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Apartment holiday rentals in Western Maryland

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Top-rated apartment rentals in Western Maryland

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Apartment in Davis

4.84 out of 5 average rating, 129 reviews

Walk to Dolly Sods, Mountain Views + Gas Fireplace

Walk to lifts- 70 steps or less! Just a few miles from Canaan Valley Ski Resort & Whitegrass! Hike to Dolly Sods right from the condo ! Whitegrass for lunch!+ High Speed Internet. AT&T has service coverage but if you have Verizon or another carrier I would check before you come. this area is remote so prepare! Afterwards, you will enjoy the views by the gas fireplace! This condo is on the 3rd floor. Nicely updated with stone fireplace, copper counter tops, new appliances, and jacuzzi tub!

1–8 Jun

$147 SGD per night

Guest favourite

Apartment in Fairfax

4.96 out of 5 average rating, 102 reviews

“Fairfax Flat” - Pet Friendly

This is a 2nd floor, 2 bedroom and two bath condo in Fairfax that was just renovated with lots of modern touches and with updated kitchen, new appliances, flooring and all freshly painted. the condo is located a few miles from Interstate 66, Fair Oaks Mall, Fairfax Corner, and tons of shopping and places to eat nearby. The neighborhood is very safe and quite. Other locations that are a short drive are Reston Town Center and George Mason University. I'm here to answer any questions. Thanks.

21–28 Nov

$212 SGD per night

Apartment in Somerset County

4.88 out of 5 average rating, 189 reviews

Ski-in and Ski-out Condo at Seven Springs Resort

PLEASE contact owner before booking for pricing. I have a 3 night minimum over Christmas, New Years, Presidents’ Day and MLK Day weekends. I have a $10/night fee per pet. Stoneridge D34A is a ski in and ski out condo that is close to restaurants, family-friendly activities, nightlife, and 24 hour free shuttle service . You’ll love the condo because of the coziness, the views, and the LOCATION. It is great for couples, solo adventurers,and families(with kids).It sleeps 4. There are 21 steps.

25 Sep – 2 Oct

$200 SGD per night

Guest favourite

Apartment in Dry Fork

4.86 out of 5 average rating, 144 reviews

Taylored Four All Seasons at Slopeside Condos

NON SMOKING & NO A/C * Wifi may be in and out. It tends to be spotty in the areas*. Slopeside Condos at TM. Our balcony looks out to Timberline Mountain. **3rd Floor unit. Close to Canaan Valley, Dolly Sods and so much more. This place has beauty in all four seasons!! Davis and Thomas WV are great towns with shops, coffee, antiques, dining and more. Pet fee: $60 (max. 1 well behaved dog/ NO CATS) Starter supply of TP & PT are supplied. BYO shamp/soap/Xtra paper goods -WELL LIT ENTRY No A/C

3–10 Oct

$217 SGD per night

Guest favourite

Apartment in Somerset County

4.93 out of 5 average rating, 127 reviews

Beautiful, 2 bedroom condo

Come relax on the mountain in this newly renovated two bedroom condo! This mountain retreat is friendly to all: adults, families, friends, or even a romantic getaway! Community pool within walking distance and located next to the golf course! Conveniently located less than 5 minutes from the main lodge and ski slopes. Free shuttle service will pick up and drop off at the lodge! USE OF FIREPLACE BY RENTERS IS PROHIBITED BY HOA! Book now and enjoy all that the Laurel Highlands has to offer!

2–9 Jun

$216 SGD per night

Guest favourite

Apartment in Champion

4.9 out of 5 average rating, 227 reviews

Seven Springs Adventure Condominium

Seven Springs Condominium ready for outdoor enthusiasts or a cozy get away. Just a short shuttle ride to golf, ski, hike, bike, or enjoy the Seven Springs Lodge dinning and/or activities. Or, enjoy a drink and socialize while preparing your own meals in this quiet Swiss Mountain Condominium. One bedroom one bath with large comfortable living area. Fully stocked kitchen for cooking. Cable and internet provided. Microwave, stove, dishwasher, and refrigerator. Keurig and keurig cups provided.

