Holiday rentals with a pool in Frostburg

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Top-rated rentals with a pool in Frostburg

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Top guest favourite
The lodge features a striking architectural design with a wooden ceiling and stone accents, surrounded by a forest backdrop. A large deck with wooden railings extends from the structure, providing a welcoming entrance to the space.
Home in Oakland
4.95 out of 5 average rating, 234 reviews

Sledding Hill-Hot Tub By Firepl.+F.wood-Pool memb.

LAZY BEAR LODGE AT DEEP CREEK LAKE (3200 sq. ft.) Need some quality time away but want to avoid crowds & still be close to everything at the Lake? Secluded & private on 3 acres in a serene forest of hemlock trees & boulders, this natural space is calming & architecturally pleasing for the soul! Cares slip away with the smell of a real wood fire, rustic décor, warm color paints, stone and wood. HotTub by fireplace on deck. CARC membership, lots of firewood and extras. Large private sledding hill!

Top guest favourite
An inviting open-concept living space is highlighted by vaulted ceilings and ample natural light. The kitchen features modern stainless steel appliances and a spacious island. A comfortable seating area with a leather couch and stylish decor is situated nearby, enhancing the home's welcoming ambiance.
Townhouse in McHenry
5 out of 5 average rating, 76 reviews

Our Lovely Lake Retreat

Spacious 3 bedroom, 2.5 bath townhome with gorgeous views of Deep Creek Lake and WISP ski slopes. The newly updated townhome sleeps 8 comfortably. You will enjoy the air conditioning, fully equipped kitchen & grill, wood burning fireplace and 4 smart TV's. 15 steps up to entrance. Neighborhood amenities: indoor community pool, picnic tables, dock and a beach/sand area (kids will love). Level lakefront access right across the street. Min age to rent 25. Max 3 cars. HOA rule: no trailers/campers.

Top guest favourite
The ranch house is highlighted by a vibrant red roof, set against a backdrop of lush greenery. Large windows provide ample natural light, and a spacious patio with seating areas invites relaxation. The surrounding lawn is well-manicured, enhancing the property’s peaceful setting.
Home in Hyndman
4.99 out of 5 average rating, 159 reviews

Wills Mountain Ranch

Lovely, private home overlooking our beautiful valley with breathtaking views of Wills Mountain. It is the perfect setting for a family retreat/reunion. The ranch house has a red roof in the pictures. My husband & I live in the 3 story. We have a in-ground pool on property (heated from Mid-May to early September), a gas grill, and fire pit on the large scenic patio for your enjoyment. The large windows & patio offer a spectacular view of Wills Mt. The ranch house offers a quiet getaway retreat.

Superhost
A spacious living area features a large stone fireplace, casting a warm glow. A plush leather sectional sofa faces a sizable projection screen displaying a close-up image of a leopard. A decorative table rests in front of the seating area, enhancing the inviting ambiance.
Home in McHenry
5 out of 5 average rating, 11 reviews

8 BR, HotTub, Sauna, Ski-In/Out, Limo Golf Cart MD

The new Lakeview Luxe Estate (named for it’s stunning views) is where the dream, group vacation experience comes together through the eyes of an award-winning developer and engineers. This 8 bedroom mansion is the latest iteration in a series of ultra-luxurious group vacation homes that the dream team has designed. Luxe is nearly identical to our Aurora Point Chateau property at Timberline Resort - which books up months in advance and has received rave reviews - but this home is even Grander!

Top guest favourite
The exterior of the Craftsman-style home features a welcoming front porch with wooden rocking chairs. Lush green shrubs and blooming flowers add color to the landscape, while a spacious deck is visible in the background. A stone path leads to the front entrance.
Home in Oakland
4.9 out of 5 average rating, 101 reviews

Spacious Home Near All Deep Creek MD Has to Offer

Nearby endless opportunities to explore the area, including, skiing, hiking, boating, swimming and nightlife, Wine Down offers the perfect basecamp for every member of your crew with inviting Craftsman-style elements and noteworthy amenities both inside and out! The open concept on the main floor and the rec room on the second floor takes the effort out of entertaining guests of all ages. No matter how you choose to unwind, Wine Down will surely make your Deep Creek vacation one to remember!

Top guest favourite
Cabin in Oakland
4.99 out of 5 average rating, 67 reviews

“Magical” Romantic Cabin*HotTub*Pets*10 min toWISP

Escape to our charming Hemlock Cabin, nestled among the trees & designed for ultimate relaxation. Just a 1/4 mile from local restaurants & shopping, you'll enjoy the perfect blend of nature & convenience. This brand new cabin features 2 cozy BRs, full kitchen, hot tub & a modern bathroom, making it ideal for families or a getaway with friends. Access to Starlink WIFI and YouTube TV keeps you connected. And don't forget, we're dog-friendly, so your furry companions can join in on the adventure!

