Book Holiday Homes in Pittsburg

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Featured Holiday Homes in Pittsburg

Large Lakefront Home

Large Lakefront Home

Rangeley
Located in Oquossoc, this vacation home is on the waterfront, a 1-minute drive from Rangeley Lake and 6 minutes from Bald Mountain Trailhead.
Opens in a new windowLarge Lakefront Home
Lake Escape; Sleeps12, hottub, gameroom & UTV, Direct Snowmobile

Lake Escape; Sleeps12, hottub, gameroom & UTV, Direct Snowmobile

Rangeley
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 windowLake Escape; Sleeps12, hottub, gameroom & UTV, Direct Snowmobile
Riders welcome! Gorgeous 3-bedroom house with WiFi in Errol

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

Errol
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
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ATV Direct Access!  Snowmobile via Back Lake. Plenty of truck / trailer parking!

ATV Direct Access! Snowmobile via Back Lake. Plenty of truck / trailer parking!

Pittsburg
Located in Pittsburg, this vacation home is on the waterfront, within a 10-minute drive of Arthur and Christie Johnson Memorial Forest and Connecticut ...
Opens in a new windowATV Direct Access! Snowmobile via Back Lake. Plenty of truck / trailer parking!
Direct Snowmobile and ATV trail from front door

Direct Snowmobile and ATV trail from front door

Colebrook
Located in Colebrook, this vacation home is in the mountains, within a 15-minute drive of Numismatic International Book Library and Fiddleheads A Great North ...
Opens in a new windowDirect Snowmobile and ATV trail from front door
Potters Place Retreat/Event Venue - Log home, large spacious barn, and bunkhouse on Rangeley Lake

Potters Place Retreat/Event Venue - Log home, large spacious barn, and bunkhouse on Rangeley Lake

Rangeley
Located in Rangeley, this vacation home is on the waterfront, a 1-minute drive from Rangeley Lake and 7 minutes from Bald Mountain Trailhead.
Opens in a new windowPotters Place Retreat/Event Venue - Log home, large spacious barn, and bunkhouse on Rangeley Lake
Trailside at Middle Pond

Trailside at Middle Pond

Pittsburg
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
Snowmobile Paradise - Direct Trail Access + Near Saddleback & Sugarloaf Ski Area

Snowmobile Paradise - Direct Trail Access + Near Saddleback & Sugarloaf Ski Area

Rangeley
Located in Rangeley, this vacation home is on the waterfront, a 1-minute drive from Rangeley Lake and 7 minutes from Rangeley Lakes Region Logging Museum.
Opens in a new windowSnowmobile Paradise - Direct Trail Access + Near Saddleback & Sugarloaf Ski Area
Spacious, family friendly 5-bedroom home in Pittsburg village with trail access.

Spacious, family friendly 5-bedroom home in Pittsburg village with trail access.

2 out of 5
Pittsburg
With a stay at this vacation home in Pittsburg, you'll be just steps from Pittsburg Historical Society Museum and Connecticut River.
Opens in a new windowSpacious, family friendly 5-bedroom home in Pittsburg village with trail access.
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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
182 Holiday Homes
Lowest Price
Highest Price
Popular accommodation
Large Lakefront Home, Lake Escape; Sleeps12, hottub, gameroom & UTV, Direct Snowmobile, Riders welcome! Gorgeous 3-bedroom house with WiFi in Errol, ATV Direct Access! Snowmobile via Back Lake. Plenty of truck / trailer parking!, Direct Snowmobile and ATV trail from front door, Potters Place Retreat/Event Venue - Log home, large spacious barn, and bunkhouse on Rangeley Lake, Trailside at Middle Pond, Snowmobile Paradise - Direct Trail Access + Near Saddleback & Sugarloaf Ski Area, Spacious, family friendly 5-bedroom home in Pittsburg village with trail access.

Top trending hotels in Pittsburg

WINTERFELL-NH *BEST OF NH* GORGEOUS LAKE &  MOUNTAIN VIEWS,  NEVER PP ADDS

WINTERFELL-NH *BEST OF NH* GORGEOUS LAKE & MOUNTAIN VIEWS, NEVER PP ADDS

Pittsburg
Located in Pittsburg, this cabin is on a lake, a 2-minute drive from Connecticut River and 8 minutes from Lake Francis State Park.
Opens in a new windowWINTERFELL-NH *BEST OF NH* GORGEOUS LAKE & MOUNTAIN VIEWS, NEVER PP ADDS
Trailside at Middle Pond

Trailside at Middle Pond

Pittsburg
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
ATV Direct Access!  Snowmobile via Back Lake. Plenty of truck / trailer parking!

ATV Direct Access! Snowmobile via Back Lake. Plenty of truck / trailer parking!

Pittsburg
Located in Pittsburg, this vacation home is on the waterfront, within a 10-minute drive of Arthur and Christie Johnson Memorial Forest and Connecticut ...
Opens in a new windowATV Direct Access! Snowmobile via Back Lake. Plenty of truck / trailer parking!
Save an average of 15% on thousands of hotels when you're signed in
Spacious, family friendly 5-bedroom home in Pittsburg village with trail access.

Spacious, family friendly 5-bedroom home in Pittsburg village with trail access.

2 out of 5
Pittsburg
With a stay at this vacation home in Pittsburg, you'll be just steps from Pittsburg Historical Society Museum and Connecticut River.
Opens in a new windowSpacious, family friendly 5-bedroom home in Pittsburg village with trail access.
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.