Winfield Vacation Rentals

Name: Cozy Guesthouse in Woodstock, MD
Price range: $232 total

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Vacation Rentals in Winfield

DC Luxury Family Retreat in Forest—Spacious Full of Fun w/ Zipline Waterfall

Gaithersburg MD

$794 nightly

$897 total

Dec 11 - Dec 12

Total with taxes and fees

Located in Montgomery Village, this vacation home is a 2-minute drive from Laytonsville Golf Course and 6 minutes from Blue Mash Golf Course.

Hot Tub

Kitchen

Charming 7-bedroom house near Reisterstown

Reisterstown MD

With a stay at this vacation home in Reisterstown, you'll be within a 15-minute drive of Clearview Plaza and Carroll Fitness Center & Racquet Club.

Pool

Kitchen

Bring the whole family to Unique Luxury Home, it is simply home away from home.

Randallstown MD

When you stay at this vacation home in Randallstown, you'll be within a 10-minute drive of Foundry Row and Under Armour Performance Center Baltimore Ravens.

Hot Tub

Washer

Cozy townhome with WiFi and AC in charming Frederick

Frederick MD

Located in Frederick, this vacation home is within a 5-minute drive of Urban Green Bark Park and Worthington Manor Golf Club.

Hot Tub

Kitchen

A private and peaceful oasis with all amenities in quiet scenic Brookeville

Brookeville MD

Located in Brookeville, this vacation home is in a rural location, within a 10-minute drive of Patuxent River State Park and Patuxent River.

Kitchen

Washer

Historic charmer w/firepit surrounded by restaurants, shops and hiking trails

Sykesville MD

A stay at this vacation home places you in the heart of Sykesville, within a 5-minute walk of Sykesville Town Hall and Old Main Line Park.

Kitchen

Washer

19th Century Mansion/Farm House

Taneytown MD

Located in Union Bridge, this vacation home is within a 10-minute drive of Taneytown Shopping Center and Carroll County Public Library Taneytown Branch.

Kitchen

Washer

The blissful house in Howard County with 3 bedrooms 3 bathrooms.

Marriottsville MD

$814 nightly

$863 total

Dec 14 - Dec 15

Total with taxes and fees

With a stay at this vacation home in Marriottsville, you'll be within a 5-minute drive of The Shops at Waverly Woods and West Friendship Shopping Center.

Pool

Washer

Experience Elevated Comfort: Luxe Breeze Townhouse.

Owings Mills MD

$491 nightly

$567 total

Jan 5 - Jan 6, 2026

Total with taxes and fees

Located in Owings Mills, this vacation home is within a 5-minute drive of Northwest Regional Park and Under Armour Performance Center Baltimore Ravens.

Kitchen

Washer

Spacious Home with Private Pool

Reisterstown MD

Located in Reisterstown, this vacation home is a 4-minute drive from BARC Park and 8 minutes from Foundry Row.

Pool

Hot Tub

Charming townhome with WiFi and fitness room in lovely Woodlawn

Woodlawn MD

With a stay at this vacation home in Windsor Mill (Woodlawn), you'll be within a 15-minute drive of Patapsco Valley State Park and Howard County Welcome Center.

Washer

Dryer

Cozy Guesthouse in Woodstock, MD

Woodstock MD

$201 nightly

$232 total

Dec 11 - Dec 12

Total with taxes and fees

Located in Woodstock, this vacation home is within a 15-minute drive of Patapsco River and Howard County Conservancy at Mt. Pleasant.

Pet friendly

Air conditioning

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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.