safe and the property was clean and spacious. The host is easy to communicate with and helpful with the check in process."
United States
CHUB R.
The price is CA $111
CA $371 total
includes taxes & fees
Sep 2 - Sep 3
Royal Haven 2k SqFt Sleeps 6 Free St Prk
A living room with a sofa, coffee table, TV, and a door with a picture frame.

12. Regal Residence Kng Suite 2k SqFt w/Free St Prk

Regal Residence Kng Suite 2k SqFt w/Free St Prk
Midtown
9.8 out of 10, Exceptional, (7 reviews)
"It's bigger than I thought! A very nice place stay!"
United States
Stacey F.
The price is CA $94
CA $351 total
includes taxes & fees
Aug 30 - Aug 31
Regal Residence Kng Suite 2k SqFt w/Free St Prk
A living room with a sofa, a television, and a window with blinds.

13. Entire House 1BD King Bed near Downtown

Entire House 1BD King Bed near Downtown
3.0 star property
Hollins Market
7.6 out of 10, Good, (15 reviews)
"Great space for the price. Walking distance to the stadium and the ball park. Quiet neighborhood with friendly occupants. Would’ve given 5 stars if the unit was clean but it was not, the table and floors were sticky, window sill was covered with dead fruit flies, and I even had a fly glue strip get stuck to my hand when I tried to look through the blinds…😩The bathtub also needs replacing."
United States
Denise
The price is CA $117
CA $165 total
includes taxes & fees
Aug 30 - Aug 31
Entire House 1BD King Bed near Downtown
A modern living room with a grey sofa, a small coffee table, and two paintings on the wall.

14. * Beautiful Oasis w/ No Detail Spared *

* Beautiful Oasis w/ No Detail Spared *
Lutherville-Timonium
9.8 out of 10, Exceptional, (57 reviews)
"Cozy, welcoming place in a nice location. Hosts were very communicative and made the check in/check out process a breeze. Just what we were looking for in a quick stay. Would stay here again in the future!"
United States
Kimmie K.
The price is CA $132
CA $264 total
includes taxes & fees
Sep 2 - Sep 3
* Beautiful Oasis w/ No Detail Spared *
A waterfront with a docked boat, a water taxi, and a historic building with a clock tower.

15. Cozy Fells Point Gem / In The Heart of Fells Point

Cozy Fells Point Gem / In The Heart of Fells Point
Fells Point
9.8 out of 10, Exceptional, (212 reviews)
"We enjoyed our stay. It was a cute little place and perfect for 3 of us. The area is pretty quiet for the most part. We would definitely stay here again."
United States
Tammy
The price is CA $72
CA $302 total
includes taxes & fees
Aug 30 - Aug 31
Cozy Fells Point Gem / In The Heart of Fells Point
An outdoor seating area with tables and chairs, a brick building, and a sign above the entrance.

16. Sleek and Cozy Micro Fells Point Residence!

Sleek and Cozy Micro Fells Point Residence!
Fells Point
8.8 out of 10, Excellent, (45 reviews)
"Good location, clean and quick response from owner."
United States
Michael O.
The price is CA $143
CA $342 total
includes taxes & fees
Aug 30 - Aug 31
Sleek and Cozy Micro Fells Point Residence!
A hotel with a modern glass facade and a casino sign.

17. Cozy Retreat Near Fort Meade | Fire Pit

Cozy Retreat Near Fort Meade | Fire Pit
Severn
10.0 out of 10, Exceptional, (3 reviews)
"Arundel Mills was less than 5 minutes away. So many restaurants, retail and grocery stores. Loved sitting out back listening to the birds. My daughter even saw a ground hig and cut up apples fornhim. Comfy bed and cozy kitchen with everything we needed. Victor was very responsive to any issue I had. "
United States
Kristine D.
The price is CA $121
CA $566 total
includes taxes & fees
Sep 2 - Sep 3
Cozy Retreat Near Fort Meade | Fire Pit
A living room with a dark grey sofa, a light grey armchair, a coffee table, and a floor lamp. There are three wall art pieces above the sofa and a door with a small window on the right.

18. * Lovely Gem w/ Perfect Combo of Flair & Class *

* Lovely Gem w/ Perfect Combo of Flair & Class *
Lutherville-Timonium
9.8 out of 10, Exceptional, (70 reviews)
"We were staying in the area for the weekend to attend a wedding & this house was perfect! Clean,well decorated,the kitchen had all necessities,close to restaurants, & shops. The fenced in backyard was ideal since we were traveling with our dog,she loved the space to play. The host checked in with us to ensure we had everything we needed & was great! Highly recommended! "
United States
Carrie S.
The price is CA $206
CA $371 total
includes taxes & fees
Sep 3 - Sep 4
* Lovely Gem w/ Perfect Combo of Flair & Class *
A narrow hallway with wooden flooring, a white door, and a mirror on the wall.

19. Hidden Fells Point Gem / Private Courtyard Patio

Hidden Fells Point Gem / Private Courtyard Patio
Fells Point
9.8 out of 10, Exceptional, (98 reviews)
"Awesome place, great location"
United States
Mark M.
The price is CA $87
CA $323 total
includes taxes & fees
Sep 2 - Sep 3
Hidden Fells Point Gem / Private Courtyard Patio
A living room with a brick wall, a grey sofa with orange cushions, a red chair, a coffee table, and a TV on the wall.

20. Cozy Modern Micro Apt in the Heart of Fells Point!

Cozy Modern Micro Apt in the Heart of Fells Point!
Fells Point
9.0 out of 10, Wonderful, (40 reviews)
"We had such a great trip! The place was perfect and exactly how pictured! "
United States
Reagan C.
The price is CA $143
CA $342 total
includes taxes & fees
Aug 30 - Aug 31
Cozy Modern Micro Apt in the Heart of Fells Point!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Woodstock Hotel Reviews

Hyatt Place Baltimore Inner Harbor

Hyatt Place Baltimore Inner Harbor

8/10 Good
"The pool situation at this hotel is a problem"
Austin 3-night trip
Posted 5 hours ago
Hyatt Place Baltimore Inner Harbor

Find out more about Woodstock

Everything you need to know about Woodstock vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Woodstock vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Woodstock vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Woodstock vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Woodstock. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Woodstock vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Woodstock vacation rentals we have selected for you start as low as CA $153 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Woodstock rentals

At Expedia, we put the best Woodstock vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Woodstock rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Woodstock vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Woodstock. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Are there vacation rentals in Woodstock?

Yes, you can find vacation rentals close to well known sights in Woodstock, or you can go with a more remote option if you'd like a relaxing place to stay.

What are some of the best vacation home rentals that Woodstock has to offer?

Rooftop Deck Escape! Free Parking!: This vacation home rental near Woodstock is located in the city center and has a balcony, a selection of games, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

What can I see and do in Woodstock?

Explore the area and family-friendly sights such as Maryland Zoo, or get out into nature at a spot like Patapsco River. M&T Bank Stadium and Oriole Park at Camden Yards are other popular places to visit in the area.

What are vacation rentals like in Woodstock?

Vacation rentals are private properties you can book for several days or more in Woodstock. Vacation rentals provide amenities such as patios, hot tubs, and fire pits so you'll feel right at home. If you're concerned about cleanliness, a vacation rental can offer a sense of privacy away from shared hotel elevators and busy concierge desks while still allowing you a great travel experience. You'll also have more space in a vacation rental than in a standard hotel, which makes a vacation rental an attractive option for a family trip or a small group gathering.