Holiday houses in Pittsburg

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Top-rated holiday rentals in Pittsburg

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Top Guest favourite

Home in Newry

5 out of 5 average rating, 21 reviews

Sunday River Ski In/Ski Out Condo, Prime Location!

Welcome to our new condo in one of the most highly sought locations on Sunday River Ski Mountain! - Superior trail access (we're just above the intersection of the Wildfire & Roadrunner Trails, so you can access the condo from most any peak!) - It's just steps to the community outdoor heated pool and hot tub complex! - Living space is over three levels, including the perfect mudroom on the lower level, with easy ski-in. Serious skiers and riders will love it, and we can't wait to welcome you!

Top Guest favourite

Home in Lennoxville

5 out of 5 average rating, 32 reviews

Small Town Oasis

Reconnect with loved ones in this pet-friendly, family retreat. This spacious property features 3 bedrooms, workspace and finished basement. A large backyard opens up to a wooded area, perfect for both children and dogs. Close proximity to 2 Universities, our location offers the convenience of city amenities while maintaining the small-town charm you desire. A short drive to numerous lakes, golf courses, ski hills, hiking trails, ensuring your family has plenty of options for a memorable stay.

Top Guest favourite

Home in Newry

5 out of 5 average rating, 67 reviews

1/2mi to Sunday River Rd!|Hot Tub |Firepit| Sauna

Discover your ideal mountain escape at our luxury property just 1.5 miles from the Sunday River Ski area. With easy access to year-round adventure and fun, winter welcomes skiing and snowboarding on the 8 peaks. As seasons change, enjoy hiking and mountain biking in spring, exhilarating zip-lining and golf in summer, and vibrant fall foliage for scenic drives and village exploration. Skyline Lodge is your year-round gateway to stunning landscapes, serene relaxation, and memories of a lifetime!

Top Guest favourite

Guest suite in Brighton

4.93 out of 5 average rating, 96 reviews

Vermont North East Kingdom Lakefront Hideaway

Soak up lake life as you bask in coffee and magic sunrises right outside your window. Right on the VAST trails, location is perfect for two to three snowmobiler’s or two couple’s by request. The lake only 40 feet away, nesting loons and moose, great fishing. Canoes and kayaks at the ready. This classic pine "camp" style apartment will be your ultimate hideaway in Vermont. Fully sanitized private apartment, Entire downstairs, private outside entrance. Gorgeous window sunrise lake views.

Top Guest favourite

Guest suite in Hanover

4.94 out of 5 average rating, 62 reviews

Mystery Mountain View Near many outdoor activities

Put up your feet at this 900 sqft rental unit with 1 large bedroom, full kitchen, media room, sitting room, full bath, dining area, and dart board. Private entrance, daylight basement in lower level of our home. There is a key code box to obtain access, and guest parking. 15 minutes to Sunday River and Black Mountain and 20 minutes to Mt. Abram ski resorts. Swimming access at Howard Pond. Skiers, riders, hikers, kayakers, and outdoor enthusiasts would love this location anytime of the year.

Top Guest favourite

Chalet in Newry

5 out of 5 average rating, 40 reviews

R&R Mountain Retreat in Newry

Welcome to R&R! This charming short-term rental offers a perfect getaway in an ideal location only 6 minutes away from Sunday River Ski Resort! Unwind in our cozy camp featuring modern amenities, comfortable furnishings, and a peaceful ambiance. Enjoy entertainment with Smart TV's, WiFi, cornhole, board games, as well as many nearby attractions. This chalet has so much to offer no matter which season you stay! Your ultimate escape awaits at R&R, where rest and rejuvenation are guaranteed.

Guest favourite

Home in Newry

4.93 out of 5 average rating, 44 reviews

Mountain Views | Hot Tub | 3 mins to Sunday River

🏡🏡 Large, newly built 3-Story 5BR/4BA house with gorgeous amenities. 3 minutes to the slopes! 16-guest capacity. 🌴 Wraparound deck w/ BBQ grill 🛁 Top of the line, large hot tub 📍 Ideal location near ski/snowboard access and charming downtown Newry 🍽️ Modern kitchen & dining room 🛌 Hotel quality bedding in all 5 bedrooms (2 King Beds, 1 Queen Bed, 2 Full over Full Bunk Beds, & 2 Twin Beds) 🐾 Pet-friendly ($35/day per dog) 🧑‍🍳 Modern amenities meet cabin-like charm

Superhost

Home in Rangeley

5 out of 5 average rating, 22 reviews

Pine Rock Point Cottage - At Haines Landing

Uniquely situated charming lakefront cottage set on a ledge of rock outcroppings adjacent to Haines Landing Marina. Fabulous views of Mooselookmeguntic lake and the surrounding mountains. A highly desirable location, ideal for enjoying the Rangeley Lakes Region and all that it has to offer. A sandy beach, kayaks, fire pit, BBQ grill, and outdoor seating complement the outdoors. We are now accepting one well behaved dog to enjoy your stay with. Internet provided.

Superhost

Home in Oquossoc

5 out of 5 average rating, 4 reviews

Tree House - Mooselookmeguntic Lake

Spend summer by the lake! Mooselookmeguntic is one of Maine's premier lakes. There is a public boat launch at Haines Landing and this camp has a great dock - so feel free to bring your boat. Situated in a quiet cove looking at Toothaker Island and south facing, this custom cabin offers it all! Two tiered decks, platform by the water, open floor plan, wood stove, 3 bedrooms (sleeps 5) and minutes to Oquossoc and Rangeley. WEEKLY RENTALS ONLY

Guest favourite

Home in Pittsburg

4.95 out of 5 average rating, 39 reviews

Lincoln Lodge

Honeys Hill Top Retreat is the perfect home in the great north woods. No matter what season you enjoy with your friends and family you'll feel right at home here. This home sits up on a hill that overlooks First Connecticut Lake with views of several mountains including Magalloway mountain. Up here your just steps away from hiking, fishing, boating, hunting,snowmobiling, riding an ATV or side by side.

Top Guest favourite

Townhouse in Newry

4.87 out of 5 average rating, 45 reviews

Ten Tempest Ridge

Ski-in, ski-out town home in heart of Sunday River. 4 bedroom, 3.5 bath property can sleep 10. Two primary bedrooms (one 1st floor) and two additional bedrooms and an additional bath. Fully appointed kitchen. Cozy living room features gas fireplace and smart-TV for easy after-skiing entertainment. Entire house is wi-fi enabled. Ample storage for ski & other gear. Outdoor private hot tub.

Guest favourite

Cabin in Burke

4.96 out of 5 average rating, 23 reviews

Lazy Bear Cabin Located on E. Darling Hill Road!

Located on East Darling Hill Road, this beautifully renovated & remodeled cabin, is spacious and secluded offering 3 bedrooms, 2.5 bathrooms, fieldstone fireplace, wrap deck, smoke & pet free. Direct access to Kingdom Trails and the VAST snowmobile network. Paired with our "Moose Tracks" cabin, this rental makes for the perfect location to host multiple family gatherings and retreats.