Holiday rentals in Pittsburg

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Quick stats about holiday rentals in Pittsburg

  • Total holiday rentals

    Explore 140 holiday rentals in Pittsburg

  • Nightly prices starting at

    Pittsburg holiday rentals start at $78 SGD per night before taxes and fees

  • Verified guest reviews

    Over 5,310 verified reviews to help you choose

  • Family-friendly holiday rentals

    110 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 70 rentals that welcome pets

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

  • Wifi availability

    130 of Pittsburg holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Self check-in, Gym and BBQ grill across Pittsburg rentals

  • 4.9 Average rating

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

Top-rated holiday rentals in Pittsburg

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite
Aerial view of a spacious log cabin surrounded by open green fields and scattered trees, offering a peaceful natural setting. The structure features a covered porch and is set on a private lot, providing a sense of seclusion amidst the expansive landscape.
Cabin in Pittsburg
4.95 out of 5 average rating, 94 reviews

North Woods Escape - Direct ATV - Modern and Clean

Cozy, Modern & Spacious Cabin set on a Secluded and Private Lot with Direct ATV ACCESS! Welcome to the Heart of Pittsburg! Come experience all "The Great North Woods" has to offer at Deer Run Lodge. Whether it's a quiet campfire in the yard, taking a hike to view autumn's blazing colors, or riding Snowmobiles & ATV's you are going to love visiting this four-season year around resort area. Pittsburg has been a tourist favorite for many generations, and Deer Run Lodge is at the heart of it all.

Top guest favourite
A wooden deck overlooks a serene lake, framed by tall trees. A private dock extends into the water, complemented by benches nearby. Soft reflections of the sky create a picturesque view, ideal for relaxation in the surrounding natural landscape.
Home in Pittsburg
5 out of 5 average rating, 13 reviews

The Northern Palace

Come stay at this beautiful brand new house on Back Lake! Directly on the water, this new house features an open concept kitchen with a breakfast bar, open concept living room with a 16’ wide sliding glass door footing the 20’ tall wall of glass giving beautiful southern views of the lake including from the master! Direct snowmobile & ATV access, private dock, boasting a central location, minutes to gas and restaurants, good on site parking & large mud room for all your gear. Pet fee is PER PET

Top guest favourite
Cabin in Pittsburg
4.92 out of 5 average rating, 12 reviews

North Woods Cabin Direct trail access Pets & Wifi

Discover the perfect getaway at our cozy cabin in Pittsburg, NH, ideally located for outdoor enthusiasts. Whether you’re here to hit the snowmobile and ATV trails, explore scenic hiking paths, or cast a line in some of New Hampshire's best fishing spots, this cabin provides direct access to it all. Experience the beauty of the North Country in all seasons and enjoy a peaceful retreat with plenty of adventure right outside your door. * direct trail access * * pet friendly * * wifi available *

Guest favourite
A scenic view of the tranquil waters is captured from the cabin's deck. The landscape features trees along the shore, with distant mountains rising against a clear blue sky. The railing of the deck frames the picturesque setting, inviting relaxation.
Cabin in Pittsburg
4.93 out of 5 average rating, 113 reviews

WINTERFELL-NH BEST 1ST CT LAKE AND MOUNTAIN VIEWS

WINTERFELL-NH, CEDAR LOG SIDED 4 BEDROOM 2 BATH CABIN & IS YOUR "HOME BASE" FOR ADVENTURES! AT 2000 SQ FT +/- A LARGE FULLY STOCKED KITCHEN, LARGE LIVING ROOM WITH INCREDIBLE VIEWS THROUGH 3 LARGE SLIDING GLASS DOORS, 4 BEDROOMS, 2 BATHROOMS. LARGE FLAT SCREEN TV IN LIVINGROOM ABOVE FIREPLACE AND THE UPSTAIRS MASTER BEDROOM ABOVE ELECTRIC FIREPLACE- “Firestick”/ Smart TV- use your ownpasscodes for paid apps, WiFI, Firepit, grill, access to snowmobile trails from home; trailer to ATV trail

Top guest favourite
An open kitchen and dining area features wooden cabinetry and appliances, including a microwave, coffee maker, and stove. A round dining table with black chairs sits at the center, while a light streaming in from large windows illuminates the space. A cozy seating area is visible in the foreground.
Home in Pittsburg
4.99 out of 5 average rating, 71 reviews

Cozy home in Pittsburg NH

Newly renovated home in Pittsburg NH. 1 Bedroom with a Queen and a full bed. Dish network. High speed internet. Kitchen has all the essential cookware along with a coffee maker, microwave & toaster. we are located Less than 3 miles to the trophy section and Murphy Dam. Well behaved small dogs are welcome Please contact me first. A short walk to back lake. No Smoking inside. ***There is no direct trail access. There is an ATV/Snowmobiling parking area 1.5 miles away on Back Lake Road.****