Top guest favourite
A cozy living area features a stone fireplace as a focal point, complemented by a round woven coffee table. Seating includes a light-colored armchair and a blue sofa. Nearby, an open kitchen and dining area can be seen, with a wooden dining table and chairs.
Apartment in Oakland
5 out of 5 average rating, 34 reviews

Landlocked @ DCL Lakefront *Close to Wisp*

Discover *Landlocked* at Deep Creek Escape to a cozy lakefront condo at Deep Creek Lake, nestled in the historic Red Run Condos. Enjoy stunning lake views, direct access to the water, and amenities like a private dock, pool, and tennis courts. Just minutes from Wisp Ski Resort, Lakeside Creamery, and top restaurants. Relax by the indoor fireplace or the lakeside fire pit. Perfect for families, couples, and adventurers alike. Experience the best of Deep Creek from your serene, modern retreat.

Top guest favourite
Home in Oakland
4.96 out of 5 average rating, 271 reviews

Amazing Views! | 4BD/4.5BA | Dock, WISP, Hot Tub

Get away from it all! Our home features four large bedroom suites, two spacious family rooms, elevated deck lake views, and a boat slip. And pets are welcome! Nestled on a wooded hillside, you will love the feeling of seclusion while still being central to all DCL activities. We offer a new kitchen and comfortable home furnishings that invite you to unwind. Gather around the fireplace, relax in the hot tub, get on the lake, or step outside onto the deck, and enjoy that fresh mountain air!

Top guest favourite
An aerial view reveals a spacious historic home surrounded by well-maintained lawns and vibrant trees. A red barn is visible in the background, alongside a winding driveway leading to the house, which features manicured gardens and colorful foliage indicating the changing seasons.
Farm stay in Mount Savage
4.98 out of 5 average rating, 47 reviews

Scenic Getaway with Indoor Pool on GAP Trail

Escape to Mount Savage Farm in the Allegheny Mountains of Western MD. Relax and soak in the serenity of an 80 acre farm. The farm is a destination in itself with an indoor pool, hot tub, patio with grill and fire pit, and plenty of space to wander and watch wildlife. For ski enthusiasts, Wisp, Seven Springs and Hidden Valley ski resorts are all within driving distance. There is direct access to the GAP trail, a premier hiking/biking trail. The scenic RR also passes through the property.

Top guest favourite
A modern living area is highlighted by a stone fireplace and large windows offering views of the surrounding nature. Comfortable seating arrangements include a gray sofa and loveseats, while a wooden coffee table centers the space. Decorative elements feature a ceiling fan and a wall-mounted TV.
Townhouse in McHenry
5 out of 5 average rating, 37 reviews

4 Seasons Wisp- ski in ski out, Hot Tub

This renovated, dog-friendly spacious Ski-In/Ski Out townhome is minutes from Wisp Resort's Lodge, nearby restaurants, and shops. Deep Creek Lake activities are all within a few minutes. The home has access to the "Down Under" ski trail and comes with lake access via a private lakeside park just a short walk or drive from property. Guests also have access to the Garrett College Community Aquatic and Recreation Complex(CARC) Gym and Pool during their stay. Must have AWD/4WD in winter.

Guest favourite
A wooden sauna, designed in an oval shape, is situated on a wooden deck. Adjacent hot tubs are visible, while a grill rests nearby. The background shows a house and greenery, with sunlight illuminating the area.
Home in Cumberland
4.93 out of 5 average rating, 92 reviews

The Dacha. Rebirth sauna experience

After a year of a complete renovation of the house, we invite you to visit a 122-year-old house that fully meets modern housing standards. We installed an advanced smart home system that controls lights, blinds, heating, and air conditioning and even helps you rate your sleep quality and listen your favorite music. For your culinary masterpieces, there is a full kitchen with all the necessary equipment and a basic set of spices. Please, absolutely No smoking on the property, and No pets

Guest favourite
A chalet is viewed at dusk, surrounded by a light dusting of snow. Warm light glows from the windows, highlighting the wooden exterior and front porch. Paved pathways lead to the entrance, framed by landscaped greenery and a gentle layer of frost on the ground.
Cabin in McHenry
4.85 out of 5 average rating, 46 reviews

Cozy Cabin By the Slopes- Pool - Hot Tub -Fire Pit

A beautiful chalet with cathedral ceilings located within 2.5 miles of the Wisp and the Lake, sits among seven acres of land that includes a pond, a hot tub and fire pit. This property comfortably sleeps seven. Perfect for a memorable mountain vacation minutes from Deep Creek Lake. Note: The property is shared with Cozy Cottage by the Slopes and may be occupied during your stay. This property has year round community pool access GC CARC – Community Aquatics & Recreation Complex.

Popular amenities for Frostburg rentals with a pool

Quick stats about holiday rentals with a pool in Frostburg

  • Nightly prices starting at

    Frostburg holiday rentals start at $128 SGD per night before taxes and fees

  • Verified guest reviews

    Over 140 verified reviews to help you choose

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Frostburg rentals

  • 4.9 Average rating

    Frostburg stays are highly rated by guests – averaging 4.9 out of 5!