Holiday Rentals in Woodstock

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Holiday Rentals in Woodstock

Cozy Guesthouse in Woodstock, MD

Woodstock
2.0 out of 10, (1)
"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 €205
includes taxes & fees
28 Nov - 29 Nov
Cozy Guesthouse in Woodstock, MD

Luxe Houseboat: Breathtaking Skyline 360 Views

Baltimore
10.0 out of 10, Exceptional, (22)
"What an amazing experience. From check-in to check-out and everything in between, it was by far one of the best experiences I’ve had in a very long time! "
United States
Tie A.
The price is €559
includes taxes & fees
8 Dec - 9 Dec
Luxe Houseboat: Breathtaking Skyline 360 Views

Luxe Houseboat with Epic 360 Views of Baltimore Harbor

Baltimore
10.0 out of 10, Exceptional, (11)
"Everything was wonderful - the boat was just as described, even wit a few extra touches that meant a lot - snacks, water bottles, shampoo/conditioner, plenty of hangers, and the SUPER clean, just to name a few! We would love to stay again! Thank you so much!"
United States
Maggie P.
The price is €498
includes taxes & fees
3 Dec - 4 Dec
Luxe Houseboat with Epic 360 Views of Baltimore Harbor

5 Mi to Downtown Baltimore: Quiet Home w/ Porch

3.0 star property
Rosedale
10.0 out of 10, Exceptional, (1)
The price is €431
includes taxes & fees
9 Dec - 10 Dec
5 Mi to Downtown Baltimore: Quiet Home w/ Porch

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 €103
includes taxes & fees
8 Dec - 9 Dec
Entire House 1BD King Bed near Downtown

* Private Suite Full of Style & Comfort *

Lutherville-Timonium
9.2 out of 10, Wonderful, (41)
"Owners were receptive when needed. All went smoothly. "
United States
David M.
The price is €153
includes taxes & fees
28 Dec - 29 Dec
* Private Suite Full of Style & Comfort *

Modern New Suite Close to US Capital and BWI Airport

Pasadena
7.0 out of 10, Good, (2)
"Check in was super easy and he was very nice and accommodating. Location was easy enough to find and his instructions were very clear. Thank you! "
United States
Brittnie A.
The price is €131
includes taxes & fees
6 Dec - 7 Dec
Modern New Suite Close to US Capital and BWI Airport

family-friendly 2-bedroom home in Baltimore with WiFi, AC, Pool table, Poker

2.0 star property
Berea
9.6 out of 10, Exceptional, (4)
"Everything was great, easy check in and simple and clean space!!! Amazing thank you"
United States
michael t.
The price is €209
includes taxes & fees
6 Dec - 7 Dec
family-friendly 2-bedroom home in Baltimore with WiFi, AC, Pool table, Poker

Cozy Modern Micro Apt in the Heart of Fells Point!

Fells Point
9.0 out of 10, Wonderful, (30)
"My girlfriend and I enjoyed our getaway in Fells Point. A modern makeover with some rustic charm makes the unit a very enjoyable space. Within walking distance to good coffee, great food and fun music. We will be back!"
United States
Andrew W.
The price is €217
includes taxes & fees
28 Nov - 29 Nov
Cozy Modern Micro Apt in the Heart of Fells Point!

Stylish 1 BD 1 BA Duplex Near Arundel Mills Mall, Live Casino, FT Meade!

Hanover
9.0 out of 10, Wonderful, (2)
"Overall property was clean. Furniture and appliances were up to date. No thermometer access was my only issue."
United States
Justin P.
The price is €202
includes taxes & fees
29 Nov - 30 Nov
Stylish 1 BD 1 BA Duplex Near Arundel Mills Mall, Live Casino, FT Meade!

Charming Urban Retreat: 4 Bedroom, 2 Bath Townhouse in Baltimore City, Maryland

2.0 star property
New Northwood
9.8 out of 10, Exceptional, (10)
"Clean with comfortable beds, pleasant spaces to cook, eat, and relax."
United States
Susan L.
The price is €440
includes taxes & fees
29 Nov - 30 Nov
Charming Urban Retreat: 4 Bedroom, 2 Bath Townhouse in Baltimore City, Maryland

Secluded Tiny Pool House -Private Pool -Self Check in

Glen Burnie
8.8 out of 10, Excellent, (9)
"Absolutely loved it, very quiet and peaceful, Jordan is an excellent host"
United States
Robert F.
Secluded Tiny Pool House -Private Pool -Self Check in

Hudson house

3.5 star property
Canton
The price is €290
includes taxes & fees
28 Dec - 29 Dec
Hudson house

Cozy Basement Apartment in Columbia

Columbia
8.4 out of 10, Very good, (6)
"Our host Zara was extremely responsive and helpful. Would stay here again."
United States
iam_ChinChillaa
The price is €122
includes taxes & fees
28 Nov - 29 Nov
Cozy Basement Apartment in Columbia

Sleek and Cozy Micro Fells Point Residence!

Fells Point
9.0 out of 10, Wonderful, (36)
"Very clean space, nicely decorated & was located near lots of things to do "
United States
Lindsey P.
The price is €217
includes taxes & fees
30 Nov - 1 Dec
Sleek and Cozy Micro Fells Point Residence!

Cozy 2-bedroom apartment in charming Laurel

Savage-Guilford
10.0 out of 10, Exceptional, (3)
"Clean, quiet, centrally located "
United States
Kimberli S.
The price is €250
includes taxes & fees
29 Nov - 30 Nov
Cozy 2-bedroom apartment in charming Laurel

Charle's Village Cozy Studio,

Barclay
8.8 out of 10, Excellent, (8)
"The place was wonderful! "
United States
Katherine S.
The price is €172
includes taxes & fees
1 Dec - 2 Dec
Charle's Village Cozy Studio,

HUGE 2 Bedroom Apt FREE parking II Queen Bed

Midtown
8.4 out of 10, Very good, (5)
"We came to visit a family member who lives nearby in Bolton Hill and was performing in a concert. This was walking distance and just perfect. We also really appreciated that our furry family member was also welcome. The apartment is wonderfully spacious and comfortable, too. Christopher always responded promptly to our every need. Thank you!"
United States
Catherine Dominique P.
The price is €241
includes taxes & fees
29 Nov - 30 Nov
HUGE 2 Bedroom Apt FREE parking II Queen Bed

* Beautiful Oasis w/ No Detail Spared *

Lutherville-Timonium
9.8 out of 10, Exceptional, (46)
"Great property and value. Will be first choice on future stays in the area."
United States
Richard G.
The price is €168
includes taxes & fees
2 Dec - 3 Dec
* Beautiful Oasis w/ No Detail Spared *

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 €112
includes taxes & fees
8 Dec - 9 Dec
1-BD Home near Stadiums Free Parking
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

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, apart-hotels, 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 favorite 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 depends 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 €103 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 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?

Rooftop Deck Escape! Free Parking!: This holiday home rental outside of Woodstock is located in the city centre, and has a balcony, a selection of games and a BBQ 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 that you can cook with friends or family.

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 Waverly Woods Golf Club 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.