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Holiday rentals in Second College

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Top-rated holiday rentals in Second College

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

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Top guest favourite
Cabin in Errol
5.0 out of 5 average rating, 7 reviews

Waterfront Maine Cabin w/ Deck, Fire Pit & Trails

Escape to Maine’s Great North Woods and unwind at this peaceful, dog-friendly waterfront cabin tucked along the tranquil Sturtevant Stream and surrounded by conservation land. Set on a spacious private lot, this two-bedroom retreat offers a true off-the-beaten-path experience with snowmobile access nearby, four-season outdoor recreation, and direct waterfront access just steps from the cabin, where you can paddle upstream to Sturtevant Pond or downstream to the Magalloway River. Inside, the home blends rustic cabin charm with modern comforts. Both bedrooms feature king-size beds, while the living area includes a cozy daybed and a sleeper chair, making it ideal for families or small groups. After a day outdoors, relax with board games, flat-screen TVs, and a cozy dining area perfect for sharing meals and stories. The kitchen is fully stocked with a stove, oven, refrigerator, microwave, drip coffee maker, blender, toaster, toaster oven, and everything you need to cook at home. Guests are provided with linens, towels, complimentary toiletries, a hair dryer, and Wi-Fi. Washer and dryer are available in the unfinished basement, and the cabin is equipped with central heating and ceiling fans. Step outside to enjoy the cabin’s highlight — a serene outdoor living space overlooking the stream. A furnished deck with outdoor dining, a wood-burning fire pit, and a grill invite you to relax under the stars, while nearby water access makes it easy to kayak, fish, or simply enjoy the quiet surroundings. In winter, this location is ideal for snowmobiling, cross-country skiing, ice fishing, and skating at nearby Umbagog Lake. Warmer months bring hiking, wildlife watching, paddling, and peaceful evenings immersed in nature. Please note the cabin does not have air conditioning, but Maine’s cool nights, natural shade, and ceiling fans keep the space comfortable. The cabin is one story with a step down upon entry and steps down to the bedrooms and bathroom. Parking is available for up to four vehicles in the gravel and grass driveway. For safety, there is one outward-facing exterior security camera. The property is dog-friendly with a pre-trip pet fee and a maximum of two dogs allowed. Whether you’re visiting for snowmobile season, a summer escape, or a quiet fall retreat, this waterfront cabin offers a rare combination of privacy, comfort, and access to Maine’s most beautiful outdoor experiences. Snowmobiling: While there's no direct trail access from the property, guests have easy trailer access to major trail systems in both directions-from Rangeley, ME to Errol, NH. **Note: While a single story home, due to the steps down into various living spaces, this home may not be suitable for guests requiring step-free access. Feel free to reach out to us for any additional info..

Top guest favourite
The exterior of the white chalet features a modern design, with large windows framing the entrance. Two Adirondack chairs are positioned on a gravel driveway, surrounded by natural stone landscaping and trees that provide a serene backdrop.
Home in Rangeley
4.97 out of 5 average rating, 77 reviews

White Chalet on the Hill

Welcome to the White Chalet in Rangeley! Have fun with the whole family at this stylish place! With Great views of Saddleback, a great location directly between Oquossoc and Rangeley Villages, and all the amenities of a modern well-equipped home, you'll love your stay here! The Home boasts 3 bedrooms, a private office/sleeping room, two full bathrooms, fully equipped kitchen, memory foam mattresses throughout, Smart TV's in all bedrooms, hi speed wifi & plenty of parking for trucks & trailers

Top guest favourite
Cabin in Pittsburg
4.95 out of 5 average rating, 20 reviews

NEW - ATV Rental ! Direct trail access Pet & WIFI

* NOW AVAILABLE - ATV RENTAL on property (contact owner through Airbnb for details) 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 the best fishing spots, our cabin provides direct access to it all. Experience the beauty of North Woods Cabin in all seasons & enjoy a peaceful retreat with plenty of adventure right outside your door.

Top guest favourite
A welcoming entryway leads into a spacious living area accentuated by wood paneling and large windows. Comfortable seating, including plush sofas, is arranged around a wooden coffee table on a patterned rug. Soft lighting from table lamps creates a cozy ambiance throughout the room.
Home in Errol
5.0 out of 5 average rating, 85 reviews

Welcome to Kamp Kimberly!

Cape style home on the river with nearby trails for hiking, biking and riding. Covered deck with hot tub and gas fire pit overlooking the river. Excellent space for relaxing and melting away stress while having all the comforts of home including wifi, tv and air conditioning. Finished game room in the basement with shuffleboard, darts and TV. Local restaurants and shopping two miles away. ATV trails 1/2 mile away to take you from here to Colebrook, Pittsburgh and Rangeley ME. Sleeps up to 8.

