Woodstock Holiday Rentals

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Holiday Rentals in Woodstock

Convention Center corporate apartments

4.0 star property
Downtown Baltimore
The price is AU$400
includes taxes & fees
9 Dec - 10 Dec
Convention Center corporate apartments

WhyHotel by Placemakr Columbia

4.0 star property
Town Center
9.0 out of 10, Wonderful, (780)
"Outstanding experience and such a value!!!"
United States
Amber
WhyHotel by Placemakr Columbia

Entire House 1BD King Bed near Downtown

3.0 star property
Hollins Market
7.2 out of 10, Good, (5)
"I had a great stay at this place. The house was clean and had all amenities described, such as kitchen, laundry machine, TV, and free parking. Check-in was smooth with the door entry codes. Exploring Baltimore was easy because the downtown was like 10 mins walking distance and public transportation options were nearby. Well spent dollars. "
United States
Nathan
The price is AU$162
includes taxes & fees
15 Dec - 16 Dec
Entire House 1BD King Bed near Downtown

Distinguished Apartment Rooftop Deck

3.5 star property
Downtown Baltimore
10.0 out of 10, Exceptional, (14)
"Best location ever, wonderful facilities and amenities."
United States
Thaddeus
Distinguished Apartment Rooftop Deck

Hudson house

3.5 star property
Canton
The price is AU$500
includes taxes & fees
10 Dec - 11 Dec
Hudson house

1-BD Home near Stadiums Free Parking

3.0 star property
Pigtown
8.0 out of 10, Very good, (6)
"Very convenient downtown location, OK-safe area, walkable to restaurants and bars. Easy and unrestricted street parking spots nearby. Nicely decorated inside, air conditioning and hot water working well, comfy bed, TV with streaming services, tidy bedroom and clean bathroom. Overall very satisfied, especially with the affordable price. "
United States
Nathan
The price is AU$214
includes taxes & fees
14 Dec - 15 Dec
1-BD Home near Stadiums Free Parking

Rooftop Deck Escape! Free Parking!

South Baltimore
8.4 out of 10, Very good, (36)
"It was very nice"
United States
Cher P.
The price is AU$426
includes taxes & fees
9 Dec - 10 Dec
Rooftop Deck Escape! Free Parking!

3-bedroom townhome in superb Baltimore with AC

2.0 star property
Shipley Hill
4.0 out of 10, (1)
"The host was not attentive at all. I couldn’t access the unit for about 4 hours after my check in time because the lock box was hard to get into. The host wanted me to drive to some unknown neighborhood to pick up a spare key. The furniture had stains on it. The walls had holes in them. The back yard was a disaster. The ceilings had water damage to them. The heat didn’t work and we didn’t have access to the WiFi so we couldn’t watch tv. I reached out to the host several times about all my...
United States
Michelle S.
The price is AU$237
includes taxes & fees
9 Dec - 10 Dec
3-bedroom townhome in superb Baltimore with AC

Entire Unit-5min to M&TBank Camden Yards

3.0 star property
Hollins Market
4.0 out of 10, (1)
"Not enough characters to submitt what I really wanna say. But will not refer to any1. ONLY GOOD THING IS THAT IT WAS CLOSE TO WERE WE ACTUALLY NEEDED TO BE"
United States
Shanna
The price is AU$627
includes taxes & fees
9 Dec - 10 Dec
Entire Unit-5min to M&TBank Camden Yards

House on the Gwynns Falls

Wakefield
8.6 out of 10, Excellent, (28)
"Convenient and beautiful property for us to stay before departure on cruise ship "
United States
Kelli H.
The price is AU$431
includes taxes & fees
9 Dec - 10 Dec
House on the Gwynns Falls

Downtown Home - Close to Topgolf, Ravens Stadium, Orioles Park, UM Baltimore

Hollins Market
8.2 out of 10, Very good, (11)
"Had a great stay. We loved Britani."
United States
Janet P.
The price is AU$716
includes taxes & fees
9 Dec - 10 Dec
Downtown Home - Close to Topgolf, Ravens Stadium, Orioles Park, UM Baltimore

Cozy Modern Micro Apt in the Heart of Fells Point!

Fells Point
9.0 out of 10, Wonderful, (30)
"We had such a great stay at the property. Everything was clean and welcoming. It was the perfect little place/space for my wife my 3 yr old son and myself. The street parking in the area was also good. We were able to find a spot right around the corner. The location of the property in relation to a lot of the sites in Fells Point was perfect as well. Everything 5 stars we would definitely recommend and We would definitely book again! "
United States
Bryan S.
The price is AU$368
includes taxes & fees
9 Dec - 10 Dec
Cozy Modern Micro Apt in the Heart of Fells Point!