Top guest favourite
A cozy living area features comfortable seating arranged around a central rug. A large window allows natural light, illuminating the vibrant artwork on the walls. The outdoor space includes a fire table surrounded by cushioned seating, while a smore's station is prepared for evening gatherings.
Home in Pittsburg
4.97 out of 5 average rating, 39 reviews

Trailside Lodge- Trail Access w/Game Table-New AC

At the end of a long day riding the trails, hunting or fishing, come back to a house you won't want to leave! Sit outside and roast marshmallows over the fire followed by a fun family game night on the Infinity Game Table. This is a house designed to create unforgettable memories with your group. Whether you're visiting to catch the trails straight from the driveway, here to spend some time on the lakes, or hiking the local trails, you can rest comfortably in our new high quality beds.

Guest favourite
Home in Pittsburg
5 out of 5 average rating, 13 reviews

Spooner Lodge on Back Lake

Spooner Lodge offers a private dock for fishing Back Lake and are minutes from the Connecticut River’s "Trophy Stretch." The public boat launch is only 1/4 mile away—perfect for easy entry before you tie up to your private dock for the duration of your stay. Experience the legendary "Ice Out" season while casting for trophy brook trout right from your doorstep. With a full-house generator and high-speed Wi-Fi, it’s the ultimate North Woods lake home base for your next adventure.

Top guest favourite
A covered balcony showcases a wooden ceiling and expansive views of Lake Francis. The railing, crafted from natural logs, complements the serene surroundings of green grass and trees. Natural light creates patterns on the wooden floor, enhancing the inviting and open space.
Home in Pittsburg
5 out of 5 average rating, 11 reviews

The Loon View

This stunning property directly overlooks Lake Francis, with nothing in between. Two spacious bedrooms upstairs, one downstairs. Each level has a fully-equipped kitchen, a full bath, large living areas and oversized covered balconies with breathtaking, panoramic views of the lake —perfect for relaxing/entertaining. Ideally located for outdoor enthusiasts, this property is just minutes from boating, fishing, hiking, and snowmobiling, offering year-round enjoyment.

Superhost
Two red Adirondack chairs are positioned around a stone fire pit, overlooking Back Lake. A grassy area transitions to a lakeside view, where kayaks are stacked on a dock. Lush green trees frame the scene, enhancing the serene outdoor atmosphere.
Cabin in Pittsburg
4.85 out of 5 average rating, 115 reviews

On Back Lake & the Trails!

Dog friendly! 2 PLACE TRAILER+VEHICLE PARKING ONLY. Cozy A-frame (500 sq ft) that only sleeps 2 people in 1 queen bed overlooking Back Lake and on the trails. Ride from the cabin! Perfect location (Beach Rd) close to all activities - ATV/snowmobile rentals, kayaking, canoeing, boating, hiking, hunting, beach/swimming & fishing. We provide a dock, 2 kayaks and 1 canoe shared with our Dockside cabin guests. 1st, 2nd, 3rd CT & Lake Francis are minutes away.

Top guest favourite
Home in Pittsburg
4.94 out of 5 average rating, 54 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.

Guest favourite
Cabin in Pittsburg
5 out of 5 average rating, 17 reviews

Cozy Cabin with Lake Access

Welcome to Sleepy Hollow Cabin, your peaceful escape in the heart of Pittsburg, NH! Just off of Route 3 overlooking First Connecticut Lake, this cozy 1940s cabin is the perfect base for four-season adventure and relaxation. Whether you're here to ride the snowmobile trails, explore nearby ATV routes, or simply take in the stunning lake views, you'll find everything you need for an unforgettable stay.

Top guest favourite
A serene pond surrounded by lush greenery reflects a colorful sunset in the sky. The tranquility of the water enhances the surrounding trees and plants, creating a peaceful outdoor setting ideal for relaxation and nature appreciation.
Cabin in Stewartstown
4.98 out of 5 average rating, 327 reviews

Moose Pond Lodge Snowmobile and ATV

Moose Pond Lodge is a two bedroom cabin located directly on the snowmobile and ATV trail. The cabin is also perfect for hunters, fishermen, and outdoor lovers of all kinds, or anyone just looking for a quiet place to get away and relax. The deck offers beautiful mountain views, and there are two ponds on the property for catch and release fishing in the warmer months.

Popular amenities for Pittsburg holiday rentals

When is the best time to visit Pittsburg?

