Holiday rentals in Silver Spring

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Top-rated holiday rentals in Silver Spring

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Guest favourite
The cottage features a spacious covered porch with string lights, inviting relaxation. White adirondack chairs are positioned in front, and a pathway leads to the entrance. The exterior is painted in soft yellow, providing a cheerful contrast to the surrounding greenery.
Cottage in Mechanicsburg
4.95 out of 5 average rating, 138 reviews

Creek front cottage w/ porch & fire pit

Make some memories at this unique and family-friendly place. Cottage is conveniently located minutes from everything you need. The cottage has 120’ of creek front access great for fishing, tubing, kayaking and canoeing. The porch has wonderful view of creek and sunsets. Enjoy the fire pit or a game of hoops! Easy access to major highways and Hershey, Carlisle, Lancaster and farm show. Private but minutes to everything convenience means you will hear road when outside. Dogs allowed w/fee.

Top guest favourite
A serene bedroom features a black metal bed frame adorned with crisp white bedding. A bedside table holds a modern lamp and a small plant, while a decorative pillow adds a touch of color. The background showcases a textured wall with subtle, dotted patterns.
Home in Mechanicsburg
4.98 out of 5 average rating, 125 reviews

The Emerald Dragonfly- Kid Friendly, Sleeps 8

Conveniently located 1 mile from Messiah University, 25 minutes from the town of Hershey, and 15 minutes from Ski Roundtop Resort and the city of Harrisburg, The Emerald Dragonfly is a family-friendly, modern, spacious getaway that is home away from home. Enjoy this beautiful 4 bedroom, 2.5 bath townhome that is suited to meet your needs. Local hosts that can provide recommendations, enjoy all Central PA has to offer with the Emerald Dragonfly. Additional unit next door for larger parties.

Top guest favourite
A single-story house is surrounded by lush green grass and a well-maintained landscape. A variety of trees and shrubs can be seen, along with a fenced yard in the background. Bright blue skies and scattered clouds create a serene setting.
Home in Shermans Dale
4.97 out of 5 average rating, 242 reviews

Country retreat, dogs ok, 15 min 81/76, Carlisle

Make yourself at home at the Country Retreat! Close to many area attractions for visitors & highways for through travelers. Plus, a huge fenced in yard & fire pit! Arriving late? The house is fully equipped with all kitchen necessities, Keurig coffee maker, microwave, coffee, tea, snacks, frozen pizzas, & canned soups. Out all day? Return & enjoy dinner under the covered pergola & a drink by the fire. Enjoy some yard games available in the shed. No cleaning/pet fee. $35/person/night over 2.

Top guest favourite
The living area features a comfortable black leather sofa, accompanied by a cozy reading lamp and a coffee table. A large window allows natural light to illuminate the space, revealing views of colorful autumn foliage outside. A dining table is visible, set for meals.
Cottage in Dillsburg
4.96 out of 5 average rating, 336 reviews

Country Cottage by the Redwoods.

This quaint country cottage is nestled in the Redwoods on our Dillsburg property away from the hustle and bustle of a busy life. Relaxing, quiet, not visible from the road but close to: ~ Round Top Mountain Resort ~Paulus Mt Airy Orchards ~Yellow Breeches Creek ~Messiah University. (all within 3 miles) We are central to Gettysburg and Hershey (30 miles), Harrisburg,Carlisle, Boiling Springs, Allen Berry Play house, the Appalachian Trail, and LeTort Spring Run! (all within15 miles)

Guest favourite
Cabin in Mechanicsburg
4.84 out of 5 average rating, 357 reviews

Themed Cabin Booktok Dream Fairy Fae River Kayaks

One of a kind fantasy cabin inspired by ACOTAR, that whispers of Prythian & the cauldrons magic. 2 cozy themed bedrooms await w/queen beds, plus a third sleeping loft reached by ladder, crowned with a king-size bed & couch/Futon in living room for lingering dreams in moonlight. Surrounded by nature yet moments from revelry & nite life. Fire pit & grill under the stars + massage table. Kayaks to glide our nearby creek. For couples, magical gatherings, families with older kids & solo retreats.

