
House holiday rentals in Monkton
Find and book unique houses on Airbnb
Top-rated house rentals in Monkton
Guests agree: these houses are highly rated for location, cleanliness and more.

* Gorgeous House w/ Luxury, Charm, & Comfort *
Imagine having your entire family or friends together all under the same roof enjoying a beautifully decorated, renovated house with loads of amenities. Well, imagine no more!!!! This home has it all – 4 beds (3 king / 1 queen) with plush mattresses & high end bedding & 2 baths, 3 smart TVs, washer/dryer closet, open living space w/ 20 ft ceilings leading to farmhouse style kitchen full of functionality & style, and awesome deck w/ sectional couch, mounted TV, montrous picnic table, & 2 heaters.

Dog-Friendly Home | Bedroom on primary + Full AC
Enjoy easy summer stays at Grandma’s House in Owings Mills, a cozy dog-friendly retreat with full AC, fast Wi-Fi, laundry, driveway parking, fully stocked kitchen, and fenced side yard. This nostalgic home sits on a peaceful 1/2-acre lot with mature trees and frequent deer sightings. Perfect for sports families, medical travel, local events, and multi-generational visits with a primary bedroom on main level + a private upstairs. Wegmans nearby; about 30 mins to Baltimore. Permit: RHR-2026-00248

"Merrywell"at Merryland Farm A horse lovers haven
You will have a front row view of a working horse farm from this private guest house on the edge of Country Life Farm's Merryland Thoroughbred Nursery. "Merrywell" A 3 bedroom, stucco on stone historic house dating to the early 1900's. Although you might just want to stay in and enjoy the pastoral views of this conserved property in the Long Green Valley, it is a close drive to all the major attractions of the baltimore area, 10 miles west of Towson and just over the hill from Bordy Vineyard.

1700’s historic waterfront cottage
Be a part of history while staying on this waterfront property of the Ironmaster's Mansion. The two-story stone guesthouse, steps away from the mansion, was built in the year 1715. The timeless character of the home, paired with the peaceful property creates an escape that feels like you've gone back in time, all while being only 20 minutes outside of Lancaster City. The mansion was home to the first treasurer of the US, General Edward Hand’s daughter, and President Buchanan’s fiance.

Secluded home pool & waterfall - Amish community
Welcome to Quiet Brook Oasis Treat yourself to a relaxing weekend in this beautiful secluded creekfront home nestled in the woods that has a private inground pool, with a waterfall. THE POOL IS HEATED ALL YEAR!! (So yes you may swim in the winter! ) Located in peaceful Amish country, southern Lancaster county this newly remodeled home is sure to offer a relaxing and peaceful getaway. This is a perfect retreat for family or a couples romantic weekend. Find us on social media!

Gunpowder Retreat
Unwind and relax with friends & family at this peaceful mid-century modern home. Nestled along the Gunpowder Falls State Park you can enjoy long summer days lounging in the pool under a canopy of trees or take an adventure along the hiking trails easily accessible from the back yard. Although there is no reason to leave this oasis, shopping and restaurants are only a five-minute drive away. Enjoy the beauty of nature without giving up modern comforts in this 4 bedroom, 3 bath home.

Stunning 7BR Lux House in Baltimore
We've taken our 18 years of travel and love for creating memorable moments and developed the perfect stay for you. A hidden gem, nestled in the heart of Baltimore, this gorgeous newly-remodeled 7 BR, 4 Bath House has been updated with amenities such as a Built-in Bluetooth theater speaker system, a master suite with dual showers and freestanding tub, and plenty of natural lighting in our charming sunroom. Elevate your time away with a massage therapist, or special event!

Rustic-Modern Farmhouse Near PA's Top Attractions
Nestled next to the region’s largest cut flower destination, our stunning farmhouse on 48 acres offers tranquility and charm. Minutes from York, Hanover, Gettysburg, Baltimore and Codorus State Park, the home is perfect for family vacations, relaxing getaways or even a peaceful work retreat. Enjoy year-round beauty, a perfectly restored historic home and unique seasonal splendor. Book your stay and experience rustic charm with modern comfort at The Inn at Terra Farms.

