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Woodstock Holiday Rentals

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Our top choices for Woodstock holiday rentals

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 NZ$393
includes taxes & fees
6 Sept - 7 Sept
Cozy Guesthouse in Woodstock, MD

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 NZ$312
includes taxes & fees
15 Sept - 16 Sept
Rollingside Guest Suite

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 NZ$214
includes taxes & fees
9 Sept - 10 Sept
Cozy Basement Apartment in Columbia

4. Fox Cottage *Pet Friendly*

Fox Cottage *Pet Friendly*
Catonsville
10.0 out of 10, Exceptional, (58 reviews)
"Great place to stay. "
United States
Kim P.
The price is NZ$502
includes taxes & fees
14 Sept - 15 Sept
Fox Cottage *Pet Friendly*

5. Cozy & inviting 2BD 2BTH Apt Home

Cozy & inviting 2BD 2BTH Apt Home
Owings Mills
The price is NZ$443
includes taxes & fees
14 Sept - 15 Sept
Cozy & inviting 2BD 2BTH Apt Home

6. 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 NZ$252
includes taxes & fees
18 Sept - 19 Sept
Charming studio with 1 queen sofa bed and 1 full bath . With AC, WiFi and TV

7. 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 NZ$295
includes taxes & fees
7 Sept - 8 Sept
Newly Renovated Cozy Basement w/Private Entrance

8. Luxury Serene 3 BR Family Home • Spacious Kitchen/Huge Yard • Quiet • Near Parks

Luxury Serene 3 BR Family Home • Spacious Kitchen/Huge Yard • Quiet • Near Parks
Milford Mill
The price is NZ$813
includes taxes & fees
7 Sept - 8 Sept
Luxury Serene 3 BR Family Home • Spacious Kitchen/Huge Yard • Quiet • Near Parks

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

Enjoyable 3-bedroom townhome with AC in vibrant Baltimore
Woodlawn
8.0 out of 10, Very good, (4 reviews)
"This was a decent stay. The host was the best"
United States
Adam L.
The price is NZ$600
includes taxes & fees
8 Sept - 9 Sept
Enjoyable 3-bedroom townhome with AC in vibrant Baltimore

10. 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 NZ$527
includes taxes & fees
4 Oct - 5 Oct
Private Guest Suite in Columbia • King Bed • Free Parking

11. * 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 NZ$295
includes taxes & fees
7 Sept - 8 Sept
* Private Suite Full of Style & Comfort *

12. 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 NZ$437
includes taxes & fees
7 Sept - 8 Sept
Royal Haven 2k SqFt Sleeps 6 Free St Prk

13. 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 NZ$330
includes taxes & fees
7 Sept - 8 Sept
Private ground-level studio suite

14. * Beautiful Oasis w/ No Detail Spared *

* Beautiful Oasis w/ No Detail Spared *
Lutherville-Timonium
9.8 out of 10, Exceptional, (58 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 NZ$324
includes taxes & fees
7 Sept - 8 Sept
* Beautiful Oasis w/ No Detail Spared *

15. 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 NZ$500
includes taxes & fees
10 Sept - 11 Sept
Regal Residence Kng Suite 2k SqFt w/Free St Prk

16. * 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 had a lovely stay here. Hosts were extremely thoughtful and made our stay comfortable and cozy. Place was very clean. I would highly recommend!"
United States
Jeff and Heidi K.
The price is NZ$454
includes taxes & fees
7 Sept - 8 Sept
* Lovely Gem w/ Perfect Combo of Flair & Class *

17. 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 NZ$203
includes taxes & fees
21 Sept - 22 Sept
Entire House 1BD King Bed near Downtown

18. 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 NZ$421
includes taxes & fees
7 Sept - 8 Sept
Cozy Modern Micro Apt in the Heart of Fells Point!

19. * Stunning New Bungalow Perfect for Everyone *

* Stunning New Bungalow Perfect for Everyone *
Lutherville-Timonium
9.8 out of 10, Exceptional, (113 reviews)
"This cute bungalow felt like home from the minute we stepped inside. Very nicely decorated, comfortable bed, convenient location & very responsive hosts. Was a perfect stay! "
United States
Lynn P.
The price is NZ$461
includes taxes & fees
16 Sept - 17 Sept
* Stunning New Bungalow Perfect for Everyone *

20. 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 NZ$699
includes taxes & fees
7 Sept - 8 Sept
Cozy Retreat Near Fort Meade | Fire Pit
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$203 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 Maryland Zoo, or get out into nature at a spot like Patapsco River. Oriole Park at Camden Yards and M&T Bank Stadium are other popular places to visit in the area.

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.