16–23 Oct

$185 SGD per night

Guest favourite

Apartment in Champion

4.86 out of 5 average rating, 115 reviews

The Trailside Retreat at Seven Springs, PA

☀Summer Special☀ Book 2 nights - Get a 3rd night free! Message us for info! The Trailside Retreat is our cozy, newly-updated condo located in the heart of the Laurel Highlands, directly on 7 Springs' Village Trail! Come enjoy the 2 bedroom, 2 bathroom getaway that comfortably sleeps 6 and includes a private saltwater hot tub overlooking the slopes. Guests can enjoy the community pool, hot tub, tennis, and pickleball courts located just a few steps away! One well-behaved pet allowed!

2–9 Jul

$320 SGD per night

Apartment in Basye

4.92 out of 5 average rating, 110 reviews

Fully Renovated 1-Br Condo at Bryce ~ Sleeps 4

This newly renovated condo at Bryce Resort offers access to ski slopes, golf course, zip lining, mountain bike trails and beautiful Lake Laura. You can walk to the beach/kayaking area at the lake. The end-unit condo is located at Bryce Hill Condominiums and has gorgeous lake and mountain views. Ski slopes and other amenities such as tubing, golf course and mountain biking are only 1.5 mile away. Includes fully equipped kitchen, 1 queen & 1 sofa bed, TV and board games for family fun

17–24 Jan

$147 SGD per night

Guest favourite

Apartment in Frederick

4.91 out of 5 average rating, 199 reviews

Your Hideaway awaits/1-bedroom downtown pad.

There is no place like home when you visit our cozy 1 bed/1 bath abode! This 2nd floor unit is nestled in the rear of a historic home that has been converted into condo living. This space checks all the boxes for a weekend getaway or long-term stay. Enjoy an open living/dinning area, a new memory foam king bed, & a fully furnished bathroom! We offer a keyless entry & 1 parking spot - a rarity for downtown living. Residents live above & below. NO pets, loud music, or parties.

24 Feb – 3 Mar

$153 SGD per night

Apartment in Hagerstown

4.82 out of 5 average rating, 266 reviews

Historic & Cozy ~ Near Antietam Battle & WhiteTail

★ TOP-THIRD FLOOR CONDO IN A HISTORY BUILDING – NO ELEVATOR ★ Retreat to the gorgeous 2BR 1Bath top-floor condo in the beautiful turn-of-the-century home in the heart of historic Hagerstown. It offers a relaxing retreat a few steps from the vibrant downtown and close to Antietam Battlefield, Whitetail Resort, and many more landmarks. ✔ 2 Comfortable Bedrooms ✔ Open Design Living ✔ Full Kitchen ✔ Balcony ✔ Smart TVs ✔ High-Speed Wi-Fi ✔ Washer/Dryer ✔ Free Parking

29 Oct – 5 Nov

$259 SGD per night

Guest favourite

Apartment in Mount Jackson

4.93 out of 5 average rating, 127 reviews

Ski and Golf Condo Aspen East Condos Unit 212

Newly renovated condo located at Bryce Resort on ski slopes and golf course. This second floor condo faces the golf course with mountain views. Ski in and ski out. Walk to all of Bryce Resort’s amenities including events at the Shenandoah Center. Fully equipped kitchen with Keurig. 2 queen beds and 1 single bed. Wood burning fireplace. Smart TV’s in living room and bedroom. Washer and dryer. Walk-in shower. Wi-fi. Outdoor pool open seasonally.

16–23 Aug

$215 SGD per night

Guest favourite

Apartment in Hidden Valley

4.96 out of 5 average rating, 187 reviews

Camp Hope Condo at Hidden Valley Resort

Camp Hope Condo is so comfy and cozy. This bear themed property Is conveniently located one lane from the slopes and is the perfect spot to enjoy all of the amenities of resort living. It’s newly remodeled with all new furnishings including a full service kitchen to prepare your own meals. It has a private bedroom with a separate television. It has free WiFi and cable. Get cozy with a wood burning fireplace for those chilly evenings!

24 Nov – 1 Dec

$202 SGD per night

Holiday rentals for every style

Get the amount of space that is right for you

Cabins

Kick off your hiking boots at these rustic lodgings

Cottages

Quaint homes, peaceful surroundings

Flats

Convenient locations with everyday essentials

Popular amenities for Western Maryland apartment rentals

Free parking on premises

Air conditioning

Weekly apartment rentals

Guest favourite

Apartment in Middlecreek Township

4.91 out of 5 average rating, 165 reviews

Prime Location & Serenity - 7 Springs Resort

2–9 Sep

$299 SGD per night

Guest favourite

Apartment in Champion

4.92 out of 5 average rating, 109 reviews

1-Bedroom Condo 4701 Swiss Mountain Seven Springs

5–12 Sep

$254 SGD per night

Guest favourite

Apartment in Oldtown

4.98 out of 5 average rating, 60 reviews

Tara's Cottage

9–16 Jun

$118 SGD per night

Guest favourite

Apartment in Martinsburg

4.98 out of 5 average rating, 57 reviews

The Cozy Villa

27 Jun – 4 Jul

$148 SGD per night

Guest favourite

Apartment in Chambersburg

4.92 out of 5 average rating, 48 reviews

Lovely, Country Apartment, Just Minutes From Town.