Living in Luxury ..... Where Sophistication meets Elegance

2.0 star property
Oliver
4.8 out of 10, (3)
"Nice on the inside, a responsive host, and a quick Uber to the ball fields and the arena. The neighborhood isn't the best and I wouldn't stay there again. "
United States
Harrison W.
The price is AU$844
includes taxes & fees
10 Dec - 11 Dec
Living in Luxury ..... Where Sophistication meets Elegance

Historic Charm W/ Modern Patio Escape

2.0 star property
Barclay
8.0 out of 10, Very good, (1)
"Perfect away from home mini vacation "
United States
Crystal W.
The price is AU$282
includes taxes & fees
10 Dec - 11 Dec
Historic Charm W/ Modern Patio Escape

Entire House by the Fells Point, JHU.

Upper Fells Point
9.4 out of 10, Exceptional, (29)
"Great spot so we could be close to our daughter. Comfortable and well stocked. "
United States
Elizabeth B.
The price is AU$464
includes taxes & fees
1 Jan - 2 Jan 2026
Entire House by the Fells Point, JHU.

Fantastic 2 bedrooms apt. Harbor

4.0 star property
Downtown Baltimore
3.6 out of 10, (5)
"It was a nice place"
United States
Stephane
Fantastic 2 bedrooms apt. Harbor

Cozy 1-bedroom Basement apartment in Station North Bmore close to inner Harbor

Barclay
8.6 out of 10, Excellent, (9)
"Excellent location for those who want access both to Hopkins and downtown Baltimore. The host was very responsive. Basic cookware was provided to allow for food prep in the apartment and everything was spotlessly clean on arrival."
United States
Rachel
Cozy 1-bedroom Basement apartment in Station North Bmore close to inner Harbor

Charming 1-bedroom apartment with AC, fitness room in wonderful Baltimore

Downtown Baltimore
5.0 out of 10, (2)
"This did NOT seem like a legit Vrbo host. We had booked this a couple weeks out , traveling from out of state. We did not receive check in instructions until i had called the host at 2:30 when check in was at 3:00 . The "host" seemed as thought they had forgotten about our reservation, seemingly scrambling to send instructions. Upon check in we were able to get inside though there was no electricity at all in the apartment, but the building did have electricity. When we contacted the host to...
United States
Zachary K.
The price is AU$427
includes taxes & fees
9 Dec - 10 Dec
Charming 1-bedroom apartment with AC, fitness room in wonderful Baltimore

Downtown Loft - Close to Topgolf, Horseshoe Casino, UM Baltimore

3.0 star property
Hollins Market
8.0 out of 10, Very good, (4)
"The property was clean and comfortable. The area is quiet with street parking and accessible to food and shopping options. The property host was easy to deal with and very accommodating. I highly recommend!"
United States
Kettrele
Downtown Loft - Close to Topgolf, Horseshoe Casino, UM Baltimore

Peaceful retreat in west Baltimore

2.0 star property
Northwest Community
2.0 out of 10, (1)
"The host did not know we had booked the rental, he was over 2 hours late to check in which affected our plans. When he finally came with the linens for the place, he only provided 1 pillow (for 2 adults) and 2 small throw blankets not big enough for an adult when it was below 40 degrees at night. "
United States
Joshua W.
The price is AU$231
includes taxes & fees
9 Dec - 10 Dec
Peaceful retreat in west Baltimore
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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Find out more about Woodstock

Everything you need to know about Woodstock holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Woodstock holiday rental for you. At Expedia, you can take your pick from private holiday 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 holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Woodstock holiday 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 depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Woodstock holiday 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 holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Woodstock holiday rentals we have selected for you start as low as AU$162 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Woodstock rentals

At Expedia, we put the best Woodstock holiday 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 holiday.

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 holiday rentals in Woodstock?

Yes, there are holiday rentals close to the most popular sights in Woodstock, or you can select a more secluded option if you're looking for a relaxing stay.

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

3-bedroom townhome in superb Baltimore with AC: This holiday home rental outside of Woodstock has air conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings.

What can I see and do in Woodstock?

Explore the area and family-friendly sights such as B&O Railroad Station Museum, or get out into nature at a spot like Patapsco River. While here, Howard County Conservancy at Mt. Pleasant and Woodstock Park are other places worth a visit.

What are holiday rentals like in Woodstock?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Woodstock. Holiday rentals offer amenities like laundry facilities and kitchens so you'll have all the comforts of home. If you're concerned about cleanliness, a holiday rental can offer a sense of seclusion away from shared hotel lifts and busy lobbies while still allowing you the excitement and enjoyment of travel. You'll also find more space in a holiday rental than in a standard hotel, which makes a holiday rental an attractive choice for families.