Top guest favourite
The exterior of a charming cabin features natural wood siding and a gradual ramp leading to the entrance. Lush greenery surrounds the cabin, while two neatly trimmed shrubs and colorful flowers enhance the landscape. A red shed is visible to the left of the cabin.
Home in Errol
4.96 out of 5 average rating, 24 reviews

Northwoods cabin on Little Akers Pond

Charming cabin on Little Akers Pond. Room for the whole family or group of friends. Peaceful retreat close to hiking, snowmobile, and ATV trails, and a short drive to Sunday River and Mount Washington. Quiet community on a dirt road between Little Akers and Akers Ponds. Little Akers is no motorized vessels allowed, with swimming, kayaking, canoeing, SUPs, etc. Room for several vehicles. Open concept living area. Comfortable bedrooms and finished (unfurnished) basement. Deck and screen porch.

Guest favourite
Home in Pittsburg
5.0 out of 5 average rating, 6 reviews

Braaap House on Lake Francis

Awesome lakefront escape on Lake Francis -directly on the water with over an acre of private land. Spacious 4-bedroom with loads of sleeping options offers stunning waterfront and mountain views. Direct lake access, ride-in/out sled access, 2 kayaks, jackets and paddlers for guest use, ATV trail access nearby, boat launch 1/4 mile away. Whether you are launching a boat, casting a line from the shore, or hitting ATV or snowmobile trails, the best of Pittsburg is right at your doorstep.

Top guest favourite
Home in Pittsburg
5.0 out of 5 average rating, 10 reviews

5 Bedroom Private home off Day Rd. Pet friendly.

Plenty of room for friends and family in this private five bedroom home.  Has one king, two fulls, and two twins. Complete kitchen, along with a laundry room. Has one small bathroom. Located next to the restaurant and gift shop Green Acres on Day rd. North Point Fitters is also on this road for all your fishing needs. Has a ATV and Snowmobile trail access.  Available for short stays along with long-term rentals.  Feel free to rent for a couple of days, a week, a month, or a season.

Guest favourite
A charming cabin sits prominently in a lush green landscape, surrounded by dense trees. The structure features a sloped roof and a welcoming front porch, while the natural, wooded surroundings create a serene and private retreat.
Home in Errol
5.0 out of 5 average rating, 12 reviews

Errol Hill Escape

Forget your worries in this spacious and serene space. The perfect getaway for outdoor enthusiasts and anyone looking for a peaceful getaway in the beautiful North Country. 2.5 miles to ATV trails and downtown Errol home of the famous LL Cote. 2 miles to the Androscoggin River and Northern Waters Outfitters. 5 miles to stunning Lake Umbaggog state park. Explore our 11 acres of woods and be on the lookout for an abundance of wildlife. Relax on the expansive decks and enjoy Mountain View’s.

Guest favourite
The spacious orange house features a simple façade with a central entryway flanked by windows. A large front yard is visible, bordered by low shrubs and trees in the background against a partly cloudy sky.
Home in Errol
4.95 out of 5 average rating, 40 reviews

A Big House in the Heart of Errol

Take a step back in time to grandmas vintage house. This spacious home is located next to the Androscoggin River, perfect for white water rafting trips, hunting, fishing, hiking and boating. The state boat launch is a half-mile down the road. The house has a game room with an air hockey table and board games. There is plenty of room for a large group of people, a two-car garage, and a big front and back yard. Snowmobile trail and ATV access directly from the house. Enjoy high speed WiFi.

Guest favourite
Cabin in Pittsburg
4.95 out of 5 average rating, 122 reviews

Lakeside lodges-Timber Cabin Back Lake Waterfront

Welcome to Lakeside Lodge, Back Lake’s newest waterfront cabin! This property is close by to all major attractions of the north country including fishing, hunting, direct ATV and snowmobile trail access. The home is walking distance to a 5-star restaurant and full service tavern voted Best of N.H. Feel free to bring your boat and use the free public launch as well as the boat dock available right in front of the home. Deck includes an outdoor grill, fire pit, boat dock, trash removal

Top guest favourite
The spacious deck offers a clear view of the lake, featuring a private dock with boats. Lush greenery borders the waterfront, and distant mountains are visible under a bright sky, providing a serene outdoor setting.
Home in Errol
5.0 out of 5 average rating, 42 reviews

L' Akers Cottage

Enjoy this Cozy Lake house with a private dock and swimming area. Relax on the large over sized deck while observing the wildlife on the lake. Right next to the property is a public boat launch where you can launch your boat and have it tied to the cottages private dock for easy access. Also available with property is a peddle boat and kyak for your use. ATV trail access is 1/2 mile up the road. In the wintertime, you can snowmobile right from the property to the main trail system.

Guest favourite
A bright living area features large windows that provide expansive views of the lake and surrounding landscape. Wooden flooring and a rustic accent wall complement a television set placed on circular tables. A potted plant adds a touch of greenery near a cozy pet bed.
Home in Errol
4.97 out of 5 average rating, 64 reviews

Beautiful Lakeview home in Errol

Relax with the whole family at this peaceful place to stay. Bring a kayaks, canoes boats or four wheelers, this huge 3600 ft.² post and beam home overlooking pristine lake Umbagog surrounded by Lake Umbagog wild life refuge. This home can accommodate eight people comfortably. Bring the family and the pets and enjoy all the amenities, that this home has to offer, including a huge fire pit and outdoor gathering.

Popular amenities for Second College holiday rentals