27 Aug – 3 Sep

$92 SGD per night

Apartment in Mount Jackson

4.88 out of 5 average rating, 57 reviews

The Room with the Views!

4–11 Jan

$136 SGD per night

Guest favourite

Apartment in Winchester

4.98 out of 5 average rating, 50 reviews

Historic District Downtown Winchester

8–15 Jul

$225 SGD per night

Guest favourite

Apartment in Mercersburg

4.89 out of 5 average rating, 27 reviews

Whitetail Resort Ski-in/Ski-out slope side condo.

10–17 Nov

$154 SGD per night

Pet-friendly apartment rentals

Guest favourite

Apartment in Centreville

4.89 out of 5 average rating, 82 reviews

Peaceful resort- like patio condo

25 Aug – 1 Sep

$194 SGD per night

Guest favourite

Apartment in Basye

4.96 out of 5 average rating, 48 reviews

Lovely getaway condo in the mountains (centric)

25 Nov – 2 Dec

$155 SGD per night

Apartment in Basye

5.0 out of 5 average rating, 4 reviews

Ski/MTB/Golf Condo (#101) - Walk out to slopes!

14–21 Oct

$141 SGD per night

Apartment in Davis

4.82 out of 5 average rating, 51 reviews

#1 - 2 B/R Condo in the Heart of Canaan Valley!

7–14 Nov

$158 SGD per night

Guest favourite

Apartment in Champion

5.0 out of 5 average rating, 91 reviews

1BR Cal King Patio Grill Pool Golf Free Shuttle

12–19 Jun

$264 SGD per night

Guest favourite

Apartment in Champion

5.0 out of 5 average rating, 9 reviews

Awesome Seven Springs Mt Villas Condo! Great View!

30 Nov – 7 Dec

$254 SGD per night

Guest favourite

Apartment in Mercersburg

4.95 out of 5 average rating, 21 reviews

Cozy, renovated Ski & Hiking Getaway - Whitetail

19–26 Jul

$260 SGD per night

Apartment in Mount Jackson

4.87 out of 5 average rating, 85 reviews

Bike,Hike,Relax in Lux! at Bryce Resort

20–27 Mar

$216 SGD per night

Apartment rentals with a pool

Guest favourite

Apartment in Champion

4.98 out of 5 average rating, 64 reviews

Seven Springs 1 Bed (KING) 1 Bath Laurel Highlands

18–25 Jun

$158 SGD per night

Guest favourite

Apartment in Hidden Valley

4.96 out of 5 average rating, 25 reviews

Quiet Modern 2BR + Loft in the Laurel Highlands

21–28 May

$175 SGD per night

Guest favourite

Apartment in Farmington

5.0 out of 5 average rating, 60 reviews

Woodlands Hideaway Cozy Retreat

21–28 Feb

$233 SGD per night

Guest favourite

Apartment in Hidden Valley

4.94 out of 5 average rating, 52 reviews

Lovely 2 bedroom condo - walk to lift and pool

20–27 Feb

$193 SGD per night

Guest favourite

Apartment in McHenry

4.97 out of 5 average rating, 99 reviews

Lake Access/2BR/2Bath/full kitchen/pool/5m to Wisp

16–23 May

$192 SGD per night

Guest favourite

Apartment in Somerset

5.0 out of 5 average rating, 95 reviews

Walk to Pool|Serene Sunset Haven|Nature|King Bed

21–28 Jul

$404 SGD per night

Guest favourite

Apartment in Champion

5.0 out of 5 average rating, 22 reviews

Sleeps 6, 2BR, 5BD, FREE Shuttle, POOL, 7 Springs

3–10 Dec

$511 SGD per night

Guest favourite

Apartment in Champion

4.97 out of 5 average rating, 34 reviews

7 Springs! Shuttle stop, garage, private entry!

25 May – 1 Jun

$359 SGD per night

Destinations to explore