Holiday Rentals Woodstock from £132: Find Short-Term Rentals & Holiday Accommodations

Q: 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.

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Our top choices for Woodstock holiday rentals

A small building labeled "The Snowball Stand" with a sign above the entrance.

1. Cozy Guesthouse in Woodstock, MD

Woodstock

Marie E M.

includes taxes & fees

17 Oct - 18 Oct

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.

includes taxes & fees

20 Oct - 21 Oct

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.

includes taxes & fees

22 Oct - 23 Oct

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

4. Cozy Basement Apartment in Columbia

Oakland Mills

iam_ChinChillaa

includes taxes & fees

19 Oct - 20 Oct

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.

includes taxes & fees

19 Oct - 20 Oct

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.

includes taxes & fees

19 Oct - 20 Oct

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.

includes taxes & fees

8 Nov - 9 Nov

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.

includes taxes & fees

3 Nov - 4 Nov

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.

includes taxes & fees

20 Oct - 21 Oct

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

10. Hilltop Retreat w/ Pool, Games & Sunroom

Woodlawn

Curtis G.

includes taxes & fees

17 Oct - 18 Oct

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.

includes taxes & fees

20 Oct - 21 Oct

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.

includes taxes & fees

21 Oct - 22 Oct

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.

includes taxes & fees

19 Oct - 20 Oct

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

Pigtown

Mc H.

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.

includes taxes & fees

19 Oct - 20 Oct

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.

includes taxes & fees

18 Oct - 19 Oct

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

17. The Marle

Old Goucher

includes taxes & fees

15 Oct - 16 Oct

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

includes taxes & fees

28 Oct - 29 Oct

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.

includes taxes & fees

22 Oct - 23 Oct

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

includes taxes & fees

15 Oct - 16 Oct

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Top Woodstock Hotel Reviews

The Hotel at Arundel Preserve

10/10 Excellent

"As always, our room was super clean and ready upon check in. Staff at the desk were five-star. We normally eat away from the hotel, but decided to try the restaurant for breakfast the next day. Very good, hot, and priced pretty good for a hotel restaurant. The ONLY thing that I found bogus, was the pay to park thing. I hadn't been down there since 2024, so it was obviously implemented after that. I don't usually stay at hotels where you have to pay parking."

Renaissance Baltimore Harborplace Hotel

8/10 Good

"The staff was friendly, the restaurant was convenient with great breakfast selections, and the room was clean. Unfortunately, the "heated pool" was very cold. We selected the hotel in part based on the heated pool given that we knew the weekend would be cold and rainy, so it was a disappointment for us and our kids."

Holiday Inn Baltimore BWI Airport by IHG

10/10 Excellent

"Dinner in the restaurant was delicious and reasonably priced. Breakfast was not so good, especially if you had to pay for it. Room furnishings were almost shabby but clean. TV remote was an enigma to us. Staff was delightful, especially front desk, shuttle driver and housekeeping."

BWI Airport Marriott

10/10 Excellent

"From the moment we checked in at the front desk until the moment we were dropped off from the shuttle at BWI the staff interaction was excellent. We especially loved Mo, who takes care of everyone at the bar/restaurant. The discussion was great and the food was delicious. The hotel’s close proximity to the airport and the 24 hour shuttle are the reasons we booked this hotel. We had a 6:00 a.m. flight back to Detroit and we are not morning people. The in-room coffee, punctuality of the shuttle, and kindness from the staff was an added bonus. Thank you!"

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 £132 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. M&T Bank Stadium and Baltimore Inner Harbor Marina 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.

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Treat yourself

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Check prices for these dates

Our top choices for Woodstock holiday 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 holiday rentals that suit your style

Top Woodstock Hotel Reviews

The Hotel at Arundel Preserve

Renaissance Baltimore Harborplace Hotel

Hotel Revival Baltimore

Holiday Inn Baltimore BWI Airport by IHG

Lord Baltimore Hotel

SpringHill Suites by Marriott Baltimore Downtown Convention Center Area

Pier 5 Hotel Baltimore

BWI Airport Marriott

Aloft by Marriott BWI Baltimore Washington International Airport

Find out more about Woodstock

Frequently asked questions

Go further with the Expedia app

Search Holiday Rentals in Woodstock

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Woodstock holiday 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 holiday rentals that suit your style

Top Woodstock Hotel Reviews

The Hotel at Arundel Preserve

Find out more about Woodstock

Frequently asked questions

Go further with the Expedia app