Woodstock Holiday Rentals

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Holiday Rentals in Woodstock

Holiday Home in 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 NZ$410
includes taxes & fees
29 Nov - 30 Nov
Cozy Guesthouse in Woodstock, MD

Houseboat in Canton

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 NZ$1,120
includes taxes & fees
20 Nov - 21 Nov
Luxe Houseboat with Epic 360 Views of Baltimore Harbor

Houseboat in Inner Harbor

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 NZ$1,195
includes taxes & fees
3 Dec - 4 Dec
Luxe Houseboat: Breathtaking Skyline 360 Views

Apartment in Fells Point

9.8 out of 10, Exceptional, (198)
"Great place all around "
United States
Sophia F.
The price is NZ$365
includes taxes & fees
30 Nov - 1 Dec
Cozy Fells Point Gem / In The Heart of Fells Point

Apartment in Downtown Baltimore

9.8 out of 10, Exceptional, (11)
"My boyfriend and I had an amazing stay here -- the space was clean and exactly as advertised, we were able to find very affordable parking in multiple garages close by, and we were within walking distance of Camden Yards for the Orioles game. We would love to stay here again!"
United States
Kiara D.
The price is NZ$351
includes taxes & fees
20 Nov - 21 Nov
1Bed/Bath Apt in Baltimore 5 min to hospitals, coffee shops, Inner Harbor &more

Apartment in Barclay

8.8 out of 10, Excellent, (8)
"The place was wonderful! "
United States
Katherine S.
The price is NZ$262
includes taxes & fees
20 Nov - 21 Nov
Charle's Village Cozy Studio,

Holiday Home in Fells Point

9.6 out of 10, Exceptional, (90)
"Lenny & his housekeeper Elviea were exceptionally helpful, funny and a delight to be with! I spent two weeks here & it was the best place I've ever stayed compared to my stays in Korea, Ireland & several other US cities. Highly recommend!"
United States
Edward J.
The price is NZ$355
includes taxes & fees
25 Nov - 26 Nov
Hidden Fells Point Gem / Private Courtyard Patio

Holiday Home in Upper Fells Point

9.0 out of 10, Wonderful, (12)
"Loved thank this wonderful place allowed dogs! The neighborhood is very dog-friendly, and the place was very clean. Highly recommend! "
United States
Virginia K.
The price is NZ$523
includes taxes & fees
20 Nov - 21 Nov
Discover Charm City from a Cozy Retreat

Apartment in Catonsville

10.0 out of 10, Exceptional, (54)
"I am so glad we found this gem as it was perfect for our visit. "
United States
Deborah Ann M.
The price is NZ$286
includes taxes & fees
23 Nov - 24 Nov
Rollingside Guest Suite

Holiday Home in Berea

2.0 star property
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 NZ$371
includes taxes & fees
24 Nov - 25 Nov
family-friendly 2-bedroom home in Baltimore with WiFi, AC, Pool table, Poker

Holiday Home in South Baltimore

8.4 out of 10, Very good, (36)
"Beautiful place - nice area - a little sisappointed there we no paper towels or trash bags but that was really the worst of it - everything else was great! "
United States
Sheila D.
The price is NZ$529
includes taxes & fees
30 Nov - 1 Dec
Rooftop Deck Escape! Free Parking!

Holiday Home in Upper Fells Point

10.0 out of 10, Exceptional, (32)
"Awesome place.. take advice on parking when offered "
United States
Steven B.
The price is NZ$364
includes taxes & fees
30 Nov - 1 Dec
Romantic Hot Tub Getaway, Walking Distance to Fells Point

Apartment in Hampden

9.6 out of 10, Exceptional, (7)
" The house was an ideal location for our visit - close to family and in a neighborhood with walkable access to great shops and coffee/ice cream/food - Geoffrey's house provided us with all that we needed for our stay and the nearby parks were great for dog walking."
United States
Anonymous traveller
The price is NZ$364
includes taxes & fees
20 Nov - 21 Nov
Blue House in Hampden

Holiday Home in South Gate

9.4 out of 10, Exceptional, (13)
"This was great for our stay. Nice place to come back to at the end of the day. It’s in a quiet neighborhood and being a lower level there is no traffic noise either. Great communication with the host and the description of the listing is accurate. Enjoy!"
United States
Jack B.
The price is NZ$224
includes taxes & fees
30 Nov - 1 Dec
Lower Level Loft - Adorable Studio Apt. Near BWI

Apartment in Belair - Edison

2.0 star property
The price is NZ$133
includes taxes & fees
30 Nov - 1 Dec
Townhouse Basement - Apartment D

Holiday Home in 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 NZ$337
includes taxes & fees
3 Dec - 4 Dec
* Beautiful Oasis w/ No Detail Spared *

Apartment in Fells Point

9.0 out of 10, Wonderful, (29)
"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 NZ$434
includes taxes & fees
21 Nov - 22 Nov
Cozy Modern Micro Apt in the Heart of Fells Point!

Apartment in Lutherville-Timonium

9.2 out of 10, Wonderful, (41)
"Nice little apartment with all the ammenities. Maura and Pete were easy to get in touch with and had great, clear answers for any questions I had. "
United States
Laura H.
The price is NZ$306
includes taxes & fees
20 Nov - 21 Nov
* Private Suite Full of Style & Comfort *

Holiday Home in New Northwood

2.0 star property
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 NZ$863
includes taxes & fees
24 Nov - 25 Nov
Charming Urban Retreat: 4 Bedroom, 2 Bath Townhouse in Baltimore City, Maryland

Holiday Home in South Baltimore

2.0 star property
10.0 out of 10, Exceptional, (1)
"The hosts were very communicative. I never had to wait for a response. If you are looking for a home with all the comforts of home, this is the place. There were plenty of towels, dishes, seating, etc. The house is exactly as described. Yes, the parking situation is tight but it was very manageable for us in a Sprinter van. The location is vey close to the local sports arenas and a casino is near. If my plans bring me back to the area, I would definitely stay again. The smartlock option was a...
United States
Doris H.
The price is NZ$457
includes taxes & fees
30 Nov - 1 Dec
NEW ON VRBO ★ Fed Hill★Family★ 3BR 2BA★2 Parkings★Full Kitch★Walk score 92
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, 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 NZ$211 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.