Book Holiday Homes in Pittsburg

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Featured Holiday Homes in Pittsburg

Trailside at Middle Pond

Trailside at Middle Pond

Pittsburg NH
Located in Pittsburg, this vacation home is on the waterfront, within a 15-minute drive of Arthur and Christie Johnson Memorial Forest and Connecticut ...
Opens in a new windowTrailside at Middle Pond
Middle Pond Cabin- Direct ATV & Snowmobile Access

Middle Pond Cabin- Direct ATV & Snowmobile Access

Pittsburg NH
Located in Pittsburg, this vacation home is within a 15-minute drive of Arthur and Christie Johnson Memorial Forest and Connecticut River.
Opens in a new windowMiddle Pond Cabin- Direct ATV & Snowmobile Access
Fantastic 4-bedroom home with direct snowmobile and atv access

Fantastic 4-bedroom home with direct snowmobile and atv access

Colebrook NH
When you stay at this vacation home in Colebrook, you'll be within a 10-minute drive of Table Rock Trail Head and Lake Gloriette.
Opens in a new windowFantastic 4-bedroom home with direct snowmobile and atv access
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Rangeley Lake House with lake access, Saddleback 15min, outdoor paradise

Rangeley Lake House with lake access, Saddleback 15min, outdoor paradise

Rangeley ME
Located in Rangeley, this vacation home is on a lake, a 2-minute drive from Rangeley Lake and 8 minutes from Rangeley Lakes Region Logging Museum.
Opens in a new windowRangeley Lake House with lake access, Saddleback 15min, outdoor paradise
Cozy Lake Front home for Boating, fishing, winter sports, and gorgeous views,

Cozy Lake Front home for Boating, fishing, winter sports, and gorgeous views,

Errol NH
Located in Errol, this vacation home is on the waterfront, within a 5-minute drive of Errol Town Hall and Androscoggin River.
Opens in a new windowCozy Lake Front home for Boating, fishing, winter sports, and gorgeous views,
Riders welcome! Gorgeous 3-bedroom house with WiFi in Errol

Riders welcome! Gorgeous 3-bedroom house with WiFi in Errol

Errol NH
When you stay at this vacation home in Errol, you'll be in the mountains, within a 5-minute drive of Umbagog State Park and Errol Town Hall.
Opens in a new windowRiders welcome! Gorgeous 3-bedroom house with WiFi in Errol
Beautiful 4-bedroom house in Pittsburg perfect for your four-seasons getaway

Beautiful 4-bedroom house in Pittsburg perfect for your four-seasons getaway

Pittsburg NH
Located in Pittsburg, this vacation home is a 5-minute drive from Arthur and Christie Johnson Memorial Forest and 8 minutes from Bremer Pond Memorial ...
Opens in a new windowBeautiful 4-bedroom house in Pittsburg perfect for your four-seasons getaway
Perry Stream - Happy Corner Covered Bridge - Direct Snowmobile/ATV Access

Perry Stream - Happy Corner Covered Bridge - Direct Snowmobile/ATV Access

Pittsburg NH
Located in Pittsburg, this vacation home is on the waterfront, a 5-minute drive from Connecticut River and 8 minutes from Lake Francis State Park.
Opens in a new windowPerry Stream - Happy Corner Covered Bridge - Direct Snowmobile/ATV Access
NEW* Lakefront Escape; Sleeps12, hottub, gameroom & UTV, Direct Snowmobile

NEW* Lakefront Escape; Sleeps12, hottub, gameroom & UTV, Direct Snowmobile

Rangeley ME
Located in Rangeley, this vacation home is on the waterfront, a 5-minute drive from Rangeley Lake and 6 minutes from Rangeley Lakes Region Logging Museum.
Opens in a new windowNEW* Lakefront Escape; Sleeps12, hottub, gameroom & UTV, Direct Snowmobile
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Pittsburg Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Pittsburg vacation homes are the perfect way for you to wing it.

Holiday houses in Pittsburg let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Pittsburg in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Pittsburg adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Pittsburg with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Pittsburg vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Pittsburg Holiday Homes essential information

Accommodation
183 Holiday Homes
Lowest Price
Highest Price
Popular accommodation
Trailside at Middle Pond, Middle Pond Cabin- Direct ATV & Snowmobile Access, Fantastic 4-bedroom home with direct snowmobile and atv access, Rangeley Lake House with lake access, Saddleback 15min, outdoor paradise, Cozy Lake Front home for Boating, fishing, winter sports, and gorgeous views, , Riders welcome! Gorgeous 3-bedroom house with WiFi in Errol, Beautiful 4-bedroom house in Pittsburg perfect for your four-seasons getaway, Perry Stream - Happy Corner Covered Bridge - Direct Snowmobile/ATV Access, NEW* Lakefront Escape; Sleeps12, hottub, gameroom & UTV, Direct Snowmobile

Top trending hotels in Pittsburg

Trailside at Middle Pond

Trailside at Middle Pond

Pittsburg NH
Located in Pittsburg, this vacation home is on the waterfront, within a 15-minute drive of Arthur and Christie Johnson Memorial Forest and Connecticut ...
Opens in a new windowTrailside at Middle Pond
Large lake front cabin with mountain views!

Large lake front cabin with mountain views!

Pittsburg NH
Located in Pittsburg, this cabin is on the waterfront, within a 10-minute drive of Connecticut River and Second Connecticut Lake.
Opens in a new windowLarge lake front cabin with mountain views!
Middle Pond Cabin- Direct ATV & Snowmobile Access

Middle Pond Cabin- Direct ATV & Snowmobile Access

Pittsburg NH
Located in Pittsburg, this vacation home is within a 15-minute drive of Arthur and Christie Johnson Memorial Forest and Connecticut River.
Opens in a new windowMiddle Pond Cabin- Direct ATV & Snowmobile Access
Save an average of 15% on thousands of hotels when you're signed in
Beautiful 4-bedroom house in Pittsburg perfect for your four-seasons getaway

Beautiful 4-bedroom house in Pittsburg perfect for your four-seasons getaway

Pittsburg NH
Located in Pittsburg, this vacation home is a 5-minute drive from Arthur and Christie Johnson Memorial Forest and 8 minutes from Bremer Pond Memorial ...
Opens in a new windowBeautiful 4-bedroom house in Pittsburg perfect for your four-seasons getaway
Don't see what you're looking for?
See all available properties in Pittsburg
View all properties
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.