Top guest favourite
Place to stay in Shippensburg
5 out of 5 average rating, 451 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

Top guest favourite
The front exterior of the Carlisle Cottage is shown, featuring a light-colored facade and a welcoming green door. A wooden porch is accessible via a set of steps, furnished with two chairs and a small table. An awning provides shade above the entrance.
Home in Carlisle
4.98 out of 5 average rating, 172 reviews

Cute Carlisle Cottage-studio home

Welcome to the Carlisle Cottage. Small, cute & clean. 1 Q bed & addtl. Q air bed avx upon request. Sleeps 2 adults & up to 2 children. Centrally located to shops, restaurants, US Army War College, Dickinson College, Keystone Aquatics & Fairgrounds but not walkable to these locations. Easy I81 on/off access. Minutes to the PA Turnpike. Smoking not allowed indoors but ok on the porch. Receptacle provided. Outdoor cameras for security. Host lives on property in house next door.

Guest favourite
A bright living area features a cozy yellow chair, a low coffee table adorned with a plant and a book, and a television. A staircase with a metal railing leads to the upper level, while an entry door is visible in the background.
Flat in Mechanicsburg
4.94 out of 5 average rating, 196 reviews

Peaceful 2 BR apartment-Centrally located

Centrally located in a peaceful neighborhood of Mechanicsburg this suite is packed with character. It is close in proximity to all that Central Pennsylvania has to offer such as local shopping and restaurants, easy access to Routes 15, 76, 81 and 83, Messiah U, Hershey Park, Ski Roundtop, Appalachian Trail, Local Car Shows, Harrisburg, Carlisle, Gettysburg, Lancaster and more. We do our best to provide all the comfort of home in order to make your stay as pleasant as possible!

Top guest favourite
The bright living area features a comfortable gray sofa and a cozy accent chair, complemented by a vintage rug. A small dining table is visible, and a staircase leads to a lofted sleeping area. Natural light streams through the windows, highlighting the warm wooden accents.
Guest house in Boiling Springs
4.95 out of 5 average rating, 151 reviews

Cozy Farmhouse Cottage

This cottage was once the washhouse for the adjoining 1790's farmhouse and has been recently renovated into a cozy retreat, overlooking the quiet fields and rolling mountains of Boiling Springs. The queen bed in the loft and double bed in the back room offers flexibility for a quick getaway or long-term stays. Head to the private deck for a meal and view of the sunset in the evening. Carlisle is just up the road and Harrisburg is only a 25-minute drive. Come and be refreshed.

Top guest favourite
A spacious open-concept living area features modern cabinetry and a large kitchen island with seating. Warm string lights illuminate the space, highlighting the comfortable seating area and expansive windows that offer natural light. Hardwood floors add a welcoming touch.
Flat in Midtown
4.96 out of 5 average rating, 138 reviews

Midtown's Coolest Penthouse Apt—Free Parking!

Historic Midtown Retreat: Discover the perfect blend of history and modern comfort in our spacious 2-bedroom, 2-bath apartment, located on the top floor of an old department store. Ideal for lively gatherings or cozy escapes, this unique space in Harrisburg’s trendy Midtown offers easy access to Downtown, the State Capitol, and local breweries. Enjoy free off-street parking, a fully stocked kitchen, and in-unit laundry. Explore Hershey and Harrisburg from this unique spot!

Top guest favourite
A modern cottage is nestled among trees, featuring a white exterior and contrasting dark roof. An outdoor patio with string lights provides a seating area, surrounded by natural stone landscaping and large rocks. The inviting structure exudes a serene charm, perfect for relaxation.
Home in Newport
4.99 out of 5 average rating, 442 reviews

Long Acre Farm Stay! Find seclusion on the back 40

Hi! Long Acre Hideaway is a secluded cottage dedicated to providing a quiet place for couples and/or small families to spend quality time with each other and with God. Come to the “back 40” of the farm to relax and rejuvenate! Experience some of the area’s best views on the walk around the perimeter of the farm on a 1.8 mile marked trail! Rest on the deck with a cup of coffee and watch for wildlife or soak in the private hot tub at night and watch the stars!

Top guest favourite
The living area features a mix of seating with a gray sofa and a brown leather chair, arranged around a round coffee table. A large television is positioned on a shelf unit, while soft light enters through a window adorned with sheer curtains.
Home in Midtown
4.97 out of 5 average rating, 651 reviews

Walk to Midtown From Contemporary Uptown Harrisburg Home

Beautifully remodeled, single family, brick rowhome in the "Olde Uptown" neighborhood of Harrisburg. Take advantage of the extra care and personal touches in this property such as complimentary beverages and snacks, continental breakfast items, professionally designed interior, and incredibly comfortable king sized bed. You can walk to the fantastic Broad Street Market, local coffee shop and cafe, and the beautiful riverfront trail.

Popular amenities for Silver Spring holiday rentals