Holiday houses in Hampstead

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Top-rated holiday rentals in Hampstead

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Guest favourite
The historic brick building features a classic architectural style, with several evenly spaced windows and two prominent blue doors at the entrance. A pathway leads to the doorway, with a flag displayed on the left side. Lush greenery surrounds the property, creating a serene outdoor setting.
Apartment in Monkton
4.95 out of 5 average rating, 192 reviews

The Fisherman's Lodge at the 1858 Monkton Hotel

Love the outdoors? Love to fish, hike, bike, kayak? All of the above? The Monkton Hotel is a registered landmark that sits on the NCR trail, which runs along the Gunpowder River, home for some of the best trout fly fishing in the country. This fully renovated apartment, themed the "Fisherman's Lodge", is on the second floor and has the latest amenities. Nothing in the area matches the charm, convenience and history. An electric bike store, tube rental and great cafe are all in the same building.

Top Guest favourite
Cabin in Wrightsville
4.98 out of 5 average rating, 252 reviews

The Roundtop Chalet (romantic couples retreat)

Indulge in a getaway to our charming cabin, the perfect retreat for all your special celebrations - be it anniversaries, birthdays, or simply a much-needed escape from routine. Perfectly designed for romantic getaways, this cabin seamlessly blends rustic charm with modern comforts. Savour the warmth of a cozy fireplace, unwinding in a hot tub,and indulge with unlimited lattes, crafted by our Breville Touch Espresso Machine. Embrace serenity at its finest and make memories that will last forever

Top Guest favourite
A warm living room is highlighted by wooden beams overhead and natural light streaming through French doors. A cozy sofa is positioned beside a rustic coffee table adorned with decorative items. Soft greenery is placed on surfaces, enhancing a serene environment.
Cabin in Railroad
5 out of 5 average rating, 135 reviews

The Creek House: Waterfront with Hot Tub & E-bikes

Featured on Magnolia Network’s “In with the Old” Season 1, Ep. 2 (HBO Max), The Creek House is a hidden gem in the heart of Railroad, PA. Nestled between the NCR Rail Trail and two flowing creeks, this location offers both adventure and relaxation at its finest. Explore the over 40 mile bike trail via E-bike, soak in the hot tub while you enjoy sounds of the creek, or ride the train right through the front yard! This idyllic cabin features professionally designed spaces that are sure to please!

Guest favourite
A welcoming porch area features two black rocking chairs positioned near a decorative door with glass panels. A vintage-looking milk can adds rustic charm, while a warm light fixture illuminates the entryway. The surroundings include trees and green space visible in the background.
Guest suite in Parkton
4.92 out of 5 average rating, 78 reviews

Bull House Winery Private Farmhouse Suite

Make some memories at this unique and family-friendly place. This one bedroom with pull out queen sleeper sofa is a great place to visit. The space is located on the same property as the farm winery, adjacent to trails along Gunpowder River, known for fly fishing, swimming, tubing and hiking opportunities. Join us for peaceful sunrises, beautiful sunsets and starry skies. We are close to the NCR, Big Truck Brewery, Inverness Brewery, the Farmyard, historic Manor Mill and other local interests.

Top Guest favourite
A comfortable seating area is highlighted by a green sofa and armchair, complemented by a modern floor lamp. A glass coffee table sits atop a light area rug, while a dining table with four chairs is positioned nearby, offering a cozy space for meals.
Apartment in Westminster
4.99 out of 5 average rating, 100 reviews

The Ivy Loft in Westminster

The Ivy Loft is a beautiful, serene one bedroom loft with private garage entrance. This modern suite is nestled within Westminster, a town rich in history. It is minutes from shopping, historic landmarks, Baugher's PYO farm and orchards and just miles from America's 9th ranked winery. Amenities include a full kitchen, smart tv, WiFi and in-unit laundry. Perfect for R&R, we have included life's little pleasures such as a Nespresso machine, towel warmer and mini library to enhance your stay.

Guest favourite
An inviting evening scene of a charming farmhouse, featuring a white truck parked on a gravel driveway. A fire pit is visible, surrounded by glowing embers. The farmhouse, with a gabled roof and a backdrop of rolling hills, is illuminated softly by exterior lights.
Farm stay in Westminster
4.9 out of 5 average rating, 39 reviews

Triple F Farm. A Country Retreat

A Unique Farm Venue. 35 miles to Baltimore & 52 miles to DC. Perfect for a weekend getaway. Many nearby wineries, hiking, historic towns, local festivals, and Gettysburg . Minutes to multiple wedding venues. Explore or just relax by the pond, the barn side fire pit, and sip wine in the converted historic barn/stables. Unwind the day away in a hammock under a tree covered canopy reading your favorite book. Walk the properties farm trails to a perfect Sunset over looking the countryside

