Holiday rentals in Silver Spring

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Top-rated holiday rentals in Silver Spring

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Top guest favourite
The entrance features a set of double black doors framed by wooden paneling, inviting guests inside. Lanterns are positioned on either side, and seasonal wreaths adorn the doors, contributing to a warm welcome. The surrounding walls showcase a rustic white barn aesthetic.
Barn in Mechanicsburg
4.98 out of 5 average rating, 396 reviews

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.

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
4.95 out of 5 average rating, 316 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
The exterior of a spacious house is visible, featuring a stone façade and a large garage. A well-maintained yard includes colorful flowering bushes and green grass, with a concrete walkway leading to the front entrance. Window details highlight the welcoming atmosphere.
Guest suite in Harrisburg
4.88 out of 5 average rating, 613 reviews

Hill View Home

This is a spacious downstairs apartment in a beautiful newer house in a quiet neighborhood. The apartment has private entrance and a yard. There are two bedrooms. If your party has more than two people, or if you need two separate beds, there is an additional $20 charge for the second bedroom per night. The house is located close to I-81 and highway 322 less than 10 minutes drive from the state capitol and the beautiful Susquehanna river and 25 minutes from Harrisburg International Airport.

Top guest favourite
An open floor plan is displayed with a full kitchen visible in the background. A cozy living area features a brown leather loveseat and a recliner. In the spacious sleeping area, a large bed is situated next to a dresser, with windows allowing natural light to brighten the room.
Guest suite in Mechanicsburg
5 out of 5 average rating, 37 reviews

Mountain View Studio Apartment

Cozy studio with mountain views in a quiet rural setting ideal for couples, small families, or businesses traveler seeking a cost effective, clean, and comfortable stay. Conveniently located 1 mile from Yellow Breeches Creek, Appalachian Trail (5 min), Ski Roundtop (20 min), Mechanicsburg (10 min), Carlisle (15 min), Camp Hill (15 min), Harrisburg (20 min), Hershey (35 min), Gettysburg (35 min), and much more in the Harrisburg area. Monroe Township Certificate of Use Permit 2025-26 STR

Superhost
A spacious green lawn stretches out beneath a bright blue sky adorned with fluffy white clouds. A charming house with a sloped roof and garage is visible on the left, while a large shed with three doors stands to the right, framed by surrounding trees.
Farm stay in Mechanicsburg
4.87 out of 5 average rating, 62 reviews

Hootin Nanny’s Hideaway

Welcome to your luxury accommodations with 2 bedrooms. Nestled in the country yet close to everything! Quality mattresses, bedding and towels with a rustic ambience! Enjoy gorgeous sunrises and sunsets, view wildlife deer, turkeys and horses next door! Loads of parking for trucks and trailers! Direct creek access 1 mile away. conodoquinet creek - kayaking, swimming fishing! Private entrance to your two bedroom apartment complete with full kitchen and bath. There are steps to navigate.

Top guest favourite
A well-furnished living area is highlighted by a comfortable sofa adorned with decorative pillows and a textured throw blanket. A wooden coffee table holds woven baskets and books. Natural light fills the space, where a dining area with a simple tabletop and chairs is visible in the background.
Flat in Mechanicsburg
4.92 out of 5 average rating, 144 reviews

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!

Guest favourite
A cozy room features exposed brick walls, adding character to the space. A large television is mounted above an ornate fireplace, while a small desk and a chair provide a workspace. Natural light enters through the large windows, dressed with elegant shades.
Flat in Downtown Harrisburg
4.92 out of 5 average rating, 440 reviews

Harvest Moon Suite @ Walnut Place

Entire apartment in the heart of Downtown Harrisburg central business district. The unit overlooks capitol park. Access to a shared private courtyard. Neighboring buildings include Strawberry Square/Hilton, Gamut Theatre, Harrisburg University, Temple University PA Chamber of Business, Rachel Carson building. Very safe location. **Strictly non-smoking inside the building. A $500 fee will be applied for any violations.** Detailed parking information can be found in the photos.

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, 146 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 bedroom showcases a wooden bed frame with a patterned white bedspread, accompanied by decorative pillows. Soft lighting is provided by wall sconces on either side. A sleek plant and small bedside table add a touch of greenery, while a natural area rug complements the wooden floor.
Flat in Carlisle
4.92 out of 5 average rating, 396 reviews

Historic Home in Downtown Carlisle - Free Parking!

Enjoy this 2 bedroom historic home in Downtown Carlisle, PA. This home is recently renovated, has free on street parking, and is within walking distance to downtown Carlisle. This rental is located UP a flight of steep steps! This rental is a townhouse, there are neighbors on both sides and below! This space is IN TOWN, please expect to hear the noises associated with living in town. Please do not book if you are not used to townhouse, in town, noise level! Space is SMALL.

Top guest favourite
A spacious bed with white bedding is positioned against a pale green wall. A framed artwork featuring a butterfly collection is displayed nearby. A wooden nightstand holds a lamp and essentials, complementing the serene atmosphere of the room.
Guest suite in Carlisle
4.97 out of 5 average rating, 1,053 reviews

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.

Guest favourite
Cabin in Mechanicsburg
4.83 out of 5 average rating, 332 reviews

Fae Themed Cabin Magic Fantasy Fairy Book Kayaks

Gather & relax at this one of a kind fantasy themed cabin. THE CABIN inspired from ACOTAR book series. 2 bedrooms w/ comfy memory foam toppers, and a 3rd sleeping loft with ladder access, w/ king size bed mat, & daybed/ in living room. Peaceful getaway surrounded by nature yet close to food & fun. Fire pit & grill. Portable Massage Table & outdoor movie projector Perfect for couples, gatherings, or a solo retreat spot. Kayaks for guests

Top guest favourite
A spacious wooden deck is surrounded by lush greenery, featuring a cozy seating arrangement. Stone steps lead to a tidy garden area with seasonal plants and a raised stone terrace, enhancing the inviting outdoor space of the studio apartment.
Flat in Carlisle
4.95 out of 5 average rating, 383 reviews

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.

Popular amenities for Silver Spring holiday rentals