Woodstock Vacation Rentals from CA $245: Short-Term Rentals for 2026

Q: 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.

Check prices for these dates

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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

Woodstock

Marie E M.

CA $331 total

includes taxes & fees

Oct 14 - Oct 15

An outdoor patio with a metal table and chairs, a swimming pool in the background, and lush greenery.

2. Rollingside Guest Suite

Catonsville

Julia R.

CA $245 total

includes taxes & fees

Oct 20 - Oct 21

A modern kitchen with a central island, white cabinets, a red door, and a window with a view of greenery.

3. Fox Cottage Eclectic, Dog-Friendly Retreat

Catonsville

Kim P.

CA $436 total

includes taxes & fees

Oct 20 - Oct 21

A compact kitchen with a dining area, featuring a microwave, stove, and refrigerator.

4. Cozy Basement Apartment in Columbia

Oakland Mills

iam_ChinChillaa

CA $180 total

includes taxes & fees

Oct 18 - Oct 19

A modern kitchen with white cabinetry, a central island, a stainless steel dishwasher, and a microwave above the stove.

5. Enjoyable 3-bedroom townhome with AC in vibrant Baltimore

Woodlawn

Adam L.

CA $460 total

includes taxes & fees

Oct 19 - Oct 20

A ping pong table in a room with a television, a plant, and a sofa.

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

Woodbine

Scott C.

CA $212 total

includes taxes & fees

Oct 14 - Oct 15

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.

7. Newly Renovated Cozy Basement w/Private Entrance

Reisterstown

Sheila K.

CA $209 total

includes taxes & fees

Nov 8 - Nov 9

A living room with a grey sofa, a glass coffee table, and a grey couch with various cushions. There is a window with curtains, a ceiling fan, and two wall-mounted lamps.

8. Stylish 4-bedroom whole house with plenty of parking

Catonsville

Annette L.

CA $534 total

includes taxes & fees

Nov 3 - Nov 4

A hotel room with a bed, two bedside tables with lamps, a mirror, and a dresser.

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

Columbia

Ed F.

CA $456 total

includes taxes & fees

Oct 20 - Oct 21

An outdoor pool area with a table and chairs, string lights, and an umbrella.

10. Hilltop Retreat w/ Pool, Games & Sunroom

Woodlawn

Curtis G.

CA $1,477 total

includes taxes & fees

Nov 4 - Nov 5

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.

11. * Private Suite Full of Style & Comfort *

Lutherville-Timonium

Brynne L.

CA $247 total

includes taxes & fees

Oct 19 - Oct 20

A modern living room with a grey sofa, a small coffee table, and two paintings on the wall.

12. * Beautiful Oasis w/ No Detail Spared *

Lutherville-Timonium

Michael P.

CA $272 total

includes taxes & fees

Oct 20 - Oct 21

A living room with a sofa, coffee table, TV, and a door with a picture frame.

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

Midtown

Stacey F.

CA $375 total

includes taxes & fees

Oct 19 - Oct 20

14. Affordable Furnished LuxuryTownhouse near Stadiums In Baltimore Pig Town.

Pigtown

Mc H.

CA $377 total

includes taxes & fees

Oct 19 - Oct 20

A dining room with a wooden table set for six, six chairs, a chandelier, and a kitchen in the background.

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

Midtown

CHUB R.

CA $372 total

includes taxes & fees

Oct 19 - Oct 20

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.

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

Lutherville-Timonium

Jeff and Heidi K.

CA $382 total

includes taxes & fees

Oct 14 - Oct 15

A hotel room with two beds, a fireplace, a large window, and a modern chandelier.

17. The Marle

Old Goucher

CA $444 total

includes taxes & fees

Oct 19 - Oct 20

A waterfront with docked boats, a water taxi, and historic buildings.

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

Fells Point

Tammy

CA $328 total

includes taxes & fees

Oct 28 - Oct 29

A snow-covered deck with a wooden bench and chairs, surrounded by a railing with lights.

19. Historic Charm W/ Modern Patio Escape

Barclay

Crystal W.