Top Guest favourite
Place to stay in Shippensburg
5 out of 5 average rating, 480 reviews

The Frame ~ Charming Nature Escape ~ Hot Tub ~ BBQ

Escape to the charming 2BR 1Bath A-frame on a secluded wooded property just 10 mins away from Shippensburg, PA. Whether you're looking to savor nature‘s tranquility from the luxurious hot tub, share stories around the fire pit, or explore picturesque Cumberland Valley, this will be the ideal starting point for your adventures. *2 Comfortable BRs *Open Design Living *Full Kitchen *Smart TV *Backyard (Hot Tub, Sauna, Fire Pit, BBQ, Outdoor shower) *High-Speed Wi-Fi *Free Parking *EV charger

Guest favourite
The exterior of the cottage is framed by lush greenery and features a welcoming white facade with green trim. Soft outdoor lighting illuminates the entrance, while flower bushes add a touch of nature to the charming setting.
Cottage in Reisterstown
4.92 out of 5 average rating, 103 reviews

Unique Tiny House Getaway on An Historic Farm

The Hen House Cottage is a tiny house located on an historic farm in central Maryland. It is surrounded by six acres of beautiful pasture and gardens. The Cottage has great light throughout the day, a well-equipped kitchen (microwave, oven, coffee grinder, coffee maker, large fridge, etc.), a full bathroom (with shower), a sleeping area with a comfortable queen-sized bed, dedicated (free) wi-fi, a smart TV, blue tooth sound system, and an eclectic library. Linens and towels are provided.

Top Guest favourite
The exterior view of the log cabin is set amidst a lush, wooded landscape. A stone path leads to the cabin, which features a spacious outdoor deck adorned with plants and seating. The serene ambiance of the surrounding nature invites relaxation.
Place to stay in Airville
4.98 out of 5 average rating, 282 reviews

Waterfront Log Cabin with Hot Tub

Situated on the water's edge of Muddy Creek, this newly renovated log cabin offers a unique, luxury getaway for those seeking a stay immersed in all that nature has to offer. While relaxing on the spacious outdoor deck, you will be treated with a panoramic view of Muddy Creek complete with an occasional sighting of the neighborhood eagle. Perfectly set up for a romantic getaway for two, The Log Cabin on Muddy Creek was created to provide a space for couples to rest and reconnect.

Top Guest favourite
A cozy living area features a yellow sectional sofa adorned with blue and patterned pillows. A glass coffee table with a dark wooden base sits in front. Two framed bird prints hang on the wall above the sofa, while a floor lamp and a decorative mirror enhance the space.
Apartment in Union Bridge
5 out of 5 average rating, 223 reviews

Luxury, Charm and Privacy in Spacious Apartment

This light and airy, basement walkout apartment is located off the beaten path on a beautiful country acre. This airy space is filled with character and charm and is fully equipped. The apartment is perfect for couples, solo adventurers, and business travelers. Located 7 miles from McDaniel College and Westminster, 20 miles from Gettysburg, and 23 miles from Frederick, it's a great location for dining, exploring, shopping and enjoying all the college has to offer.

Top Guest favourite
A tranquil pool area is showcased at dusk, with soft purple lighting illuminating the water. Lounge chairs line the poolside, and trees surround the space, creating a calm and serene environment. The moon is visible in the clear sky, enhancing the peaceful ambiance.
Tent in Westminster
4.97 out of 5 average rating, 106 reviews

Rest and Recharge Retreat

We have a new larger tent for 2026! Queen size bed. We have also added a sauna to our retreat. Rest and recharge at this beautifully landscaped glamping retreat. Enjoy quiet moments of zen in the meditation garden, awake to the birds and butterflies, float the afternoon away in the pool or enjoy stargazing in the hot tub at night. We are set up for a quiet retreat for 2 people. Additional guests must be approved in advance. No parties!

Top Guest favourite
A spacious master suite features a king-size bed with a decorative canopy, flanked by nightstands. Two armchairs provide seating, and a woven area rug adds warmth. A mural depicting nature adorns the wall, while large windows allow natural light. An accessible doorway leads to the bathroom.
Farm stay in Cockeysville
4.95 out of 5 average rating, 142 reviews

The Master's Suite · King Suite, Hunt Valley

A king-size suite in the gatehouse of a 1920s English Tudor estate, deep in Maryland’s horse country — peaceful and private, but an easy drive from the city. • King bed, vaulted ceilings, hand-painted mural • Carrara marble bath with a clawfoot soaking tub • Private sun porch over open farmland • Pool, tennis & miles of farmland to wander • Hunt Valley 10 min · Towson 15 · Baltimore 25 · Ellicott City/Columbia ~35

Popular amenities for Hampstead holiday rentals