
Holiday houses in Silver Spring
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Top-rated holiday rentals in Silver Spring
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Farm Escape at Deputy Farms
Luxury 2 bedroom apartment in the renovated lower level of a barn. Reconnect with nature at this peaceful,unforgettable escape. Our farmette is nestled away in beautiful countryside, plenty of mountains, with creeks for fishing less than 1 mile away. The famous Appalachian trail entrance is about 1.5 miles away. Stroll our cut flower gardens ( in season) and beautiful property grounds with unparalleled views. Our desire is for folks to unwind, rest, restore, and rediscover the beauty of nature.

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.

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)

Themed Cabin Booktok Dream Fairy Fae River Kayaks
One of a kind fantasy cabin inspired by ACOTAR, that whispers of Prythian and the cauldrons magic . Two cozy bedrooms with plush memory foam toppers await, plus a third sleeping loft reached by ladder, crowned with a king-size bed daybed in living room for lingering dreams. Surrounded by nature yet moment revelry & nite life. Fire pit & grill under the stars,outdoor movie projector & massage table. Kayaks to glide our nearby creek. For couples, magical gatherings, families & solo retreats.

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

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.

Historic B&B all to yourself!
Your family will love having this historic B&B all to yourselves! Originally built to be a tavern in 1790, this 230+ year old building now features all the modern amenities families enjoy. We provide breakfast foods and other treats for you while giving you 100% privacy to make you feel right at home. In the mornings you can use fresh eggs from our chickens to make family breakfasts in a kitchen that has everything you could ask for. In the evening, enjoy a drink in the hot tub!

Cozy 1 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, PA Farm Show Complex & Expo Ctr., Messiah U, Hershey Park, Ski Roundtop, 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!

Pup Friendly Private Space
Welcome, I am Debbie a busy Mama/Grandma with a bunch of millennial children (plus five grandchildren and 5 granddogs). I am excited to be able to offer my beautifully designed space close to Dickinson, the War College, Carlisle Fairgrounds, Appalachian Trail, Harrisburg and Gettysburg. You have your own off-street parking, private entrance and a large bedroom/sitting room with full private bathroom and a microwave/ mini-refrigerator for your convenience.

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.

Quiet, Cozy, Contemporary
Tucked away behind the main road, this “Fairgrounds Flat” studio apartment is centrally located in historic Carlisle Borough. Sparkling clean, contemporary stying, and filled with amenities, you will feel you are at a home-away-from-home. Enjoy a quiet evening on the beautifully arbored deck. An easy ten minute walk will bring you to the heart of downtown where everything is at your fingertips.

A-Frame W/ HOTTub, MountainView,Pickleball/tennis
Welcome to Hilltop Haven A-Frame. Perched on top of the ridge and surrounded by trees, this unique getaway offers breathtaking views, total privacy, and a true connection to nature. Designed for both relaxation and recreation, this home has something for everyone—whether you’re unwinding in the hot tub, gathering around the fireplace, or enjoying a friendly competition outdoors.
Popular amenities for Silver Spring holiday rentals
Other great holiday rentals in Silver Spring

The Cabin - A Private Mountainside Retreat

Market Street Manor - Victorian Getaway + Hot Tub

The Forest Escape

The Falcon’s Nest

Private: In Mechanicsburg/Near Harrisburg/Carlisle

Pine View Log Cabin, Fire Pit, Ping Pong, Cozy

Cozy 2 bedroom home, w/driveway & fenced yard

Farmhouse (Family-friendly/Sleeps 10)
Destinations to explore
- Plainview Holiday rentals
- New York City Holiday rentals
- Tuckahoe Holiday rentals
- Long Island Holiday rentals
- Greater Toronto and Hamilton Area Holiday rentals
- Greater Toronto Area Holiday rentals
- East River Holiday rentals
- Washington Holiday rentals
- Mississauga Holiday rentals
- Hudson Valley Holiday rentals
- Jersey Shore Holiday rentals
- Philadelphia Holiday rentals
- Hersheypark
- Liberty Mountain Resort
- Roundtop Mountain Resort
- Cunningham Falls State Park
- Codorus State Park
- Caledonia State Park
- Hershey's Chocolate World
- Spooky Nook Sports
- Pennsylvania Farm Show Complex & Expo Center
- Sight & Sound Theatres
- Amish Village
- Lititz Springs Park
- Franklin & Marshall College
- Messiah University
- Lancaster County Convention Center
- Poe Valley State Park
- Broad Street Market
- National Civil War Museum
- Giant Center
- Central Market Art Co
- Fulton Theatre
- Middle Creek Wildlife Management Area
- Rausch Creek Off-Road Park
- Catoctin Mountain Park