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Avg. price$267 SGD$278 SGD$265 SGD$227 SGD$256 SGD$258 SGD$236 SGD$238 SGD$249 SGD$249 SGD$228 SGD$254 SGD
Avg. temp-10°C-9°C-3°C4°C11°C16°C19°C18°C14°C7°C1°C-6°C

Frequently Asked Questions

  • What are the best places to stay in Pittsburg?

    You will find lakeside cabins, rustic lodges, and forest-surrounded vacation rentals around Pittsburg. Many visitors prefer accommodations near the Connecticut Lakes or in the wooded areas for direct access to outdoor activities.

  • What are the best things to do in Pittsburg with kids?

    Families often explore nature trails, paddle on the Connecticut Lakes, and keep an eye out for moose and birds. Simple pleasures like skipping rocks, fishing, or picnicking by the water are frequently suggested for children.

  • What are some of the best things to do in Pittsburg?

    Pittsburg has hiking, kayaking on scenic lakes, and fishing, especially around the Connecticut Lakes. In winter, snowmobiling and snowshoeing are locally popular, while autumn invites visitors to enjoy changing foliage.

  • How is the weather in Pittsburg?

    Pittsburg has cold, snowy winters around 2–32°F (-16–0°C), with summers reaching 75–80°F (24–27°C) and mild, refreshing nights. Rain is spread throughout the year, and it is helpful to pack a rain jacket and warm layers.

  • When is the best time to visit Pittsburg?

    Late spring to early autumn is often recommended for comfortable temperatures and opportunities to explore the outdoors. Winter attracts visitors who enjoy snowy activities and quiet landscapes.

  • What are the best places to visit in Pittsburg?

    Popular spots include the Connecticut Lakes region, Magalloway Mountain, and local wildlife areas known for moose sightings. The area’s forests and rivers provide a backdrop for a range of outdoor experiences.

  • What are some hiking trails in Pittsburg?

    Hiking trails around Pittsburg often lead through forests, along lakeshores, or up to viewpoints overlooking the Connecticut Lakes. Local favorites sometimes include Magalloway Mountain and the Moose Alley Trail.

  • What are some family activities we can do in Pittsburg?

    Families can spend time hiking, canoeing, or fishing on the lakes. Exploring wildlife, taking scenic drives, and gathering for simple outdoor meals are often enjoyed together.

  • What are some of the best day trip ideas from Pittsburg?

    Visitors often explore scenic drives, viewpoints, and nearby state parks. Outdoor enthusiasts may enjoy trips focused on waterfalls, covered bridges, or cross-border nature experiences just north of town.

  • Are there any pet friendly accommodations available in Pittsburg?

    Many vacation rentals and cabins in and around Pittsburg welcome pets. Be sure to check with your host for specific guidelines regarding pets, including any local leash or waste rules.

  • What are some local tips for visiting Pittsburg?

    Layers are useful, as Pittsburg’s weather can change quickly, especially near the lakes and forested areas. Many people bring insect repellent for outdoor activities in spring and summer, and binoculars are helpful for spotting wildlife.

  • What is Pittsburg known for?

    Pittsburg is known for expansive forests, connected lakes, and outdoor recreation like fishing, snowmobiling, and wildlife watching. The area is recognized for its peaceful natural settings and opportunities to unplug.

  • What are the best hidden gems to explore in Pittsburg?

    Some visitors seek out lesser-known hiking trails, quiet lakeside spots, or waterfalls tucked in the forest. Remote picnic areas and scenic overlooks around the Connecticut Lakes can feel peaceful and secluded.

  • What are the best foods to try in Pittsburg?

    Pittsburg’s dining scene features hearty Northern New England flavors, with local favorites like fresh-caught fish, maple treats, and wild game dishes. Many bakeries and diners also serve homestyle pies and pancakes.

  • What should I bring for a trip to Pittsburg?

    Pack layered clothing, waterproof outerwear, and sturdy shoes for varied weather and outdoor terrain. Extras like insect repellent, sunscreen, and a camera are frequently suggested for an enjoyable stay.

  • What is the nightlife in Pittsburg like?

    Nightlife in Pittsburg is relaxed, with local taverns and casual spots to unwind after a day outdoors. Evenings are often spent around campfires, sharing stories, or enjoying stargazing under clear mountain skies.

  • What are the most popular events or festivals in Pittsburg?

    Pittsburg hosts fishing tournaments and seasonal celebrations like winter snowmobile gatherings and summer community fairs. Events often highlight outdoor recreation and bring together local traditions.

  • Are there family friendly vacation rentals in Pittsburg?

    Many vacation rentals and cabins around Pittsburg are suitable for families, often featuring multiple bedrooms and common spaces. Properties near the lakes or in the woods make it easy to enjoy outdoor activities together.

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