The Inn- Newly Renovated Designer Furnished
Newly renovated home features all of the modern amenities families enjoy. A large island, a dining table large living room, a bright sunroom with plenty of seating, as well as a sun porch with a bistro table & chairs, outdoor seating, & 3 spacious bedrooms upstairs each has a queen size bed. The home is a minute's walk from our popular home decor boutique, Gray Apple Market. A 10 minute drive to downtown York & other popular destinations such as the York Fairgrounds.

Spacious 4 Bd House close to Towson & Baltimore
Welcome To Towson aka Tigertown. 4 bd 3.5 bth home is recently renovated complete with heated floor bathrooms, memory foam mattresses and plenty of space for family and friends. Close to Towson University (.9 mi) and Goucher (2 mi) . Dining, shopping, golf, and a 20 minute drive to Baltimore makes this the perfect accommodation for everyone. Wifi and smart TVs provided. Off street parking provided during stay. Basement and garage locked for owner storage.

Cozy cottage on beautiful dairy farm in Strasburg
Tranquil. Refreshing. Restful. These are the perfect words to describe Graystone Cottage, located on a working dairy farm just outside the quaint historic town of Strasburg in Lancaster County, PA. Built in 1753, this 1000 square feet, newly restored limestone cottage was the original settlement home on the 135-acre homestead. Boasting a French country esthetic, this little darling has the most captivating views of rolling hills, a brook, and lush green farmland.

Cozy up in the restored 1820s Miller's House!
The Miller's House is a quaint and beautiful, newly restored two-bedroom house that sits on a small river and is also a national historic landmark. The house has been painstakingly restored recently, with modern amenities you'd expect such as all-new appliances and high speed WiFi. Proximity to the Gunpowder Falls for fishing or tubing, the NCR trail (less than .2 mile away) and endless roads to bike on make it a great escape.
Popular amenities for house rentals in Monkton
House rentals with a pool

Stoney Spring Overlook

Civil War Farm House w/Heated (seasonal) Pool

Peaceful Retreat with pool and great outdoor space

King’s place, hot tub. Pool is open for summer!

The Mint Cottage in Chesapeake City

Family Fun Retreat | Pool, Hot Tub & Game Room

Large Home with Private Pool, Gym, Sauna, 7 Bedroo

Luxury 4 Bedroom - Pool/HotTub/Fire Pit
Weekly house rentals

Covered Bridge Cottage

A-Frame At Oak Hills: Creekside + Hot Tub + Sauna.

Garden Cottage, near Landisville/Nook Sports

True Boho Farm

The Trolley House / Romantic getaway

Waterfront Retreat w/ Hot Tub, Games & Views

The Country Loft

Relax in Phoenix
Private house rentals

Tiger House Welcomes You!

Elegance at Emerald

Waterfront Gem w/ Pier | ~15m to Hopkins & Harbor

The Boxwood Cottage | boutique stay with hot tub

Artful Retreat + Your Home Away from Home

Pre-Civil War Farmhouse / Personal Golf Course

1+ acres! Long/short term—check our calendar!

Private Log Cabin Retreat w/ Hot Tub and Fireplace
Destinations to explore
- New York City Holiday rentals
- Philadelphia Holiday rentals
- Washington Holiday rentals
- Pittsburgh Holiday rentals
- Ocean City Holiday rentals
- Cleveland Holiday rentals
- Raleigh Holiday rentals
- Virginia Beach Holiday rentals
- Niagara Falls Holiday rentals
- Newark Holiday rentals
- Jersey City Holiday rentals
- Baltimore Holiday rentals
- Hersheypark
- M&T Bank Stadium
- Baltimore Convention Center
- Oriole Park at Camden Yards
- Federal Hill Park
- Liberty Mountain Resort
- FedExField
- Johns Hopkins University
- Dutch Wonderland
- Sandy Point State Park
- Spooky Nook Sports
- Hershey's Chocolate World
- Betterton Beach
- CFG Bank Arena
- Patterson Park
- Roundtop Mountain Resort
- University of Delaware
- Cunningham Falls State Park
- Merriweather Post Pavilion
- National Aquarium
- Amish Village
- Six Flags America
- Sight & Sound Theatres
- Catholic University Of America