CA $298 total

includes taxes & fees

Oct 14 - Oct 15

A modern kitchen with a central island, a dining area in the background, and a large potted plant by the window.

20. 6 Mi to Inner Harbor - Family Home w/ Fenced Yard!

Westfield

CA $569 total

includes taxes & fees

Oct 14 - Oct 15

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Top Woodstock Hotel Reviews

La Quinta Inn & Suites by Wyndham Baltimore BWI Airport

10/10 Excellent

"Room was clean and a nice smell when we entered. Front desk ladies were very friendly as was the shuttle driver."

Lord Baltimore Hotel

8/10 Good

"Very cool renovated historic hotel. You get the feeling of being in a place rich in history, but with a clean, updated lobby and rooms. Although numerous events were clearly taking place on lower floors (as I could tell from the loads of gift bags at the hotel lobby, the staffed security desks visible when the elevator doors opened on the 9th, 10th, and 11th floors, and the numerous guests on and off the elevators moving between those floors), from where I stayed on the 17th floor it was super-quiet. The elevators themselves are old, and one was a bit shaky, but they were clean and arrived quickly. The room renovations were clearly done in a rush (paint spatter on the bathroom door, visible screw holes where towel bars were moved), but they didn't impact usability and were very minor. The only issues were phone service going in and out when I was in my room, and a shortage of front desk staff at check-in (1 staffer at 4pm on a Friday, a line of 12 waiting guests across the lobby), but for the price, this place is a fantastic value. Will be back!"

The Hotel at Arundel Preserve

8/10 Good

"The room was extremely clean. The wi-fi connection was not that great in this recent room which was located within one of the executive suites also the view was not as nice as it was in the standard room. The bed was not as comfortable as in the standard room, unless you're a fan of an extra extra firm mattress. In other words, the standard room previously stayed in would receive a 9 on a scale from 1 to 10. The Executive room would actually receive a possible 7. Overall, it is a lovely hotel even though there was an issue checking in due to how the system was accidently mishandled, Engineering and the housekeeping crew were very tentative and performed their jobs with excellence!"

SpringHill Suites by Marriott Baltimore Downtown Convention Center Area

10/10 Excellent

"This location is my go-to when going to Baltimore or staying overnight after a concert at the CFB Bank Arena. Parking can be hard if you're trying to do valet, but there is also a parking deck directly across the street that you can safetly park at. Staff here are friendly and helpful, amenities are wonderful, and overall it's a comfortable, enjoyable stay with a delicious breakfast available in the morning and coffee/water available all day. Highly recommended!"

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 $245 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 Baltimore Inner Harbor Marina 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.

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Check prices for these dates

Our top choices for Woodstock vacation rentals

1. Cozy Guesthouse in Woodstock, MD

2. Rollingside Guest Suite

3. Fox Cottage Eclectic, Dog-Friendly Retreat

4. Cozy Basement Apartment in Columbia

5. Enjoyable 3-bedroom townhome with AC in vibrant Baltimore

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

7. Newly Renovated Cozy Basement w/Private Entrance

8. Stylish 4-bedroom whole house with plenty of parking

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

10. Hilltop Retreat w/ Pool, Games & Sunroom

11. * Private Suite Full of Style & Comfort *

12. * Beautiful Oasis w/ No Detail Spared *

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

14. Affordable Furnished LuxuryTownhouse near Stadiums In Baltimore Pig Town.

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

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

17. The Marle

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

19. Historic Charm W/ Modern Patio Escape

20. 6 Mi to Inner Harbor - Family Home w/ Fenced Yard!

Find vacation rentals that suit your style

Top Woodstock Hotel Reviews

La Quinta Inn & Suites by Wyndham Baltimore BWI Airport

Pier 5 Hotel Baltimore

Hotel Indigo Baltimore Downtown by IHG

Sonesta ES Suites Baltimore BWI Airport

Lord Baltimore Hotel

Renaissance Baltimore Harborplace Hotel

DoubleTree by Hilton Hotel Laurel

The Hotel at Arundel Preserve

SpringHill Suites by Marriott Baltimore Downtown Convention Center Area

Find out more about Woodstock

Frequently asked questions

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